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$450,000

Timeless Mid-Century Modern brick home offering enduring quality and incredible potential. Featuring hardwood floors, classic architectural details, and a spacious walk-up attic with a variety of potential uses, this solid home is ready for its next chapter. While it would benefit from updating, its exceptional location and quality construction present an outstanding investment opportunity in the Hudson Valley at an attractive value. A wonderful opportunity to personalize and restore a well-built home. Conveniently located near shopping, restaurants, parks, and the Poughkeepsie Tennis Club, and approximately a five-minute drive to the Poughkeepsie Metro-North and Amtrak station, this home combines timeless charm with everyday convenience in an established neighborhood.

3 Beds ⋅ 3 Baths ⋅ 1007852 MLS

Timeless Mid-Century Modern brick home offering enduring quality and incredible potential. Featuring hardwood floors, classic architectural details, and a spacious walk-up attic with a variety of potential uses, this solid home is ready for its next chapter. While it would benefit from updating, its exceptional location and quality construction present an outstanding investment opportunity in the Hudson Valley at an attractive value. A wonderful opportunity to personalize and restore a well-built home. Conveniently located near shopping, restaurants, parks, and the Poughkeepsie Tennis Club, and approximately a five-minute drive to the Poughkeepsie Metro-North and Amtrak station, this home combines timeless charm with everyday convenience in an established neighborhood.

13 Osborne Road, Poughkeepsie

$650,000

Step into the rich history of this circa 1865 home, located in the City of Poughkeepsie's Historic District. Offering approximately 3,876 square feet across three finished levels, this residence showcases a distinctive Mansard roof, pocket doors, original millwork, bay windows, extensive built-ins, decorative fretwork, and other preserved architectural details that reflect its history and craftsmanship. A grand staircase with ornate woodwork and a built-in hall settle welcomes you upon entry, while hardwood floors, high ceilings, and ornate cast-iron radiators continue throughout much of the home. Spacious rooms provide flexibility for everyday living, entertaining, home office space, or creative pursuits. The kitchen complements the home's period appeal with custom wood cabinetry, built-in hutches, exposed brick, granite countertops, a movable center island, and a bright bay-window dining area. A freestanding wood stove set on a decorative mosaic tile hearth adds warmth and architectural interest. Additional features include a covered front porch, three finished levels, a full unfinished basement, municipal water and sewer, oil heat, and mature landscaping. Conveniently located near Route 9, Metro-North, the Mid-Hudson Bridge, the Poughkeepsie waterfront, restaurants, shopping, parks, Vassar Brothers Medical Center, Marist University, Vassar College, and other Hudson Valley amenities. A rare opportunity to own a substantial historic home in the City of Poughkeepsie's Historic District, offering preserved architectural details, generous living space, and a convenient Hudson Valley location. Don't miss out!

6 Beds ⋅ 2 Baths ⋅ 1030768 MLS

Step into the rich history of this circa 1865 home, located in the City of Poughkeepsie's Historic District. Offering approximately 3,876 square feet across three finished levels, this residence showcases a distinctive Mansard roof, pocket doors, original millwork, bay windows, extensive built-ins, decorative fretwork, and other preserved architectural details that reflect its history and craftsmanship. A grand staircase with ornate woodwork and a built-in hall settle welcomes you upon entry, while hardwood floors, high ceilings, and ornate cast-iron radiators continue throughout much of the home. Spacious rooms provide flexibility for everyday living, entertaining, home office space, or creative pursuits. The kitchen complements the home's period appeal with custom wood cabinetry, built-in hutches, exposed brick, granite countertops, a movable center island, and a bright bay-window dining area. A freestanding wood stove set on a decorative mosaic tile hearth adds warmth and architectural interest. Additional features include a covered front porch, three finished levels, a full unfinished basement, municipal water and sewer, oil heat, and mature landscaping. Conveniently located near Route 9, Metro-North, the Mid-Hudson Bridge, the Poughkeepsie waterfront, restaurants, shopping, parks, Vassar Brothers Medical Center, Marist University, Vassar College, and other Hudson Valley amenities. A rare opportunity to own a substantial historic home in the City of Poughkeepsie's Historic District, offering preserved architectural details, generous living space, and a convenient Hudson Valley location. Don't miss out!

129 Academy Street, Poughkeepsie

$324,900

Welcome to this well-maintained Colonial offering over 1,200 square feet of comfortable living space with 3 bedrooms and 1 full bathroom. Blending classic charm with tasteful updates, this home features a spacious and inviting living room highlighted by a beautiful brick fireplace and abundant natural light. The updated eat-in kitchen features beautiful vaulted ceilings, white cabinetry, stainless steel appliances, ample counter space, and room for dining, creating the perfect space for everyday living and entertaining. A full bathroom is conveniently located on the main level, while the second floor offers three bedrooms, including a generously sized primary bedroom with a walk-in closet. Recent updates and improvements throughout the home provide a move-in ready feel while still maintaining character and warmth. Outside, enjoy a large level backyard with patio space, mature trees, and plenty of room for outdoor gatherings, gardening, or recreation. Conveniently located near shopping, restaurants, schools, parks, and major commuter routes, this charming home offers both comfort and convenience.

3 Beds ⋅ 1 Baths ⋅ 1029760 MLS

Welcome to this well-maintained Colonial offering over 1,200 square feet of comfortable living space with 3 bedrooms and 1 full bathroom. Blending classic charm with tasteful updates, this home features a spacious and inviting living room highlighted by a beautiful brick fireplace and abundant natural light. The updated eat-in kitchen features beautiful vaulted ceilings, white cabinetry, stainless steel appliances, ample counter space, and room for dining, creating the perfect space for everyday living and entertaining. A full bathroom is conveniently located on the main level, while the second floor offers three bedrooms, including a generously sized primary bedroom with a walk-in closet. Recent updates and improvements throughout the home provide a move-in ready feel while still maintaining character and warmth. Outside, enjoy a large level backyard with patio space, mature trees, and plenty of room for outdoor gatherings, gardening, or recreation. Conveniently located near shopping, restaurants, schools, parks, and major commuter routes, this charming home offers both comfort and convenience.

194 Smith Street, Poughkeepsie

$449,500

Steeped in history and rich in architectural significance, The James D. Keith House is one of Poughkeepsie's most recognizable residences. Gracefully positioned within the coveted Academy Street Historic District, this extraordinary c.1900 Colonial Revival masterpiece—designed by acclaimed local architect Percival M. Lloyd, this home beautifully blends timeless Colonial elegance with Victorian-inspired details. Offering almost 3,400 finished SQFT, 4 bedrooms, 2 full and 1 half baths, three fireplaces, and an additional unfinished third floor and expansive basement, this is a rare opportunity to own one of the Hudson Valley's architectural treasures. From the moment you step through the crystal-lined vestibule, you're welcomed by breathtaking period craftsmanship. A dramatic central foyer showcases a sweeping grand staircase illuminated by an impressive cathedral-height stained-glass window, while original woodwork, intricate moldings, soaring ceilings, hardwood floors, built-in cabinetry, oversized pocket doors, and elegant fireplaces highlight the home's remarkable character throughout. The main level was designed for both grand entertaining and comfortable everyday living. Multiple formal gathering spaces include an elegant living room with a wood-burning stove insert, a gracious formal parlor tucked into the home's iconic rounded tower, an expansive formal dining room, and an inviting wraparound covered porch that seamlessly extends the living space outdoors. The spacious eat-in kitchen, complete with adjoining butler's pantry and separate laundry room, overlooks the peaceful backyard beneath the canopy of a magnificent copper beech tree, providing the perfect opportunity to create a dream chef's kitchen while honoring the home's historic integrity. The second floor offers four generously sized bedrooms, two full bathrooms, and a flexible den or sitting room ideal for a home office, library, or nursery. The primary suite is warmed by a recently relined Rumford fireplace, while the spectacular tower bedroom captures sweeping western views and unforgettable Hudson River sunsets beneath its distinctive domed ceiling and beautifully arched architectural detailing. Above it all, the unfinished third floor presents approximately 1,500 square feet of untapped potential. Featuring soaring cathedral ceilings, abundant natural light, and charming architectural details, this incredible space is ready to become a luxurious primary retreat, artist's loft, guest quarters, home office, or creative studio. The expansive full basement offers an additional level of opportunity with room for workshops, storage, recreation, or future finished space. Outside, the stately wraparound porch, Juliet balconies, mature landscaping, and classic Colonial Revival facade create unforgettable curb appeal while honoring the home's historic pedigree. Situated on a quarter-acre lot in one of Poughkeepsie's most distinguished neighborhoods, the property is just moments from Vassar Brothers Medical Center, the vibrant downtown waterfront, restaurants, shops, Metro-North, and all that the Hudson Valley has to offer from hiking at Mohonk Preserve to weekend escapes in the Catskills. Whether you're an architectural enthusiast, preservationist, or visionary homeowner, 151 Academy Street offers a once-in-a-generation opportunity to restore, personalize, and preserve one of Poughkeepsie's most celebrated historic homes. Offered AS-IS, this remarkable residence is ready for its next chapter, to be restored and for someone who appreciates the craftsmanship, scale, and timeless beauty that simply cannot be replicated. Municipal water, sewer and natural gas! Excellent location, minutes to Route 9, Downtown Poughkeepsie, Walkway over the Hudson, Culinary Institute of America, Marist University, schools, all things shopping and more! Come be a part of History and see all that the Hudson Valley has to offer! *SOME INTERIOR PHOTOS HAVE BEEN VIRTUALLY STAGED WITH FURNITURE*

