Dutchess County NY Homes for Sale with Pool

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  /39

  $565,375

  • 3 Beds
  • 2 Baths
  • 1,648 Sq Ft

  50 Cunningham Ln, Poughquag, NY 12570

  Sitting beautifully on 1.33 acre of a park-like property in the Town of Beekman you will find 50 Cunningham Lane offering the perfect balance of comfort, style, and functionality. This beautifully maintained home features a bright and expansive kitchen with stainless steel appliances, granite countertops, a bar-stool counter, ample cabinetry, and a stylish backsplash — ideal for cooking, dining,

  Beatrice Dorlean-Cornet BHHS Hudson Valley Properties

  50 Cunningham Ln, Poughquag, NY 12570
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  /20

  $149,000

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft

  160 Academy St Unit 10N, Poughkeepsie, NY 12601

  Well maintained and tastefully improved tenth floor unit in Executive Towers, a high rise building with doorman service minutes from Route 9, shopping, hospitals, train, colleges and Poughkeepsie waterfront. Kitchen & bathroom w/cherry cabinetry & granite counters. Well proportioned living room/dining room combo makes this unit ideal for entertaining. Balcony with incredible sunrises for outdoor

  Dan Axtmann BHHS Hudson Valley Properties

  160 Academy St Unit 10N, Poughkeepsie, NY 12601
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  /48

  $699,000

  • 4 Beds
  • 3.5 Baths
  • 4,208 Sq Ft

  19 Ridgeview Rd, Poughkeepsie, NY 12603

  Nestled in complete privacy on 3.25 acres and surrounded by nature, this extraordinary mid-century modern home offers some of the most spectacular views you’ll find anywhere in the Hudson Valley. Designed to embrace light, space, and scenery, this 4 bedroom, 3.5 bath retreat perfectly blends timeless architecture with modern comfort. Gleaming hardwood floors and beamed ceilings highlight the

  Jennifer Amicucci

  19 Ridgeview Rd, Poughkeepsie, NY 12603
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  /22

  $923,500

  • 3 Beds
  • 2.5 Baths
  • 2,428 Sq Ft

  80 Rudd Pond Rd, Millerton, NY 12546

  Beautiful Ranch with Scenic Country Views and Exceptional Accessibility Set on a picturesque open parcel with sweeping views of rolling country hills, this impeccably maintained ranch-style home offers both comfort and convenience in a serene setting. The spacious, single-level layout features three bedrooms, three full bathrooms, an office and thoughtfully designed for easy living. Step inside

  Jonathan Scarinzi Elyse Harney Real Estate

  80 Rudd Pond Rd, Millerton, NY 12546
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  /50

  $4,500,000

  • 6 Beds
  • 5.5 Baths
  • 4,546 Sq Ft

  926 Turkey Hill Rd, Red Hook, NY 12571

  Nearly 30 secluded acres of rolling meadows and woodlands unfold into breathtaking panoramic views of the Catskill Mountains. This is a place to slow down and reconnect. Reminiscent of the Adirondack Great Lodges, this home is a masterful blend of rustic elegance and timeless craftsmanship. Soaring, strap-and-beam ceilings create a dramatic sense of space, while a custom-crafted staircase and a

  Harry Hill Houlihan Lawrence Inc.

  926 Turkey Hill Rd, Red Hook, NY 12571
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  /44

  $589,900

  • 4 Beds
  • 3 Baths
  • 2,350 Sq Ft

  35 Rapalje Rd, Fishkill, NY 12524

  Welcome to 35 Rapalje Rd- A Charming Village Retreat Nestled in Fishkill. Discover the perfect blend of character, comfort, and location. With its classic cape-style design, this home has been completely renovated while retaining its vintage charm with no expense spared. 1st floor bedroom with a full bathroom is just one of its many attributes. Upstairs has 3 additional bedrooms and two full

  Owais Khan OXM Realty Group LLC

  35 Rapalje Rd, Fishkill, NY 12524
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  /42

  $11,200,000

  • 8 Beds
  • 6 Baths
  • 8,280 Sq Ft

  40 Morton Rd, Rhinebeck, NY 12572

  Stonecrest on the Hudson is a stunningly designed home on 16 inspiringly landscaped acres with extensive views of the river and the Catskills. A creation of stone, metal, and glass, the home, though imposing, inhabits its environment with seamless grace and is curated for comfort and meditative living. Many exquisite features make Stonecrest one-of-a-kind, impossible to duplicate. Upon approach,

  Jill Rose Houlihan Lawrence Inc.

  40 Morton Rd, Rhinebeck, NY 12572
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  /34

  $89,000

  • 2 Beds
  • 1 Bath
  • 860 Sq Ft

  191 Sylvan Lake Rd Unit 30, Hopewell Junction, NY 12533

  Do not wait, this freshly updated cabin will NOT last. This seasonal home, managed from April-November, makes a great destination for 'snowbirds' or locals looking to find some peace outside of the big city. This open concept home boasts many updates including new floors, freshly paint walls, new kitchen/cabinets/farmhouse sink, new plumbing, electrical panel, new lighting and more. Enter the

  RYAN SCHWARZ

  191 Sylvan Lake Rd Unit 30, Hopewell Junction, NY 12533
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  /16

  $550,000

  • 3 Beds
  • 1.5 Baths
  • 1,170 Sq Ft

  25 Orchard Dr, Wappingers Falls, NY 12590

  Pool area (enclosed by fence), garage.

