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$420,000
6 Beds ⋅ 2 Baths ⋅ 1025819 MLS
Excellent investment opportunity in the City of Poughkeepsie! This vacant two-family property features two spacious 3-bedroom units, providing strong rental income and immediate cash flow for investors. Each apartment offers bright living spaces, large bedrooms, eat-in kitchens, and separate entrances for added privacy and convenience. The property is well maintained with separate utilities, making it an ideal low-maintenance addition to any investment portfolio. Roof 12 years old, Windows 8 Years old, Furnace 5 years old and Water Heater 2 years old. Conveniently located near Metro-North, Vassar College, Marist College, shopping, restaurants, hospitals, and major commuter routes, this property is positioned in a high-demand rental area. Whether you’re looking to expand your portfolio or secure a solid income-producing property, this multi-family home offers excellent long-term potential.

37 Delano Street, Poughkeepsie
$799,990
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
$310,000
1025551 MLS
Lot Zoned B-H. Designs for 3 story storage unit facility. Ideal to service apartment complex next door and neighbors. Access from Route 9. Excellent location with multiple possibilities.

2343 South Road, Poughkeepsie
$475,000
4 Beds ⋅ 3 Baths ⋅ 1025240 MLS
Welcome to this spacious 4 bedroom, 2.5 bathroom home located on a beautiful cul-de-sac in the highly sought-after Hyde Park Central School District. Perfectly positioned to offer the best of both worlds, this property combines a peaceful, private setting with the convenience of being just minutes from everything the Hudson Valley has to offer. Surrounded by mature trees and a serene landscape, you’ll enjoy the feeling of country living while remaining centrally located to shopping, dining, healthcare, and everyday amenities. The quiet cul-de-sac provides a welcoming neighborhood atmosphere with minimal traffic, making it an ideal setting for relaxing or entertaining. Commuters will appreciate the easy access to Route 9, the Taconic State Parkway, Route 44/55, and the Mid-Hudson Bridge. Metro-North stations in Poughkeepsie and New Hamburg, as well as Amtrak service from Poughkeepsie, make travel to New York City and beyond convenient. Enjoy being just a short drive from the vibrant City of Poughkeepsie, the renowned Walkway Over the Hudson, the Hudson River waterfront, Marist University, Vassar College, the Culinary Institute of America, Locust Grove Estate, Vanderbilt Mansion, the Franklin D. Roosevelt Presidential Library and Home, wineries, breweries, farmers markets, hiking trails, golf courses, and countless parks throughout Dutchess County. Whether you’re looking for outdoor recreation, historic sites, local restaurants, shopping, or entertainment, this location places it all within easy reach. Offering space, privacy, and an unbeatable Hudson Valley location, this home presents an exceptional opportunity to enjoy the lifestyle so many buyers are seeking.

12 Kristi Lane, Poughkeepsie
$554,900
3 Beds ⋅ 3 Baths ⋅ 1024864 MLS
Stunning 3 Bedroom plus an office, 2.5 Bath Contemporary Bi-level featuring a bright open floor plan that's perfect for both everyday living and entertaining. The upscale updates have already been done for you, making this home truly move-in ready. Enjoy an oversized deck with a fully fenced backyard, ideal for relaxing, pets or outdoor gatherings, all tucked away on a side road in an established, sought-after neighborhood. Convenient municipal water, sewer, central A/C and a 2-car garage add to the home's appeal. The desirable location offers easy access to local amenities, Arlington schools, shopping and major commuting routes. One year American Homeshield Warranty included. This is a home you don't want to MISS!

4 Tanglewood Lane, Poughkeepsie
$300,000
2 Beds ⋅ 3 Baths ⋅ 1023604 MLS
Nothing to do but unpack and enjoy this tastefully updated townhome in the highly sought-after Crystal Glen community. Offering 2 spacious bedrooms, 2.5 bathrooms, and a thoughtfully designed layout, this home combines modern updates with low-maintenance living in an unbeatable location. Step inside to an inviting living and dining area featuring newer flooring and light fixtures, abundant natural light, and a central space perfect for gathering. Sliding glass doors open to a private patio—an ideal extension of your living space for morning coffee, summer barbecues, or entertaining friends and family. The kitchen offers generous cabinet and counter space, while the conveniently located first-floor laundry room and updated powder room add everyday functionality. Upstairs, you’ll find two oversized bedroom suites, each with its own private full bathroom, offering exceptional comfort and privacy. The primary bedroom offers a walk in closet and the comfort of an electric fireplace for a cozy ambiance. Additional highlights include a one-car attached garage, extra parking in the shared driveway, and the peace of mind that comes with comprehensive HOA services. The association covers the roof and siding, lawn maintenance, snow removal, garbage, water, and sewer, allowing you to spend more time enjoying your home and less time maintaining it. Ideally situated just minutes from shopping, restaurants, hospitals, the Dutchess Rail Trail, and Metro-North, this home offers the perfect blend of convenience, comfort, and carefree living. Whether you’re a first-time buyer, downsizing, or searching for an easy commuter location, this move-in-ready home is one you won’t want to miss.