4 Beds ⋅ 3 Baths ⋅ 1028671 MLS

Steeped in history and rich in architectural significance, The James D. Keith House is one of Poughkeepsie's most recognizable residences. Gracefully positioned within the coveted Academy Street Historic District, this extraordinary c.1900 Colonial Revival masterpiece—designed by acclaimed local architect Percival M. Lloyd, this home beautifully blends timeless Colonial elegance with Victorian-inspired details. Offering almost 3,400 finished SQFT, 4 bedrooms, 2 full and 1 half baths, three fireplaces, and an additional unfinished third floor and expansive basement, this is a rare opportunity to own one of the Hudson Valley's architectural treasures. From the moment you step through the crystal-lined vestibule, you're welcomed by breathtaking period craftsmanship. A dramatic central foyer showcases a sweeping grand staircase illuminated by an impressive cathedral-height stained-glass window, while original woodwork, intricate moldings, soaring ceilings, hardwood floors, built-in cabinetry, oversized pocket doors, and elegant fireplaces highlight the home's remarkable character throughout. The main level was designed for both grand entertaining and comfortable everyday living. Multiple formal gathering spaces include an elegant living room with a wood-burning stove insert, a gracious formal parlor tucked into the home's iconic rounded tower, an expansive formal dining room, and an inviting wraparound covered porch that seamlessly extends the living space outdoors. The spacious eat-in kitchen, complete with adjoining butler's pantry and separate laundry room, overlooks the peaceful backyard beneath the canopy of a magnificent copper beech tree, providing the perfect opportunity to create a dream chef's kitchen while honoring the home's historic integrity. The second floor offers four generously sized bedrooms, two full bathrooms, and a flexible den or sitting room ideal for a home office, library, or nursery. The primary suite is warmed by a recently relined Rumford fireplace, while the spectacular tower bedroom captures sweeping western views and unforgettable Hudson River sunsets beneath its distinctive domed ceiling and beautifully arched architectural detailing. Above it all, the unfinished third floor presents approximately 1,500 square feet of untapped potential. Featuring soaring cathedral ceilings, abundant natural light, and charming architectural details, this incredible space is ready to become a luxurious primary retreat, artist's loft, guest quarters, home office, or creative studio. The expansive full basement offers an additional level of opportunity with room for workshops, storage, recreation, or future finished space. Outside, the stately wraparound porch, Juliet balconies, mature landscaping, and classic Colonial Revival facade create unforgettable curb appeal while honoring the home's historic pedigree. Situated on a quarter-acre lot in one of Poughkeepsie's most distinguished neighborhoods, the property is just moments from Vassar Brothers Medical Center, the vibrant downtown waterfront, restaurants, shops, Metro-North, and all that the Hudson Valley has to offer from hiking at Mohonk Preserve to weekend escapes in the Catskills. Whether you're an architectural enthusiast, preservationist, or visionary homeowner, 151 Academy Street offers a once-in-a-generation opportunity to restore, personalize, and preserve one of Poughkeepsie's most celebrated historic homes. Offered AS-IS, this remarkable residence is ready for its next chapter, to be restored and for someone who appreciates the craftsmanship, scale, and timeless beauty that simply cannot be replicated. Municipal water, sewer and natural gas! Excellent location, minutes to Route 9, Downtown Poughkeepsie, Walkway over the Hudson, Culinary Institute of America, Marist University, schools, all things shopping and more! Come be a part of History and see all that the Hudson Valley has to offer! *SOME INTERIOR PHOTOS HAVE BEEN VIRTUALLY STAGED WITH FURNITURE*

151 Academy Street, Poughkeepsie

$599,900

Welcome home to this meticulously maintained Colonial, completely renovated in 2024 and offering the perfect blend of modern style, comfort, and convenience. Step inside to discover a light filled, open floor plan designed for today's lifestyle. The stunning chef's kitchen features KraftMaid cabinetry, beautiful Quartz countertops, abundant workspace, and seamlessly flows into the dining area and spacious living space, perfect for everyday living and entertaining. A sliding glass door opens to a brand-new Trex deck with a retractable awning overlooking the level, fully fenced backyard. Working from home is effortless with the private first-floor office, complete with elegant French doors, providing a quiet and comfortable workspace. Upstairs, the primary suite offers an en-suite bath and generous closet space. Two additional bedrooms with another full bath and an oversized bonus room providing incredible flexibility as a playroom media room, home gym, or even a potential fourth bedroom. Additional features included a second floor laundry attaehed two car garage, generator, and countless updates throughout, making this truly move-in. Ideally located on the sought-after Southside of Poughkeepsie, this exceptional home is just minutes from shopping, restaurants, schools, major commuter routes, and approximately 3.5 miles from the metro-North train station. Furniture is negotiable.

3 Beds ⋅ 3 Baths ⋅ 1028071 MLS

Welcome home to this meticulously maintained Colonial, completely renovated in 2024 and offering the perfect blend of modern style, comfort, and convenience. Step inside to discover a light filled, open floor plan designed for today's lifestyle. The stunning chef's kitchen features KraftMaid cabinetry, beautiful Quartz countertops, abundant workspace, and seamlessly flows into the dining area and spacious living space, perfect for everyday living and entertaining. A sliding glass door opens to a brand-new Trex deck with a retractable awning overlooking the level, fully fenced backyard. Working from home is effortless with the private first-floor office, complete with elegant French doors, providing a quiet and comfortable workspace. Upstairs, the primary suite offers an en-suite bath and generous closet space. Two additional bedrooms with another full bath and an oversized bonus room providing incredible flexibility as a playroom media room, home gym, or even a potential fourth bedroom. Additional features included a second floor laundry attaehed two car garage, generator, and countless updates throughout, making this truly move-in. Ideally located on the sought-after Southside of Poughkeepsie, this exceptional home is just minutes from shopping, restaurants, schools, major commuter routes, and approximately 3.5 miles from the metro-North train station. Furniture is negotiable.

24 Whittier Boulevard, Poughkeepsie

$230,000

A rare opportunity to own what feels like brand-new construction in an established community. Completely gut renovated from the inside out, this exceptional co-op combines designer finishes, energy-efficient upgrades, and an unbeatable location just moments from the Hudson River. Every inch of this home has been thoughtfully reimagined with a modern yet timeless design, quality craftsmanship, and attention to detail. The open-concept floor plan creates a bright, welcoming atmosphere, centered around a beautifully designed kitchen with warm cream cabinetry, elegant hardware and faucet, and an elevated breakfast bar that seamlessly connects the kitchen and living space—perfect for entertaining or everyday living. Luxury vinyl plank flooring, tasteful lighting, and a soft, modern color palette flow throughout the home, creating a sophisticated yet inviting feel. What truly sets this residence apart is what you don't see. The renovation extended far beyond cosmetic updates, with newer electrical and plumbing systems, plus all-new insulation installed to today's energy-efficient building standards. Combined with a high-efficiency mini-split heating and cooling system, these upgrades provide year-round comfort while helping reduce energy costs. The spacious primary bedroom offers a peaceful retreat, while the second bedroom provides flexibility for guests, a home office. The beautifully renovated bathroom features contemporary finishes and a clean design that complements the rest of the home. Outside, enjoy amenities including a community swimming pool, clubhouse, and grilling area. Even better, the monthly HOA fee includes both property and school taxes, offering exceptional value and predictable monthly ownership costs. Perfectly positioned just around the corner from the scenic Hudson River waterfront, marinas, and walking areas, this home is also conveniently located near shopping, restaurants, and major commuter routes, making it easy to enjoy everything the area has to offer. With every major system already updated, designer finishes throughout, and absolutely nothing left to do, this is a truly turnkey home that stands out from anything else on the market.

2 Beds ⋅ 1 Baths ⋅ 1027329 MLS

A rare opportunity to own what feels like brand-new construction in an established community. Completely gut renovated from the inside out, this exceptional co-op combines designer finishes, energy-efficient upgrades, and an unbeatable location just moments from the Hudson River. Every inch of this home has been thoughtfully reimagined with a modern yet timeless design, quality craftsmanship, and attention to detail. The open-concept floor plan creates a bright, welcoming atmosphere, centered around a beautifully designed kitchen with warm cream cabinetry, elegant hardware and faucet, and an elevated breakfast bar that seamlessly connects the kitchen and living space—perfect for entertaining or everyday living. Luxury vinyl plank flooring, tasteful lighting, and a soft, modern color palette flow throughout the home, creating a sophisticated yet inviting feel. What truly sets this residence apart is what you don't see. The renovation extended far beyond cosmetic updates, with newer electrical and plumbing systems, plus all-new insulation installed to today's energy-efficient building standards. Combined with a high-efficiency mini-split heating and cooling system, these upgrades provide year-round comfort while helping reduce energy costs. The spacious primary bedroom offers a peaceful retreat, while the second bedroom provides flexibility for guests, a home office. The beautifully renovated bathroom features contemporary finishes and a clean design that complements the rest of the home. Outside, enjoy amenities including a community swimming pool, clubhouse, and grilling area. Even better, the monthly HOA fee includes both property and school taxes, offering exceptional value and predictable monthly ownership costs. Perfectly positioned just around the corner from the scenic Hudson River waterfront, marinas, and walking areas, this home is also conveniently located near shopping, restaurants, and major commuter routes, making it easy to enjoy everything the area has to offer. With every major system already updated, designer finishes throughout, and absolutely nothing left to do, this is a truly turnkey home that stands out from anything else on the market.

