Dutchess County NY Homes for Sale

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  /30

  $595,000

  • 4 Beds
  • 2.5 Baths
  • 3,180 Sq Ft

  30 N Main St, Pine Plains, NY 12567

  Grand 1880 Colonial Estate Sale - Historic Fixer-Upper with Original Features and Garden Oasis Near Town CenterThis rare 1880 Grand Colonial is a dream opportunity for restoration enthusiasts and anyone searching for a historic fixer-upper near the heart of town. Situated on a flat, tree-lined lot, this estate sale is being sold as is and is filled with authentic charm—from original

  Arleen Shepley Elyse Harney Real Estate

  30 N Main St, Pine Plains, NY 12567
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  /33

  $697,000

  • 4 Beds
  • 2.5 Baths
  • 2,266 Sq Ft

  54 Holly Loop, Wappingers Falls, NY 12590

  Meticulously Maintained 4-Bedroom Colonial on Spacious Corner Lot in Desirable HOA Community in Wappingers!Located across from Dutchess Stadium, Welcome to this 4-bedroom, 2.5-bath Colonial situated on nearly half an acre in a quiet, established neighborhood. Nestled on a prime corner lot, this home offers classic charm, modern amenities, and access to fantastic community

  BRIDGET CAPAWANA Exit Realty Connections

  54 Holly Loop, Wappingers Falls, NY 12590
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  /41

  $585,000

  • 3 Beds
  • 2.5 Baths
  • 2,062 Sq Ft

  51 Loockerman Ave, Poughkeepsie, NY 12601

  POUGHKEEPSIE SCHOOLS!!! INGROUND POOL!!! Welcome to this beautifully updated 4 Bedroom, 2.5 Bathroom Ranch-style home, ideally located in the heart of the City of Poughkeepsie near the charming Union Street Historic District. This home is surrounded by a vibrant array of community amenities—including popular local eateries, boutique shops, major shopping centers, and just minutes from Nuvance

  Ray Reyes Keller Williams Realty

  51 Loockerman Ave, Poughkeepsie, NY 12601
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  /17

  $430,000

  • 2 Beds
  • 2 Baths
  • 1,410 Sq Ft

  53 Bennett Common, Millbrook, NY 12545

  The living really is easy in this totally renovated, pristine, spacious and bright two bedroom, two bath condo located in the Bennett Common Community. It features a living room with a fireplace, large dining area, inviting office, kitchen and ensuite bedroom with a closeted washer and dryer. The two bathrooms and kitchen have been fully renovated and updated with new fixtures and appliances. The

  SHARON MAHAR Compass Greater NY, LLC

  53 Bennett Common, Millbrook, NY 12545
• 

  

  

  /17

  $375,000

  • 2 Beds
  • 2.5 Baths
  • 1,720 Sq Ft

  39 Aveonis Ct, Fishkill, NY 12524

  Welcome Home! This lovely townhome offers gleaming hardwood floors throughout. The open plan living displays an eye-catching kitchen with gas cooking and beautiful granite counters and cabinetry. The primary bedroom suite offers an attractive ensuite bathroom and a huge walk-in closet. Even the second bedroom has its own ensuite bathroom. Everyday living is easy thanks to a chair stair lift,

  Christine Pergolizzi

  39 Aveonis Ct, Fishkill, NY 12524
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  /40

  $425,000

  • 2 Beds
  • 2 Baths
  • 1,196 Sq Ft

  1313 Saratoga Ln, Fishkill, NY 12524

  Impeccably maintained, this desirable top floor, corner unit provides a private retreat, complete with panoramic mountain views and breathtaking sunsets. Open-concept living at it's finest, flowing seamlessly to your generous sized balcony, where you'll take in the beauty of the Hudson Valley!Tastefully updated, this freshly painted luxury condo features 9 ft ceilings with custom crown

  JUNE KIESBYE BHHS Hudson Valley Properties

  1313 Saratoga Ln, Fishkill, NY 12524
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  /37

  $650,000

  • 4 Beds
  • 2.5 Baths
  • 2,388 Sq Ft

  219 Ridgeline Dr, Poughkeepsie, NY 12603

  Welcome to 219 Ridgeline Drive, offering modern living in The Grove at Sleight Farm community. This four-bedroom, two and a half bath home sits on just over an acre, giving you the space to stretch out both inside and out.The main floor features an open, light-filled layout with a spacious kitchen that flows into the living and dining areas. It’s a great setup whether you’re hosting or just