12 Amber Court, Poughkeepsie
$319,900
3 Beds ⋅ 2 Baths ⋅ 1024789 MLS
Welcome home to 100 Rinaldi Blvd., this beautifully updated 3BR,1.5 Bath end unit townhome offers the perfect blend of modern luxury and effortless urban living. From the moment you step inside, You will be captivated by the bright, inviting atmosphere and the thoughtful, top-to-bottom updates that make this home completely move-in ready. Very reasonable common fees only $70 monthly. The updates featured are a new architectural shingle roof with a transferable warranty, brand-new kitchen complete with sparkling new countertops and pristine cabinetry, designed to make everything from quick morning coffees to hosting intimate dinner parties an absolute joy. With three nice, sunlit bedrooms with new carpeting and one and a half beautifully refreshed baths. There is plenty of room to comfortable unwind, grow, or design the perfect dedicated work-from-home space. This charming property places Poughkeepsie’s finest lifestyle right at your doorstep with partial views of the Mid-Hudson Bridge, from your private backyard. There is also additional storage space with a pull down stairs for access to a large attic and more possible storage in the crawl space beneath the home. You will love the unbeatable convenience of being just minutes away from local shopping, a flourishing culinary scene, and walking distance to a nearby train station for effortless commuting. It is a rare opportunity to enjoy easy, turn-key townhome living without sacrificing the vibrant Hudson Valley culture you love—schedule your tour today and welcome home!

100 Rinaldi Boulevard, Poughkeepsie
$1,295,000
4 Beds ⋅ 3 Baths ⋅ 1024356 MLS
To Be Built | Luxury Custom Home in Arbordale Welcome to Arbordale, one of the Town of Poughkeepsie’s most sought-after enclaves of custom-built homes, where timeless architecture meets modern luxury. This exceptional to-be-built residence offers an ideal blend of elegant design, thoughtful functionality, and high-end craftsmanship in a premier location with the convenience of town water. Designed for today’s lifestyle, the main level is highlighted by a stunning first-floor primary suite featuring a luxurious en suite bath and spacious walk-in closet, creating the perfect private retreat. At the heart of the home is a custom chef’s kitchen that flows seamlessly into the dramatic vaulted great room, anchored by a beautiful gas fireplace—an inviting space for everyday living and entertaining alike. The first floor also offers a formal dining room, a versatile bedroom or private study, and a convenient laundry room. Upstairs, you’ll find two generously sized bedrooms, a full bath, a dedicated study or home office, and a finished bonus room ideal for a gym, media room, playroom, or additional flex space to fit your lifestyle. The exterior showcases a sophisticated blend of elegant stucco and natural stone, creating timeless curb appeal, while the oversized two-car garage provides ample space for vehicles and storage. Perfectly situated just minutes from schools, the Taconic State Parkway, shopping, parks, and some of the Hudson Valley’s finest culinary destinations, this exceptional home combines luxury living with unmatched convenience. Now is the opportunity to personalize finishes and create the custom home you’ve always envisioned in one of the area’s most desirable neighborhoods. Luxury, quality, and location come together beautifully in Arbordale.

26 Gentry Bend, Poughkeepsie
$140,000
3 Beds ⋅ 2 Baths ⋅ 1024752 MLS
This beautifully maintained 3-bedroom, 2-full-bathroom mobile home is a charm. The owners have taken much pride in the upkeep and care of this lovely home. The master bedroom has its own full bathroom. The second full bath has a skylight. Both bathrooms have ceramic tile flooring. Bedrooms and the living room are fully carpeted. The living room has a propane fireplace and a ceiling fan. Rooms have been freshly painted, and the carpets have been shampooed. The EIK kitchen floor is new. The dishwasher and washing machine are new. There is a gas range and microwave. The water heater is electric. The home has smoke/carbon monoxide detectors. The smoke/carbon monoxide detector in the living room is hard-wired. Roof: asphalt shingles. There is a large shed by the deck for storage. Must submit an application to be approved by the Park before sale.

