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$449,500
4 Beds 3 Baths 1028671 MLS
Steeped in history and rich in architectural significance, The James D. Keith House is one of Poughkeepsie's most recognizable residences. Gracefully positioned within the coveted Academy Street Historic District, this extraordinary c.1900 Colonial Revival masterpiece—designed by acclaimed local architect Percival M. Lloyd, this home beautifully blends timeless Colonial elegance with Victorian-inspired details. Offering almost 3,400 finished SQFT, 4 bedrooms, 2 full and 1 half baths, three fireplaces, and an additional unfinished third floor and expansive basement, this is a rare opportunity to own one of the Hudson Valley's architectural treasures. From the moment you step through the crystal-lined vestibule, you're welcomed by breathtaking period craftsmanship. A dramatic central foyer showcases a sweeping grand staircase illuminated by an impressive cathedral-height stained-glass window, while original woodwork, intricate moldings, soaring ceilings, hardwood floors, built-in cabinetry, oversized pocket doors, and elegant fireplaces highlight the home's remarkable character throughout. The main level was designed for both grand entertaining and comfortable everyday living. Multiple formal gathering spaces include an elegant living room with a wood-burning stove insert, a gracious formal parlor tucked into the home's iconic rounded tower, an expansive formal dining room, and an inviting wraparound covered porch that seamlessly extends the living space outdoors. The spacious eat-in kitchen, complete with adjoining butler's pantry and separate laundry room, overlooks the peaceful backyard beneath the canopy of a magnificent copper beech tree, providing the perfect opportunity to create a dream chef's kitchen while honoring the home's historic integrity. The second floor offers four generously sized bedrooms, two full bathrooms, and a flexible den or sitting room ideal for a home office, library, or nursery. The primary suite is warmed by a recently relined Rumford fireplace, while the spectacular tower bedroom captures sweeping western views and unforgettable Hudson River sunsets beneath its distinctive domed ceiling and beautifully arched architectural detailing. Above it all, the unfinished third floor presents approximately 1,500 square feet of untapped potential. Featuring soaring cathedral ceilings, abundant natural light, and charming architectural details, this incredible space is ready to become a luxurious primary retreat, artist's loft, guest quarters, home office, or creative studio. The expansive full basement offers an additional level of opportunity with room for workshops, storage, recreation, or future finished space. Outside, the stately wraparound porch, Juliet balconies, mature landscaping, and classic Colonial Revival facade create unforgettable curb appeal while honoring the home's historic pedigree. Situated on a quarter-acre lot in one of Poughkeepsie's most distinguished neighborhoods, the property is just moments from Vassar Brothers Medical Center, the vibrant downtown waterfront, restaurants, shops, Metro-North, and all that the Hudson Valley has to offer from hiking at Mohonk Preserve to weekend escapes in the Catskills. Whether you're an architectural enthusiast, preservationist, or visionary homeowner, 151 Academy Street offers a once-in-a-generation opportunity to restore, personalize, and preserve one of Poughkeepsie's most celebrated historic homes. Offered AS-IS, this remarkable residence is ready for its next chapter, to be restored and for someone who appreciates the craftsmanship, scale, and timeless beauty that simply cannot be replicated. Municipal water, sewer and natural gas! Excellent location, minutes to Route 9, Downtown Poughkeepsie, Walkway over the Hudson, Culinary Institute of America, Marist University, schools, all things shopping and more! Come be a part of History and see all that the Hudson Valley has to offer! *SOME INTERIOR PHOTOS HAVE BEEN VIRTUALLY STAGED WITH FURNITURE*