  Dominick DiFilippo Keller Williams Realty Partner

  219 Ridgeline Dr, Poughkeepsie, NY 12603
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  /28

  $400,000

  • 2 Beds
  • 1.5 Baths
  • 1,671 Sq Ft

  16 Hemlock Ct, Fishkill, NY 12524

  Welcome to this spacious and well-maintained end-unit townhouse, nestled in a sought-after community offering fantastic amenities such as a pool, playground, and basketball court—perfect for an active and connected lifestyle.Located on a quiet cul-de-sac, this two-bedroom, 1.5-bath home offers both privacy and comfort. As an end unit, it features abundant natural light and a wrap-around

  Shirley Mojica Compass Greater NY, LLC

  16 Hemlock Ct, Fishkill, NY 12524
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  /50

  $619,000

  • 3 Beds
  • 2.5 Baths
  • 2,462 Sq Ft

  43 Overlook Dr, Rhinebeck, NY 12572

  Come home to this country colonial, located just 2 minutes to the Rhinecliff Bridge for easy access to Kingston shopping. This home is at the end of a dead-end road and minutes to Rhinebeck and Red Hook, this is truly a central location in the Red Hook school district. Take in the local farms and restaurants the area has to offer and enjoy easy access to events held at the Rhinebeck fairgrounds,

  Adrienne Volpe Keller Williams Hudson Valley

  43 Overlook Dr, Rhinebeck, NY 12572
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  /49

  $689,000 Open Sat 12PM - 2PM

  • 4 Beds
  • 4 Baths
  • 3,088 Sq Ft

  28 Hurley Rd, Salt Point, NY 12578

  Perched at the crest of a pillared drive, this stunningly reimagined contemporary home masterfully fuses modern design with inviting warmth and everyday comfort. Set on a peaceful, wooded lot and drenched in natural light, this home offers a rare balance of modern elegance and everyday livability.The main level is open, light-filled and airy with soaring ceilings and thoughtful

  Craig Smith Compass Greater NY, LLC

  28 Hurley Rd, Salt Point, NY 12578
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  /35

  $589,000

  • 3 Beds
  • 1 Bath
  • 1,628 Sq Ft

  190 Shenandoah Rd, Hopewell Junction, NY 12533

  Welcome home to this warm, inviting retreat to relax and bask in the sunshine, lushly adorned gardens, and float in the beautiful in ground pool, or soak in the hot tub, after a long day! Marvelous, one-level home sited on a level, lightly wooded, 2.7 acre parcel with a large, 2 car detached garage, inground pool, and hot tub. Inside, the neutral colors and an abundance of windows, allow for

  Danielle Oliva RE/MAX Classic Realty

  190 Shenandoah Rd, Hopewell Junction, NY 12533
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  /27

  $599,000

  • 3 Beds
  • 3 Baths
  • 2,436 Sq Ft

  4408 Route 82, Millbrook, NY 12545

  Accepted Offer - Continuing to Show for Backup Offers - Nestled just minutes from the charming Village of Millbrook, this spacious 2,436 sf ft home offers a perfect blend of privacy and proximity. The light-filled interior features a soaring cathedral ceiling and stunning beamed accents that add warmth and character. With three generously sized bedrooms and three full baths, there is ample room

  Carey Whalen Compass Greater NY, LLC

  4408 Route 82, Millbrook, NY 12545
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  /36

  $649,900

  • 4 Beds
  • 4 Baths
  • 2,144 Sq Ft

  20 Woodcrest Dr, Hopewell Junction, NY 12533

  Looking for a place to call home? Nestled on a parklike 1.7 acre lot in Taconic Estates, this Colonial boasts so many wonderful original features. Glistening hardwood floors, brick fireplaces, spacious sunlit rooms just to name a few. This home offers a large living room with brick fireplace, a warm and cozy sunroom with skylight, formal dining room, eat-in kitchen with SGD to a back deck and