37 Bircher Avenue Unit #24, Poughkeepsie
$599,000
4 Beds ⋅ 4 Baths ⋅ 1024028 MLS
Owner Relocating and Sad to say goodbye.... Welcome to this elegant Colonial home in the desirable Brentwood section of Red Oaks Mill. Offering over 3,500 square feet of finished living space, this home beautifully combines comfort, charm, and convenience. A welcoming full front porch invites you inside, that features a formal living room, dining room, eat-in kitchen with tile flooring, stainless steel appliances, and skylight, a home office, and an updated half bath. The spacious enclosed porch, accessible from the kitchen, family room, and back deck, provides the perfect spot to enjoy views of and access to the backyard. Hardwood floors flow throughout the remainder of the first and second floors, adding warmth and timeless elegance. The cozy family room is highlighted by a stunning brick wall with a fireplace and Dutch oven—perfect for relaxing evenings at home. Upstairs, you'll find four spacious bedrooms and two updated bathrooms. The lower level offers a versatile family room, dedicated exercise area, and ample storage space. Outdoor living takes center stage on the expansive deck overlooking a private backyard oasis, complete with a heated saltwater above-ground pool—ideal for summer entertaining and making lasting memories. A whole-house generator provides peace of mind year-round. Situated on a quiet cul-de-sac, perfect for kids to ride their bikes, and just minutes from shopping, schools, hospitals, and other amenities, this home offers the perfect blend of peaceful suburban living and everyday convenience.

11 Carnelli Court, Poughkeepsie
$459,900
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
$299,900
1024241 MLS
Prime development opportunity! This unique cross-municipal property features 1.70 total contiguous acres with massive high-density residential potential. The primary parcel sits inside the City of Poughkeepsie limits and features 1.30 acres of rough-graded, cleared land zoned RNC (Residential Neighborhood C). An adjoining 0.40-acre parcel extends over the municipal border into the Town of Poughkeepsie, serving as an excellent layout buffer.The site's square footage and zoning framework mathematically support multi-family cluster development, making it an ideal canvas for a multi-unit rental portfolio or townhouse project. Public water, public sewer, natural gas, and electricity are all readily available at the street line along Salt Point Turnpike, eliminating the need for expensive private septic engineering. Located directly across from the scenic Morgan Lake entrance and minutes from Dutchess Community College, Route 9, and the Mid-Hudson Bridge. Two tax parcels sold together as a package deal. Buyer to verify exact density limits and site plan requirements with municipal planning boards.

21-23 Salt Point Turnpike, Poughkeepsie
$389,000
3 Beds ⋅ 2 Baths ⋅ 1014531 MLS
Sunlight pours through every room of this move-in ready Cape, creating the kind of warm, welcoming atmosphere that instantly feels like home. Set on a generous .52-acre corner lot in the Arlington School District, 80 Cramer Road blends timeless character with the ease and practicality today's buyers are seeking. Hardwood floors, central air, a whole-house generator, abundant storage, and a detached two-car garage make daily living effortless, while thoughtful updates—including newer stainless steel kitchen appliances and fresh interior paint—mean you can settle in from day one. The main level is bright and comfortable, offering two bedrooms, a full bath, a cheerful living room, and a sunroom that invites morning coffee, afternoon reading, or quiet moments overlooking the yard. Upstairs, the entire second floor is devoted to a remarkably spacious third bedroom—a versatile retreat that could serve as a primary suite, creative studio, home office, media room, or a combination of all four. Downstairs, a full dry basement provides exceptional storage and room for projects, hobbies, or future possibilities. Outside, mature landscaping and a broad lawn offer space to garden, gather with friends, or simply enjoy the changing seasons. Whether you're purchasing your first home, simplifying into a more manageable lifestyle, or looking for a property with flexibility for the years ahead, this home offers a rare combination of comfort, adaptability, and value.