151 Academy Street, Poughkeepsie

$490,000
3 Beds 2 Baths 1028036 MLS
Welcome to 30 Raker Road, where everyday living feels like a peaceful Hudson Valley retreat. Located in the highly sought-after Spackenkill School District, this well-maintained 2,188-square-foot raised ranch offers an inviting blend of space, versatility and indoor-outdoor living. Set against a lush, tree-lined and naturally sloped backyard, the home offers a distinctive setting for those who value greenery, privacy and a connection to nature. An expansive rear deck overlooks the landscape, creating an inviting space for morning coffee, summer barbecues, dining, entertaining or simply unwinding at home. Inside, sun-filled rooms create a warm and welcoming atmosphere, with plenty of room to spread out. The thoughtfully designed floor plan accommodates today’s evolving lifestyle while the versatile lower level expands the possibilities with flexible space for a recreation or media room, home office, fitness area, guest accommodations or extended living. The professionally landscaped front yard, mature ornamental trees, natural stone accents and front entry add attractive curb appeal and complement the home's natural surroundings. Additional features include ENERGY STAR® certified replacement vinyl windows, stainless steel kitchen appliances, natural gas heat, public water and sewer and a solar panel system with the opportunity for a qualified purchaser to assume the existing solar agreement. Conveniently located near shopping, restaurants, hospitals, colleges, parks, Metro-North, Amtrak and major commuter routes, 30 Raker Road offers space, flexibility and peaceful Hudson Valley living while remaining connected to everyday conveniences. Come experience the setting, the space and the possibilities.

30 Raker Road, Poughkeepsie

$340,000
2 Beds 1 Baths 1028273 MLS
Welcome to 124 Bower Road, Poughkeepsie, NY 12603, a charming single-family home offering the perfect blend of comfort, functionality, and outdoor living. This inviting 2-bedroom, 1-bath residence welcomes you with a spacious foyer that flows into a bright and inviting layout featuring beautiful hardwood floors throughout. A dedicated dining area provides the perfect space for everyday meals, while the pass-through kitchen is equipped with stainless steel appliances, combining style and convenience. In addition to the two bedrooms, the home features a versatile bonus room that can be used as a home office, guest space, hobby room, or flex area to suit your lifestyle. The home also includes an in-unit washer and dryer, along with additional storage space to keep everything organized. Step outside to your own private backyard oasis featuring an expansive yard with a fire pit—ideal for entertaining, hosting summer gatherings, or simply relaxing under the stars. A detached garage and private driveway provide ample parking and additional storage. Conveniently located in the Town of Poughkeepsie, this home is just minutes from shopping centers, local restaurants, parks, schools, and everyday amenities. Commuters will appreciate easy access to the Poughkeepsie Metro-North Station, Route 9, the Taconic State Parkway, and other major roadways. Enjoy everything the Hudson Valley has to offer with nearby attractions including the Walkway Over the Hudson, Locust Grove Estate, the Hudson River waterfront, and the vibrant dining, shopping, arts, and entertainment scene of downtown Poughkeepsie. Whether you're searching for your first home, looking to downsize, or seeking a peaceful place to call home, this property offers comfort, convenience, and an exceptional location.

124 Bower Road, Poughkeepsie

$599,900
3 Beds 3 Baths 1028071 MLS
Welcome home to this meticulously maintained Colonial, completely renovated in 2024 and offering the perfect blend of modern style, comfort, and convenience. Step inside to discover a light filled, open floor plan designed for today's lifestyle. The stunning chef's kitchen features KraftMaid cabinetry, beautiful Quartz countertops, abundant workspace, and seamlessly flows into the dining area and spacious living space, perfect for everyday living and entertaining. A sliding glass door opens to a brand-new Trex deck with a retractable awning overlooking the level, fully fenced backyard. Working from home is effortless with the private first-floor office, complete with elegant French doors, providing a quiet and comfortable workspace. Upstairs, the primary suite offers an en-suite bath and generous closet space. Two additional bedrooms with another full bath and an oversized bonus room providing incredible flexibility as a playroom media room, home gym, or even a potential fourth bedroom. Additional features included a second floor laundry attaehed two car garage, generator, and countless updates throughout, making this truly move-in. Ideally located on the sought-after Southside of Poughkeepsie, this exceptional home is just minutes from shopping, restaurants, schools, major commuter routes, and approximately 3.5 miles from the metro-North train station. Furniture is negotiable.

24 Whittier Boulevard, Poughkeepsie

$585,000
3 Beds 2 Baths 1026037 MLS
Nestled just two minutes from Route 9, this charming ranch-style home at 22 Wasson Drive offers the perfect blend of classic appeal and modern convenience. Built in 1955, the 3-bedroom, 2-bathroom residence spans approximately 2,049 square feet and sits on a generous 0.47-acre lot. Step inside to discover a beautifully updated interior featuring tile and hardwood flooring, a cozy fireplace, and a luxurious jetted tub. The home is equipped with central air, a 200-amp electrical system, and a heat pump. Recent enhancements include a brand-new pool liner installed in 2022, a heat pump and furnace replaced in 2021, and a dishwasher updated in 2024. The home is currently being freshly painted, ensuring a bright and welcoming atmosphere throughout. Outside, entertain with ease on the expansive deck overlooking the level, spacious backyard and the in-ground pool, an entertainer’s paradise. The property also includes a one-car attached garage, a finished basement, and a newer roof, siding, windows, oil tank, septic system, and water heater.