164 Rinaldi Boulevard Unit #C, Poughkeepsie

$299,900

STOP RENTING & START OWNING! COMPLETELY TURN-KEY 4-BEDROOM COLONIAL! Why pay a landlord when you can own this spacious, updated 4-bedroom, 1.5-bathroom single-family Colonial for less than the cost of local rent? Boasting 1,600 square feet of vibrant, sun-drenched living space, 20 Grant Street is the definition of "move-in ready." THE LAYOUT YOU WANT: Say goodbye to cramped quarters! The flexible 7-room floor plan features a highly coveted main-level bedroom option—perfect for a home office, guest space, or playroom—plus three additional oversized bedrooms upstairs. INTERIOR HIGHLIGHTS: Enjoy modern, seamless flooring throughout, natural gas cooking, and a floor plan built for everyday living. Out back, a private backyard space and balcony offer the perfect retreat for summer BBQs or morning coffee. Need storage? The partial basement has you covered. ULTRA-CONVENIENT CITY LIVING: Say goodbye to utility headaches. This home features high-efficiency natural gas forced-air heating, city water, city sewer, and low-maintenance on-street parking right at your front door. Located seconds from downtown shopping, hospitals, local parks, and major commuter routes. THE BOTTOM LINE: Whether you are a first-time homebuyer looking for space to grow or a savvy investor hunting for a high-yield, turn-key rental with zero renovations needed—this is the property you’ve been waiting for.A property this clean at this price point will not last. Don't wait—schedule your private tour today!

4 Beds ⋅ 2 Baths ⋅ 1027461 MLS

STOP RENTING & START OWNING! COMPLETELY TURN-KEY 4-BEDROOM COLONIAL! Why pay a landlord when you can own this spacious, updated 4-bedroom, 1.5-bathroom single-family Colonial for less than the cost of local rent? Boasting 1,600 square feet of vibrant, sun-drenched living space, 20 Grant Street is the definition of "move-in ready." THE LAYOUT YOU WANT: Say goodbye to cramped quarters! The flexible 7-room floor plan features a highly coveted main-level bedroom option—perfect for a home office, guest space, or playroom—plus three additional oversized bedrooms upstairs. INTERIOR HIGHLIGHTS: Enjoy modern, seamless flooring throughout, natural gas cooking, and a floor plan built for everyday living. Out back, a private backyard space and balcony offer the perfect retreat for summer BBQs or morning coffee. Need storage? The partial basement has you covered. ULTRA-CONVENIENT CITY LIVING: Say goodbye to utility headaches. This home features high-efficiency natural gas forced-air heating, city water, city sewer, and low-maintenance on-street parking right at your front door. Located seconds from downtown shopping, hospitals, local parks, and major commuter routes. THE BOTTOM LINE: Whether you are a first-time homebuyer looking for space to grow or a savvy investor hunting for a high-yield, turn-key rental with zero renovations needed—this is the property you’ve been waiting for.A property this clean at this price point will not last. Don't wait—schedule your private tour today!

20 Grant Street, Poughkeepsie

$500,000

Turnkey Investment Opportunity! This 2-family home is fully occupied and generating $52,800 annually. It will provide reliable cash flow from day one. Included in the sale is the lot next door (3 Park Place, 131300-6162-71-320192-0000). Leased solar panels were installed in 2022 to keep electricity costs to the bare minimum of $60/month. Separate natural gas meters allow tenants to pay, which saves on the owner's monthly cost. The roof was replaced in 2022 when the panels were installed. Each unit offers 2 bedrooms, 1 bath, large kitchen, dining room, living room, and unit 2 has a den/office that leads to the balcony. With a shared washer and dryer, basement storage, plenty of parking, and a convenient location close to shopping, dining, schools, and major commuter routes, this property is designed for both tenant appeal and long-term value.

4 Beds ⋅ 2 Baths ⋅ 1022089 MLS

Turnkey Investment Opportunity! This 2-family home is fully occupied and generating $52,800 annually. It will provide reliable cash flow from day one. Included in the sale is the lot next door (3 Park Place, 131300-6162-71-320192-0000). Leased solar panels were installed in 2022 to keep electricity costs to the bare minimum of $60/month. Separate natural gas meters allow tenants to pay, which saves on the owner's monthly cost. The roof was replaced in 2022 when the panels were installed. Each unit offers 2 bedrooms, 1 bath, large kitchen, dining room, living room, and unit 2 has a den/office that leads to the balcony. With a shared washer and dryer, basement storage, plenty of parking, and a convenient location close to shopping, dining, schools, and major commuter routes, this property is designed for both tenant appeal and long-term value.

1 Park Place, Poughkeepsie

$465,000

Welcome to 149 Washington street, where beauty, functionality and affordability meet. Featuring 4 bedrooms, 2.5 bathrooms, a fully renovated kitchen, formal dining room, semi finished basement and beautiful livingroom fitted with a timeless stone fireplace. An additional flexible living space is offered as a fully finished attic boasts a huge amount of addition square footage. This home offers detailed finishes you don't often see today including stained glass windows, and craftsman style wood features. As a bonus, a split heating system allows each floor its own comfortable living temperature. Located directly across the street from the community pool, a half mile from major educational institutions, and less than a block from the renowned Walkway Over the Hudson. Imagine yourself sipping sweet tea as you relax on your porch swing after a day at the community pool. The perfect opportunity to own as a home or turnkey rental property. Truly a must see.

4 Beds ⋅ 3 Baths ⋅ 1026339 MLS

Welcome to 149 Washington street, where beauty, functionality and affordability meet. Featuring 4 bedrooms, 2.5 bathrooms, a fully renovated kitchen, formal dining room, semi finished basement and beautiful livingroom fitted with a timeless stone fireplace. An additional flexible living space is offered as a fully finished attic boasts a huge amount of addition square footage. This home offers detailed finishes you don't often see today including stained glass windows, and craftsman style wood features. As a bonus, a split heating system allows each floor its own comfortable living temperature. Located directly across the street from the community pool, a half mile from major educational institutions, and less than a block from the renowned Walkway Over the Hudson. Imagine yourself sipping sweet tea as you relax on your porch swing after a day at the community pool. The perfect opportunity to own as a home or turnkey rental property. Truly a must see.

149 Washington Street, Poughkeepsie

$529,000

Investment or owner-occupant opportunity at 17 North Clover Street, a spacious three-unit property offering flexibility, recent exterior improvements, and a convenient location. The building features two vacant units, each offering two bedrooms and one full bathroom, allowing a new owner to select tenants, establish current rental terms, or occupy one unit while generating income from the others. The third unit is an occupied one-bedroom, one-bathroom apartment, providing immediate rental income. Recent improvements include new roofs on both the main house and detached three-car garage, a freshly painted exterior, and an upgraded common foyer that creates an inviting entrance for residents and guests. Additional highlights include off-street parking and a three-car garage offering space for vehicles, storage, or other income generating possibilities. Ideally positioned within close proximity of the Poughkeepsie Metro-North and Amtrak station, the property provides convenient rail access to New York City, Albany, and surrounding Hudson Valley destinations. It is also close to Route 9, Routes 44/55, the Mid-Hudson Bridge, downtown restaurants and shops, the Poughkeepsie waterfront, parks, and the Walkway Over the Hudson. With two vacant apartments, an occupied income-producing unit, major exterior upgrades, and a highly accessible location, this is a great opportunity to build or expand a real estate portfolio.

5 Beds ⋅ 3 Baths ⋅ 1026212 MLS

Investment or owner-occupant opportunity at 17 North Clover Street, a spacious three-unit property offering flexibility, recent exterior improvements, and a convenient location. The building features two vacant units, each offering two bedrooms and one full bathroom, allowing a new owner to select tenants, establish current rental terms, or occupy one unit while generating income from the others. The third unit is an occupied one-bedroom, one-bathroom apartment, providing immediate rental income. Recent improvements include new roofs on both the main house and detached three-car garage, a freshly painted exterior, and an upgraded common foyer that creates an inviting entrance for residents and guests. Additional highlights include off-street parking and a three-car garage offering space for vehicles, storage, or other income generating possibilities. Ideally positioned within close proximity of the Poughkeepsie Metro-North and Amtrak station, the property provides convenient rail access to New York City, Albany, and surrounding Hudson Valley destinations. It is also close to Route 9, Routes 44/55, the Mid-Hudson Bridge, downtown restaurants and shops, the Poughkeepsie waterfront, parks, and the Walkway Over the Hudson. With two vacant apartments, an occupied income-producing unit, major exterior upgrades, and a highly accessible location, this is a great opportunity to build or expand a real estate portfolio.