  Kelly Campbell Century 21 Alliance Rlty Group

  20 Woodcrest Dr, Hopewell Junction, NY 12533
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  /46

  $649,900

  • 4 Beds
  • 2.5 Baths
  • 3,308 Sq Ft

  135 Stowe Dr, Poughquag, NY 12570

  A/O, inspections to be done. This stunning Center Hall Colonial offers luxurious living on a picturesque knoll with breathtaking mountain views and a park-like backyard, perfect for family gatherings and outdoor activities. The expansive three-level home features a spacious interior with hardwood and tile flooring, multiple bedrooms including a primary suite with sunrise views and a spa-like

  Crystal De Raffele RE/MAX Town & Country

  135 Stowe Dr, Poughquag, NY 12570
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  /34

  $629,000

  • 3 Beds
  • 2.5 Baths
  • 2,120 Sq Ft

  35 Rowe Rd, Red Hook, NY 12571

  Set on 2.2 scenic acres, this spacious Raised Ranch offers a perfect blend of comfort and versatility. The main level features a primary bedroom with en-suite bathroom, two additional bedrooms, and a full hall bathroom. The living room with woodburning stove flows into the dining area with sliders to the deck—ideal for indoor-outdoor entertaining. The kitchen includes a center island and plenty

  Rita Longo Howard Hanna Rand Realty

  35 Rowe Rd, Red Hook, NY 12571
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  /40

  $600,000

  • 3 Beds
  • 2 Baths
  • 1,141 Sq Ft

  2 Redmond Way, Stanfordville, NY 12581

  Welcome to your private retreat, complete with 5+ acres of nature. The contemporary home features 3 bedrooms and two full baths. The living room is a flexible space with dining area options, as well as a wood-burning stove perfect for cozy winter days. . A wall of windows invites you to seasonal views and outdoor activities, while the deck off the living room is ideal for morning coffee or

  Louise Bradford HomeSmart Homes & Estates

  2 Redmond Way, Stanfordville, NY 12581
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  /38

  $655,000 Open Sat 12PM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 2,080 Sq Ft

  193 Judith Dr, Stormville, NY 12582

  Incredible Location! Fabulous Home! Located in Bristol Woods, quite possibly the nicest established community in Stormville. This classic colonial with one acre will wow you starting with the covered front porch to the private back yard and everything in between! Step into wide board hardwood floors leading you to the designer kitchen and chic family room with vaulted ceilings, skylight and

  Karen Taphorn Howard Hanna Rand Realty

  193 Judith Dr, Stormville, NY 12582
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  /32

  $600,000

  • 4 Beds
  • 2.5 Baths
  • 2,688 Sq Ft

  3775 Route 52, Stormville, NY 12582

  Beautifully maintained 4 bedroom contemporary colonial on private 1.67 acres of parklike property but still conveniently located to major highways, train, schools and shopping. Long driveway with house set back from road. Open floor plan with lots of windows, formal dining room which leads to large screened-in porch that has insulated glass for winter overlooking 42x18 stone patio with a

  Patricia Arndt William Raveis-New York, LLC

  3775 Route 52, Stormville, NY 12582
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  /46

  $675,000

  • 2 Beds
  • 2.5 Baths
  • 3,592 Sq Ft

  15 Evan Ct, Fishkill, NY 12524

  Welcome to your dream retreat in the heart of the Fishkill Woods community! This stunning 2-bedroom, 2.5-bath townhouse offers luxury, comfort, and convenience at every turn. With a thoughtfully designed layout featuring the primary bedroom and ensuite bath on the main floor, this home delivers effortless living with room to spread out. The sun-filled main level boasts soaring ceilings and a

  Anthony DeGelormo Century 21 Alliance Rlty Group

  15 Evan Ct, Fishkill, NY 12524
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  /17

  $299,900

  • 3 Beds
  • 1 Bath
  • 904 Sq Ft

  37 Shady Creek Rd, Pleasant Valley, NY 12569

  Peaceful, Polished & Move-In Ready, this charming home is tucked away in the scenic Shady Creek community within minutes of Eastdale Village. Whether you’re looking for a weekend escape or a stylish starter home, this thoughtfully renovated ranch checks all the boxes. Inside, you’ll find a bright, open layout with three freshly painted bedrooms and new flooring throughout. The kitchen shines

