Refine Search
Map
Sort by
46 S Bridge Street, Poughkeepsie
$379,900
1039885 MLS
Great opportunity to own a charming brick two-family home in the City of Poughkeepsie. Both units offer sizable layouts with two bedrooms and comfortable living areas, making this an excellent option for investors or owner-occupants looking to offset expenses with rental income. The property generated $31,600 in rental income in 2025. Additional highlights include hardwood floors, basement laundry, and a spacious backyard. Conveniently located near shops, restaurants, major roadways, and the Poughkeepsie Metro-North station, offering easy access to New York City.

46 S Bridge Street, Poughkeepsie
194 Smith Street, Poughkeepsie
$299,950
3 Beds ⋅ 1 Baths ⋅ 1040492 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
173 S Cherry Street, Poughkeepsie
$286,000
3 Beds ⋅ 2 Baths ⋅ 1040444 MLS
Welcome to 173 S. Cherry Street, a charming 3-bedroom, 1.5-bath home ideally situated on the sought-after South Side of Poughkeepsie. Offering approximately 1,464 square feet of living space on a manageable 0.17-acre lot, this property presents an excellent opportunity for buyers seeking comfort, convenience, and the potential to make a home truly their own. The traditional layout provides comfortable living spaces, while the second floor features three generously sized bedrooms offering privacy and flexibility for family, guests, or a home office. A walk-up attic provides valuable storage and exciting potential for future expansion, subject to the appropriate approvals. The property continues to offer versatility with an unfinished basement, providing ample space for a workshop, home gym, hobby area, or additional storage. Outside, the spacious backyard creates a wonderful setting for family gatherings, entertaining, gardening, or simply enjoying your own private outdoor space. Additional features include oil heat and a classic floor plan with plenty of opportunity to add your personal style and vision. Whether you're a first-time buyer, investor, or homeowner looking for a property with room to grow, this home offers a compelling combination of location, space, and potential. Conveniently located just minutes from Route 9, shopping, restaurants, everyday amenities, and the Metro-North train station, this home offers an ideal balance of neighborhood living and commuter convenience. Bring your vision and unlock the possibilities at 173 S. Cherry Street. This South Side Poughkeepsie opportunity is ready for its next chapter — schedule your showing today! Please note: The property is being sold strictly “AS IS.”

173 S Cherry Street, Poughkeepsie
16 jennifer Court, Poughkeepsie
$73,000
2 Beds ⋅ 1 Baths ⋅ 1040424 MLS
Welcome to 16 Jennifer Court, an affordable opportunity to own a home in the Poughkeepsie/Hyde Park area! Offered at just $73,000, this well-maintained 2-bedroom, 1-bath manufactured home offers approximately 980 square feet of comfortable, single-level living. The functional layout provides a welcoming living area, comfortable bedrooms, and plenty of potential to make the space your own. Conveniently located near shopping, dining, schools, major roadways, and other local amenities. Enjoy the benefits of community living while remaining close to everything the Hudson Valley has to offer. Whether you're looking to downsize or simply searching for an affordable place to call home, this property is worth a look. Schedule your showing today

16 jennifer Court, Poughkeepsie
26 Dartmouth, Poughkeepsie
$859,000
4 Beds ⋅ 3 Baths ⋅ 895314 MLS
This 4 Bedroom 2.5 full Baths, stunning country colonial offers large open space for all your large family gatherings. The open floor plan concept is perfect for everyday modern living and entertaining. The gourmet kitchen boasts a large center island, a walk-in pantry, and overlooks the casual dining area and great room. The first floor offers lots of flexibility that can be suited to fit your lifestyle, whether you’re looking for an office space or a formal living room. The second floor is home to an impressive master suite which boasts a lavish bath with a private water closet. This bedroom offers a large walk-in closet and vaulted ceilings.The 3 additional large bedrooms and laundry room complete the 2nd floor. This home creates an abundance of living options that are perfect for the way you live.

