Dutchess County NY Homes for Sale

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  /43

  $1,300,000

  • 5 Beds
  • 3.5 Baths
  • 4,841 Sq Ft

  498 Rossway Rd, Pleasant Valley, NY 12569

  Looking for a private getaway or country full time home with Mother and daughter unit or additional income to pay the mortgage? Enter into a long driveway that takes you to the top of the hill to a sight of a beautiful contemporary home with 18 x 36 Inground Pool, Very unique and totally secluded! Nestling on 16.05 wooded acres, this custom appointed u-shape home is one of a kind! The main

  Arlene Campbell BHHS Hudson Valley Properties

  498 Rossway Rd, Pleasant Valley, NY 12569
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  /42

  $13,500,000

  • 5 Beds
  • 8 Baths
  • 5,867 Sq Ft

  1190 Chestnut Ridge Rd, Dover Plains, NY 12522

  A singular and exceedingly rare residence, this exquisite home was masterfully designed by renowned AD100 architect Gil Schafer, featuring interiors by Antony Todd and landscape architecture by Warren Byrd, all set against panoramic views of the Hudson Valley and Catskill Mountains. This home is a Greek Revival masterpiece that blends timeless elegance with modern sophistication. As featured in

  OLIVER BROWN Houlihan Lawrence Inc.

  1190 Chestnut Ridge Rd, Dover Plains, NY 12522
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  /14

  $185,000

  • 2 Beds
  • 2 Baths
  • 1,088 Sq Ft

  723 Beekman Rd Unit 48, Hopewell Junction, NY 12533

  All new 2024 Clayton-Tuscany Mobile Engery-Star Home 16 wide X 68 Long for a total of 1088 sqft.This is a two bedr two full bath home. The mobile Home sets on a full slab and is completely tied-down to the slab. Air conditioning systems can be attached to furance.

  Bertus Pritchard Century 21 Alliance Rlty Group

  723 Beekman Rd Unit 48, Hopewell Junction, NY 12533
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  /34

  $990,000

  • 4 Beds
  • 4 Baths
  • 3,506 Sq Ft

  121 Valley Farm Rd, Millbrook, NY 12545

  This unique timberframe home is welcoming, spacious, and awaiting your personal touch! Tucked back off the road on 7 private acres, this property has so many special features, including an outdoor, covered patio with kitchen, pizza oven and fireplace, a traditional red barn, and another large outbuilding with heat and electricity - the perfect place for your special hobby - whether it be cars,

  THERESA GILL Legacy Land & Homes LLC

  121 Valley Farm Rd, Millbrook, NY 12545
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  /29

  $325,000

  • 3 Beds
  • 1.5 Baths
  • 1,252 Sq Ft

  2206 Mulberry Ct, Poughkeepsie, NY 12603

  Tastefully updated 3 bedroom, 1.5 bath townhouse style end unit in desirable Fox Hill. Loaded with natural light, the open floor plan will surely impress. Featuring kitchen w/new cabinets, quartz counters, stainless appliances & breakfast nook, which flows seamlessly to huge living room w/sliding glass door to fully fenced patio. Three well proportioned bedrooms, updated bathrooms & in-unit

  Dan Axtmann BHHS Hudson Valley Properties

  2206 Mulberry Ct, Poughkeepsie, NY 12603
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  /31

  $2,200,000

  • 4 Beds
  • 4 Baths
  • 5,064 Sq Ft

  2461 Salt Point Turnpike, Clinton Corners, NY 12514

  Nestled in the quaint hamlet of Clinton Corners, this rare and tasteful 18th-century Georgian stone house offers classic proportions and timeless charm on beautifully established, landscaped grounds. The home seamlessly blends original architectural details—including preserved woodwork, deep sill windows, six fireplaces, refinished floors, and classic Georgian symmetry—with modern updates such as

  OLIVER BROWN Houlihan Lawrence Inc.

