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$500,000
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

$795,000
5 Beds 4 Baths 1018187 MLS
One-level living at its finest! This sprawling ranch offers 5 bedrooms, 3.5 baths, and over 2 private acres in the Arlington School District. A circular driveway welcomes you to this spacious home designed for comfortable living and effortless entertaining. The sun-filled interior features an eat-in kitchen with abundant cabinetry, large windows throughout, and sliders leading to the beautifully landscaped backyard. A stunning double-sided full masonry fireplace serves as the focal point between the living and dining rooms, creating warmth and character throughout the home. The spacious primary suite offers double closets and an updated ensuite bath with a walk-in shower. A second bedroom suite with a private ensuite bath provides the perfect setup for guests or multi-generational living. Additional generously sized bedrooms feature oversized cedar-lined closets, while abundant storage can be found throughout the home. Just off the main living area, a light-filled den/study provides the perfect space for a home office, reading room, or additional sitting area, complete with automatic slider drapes and direct access to the deck. The finished lower level expands the living space with a full bath, fireplace, bar area, cedar closet, and potential wine cellar, making it ideal for entertaining, recreation, or extended living arrangements. Step outside to your own private retreat featuring a heated Gunite saltwater pool surrounded by beautiful Cambridge pavers and mature landscaping. Additional highlights include a newer septic system, abundant storage, and timeless craftsmanship throughout. Conveniently located near shopping, restaurants, parks, schools, and major commuter routes, this exceptional property offers the perfect combination of privacy, space, and accessibility in the heart of the Hudson Valley.

21 Vail Road, Poughkeepsie

$495,000
4 Beds 2 Baths 1016806 MLS
Welcome to 11 Danspence Road, a well-maintained 4-bedroom, 2-bath raised ranch tucked away on a quiet cul-de-sac in the Town of Poughkeepsie. This single-family home offers a bright and comfortable layout with hardwood floors, spacious living areas, and great natural light throughout. The kitchen features warm wood cabinetry, generous counter space, and a functional design ideal for everyday living. A standout feature is the sun-filled sitting room with vaulted ceilings, skylights, and direct access to the deck, creating the perfect space to relax or entertain. The finished lower level adds additional flexible living space, while the attached 1-car garage offers everyday convenience. Outside, enjoy a beautifully maintained yard with plenty of room for outdoor enjoyment, along with a deck, fenced yard area, and storage shed. Conveniently located near shopping, dining, parks, schools, and commuter routes, this home offers comfort, space, and a desirable Hudson Valley location.

11 Danspence Road, Poughkeepsie

$799,999
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
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

$500,000
4 Beds 2 Baths 1017057 MLS
Turnkey Investment Opportunity – Fully Renovated Two-Family Home with Strong Rental Income Don't miss this exceptional opportunity to own a fully renovated two-family property generating approximately $43,000 in annual rental income. Both apartments are currently occupied by tenants under annual lease agreements, providing immediate and reliable cash flow for investors. This well-maintained multi-family home features two spacious apartments, each offering: • 2 Bedrooms • 1 Full Bathroom • Bright Living Room • Functional Kitchen • Separate Living Space for Privacy and Comfort The property has undergone extensive renovations designed to create a modern, welcoming, and low-maintenance living environment. Recent improvements include: • Complete renovation of the first and second-floor apartments • Updated bathrooms • New flooring throughout • New energy-efficient windows • New water heater installed in June 2026 • Professionally improved front and backyard landscaping • Attractive shared backyard area for tenant enjoyment With strong rental income already in place, major capital improvements completed, and a desirable two-family layout, this property offers an excellent opportunity for investors seeking immediate returns or owner-occupants looking to offset mortgage costs with rental income. A true turnkey property—collect rent from day one and enjoy the benefits of extensive renovations and stable tenancy.

17 Carroll Street, Poughkeepsie

$375,000
2 Beds 2 Baths 1015837 MLS
Welcome to 10 South Grand Avenue, located in the Arlington School District. This sun-filled Craftsman two bedroom, one and a half bath home also offers a first-floor den with closet, making it a great option for a potential third bedroom, home office, or guest space. A signature bungalow-style front porch creates a warm first impression and serves as an inviting extension of the living space—perfect for morning coffee or relaxing evenings. Inside, the home blends timeless 1935 character with thoughtful updates, featuring an open living and dining area, handsome staircase, charming period trim, gleaming hardwood floors, newer windows, and fresh paint throughout. The sweet kitchen opens to the back porch and an expansive outdoor retreat designed for both entertaining and tranquility. Enjoy a spacious patio with trellis, a fountain and small pond for a serene Zen-like setting, a deck for al fresco dining, and a large level fully fenced yard with plenty of room for gardening, recreation, or even a pool. A detached two-car garage offers additional possibilities for storage, a workshop, or studio space. Upstairs, you’ll find two generously sized bedrooms with ample closet space and an updated full bath featuring wainscoting and a granite vanity. A walk-up attic provides even more storage. Additional highlights include natural gas heat, central air conditioning, solar panels for energy savings, a newer roof, and a large dry basement with laundry and abundant storage. Ideally located just minutes from Spratt Park, Vassar College, Marist College, shopping, and Metro-North Railroad, this charming home offers comfort, character, and convenience in one beautiful package.