17 N Clover Street, Poughkeepsie

$120,000

Nestled in the heart of Poughkeepsie’s vibrant Executive Towers, Unit 3P is a bright and inviting 1-bedroom, 1-bathroom co-op offering a perfect blend of comfort and convenience. Step out onto your private balcony, ideal for savoring morning coffee or unwinding in the evening while enjoying sweeping views of the surrounding cityscape. This residence comes with a host of premium amenities: a 24-hour doorman ensures security and ease, laundry rooms on every floor eliminate the hassle of in-unit appliances, and assigned gated parking provides peace of mind for your vehicle. The building’s large in-ground pool invites you to relax and socialize during warm months, while elevators and on-site management make daily living effortless. Location couldn’t be better, just steps from Poughkeepsie’s best shops, dining, and transportation. Local favorites like Lola’s Cafe and The Poughkeepsie Grind are within easy reach, and the Metro-North station is nearby for seamless commuting. Schedule your private showing today and experience everything Unit 3P has to offer. Don’t miss this opportunity to make this inviting home yours!

1 Beds ⋅ 1 Baths ⋅ 1026011 MLS

Nestled in the heart of Poughkeepsie’s vibrant Executive Towers, Unit 3P is a bright and inviting 1-bedroom, 1-bathroom co-op offering a perfect blend of comfort and convenience. Step out onto your private balcony, ideal for savoring morning coffee or unwinding in the evening while enjoying sweeping views of the surrounding cityscape. This residence comes with a host of premium amenities: a 24-hour doorman ensures security and ease, laundry rooms on every floor eliminate the hassle of in-unit appliances, and assigned gated parking provides peace of mind for your vehicle. The building’s large in-ground pool invites you to relax and socialize during warm months, while elevators and on-site management make daily living effortless. Location couldn’t be better, just steps from Poughkeepsie’s best shops, dining, and transportation. Local favorites like Lola’s Cafe and The Poughkeepsie Grind are within easy reach, and the Metro-North station is nearby for seamless commuting. Schedule your private showing today and experience everything Unit 3P has to offer. Don’t miss this opportunity to make this inviting home yours!

160 Academy Street Unit #3P, Poughkeepsie

$349,900

Welcome to this beautiful 2-bedroom townhouse in the desirable Fox Hill community located on the South Side of Poughkeepsie. Offering a spacious layout, comfortable living spaces and a prime location, this home is perfect for those seeking low-maintenance living without sacrificing space. The main level features an inviting living room, a dining area ideal for entertaining, and a functional kitchen with plenty of cabinet and counter space. In addition, you’ll find two generously sized bedrooms, including a spacious primary bedroom with a private ensuite bathroom and ample closet space. Both bedrooms offer direct access to a private deck, creating the perfect spot to enjoy your morning coffee or unwind while overlooking the peaceful surroundings. The partially finished basement adds valuable living space and endless possibilities. Whether you need a family room, home office, exercise area, or recreation room, this flexible space can easily adapt to your needs, as well as a walk out to an inviting patio. Fox Hill is a well-maintained community known for its attractive setting and convenient location. Enjoy easy access to shopping, restaurants, parks, schools, medical facilities, and major commuter routes. Metro-North train service and nearby highways make traveling throughout the Hudson Valley or commuting to New York City simple and convenient. Whether you’re purchasing your first home, downsizing, or looking for a move-in-ready property with room to grow, this townhouse checks all the boxes. This exceptional Fox Hill home offers comfort, convenience, and an outstanding opportunity to enjoy everything the South Side of Poughkeepsie has to offer.

2 Beds ⋅ 3 Baths ⋅ 1021925 MLS

Welcome to this beautiful 2-bedroom townhouse in the desirable Fox Hill community located on the South Side of Poughkeepsie. Offering a spacious layout, comfortable living spaces and a prime location, this home is perfect for those seeking low-maintenance living without sacrificing space. The main level features an inviting living room, a dining area ideal for entertaining, and a functional kitchen with plenty of cabinet and counter space. In addition, you’ll find two generously sized bedrooms, including a spacious primary bedroom with a private ensuite bathroom and ample closet space. Both bedrooms offer direct access to a private deck, creating the perfect spot to enjoy your morning coffee or unwind while overlooking the peaceful surroundings. The partially finished basement adds valuable living space and endless possibilities. Whether you need a family room, home office, exercise area, or recreation room, this flexible space can easily adapt to your needs, as well as a walk out to an inviting patio. Fox Hill is a well-maintained community known for its attractive setting and convenient location. Enjoy easy access to shopping, restaurants, parks, schools, medical facilities, and major commuter routes. Metro-North train service and nearby highways make traveling throughout the Hudson Valley or commuting to New York City simple and convenient. Whether you’re purchasing your first home, downsizing, or looking for a move-in-ready property with room to grow, this townhouse checks all the boxes. This exceptional Fox Hill home offers comfort, convenience, and an outstanding opportunity to enjoy everything the South Side of Poughkeepsie has to offer.

702 Scenic Lane, Poughkeepsie

$420,000

Excellent investment opportunity in the City of Poughkeepsie! This vacant two-family property features two spacious 3-bedroom units, providing strong rental income and immediate cash flow for investors. Each apartment offers bright living spaces, large bedrooms, eat-in kitchens, and separate entrances for added privacy and convenience. The property is well maintained with separate utilities, making it an ideal low-maintenance addition to any investment portfolio. Roof 12 years old, Windows 8 Years old, Furnace 5 years old and Water Heater 2 years old. Conveniently located near Metro-North, Vassar College, Marist College, shopping, restaurants, hospitals, and major commuter routes, this property is positioned in a high-demand rental area. Whether you’re looking to expand your portfolio or secure a solid income-producing property, this multi-family home offers excellent long-term potential.

6 Beds ⋅ 2 Baths ⋅ 1025819 MLS

Excellent investment opportunity in the City of Poughkeepsie! This vacant two-family property features two spacious 3-bedroom units, providing strong rental income and immediate cash flow for investors. Each apartment offers bright living spaces, large bedrooms, eat-in kitchens, and separate entrances for added privacy and convenience. The property is well maintained with separate utilities, making it an ideal low-maintenance addition to any investment portfolio. Roof 12 years old, Windows 8 Years old, Furnace 5 years old and Water Heater 2 years old. Conveniently located near Metro-North, Vassar College, Marist College, shopping, restaurants, hospitals, and major commuter routes, this property is positioned in a high-demand rental area. Whether you’re looking to expand your portfolio or secure a solid income-producing property, this multi-family home offers excellent long-term potential.

37 Delano Street, Poughkeepsie

$799,990

Welcome to Academy House. Built in 1881, this distinguished Victorian residence is set along one of Poughkeepsie’s most admired tree-lined streets within the city’s Historic District. A gracious front porch introduces a home where original craftsmanship has been thoughtfully preserved while modern infrastructure provides the comfort and reliability expected today. The main level unfolds through a welcoming foyer into a collection of light-filled living and entertaining spaces, where generous proportions and beautifully preserved architectural details create a natural sense of flow. The dramatic horseshoe window in the grand living room is elegantly echoed in a remarkable set of pocket doors leading to the family room, a distinctive design feature that showcases the exceptional craftsmanship found throughout the home. A gracefully curved ceiling above the gathering area and the home’s signature curved glass windows further highlight its architectural character. Newly updated kitchen blends historic charm with modern function, featuring quartz countertops, stainless steel appliances, and abundant workspace designed for everyday living and entertaining. Extensive infrastructure improvements provide confidence behind the walls while allowing the home’s original character to remain the focal point. Recent updates include an upgraded electrical system, replacement PVC plumbing throughout, updated main sewer piping, a newer roof, storm windows throughout the home, and a new water heater. Together, these improvements deliver the convenience and efficiency of modern living without compromising the home’s historic integrity. The second level is accessible by both the main staircase and a secondary staircase off the kitchen, offering a layout that reflects the home’s original design while enhancing everyday functionality. Six bedrooms are thoughtfully arranged across the upper floors, including two spacious primary suites with beautifully renovated custom bathrooms. The remaining bedrooms are filled with natural light and enriched by original architectural details that continue the home’s timeless appeal. The finished and insulated third level offers exceptional flexibility, featuring an additional family room, two bedrooms, and a full updated bathroom. Whether used as guest accommodations, a home office, creative studio, or private retreat, this level provides versatile living space while maintaining the home’s historic character. Outside, the fully fenced backyard extends the living experience with space for outdoor dining, gardening, or quiet afternoons in a private setting. A detached two-car garage and newly paved driveway provide everyday convenience while complementing the property’s classic streetscape. Meticulously maintained throughout, Academy House offers the rare opportunity to enjoy the beauty and craftsmanship of a historic Victorian without the extensive restoration projects often associated with homes of this era. Positioned just minutes from Metro-North, Vassar College, Marist University, local hospitals, restaurants, cafés, and the growing cultural and dining destinations of downtown Poughkeepsie, the location offers exceptional convenience while remaining rooted in one of the city’s most architecturally significant neighborhoods. Academy House captures the elegance of 1881 with the infrastructure and functionality expected today, creating a residence where historic craftsmanship and modern living exist in effortless harmony.