  2461 Salt Point Turnpike, Clinton Corners, NY 12514
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  /40

  $445,000

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  5760 Route 82, Clinton Corners, NY 12514

  Discover the potential of tranquil living at 5760 Route 82 in Clinton Corners. This 3-bedroom, 2-full bath raised ranch is set on over 5 private acres with a long driveway offering peace, privacy, and space to grow. This home has been beautifully renovated with all new kitchen appliances, new floors, new deck, updated bathrooms. The attached two-car garage adds functionality, while the 5 plus

  Alan Amerman Coldwell Banker Realty

  5760 Route 82, Clinton Corners, NY 12514
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  /16

  $195,000

  • 2 Beds
  • 2 Baths
  • 1,088 Sq Ft

  723 Beekman Rd Unit 35, Hopewell Junction, NY 12533

  All new 2024 Clayton-Tuscany Mobile Home Energy Star 16x68 Total Sqft of 1088. This 2 bedr 2 fbath is a must see. Air conditioning system can be attached to furance.

  Bertus Pritchard Century 21 Alliance Rlty Group

  723 Beekman Rd Unit 35, Hopewell Junction, NY 12533
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  /45

  $735,000

  • 4 Beds
  • 2.5 Baths
  • 3,019 Sq Ft

  41 Meddaugh Rd, Pleasant Valley, NY 12569

  Why settle for ordinary builder grade when you can have extraordinary? This beautifully fully renovated 4-bedroom, 2.5-bath home in the Town of Lagrange, Arlington Central School District, blends space, style, and privacy with modern luxury. Wide-plank white oak floors and oversized windows flood the home with natural light, while the expansive 40’ x 32’ family room—with its dramatic stone

  Gregory Pikor Inspire Realty

  41 Meddaugh Rd, Pleasant Valley, NY 12569
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  /6

  $275,000

  • 3 Beds
  • 1 Bath
  • 1,350 Sq Ft

  20 Columbia St, Poughkeepsie, NY 12601

  Rare redevelopment opportunity in newly established Campus Development zoning district, providing areas for educational, research and development and health care uses. Corner lot situated adjacent to Route 9 exit ramp for easy access to and from Route 9. Exceptional location with neighboring properties consisting of Vassar Hospital and Optum Medical. Permitted uses include medical, office, studio

  Dan Axtmann BHHS Hudson Valley Properties

  20 Columbia St, Poughkeepsie, NY 12601
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  /25

  $460,000

  • 3 Beds
  • 2 Baths
  • 2,672 Sq Ft

  156 Bart Dr, Poughkeepsie, NY 12603

  One level living at its finest! Immaculate 3-bedroom, 2 full bath Ranch style home, situated in the highly sought after Noxon Knolls Development, Arlington Schools, on a quiet no outlet street. With a welcoming entrance, to a large living room with a fireplace allowing natural light from the picture window makes this home very inviting. The seamless flow wraps around to your formal dining area

  Darci Russo KW MidHudson

  156 Bart Dr, Poughkeepsie, NY 12603
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  /34

  $569,800

  • 2 Beds
  • 2 Baths
  • 1,803 Sq Ft

  145 Regency Dr, Fishkill, NY 12524

  This is your opportunity to enjoy comfort, style and luxury at THE REGENCY AT FISHKIL 55+ Luxury Community. Even better, experiencing all that in the largest, most comfortable end-unit, known as the BANNERMAN MODEL in the community. This is a 2-bedroom with Den as a potential 3rd BR or Office and 2 full baths. Elegant master suite w/sitting area, with custom-built walk-in closet and a very large

  Edwin Dalley Realty Center Hudson Valley

  145 Regency Dr, Fishkill, NY 12524
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  /31

  $275,000

  • 3 Beds
  • 1 Bath
  • 1,653 Sq Ft

  14 Old Route 55, Pawling, NY 12564

  FULLY Available! Welcome home to this historic and charming 3 bedroom, 1 bathroom beauty located above a stunning stream in the heart of Pawling. This beautifully antique home offers a rare blend of historic character and contemporary updates. Walk into the welcoming sunroom with plenty of natural light that opens up to a cozy living room featuring a wood burning fireplace and French doors that

  Ronald Green KW MidHudson

  14 Old Route 55, Pawling, NY 12564
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  /37

  $575,000

  • 4 Beds
  • 2.5 Baths
  • 2,580 Sq Ft

  143 Ryan Rd, Pine Plains, NY 12567

  This 4 Bedroom, 2.5 Bath Classy Contemporary Colonial emulates "Pride of Ownership" and has so much to offer anyone looking for a turnkey home in a wonderful town. As you enter the airy Center Hall you will immediately fall in love with the gleaming Bamboo Floors that run abundantly through the whole home. Appreciate the Crown Molding that accentuates each room. Marvel at the lofty ceilings that