10 S Grand Avenue, Poughkeepsie

$92,000
1012543 MLS
Build your vision at 38 Hoffman Street, Poughkeepsie, NY! This rare vacant and cleared lot offers an excellent opportunity for builders, investors, or homeowners looking to create something of their own in the heart of the City of Poughkeepsie. Conveniently located near Albany Street with easy access to major roadways and the Metro North train station, the property is within walking distance to local bakeries, restaurants, shopping, and other neighborhood amenities. Connected to municipal water and sewer, this parcel may offer the potential for a single family home, duplex, or other residential development subject to municipal approvals. With very little buildable land remaining in the city and limited new construction opportunities available, this is a unique chance to secure a ready to build lot in a growing area. The seller is motivated and looking to sell quickly, so please bring your highest and best offer the first time. Opportunities like this are becoming increasingly difficult to find.

38 Hoffman Street, Poughkeepsie

$165,000
1 Beds 1 Baths 1010207 MLS
Experience comfortable living in this beautifully renovated first-floor one-bedroom Hudson Terrace unit! Located in Poughkeepsie's South side, this unit features a spacious entry foyer with double closet, an updated granite and stainless-steel kitchen, spacious living/dining room, and a roomy bedroom with a walk-in closet. There is luxury vinyl flooring throughout, an in-unit washer/dryer, and plenty of closet space! Additional storage unit is also included. Enjoy the charming clubhouse and pool for relaxing or entertaining guests. Conveniently located near a bus stop just steps away and a short walk to Metro-North/Amtrak. Enjoy riverfront and marina dining at Shadows on the Hudson, Poughkeepsie Ice House, and many more! Main Street restaurants and the Bardavan Theatre in your backyard! Close to all the attractions of the Poughkeepsie Hudson Riverfront—truly a maintenance-free, commuter-friendly dream!

150 Rinaldi Boulevard Unit #A, Poughkeepsie

$469,900
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

$473,930
3 Beds 2 Baths 1015372 MLS
WELCOME HOME! You won't want to miss this well maintained raised ranch on a cul-de-sac in the desirable Sutton Park subdivision with most affordable Wappingers school district taxes! When you enter the main level of the home you will immediately notice the beautiful open concept for the kitchen, dining, and living room. The kitchen offers a modern feel and has plenty of cabinets for storage. Step outside from the dining room onto your updated oversized trex deck, good for those tranquil quiet nights or weekends of entertainment. The basement is a finished walk out basement making it a great area for a play room, guest quarters, or second living room. This home also has an attached 2 car garage with ample storage. Close to all needed shopping, restaurants, and commuting routes. All you need to do is unpack and enjoy. Don't wait to schedule your private showing!

39 Raker Road, Poughkeepsie

$425,000
2 Beds 3 Baths 1014314 MLS
Welcome to 1 Halley Court, a beautifully maintained 2-bedroom, 2.5-bath townhome nestled in one of Poughkeepsie's most desirable communities. Offering the perfect blend of comfort, convenience, and low-maintenance living, this home is ideal for first-time buyers, downsizers, or anyone looking to enjoy all that the Hudson Valley has to offer. Step inside to find a bright and inviting floor plan designed for everyday living and entertaining. The spacious living room flows seamlessly into the dining area, creating the perfect space to host family and friends or simply relax after a long day. Large windows fill the home with natural light, creating a warm and welcoming atmosphere throughout. The kitchen offers ample cabinet and counter space, making meal preparation a breeze while still keeping you connected to the rest of the home. Just off the main living area, you'll find convenient access to outdoor space where you can enjoy your morning coffee or unwind in the evening. Upstairs, the generously sized primary suite serves as your own private retreat, complete with an en-suite bathroom and plenty of closet space. A second spacious bedroom and full bathroom provide flexibility for guests, a home office, or additional living space. The added convenience of a half bath on the main level makes entertaining easy and functional. Located just minutes from shopping, restaurants, parks, and major commuter routes, this home offers easy access to everything Poughkeepsie has to offer. Enjoy nearby attractions including the Walkway Over the Hudson, the vibrant Hudson River waterfront, local wineries, rail trails, and all of the dining and entertainment the Hudson Valley is known for. Whether you're looking for your first home, a weekend retreat, or a place to enjoy a low-maintenance lifestyle, 1 Halley Court is an opportunity you won't want to miss. Schedule your private showing today and discover why so many people love calling the Hudson Valley home.