6 Beds ⋅ 4 Baths ⋅ 1023883 MLS

Welcome to Academy House. Built in 1881, this distinguished Victorian residence is set along one of Poughkeepsie’s most admired tree-lined streets within the city’s Historic District. A gracious front porch introduces a home where original craftsmanship has been thoughtfully preserved while modern infrastructure provides the comfort and reliability expected today. The main level unfolds through a welcoming foyer into a collection of light-filled living and entertaining spaces, where generous proportions and beautifully preserved architectural details create a natural sense of flow. The dramatic horseshoe window in the grand living room is elegantly echoed in a remarkable set of pocket doors leading to the family room, a distinctive design feature that showcases the exceptional craftsmanship found throughout the home. A gracefully curved ceiling above the gathering area and the home’s signature curved glass windows further highlight its architectural character. Newly updated kitchen blends historic charm with modern function, featuring quartz countertops, stainless steel appliances, and abundant workspace designed for everyday living and entertaining. Extensive infrastructure improvements provide confidence behind the walls while allowing the home’s original character to remain the focal point. Recent updates include an upgraded electrical system, replacement PVC plumbing throughout, updated main sewer piping, a newer roof, storm windows throughout the home, and a new water heater. Together, these improvements deliver the convenience and efficiency of modern living without compromising the home’s historic integrity. The second level is accessible by both the main staircase and a secondary staircase off the kitchen, offering a layout that reflects the home’s original design while enhancing everyday functionality. Six bedrooms are thoughtfully arranged across the upper floors, including two spacious primary suites with beautifully renovated custom bathrooms. The remaining bedrooms are filled with natural light and enriched by original architectural details that continue the home’s timeless appeal. The finished and insulated third level offers exceptional flexibility, featuring an additional family room, two bedrooms, and a full updated bathroom. Whether used as guest accommodations, a home office, creative studio, or private retreat, this level provides versatile living space while maintaining the home’s historic character. Outside, the fully fenced backyard extends the living experience with space for outdoor dining, gardening, or quiet afternoons in a private setting. A detached two-car garage and newly paved driveway provide everyday convenience while complementing the property’s classic streetscape. Meticulously maintained throughout, Academy House offers the rare opportunity to enjoy the beauty and craftsmanship of a historic Victorian without the extensive restoration projects often associated with homes of this era. Positioned just minutes from Metro-North, Vassar College, Marist University, local hospitals, restaurants, cafés, and the growing cultural and dining destinations of downtown Poughkeepsie, the location offers exceptional convenience while remaining rooted in one of the city’s most architecturally significant neighborhoods. Academy House captures the elegance of 1881 with the infrastructure and functionality expected today, creating a residence where historic craftsmanship and modern living exist in effortless harmony.

112 Academy Street, Poughkeepsie

$319,900

Welcome home to 100 Rinaldi Blvd., this beautifully updated 3BR,1.5 Bath end unit townhome offers the perfect blend of modern luxury and effortless urban living. From the moment you step inside, You will be captivated by the bright, inviting atmosphere and the thoughtful, top-to-bottom updates that make this home completely move-in ready. Very reasonable common fees only $70 monthly. The updates featured are a new architectural shingle roof with a transferable warranty, brand-new kitchen complete with sparkling new countertops and pristine cabinetry, designed to make everything from quick morning coffees to hosting intimate dinner parties an absolute joy. With three nice, sunlit bedrooms with new carpeting and one and a half beautifully refreshed baths. There is plenty of room to comfortable unwind, grow, or design the perfect dedicated work-from-home space. This charming property places Poughkeepsie’s finest lifestyle right at your doorstep with partial views of the Mid-Hudson Bridge, from your private backyard. There is also additional storage space with a pull down stairs for access to a large attic and more possible storage in the crawl space beneath the home. You will love the unbeatable convenience of being just minutes away from local shopping, a flourishing culinary scene, and walking distance to a nearby train station for effortless commuting. It is a rare opportunity to enjoy easy, turn-key townhome living without sacrificing the vibrant Hudson Valley culture you love—schedule your tour today and welcome home!

3 Beds ⋅ 2 Baths ⋅ 1024789 MLS

Welcome home to 100 Rinaldi Blvd., this beautifully updated 3BR,1.5 Bath end unit townhome offers the perfect blend of modern luxury and effortless urban living. From the moment you step inside, You will be captivated by the bright, inviting atmosphere and the thoughtful, top-to-bottom updates that make this home completely move-in ready. Very reasonable common fees only $70 monthly. The updates featured are a new architectural shingle roof with a transferable warranty, brand-new kitchen complete with sparkling new countertops and pristine cabinetry, designed to make everything from quick morning coffees to hosting intimate dinner parties an absolute joy. With three nice, sunlit bedrooms with new carpeting and one and a half beautifully refreshed baths. There is plenty of room to comfortable unwind, grow, or design the perfect dedicated work-from-home space. This charming property places Poughkeepsie’s finest lifestyle right at your doorstep with partial views of the Mid-Hudson Bridge, from your private backyard. There is also additional storage space with a pull down stairs for access to a large attic and more possible storage in the crawl space beneath the home. You will love the unbeatable convenience of being just minutes away from local shopping, a flourishing culinary scene, and walking distance to a nearby train station for effortless commuting. It is a rare opportunity to enjoy easy, turn-key townhome living without sacrificing the vibrant Hudson Valley culture you love—schedule your tour today and welcome home!

100 Rinaldi Boulevard, Poughkeepsie

$459,900

South side extremely well cared for home is looking for its next long term owner. Looking for a home that will offer you everything you're looking for? Stop the search is over. A solidly built brick cape style home situated above the quiet street it sits on. Plenty of off street parking and a backyard made for gatherings. A whole house basement with two root cellars and the ceiling hight to do whatever you would like. Game room, home gym, plenty of storage or whatever else you may think of. Access the garage and your car without going outside, no more hot sun, cold snow or wet rain to hinder you from comfortably entering or exiting your car. The house offers a warm welcoming entry from the front door where hardwood floors through out the home lead to a very generous sized living room with fireplace. A formal dinning room to enjoy any celebration or holiday you like. A large eat in kitchen with more counter top space then you could use. A counter top stove and double wall oven to prepare culinary delights and snacks alike. You can also enjoy a cold drink, warm cup of morning coffee or just unwind in the screened in porch right of the eating area of this incredible kitchen. Down the hallway leads to two generous sized bedrooms with closets for plenty of clothes. Your first full bath rounds off the first floor of this home. Then up the stairs to the second floor where you will find space for even more storage if you need it, your second full bathroom and a third spacious bedroom with closets. A large walk in cedar closet is also there for anything you'd like to store in it. At the end of the home is a large space currently used for even more storage or can be finished to become an incredible work from home office that would be extremely private or a sitting area for relaxing and unwinding with tv away from it all steps away from your slumber. Close to everything the city and town has to offer, minutes to Raymond ave farmers market and restaurants. A few more minutes to the main street corridor, waterfront, train station and the Walkway over the Hudson state park. Home was so well cared for that any updating you may like to do can be done when you would like as you like in time if you decided. The pride of ownership is blinding in this home. Easy to show but confirmation is required.

3 Beds ⋅ 2 Baths ⋅ 1020961 MLS

South side extremely well cared for home is looking for its next long term owner. Looking for a home that will offer you everything you're looking for? Stop the search is over. A solidly built brick cape style home situated above the quiet street it sits on. Plenty of off street parking and a backyard made for gatherings. A whole house basement with two root cellars and the ceiling hight to do whatever you would like. Game room, home gym, plenty of storage or whatever else you may think of. Access the garage and your car without going outside, no more hot sun, cold snow or wet rain to hinder you from comfortably entering or exiting your car. The house offers a warm welcoming entry from the front door where hardwood floors through out the home lead to a very generous sized living room with fireplace. A formal dinning room to enjoy any celebration or holiday you like. A large eat in kitchen with more counter top space then you could use. A counter top stove and double wall oven to prepare culinary delights and snacks alike. You can also enjoy a cold drink, warm cup of morning coffee or just unwind in the screened in porch right of the eating area of this incredible kitchen. Down the hallway leads to two generous sized bedrooms with closets for plenty of clothes. Your first full bath rounds off the first floor of this home. Then up the stairs to the second floor where you will find space for even more storage if you need it, your second full bathroom and a third spacious bedroom with closets. A large walk in cedar closet is also there for anything you'd like to store in it. At the end of the home is a large space currently used for even more storage or can be finished to become an incredible work from home office that would be extremely private or a sitting area for relaxing and unwinding with tv away from it all steps away from your slumber. Close to everything the city and town has to offer, minutes to Raymond ave farmers market and restaurants. A few more minutes to the main street corridor, waterfront, train station and the Walkway over the Hudson state park. Home was so well cared for that any updating you may like to do can be done when you would like as you like in time if you decided. The pride of ownership is blinding in this home. Easy to show but confirmation is required.

10 Degarmo Place, Poughkeepsie

$450,000

Welcome to 17 Coughlin Street, a value-packed three-unit investment property offering immediate rental income and additional upside in the heart of Poughkeepsie. Two of the three apartments have been fully renovated and are currently rented, featuring updated kitchens and bathrooms, new appliances, modern flooring, fresh finishes, and bright, comfortable living spaces. The ground-level unit is under construction and has been thoughtfully set up for the next owner to complete, providing an excellent opportunity to customize the space and further increase the property’s income potential. Major improvements include a new roof, renovated siding, updated electrical and plumbing systems, separate water heaters, and a fire-alarm system. Outside, the property offers valuable off-street parking, a spacious rear area, and a rare three-car garage with excellent potential for parking, storage, or additional rental income. Conveniently located near downtown Poughkeepsie, shopping, restaurants, public transportation, the Metro-North train station, Route 9, Routes 44/55, the Mid-Hudson Bridge, and the Walkway Over the Hudson, this property combines updated living spaces, strong income potential, and a commuter-friendly location. A great opportunity for investors or owner-occupants looking to complete the final unit while collecting income from the two renovated apartments.