26 Dartmouth, Poughkeepsie
69 Cedar Avenue, Poughkeepsie
$502,000
2 Beds ⋅ 2 Baths ⋅ 1039739 MLS
Charming Two-Family Home located just off Hooker Avenue, this exceptional two-family property presents a fantastic opportunity for both owner-occupants and investors alike. Situated on a desirable, beautifully landscaped corner lot, this versatile home combines convenience, charm, and functional living spaces. First Floor Main Unit Step inside the spacious first-floor apartment to discover classic comfort and warm character. Living Space: Features gorgeous hardwood floors and a striking stone fireplace as the room's centerpiece, creating a cozy and inviting atmosphere. Kitchen & Dining: A well-appointed eat-in kitchen designed for everyday meal prep and casual dining. Bedrooms & Storage: Includes two comfortable bedrooms, ceramic tile flooring in designated areas, and a convenient walk-in hallway closet. Lower Level: A full, unfinished basement provides ample storage space and features a dedicated laundry area. Climate Control: Enjoy year-round comfort with central air conditioning. Second Floor Efficiency Apartment A bright and private upstairs efficiency apartment offering an independent living setup. Equipped with its own convenient washer and dryer. Comfortably climate-controlled using an efficient heat pump for both heating and air conditioning. Exterior & Grounds The outdoor space is a private oasis, meticulously landscaped and designed for easy relaxation or entertaining. Yard & Garden: Features an open shed, a dedicated garden area, and a lovely cement patio surrounded by lush landscaping. Parking & Storage: Includes a rare two-car garage under, offering secure parking and extra storage capability. Conveniently located close to local dining, shopping, and commuter routes, this unique Poughkeepsie gem is a must-see. Schedule your private tour today!

69 Cedar Avenue, Poughkeepsie
26 Cooper Road Unit #810, Poughkeepsie
$130,000
2 Beds ⋅ 2 Baths ⋅ 1035368 MLS
Own something of your own without getting in too deep! Value and convenience are what this dwelling offers! Spacious, convenient living in a quiet and peaceful setting. Located in the private community of Highview Estates, this first-floor unit has an eat-in kitchen, two large bedrooms and one and a half baths. Live just minutes from Vassar College, shops and restaurants in the charming Arlington section of Poughkeepsie and less than ten minutes from the Poughkeepsie train station. There is plenty of parking in this development--one assigned parking in addition to visitor parking. The monthly maintenance fee includes water, sewer, snow removal, grounds maintenance and taxes. Laundry is also onsite. Application is available, and board approval is required.

26 Cooper Road Unit #810, Poughkeepsie
308 Bridgeview Drive, Poughkeepsie
$489,000
2 Beds ⋅ 3 Baths ⋅ 1039925 MLS
Welcome to effortless, resort-style living in one of the most desirable gated communities in the Hudson Valley! Welcome to Hudson Pointe! This beautifully designed townhouse offers spacious, light-filled living across multiple levels, featuring two generously sized bedrooms, two-and-a-half bathrooms, and a versatile open loft—perfect for a home office, den, guest space, or reading retreat. The finished lower-level flex space provides even more room for a family room, media room, playroom, or entertaining area. Enjoy the privacy and security of a gated setting along with exceptional community amenities, including a private in-ground pool with cabana, beautifully appointed clubhouse, and fully equipped fitness center. The location is equally impressive—within walking distance of Vassar Brothers Medical Center and just minutes from Metro-North, shopping, dining, colleges, and everyday conveniences. Explore everything the Hudson Valley has to offer, including the Poughkeepsie waterfront, Walkway Over the Hudson, scenic parks, hiking and biking trails, wineries, breweries, historic destinations, acclaimed restaurants and all that the Hudson Valley has to offer! With generous living space, a flexible layout, maintenance-free convenience, and an outstanding commuter location, this exceptional home combines the comfort of a private residence with the amenities of a year-round retreat. This is more than a townhouse—it’s a lifestyle! Stop clicking and start dialing!

308 Bridgeview Drive, Poughkeepsie
32 Red Oaks Mill Road, Poughkeepsie
$465,000
3 Beds ⋅ 2 Baths ⋅ 1038677 MLS
Completely renovated oversized Cape in a fantastic location within the Wappingers Central School District. Thoughtfully updated throughout and meticulously cared for, this home offers a bright, open floor plan with three spacious bedrooms and a welcoming living room with fireplace that opens directly to the beautifully appointed and updated kitchen featuring marble countertops, backsplash and stainless-steel appliances. The bathrooms are equally well appointed, and the entire interior has just been freshly painted. The full finished lower level adds substantial additional living space with an egress window and bedroom. Additional improvements include a new hot water heater, new well pump, mini-split system, smart temperature controls, repointed chimney and fireplace insert with blower. A Culligan water system includes a softener, reverse osmosis and UV drinking water system. The driveway has been paved and expanded, and rear fencing with double driveway gates provides added privacy and functionality. A hardwired security system and Reolink PoE/NVR exterior camera system with spotlights and floodlights provide additional security. Washer and dryer are included. Must see this beautiful move-in-ready home with modern, updated systems and a convenient location close to shopping, dining, commuter routes and area amenities. Motivated seller, make an offer!