1 Halley Court, Poughkeepsie

$535,000
4 Beds 3 Baths 1014692 MLS
Location, Location, Location… Rarely does a home check so many boxes. This exceptional 4-bedroom, 2.5-bathroom Colonial is ideally situated in the sought-after southside of Poughkeepsie. Commuters will appreciate the proximity to Metro North rail service, the Taconic State Parkway, and Route 9, while area hospitals, colleges, and premier shopping destinations are all within easy reach. Inside, the home impresses with an expansive open-concept living room and sitting room featuring beautiful hardwood flooring, creating a bright and airy atmosphere that flows effortlessly from room to room. A conveniently located first-floor laundry room and half bath add to the home's practical appeal. The eat-in kitchen has been thoughtfully appointed with newer stainless appliances, sleek solid surface countertops, a dedicated coffee bar, and a beverage refrigerator — striking the ideal balance between style and functionality. Adjacent to the kitchen, a light-filled screened-in three-season room provides seamless indoor-outdoor living, with direct access to both the attached garage and the expansive backyard. The upper level features a spacious principal suite along with three additional well-proportioned bedrooms, each offering generous closet space. Outside, the gently rolling backyard is a true highlight, showcasing an elegant bluestone patio and a charming gazebo — ideal for al fresco entertaining or peaceful relaxation in every season. Stop by to see this one today before it's gone. A 3D Walkthrough Tour is available in the digital Lookbook or by request.

5 Santa Anna Drive, Poughkeepsie

$460,000
3 Beds 3 Baths 1015343 MLS
Turnkey 3-family investment opportunity in the City of Poughkeepsie! This income-producing property features two fully renovated units, one vacant, one recently rented, and a third with long term tenant! Recent improvements include new kitchens, updated bathrooms, modern fixtures, fresh paint, updated flooring, and contemporary finishes throughout. The rent ready vacant unit offers an excellent opportunity for an owner-occupant looking to offset expenses or an investor seeking immediate lease-up and increased cash flow. Additional features include a beautiful rear deck, on-site coin operated laundry, and attractive updates that minimize deferred maintenance and make this property a strong addition to any portfolio. Conveniently located near Metro-North, Vassar Brothers Medical Center, Marist University, the Culinary Institute of America, the Poughkeepsie waterfront, restaurants, shopping, and major commuter routes. Whether you're a seasoned investor or looking for your first multifamily property, this is a rare opportunity to acquire a largely turnkey asset with immediate upside and strong rental demand.

32 N Bridge Street, Poughkeepsie

$160,000
1 Beds 1 Baths 1014929 MLS
Welcome to 160 Academy Street, Poughkeepsie, NY! Beautifully maintained 1 bedroom, 1 bath co-op located on the desirable south side of the City of Poughkeepsie. This move-in-ready home offers comfortable living in a convenient location, just minutes from everything you need. Enjoy being within walking distance to Vassar Brothers Medical Center, Amtrak and Metro-North stations, restaurants, shopping, parks, and all that the City of Poughkeepsie has to offer. Residents can also take advantage of the community swimming pool, perfect for relaxing and enjoying the summer months. Whether you're a first-time buyer, downsizing, or looking for a low-maintenance lifestyle, this is an opportunity you won't want to miss!

160 academy Street Unit #3J, Poughkeepsie

$450,000
3 Beds 3 Baths 1014215 MLS
13 Riverview Circle sits on a quiet circle just minutes from the river, train station, Marist and Mid Hudson Bridge. This is a rare address on the market for the first time. Pull up and see the beautiful contemporary home set on over an acre. Step inside and the living room opens up, cathedral ceilings with exposed wood beams, a spiral staircase and hardwood floors. A fireplace anchors the space. Sliding doors lead to the wraparound deck where the Hudson is your backdrop. Entertain out here all summer. The main floor gives you flexibility: a bedroom and full bath on the first level, perfect for flexibility for all. There's also a dedicated office off the living room that could flex as a fourth bedroom, playroom, or creative studio. Laundry on the main floor too. Upstairs is an additional 2 bedrooms including the oversized primary en suite with its own bath and walk-in closet. Then there's the basement. Over a thousand sqft of finished rec room with its own fireplace, luxury vinyl plank floors, recessed lighting, and a walkout. A half bath is already down there. This level lives on its own. Hyde Park schools. Central air. Deck. River proximity. Finished basement with walkout. This one checks a lot of boxes. Come see it today!

