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$389,000

Welcome to 33 Fitchett St in Poughkeepsie! This charming property features 4 bedrooms and 2 full bathrooms, making it ideal for those needing extra space. The fireplace adds a cozy touch to the home, while the open floor plan enhances the flow between living areas, perfect for entertaining or everyday living. Step out onto the Deck and view the lovely spacious backyard, Perfect for grilling, Entertaining, growing your garden or however you choose to enjoy it. Schedule your showings today.

4 Beds ⋅ 2 Baths ⋅ 1032080 MLS

Welcome to 33 Fitchett St in Poughkeepsie! This charming property features 4 bedrooms and 2 full bathrooms, making it ideal for those needing extra space. The fireplace adds a cozy touch to the home, while the open floor plan enhances the flow between living areas, perfect for entertaining or everyday living. Step out onto the Deck and view the lovely spacious backyard, Perfect for grilling, Entertaining, growing your garden or however you choose to enjoy it. Schedule your showings today.

33 Fitchett Street, Poughkeepsie

$450,000

Exceptional investment opportunity in the heart of Poughkeepsie! Offered for the first time since 1981, this well-maintained triplex near Market Street presents an outstanding opportunity for investors or owner-occupants. Over the years, the property has undergone significant updates, including replacement of the original plaster walls, electrical, plumbing, insulation, and windows, providing peace of mind for years to come. Unit 1, located on the main level, has been recently updated and is currently vacant, offering immediate rental income potential or the perfect option for an owner-occupant. Unit 2 is located on the upper level and is occupied by a long-term tenant. Unit 3, with its own private entrance at the rear of the property, spans two levels and offers access to a spacious, fenced backyard, also occupied by a long-term tenant. In addition to ample on-street parking, the property features a newly paved driveway with space for three vehicles. Conveniently located just minutes from the Mid-Hudson Bridge, Metro-North, Vassar Brothers Medical Center, Marist University, the Culinary Institute of America, The Bardavon, restaurants, shopping, and all that downtown Poughkeepsie has to offer, this is a rare opportunity to own a solid income-producing property in a prime location. Schedule your private showing today!

3 Beds ⋅ 3 Baths ⋅ 1029480 MLS

Exceptional investment opportunity in the heart of Poughkeepsie! Offered for the first time since 1981, this well-maintained triplex near Market Street presents an outstanding opportunity for investors or owner-occupants. Over the years, the property has undergone significant updates, including replacement of the original plaster walls, electrical, plumbing, insulation, and windows, providing peace of mind for years to come. Unit 1, located on the main level, has been recently updated and is currently vacant, offering immediate rental income potential or the perfect option for an owner-occupant. Unit 2 is located on the upper level and is occupied by a long-term tenant. Unit 3, with its own private entrance at the rear of the property, spans two levels and offers access to a spacious, fenced backyard, also occupied by a long-term tenant. In addition to ample on-street parking, the property features a newly paved driveway with space for three vehicles. Conveniently located just minutes from the Mid-Hudson Bridge, Metro-North, Vassar Brothers Medical Center, Marist University, the Culinary Institute of America, The Bardavon, restaurants, shopping, and all that downtown Poughkeepsie has to offer, this is a rare opportunity to own a solid income-producing property in a prime location. Schedule your private showing today!

25 Conklin Street, Poughkeepsie

$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

$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

$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

$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

$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

$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

$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

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

$500,000

Southside Poughkeepsie Colonial with Incredible Flexibility & Potential!! Charming and filled with natural light, this 3-bedroom colonial offers the perfect blend of character, comfort, and opportunity. Featuring beautiful hardwood floors throughout, a versatile bonus room ideal for a home office, den, guest room, or potential 4th bedroom, and an updated kitchen with granite countertops and stainless-steel appliances. The finished third level adds even more possibilities, offering a bonus room and partially completed bath ready for your vision—perfect for a future primary suite, guest retreat, studio, or additional living space. A separate entrance to an attached section of the home provides exceptional flexibility for extended family, guest accommodations, a home business, or potential mother-daughter setup with municipal approvals. Enjoy energy-efficient living with solar panels, ductless air conditioner heating and cooling systems, and an existing oil heating system for added convenience. Outside, you'll find a spacious yard, covered carport, and ample off-street parking. Ideally located just minutes from Vassar College, Vassar Brothers Medical Center, The Culinary Institute of America, shopping, dining, parks, and Metro-North. This is a truly exceptional opportunity offering space, versatility, energy efficiency, and room to add value in a prime Southside Poughkeepsie location. Whether you're looking for a primary residence, a multi-generational living opportunity, or an investment property with room to add value, this home delivers space, character, flexibility, energy efficiency, and incredible potential. Don't miss the opportunity to make this Southside Poughkeepsie treasure your own.