32 Red Oaks Mill Road, Poughkeepsie
29 Fair Way, Poughkeepsie
$599,500
4 Beds ⋅ 3 Baths ⋅ 1035352 MLS
Newly priced at $599,500! Meticulously maintained Spackenkill colonial backing to the 1st hole of the Casperkill Golf Course offering move-in-ready living and beautiful views. Not only is this home located on a cul-de-sac, but it is also close to Hagan Elementary, Spackenkill High School and Millbank Park. This home makes a memorable first impression with its charming curb appeal, stately front columns, covered porch, professional landscaping, and magnificent perennial gardens that attract a delightful variety of birds and other wildlife. Inside, gleaming hardwood floors flow throughout providing a bright and inviting layout designed for comfortable living and effortless entertaining. The updated chef-inspired kitchen features granite countertops, a center island, stainless-steel appliances, a gas stove, and an open connection to the dining area. A gracious formal living room offers an elegant space for gathering, while the welcoming family room—with its cozy fireplace—is perfect for relaxing at the end of the day. Every detail reflects pride of ownership, as there were continuous updates made and all appliances are included, allowing the next owner to simply move in and enjoy. Ideally situated near schools, shopping, restaurants, hospitals, and the train station, this remarkable home provides beautiful surroundings, everyday convenience, and a lifestyle that is difficult to match. Some photos were virtually staged.

29 Fair Way, Poughkeepsie
46 Hillis Terrace, Poughkeepsie
$429,000
4 Beds ⋅ 2 Baths ⋅ 1037936 MLS
Estate Sale - buried oil tank being removed. Priced for quick sale.

46 Hillis Terrace, Poughkeepsie
12 Lafko Drive, Poughkeepsie
$375,000
3 Beds ⋅ 1 Baths ⋅ 1038539 MLS
Welcome to 12 Lafko Drive—a home that's been given a second life and is ready for its next chapter. This charming single-story residence sits on nearly half an acre of peaceful Poughkeepsie real estate, and here's the best part: six to seven years ago, it underwent a complete transformation. We're talking roof, electrical, plumbing, windows, and structural systems—all rebuilt fresh and up to code. That means you're not buying a home with hidden surprises lurking in the walls; you're buying one where the hard stuff is already done. Picture this: three bedrooms, one bathroom, 1,210 square feet of comfortable living space, and mature trees framing your private retreat. The open, single-story layout makes it easy to move through the home, and there's even workshop potential for the projects, hobbies, or storage dreams you've been sitting on. This half-acre gives you room to breathe—something increasingly rare in today's market. And then there's location. You're walking distance to Eastdale Village, where shopping, dining, and services are right there when you need them. The home sits in the Arlington school district, adding real value to your investment. It's that sweet spot: peaceful and private, yet connected to everything that matters. This isn't just a home—it's a genuinely solid opportunity. The recent, extensive work means you can move in knowing the foundation is strong and systems are reliable. No surprises, no deferred maintenance, just a well-maintained home ready to welcome you.

12 Lafko Drive, Poughkeepsie
11 Balding Avenue, Poughkeepsie
$450,000
4 Beds ⋅ 2 Baths ⋅ 1038224 MLS
Charming 1920 Colonial featuring original details throughout. High ceilings & doors, classic woodwork, stained glass windows, ornamental fireplaces and generously sized rooms showcase the charm and craftsmanship of the era. A welcoming foyer features beautiful woodwork and pocket doors opening to the formal living room. The first floor offers convenient laundry area and spacious living area. The ornamental fireplaces are non-functioning and add architectural character. Relax on the covered front porch, the deck off the second-floor bedroom or in the semi-private fenced-in backyard. Recent updates include kitchen counters, flooring and carpets, some rooms freshly painted,, furnace, hot water heater, roof and chimney insulation. 2 miles to the train. A wonderful opportunity to enjoy the character of a classic colonial with inviting outdoor spaces and plenty of room to make the home your own. Definitely worth taking a look at this wonderful city home.

