Dutchess County NY Homes for Sale with Basement

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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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  /42

  $649,900

  • 4 Beds
  • 2 Baths
  • 2,450 Sq Ft

  4 Railroad Ave, Staatsburg, NY 12580

  Step back in time with this beautifully preserved Victorian home located in the charming hamlet of Staatsburg. Offering over 2,400 square feet of living space, this elegant residence combines timeless architectural details with modern comfort. Owner occupied Airbnb, this property offers an excellent opportunity for those seeking an income-producing investment or a full-time residence with

  Sharon Farley Corcoran Country Living

  4 Railroad Ave, Staatsburg, NY 12580
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  /47

  $532,500

  • 2 Beds
  • 2 Baths
  • 1,550 Sq Ft

  2 Haggerty Hill Rd, Rhinebeck, NY 12572

  Impeccable, Move-In Ready Home on Over 3 Magical Acres Bathed in natural light and surrounded by natural beauty, this stunning 2-bedroom home is the perfect blend of charm, comfort, and ease. This impeccably maintained home is truly move-in ready—no updates or work needed for years to come. From the moment you step inside, you'll be greeted by an abundance of natural light pouring in through the

  MARIE MONROE BHHS Hudson Valley Properties

  2 Haggerty Hill Rd, Rhinebeck, NY 12572
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  /44

  $619,000

  • 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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  /22

  $315,000

  • 3 Beds
  • 1 Bath
  • 1,440 Sq Ft

  84 North Rd, Red Hook, NY 12571

  Early 1800s Colonial loved and enjoyed by same family for over 60 years. Looking for a visionary person to restore to former glory. Many original details still intact include hand hewn beams, wide board floors, cobble fireplace in Living room etc. 3 plus Bedrooms, 1 Full Bath with possible 2nd on upper level. Large country Kitchen, Formal Dining Room with Woodstove Hook Up and access to massive

  Catherine Mondello Mondello Upstate Properties

  84 North Rd, Red Hook, NY 12571
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  /41

  $680,000

  • 3 Beds
  • 2 Baths
  • 2,315 Sq Ft

  28 Clinton Corners Rd, Salt Point, NY 12578

  Welcome to this hidden gem in scenic Dutchess County! This 14+ acre property offers the privacy so many buyers are looking for, with a home featuring an open concept floor plan. The light-filled home offers a spacious kitchen, a living room with a stone fireplace, a dining area, and a lovely sunroom. Large windows throughout and walls of glass doors open to the extensive patios that overlook the

  Susan Whalen George T Whalen Real Estate

  28 Clinton Corners Rd, Salt Point, NY 12578
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  /27

  $495,000

  • 3 Beds
  • 2 Baths
  • 1,596 Sq Ft

  34 Raker Rd, Poughkeepsie, NY 12603

  Welcome to this well-maintained 3 bedroom, 2 full bath raised ranch nestled in a quiet neighborhood in Poughkeepsie’s desirable Spackenkill School District. This move-in ready home offers a perfect blend of comfort, space, and convenience ideal for families, first-time buyers, or anyone looking for a peaceful retreat with easy access to amenities.Upstairs, you’ll find a bright and airy living

  Ashley Bou KW MidHudson

  34 Raker Rd, Poughkeepsie, NY 12603
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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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  /47

  $459,000

  • 4 Beds
  • 2 Baths

  21 Lent St, Poughkeepsie, NY 12601

  BACK ON THE MARKET!!! Welcome to 21 Lent Street, a beautifully renovated two-family home in Poughkeepsie’s College Hill neighborhood offering turnkey living and excellent investment potential. Each spacious unit features two bedrooms and a full bath, brand-new kitchens, updated flooring, and modern finishes throughout. Recent upgrades include all-new siding, a new roof, updated plumbing and

  Hamar Clarke Clarke Realty & Associates LLC

  21 Lent St, Poughkeepsie, NY 12601
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  /3

  $575,900

  • 3 Beds
  • 2.5 Baths
  • 1,830 Sq Ft

  11 Church St, Hyde Park, NY 12538

  TO BE BUILT! Welcome to the Clark – a thoughtfully designed new construction home brought to you by LMD Homes. Nestled in the heart of charming Hyde Park, this home blends modern comfort with timeless style, and already includes a number of sought-after structural upgrades, all built into the price. Step inside and enjoy the open feel created by 9-foot ceilings on the first floor and an abundance