  Catherine Mondello Mondello Upstate Properties

  143 Ryan Rd, Pine Plains, NY 12567
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  /44

  $839,000

  • 3 Beds
  • 2.5 Baths
  • 3,218 Sq Ft

  114 Hudson Pointe Dr, Poughkeepsie, NY 12601

  Experience luxury riverfront living in this premier end-unit townhome at Hudson Pointe—one of the Hudson River’s most sought-after gated communities. Perfectly positioned for both northern and southern panoramic views, this rare offering showcases breathtaking sights of the river and surrounding mountains from every level.Designed for both elegance and comfort the spacious 4-level floor plan

  Michael Strutt BHHS Hudson Valley Properties

  114 Hudson Pointe Dr, Poughkeepsie, NY 12601
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  /13

  $199,999

  • 3 Beds
  • 1.5 Baths
  • 1,416 Sq Ft

  89 Smith St, Poughkeepsie, NY 12601

  If you're up to it, here's your chance to make this your new home...or use it as an investment opportunity. The pipes burst and there was water damage, but all the ripping out has been done. You can just restore it to your vision. It has so much potential with 3 good sized bedrooms, and a walk up attic. The kitchen is large enough to make it an eat-in...or just use the dining area next to it.

  Donna Tiffany EXIT REALTY CONNECTIONS

  89 Smith St, Poughkeepsie, NY 12601
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  /17

  $295,000

  • 2 Beds
  • 3 Baths
  • 1,728 Sq Ft

  46 Myrtle Ave, Pine Plains, NY 12567

  Check out this charming two family home in the Town of Pine Plains. Live in one unit and keep the other unit rented OR rent out the entire building. One unit was recently updated. Separate utilities and each unit has its own driveway and storage shed. Covered porch, screened-in porch, large backyard. Convenient location, walk to shops & local attractions.

  Susan Whalen George T Whalen Real Estate

  46 Myrtle Ave, Pine Plains, NY 12567
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  /36

  $395,000

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft

  96 Old Post Rd N, Red Hook, NY 12571

  Step into a home that radiates character and comfort. This move-in ready property seamlessly blends vintage charm—think exposed wooden beams and warm textures—with modern updates designed for everyday living. The open-concept kitchen features a central island and contemporary finishes, making it a natural hub for entertaining. It flows effortlessly into a welcoming dining area and a cozy living

  Leigh Bahnatka BHHS Hudson Valley Properties

  96 Old Post Rd N, Red Hook, NY 12571
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  /23

  $110,000

  • 3 Beds
  • 2 Baths
  • 1,288 Sq Ft

  151 Scott Dr, Dover Plains, NY 12522

  Beautiful Home in the Tally Ho Senior Community!Nestled on a premium lot, this charming and spacious home offers comfortable living in the desirable Tally Ho 55+ community. Step into the bright and open living room, dining area, and kitchen, all featuring vaulted ceilings that enhance the sense of space and light. The large kitchen is a chef’s dream, boasting abundant cabinetry and

  Blake Michaud Serhant LLC

  151 Scott Dr, Dover Plains, NY 12522
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  /50

  $975,000

  • 4 Beds
  • 3.5 Baths
  • 4,200 Sq Ft

  6 Old Town Rd, Beacon, NY 12508

  Attention to detail is an understatement when it comes to this 4200 square foot, meticulously maintained extended one family Colonial style home. The main part of this beauty has 3 bedrooms, 2.5 baths with an office and the lower section has an extended one bedroom with living room, bath, kitchen and walk out for separate entrance. Enjoy the peace and serenity of the creek across the street

  Monica Whitney Exit Realty Connections

  6 Old Town Rd, Beacon, NY 12508
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  /32

  $725,000

  • 3 Beds
  • 2.5 Baths
  • 1,600 Sq Ft

  216 Starbarrack Rd, Red Hook, NY 12571

  MOTIVATED OWNER WANTS TO SELL BEFORE THE SNOW FLIES! OWN YOUR OWN PRIVATE HILLTOP! Situated up high on 3.4 acres, this idyllic retreat is enhanced by a wonderful blend of woods in the front and a serene, landscaped meadow in the back. The focal point of the home is the skillful post & beam construction enhanced by attractive wood ceilings, chestnut flooring, and oversized windows. Featured are a