  Zef Camaj Corcoran Country Living

  37 Shady Creek Rd, Pleasant Valley, NY 12569
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  /21

  $499,900 Open Sun 12PM - 2PM

  • 4 Beds
  • 1.5 Baths
  • 1,440 Sq Ft

  9 Stewart Ave, Beacon, NY 12508

  House Beautiful! You'll appreciate the love & care that went into this charming 4 bedroom,1 1/2 bath Cape Cod style home in a great neighborhood. The first floor of this home offers beautiful hardwood flooring, a primary bedroom, full bathroom, the option of a formal dining room or family room plus an additional bedroom. The second floor offers wood floors, two additional bedrooms, a 1/2

  Dawn Simmonds Joncar Realty Inc

  9 Stewart Ave, Beacon, NY 12508
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  /29

  $389,000

  • 2 Beds
  • 2 Baths
  • 1,248 Sq Ft

  154 Bog Hollow Rd, Wassaic, NY 12592

  Discover serene country living in this beautifully maintained Ranch nestled on over 7 private acres. Enjoy the ease of single-level living with an open floor plan that seamlessly connects the kitchen and living room—perfect for entertaining. The formal dining area opens to a spacious deck, offering views of the backyard and a cozy fire pit, ideal for gatherings under the stars.This

  Stephen Pener William Pitt Sothebys Int Rlty

  154 Bog Hollow Rd, Wassaic, NY 12592
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  /33

  $387,500

  • 3 Beds
  • 1.5 Baths
  • 1,620 Sq Ft

  50 Hemlock Dr, Hopewell Junction, NY 12533

  Set on a peaceful street with easy access to the Taconic and nearby shopping, 50 Hemlock Drive offers a rare chance to step into a home with room to make it your own. The layout flows easily, with a bright 3-season room that opens to a private backyard — perfect for quiet mornings or future gatherings. Inside, there's plenty of space to personalize, update, and grow into. Whether you're looking

  Michael Kahns Compass Greater NY, LLC

  50 Hemlock Dr, Hopewell Junction, NY 12533
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  /25

  $210,000

  • Land
  • 14 Acres
  • $14,685 per Acre

  0 Medwyn Ln Unit 20253322, Red Hook, NY 12571

  A rare opportunity to own premium buildable land in one of Red Hook's most desirable private communities. Multiple lots are available, with the option to purchase one or all, totaling 14 acres of scenic Hudson Valley landscape. Each lot offers access to a private lake and is set within a peaceful, natural environment just minutes from the charm of Red Hook Village. Design and build with

  Charlie Brassard Mahar Real Estate, LLC

  0 Medwyn Ln Unit 20253322, Red Hook, NY 12571
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  /23

  $299,900

  • 3 Beds
  • 1.5 Baths
  • 1,620 Sq Ft

  20 Manor Rd, Rhinebeck, NY 12572

  HOME IS IN NEED OF MAJOR RENOVATION ON ITS LOWER LEVEL WHERE DUE TO A WATER LEAK THERE IS A POTENTIAL MOLD CONCERN. THE LOWER LEVEL WAS ONCE HOME TO A LICENSED DAY CARE FOR CHILDREN WITH KITCHENETTE AND A HALF BATH. WITH ITS OWN ENTRANCE IT MAY LEND WELL TO A POTENTIAL MOTHER/DAUGHTER. THE HARDWOOD FLOORS COULD BE SANDED DOWN AND REFINISHED SHOWING SIGNS OF SLIGHT BUCKLING FROM THE WATER. THERE

  EDWIN MCNIFF JR. McNiff Real Estate LTD

  20 Manor Rd, Rhinebeck, NY 12572
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  /13

  $230,000

  • Land
  • 19 Acres
  • $11,856 per Acre

  A Skunks Misery Rd, Millerton, NY 12546

  Stunning 19.4 Acres – Estate Setting on a Premier Country RoadDiscover the perfect blend of natural beauty and refined location with this 19.4-acre parcel situated on a picturesque country road, renowned for its stately homes and rural charm.With multiple elevated building sites, long road frontage, and sweeping view potential, this property offers endless opportunities. Explore

  Robert Dunlop Havens Real Estate

  A Skunks Misery Rd, Millerton, NY 12546
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  /28