3 Beds ⋅ 1 Baths ⋅ 1018223 MLS

Southside Poughkeepsie Colonial with Incredible Flexibility & Potential!! Charming and filled with natural light, this 3-bedroom colonial offers the perfect blend of character, comfort, and opportunity. Featuring beautiful hardwood floors throughout, a versatile bonus room ideal for a home office, den, guest room, or potential 4th bedroom, and an updated kitchen with granite countertops and stainless-steel appliances. The finished third level adds even more possibilities, offering a bonus room and partially completed bath ready for your vision—perfect for a future primary suite, guest retreat, studio, or additional living space. A separate entrance to an attached section of the home provides exceptional flexibility for extended family, guest accommodations, a home business, or potential mother-daughter setup with municipal approvals. Enjoy energy-efficient living with solar panels, ductless air conditioner heating and cooling systems, and an existing oil heating system for added convenience. Outside, you'll find a spacious yard, covered carport, and ample off-street parking. Ideally located just minutes from Vassar College, Vassar Brothers Medical Center, The Culinary Institute of America, shopping, dining, parks, and Metro-North. This is a truly exceptional opportunity offering space, versatility, energy efficiency, and room to add value in a prime Southside Poughkeepsie location. Whether you're looking for a primary residence, a multi-generational living opportunity, or an investment property with room to add value, this home delivers space, character, flexibility, energy efficiency, and incredible potential. Don't miss the opportunity to make this Southside Poughkeepsie treasure your own.

2 Wilbur Boulevard, Poughkeepsie

$799,999

Investment Opportunity – High Cash Flow Property in the Heart of Poughkeepsie Presenting 40 S. Hamilton Street, a rare opportunity to acquire a proven income-producing property in the City of Poughkeepsie. This well-established rooming house consists of nine private single-occupancy rooms, seven bathrooms, providing affordable and independent living accommodations that serve a critical role in the local housing market. Coin operated laundry also included in the basement. The property has demonstrated strong and consistent performance, currently generating approximately $100,000 in annual gross rental income with a current NOI of $49,315. Residents enjoy access to shared common areas including a communal kitchen, lounge, and hallway facilities on each floor, creating a practical and cost-effective housing solution for tenants. Situated on a generous lot, the property features a large rear driveway with ample off-street parking, a valuable amenity for both tenants and management. A substantial basement provides additional storage space and operational flexibility. For investors seeking immediate cash flow, this property is generating income from day one. Beyond its current performance, there are multiple avenues for future upside. Continue operating as a successful rental property, explore the potential conversion to apartment units (subject to approvals), or investigate additional income-producing opportunities to further enhance returns. The combination of strong in-place income, parking, storage, and future value-add potential makes this an attractive acquisition for both experienced and aspiring investors. Additionally, there is a small parking lot in the rear of the building. Whether you're looking to expand your portfolio with a stabilized asset or capitalize on redevelopment and repositioning opportunities, 40 S. Hamilton Street offers a compelling blend of cash flow, flexibility, and long-term potential in a growing rental market.

1017698 MLS

Investment Opportunity – High Cash Flow Property in the Heart of Poughkeepsie Presenting 40 S. Hamilton Street, a rare opportunity to acquire a proven income-producing property in the City of Poughkeepsie. This well-established rooming house consists of nine private single-occupancy rooms, seven bathrooms, providing affordable and independent living accommodations that serve a critical role in the local housing market. Coin operated laundry also included in the basement. The property has demonstrated strong and consistent performance, currently generating approximately $100,000 in annual gross rental income with a current NOI of $49,315. Residents enjoy access to shared common areas including a communal kitchen, lounge, and hallway facilities on each floor, creating a practical and cost-effective housing solution for tenants. Situated on a generous lot, the property features a large rear driveway with ample off-street parking, a valuable amenity for both tenants and management. A substantial basement provides additional storage space and operational flexibility. For investors seeking immediate cash flow, this property is generating income from day one. Beyond its current performance, there are multiple avenues for future upside. Continue operating as a successful rental property, explore the potential conversion to apartment units (subject to approvals), or investigate additional income-producing opportunities to further enhance returns. The combination of strong in-place income, parking, storage, and future value-add potential makes this an attractive acquisition for both experienced and aspiring investors. Additionally, there is a small parking lot in the rear of the building. Whether you're looking to expand your portfolio with a stabilized asset or capitalize on redevelopment and repositioning opportunities, 40 S. Hamilton Street offers a compelling blend of cash flow, flexibility, and long-term potential in a growing rental market.