22 Wasson Drive, Poughkeepsie

$575,000
4 Beds 2 Baths 1026736 MLS
Beautifully Modernized and Expanded 2,426sqft, 4-Bedroom California Ranch, nestled in Barnegat Estates has much to offer. In 2006 the Homeowners built an addition with a 2 car, 768sqft Workshop/Garage and a 576sqft Living Room over it. Main Level offers 3 Bedrooms, a Gorgegous Full Bathroom with Corian Counters, Stylish Finishes, Subway Tile and Skylight. Spacious Living with room to grow. Large Formal Dining, Eat-In-Kitchen and Living Room. Kitchen offers Beautifully Tiled Floor, Corian Counters, Maple Cabinets, Stainless Steel Appliances, Cook's Window, Breakfast Island, SkyLight, Desk/Sitting Nook and French Doors to the Living Room. The Living Room is next to nature with 3 walls of windows, a great space for large gatherings around the Gas Fireplace. Sliding Glass Doors to Deck with Awning for a cool breeze in the shade, with quick access to yard and Gardens. Mother/Daughter with first Level Entry, offers 768sqft, 2 Rooms, Gas Fireplace, Walk-In-Closet, Renovated Full Bathroom w/Shower, Laundry, Kitchenette Nook and Addt'l Storage. Making it a perfect home for those seeking more space, larger rooms, additional Garages, a heated Workshop, or a Mother/Daughter layout. Situated on a Beautifully manicured .25 of an acre, offering ready to grow Garden Beds, Shade Trees and absolutely gorgeous Mature landscaping. 275k Addition 2006 New Siding 2006 New Roof 2020 New Boiler 2024 New Bathrooms 2025 New Water Heater 2026 Well Maintained Beautifully Renovated Lots of Natural Light Skylights Beautifully Tiled Hardwood Floors Heated Workshop Bonus Garage Space Central Location Close to IBM, Major Shopping, Parks, Schools, Hospitals, Colleges, Restaurants, Spratt Park/McCann Golf Course and only 6 miles to Metro North!

23 Hankin Loop, Poughkeepsie

$529,900
5 Beds 2 Baths 1026280 MLS
Sitting in desirable Kingwood Park, in a lovely setting, rests this 1935 Colonial home which, in its day, was the perfect family home. Time & circumstances have taken its toll. This is a true fixer upper but boasts 5 bedrooms and 2 full baths. There is hardwood flooring throughout except for the kitchen & baths. A very large dining room would have room to expand the kitchen. The hallway off the kitchen has the door to the basement. The sunken living room is inviting with its paneling and stone wood-burning fireplace. There is also a door to a stone terrace. A small first floor bedroom off the hall can be used as an office as well. The second floor has the remaining 3 bedrooms and the Master bedroom has a huge closet and a full Master bath. There is a front concrete deck at the entrance to the home and with the clearing of a few trees there are mountain views. The property needs clearing in the rear for a comfortable yard. There is also a shed behind the home for storage. The oil tank is 15 years old, but the boiler is not in good working order and sits in the unfinished basement, which also has a laundry hook up, slop sink, a wet bar area and a commode off to the side. The walls in the home are plaster and there is no asbestos according to the owner. The roof is 20 years old and seller states in good condition. Currently there is no running water in the home. Please bring your builders and construction savvy buyers to make this the grand home it once was. Seller will entertain all offers.