11 Balding Avenue, Poughkeepsie
34 Hillview Circle, Poughkeepsie
$429,500
4 Beds ⋅ 3 Baths ⋅ 1037847 MLS
Tucked away on a quiet cul-de-sac, this inviting property offers a desirable combination of privacy, convenience, and outdoor enjoyment. Located in the Arlington School District with city water and sewer, the home features an in-ground pool ready for warm-weather relaxation and entertaining. Commuters will appreciate being approximately 5 minutes from the Taconic State Parkway and 10 minutes from the Poughkeepsie train station, providing convenient access to surrounding areas and rail service. Restaurants, shopping, and everyday amenities are also close by. A well-situated property offering a peaceful setting while keeping transportation, dining, shopping, and recreation within easy reach. Priced to sell!

34 Hillview Circle, Poughkeepsie
170 Hooker Avenue, Poughkeepsie
$425,000
4 Beds ⋅ 2 Baths ⋅ 1037125 MLS
Welcome to 170 Hooker Avenue! A charming 1930s Colonial offering tasteful updates preserving the timeless character in the heart of the Southside of Poughkeepsie. Step inside to discover beautiful gleaming hardwood floors throughout, classic architectural details, arched openings, built-in shelving, and a welcoming living room surrounding a wood burning fireplace. The spacious formal dining room is a standout, featuring a striking decorative ceiling and French doors that lead to the enclosed three-season room that is an inviting space surrounded by windows, perfect for relaxing, reading, or enjoying your morning coffee. (not included in the finished sq ft) The kitchen blends classic charm with modern convenience, featuring rich wood cabinetry, granite countertops, newer stainless steel appliances, a tiled backsplash, and generous storage. A convenient half bath and additional flex space complete the main level. Upstairs you'll find four bedrooms and a full bath, including a generously sized primary bedroom. The home also offers a full basement for additional storage and utility space and 1 car garage under. Outside, mature landscaping, a stone retaining wall, and classic Colonial curb appeal create a welcoming first impression. Additional features include a brand new roof with transferable warranty, sleek black gutters, private driveway, municipal water, sewer and access to natural gas on the street. With just over 1,800 square feet of finished living space, plus the three-season room, this home offers a wonderful combination of character, functionality, and opportunity. 170 Hooker Avenue is ready for its next chapter, come experience the warmth and character of this classic Poughkeepsie home. Excellent location, minutes to Route 9, the Walkway over the Hudson, Marist University, Culinary Institute of America, great restaurants, shopping, schools and more! Come see all that the beautiful Hudson Valley has to offer!

170 Hooker Avenue, Poughkeepsie
83 Hooker Avenue, Poughkeepsie
$795,000
5 Beds ⋅ 4 Baths ⋅ 1037519 MLS
Timeless architecture, exceptional character, and remarkable craftsmanship define this distinctive 4-bedroom, 3.5-bath Tudor Revival, beautifully set on .41 acres among mature trees and established landscaping. From its steeply pitched gables and decorative half-timbering to its expansive covered porch and intricate exterior detailing, this is a home with a presence all its own. Step inside and the character continues with rich hardwood floors, beautiful original millwork, graceful arched openings, oversized windows, and an impressive sweeping staircase. Generously proportioned rooms and abundant natural light create an inviting sense of openness while preserving the warmth and charm that make homes of this era so special. The expansive main living room is a true centerpiece, featuring a grand fireplace, built-in bookcases, and exceptional scale with plenty of room for multiple seating areas and even a grand piano. An adjoining sun-filled room wrapped in windows offers a wonderful connection to the outdoors, while the dedicated library is one of the home's most memorable spaces, lined with floor-to-ceiling bookshelves and complete with a rolling library ladder. Throughout the home, thoughtfully preserved architectural details, multiple fireplaces, large windows, and an abundance of flexible living space provide character at every turn. Four bedrooms and three-and-a-half baths offer plenty of room for everyday living, guests, home offices, and more. Outside offers mature trees, lush lawn, established plantings, stone patios, and brick terraces providing multiple places to relax and entertain. Rich in history, warmth, and architectural interest, this is far more than simply a place to live—it's a home with a story, offering the craftsmanship and character of a bygone era with the space and versatility to be enjoyed for years to come.