40 S Hamilton Street, Poughkeepsie

$549,000

Attractive & spacious cape code perfectly situated on Poughkeepsie's desirable south side. A perfect home for relaxing or entertaining with an extremely versatile floor plan. Living room w/fireplace and built-ins flows seamlessly to formal dining room, eat-in kitchen w/granite counters & family room. First floor primary bedroom w/ensuite half bathroom plus second bedroom and full bath on main level. Second floor includes bedroom, office, den & full bathroom. Finished lower level includes full bathroom, creating the ideal configuration for guest quarters, in-law suite, media room or fitness area. Loaded with attractive features and finishes such as hardwood flooring throughout, pocket doors and period tile bathrooms. French doors lead to expansive private patio surrounded by lush landscaping and a fully fenced yard. Enjoy the conveniences of municipal water/sewer, natural gas for heating & hot water, a two car garage for abundant storage and a standby generator. Just minutes from local attractions such as the Poughkeepsie Tennis Club, Springside Historic Site, train station and Poughkeepsie waterfront. A unique offering and an opportunity not to be missed.

3 Beds ⋅ 4 Baths ⋅ 1017098 MLS

Attractive & spacious cape code perfectly situated on Poughkeepsie's desirable south side. A perfect home for relaxing or entertaining with an extremely versatile floor plan. Living room w/fireplace and built-ins flows seamlessly to formal dining room, eat-in kitchen w/granite counters & family room. First floor primary bedroom w/ensuite half bathroom plus second bedroom and full bath on main level. Second floor includes bedroom, office, den & full bathroom. Finished lower level includes full bathroom, creating the ideal configuration for guest quarters, in-law suite, media room or fitness area. Loaded with attractive features and finishes such as hardwood flooring throughout, pocket doors and period tile bathrooms. French doors lead to expansive private patio surrounded by lush landscaping and a fully fenced yard. Enjoy the conveniences of municipal water/sewer, natural gas for heating & hot water, a two car garage for abundant storage and a standby generator. Just minutes from local attractions such as the Poughkeepsie Tennis Club, Springside Historic Site, train station and Poughkeepsie waterfront. A unique offering and an opportunity not to be missed.

46 Barnard Avenue, Poughkeepsie

$279,000

Affordable Single Family Three Possible Four Bedroom Home With Basement, Patio And Off The Street Parking Being Sold As Is. First Floor Offers Kitchen And Bathroom With Ceramic Tiled Floors Plus Two Additional Rooms With Hardwood Floors And An Enclosed Back Porch. Bedrooms Are Locatrd On The Second Floor. Conveniently Close To Amenities Most Cities Have To Offer. Current Residents Are Cooperative With Showings And Will Just Need At Least Prior's Days Notice To Show. Agents, Please See Other Remarks.

3 Beds ⋅ 1 Baths ⋅ 1015879 MLS

Affordable Single Family Three Possible Four Bedroom Home With Basement, Patio And Off The Street Parking Being Sold As Is. First Floor Offers Kitchen And Bathroom With Ceramic Tiled Floors Plus Two Additional Rooms With Hardwood Floors And An Enclosed Back Porch. Bedrooms Are Locatrd On The Second Floor. Conveniently Close To Amenities Most Cities Have To Offer. Current Residents Are Cooperative With Showings And Will Just Need At Least Prior's Days Notice To Show. Agents, Please See Other Remarks.