6 Beds ⋅ 3 Baths ⋅ 1023576 MLS

Welcome to 17 Coughlin Street, a value-packed three-unit investment property offering immediate rental income and additional upside in the heart of Poughkeepsie. Two of the three apartments have been fully renovated and are currently rented, featuring updated kitchens and bathrooms, new appliances, modern flooring, fresh finishes, and bright, comfortable living spaces. The ground-level unit is under construction and has been thoughtfully set up for the next owner to complete, providing an excellent opportunity to customize the space and further increase the property’s income potential. Major improvements include a new roof, renovated siding, updated electrical and plumbing systems, separate water heaters, and a fire-alarm system. Outside, the property offers valuable off-street parking, a spacious rear area, and a rare three-car garage with excellent potential for parking, storage, or additional rental income. Conveniently located near downtown Poughkeepsie, shopping, restaurants, public transportation, the Metro-North train station, Route 9, Routes 44/55, the Mid-Hudson Bridge, and the Walkway Over the Hudson, this property combines updated living spaces, strong income potential, and a commuter-friendly location. A great opportunity for investors or owner-occupants looking to complete the final unit while collecting income from the two renovated apartments.

17 Conklin Street, Poughkeepsie

$275,000

Opportunity awaits in this spacious 3-bedroom, 2-bath home that offers the flexibility to live like a 4-bedroom. Ideally located just minutes from Poughkeepsie’s waterfront, Metro-North, restaurants, and local amenities, this property is perfect for buyers looking to build equity. The home needs updating and is being sold as-is, making it a great opportunity for an owner-occupant or investor ready to bring their vision to life.

4 Beds ⋅ 2 Baths ⋅ 1022653 MLS

Opportunity awaits in this spacious 3-bedroom, 2-bath home that offers the flexibility to live like a 4-bedroom. Ideally located just minutes from Poughkeepsie’s waterfront, Metro-North, restaurants, and local amenities, this property is perfect for buyers looking to build equity. The home needs updating and is being sold as-is, making it a great opportunity for an owner-occupant or investor ready to bring their vision to life.

39 Spruce Street, Poughkeepsie

$299,900

2 Family within walking distance to Metro North, the Main Street Restaurant District and the waterfront. Solid rental history with very low turnover. This home features separate utilities and a driveway for off street parking. Perfect for the investor or a live in one unit and rent out the other unit type situation.

3 Beds ⋅ 2 Baths ⋅ 1022816 MLS

2 Family within walking distance to Metro North, the Main Street Restaurant District and the waterfront. Solid rental history with very low turnover. This home features separate utilities and a driveway for off street parking. Perfect for the investor or a live in one unit and rent out the other unit type situation.

10 Charles Street, Poughkeepsie

$349,999

This fully renovated colonial blends modern updates with timeless charm. Move in ready 3-bedroom, 2-bathroom light filled open living space that is cozy and inviting. The beautifully updated kitchen features sleek countertops, contemporary cabinetry, and stainless-steel appliances, a functional space perfect for everyday living and entertaining. Both full bathrooms have been refreshed with clean, modern finishes, and each bedroom provides comfortable space for relaxation. The partial finished attic would make a great space for a primary suite or Rec room. Outside the expansive lot offers endless possibilities-gardens, play area and outdoor entertaining on a new patio installed in 2024. New water and Sewer line completed 2023. Owners will consider a rent to own situation.

3 Beds ⋅ 2 Baths ⋅ 1021691 MLS

This fully renovated colonial blends modern updates with timeless charm. Move in ready 3-bedroom, 2-bathroom light filled open living space that is cozy and inviting. The beautifully updated kitchen features sleek countertops, contemporary cabinetry, and stainless-steel appliances, a functional space perfect for everyday living and entertaining. Both full bathrooms have been refreshed with clean, modern finishes, and each bedroom provides comfortable space for relaxation. The partial finished attic would make a great space for a primary suite or Rec room. Outside the expansive lot offers endless possibilities-gardens, play area and outdoor entertaining on a new patio installed in 2024. New water and Sewer line completed 2023. Owners will consider a rent to own situation.

146 Smith Street, Poughkeepsie

$649,000

Position yourself in the heart of Downtown Poughkeepsie with this exceptional mixed use investment opportunity at 381 Main Street. This well-maintained commercial property offers the rare combination of immediate cash flow, long term upside, and one of the most valuable amenities in the city: dedicated off street parking with approximately 10 exclusive spaces. The first floor is occupied by a successful, high-end salon whose owner is offering the property for sale and is interested in remaining as a long-term tenant, providing investors with immediate occupancy and rental income from an established business. The second floor is currently leased on a month-to-month basis to a nail salon, offering flexibility to maintain the existing tenant, negotiate new lease terms, or reposition the space to maximize future income. Investment potential extends well beyond the existing rental stream. With approximately 10 dedicated parking spaces, this property offers an uncommon advantage in Downtown Poughkeepsie, where neighboring commercial buildings often lack private parking. The lot itself presents an additional revenue opportunity through leased parking spaces for nearby businesses, employees, or residents, creating another potential income source. Located within an area benefiting from ongoing public and private investment, Downtown Poughkeepsie continues to experience significant revitalization, making this an ideal time to secure a commercial asset with both current income and future appreciation potential. Investors seeking stable cash flow may appreciate the opportunity to retain the existing businesses while strategically increasing rental income over time to improve overall returns. Whether you are completing a 1031 Exchange, expanding your commercial portfolio, or seeking a mixed-use asset with multiple income streams, 381 Main Street offers a compelling combination of location, flexibility, parking, and long-term investment potential. Opportunities to acquire a property of this caliber with established tenants, dedicated parking, and multiple avenues for increased revenue are increasingly rare in the City of Poughkeepsie.

1021090 MLS

Position yourself in the heart of Downtown Poughkeepsie with this exceptional mixed use investment opportunity at 381 Main Street. This well-maintained commercial property offers the rare combination of immediate cash flow, long term upside, and one of the most valuable amenities in the city: dedicated off street parking with approximately 10 exclusive spaces. The first floor is occupied by a successful, high-end salon whose owner is offering the property for sale and is interested in remaining as a long-term tenant, providing investors with immediate occupancy and rental income from an established business. The second floor is currently leased on a month-to-month basis to a nail salon, offering flexibility to maintain the existing tenant, negotiate new lease terms, or reposition the space to maximize future income. Investment potential extends well beyond the existing rental stream. With approximately 10 dedicated parking spaces, this property offers an uncommon advantage in Downtown Poughkeepsie, where neighboring commercial buildings often lack private parking. The lot itself presents an additional revenue opportunity through leased parking spaces for nearby businesses, employees, or residents, creating another potential income source. Located within an area benefiting from ongoing public and private investment, Downtown Poughkeepsie continues to experience significant revitalization, making this an ideal time to secure a commercial asset with both current income and future appreciation potential. Investors seeking stable cash flow may appreciate the opportunity to retain the existing businesses while strategically increasing rental income over time to improve overall returns. Whether you are completing a 1031 Exchange, expanding your commercial portfolio, or seeking a mixed-use asset with multiple income streams, 381 Main Street offers a compelling combination of location, flexibility, parking, and long-term investment potential. Opportunities to acquire a property of this caliber with established tenants, dedicated parking, and multiple avenues for increased revenue are increasingly rare in the City of Poughkeepsie.

381 Main Street, Poughkeepsie

$595,000

Rare offering featuring 3,458 square feet of living space. Steeped in history and architectural charm, this enchanting 1921 residence is a true standout in the heart of Poughkeepsie. Thoughtfully designed with romantic architectural influences, rich craftsmanship, and timeless character, this eclectic home evokes the warmth and artistry of another era, and over a century later, it continues to do exactly that. Wrapped in classic stucco and once crowned with its iconic red tile roof, this whimsical home has been lovingly maintained and thoughtfully updated over the years, including a new roof and beautifully renovated bathrooms, while preserving the timeless character that makes homes of this era so extraordinary. Step through the true tiled vestibule and into a world of warmth, texture, and craftsmanship. The formal living room welcomes you with a stunning tiled fireplace framed by rich natural woodwork and gracious proportions, while the adjoining formal dining room showcases original windows that beautifully frame the artistry and soul of this home. Mirroring the formal living space is a cozy media room, offering additional flexibility for relaxing or entertaining, alongside a full first floor bathroom complete with tub. Toward the rear of the home, discover an expansive kitchen, charming library with exposed brick fireplace, and an authentic butler’s pantry, spaces that feel both practical and storybook in nature. An additional full bathroom on the main level creates wonderful flexibility for guests, extended stays, or multi generational living. Upstairs, retreat to a true ensuite primary bedroom, accompanied by two additional bedrooms, a dedicated office, and a beautifully tiled full bathroom. Throughout the home, exquisite original woodwork, graceful arched doorways, and architectural details rarely seen in modern construction add to the undeniable charm and feel good energy this home radiates. Homes like this are more than houses, they are experiences. Rich with character, warmth, and whimsy, this one simply must be experienced to fully appreciate the beauty, history, and unmistakable feeling of home it offers.