Poughkeepsie

$879,000
4 Beds 3 Baths 1025788 MLS
**TO BE BUILT** Stunning Farmhouse Colonial with 4-bedrooms and 3.5 baths within the Arlington School District in the highly sought after Vista Ridge subdivision. Home has just over 3,000 SQFT of living space welcomed by a full rocking chair front porch and double doors and into the foyer area. First floor features a formal dining room, powder room, open concept living throughout the kitchen, breakfast nook and family room centered around the gas fireplace. Second floor has an expansive primary en suite complete with custom tile surround shower, soaking tub and double vanity, princess suite with full bath and walk-in closet, 2 other well sized bedrooms sharing a full bath with double vanities and spacious second floor laundry room. Generous builder specs allow you to design your custom chefs kitchen, pick out countertops and all other interior and exterior options making it your own. Oak floors throughout all common areas, dual zoned climate control with central air and high efficient furnaces and propane fire stand alone water heater. Full unfinished basement with almost 1400 SQ FT, 8' poured concrete walls making it an amazing future "lower level" for a gym, play area, golf simulator, den/bedroom and wet-bar. Sky's the limit! Located just Route 55, shopping, dining, and schools, this home offers the perfect balance of privacy and accessibility. Come see all that the Hudson Valley has to offer! TOTAL OF 3 1.75 ACRE LOTS ALL WITH TOWN WATER! **PHOTOS SHOWN ARE RENDERINGS WITH OPTIONS**

Lot 1 Michaels Lane, Poughkeepsie

$529,000
5 Beds 3 Baths 1026212 MLS
Investment or owner-occupant opportunity at 17 North Clover Street, a spacious three-unit property offering flexibility, recent exterior improvements, and a convenient location. The building features two vacant units, each offering two bedrooms and one full bathroom, allowing a new owner to select tenants, establish current rental terms, or occupy one unit while generating income from the others. The third unit is an occupied one-bedroom, one-bathroom apartment, providing immediate rental income. Recent improvements include new roofs on both the main house and detached three-car garage, a freshly painted exterior, and an upgraded common foyer that creates an inviting entrance for residents and guests. Additional highlights include off-street parking and a three-car garage offering space for vehicles, storage, or other income generating possibilities. Ideally positioned within close proximity of the Poughkeepsie Metro-North and Amtrak station, the property provides convenient rail access to New York City, Albany, and surrounding Hudson Valley destinations. It is also close to Route 9, Routes 44/55, the Mid-Hudson Bridge, downtown restaurants and shops, the Poughkeepsie waterfront, parks, and the Walkway Over the Hudson. With two vacant apartments, an occupied income-producing unit, major exterior upgrades, and a highly accessible location, this is a great opportunity to build or expand a real estate portfolio.

17 N Clover Street, Poughkeepsie

$750,000
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

$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

$135,000
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

$599,900
4 Beds 4 Baths 1024028 MLS
Owner Relocating and Sad to say goodbye.... Welcome to this elegant Colonial home on a Cul-de-Sac road 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. This is a Great Home in a Wonderful Neighborhood. Just minutes from Parks, Shopping, Schools, Hospitals, and other amenities. This property offers the perfect blend of peaceful suburban living and everyday convenience.

11 Carnelli Court, Poughkeepsie

$445,000
3 Beds 2 Baths 1020961 MLS
South side extremely well cared for home is looking for its next long term owner. Looking for a home that will offer you everything you're looking for? Stop the search is over. A solidly built brick cape style home situated above the quiet street it sits on. Plenty of off street parking and a backyard made for gatherings. A whole house basement with two root cellars and the ceiling hight to do whatever you would like. Game room, home gym, plenty of storage or whatever else you may think of. Access the garage and your car without going outside, no more hot sun, cold snow or wet rain to hinder you from comfortably entering or exiting your car. The house offers a warm welcoming entry from the front door where hardwood floors through out the home lead to a very generous sized living room with fireplace. A formal dinning room to enjoy any celebration or holiday you like. A large eat in kitchen with more counter top space then you could use. A counter top stove and double wall oven to prepare culinary delights and snacks alike. You can also enjoy a cold drink, warm cup of morning coffee or just unwind in the screened in porch right of the eating area of this incredible kitchen. Down the hallway leads to two generous sized bedrooms with closets for plenty of clothes. Your first full bath rounds off the first floor of this home. Then up the stairs to the second floor where you will find space for even more storage if you need it, your second full bathroom and a third spacious bedroom with closets. A large walk in cedar closet is also there for anything you'd like to store in it. At the end of the home is a large space currently used for even more storage or can be finished to become an incredible work from home office that would be extremely private or a sitting area for relaxing and unwinding with tv away from it all steps away from your slumber. Close to everything the city and town has to offer, minutes to Raymond ave farmers market and restaurants. A few more minutes to the main street corridor, waterfront, train station and the Walkway over the Hudson state park. Home was so well cared for that any updating you may like to do can be done when you would like as you like in time if you decided. The pride of ownership is blinding in this home. Easy to show but confirmation is required.