83 Hooker Avenue, Poughkeepsie
181 Union Street, Poughkeepsie
$599,900
5 Beds ⋅ 4 Baths ⋅ 964091 MLS
Historic Elegance in the Heart of Poughkeepsie Step back in time while enjoying generous modern living in this remarkable 1880 single-family home, nestled within the Poughkeepsie Historic District. Offering an impressive 3,640 sq/ft of living space, this stately residence features 5 spacious bedrooms and 4 bathrooms, ideal for both comfortable family living and elegant entertaining. Rich in character, the home showcases period details throughout— ornate moldings, high ceilings, and original hardwood floors—all reflecting the craftsmanship of a bygone era. Large, light-filled rooms provide flexible spaces for gatherings, home offices, or creative studios. A detached two-car garage with convenient entry from 21 S Bridge St adds practicality and value, while the central location offers walkability to shops, dining, and the vibrant culture that makes Poughkeepsie so beloved. Don’t miss this rare opportunity to own a distinguished piece of Hudson Valley history, blending classic architecture with everyday comfort.

181 Union Street, Poughkeepsie
1802 Cherry Hill Drive, Poughkeepsie
$179,000
1 Beds ⋅ 1 Baths ⋅ 1037808 MLS
Welcome to Cherry Hill! This well-maintained condo offers comfortable, low-maintenance living in a convenient Poughkeepsie location. The bright and inviting layout provides a spacious living area, functional kitchen, generously sized bedroom, and ample storage throughout. Enjoy the ease of condo living with exterior maintenance taken care of, while being just minutes from shopping, dining, commuter routes, Metro-North, and everything the Hudson Valley has to offer. Located in the Arlington Central School District, this is a great opportunity for an owner-occupant or investor looking for an affordable, conveniently located property.

1802 Cherry Hill Drive, Poughkeepsie
107 Sutton Park Road, Poughkeepsie
$425,000
3 Beds ⋅ 2 Baths ⋅ 1023468 MLS
Welcome to 107 Sutton Park Road, a stylish, turn key raised ranch offering the perfect mix of clean aesthetics, versatile spaces, and everyday functionality in one of Poughkeepsie’s most sought after neighborhoods. Designed for modern living, the bright and airy main floor is flooded with natural light, creating an open, welcoming atmosphere for both quiet nights in and effortless hosting. Downstairs, the finished lower level is a blank canvas tailored to your lifestyle, ideal for a high energy home gym, media room, dedicated work from home setup, or extra lounge space. Highlights You’ll Love: Bed & Bath: 3 spacious bedrooms and 2 full baths featuring a smart, practical layout. Flexible Lower Level: Multi purpose space ready for work, play, fitness, or storage. Outdoor Living: An expansive back deck built for summer afternoons, outdoor dining, and weekend entertaining. Garage & Storage: Attached 2 car garage with ample room for vehicles, gear, and projects. Prime Location: Minutes from local hot spots, dining, parks, shopping, and major commuter routes.

107 Sutton Park Road, Poughkeepsie
45 Clover Hill Drive, Poughkeepsie
$549,900
6 Beds ⋅ 3 Baths ⋅ 1036469 MLS
Welcome to 45 Clover Hill Drive, a wonderful opportunity to own a spacious home in the desirable LaGrange area with Arlington School's. Offering 2,917 square feet of living space, this property provides plenty of room to accommodate today's lifestyle with generous living areas and flexibility for entertaining, working from home, or creating spaces to suit your needs. Set on a beautiful residential lot in an established neighborhood, this home offers a great combination of space, location, and potential. Whether you are looking for a place to make your own or a property with room to update and add your personal style, 45 Clover Hill Drive is ready for its next chapter. Conveniently located in the heart of Dutchess County with easy access to shopping, dining, schools, parks, major roadways, and all that the Hudson Valley has to offer. Come see the possibilities and imagine making this spacious LaGrange property your new home!