80 Cramer Road, Poughkeepsie
$580,000
4 Beds ⋅ 3 Baths ⋅ 1020307 MLS
Welcome to 20 Stonewall Circle a beautifully designed 2022 Colonial where modern comfort meets effortless everyday living. Offering 4 bedrooms, 2.5 baths, and 2,136 sq. ft., this home delivers the open, flexible spaces buyers are searching for. The heart of the home is an inviting open-concept kitchen, complete with stone counters, a center island, pantry, stainless steel appliances, and gas cooking designed to keep everyone connected, whether hosting friends or enjoying a quiet night in. Recessed lighting, a cozy fireplace, walk-in closets, a soaking tub, and a dedicated laundry room add thoughtful comfort throughout. Central air, natural gas heat, public water and sewer, a 1-car garage, plus unfinished basement and attic space create both convenience today and possibilities for tomorrow. Set on a .33-acre parcel in the desirable Arlington school district, this is the kind of newer home that lets you settle in and start living right away. Conveniently located just minutes away from schools, Eastdale Village Town Center and all the best of Arlington and Poughkeepsie. Come experience the space, the flow, and the opportunity at 20 Stonewall Circle.

20 Stonewall Circle, Poughkeepsie
$435,000
3 Beds ⋅ 2 Baths ⋅ 1023691 MLS
Welcome to 184 Fulton Street, a well maintained 3 bedroom, 2 bath Ranch offering 1,560 square feet of comfortable living on an impressive 0.67-acre lot in the highly sought-after Hyde Park Central School District. Inside, you'll find a spacious and functional layout featuring inviting living spaces, three generously sized bedrooms, and two full bathrooms. Outside, the expansive .67 acre property provides plenty of room to entertain, garden, play, or simply enjoy the privacy and tranquility of your own backyard. Ideally located, you'll enjoy the best of the Hudson Valley just minutes from your doorstep. The home is only 7 minutes from the Poughkeepsie Metro-North train station, making commuting to New York City convenient. You're also just minutes from the iconic Walkway Over the Hudson, the scenic Poughkeepsie Waterfront, vibrant downtown Poughkeepsie with its growing collection of restaurants, breweries, entertainment, and local shops, as well as the charming hamlet of Hyde Park, home to historic sites, parks, and additional dining and shopping options. Whether you're enjoying a waterfront sunset, exploring miles of scenic trails, or taking advantage of everything the area has to offer, this location delivers an exceptional lifestyle. This home offers the perfect blend of comfort and peace of mind. Recent improvements include a new roof (2024), boiler (2022), electrical panel upgrade (2023), two water heaters (2025 & 2019), and new washer, dryer, and range (2025). Whether you're a first-time homebuyer, looking to downsize without sacrificing space, or searching for the convenience of ranch-style living in a prime location, 184 Fulton Street is a home you won't want to miss. Schedule your private showing today!

184 Fulton Street, Poughkeepsie
$430,000
3 Beds ⋅ 3 Baths ⋅ 1023350 MLS
Better Than new! Charming home move in ready! Totally renovated. Beautiful Cooks kitchen, 2 full baths and 1 half. Open floor plan for LR,DA, and kitchen Recessed lighting and so much more. New flooring,Lighting, windows . Large Family room 2 steps down off Kitchen. Cathedral ceilings, has its own AC,. conditioning. Tile flooring, walls and cathedral ceiling of beautiful natural back wood and lots of windows. with ground floor access to exterior and back yard. Surprise space, the basement is fully finishd. 4th bedroom and or bonus room,LDRY, full bathroom, finished storage room .Fitness area and furnace room and utilitie room. Secon floor has 3 bedrooms and a full bath with easy access to the large attic whichcould be loft area. The new fornt porch is made of stone will last for ever over looks new landscaped side walk to front door. Super cental location to shopping,trains, bus line, 2 hospitals, 3 major colleges and the CIA. minjutes to