  $425,000 Open Sat 11:30AM - 1PM

  • 3 Beds
  • 1 Bath
  • 1,128 Sq Ft

  11 Toomey Dr, Poughkeepsie, NY 12603

  Move right in to this charming updated single-family ranch home offering 3 bedrooms, 1 bathroom, and 1,128sq.ft. of practical living space. Built in 1955, this well-maintained home is nestled in a peaceful residential neighborhood just minutes from Vassar College and Greenvale Park.Step inside to find bright living spaces ready for your personal touch, with ample natural light and

  Alicia Goldman Christie's Int. Real Estate

  11 Toomey Dr, Poughkeepsie, NY 12603
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  /21

  $1,300,000

  • 2 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  18 James St, Rhinebeck, NY 12572

  Tucked away in the historical district of Rhinecliff, this reimagined residence blends timeless American architecture with the crisp lines and functionality of Scandinavian design. The original 1860s structure has been carefully restored, preserving its historic soul with meticulous attention to detail. In contrast, a sleek, contemporary addition complements the old-world charm. A custom Vipp

  LILLIAN LIN Rouse + Co Real Estate LLC

  18 James St, Rhinebeck, NY 12572
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  /10

  $575,000

  • Land
  • 11 Acres
  • $52,131 per Acre

  0 S Smith Rd Unit KEY894136, Union Vale, NY 12540

  Located just one mile from Sky Acres Airport and approximately 15 minutes from the village of Millbrook, this beautiful and mostly cleared 11-acre parcel in Lagrangeville offers the perfect balance of accessibility and privacy. Positioned at a high point with sweeping views of the Hudson Valley and Catskill Mountains, the property includes the base of a private driveway already in place, complete

  Joseph Sala McGrath Realty Inc

  0 S Smith Rd Unit KEY894136, Union Vale, NY 12540
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  /4

  $175,000

  • Land
  • 0.73 Acre
  • $239,726 per Acre

  0 Walnut St, Pawling, NY 12564

  Great opportunity to build a home in the beautiful Village of Pawling! This property is on municipal water and sewer! Thousands will be saved - no expense incurred on a drilled well or septic system! .73-acre lot offers a lovely western view. Walk to the picturesque Village center with its shops, bakeries, restaurants, library, so much more! Metro-North Train Station, Harlem Line, is located in

  Lisa Liffland McGrath Realty Inc

  0 Walnut St, Pawling, NY 12564
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  /16

  $180,000

  • 1 Bed
  • 1 Bath
  • 634 Sq Ft

  74 Aveonis Ct, Fishkill, NY 12524

  Discover the only affordable housing condominium in a desirable 55+ community in Fishkill! Income limits through the town apply. Nestled within the beautifully maintained Aveonis complex, this charming home offers an ideal combination of comfort and convenience. Residents enjoy access to a clubhouse, walking paths, garden areas, and meticulous groundskeeping. This well-loved home is filled with

  Gregory Pikor Inspire Realty

  74 Aveonis Ct, Fishkill, NY 12524
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  /9

  $189,999

  • 1 Bed
  • 1 Bath
  • 850 Sq Ft

  3 Carnaby St Unit C, Wappingers Falls, NY 12590

  Ready to buy your first home...or maybe to downsize? Well here you are...Delightful one bedroom condo with large living room, dining area at one end....deck off the dining area faces woods, how nice to look out and see greenery! The bedroom has 2 large closets, and plenty of room for your king sized bed. The furniture is for sale, if you need it. Owner is in the process of moving, so please

  Donna Tiffany Exit Realty Connections

  3 Carnaby St Unit C, Wappingers Falls, NY 12590
• 

  

  /23

  $487,500

  • 3 Beds
  • 2.5 Baths
  • 2,082 Sq Ft

  19 Traver Place, Millerton, NY 12546

  This light-filled 3-bedroom, 2.5-bath mid-century modern-style home in the Village of Millerton, NY offers a perfect mix of timeless design and modern upgrades, just minutes from downtown shops, restaurants, and the movie theater. With hardwood floors, skylights, and generous living space, the home features a living room with a fireplace, dining room, TV room, and a spacious eat-in kitchen. The