45 Clover Hill Drive, Poughkeepsie
10 Old Mill Drive, Poughkeepsie
$674,000
5 Beds ⋅ 4 Baths ⋅ 1036031 MLS
Welcome to your own private Hudson Valley retreat! This spacious 5-bedroom, 3.5-bath Colonial in the Spackenkill School district offers the perfect blend of comfort, versatility, and resort-style living. The home features a large primary bedroom with a private en-suite bath, along with a convenient 2-car garage. The beautifully landscaped, fully fenced backyard is an entertainer’s dream, featuring a heated in-ground pool, expansive patio with fire pit, cascading pond, and enclosed deck—ideal for summer gatherings, outdoor dining, or simply relaxing in your own private oasis. A fully finished lower level features a separate 1-bedroom, 1-bath apartment with its own kitchen and laundry, providing wonderful flexibility for extended family or guests. Ideally located for commuters, approximately 5 miles to the train and convenient to major highways. Minutes from shopping, dining, the Walkway Over the Hudson, hiking trails, wineries, breweries, and everything the Hudson Valley lifestyle has to offer!

10 Old Mill Drive, Poughkeepsie
8 Mitchell Avenue, Poughkeepsie
$445,000
3 Beds ⋅ 2 Baths ⋅ 1035889 MLS
Welcome to 8 Mitchell Avenue, where charm, convenience, and thoughtful updates come together in the heart of Poughkeepsie. Ideally located in a highly walkable area, this home provides easy access to local shops, dining, and everyday conveniences, complemented by municipal water, sewer, and natural gas utilities. Inside, you’ll find a beautifully updated bathroom and kitchen featuring stainless steel appliances including two ovens, seamlessly blending modern functionality with classic style. This home offers three comfortable bedrooms, plus a finished third floor that provides the perfect flexible space ideal for a game room, home office, or entertaining area. Rich natural wood accents and custom built-ins throughout the home create a warm, inviting atmosphere that highlights its true Colonial character. The welcoming front entryway functions as a practical mudroom, while the screened-in porch leads to a second entry that doubles as an additional mudroom and pantry space, perfect for everyday living! While the quaint, tree-lined street offers convenient on-street parking, the property also includes a private garage and driveway located behind the home, giving you the best of both worlds. A perfect blend of charm, space, and location. This is one you won’t want to miss!

8 Mitchell Avenue, Poughkeepsie
44 Homer Place, Poughkeepsie
$475,000
3 Beds ⋅ 2 Baths ⋅ 1006696 MLS
This home won't last for long!! Super convenient location near IBM! Welcome to 44 Homer Pl, a lovingly maintained split-level home located near the cul-de-sac in one of the Town of Poughkeepsie's most desirable neighborhoods. Set on a generous 0.43-acre lot with unusual, mature trees and beautiful landscaping, this home offers both privacy and curb appeal. Inside, you'll find a move-in-ready home with 3 bedrooms, 1.5 baths (with the opportunity to turn it back into a full bath), and a versatile den/office perfect for remote work or a cozy reading space. HARDWOOD FLOORS under the carpets. The updated bath and kitchen with beautiful cabinets and TONS of storage, shines alongside a family room addition with wood-planked cathedral ceilings, creating the ideal space for everyday living or entertaining with easy access to the back deck. The expanded dining room opens to a private balcony, providing a wonderful, indoor-outdoor flow for meals and gatherings. Cozy up on chilly evenings inside by the living room's wood-burning fireplace, or relax outside during the nice weather on the back deck overlooking the lush tree-lined yard. A 1-car attached garage adds everyday convenience. Location is everything! SUPER EASY COMMUTE TO IBM! You're just minutes from The Greenvale Park, Vassar College, the local farmer's market, the rail trail, hospitals, and restaurants, putting work, recreation, culture, and dining all within easy reach. Don't miss this rare chance to own a beautifully cared-for home in a very special setting. BUYER/BUYER AGENT TO VERIFY

44 Homer Place, Poughkeepsie
114 Cramer Road, Poughkeepsie
$515,000
3 Beds ⋅ 2 Baths ⋅ 1034416 MLS
Welcome home to this beautifully maintained, move-in ready three-bedroom home, perfectly situated on over an acre of picturesque property overlooking a tranquil pond. Offering the ideal blend of privacy and convenience, this exceptional setting is just minutes from the Taconic State Parkway, shopping, Baird Park, and the Arlington Central School District. Step inside to discover a warm and inviting interior featuring hardwood floors, abundant natural light streaming through updated windows, and a classic wood-burning fireplace that creates the perfect gathering space. The bright kitchen opens to a charming three-season room, where you can enjoy your morning coffee while taking in peaceful views of the gardens and serene pond beyond. Additional highlights include efficient natural gas heat, town water, and an on-demand water heater, providing comfort and peace of mind for years to come. With its beautiful setting, thoughtful updates, and unbeatable location, this is a rare opportunity to own a home that truly has it all.