  Molly Roche eXp Realty

  11 Church St, Hyde Park, NY 12538
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  /4

  $270,000

  • 3 Beds
  • 1 Bath
  • 1,520 Sq Ft

  88 Velie Rd, Lagrangeville, NY 12540

  CALLING ALL INVESTORS!!! or BUYERS looking to build their dream home. Versatile 8.4-acre property with endless possibilities and potential for subdivision. This expansive parcel caters to a range of uses. Close to parkway, shops, schools and transportation. Featuring a stream at the back and privacy. The property includes a shed, septic, well, and electrical (not on). Hard work done. Ideal for a

  SUSAN GIGI RESTA Century 21 Alliance Realty Grp

  88 Velie Rd, Lagrangeville, NY 12540
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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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  /27

  $1,150,000

  • 4 Beds
  • 2.5 Baths
  • 3,000 Sq Ft

  46 Webster Coon Rd, Red Hook, NY 12571

  In the Upper Red Hook neighborhood that weaves provincial farmland and rural residences into a tight knit community, this listing at the end of a quiet cul de sac has every amenity. Built in 1989 and situated at the end of a very long, private driveway on 7.5 rolling, park like acres, this gothic revival has been updated for modern living and is a 3000 square foot 4 bedroom 2.5 bathroom home that

  Parker Meyer Four Seasons Sotheby's Int.

  46 Webster Coon Rd, Red Hook, NY 12571
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  /30

  $679,000

  • 6 Beds
  • 4 Baths
  • 3,983 Sq Ft

  2748 W Main St, Wappingers Falls, NY 12590

  Great investment opportunity. Mixed-use property with a small clothing store and two three-bedroom apartments. Each unit has three bedrooms and two bathrooms along with a kitchen, living room and dining room. The driveway is large enough for three cars. Close to transportation, stores, restaurants, and more.

  Emilexis Medina Houlihan Lawrence Inc.

  2748 W Main St, Wappingers Falls, NY 12590
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  /28

  $489,000

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

  96 Daley Rd, Poughkeepsie, NY 12603

  Step inside 96 Daley Road and soak in the abundance of natural light with large east-facing picture windows, which complement the beautiful hardwood floors throughout the open floor plan on the main level. To your left, a spacious living room leading to sliding glass doors that open up to the back patio and the lush, manicured backyard. To your right, the dining room, kitchen, and the first of

  WHITNEY HOSTETTER

  96 Daley Rd, Poughkeepsie, NY 12603
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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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  /47

  $320,000

  • 3 Beds
  • 1.5 Baths
  • 1,476 Sq Ft

  88 S Hamilton St, Poughkeepsie, NY 12601

  Step into timeless charm with this beautifully maintained 3-bedroom, 1.5 bath single family home in the heart of the Southside of Poughkeepsie. Built in 1850, this historic gem offers approximately 1500 sq feet of character and comfort, including stunning original wide-board hardwood floors that speak to its rich heritage. Inside, you'll find sunlit living spaces and a warm, inviting layout that

  Anne Negrin

  88 S Hamilton St, Poughkeepsie, NY 12601
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  /31

  $499,000

  • 4 Beds
  • 1.5 Baths
  • 1,296 Sq Ft

  27 Osborne Hill Rd, Wappingers Falls, NY 12590

  This four-bedroom, one-and-a-half-bath Cape Cod residence is currently available for purchase in the Town of Wappinger as a residential home, this property is commercial zoned, the house can be used as residential, this property offers unique opportunity to establish a business on the corner lot, Route 9 can be seen from this property. Although the property requires some renovations, it

  Nancy Young BHHS Hudson Valley Properties

  27 Osborne Hill Rd, Wappingers Falls, NY 12590
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  /18

  $449,900

  • 4 Beds
  • 3 Baths
  • 3,156 Sq Ft

  22 Old Mill Rd, Poughkeepsie, NY 12603

  A Rare Find! 24 hour notice, tenants, need confirmation. This large brick home needs work and is being sold "as-is"! Overlooking Wappingers Creek this wonderful brick cape has over 3100 sq ft of living space. Wonderful floor plan with large rooms, two kitchens, 2 living rooms one with fireplace, 3 baths plus family room. Possible accessory apartment, tax records include the apartment. Price