  Elizabeth Barrett Dachs Chris Barrett Realty

  216 Starbarrack Rd, Red Hook, NY 12571
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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
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  /36

  $675,000

  • 4 Beds
  • 2.5 Baths
  • 2,278 Sq Ft

  75 Hornbeck Rd, Poughkeepsie, NY 12603

  Privately situated at the end of a long driveway is this wonderful Colonial home on 7+ acres with an in-ground swimming pool and within the highly sought after Arlington School District. The classic center hall entry is grand, anchored by a dramatic staircase and flanked by beautiful rooms for entertaining; a spacious living room and formal dining room. A large, eat-in kitchen boasts stainless

  Susan Whalen George T Whalen Real Estate

  75 Hornbeck Rd, Poughkeepsie, NY 12603
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  /40

  $699,900

  • 5 Beds
  • 3.5 Baths
  • 3,640 Sq Ft

  181 Union St, Poughkeepsie, NY 12601

  Historic Elegance in the Heart of PoughkeepsieStep back in time while enjoying generous modern living in thisremarkable 1880 single-family home, nestled within the PoughkeepsieHistoric District. Offering an impressive 3,640 sq/ft of living space, thisstately residence features 5 spacious bedrooms and 3 full bathrooms,ideal for both comfortable family living and elegant

  Randy Florke Rural Connection Inc.

  181 Union St, Poughkeepsie, NY 12601
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  /20

  $325,000

  • 3 Beds
  • 2 Baths

  107 Creamery Rd, Stanfordville, NY 12581

  Opportunity awaits in Stanfordville! This legal 3 family home offers great potential. The property features a 2 bed, 1 bath unit on the second floor, a spacious 1 bed, 1 bath unit on the main level, and a studio apartment in the walk out basement. Situated on a quaint country road with plenty of off-street parking, this is an ideal investment or owner occupied opportunity.

  Carol Mahoney Real Broker NY LLC

  107 Creamery Rd, Stanfordville, NY 12581
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  /31

  $949,000

  • 3 Beds
  • 2.5 Baths
  • 1,500 Sq Ft

  59 S Parsonage St, Rhinebeck, NY 12572

  Introducing the Four Square House, a charming 1926 home restored with modern conveniences and historic appeal. The Four Square House is located on South Parsonage Street in the Village of Rhinebeck, within easy walking distance of all the village has to offer as well as the schools. Upon stepping into the house from an updated custom mahogany porch and through the original wood front

  Lorraine Little LITTLE LORRAINE ML

  59 S Parsonage St, Rhinebeck, NY 12572
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  /46

  $650,000

  • 3 Beds
  • 3 Baths
  • 1,640 Sq Ft

  85 Harmony Hill Rd, Pawling, NY 12564

  This charming fully remodeled, bright, and sunny ranch—featuring 3 bedrooms, 3 full bathrooms, and 2.90 acres of land. Prepare meals in the beautiful new kitchen, complete with custom cabinets, LG appliances, and quartz countertops. Relax in the family room beside the gorgeous stone fireplace. From there, step out onto the lovely wood deck and savor your morning coffee surrounded by

  Mary Craig Coldwell Banker Realty

  85 Harmony Hill Rd, Pawling, NY 12564
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  /41

  $735,000

  • 4 Beds
  • 3 Baths
  • 2,698 Sq Ft

  207 E Hook Rd, Hopewell Junction, NY 12533

  Serene Country Living with a Stylish Metro Vibe - Welcome to this one-of-a-kind country retreat—expertly updated by its original (and only) owner, and filled with thoughtful upgrades, custom craftsmanship, and refined design throughout. Bright and airy by day, this home transforms at night into a warm, inviting haven thanks to extensive built-in, multi-fixture lighting. Step inside to a spacious

  William Pugh Houlihan Lawrence Inc.