338 Mansion Street, Poughkeepsie

$469,900

Some neighborhoods reveal themselves slowly. You're still in the City of Poughkeepsie, close to dining, shopping, and everyday conveniences, yet this quiet pocket feels worlds apart. It's the kind of street where the lawns are neatly kept, neighbors know one another by name, and an evening walk often includes a few conversations along the way. Tucked within this established neighborhood, 34 Parkwood Blvd is a true Mid-Century Modern, offering the clean lines, vaulted ceilings, intentional living spaces, and warmth that made the era so enduring. Inside, hardwood floors run throughout the home, while a natural stone, wood-burning fireplace anchors the living space and creates the perfect gathering spot on a winter evening. The layout strikes a rare balance, open enough for entertaining yet thoughtfully designed with cozy corners and intimate spaces that make everyday living feel comfortable and connected. Outside, the oversized double lot provides room to breathe. The expansive yard invites everything from backyard games and summer gatherings to quiet afternoons beneath the shade of a magnificent mature maple tree. A fully fenced yard offers additional privacy for pets, gardening, or simply enjoying the outdoors. Practical updates include owned solar panels and upgraded 200 amp electric service, creating exciting possibilities for future energy efficient improvements. The location is equally compelling. Just minutes from Vassar College, Marist College, the Culinary Institute of America, and some of the Hudson Valley's most beloved destinations. Only 2.5 miles away, the iconic Walkway Over the Hudson offers unforgettable views of the Hudson River and has become a gathering place for walkers, runners, cyclists, and anyone looking to slow down and appreciate the beauty of the valley. Combined with easy access to the waterfront, Metro-North, and Amtrak, this location delivers the perfect balance of culture, recreation, and connectivity. A rare opportunity to own a true Mid-Century Modern in a neighborhood where community still feels personal and neighbors take the time to stop and visit for a bit.

3 Beds ⋅ 2 Baths ⋅ 1015997 MLS

Some neighborhoods reveal themselves slowly. You're still in the City of Poughkeepsie, close to dining, shopping, and everyday conveniences, yet this quiet pocket feels worlds apart. It's the kind of street where the lawns are neatly kept, neighbors know one another by name, and an evening walk often includes a few conversations along the way. Tucked within this established neighborhood, 34 Parkwood Blvd is a true Mid-Century Modern, offering the clean lines, vaulted ceilings, intentional living spaces, and warmth that made the era so enduring. Inside, hardwood floors run throughout the home, while a natural stone, wood-burning fireplace anchors the living space and creates the perfect gathering spot on a winter evening. The layout strikes a rare balance, open enough for entertaining yet thoughtfully designed with cozy corners and intimate spaces that make everyday living feel comfortable and connected. Outside, the oversized double lot provides room to breathe. The expansive yard invites everything from backyard games and summer gatherings to quiet afternoons beneath the shade of a magnificent mature maple tree. A fully fenced yard offers additional privacy for pets, gardening, or simply enjoying the outdoors. Practical updates include owned solar panels and upgraded 200 amp electric service, creating exciting possibilities for future energy efficient improvements. The location is equally compelling. Just minutes from Vassar College, Marist College, the Culinary Institute of America, and some of the Hudson Valley's most beloved destinations. Only 2.5 miles away, the iconic Walkway Over the Hudson offers unforgettable views of the Hudson River and has become a gathering place for walkers, runners, cyclists, and anyone looking to slow down and appreciate the beauty of the valley. Combined with easy access to the waterfront, Metro-North, and Amtrak, this location delivers the perfect balance of culture, recreation, and connectivity. A rare opportunity to own a true Mid-Century Modern in a neighborhood where community still feels personal and neighbors take the time to stop and visit for a bit.

34 Parkwood Boulevard, Poughkeepsie

$755,000

Income-producing 4-unit multifamily property featuring a 3-family building and attached carriage house near downtown Poughkeepsie. Three units are occupied, with one vacant unit offering immediate lease-up potential or owner-occupancy flexibility. three units have been updated within the past two years. The carriage house utilizes natural gas heat, while the main building is heated by oil. Off-street parking adds tenant convenience. Landlord's only utility expense is the oil heat for the main building. Excellent opportunity for investors seeking stable income with upside potential. Heating fuel: oil (above-ground tank).

12 Beds ⋅ 4 Baths ⋅ 1014722 MLS

Income-producing 4-unit multifamily property featuring a 3-family building and attached carriage house near downtown Poughkeepsie. Three units are occupied, with one vacant unit offering immediate lease-up potential or owner-occupancy flexibility. three units have been updated within the past two years. The carriage house utilizes natural gas heat, while the main building is heated by oil. Off-street parking adds tenant convenience. Landlord's only utility expense is the oil heat for the main building. Excellent opportunity for investors seeking stable income with upside potential. Heating fuel: oil (above-ground tank).

60 Noxon Street, Poughkeepsie

$729,000

Investment Property Offering Four Residential Units, Three Garages And A Bonus Rental Space With All Separate Utilities (Gas & Electric) As Residents Pay For Their Own Services. Although This Corner Property Allows A Limited Amount Of Parking Space, There Is A Nearby City Parking Lot Just A Few Steps Away**As Close To One Days Notice To Show Appreciated**This Is An As Is Sale. Agents, Please See Other Remarks.

