Poughkeepsie City Real Estate

Welcome to the Poughkeepsie City School District, a vibrant educational community nestled in the heart of Dutchess County, New York. Known for its commitment to academic excellence and holistic student development, this district serves the diverse and dynamic city of Poughkeepsie, offering a nurturing environment for children from all walks of life.

The Poughkeepsie City School District is dedicated to fostering a love for learning through innovative teaching methods and a wide array of extracurricular activities. With a focus on personalized education, the district boasts a range of programs designed to meet the unique needs of every student. From advanced placement courses to special education services, there is something for everyone, ensuring that all students can thrive.

The district's schools are equipped with modern facilities and resources, providing students with the tools they need to succeed in a rapidly changing world. Teachers are not just educators; they are mentors and guides, fostering critical thinking and creativity in their classrooms. This supportive atmosphere encourages students to explore their interests, develop their talents, and prepare for future endeavors.

In addition to academic achievements, the Poughkeepsie City School District emphasizes the importance of community involvement and character development. Students are encouraged to engage in community service and leadership opportunities, preparing them to be responsible and active citizens.

Families considering a move to Poughkeepsie will find a welcoming community that values education and supports its schools. With a rich history and a bright future, the Poughkeepsie City School District is not just a place to learn—it's a place to grow. Come and discover the possibilities that await your family in this thriving educational environment!

Newest Listings in Poughkeepsie City

$450,000

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

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

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

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

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

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

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

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

4 Beds ⋅ 3 Baths ⋅ 1026339 MLS

Welcome to 149 Washington street, where beauty, functionality and affordability meet. Featuring 4 bedrooms, 3 full 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

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

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

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

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