4 Beds ⋅ 4 Baths ⋅ 1020852 MLS

Rare offering featuring 3,458 square feet of living space. Steeped in history and architectural charm, this enchanting 1921 residence is a true standout in the heart of Poughkeepsie. Thoughtfully designed with romantic architectural influences, rich craftsmanship, and timeless character, this eclectic home evokes the warmth and artistry of another era, and over a century later, it continues to do exactly that. Wrapped in classic stucco and once crowned with its iconic red tile roof, this whimsical home has been lovingly maintained and thoughtfully updated over the years, including a new roof and beautifully renovated bathrooms, while preserving the timeless character that makes homes of this era so extraordinary. Step through the true tiled vestibule and into a world of warmth, texture, and craftsmanship. The formal living room welcomes you with a stunning tiled fireplace framed by rich natural woodwork and gracious proportions, while the adjoining formal dining room showcases original windows that beautifully frame the artistry and soul of this home. Mirroring the formal living space is a cozy media room, offering additional flexibility for relaxing or entertaining, alongside a full first floor bathroom complete with tub. Toward the rear of the home, discover an expansive kitchen, charming library with exposed brick fireplace, and an authentic butler’s pantry, spaces that feel both practical and storybook in nature. An additional full bathroom on the main level creates wonderful flexibility for guests, extended stays, or multi generational living. Upstairs, retreat to a true ensuite primary bedroom, accompanied by two additional bedrooms, a dedicated office, and a beautifully tiled full bathroom. Throughout the home, exquisite original woodwork, graceful arched doorways, and architectural details rarely seen in modern construction add to the undeniable charm and feel good energy this home radiates. Homes like this are more than houses, they are experiences. Rich with character, warmth, and whimsy, this one simply must be experienced to fully appreciate the beauty, history, and unmistakable feeling of home it offers.

96 Hooker Avenue, Poughkeepsie

$2,300,000

THE DERBY BAR/RESTAURANT PROPERTY LOCATED AT 96 MAIN STREET, A LANDMARK IN THE CITY OF POUGHKEEPSIE SINCE 1902 ACCORDING TO THE JOURNAL, IS AVAILABLE FOR SALE. RECENTLY CLOSED, NEW OWNERSHIP CAN STEP IN AND CONTINUE THE GOOD FORTUNE OF PREVIOUS OWNERS WITH THE HELP OF SEVEN RESIDENTIAL RENTAL UNITS ON THE SECOND AND THIRD FLOORS. THE BRICK BUILDING TOTALS 8,064 SQUARE FEET ON THREE FLOORS. BAR/RESTAURANT ON THE FIRST FLOOR CONSIST OF 3,328 SQUARE FEET WITH AN ADDITIONAL 2,368 SQAURE FEET IN THE BASEMENT WITH INTERIOR STAIRWELL ACCESS. FRONT DOOR ACCESS FROM MAIN STREET, KITCHEN ACCESS FROM SOUTH CLOVER STREET AND THE 18 CAR PARKING LOT. LARGE 36 FOOT BAR WITH HIGH-TOP TABLES AND 24 BAR STOOLS. THREE DINING ROOMS WITH 16 FOUR-TOP TABLES AND 5 TWO-TOP TABLES. SECOND AND THIRD FLOORS CONSIST OF SEVEN ONE-BEDROOM APARTMENTS UNITS TOTALING 4,736 SQAURE FEET WITH SEPARATE ACCESS FROM MAIN STREET. BEING LESS THAN .2 MILES FROM POUGHKEEPSIE TRAIN STATION KEEPS THE APARTMANTS UNITS FULLY RENTED.

1020300 MLS

THE DERBY BAR/RESTAURANT PROPERTY LOCATED AT 96 MAIN STREET, A LANDMARK IN THE CITY OF POUGHKEEPSIE SINCE 1902 ACCORDING TO THE JOURNAL, IS AVAILABLE FOR SALE. RECENTLY CLOSED, NEW OWNERSHIP CAN STEP IN AND CONTINUE THE GOOD FORTUNE OF PREVIOUS OWNERS WITH THE HELP OF SEVEN RESIDENTIAL RENTAL UNITS ON THE SECOND AND THIRD FLOORS. THE BRICK BUILDING TOTALS 8,064 SQUARE FEET ON THREE FLOORS. BAR/RESTAURANT ON THE FIRST FLOOR CONSIST OF 3,328 SQUARE FEET WITH AN ADDITIONAL 2,368 SQAURE FEET IN THE BASEMENT WITH INTERIOR STAIRWELL ACCESS. FRONT DOOR ACCESS FROM MAIN STREET, KITCHEN ACCESS FROM SOUTH CLOVER STREET AND THE 18 CAR PARKING LOT. LARGE 36 FOOT BAR WITH HIGH-TOP TABLES AND 24 BAR STOOLS. THREE DINING ROOMS WITH 16 FOUR-TOP TABLES AND 5 TWO-TOP TABLES. SECOND AND THIRD FLOORS CONSIST OF SEVEN ONE-BEDROOM APARTMENTS UNITS TOTALING 4,736 SQAURE FEET WITH SEPARATE ACCESS FROM MAIN STREET. BEING LESS THAN .2 MILES FROM POUGHKEEPSIE TRAIN STATION KEEPS THE APARTMANTS UNITS FULLY RENTED.

96 Main Street, Poughkeepsie

$272,000

Welcome to this beautifully updated 2-bedroom, 1-bath condominium offering comfortable, low-maintenance living in a desirable community. Step inside to a bright, open-concept living and dining area that's perfect for everyday living and entertaining. The updated eat-in kitchen features, quartz countertops, stainless steel appliances, modern finishes, and ample cabinet space. The spacious primary bedroom features a private vanity area with a sink, an additional closet, and direct access to the bathroom, creating a functional and convenient retreat. The second bedroom is perfect for guests or a home office. Thoughtful updates throughout create a warm, inviting space that's ready for you to move right in. Conveniently located in Poughkeepsie, just minutes from Vassar College, Metro-North Railroad, shopping, hospitals, and restaurants, this home offers the perfect combination of comfort, convenience, and accessibility. Whether you're a first-time homebuyer, looking to downsize, or searching for a low-maintenance lifestyle, this move-in-ready condo is one you won't want to miss!

2 Beds ⋅ 1 Baths ⋅ 1019212 MLS

Welcome to this beautifully updated 2-bedroom, 1-bath condominium offering comfortable, low-maintenance living in a desirable community. Step inside to a bright, open-concept living and dining area that's perfect for everyday living and entertaining. The updated eat-in kitchen features, quartz countertops, stainless steel appliances, modern finishes, and ample cabinet space. The spacious primary bedroom features a private vanity area with a sink, an additional closet, and direct access to the bathroom, creating a functional and convenient retreat. The second bedroom is perfect for guests or a home office. Thoughtful updates throughout create a warm, inviting space that's ready for you to move right in. Conveniently located in Poughkeepsie, just minutes from Vassar College, Metro-North Railroad, shopping, hospitals, and restaurants, this home offers the perfect combination of comfort, convenience, and accessibility. Whether you're a first-time homebuyer, looking to downsize, or searching for a low-maintenance lifestyle, this move-in-ready condo is one you won't want to miss!

4205 Fox Lane, Poughkeepsie

$482,000

Excellent investment opportunity in the heart of Poughkeepsie! This well-maintained triplex is ideally situated on a quiet residential street just minutes from the Walkway Over the Hudson, Route 9, the Poughkeepsie Train Station, restaurants, shopping, parks, and all the conveniences the Hudson Valley has to offer. The property features three spacious units. Unit 1 offers one bedroom and one full bath and is currently rented. Unit 2 is currently owner-occupied and configured as a one-bedroom, one-bath with an additional open room currently being used as an office. Easy to show and offering flexibility for the next owner. Unit 3 includes one bedroom and one full bath and is also tenant-occupied. The property generates solid rental income with excellent potential for additional cash flow. Whether you're looking to expand your investment portfolio or occupy one unit while collecting rental income from the others, this property presents an outstanding opportunity. Its desirable location, strong rental potential, and proximity to major commuter routes, shopping, dining, and the Walkway Over the Hudson make 95 Albany Street a smart investment in one of Poughkeepsie's most convenient neighborhoods. Don't miss your chance to own this profitable multi-family property with excellent upside potential!

4 Beds ⋅ 3 Baths ⋅ 1020360 MLS

Excellent investment opportunity in the heart of Poughkeepsie! This well-maintained triplex is ideally situated on a quiet residential street just minutes from the Walkway Over the Hudson, Route 9, the Poughkeepsie Train Station, restaurants, shopping, parks, and all the conveniences the Hudson Valley has to offer. The property features three spacious units. Unit 1 offers one bedroom and one full bath and is currently rented. Unit 2 is currently owner-occupied and configured as a one-bedroom, one-bath with an additional open room currently being used as an office. Easy to show and offering flexibility for the next owner. Unit 3 includes one bedroom and one full bath and is also tenant-occupied. The property generates solid rental income with excellent potential for additional cash flow. Whether you're looking to expand your investment portfolio or occupy one unit while collecting rental income from the others, this property presents an outstanding opportunity. Its desirable location, strong rental potential, and proximity to major commuter routes, shopping, dining, and the Walkway Over the Hudson make 95 Albany Street a smart investment in one of Poughkeepsie's most convenient neighborhoods. Don't miss your chance to own this profitable multi-family property with excellent upside potential!