  Jose Abeijon Irene G. DaSilva Real Estate

  25 Orchard Dr, Wappingers Falls, NY 12590
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  /25

  $469,000

  • 2 Beds
  • 2.5 Baths
  • 2,200 Sq Ft

  303 Bridgeview Dr, Poughkeepsie, NY 12601

  Live the good life in one of Poughkeepsie's most sought after communities. Hudson Pointe overlooks the majestic Hudson River and the Mid-Hudson Bridge. With state of the art medical care, great shopping and fantastic dining options all close by what more could one ask for? This home features 2 generously sized bedrooms and two renovated full baths along with a powder room. The kitchen is fully

  Daniel Balassone VYLLA Home

  303 Bridgeview Dr, Poughkeepsie, NY 12601
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  /50

  $1,399,999

  • 6 Beds
  • 4.5 Baths
  • 4,200 Sq Ft

  57 Cedar Berry Ln, Dover Plains, NY 12522

  Just 90 miles from New York City, at the end of a winding, tree-lined drive, a world unfolds where time slows down, and life takes on a different rhythm. This is the Hudson Valley escape you’ve been waiting for. A custom-built home with detached workshop on nearly five private acres, where every detail was designed to bring comfort, inspiration, and beauty into daily living. The moment you

  Lindsay Stevens eXp Realty

  57 Cedar Berry Ln, Dover Plains, NY 12522
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  /30

  $315,000

  • 1 Bed
  • 1 Bath
  • 770 Sq Ft

  201 Commons Way, Fishkill, NY 12524

  Welcome to 201 Commons Way Unit E, located in Fishkill’s desirable Commons community. Currently tenant-occupied with a lease through June 2026, this property provides immediate rental income with the lease transferring to the new owner. Interior highlights include large windows with abundant natural light, an updated kitchen with newer appliances, a new sliding glass door, and a private

  Michele Marina Atlantica East Associates LLC

  201 Commons Way, Fishkill, NY 12524
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  /44

  $1,450,000

  • 4 Beds
  • 4.5 Baths
  • 3,325 Sq Ft

  26 Curry Ln, Hyde Park, NY 12538

  Hudson Valley meets Napa Valley! Find stillness and peace as you enter this beautifully designed home sited on one of Hyde Park's premier roads for expansive Hudson River views. Discreetly tucked away, this charming 1920s cottage was recently renovated, with contemporary design elements and a stylish addition. As you walk through the front door, the river welcomes you from the windowed French

  E. ELIZABETH PETERS Corcoran Country Living

  26 Curry Ln, Hyde Park, NY 12538
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  /50

  $11,750,000

  • 5 Beds
  • 6 Baths
  • 9,684 Sq Ft

  147 Moadock Rd, Millerton, NY 12546

  Exquisite Shekomeko Estate with Panoramic Catskill Mountain views. Nestled on 50 private acres in the heart of the Hudson Valley, this country estate offers timeless sophistication, refined comfort, and breathtaking views of the Catskills. Designed by architect Jimmy Crisp and completed in 2004, the residence spans over 9,684 finished square feet of thoughtfully curated living space. A tree-lined

  PAULA REDMOND Corcoran Country Living

  147 Moadock Rd, Millerton, NY 12546
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  /50

  $5,500,000

  • 4 Beds
  • 5.5 Baths
  • 6,244 Sq Ft

  3585 Route 82, Millbrook, NY 12545

  Welcome to Sunset Ridge Farm. A discreet tree-lined drive with expansive views of two aerated ponds and rolling hills leads to this breathtaking modern farmhouse estate. Set on 10 exquisitely manicured acres with mountain vistas, a heated in-ground pool, spa, and gardens reminiscent of the English countryside, 3585 Route 82 is a truly rare offering — a perfect full-time residence or refined

  Jordan Vaccaro Serhant LLC

  3585 Route 82, Millbrook, NY 12545
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  /34

  $68,500

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  191 Sylvan Lake Rd Unit 16, Hopewell Junction, NY 12533

  Motivated seller looking to make a deal before November 1! Come check out this fully furnished 1-bed, 1-bath seasonal cottage (May 1- November 1). Enter into a large and inviting deck and adjoining sunroom with relaxing mountain and wooded views. Continue to the interior of the home which boasts an open concept living room/kitchen with breakfast nook, updated kitchen cabinets and vinyl plank