  Arleen Shepley Elyse Harney Real Estate

  19 Traver Place, Millerton, NY 12546
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  /48

  $459,000

  • 4 Beds
  • 2 Baths
  • 2,112 Sq Ft

  14 Strawberry Hill Ln, Wappingers Falls, NY 12590

  What a wonderful setting! This is a large corner lot with nothing but trees across from the house, in a neighborhood of only 2 streets and-- NO through traffic. LARGE 4 bedroom (5 ?), 2 Bath, dining Rm, kitchen, living Rm with a fireplace, AND a Fifth room all on one level. French doors, gleaming hardwood floors, woodstove all on the main level. Downstairs

  Joanne Cobey Win Morrison Realty-K

  14 Strawberry Hill Ln, Wappingers Falls, NY 12590
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  /25

  $350,000

  • 2 Beds
  • 1 Bath
  • 1,186 Sq Ft

  198 Tinkertown Rd, Salt Point, NY 12578

  Nestled on a .32-acre parcel with an additional adjacent lot of 0.37 acres, this charming ranch-style home at 198 Tinkertown Rd offers a blend of comfort and functionality. The residence features two bedrooms and a single bath, providing an intimate and well-maintained living space. The living room is enhanced by a vaulted ceiling and a handsome stone fireplace, creating a warm and inviting

  JOHN DEREVJANIK BHHS Hudson Valley Properties

  198 Tinkertown Rd, Salt Point, NY 12578
• 

  

  /17

  $89,900

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft

  12 Kim Ct, Beacon, NY 12508

  Beautiful Mobile Home. Recently renovated to perfection. Master suite, galley kitchen, large living room, den, another full bath and bedroom. New deck,shed, grounds are groomed for privacy. You will not be disappointed!

  Donna Hardisty Sams Realty

  12 Kim Ct, Beacon, NY 12508
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  /32

  $539,000

  • 4 Beds
  • 2 Baths
  • 2,188 Sq Ft

  187 Riverview Dr, Fishkill, NY 12524

  This impressive raised ranch in Dutchess Park is currently on the market, seeking a new owner. The property boasts 4 bedrooms and 2 full baths. Recently refinished hardwood floors on the main level of the home enhance its aesthetic appeal. Fresh painted the main level of this home, ensures the property is in move-in condition. The spacious living room features a large bay window, allowing for

  Nancy Young BHHS Hudson Valley Properties

  187 Riverview Dr, Fishkill, NY 12524
• 

  

  /64

  $285,000

  • 2 Beds
  • 1 Bath
  • 1,235 Sq Ft

  100 White Schoolhouse Rd, Temple, ME 04984

  Calling All Preppers and Homesteaders: Your Off-Grid Paradise Awaits! 🌲🏡 If you're dreaming of total privacy, escaping the chaos of the world, and embracing nature without sacrificing modern comforts—this TURN KEY FURNISHED mountaintop gem in Maine is your dream come true!🛖 Surrounded by thousands of acres of pristine forest, this home offers nothing but peace,

  Wendy Pelletier Meservier & Associates

  

  100 White Schoolhouse Rd, Temple, ME 04984
• 

  

  /3

  $639,995

  • 2 Beds
  • 2.5 Baths
  • 2,174 Sq Ft

  5115 Teaberry Ln Unit 3, Fishkill, NY 12524

  Exceptional Views - Walkout Basement - Summer 2026The Benedict offers a thoughtful open-concept floor plan and versatile spaces. The charming foyer and flex room flow into the expansive great room with desirable rear deck access. Adjacent, the well-appointed kitchen reveals a large center island with breakfast bar, plenty of counter and cabinet space, and an ample pantry. Complementing the

  Thomas Jacovino Toll Brothers Real Estate Inc.

  5115 Teaberry Ln Unit 3, Fishkill, NY 12524
• 

  

  /11

  $199,000

  • 2 Beds
  • 1.5 Baths
  • 923 Sq Ft

  3 Hook Rd Unit 72K, Poughkeepsie, NY 12601

  Welcome to this bright and well-maintained 2 bedroom, 1.5 bath second-floor condo located in the desirable Arbors community perfectly nestled between Hyde Park and Poughkeepsie. This spacious unit features an open layout filled with natural sunlight, with the added convenience of an en suite bathroom in the primary bedroom. Enjoy the perks of comfortable living just off Route 9, ideally situated

  Jason Lysack K. Fortuna Realty, Inc.

  3 Hook Rd Unit 72K, Poughkeepsie, NY 12601

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