88 Innis Avenue, Poughkeepsie
$540,000
3 Beds ⋅ 3 Baths ⋅ 1021885 MLS
Welcome to 9 Pleasant Lane, nestled in the desirable hamlet of Red Oaks Mill in the Town of Poughkeepsie. A sweeping driveway leads to this beautifully maintained, light-filled raised ranch offering 3 bedrooms, 2.5 baths, and over half an acre of level, manicured property. Framed by a stunning row of evergreens and backing to woods, the backyard offers exceptional privacy and a peaceful setting. The inviting open floor plan is perfect for both everyday living and entertaining. The sun-drenched living room features a large picture window overlooking the beautifully landscaped front yard and flows seamlessly into the dining room. From there, step out onto the spacious Trex deck—an extension of the living space that's ideal for al fresco dining, morning coffee, or simply relaxing while enjoying the birds and serene wooded views. The updated kitchen is thoughtfully designed with abundant cabinetry, including a pantry cabinet, stainless steel appliances, granite countertops, and a versatile bar/prep area that's perfect for meal preparation, casual dining, or serving guests during gatherings. Down the hall, the private primary suite features generous closet space and an en suite bathroom. Two additional bedrooms share an updated full bath complete with a soaking tub. The lower level offers a spacious recreation room that's perfect for movie nights, watching the big game, a playroom, home office, or guest space, along with a convenient half bath. Additional highlights include gleaming hardwood floors, central air conditioning, and a new natural gas boiler. Ideally located just minutes from the Dutchess Rail Trail, offering 14.1 miles of scenic walking and biking that connects to the Walkway Over the Hudson. Enjoy easy access to the Culinary Institute of America, Marist and Vassar Colleges, the Bardavon Opera House, Route 9 shopping, restaurants, and all the attractions that make the Hudson Valley such a sought-after place to call home. Beautifully maintained, thoughtfully updated, and perfectly situated—this is Hudson Valley living at its finest.

9 Pleasant Lane, Poughkeepsie
$450,000
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
$450,000
4 Beds ⋅ 3 Baths ⋅ 1023304 MLS
This charming, recently updated home is ideally situated on a quiet dead-end street, offering a serene escape without sacrificing convenience. The location provides easy access to local amenities and transportation options. Step inside to discover a freshly revitalized interior featuring new flooring and paint throughout, creating a bright and welcoming atmosphere. The spacious living area is bathed in natural light and anchored by a cozy fireplace, perfect for relaxing evenings. The heart of the home, the kitchen, has been thoughtfully updated with sleek quartz countertops, stylish subway tile backsplash, and modern finishes. The flexible layout offers two generously sized bedrooms and a full bathroom on the main level, with an additional two bedrooms and full bath upstairs, providing ample space and privacy for everyone. Adding significant value and flexibility, a legal accessory studio apartment is situated above the garage, complete with its own private bathroom—perfect for guests, a home office, or potential rental income. This home is a rare find that combines a tranquil location with the convenience of being close to everything. Don't miss your chance to see it!

3 Pond Road, Poughkeepsie
$275,000
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
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
$700,000
4 Beds ⋅ 3 Baths ⋅ 1022595 MLS
Welcome to one of the most desirable homes in sought-after Town Meadows! Perfectly positioned on a quiet cul-de-sac and set on a breathtaking 4.32-acre landscaped property, this stunning 4-bedroom, 3-bath modern Colonial offers over 3,366 square feet, timeless elegance, and thoughtful design. Surrounded by luxury homes and located in the highly desirable Arlington School District, this exceptional residence offers the perfect blend of privacy, prestige, and convenience. From the moment you enter, you'll be captivated by soaring 18-foot ceilings, dramatic arched windows, rich hardwood floors, crown moldings, and a spectacular family room centered around a cozy gas fireplace. The kitchen flows seamlessly into a relaxing three-season room featuring a private hot tub—the perfect retreat after a long day. Need flexibility? The first-floor bedroom is ideal for guests, extended family, or a home office. Upstairs, an open loft overlooks the impressive family room, while the luxurious primary suite offers a double tray ceiling, recessed lighting, walk-in closet, and spa-inspired bath complete with a Jacuzzi tub. Additional highlights include central air, central vacuum, a spacious 3-car garage, and meticulous pride of ownership throughout. Conveniently located just minutes from Route 9 shopping, restaurants, Metro-North train service, and major commuter routes, this extraordinary home combines luxury living with an unbeatable location. Come experience everything this remarkable Town Meadows property has to offer!

43 Regency Drive, Poughkeepsie
$349,999
3 Beds ⋅ 2 Baths ⋅ 1021691 MLS
This fully renovated colonial blends modern updates with timeless charm. Move in ready 3-bedroom, 2-bathroom light filled open living space that is cozy and inviting. The beautifully updated kitchen features sleek countertops, contemporary cabinetry, and stainless-steel appliances, a functional space perfect for everyday living and entertaining. Both full bathrooms have been refreshed with clean, modern finishes, and each bedroom provides comfortable space for relaxation. The partial finished attic would make a great space for a primary suite or Rec room. Outside the expansive lot offers endless possibilities-gardens, play area and outdoor entertaining on a new patio installed in 2024. New water and Sewer line completed 2023. Owners will consider a rent to own situation.