  RYAN SCHWARZ

  191 Sylvan Lake Rd Unit 16, Hopewell Junction, NY 12533
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  /39

  $659,000

  • 3 Beds
  • 2.5 Baths
  • 2,583 Sq Ft

  417 Vassar Place, Fishkill, NY 12524

  meticulously maintained, 3 Bedroom, 2.5 Bath, Colonial Condo in the prestigious Toll Bros Van Wyck Glen Community. Country Club-like Maintenance Free Living. First Level entry leads to Sitting Room, Dining room, walk around Kitchen w/Granite Tops, Stainless Steel Appliances, Natural Gas Cooking, Breakfast Area, Large Family Rm w Gas Fireplace, Private Office/Den, Half Bath, Laundry Room w/Washer

  Lisa Walden BHHS Hudson Valley Properties

  417 Vassar Place, Fishkill, NY 12524
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  /33

  $55,000

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  50 Glanhope Rd Unit 23, Hopewell Junction, NY 12533

  Find your getaway! Located in the beautiful Hudson Valley, this seasonal home with oversized screened porch and large bedroom can easily sleep even the extended family! Additional 150 Sq/Ft deck adds entertaining space. Glanhope Co-Op is a private community of seasonal homes that features a secure gated entry, beautiful inground pool, a great lawn, playground, basketball court, laundry on site

  RYAN SCHWARZ

  50 Glanhope Rd Unit 23, Hopewell Junction, NY 12533
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  /33

  $12,500,000

  • 5 Beds
  • 6.5 Baths
  • 6,054 Sq Ft

  129 W Meadow Ln, Millbrook, NY 12545

  Set in the hills above Millbrook, West Meadow is encircled as far as the eye can see by endless, heart-stopping views of the entire Hudson Valley. The house and pool sit on a beautifully landscaped plateau above a sloping lawn that gives way to a prolific cutting garden, rose beds, tennis court wrapped in wisteria vines, and groomed meadows. A fruit orchard and abundant vegetable garden enhance

  Candy Anderson Compass Greater NY, LLC

  129 W Meadow Ln, Millbrook, NY 12545
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  /37

  $11,250,000

  • 5 Beds
  • 7.5 Baths
  • 14,800 Sq Ft

  46 Ledgerock Ln, Hyde Park, NY 12538

  Ledgerock is a modern masterpiece by modernist architect, Lee Ledbetter and the only estate in the Hudson Valley that lies DIRECTLY on a bluff overlooking the Hudson River. Back on the market after undergoing significant infrastructure improvements and with significant price improvement, this one-of-a-kind estate on 9+ private acres offers the best Hudson River & Catskill Mountain views

  Jason Karadus Corcoran Country Living

  46 Ledgerock Ln, Hyde Park, NY 12538
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  /36

  $5,500,000

  • 7 Beds
  • 5 Baths
  • 6,019 Sq Ft

  20 Smithfield Way, Amenia, NY 12501

  Welcome to Smithfield Farms! Set on 53+ Bucolic acres in the heart of the Hudson Valley, Smithfield Farms is an exquisite estate, offering breathtaking, sweeping western views of the Smithfield Valley and the Catskill mountains. The centerpiece of the estate is a meticulously preserved 1790 Colonial main house with a stately brick exterior and a grand center hall. Inside, you will find four

  OLIVER BROWN Houlihan Lawrence Inc.

  20 Smithfield Way, Amenia, NY 12501
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  /2

  $550,000

  • 4 Beds
  • 2.5 Baths
  • 2,456 Sq Ft

  147 Mayfair Rd, Poughquag, NY 12570

  Four bedroom home, just waiting for your personal touch. Large family room with access to deck . Beautiful seasonal mountain views. Some updating and repairs needed which is reflected in the price. House has a above ground pool, but hasn't been opened in three years. Owner states pool pump may need some work. Some boards on deck need to be placed so owner is asking to not go on deck with all the

  Toni Scalici Asset Property Realty Services

  147 Mayfair Rd, Poughquag, NY 12570
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  /4

  $799,000 New Construction

  • 3 Beds
  • 3.5 Baths
  • 2,175 Sq Ft

  3503 Bennington Dr, Fishkill, NY 12524

  A soaring two-story foyer and inviting stairs lead to the Caufield's bright living level, complete with a spacious great room, dining room, and a casual dining area with desirable rear yard access. The well-appointed kitchen offers a generous center island with breakfast bar, wraparound counter and cabinet space, and a roomy pantry. Enhancing the serene primary bedroom suite is an ample walk-in

  Toll Brothers, Inc. Builder

  3503 Bennington Dr, Fishkill, NY 12524
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  /2

  $359,100

  • 5 Beds
  • 2.5 Baths
  • 2,714 Sq Ft

  34 Brookland Farms Rd, Poughkeepsie, NY 12601

  Auctioned Property. Situated in the community of Country Club Estates in the heart of the Town of Poughkeepsie, this large 5-bedroom, 2.5 bath, raised ranch home has 2,714 square feet of living space and sits on 17,424square foot lot. Property is sold "as is" with NO property disclosures, NO inspection reports, NO interior photos, NO lease in place, NO access- The seller does not represent or

  Neven Spralja REALHome Services & Solutions

  34 Brookland Farms Rd, Poughkeepsie, NY 12601

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