10 Degarmo Place, Poughkeepsie

$450,000
4 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

$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

$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

$395,000
3 Beds 1 Baths 1017819 MLS
Welcome to 181 N. Grand Avenue where thoughtful updates, inviting spaces, and a fantastic location come together beautifully. This exceptional Colonial has been lovingly maintained and thoughtfully remodeled, offering a move-in-ready home with the modern conveniences you want and the warmth you hope to find. Legally a 3-bedroom, the home is currently enjoyed as a 2-bedroom, with the third bedroom serving as the perfect flex space ideal for guests, a home office, den, or private retreat. The bright, open kitchen is truly the heart of the home, flowing seamlessly into a generous dining area that makes everyday meals feel special and entertaining effortless. A charming living room adds an element of sophistication while offering a comfortable and inviting space to relax. Upstairs, the large primary bedroom features double closets, providing excellent storage, while the spacious 2nd bedroom, flexible 3rd room, beautifully updated full bath, and second-floor laundry create a layout designed for both convenience and versatility. Step outside and discover what may become your favorite part of the property a private, fully fenced, level backyard offering a rare combination of privacy and usable outdoor space with storage sheds. Whether you're hosting summer gatherings, enjoying your morning coffee, gardening, or simply unwinding at the end of the day, this backyard is an exceptional extension of the home. Remodeled approximately 8 years ago and exceptionally well cared for ever since, this home offers the peace of mind that comes with having so much already done. City water and sewer make for easy maintenance, while solar panels provide the added benefit of potential energy savings and a lower-level offering excellent storage potential and flexibility to accommodate a variety of needs. 181 N. Grand Avenue offers the best of both worlds peaceful residential living while remaining close to Poughkeepsie's vibrant dining, entertainment, shopping, parks, and everyday conveniences. Major commuter routes are nearby, making access to the city and beyond easy. Beautifully maintained, thoughtfully updated, incredibly versatile, and wonderfully located. 181 N. Grand Avenue is more than move-in ready it's ready to be enjoyed!

181 N Grand Avenue, Poughkeepsie

$450,000
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

$770,000
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

$735,000
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. This property is a grandfathered rooming house (meaning no other property can be zoned as a rooming house without a special permit). 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. Four apartment conversion is allowed by right. If you split the lot, you can build eight apartments on a knockdown. Student housing is also permitted outright (with Marist, Vassar, Dutchess Community College, and CIA nearby). You can also continue operating as a successful rooming house rental property. 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

$439,930
3 Beds 2 Baths 1015372 MLS
WELCOME HOME! Fresh painting just completed! 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

$405,000
3 Beds 1 Baths 1013214 MLS
Back on Market after the seller painted the entire inside of the home and put a new kitchen floor in! Come see the newly improved ranch in desired Greenvale Farms Neighborhood! Now offered at a compelling new price, this well-maintained 3-bedroom, 1-bath ranch in Greenvale Farms combines comfortable one-level living with an impressive list of updates. NOTE : Carpets have been removed! You will see before and after pictures of the kitchen with the new paint and floors and cleaned up hardware! Hardwood floors flow throughout the home, including the recently exposed living room floors. The oversized dining room offers plenty of space for entertaining, while the partially finished basement adds a recreation room with a pool table and cozy propane fireplace. Outside, enjoy the new deck and newly paved driveway. Additional improvements include new windows, central air conditioning, fresh exterior paint, a repointed and newly pointed chimney, a new fire-rated garage door and wall, and a septic system replaced in 2021. Leased solar panels are approximately $60 per month. Greenvale Farms offers exceptional neighborhood amenities, including a park, playground, creek, soccer fields, tennis courts, basketball courts, and Tuesday evening live music at the pavilion during the summer. Conveniently located approximately five miles from the train station and close to shopping, dining, schools, and major commuter routes. Come see the space, updates, and neighborhood lifestyle this home has to offer. Some photos have been virtually staged to illustrate the home’s potential.

22 Greenvale Farms Road, Poughkeepsie

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