13 Riverview Circle, Poughkeepsie

$1,895,000
3 Beds 3 Baths 1014020 MLS
Welcome to "Mist on a Hill". An architectural Masterpiece of Modern Luxury & Serenity. Attention to detail at every turn. Built with passion, love, and a desire for longevity. Privately nestled on 5.25 acres of breathtaking grounds following the romantic 750' wooded drive, this extraordinary 3,700 sq. ft. contemporary retreat offers a rare blend of modern architecture, refined craftsmanship, and complete peace and tranquility. Designed to bring the outdoors in, the home is surrounded by meticulously curated mature landscaping, dramatic evening up-lighting, and natural beauty in every direction. Upon entering, soaring 10-foot first-floor ceilings and expansive oversized Windsor windows and doors flood the residence with natural light. The thoughtfully designed floor plan includes a convenient first-floor bedroom with full bath access, a private elevator, and a stunning Rumford fireplace serving as a timeless centerpiece of the living space. The heart of the home is a true chef’s dream—featuring custom floor-to-ceiling inlay cabinetry, elegant granite countertops, 10' island, premium top-of-the-line appliances, and an impressive 60-inch refrigerator, all designed with both beauty and functionality in mind. The upper levels offer exceptional privacy with a total of 2 spacious bedrooms and 2 full baths, both en suite, each crafted with attention to detail and comfort. The primary bedroom features a gas fireplace, radiant bathroom floors, and a massive walk-in closet with a center island. Third floor allows for rooftop access, featuring stunning gardens mixed with sedum, herbs and perennials. The breathtaking 360 views overlooking a 115-acre farm where cows consistently graze is a true sight to be seen along with seasonal views of the Catskills! Resort-style outdoor living awaits with a spectacular heated saltwater gunite pool and stand-a-lone built in year round spa, complemented by a custom concrete and natural stone patio surround, outdoor grill and dining area creating the perfect setting for entertaining or quiet relaxation. Additional amenities include in-ground irrigation, an oversized two-car garage with an 18’ x 8’ door, attached carport and highly efficient dual-zoned geothermal heating and cooling. 300 amp underground electric service, approvals for future ground-mounted solar, plenty of space to add a future sport court, and endless possibilities for horses, ATV trails, and scenic walking trails. A property of this caliber is more than a home—it is a private sanctuary where contemporary design, sustainability, and luxury living exist in perfect harmony. Excellent location, private yet relative to all. Minutes to the Taconic PKWY, 70 miles north of Manhattan, close to schools, culinary grade restaurants and all things shopping. Come see what resort style living is all about in the heart of the Hudson Valley. No need to travel when you have everything you need right at HOME!

215 Smith Road, Poughkeepsie

$529,000
5 Beds 3 Baths 1014385 MLS
Welcome to 5 Idlewild Drive — a charming Hudson Valley retreat nestled in one of Poughkeepsie’s quiet, established neighborhoods. This inviting home blends classic character with everyday comfort, offering spacious living areas, a generous property lot, and the peaceful setting. Surrounded by mature trees and well-kept homes, 5 Idlewild Drive delivers the perfect balance of privacy and convenience. Enjoy easy access to shopping, dining, schools, Metro-North, and all the outdoor recreation the Hudson Valley has to offer. Inside, the home offers warm natural light, functional living spaces, and endless potential to personalize and make your own. Whether you’re entertaining guests, relaxing working from home, this property provides the flexibility and comfort to fit your lifestyle. The oversized yard creates the ideal setting for summer gatherings, gardening, or simply enjoying the beauty of the outdoors. With strong neighborhood appeal and proximity to major commuter routes, this is an exceptional opportunity for homeowners and investors alike. Don’t miss your chance to embrace a piece of the Hudson Valley lifestyle at 5 Idlewild Drive — where comfort, location, and opportunity come together. Possible owner financing is an option

5 Idlewild Drive, Poughkeepsie

$459,999
3 Beds 2 Baths 1014082 MLS
Timeless character and original contemporary charm will make you fall in love with this move-in ready 3-bedroom 2-bathroom home in the heart of Poughkeepsie Town in Hyde Park school district. The moment you arrive, you will appreciate the comfort, convenience, and peace this home has to offer. This residence features a huge 1st floor bedroom and first floor full bathroom, plus open concept kitchen and dining room. The thoughtful layout maximizes space and flow, in addition to the added charm of original exposed brick in the kitchen and primary bedroom. The second floor offers two generous sized bedrooms plus the 2nd full bathroom. Step outside into your own private retreat in this fully fenced in oversized lot boasting a paver patio with firepit, a huge L-shaped deck great for entertaining, plus ample green-space, and there is even room for a pool! Ideally located minutes from major highways, shopping, mass transit, and the Hudson Valley's many attractions, this property offers the perfect balance of privacy and convenience. Schedule your showing today!

38 Kelsey Road, Poughkeepsie

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.