1013264 MLS

Investment Property Offering Four Residential Units, Three Garages And A Bonus Rental Space With All Separate Utilities (Gas & Electric) As Residents Pay For Their Own Services. Although This Corner Property Allows A Limited Amount Of Parking Space, There Is A Nearby City Parking Lot Just A Few Steps Away**As Close To One Days Notice To Show Appreciated**This Is An As Is Sale. Agents, Please See Other Remarks.

48 Conklin Street, Poughkeepsie

$433,000

FULLY AVAILABLE...Move-in-ready affordable home in Dutchess County featuring 3 bedrooms plus a flexible bonus room, 1.5 bathrooms, and a 2-car garage with automatic openers. The property also includes a paved driveway with off-street parking for 4 cars, a spacious deck for outdoor entertainment, and connections to municipal water, sewer, and natural gas. Located on a quiet street with no thru traffic, it is within walking distance of a park with scenic walking trails. The first floor offers hardwood floors beneath the carpeting, 3 bedrooms, a full bathroom with a tub, and an eat-in kitchen with a window and included appliances. The open-concept living room features a large window for natural light and a wood-burning fireplace, while the bright dining area has sliding doors that open to the deck and overlook the private backyard, ideal for gardening, play, or a pool. The lower level, located above grade next to the garage, includes a half bathroom with a window, a private laundry room, and two large, connected bonus rooms with plenty of windows and natural light that can be used to suit your needs. This private home is just a 5-minute drive from major shopping destinations and offers easy access to key commuter routes, with a choice of two Metro-North stations: Beacon (15 miles away) and Poughkeepsie (4.5 miles away). Located about 90 minutes from New York City, it provides an opportunity to enjoy all that the Hudson Valley has to offer, including beautiful state parks, lakes, history, and a vibrant lifestyle. Why rent when you can own this home for a similar monthly cost? It will not last long.

3 Beds ⋅ 2 Baths ⋅ 1010296 MLS

FULLY AVAILABLE...Move-in-ready affordable home in Dutchess County featuring 3 bedrooms plus a flexible bonus room, 1.5 bathrooms, and a 2-car garage with automatic openers. The property also includes a paved driveway with off-street parking for 4 cars, a spacious deck for outdoor entertainment, and connections to municipal water, sewer, and natural gas. Located on a quiet street with no thru traffic, it is within walking distance of a park with scenic walking trails. The first floor offers hardwood floors beneath the carpeting, 3 bedrooms, a full bathroom with a tub, and an eat-in kitchen with a window and included appliances. The open-concept living room features a large window for natural light and a wood-burning fireplace, while the bright dining area has sliding doors that open to the deck and overlook the private backyard, ideal for gardening, play, or a pool. The lower level, located above grade next to the garage, includes a half bathroom with a window, a private laundry room, and two large, connected bonus rooms with plenty of windows and natural light that can be used to suit your needs. This private home is just a 5-minute drive from major shopping destinations and offers easy access to key commuter routes, with a choice of two Metro-North stations: Beacon (15 miles away) and Poughkeepsie (4.5 miles away). Located about 90 minutes from New York City, it provides an opportunity to enjoy all that the Hudson Valley has to offer, including beautiful state parks, lakes, history, and a vibrant lifestyle. Why rent when you can own this home for a similar monthly cost? It will not last long.

11 Lynbrook Road, Poughkeepsie

$468,500

BEAUTIFUL RENOVATED RANCH WITH OPEN FLOW FLOOR PLAN PERFECT FOR ENTERTAINING, NEW KITCHEN WITH GRANITE COUNTERS, STAINLESS STEEL APPLIANCES, AND TILE FLOOR- NICE AND BIG WITH PLENTY OF COUNTER SPACE AND LOTS OF CABINETRY FOR THOSE THAT LOVE TO COOK. BRIGHT SPACIOUS LIVING ROOM ,AND LARGE PICTIURE WINDOW TO LET THE NATURAL LIGHT SHINE IN. COMFORTABLY SIZED MASTER BEDROOM WITH MASTER BATH. HARDWOOD FLOORS THROUGHOUT THE ENTIRE HOUSE. PRETTY NEIGHBORHOOD SETTING WITHIN WALKING DISTANCE TO MC CANN GOLF COURSE, PARK & PLAYGROUND, WILBUR BLVD WALKING PATH. CLOSE TO METRO NORTH TRAINS, GREAT RESTAURANTS . HOSPITALS,VASSAR COLLEGE, WALKWAY OVER THE HUDSON, AND ALL MAJOR SHOPPING, COME TAKE A LOOK. AS IS SALE.