  207 E Hook Rd, Hopewell Junction, NY 12533
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  /47

  $385,000

  • 3 Beds
  • 1.5 Baths
  • 2,992 Sq Ft

  1675 Main St, Pleasant Valley, NY 12569

  Discover this charming home with endless potential in the heart of Pleasant Valley, Dutchess County. This beautiful colonial-style residence offers timeless character, natural serenity, and a true indoor-outdoor lifestyle. With direct access to a tranquil creek from your backyard, this over 2,900 square feet home is perfect for unwinding in nature, listening to the soothing sounds of the water,

  Christopher Ferraro RE/MAX Town & Country

  1675 Main St, Pleasant Valley, NY 12569
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  /31

  $2,495,000

  • 6 Beds
  • 5 Baths
  • 3,352 Sq Ft

  729 Cold Spring Rd Unit 731, Stanfordville, NY 12581

  A Storied 1798 Farmhouse Between Millbrook & RhinebeckSet at the end of a long, graceful gravel drive and surrounded by large estates and protected land, The George is a timeless 1798 farmhouse quietly nestled on 7.2 serene acres in the heart of the Hudson Valley. Beautifully framed by towering old-growth trees, gently rolling lawns, and a freshwater pond, this historic property offers a

  DOMINIQUE SHUMINOV William Pitt Sothebys Int Rlty

  729 Cold Spring Rd Unit 731, Stanfordville, NY 12581
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  /31

  $665,000

  • 3 Beds
  • 4 Baths
  • 3,633 Sq Ft

  30 Eddy Rd, Verbank, NY 12585

  Welcome to 30 Eddy Road, a stunning contemporary residence nestled on a generous 1.17-acre lot in the serene Town of Union Vale. This meticulously maintained home boasts gleaming hardwood floors throughout, creating a warm and inviting atmosphere from the moment you step inside.The open-concept living and dining areas feature soaring ceilings accented by rustic wooden beams and expansive

  Robert Chiappone Century 21 Hire Realty

  30 Eddy Rd, Verbank, NY 12585
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  /21

  $1,275,000

  • 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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  /25

  $315,000

  • 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
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  /30

  $545,000

  • 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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  /64

  $269,900

  • 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
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  /13

  $4,950,000

  • 3 Beds
  • 2 Baths
  • 5,000 Sq Ft

  3362 New York 199, Pine Plains, NY 12567

  To-Be-Built Luxury Estate with Infinity Pool & Panoramic Catskill Views – Pine Plains, NY. Elevated high above the valley floor with sweeping, unobstructed Catskill Mountain views, this to-be-built custom estate is a rare opportunity in the heart of the Hudson Valley. Set on an extraordinary piece of land—offering total privacy and dramatic natural beauty—this 5,000+ square foot

  Michael Lund Corcoran Country Living

  3362 New York 199, Pine Plains, NY 12567
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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

  $729,999

  • 4 Beds
  • 4.5 Baths
  • 3,650 Sq Ft

  225 Bedford Ln, Fishkill, NY 12524

  Experience the ultimate blend of tranquility and convenience in this stunningly renovated colonial, perfectly situated at the end of a quiet, dead-end road. Just one mile from the charming Village of Fishkill, I-84, and Beacon, this incredible property offers the perfect balance of seclusion and accessibility. As you step inside, you'll be greeted by the warmth and sophistication of the brand-new

  David Gaudio Houlihan Lawrence Inc.

  225 Bedford Ln, Fishkill, NY 12524
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  /36

  $699,000

  • 5 Beds
  • 4 Baths
  • 3,384 Sq Ft

  83-85 Old Post Rd, Staatsburg, NY 12580

  A great 3-family property in the heart of Staatsburg offering strong rental income and versatile living options. The main home features over 2,000 sqft with 3 bedrooms and 2 bathrooms. A detached second home features two private 1-bedroom, 1-bath units, ideal for maximizing rental income or accommodating extended family with ease. Each unit has its own entrance, creating privacy and flexibility

  STEVEN WROBEL JR. Serhant LLC

  83-85 Old Post Rd, Staatsburg, NY 12580
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  /18

  $399,000

  • 4 Beds
  • 2 Baths
  • 2,425 Sq Ft

  231 Myers Corners Rd, Wappingers Falls, NY 12590

  Welcome to 231 Meyers Corners Rd, an incredible opportunity in the heart of Wappingers Falls! This spacious single-family home offers great bones and endless potential for the buyer with vision. Featuring a flexible layout, generous room sizes, and a full basement, this property is ideal for those looking to create their dream space.Nestled on a sizable lot with mature trees, the exterior

  Loretta Wolff NexLvl Real Estate Inc.

  231 Myers Corners Rd, Wappingers Falls, NY 12590

Showing Results 561 - 600, Page 15 of 18