114 Cramer Road, Poughkeepsie
30 Cliffdale Court, Poughkeepsie
$968,750
3 Beds ⋅ 3 Baths ⋅ 1033419 MLS
This stunning, well-appointed to-be-built home is the last remaining in the 6 lot Cliffdale Community! There are 3 bedrooms, a loft and 2.5 baths and boasts over 2,834 square feet of finished Energy Efficient living space. The community is centrally located within the town and there are 6 homesites in total. The home will be captivating and full of carefully thought out builder features and upgrades. The sizable colonial style home will welcome you. Through the front door will be a two-story foyer that feels open and airy and leads into the home. The large, gourmet kitchen showcases extra cabinet space, quartz countertops and an island with seating. Entertain and relax in the living room that is grand with its high ceiling, fireplace and windows. Appreciate a formal dining room and a mudroom entrance from the garage with a deluxe bench. Metal balusters decorate the alluring oak staircase that leads to an impressive second floor. The wonderful master suite delights with a vaulted ceiling, attached sitting room, closets and a luxurious bath offering a separate shower, a double vanity with a quartz top and sleek floor and wall tile. There are two additional bedrooms and the second floor bedrooms are carpeted. There is an additional loft space with oak flooring. Full basement provides 9' high ceilings and walk-out. The exterior is designed to please as well. Trimmed with a combination of complementary siding textures, colors and roof materials, this home is exceptional and stands out from the crowd. Additional features include LP gas heat and central air. This Town of Poughkeepsie location is prime, convenient to Route 9 shopping but in the Wappingers School District. Within a very short distance access Metro North and Amtrak train lines, Vassar Hospital, Vassar and Marist Colleges, the Culinary Institute of America, the Arlington shopping and restaurant district, Vassar Farm, historic walking trails and the developing Poughkeepsie riverfront. Also, within close proximity are charming Hudson Valley towns to visit like Beacon, Rhinebeck and New Paltz. This is a spectacular Rieger built home and community!

30 Cliffdale Court, Poughkeepsie
17 N Jackson Drive, Poughkeepsie
$499,999
3 Beds ⋅ 3 Baths ⋅ 1034503 MLS
Up, Down, and All Around Special. A Home with Layers. Thoughtfully updated and full of warmth, this beautifully maintained multi-level home makes the most of every level, blending natural light, classic millwork, hardwood floors, and flexible living spaces with an outdoor setting designed to be enjoyed. A maintenance-free front porch and railings make a welcoming first impression, while oversized windows fill the interior with natural light. The main level flows easily from the living room, where rich millwork, hardwood flooring, and a wood-burning fireplace create depth, warmth, and character, into the formal dining room. The updated kitchen feels fresh and distinctive, featuring white shaker cabinetry, granite countertops, and a sleek gunmetal-black farmhouse apron sink, perfectly positioned beneath two oversized picture windows overlooking the backyard. Complementary appliances and tile flooring complete the space, while easy access to the expansive deck and outdoor entertaining areas makes indoor-outdoor living effortless. Up one level, the primary bedroom with an updated en-suite bath offers a comfortable retreat, joined by two additional generously sized bedrooms and a full hallway bath. The lower level adds another dimension of living with a recreation/flex space, full bath, and private exterior entrance, plus direct access to the one-car attached garage. A separate basement level provides laundry, abundant storage, and even more potential—perfect for the craftsman, hobbyist, or handyman. Outside, .40 acres becomes an extension of the home. Raised vegetable beds bring a little farm-to-table living home, while the deck and patio are ready for everything from morning coffee to weekend gatherings. Dine beneath the gazebo, where perimeter lighting, a ceiling fan, and a chandelier create instant evening ambiance. A partially fenced yard and shed complete the setting. And when Manhattan calls, the Metro-North Hudson Line is just a short drive away. Even the commute has its perks, tracing the Hudson River with scenic views as you pass historic West Point, with stops including Beacon and Cold Spring before continuing south to New York City. Multilevel living. Classic character. Backyard lifestyle. And a commute with a view.