146 Smith Street, Poughkeepsie
$649,000
1021090 MLS
Position yourself in the heart of Downtown Poughkeepsie with this exceptional mixed use investment opportunity at 381 Main Street. This well-maintained commercial property offers the rare combination of immediate cash flow, long term upside, and one of the most valuable amenities in the city: dedicated off street parking with approximately 10 exclusive spaces. The first floor is occupied by a successful, high-end salon whose owner is offering the property for sale and is interested in remaining as a long-term tenant, providing investors with immediate occupancy and rental income from an established business. The second floor is currently leased on a month-to-month basis to a nail salon, offering flexibility to maintain the existing tenant, negotiate new lease terms, or reposition the space to maximize future income. Investment potential extends well beyond the existing rental stream. With approximately 10 dedicated parking spaces, this property offers an uncommon advantage in Downtown Poughkeepsie, where neighboring commercial buildings often lack private parking. The lot itself presents an additional revenue opportunity through leased parking spaces for nearby businesses, employees, or residents, creating another potential income source. Located within an area benefiting from ongoing public and private investment, Downtown Poughkeepsie continues to experience significant revitalization, making this an ideal time to secure a commercial asset with both current income and future appreciation potential. Investors seeking stable cash flow may appreciate the opportunity to retain the existing businesses while strategically increasing rental income over time to improve overall returns. Whether you are completing a 1031 Exchange, expanding your commercial portfolio, or seeking a mixed-use asset with multiple income streams, 381 Main Street offers a compelling combination of location, flexibility, parking, and long-term investment potential. Opportunities to acquire a property of this caliber with established tenants, dedicated parking, and multiple avenues for increased revenue are increasingly rare in the City of Poughkeepsie.

381 Main Street, Poughkeepsie
$499,900
3 Beds ⋅ 2 Baths ⋅ 1021518 MLS
Municipal water and sewer. Central air. Welcome to this beautifully maintained 3-bedroom Colonial, ideally located on a quiet cul-de-sac in the highly desirable Sutton Park subdivision. Set back from the road, this home offers exceptional privacy, attractive curb appeal, and many recent updates. Recent improvements include new roof, gutters and downspouts, fresh interior and exterior paint, and newly painted front and back deck. The spacious kitchen features granite countertops, abundant oak cabinetry, and ample storage space. The dining room opens through sliding glass doors to an oversized deck overlooking the expansive backyard and patio—perfect for entertaining, outdoor dining, or simply relaxing. The lower level offers a generously sized family room with its own sliding glass door leading to the deck. This versatile space can also serve as a fourth bedroom, home office, or guest room. Upstairs, you’ll find three comfortable bedrooms and a beautifully updated full bathroom featuring a luxurious Jacuzzi tub. Additional highlights include an full unfinished clean basement with direct garage access. Blacktop driveway that accommodates five or more vehicles. Water softener system. Conveniently located just minutes from major highways, shopping, restaurants, schools, and hospitals. Home is within the Wappingers Central School District. Don’t miss this wonderful opportunity—schedule your private showing today and make this beautiful home yours!

50 Raker Road, Poughkeepsie
$595,000
4 Beds ⋅ 4 Baths ⋅ 1020852 MLS
Rare offering featuring 3,458 square feet of living space. Steeped in history and architectural charm, this enchanting 1921 residence is a true standout in the heart of Poughkeepsie. Thoughtfully designed with romantic architectural influences, rich craftsmanship, and timeless character, this eclectic home evokes the warmth and artistry of another era, and over a century later, it continues to do exactly that. Wrapped in classic stucco and once crowned with its iconic red tile roof, this whimsical home has been lovingly maintained and thoughtfully updated over the years, including a new roof and beautifully renovated bathrooms, while preserving the timeless character that makes homes of this era so extraordinary. Step through the true tiled vestibule and into a world of warmth, texture, and craftsmanship. The formal living room welcomes you with a stunning tiled fireplace framed by rich natural woodwork and gracious proportions, while the adjoining formal dining room showcases original windows that beautifully frame the artistry and soul of this home. Mirroring the formal living space is a cozy media room, offering additional flexibility for relaxing or entertaining, alongside a full first floor bathroom complete with tub. Toward the rear of the home, discover an expansive kitchen, charming library with exposed brick fireplace, and an authentic butler’s pantry, spaces that feel both practical and storybook in nature. An additional full bathroom on the main level creates wonderful flexibility for guests, extended stays, or multi generational living. Upstairs, retreat to a true ensuite primary bedroom, accompanied by two additional bedrooms, a dedicated office, and a beautifully tiled full bathroom. Throughout the home, exquisite original woodwork, graceful arched doorways, and architectural details rarely seen in modern construction add to the undeniable charm and feel good energy this home radiates. Homes like this are more than houses, they are experiences. Rich with character, warmth, and whimsy, this one simply must be experienced to fully appreciate the beauty, history, and unmistakable feeling of home it offers.