4 Beds ⋅ 2 Baths ⋅ 1003164 MLS

BEAUTIFUL RENOVATED RANCH WITH OPEN FLOW FLOOR PLAN PERFECT FOR ENTERTAINING, NEW KITCHEN WITH GRANITE COUNTERS, STAINLESS STEEL APPLIANCES, AND TILE FLOOR- NICE AND BIG WITH PLENTY OF COUNTER SPACE AND LOTS OF CABINETRY FOR THOSE THAT LOVE TO COOK. BRIGHT SPACIOUS LIVING ROOM ,AND LARGE PICTIURE WINDOW TO LET THE NATURAL LIGHT SHINE IN. COMFORTABLY SIZED MASTER BEDROOM WITH MASTER BATH. HARDWOOD FLOORS THROUGHOUT THE ENTIRE HOUSE. PRETTY NEIGHBORHOOD SETTING WITHIN WALKING DISTANCE TO MC CANN GOLF COURSE, PARK & PLAYGROUND, WILBUR BLVD WALKING PATH. CLOSE TO METRO NORTH TRAINS, GREAT RESTAURANTS . HOSPITALS,VASSAR COLLEGE, WALKWAY OVER THE HUDSON, AND ALL MAJOR SHOPPING, COME TAKE A LOOK. AS IS SALE.

12 High Ridge Road, Poughkeepsie

$550,000

Nestled in desirable Southside Poughkeepsie, this 1920 stately home boasts all of its original wood, untouched yet lovingly maintained. The covered front porch welcomes you into this beautiful home where you will be delighted by the thoughtful updates and streaming natural light. The Living room with coffered ceiling has french doors framing a beautiful stone fireplace that provide access to a large backyard patio, while the sizable dining room with wainscoting leads you to an updated kitchen complete with back stair access to the second floor and basement. The second floor has 3 generously sized bedrooms, hardwood floors and two bathrooms. The Primary bathroom is updated and quite large, while the second beautifully updated bathroom artfully hides behind a moveable bookcase. Ascend stairs yet again to the bright and airy third floor which boasts a large bedroom, full bathroom and large storage area. The basement is finished with a spacious open area, den with half bathroom and laundry all with walk out access. This house is a gem with a spacious backyard, fire-pit and driveway that can easily accommodate at least four cars. Close to Poughkeepsie MTA and Route 9 shopping, but tucked in a peaceful, quiet neighborhood with access to the Springside Historic Site’s lush wooded walking trails, this home will leave you breathless.

4 Beds ⋅ 4 Baths ⋅ 1002638 MLS

Nestled in desirable Southside Poughkeepsie, this 1920 stately home boasts all of its original wood, untouched yet lovingly maintained. The covered front porch welcomes you into this beautiful home where you will be delighted by the thoughtful updates and streaming natural light. The Living room with coffered ceiling has french doors framing a beautiful stone fireplace that provide access to a large backyard patio, while the sizable dining room with wainscoting leads you to an updated kitchen complete with back stair access to the second floor and basement. The second floor has 3 generously sized bedrooms, hardwood floors and two bathrooms. The Primary bathroom is updated and quite large, while the second beautifully updated bathroom artfully hides behind a moveable bookcase. Ascend stairs yet again to the bright and airy third floor which boasts a large bedroom, full bathroom and large storage area. The basement is finished with a spacious open area, den with half bathroom and laundry all with walk out access. This house is a gem with a spacious backyard, fire-pit and driveway that can easily accommodate at least four cars. Close to Poughkeepsie MTA and Route 9 shopping, but tucked in a peaceful, quiet neighborhood with access to the Springside Historic Site’s lush wooded walking trails, this home will leave you breathless.