17 N Jackson Drive, Poughkeepsie
26 Monroe Drive, Poughkeepsie
$494,888
3 Beds ⋅ 2 Baths ⋅ 1034364 MLS
Welcome Paramount Estates, this rare piece of cinematic lore. Built in1964 this architectural ranch style home is nestled within the legendary bounds of the historic Paramount Estate - the famed former backlot and movie where Hollywood legends once brought the silver screen to life, including shooting on the grounds for early cinematic Tarzan adventures. This mid-century split level ranch on the market for the first time in nearly 3 decades. This home features a wood burning fireplace, updated kitchen and hardwood floors, with 3 beds and 2 baths. This home sits on .45 acre lot. Updated Kitchen with granite countertops/granite sink, stainless appliances. Four season sunroom to enjoy year round that overlooks a deck with a 16x24 pool built-in with solar cover, including fenced in yard. Basement is huge with access to garage and laundry room. Enjoy activities of the Hudson Valley, scenic hiking trails, farm-to-table dining moments away. Delivers the best of the Hudson Valley living. Wineries & shopping and much more. Come see this rare find!

26 Monroe Drive, Poughkeepsie
4 Broadview Road, Poughkeepsie
$425,000
3 Beds ⋅ 2 Baths ⋅ 1033564 MLS
Summer starts here! Nestled on a spacious .33-acre lot, this delightful 3-bedroom, 1.5-bath home offers comfort, charm, and endless possibilities. Gather around the fireplace on cool evenings or spend sunny days enjoying your private in-ground pool—the perfect backyard oasis for entertaining family and friends. Inside, you'll find 1,184 square feet of inviting living space, while the full basement provides incredible potential for additional living space, a home gym, workshop, or recreation room. Whether you're a first-time buyer, looking to downsize, or searching for a home you can make your own, this property offers the ideal combination of character, outdoor enjoyment, and future potential. Conveniently located close to everyday amenities and commuter routes, this is a home you won't want to miss!

4 Broadview Road, Poughkeepsie
147 Lauer Road, Poughkeepsie
$495,000
1 Beds ⋅ 1 Baths ⋅ 1033717 MLS
Set on a combined 19.26 private acres, this rare offering presents an exceptional opportunity for investors, builders, or buyers looking to create a one-of-a-kind country retreat. The existing stone cottage is full of character but requires a complete renovation, including replacement of all mechanical systems, the well pump, and the septic system. For those with vision, the reward is the chance to restore a charming home in an idyllic setting with exceptional privacy. The offering includes four contiguous parcels, providing flexibility for future development, resale, or the creation of a private estate. In addition to the parcel with the cottage, the property includes tax parcel numbers 139395 (6.56 acres), 117349 (6.00 acres), and 078409 (5.00 acres). Located just 1.5 miles from the Taconic State Parkway and only 1 mile from the commercial heart of LaGrangeville, the property offers the perfect balance of seclusion and convenience. Whether you're seeking a renovation project with significant upside or acreage with subdivision potential, this unique offering presents endless possibilities.

147 Lauer Road, Poughkeepsie
33 Fitchett Street, Poughkeepsie
$349,000
4 Beds ⋅ 2 Baths ⋅ 1032080 MLS
Welcome to this spacious 4-bedroom, 2-full-bath home offering 2,192 square feet of living space. The open floor plan provides an easy flow between the living areas, while the fireplace adds warmth and character. A first-floor bedroom and full bath offer added flexibility. Step outside to the deck overlooking a spacious backyard with plenty of room for outdoor enjoyment, gardening and entertaining. A full unfinished walk-out basement provides additional storage and possibilities. Conveniently located near shopping, dining, transportation and local amenities.

33 Fitchett Street, 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.

board logo

© 2026 TReND. All Rights Reserved.
The data relating to real estate for sale on this website appears in part through the TReND Internet Data Exchange (IDX) program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Real Broker NY LLC participates, and is provided by TReND through a licensing agreement. Real estate listings held by brokerage firms other than Real Broker NY LLC are marked with the IDX icon and detailed information about each listing includes the name of the listing broker.
All information provided is deemed reliable but is not guaranteed. Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.