96 Hooker Avenue, Poughkeepsie
$2,300,000
1020300 MLS
THE DERBY BAR/RESTAURANT PROPERTY LOCATED AT 96 MAIN STREET, A LANDMARK IN THE CITY OF POUGHKEEPSIE SINCE 1902 ACCORDING TO THE JOURNAL, IS AVAILABLE FOR SALE. RECENTLY CLOSED, NEW OWNERSHIP CAN STEP IN AND CONTINUE THE GOOD FORTUNE OF PREVIOUS OWNERS WITH THE HELP OF SEVEN RESIDENTIAL RENTAL UNITS ON THE SECOND AND THIRD FLOORS. THE BRICK BUILDING TOTALS 8,064 SQUARE FEET ON THREE FLOORS. BAR/RESTAURANT ON THE FIRST FLOOR CONSIST OF 3,328 SQUARE FEET WITH AN ADDITIONAL 2,368 SQAURE FEET IN THE BASEMENT WITH INTERIOR STAIRWELL ACCESS. FRONT DOOR ACCESS FROM MAIN STREET, KITCHEN ACCESS FROM SOUTH CLOVER STREET AND THE 18 CAR PARKING LOT. LARGE 36 FOOT BAR WITH HIGH-TOP TABLES AND 24 BAR STOOLS. THREE DINING ROOMS WITH 16 FOUR-TOP TABLES AND 5 TWO-TOP TABLES. SECOND AND THIRD FLOORS CONSIST OF SEVEN ONE-BEDROOM APARTMENTS UNITS TOTALING 4,736 SQAURE FEET WITH SEPARATE ACCESS FROM MAIN STREET. BEING LESS THAN .2 MILES FROM POUGHKEEPSIE TRAIN STATION KEEPS THE APARTMANTS UNITS FULLY RENTED.

96 Main Street, Poughkeepsie
$272,000
2 Beds ⋅ 1 Baths ⋅ 1019212 MLS
Welcome to this beautifully updated 2-bedroom, 1-bath condominium offering comfortable, low-maintenance living in a desirable community. Step inside to a bright, open-concept living and dining area that's perfect for everyday living and entertaining. The updated eat-in kitchen features, quartz countertops, stainless steel appliances, modern finishes, and ample cabinet space. The spacious primary bedroom features a private vanity area with a sink, an additional closet, and direct access to the bathroom, creating a functional and convenient retreat. The second bedroom is perfect for guests or a home office. Thoughtful updates throughout create a warm, inviting space that's ready for you to move right in. Conveniently located in Poughkeepsie, just minutes from Vassar College, Metro-North Railroad, shopping, hospitals, and restaurants, this home offers the perfect combination of comfort, convenience, and accessibility. Whether you're a first-time homebuyer, looking to downsize, or searching for a low-maintenance lifestyle, this move-in-ready condo is one you won't want to miss!

4205 Fox Lane, Poughkeepsie
$482,000
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
$319,900
3 Beds ⋅ 2 Baths ⋅ 1020109 MLS
Opportunity in hand for the private 3 bedroom 2 full bath home set back off of Violet Avenue in the Town of Hyde Park. An easy commute to the train station, restaurants, Marist University, Dutchess Community College, The Walkway Over The Hudson, along with various waterfront parks in the Town of Hyde Park and City of Poughkeepsie. Priced to move in an market where buyers struggle to find affordable homes. The home features a new septic, new flooring, paint and insulated windows.

431 Violet Avenue, Poughkeepsie
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