21 Barnard Avenue, Poughkeepsie

$495,000

Welcome to 506 Southview Drive, an exceptional opportunity to enjoy luxury townhouse living in one of Poughkeepsie’s most sought-after communities. Perfectly situated in the heart of the Hudson Valley, this beautifully maintained residence offers the ideal combination of comfort, convenience, and resort-style amenities surrounded by some of the region’s most desirable attractions. Residents enjoy a lifestyle defined by ease and elegance, with access to a beautifully appointed clubhouse, a fully equipped fitness center, and a heated in-ground pool perfect for relaxing on warm summer days or socializing with neighbors in a private community setting. Professionally landscaped grounds and maintenance-free living allow you to spend more time enjoying everything the Hudson Valley has to offer. Located just minutes from the vibrant Poughkeepsie waterfront, this home offers convenient access to the Walkway Over the Hudson, scenic parks, marinas, hiking and biking trails, wineries, breweries, and countless outdoor recreational opportunities. Enjoy nearby fine dining, waterfront restaurants, charming cafés, boutique shopping, and entertainment venues that make the Hudson Valley one of New York’s most desirable destinations. Commuters will appreciate the close proximity to Metro-North and Amtrak rail service, Route 9, and the Taconic State Parkway, providing easy access to New York City and surrounding areas. The location is also convenient to Vassar College, Marist College, the Culinary Institute of America, local hospitals, shopping centers, and historic Hudson Valley estates and attractions. Inside, 506 Southview Drive offers bright and inviting living spaces designed for both everyday comfort and effortless entertaining. Whether you are seeking a full-time residence or the perfect weekend retreat, this exceptional townhouse community delivers a sophisticated lifestyle with outstanding amenities, scenic surroundings, and unmatched convenience in the heart of the Hudson Valley.

2 Beds ⋅ 3 Baths ⋅ 1001356 MLS

Welcome to 506 Southview Drive, an exceptional opportunity to enjoy luxury townhouse living in one of Poughkeepsie’s most sought-after communities. Perfectly situated in the heart of the Hudson Valley, this beautifully maintained residence offers the ideal combination of comfort, convenience, and resort-style amenities surrounded by some of the region’s most desirable attractions. Residents enjoy a lifestyle defined by ease and elegance, with access to a beautifully appointed clubhouse, a fully equipped fitness center, and a heated in-ground pool perfect for relaxing on warm summer days or socializing with neighbors in a private community setting. Professionally landscaped grounds and maintenance-free living allow you to spend more time enjoying everything the Hudson Valley has to offer. Located just minutes from the vibrant Poughkeepsie waterfront, this home offers convenient access to the Walkway Over the Hudson, scenic parks, marinas, hiking and biking trails, wineries, breweries, and countless outdoor recreational opportunities. Enjoy nearby fine dining, waterfront restaurants, charming cafés, boutique shopping, and entertainment venues that make the Hudson Valley one of New York’s most desirable destinations. Commuters will appreciate the close proximity to Metro-North and Amtrak rail service, Route 9, and the Taconic State Parkway, providing easy access to New York City and surrounding areas. The location is also convenient to Vassar College, Marist College, the Culinary Institute of America, local hospitals, shopping centers, and historic Hudson Valley estates and attractions. Inside, 506 Southview Drive offers bright and inviting living spaces designed for both everyday comfort and effortless entertaining. Whether you are seeking a full-time residence or the perfect weekend retreat, this exceptional townhouse community delivers a sophisticated lifestyle with outstanding amenities, scenic surroundings, and unmatched convenience in the heart of the Hudson Valley.

506 Southview Drive, Poughkeepsie

$419,900

Nice two-family located on the Southside of Poughkeepsie, steps away from Poughkeepsie High School. First Floor: The set up of the home is a 2-bedrooms FDR, LR, family room, laundry area, kitchen with additional room, one bath, laundry hook-ups and access to back yard. 2nd Floor: 2-bedroom, dining room, 1 bath, kitchen and additional room. 3rd floor: Attic area is finished and can be used by owner occupant as additional heated finished space. Currently 1 bedroom. The property comes with a large two car garage and plenty of room for additional cars. There is a small, fenced area, 2 car detached garage and additional parking. Driveway is shared but owned by current seller. Basement area access is on side of house off driveway. Tenants pay electric, heat

4 Beds ⋅ 3 Baths ⋅ 1002303 MLS

Nice two-family located on the Southside of Poughkeepsie, steps away from Poughkeepsie High School. First Floor: The set up of the home is a 2-bedrooms FDR, LR, family room, laundry area, kitchen with additional room, one bath, laundry hook-ups and access to back yard. 2nd Floor: 2-bedroom, dining room, 1 bath, kitchen and additional room. 3rd floor: Attic area is finished and can be used by owner occupant as additional heated finished space. Currently 1 bedroom. The property comes with a large two car garage and plenty of room for additional cars. There is a small, fenced area, 2 car detached garage and additional parking. Driveway is shared but owned by current seller. Basement area access is on side of house off driveway. Tenants pay electric, heat