95 Albany Street, Poughkeepsie

$349,000

Perched high above the City of Poughkeepsie on desirable North Clinton Street, this classic home offers timeless character in an exceptional setting adjacent to College Hill Park. Rich with original architectural details, the residence showcases beautiful hardwood floors, original woodwork, decorative moldings, solid wood doors, and other period features that reflect its historic charm. Enjoy seasonal views, abundant natural light, and the convenience of being just minutes from Vassar College, the Poughkeepsie waterfront, Metro-North, Walkway Over the Hudson, restaurants, shopping, and the city's vibrant arts and dining scene. The park next door provides open green space, walking paths, and recreation right outside your door. Whether you're searching for a distinctive residence or a property with enduring architectural character, this home presents an opportunity to own a piece of Poughkeepsie's history in one of its most desirable hillside neighborhoods. Bring your vision and make this charming home your own.

4 Beds ⋅ 2 Baths ⋅ 1019365 MLS

Perched high above the City of Poughkeepsie on desirable North Clinton Street, this classic home offers timeless character in an exceptional setting adjacent to College Hill Park. Rich with original architectural details, the residence showcases beautiful hardwood floors, original woodwork, decorative moldings, solid wood doors, and other period features that reflect its historic charm. Enjoy seasonal views, abundant natural light, and the convenience of being just minutes from Vassar College, the Poughkeepsie waterfront, Metro-North, Walkway Over the Hudson, restaurants, shopping, and the city's vibrant arts and dining scene. The park next door provides open green space, walking paths, and recreation right outside your door. Whether you're searching for a distinctive residence or a property with enduring architectural character, this home presents an opportunity to own a piece of Poughkeepsie's history in one of its most desirable hillside neighborhoods. Bring your vision and make this charming home your own.

137 N Clinton Street, Poughkeepsie

$349,000

Welcome to 44 Glenwood Ave in Poughkeepsie, a recently renovated 4-bedroom home offering a comfortable and functional layout. This property features updated interiors, providing a move-in ready opportunity with modern improvements throughout. This fashionable home offers a spacious living area, well-proportioned bedrooms, and a layout that supports everyday living as well as flexible use of space. Recent renovations enhance both the style and usability of the home, making it a great option for buyers seeking a refreshed property. Conveniently located near local amenities, major roadways, shopping, and dining. Roof is BRAND NEW!

4 Beds ⋅ 1 Baths ⋅ 1019664 MLS

Welcome to 44 Glenwood Ave in Poughkeepsie, a recently renovated 4-bedroom home offering a comfortable and functional layout. This property features updated interiors, providing a move-in ready opportunity with modern improvements throughout. This fashionable home offers a spacious living area, well-proportioned bedrooms, and a layout that supports everyday living as well as flexible use of space. Recent renovations enhance both the style and usability of the home, making it a great option for buyers seeking a refreshed property. Conveniently located near local amenities, major roadways, shopping, and dining. Roof is BRAND NEW!

44 Glenwood Avenue, Poughkeepsie

$369,000

Welcome to 24 Hudson Heights Drive — a beautifully maintained 3-bedroom, 1.5-bath condo offering spectacular year-round views of the Hudson River and the iconic Mid-Hudson Bridge, right from your back windows and private patio. Wake up to breathtaking sunrises and unwind in the evenings with twinkling bridge lights and river reflections — all from the comfort of your own home. This bright and spacious unit features an inviting layout with generous living and dining areas, a well-appointed kitchen with newly updated appliances, and ample natural light throughout. Upstairs, you'll find three comfortable bedrooms and a full bath, perfect for anyone looking to enjoy a low-maintenance lifestyle in a highly sought-after location. You'll also find new vinyl siding being added to all homes in the community by the HOA; the project is currently underway and has been completed on this unit. Ideally situated near local shops, restaurants, Marist College, the Walkway Over the Hudson, Metro-North train station, and all that the vibrant Hudson Valley has to offer. Whether you're commuting, exploring the riverfront, or simply enjoying the view, this home offers the perfect balance of convenience and tranquility. Don't miss your opportunity to own this rare gem with unmatched views and location. Schedule your showing today!

3 Beds ⋅ 2 Baths ⋅ 1016747 MLS

Welcome to 24 Hudson Heights Drive — a beautifully maintained 3-bedroom, 1.5-bath condo offering spectacular year-round views of the Hudson River and the iconic Mid-Hudson Bridge, right from your back windows and private patio. Wake up to breathtaking sunrises and unwind in the evenings with twinkling bridge lights and river reflections — all from the comfort of your own home. This bright and spacious unit features an inviting layout with generous living and dining areas, a well-appointed kitchen with newly updated appliances, and ample natural light throughout. Upstairs, you'll find three comfortable bedrooms and a full bath, perfect for anyone looking to enjoy a low-maintenance lifestyle in a highly sought-after location. You'll also find new vinyl siding being added to all homes in the community by the HOA; the project is currently underway and has been completed on this unit. Ideally situated near local shops, restaurants, Marist College, the Walkway Over the Hudson, Metro-North train station, and all that the vibrant Hudson Valley has to offer. Whether you're commuting, exploring the riverfront, or simply enjoying the view, this home offers the perfect balance of convenience and tranquility. Don't miss your opportunity to own this rare gem with unmatched views and location. Schedule your showing today!

24 Hudson Heights Drive, Poughkeepsie

$379,900

Fully Rented Is This Affordable Two Family Home For Sale. Each Unit Has Living Room, Kitchen, Two Bedrooms And Separate Utilities (Gas And Electric). This One Is Within Walking Distance To Restaurants, Beauty And Na.il Salons And Other General Services. Prior Day's Notice Is Needed For Showings. Agents Please See Other Remarks.

4 Beds ⋅ 2 Baths ⋅ 1017704 MLS

Fully Rented Is This Affordable Two Family Home For Sale. Each Unit Has Living Room, Kitchen, Two Bedrooms And Separate Utilities (Gas And Electric). This One Is Within Walking Distance To Restaurants, Beauty And Na.il Salons And Other General Services. Prior Day's Notice Is Needed For Showings. Agents Please See Other Remarks.

18 Grant Street, Poughkeepsie

$339,900

Welcome to 503 Scenic Ln. in the lovely Fox Hill Condominium Community. A tastefully landscaped pathway leads you to this beautiful second floor unit. The bright, light-filled foyer entry embraces you. It also offers the perfect place to hang up a coat and remove your shoes before you head upstairs to the well-designed living space. Enjoy an open, seamless, flowing floorplan with soaring ceilings, flooded with natural light streaming in through multiple skylights and expansive windows. The living room is extremely spacious. It boasts a wood-burning fireplace as well as a generous dining area which lends itself to enjoying some personal downtime or entertaining family and friends. The kitchen layout is fantastic. There is a casual dine-in area and more cabinet and counter space than you can imagine. The primary bedroom includes an ensuite bathroom with a double vanity and a separate shower room. Enjoy loads of closet space, pleasing views from the window as well as sliding glass doors to a cozy balcony which can also be accessed from the second bedroom. In addition to more than ample closet space, there is also plenty of storage space in the attic. You will enjoy having assigned parking so close to your entry door. This community offers two in-ground pools, tennis courts and an inviting clubhouse. Conveniently located close to the Poughkeepsie train station, major highways, shopping, medical facilities, the Poughkeepsie Waterfront, Vassar College, Marist University, the Culinary Institute of America, public parks and all that the fabulous Hudson Valley has to offer.

2 Beds ⋅ 2 Baths ⋅ 1018718 MLS

Welcome to 503 Scenic Ln. in the lovely Fox Hill Condominium Community. A tastefully landscaped pathway leads you to this beautiful second floor unit. The bright, light-filled foyer entry embraces you. It also offers the perfect place to hang up a coat and remove your shoes before you head upstairs to the well-designed living space. Enjoy an open, seamless, flowing floorplan with soaring ceilings, flooded with natural light streaming in through multiple skylights and expansive windows. The living room is extremely spacious. It boasts a wood-burning fireplace as well as a generous dining area which lends itself to enjoying some personal downtime or entertaining family and friends. The kitchen layout is fantastic. There is a casual dine-in area and more cabinet and counter space than you can imagine. The primary bedroom includes an ensuite bathroom with a double vanity and a separate shower room. Enjoy loads of closet space, pleasing views from the window as well as sliding glass doors to a cozy balcony which can also be accessed from the second bedroom. In addition to more than ample closet space, there is also plenty of storage space in the attic. You will enjoy having assigned parking so close to your entry door. This community offers two in-ground pools, tennis courts and an inviting clubhouse. Conveniently located close to the Poughkeepsie train station, major highways, shopping, medical facilities, the Poughkeepsie Waterfront, Vassar College, Marist University, the Culinary Institute of America, public parks and all that the fabulous Hudson Valley has to offer.

503 Scenic Lane, Poughkeepsie