23 Virginia, Poughkeepsie

$449,999

Well maintained income producing duplex located in the City of Poughkeepsie offering an excellent opportunity for both investors and owner occupants alike. This fully occupied multi family property currently generates approximately $50,000 annually in rental income and offers strong cash flow potential in one of the Hudson Valley’s consistently high demand rental markets. A major highlight of this property is the potential FHA assumable loan opportunity, which may allow a qualified buyer to assume the seller’s existing lower interest rate and financing terms, creating substantial long term savings in today’s higher rate environment. Even if the current FHA loan is not assumable for a buyer, the property was previously approved through FHA financing when purchased, offering added confidence and appeal for future FHA buyers. Perfect for an owner occupant looking to offset monthly expenses by living in one unit while collecting rental income from the second, or for an investor seeking immediate income production and long term appreciation potential. Conveniently located near Metro North train stations, Route 9, Interstate 84, shopping centers, restaurants, hospitals, colleges, waterfront attractions, parks, and the vibrant Hudson Valley dining and entertainment scene. Ideal commuter location with easy access to New York City, Westchester, Connecticut, and surrounding Hudson Valley communities. Whether you are looking to expand your investment portfolio, secure a strong income producing asset, or begin building generational wealth through owner occupied real estate, this property offers flexibility, value, location, and exceptional long term upside.

6 Beds ⋅ 2 Baths ⋅ 1001284 MLS

Well maintained income producing duplex located in the City of Poughkeepsie offering an excellent opportunity for both investors and owner occupants alike. This fully occupied multi family property currently generates approximately $50,000 annually in rental income and offers strong cash flow potential in one of the Hudson Valley’s consistently high demand rental markets. A major highlight of this property is the potential FHA assumable loan opportunity, which may allow a qualified buyer to assume the seller’s existing lower interest rate and financing terms, creating substantial long term savings in today’s higher rate environment. Even if the current FHA loan is not assumable for a buyer, the property was previously approved through FHA financing when purchased, offering added confidence and appeal for future FHA buyers. Perfect for an owner occupant looking to offset monthly expenses by living in one unit while collecting rental income from the second, or for an investor seeking immediate income production and long term appreciation potential. Conveniently located near Metro North train stations, Route 9, Interstate 84, shopping centers, restaurants, hospitals, colleges, waterfront attractions, parks, and the vibrant Hudson Valley dining and entertainment scene. Ideal commuter location with easy access to New York City, Westchester, Connecticut, and surrounding Hudson Valley communities. Whether you are looking to expand your investment portfolio, secure a strong income producing asset, or begin building generational wealth through owner occupied real estate, this property offers flexibility, value, location, and exceptional long term upside.

33 Manitou Avenue, Poughkeepsie

$465,000

Well maintained multi-family duplex fully rented in the City of Poughkeepsie. Property was totally renovated in 2007 investment property. Each unit has gleaming hardwood floors in living room and dining room. Each unit has two average size bedrooms, nice size Kitchen w/granite counter tops and stainless-steel appliances. Second floor unit features enclosed porch. Detached single car garage for off street parking, fenced in yard. Operating expenses are available after 2nd showing. Second floor tenant is long term renter with lease. Forced air oil heat (Landlord pays for oil). Tenants responsible for utilities.

4 Beds ⋅ 2 Baths ⋅ 1000897 MLS

Well maintained multi-family duplex fully rented in the City of Poughkeepsie. Property was totally renovated in 2007 investment property. Each unit has gleaming hardwood floors in living room and dining room. Each unit has two average size bedrooms, nice size Kitchen w/granite counter tops and stainless-steel appliances. Second floor unit features enclosed porch. Detached single car garage for off street parking, fenced in yard. Operating expenses are available after 2nd showing. Second floor tenant is long term renter with lease. Forced air oil heat (Landlord pays for oil). Tenants responsible for utilities.

9 Lawrence Road, Poughkeepsie

$399,000

Two Family Home With Separate Utilities Available For Sale Offering Two Bedroom Apartments. Each Apt Consists Of Kitchen, Living Room, Bedrooms, Bathroom, Range And Refrigerator. The Location Is Enticing, As It Is Close To Educational Facilities, Train Station, Shopping, Restaurants, On Bus Route And More. This is An As Is Sale. This Is An As is Sale. Please See Other Remarks For More Information.

4 Beds ⋅ 2 Baths ⋅ 1000714 MLS

Two Family Home With Separate Utilities Available For Sale Offering Two Bedroom Apartments. Each Apt Consists Of Kitchen, Living Room, Bedrooms, Bathroom, Range And Refrigerator. The Location Is Enticing, As It Is Close To Educational Facilities, Train Station, Shopping, Restaurants, On Bus Route And More. This is An As Is Sale. This Is An As is Sale. Please See Other Remarks For More Information.

112 Smith Street, Poughkeepsie