  ANITA CHESTER BHHS Hudson Valley Properties

  22 Old Mill Rd, Poughkeepsie, NY 12603
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  /14

  $319,000

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

  59 Windmill Rd, Poughkeepsie, NY 12601

  Back on market!Tastefully updated three bedroom end-unit townhome on a quiet cul d'sac in Hyde Park. Minutes from Marist College, Route 9, Culinary Institute, shopping, parks and more!New front balcony, new back deck and stairs, new refrigerator, new stove, new washer and dryer. All new plank flooring throughout all three levels. Updated inside and out! No HOA.

  Valerie Foster K. Fortuna Realty, Inc.

  59 Windmill Rd, Poughkeepsie, NY 12601
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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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  /31

  $1,750,000

  • 4 Beds
  • 2.5 Baths
  • 3,132 Sq Ft

  75 Mountain Ln, Beacon, NY 12508

  Tucked into a peaceful enclave, this stunning 4+ bedroom, 2.5-bathroom residence offers the perfect blend of privacy, comfort, and refined design—just minutes from the heart of Beacon.Set on over 3 acres bordering protected land, the property is enveloped by a lush canopy of trees, offering year-round natural beauty and a true sense of escape. Antique bluestone walkways, sourced directly from

  Paula Dowd BHHS Hudson Valley Properties

  75 Mountain Ln, Beacon, NY 12508
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  /45

  $795,000

  • 4 Beds
  • 2.5 Baths
  • 3,504 Sq Ft

  93 Widmer Rd, Wappingers Falls, NY 12590

  Built in 1788 this home is one of the original homes in Wappinger Falls. It has been stated that one of President George Washingtons friend built the original home. This has been a family owned property for some 62 years. Wide board floors are throughout as well as original beams. There is a total of 5 large fireplaces, including one in the basement. That fireplace was used for the preparation of

  Joan Sanford BHHS Hudson Valley Properties

  93 Widmer Rd, Wappingers Falls, NY 12590
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  /12

  $950,000

  • 5 Beds
  • 3 Baths
  • 3,684 Sq Ft

  38 Dartmouth Dr, Poughkeepsie, NY 12603

  The Grand Harley boasts an impressive first floor featuring a stunning open floor plan that offers enchanting views of the spacious great room and the inviting casual dining area, seamlessly extending to a desirable 16x20 TREX Deck—perfect for outdoor living. The well-appointed kitchen is a culinary dream, complete with a large center island and a breakfast bar that invites gatherings and casual

  David Bartolone Christie's Int. Real Estate

  38 Dartmouth Dr, Poughkeepsie, NY 12603
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  /30

  $699,000

  • 8 Beds
  • 4 Baths

  77 Academy St, Poughkeepsie, NY 12601

  Welcome to 77 Academy Street, a stately brick three-unit building located in Poughkeepsie’s historic Academy Street District. This beautifully maintained property features two spacious 3-bedroom apartments and one 2-bedroom unit, each offering a blend of classic charm and modern updates including hardwood floors, decorative fireplaces, and renovated kitchens. Just over a mile from the

  Hamar Clarke Clarke Realty & Associates LLC

  77 Academy St, Poughkeepsie, NY 12601
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  /8

  $399,000

  • 2 Beds
  • 2 Baths
  • 1,405 Sq Ft

  45 Delafield St, Poughkeepsie, NY 12601

  Two family duplex located in the City of Poughkeepsie, separate utilities. This brick structure has a one car garage with a cute rear yard and plenty of parking which is a big deal in this area. Come see this multi-family home. Please be kind to the tenants. Back on the market, fully available!

  Kimberlee Markarian BHHS Hudson Valley Properties

  45 Delafield St, Poughkeepsie, NY 12601
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  /4

  $894,900

  • 3 Beds
  • 2.5 Baths
  • 2,408 Sq Ft

  57 Townsend St, Beacon, NY 12508

  This custom-designed colonial is under construction in the Beacon Knoll community in Beacon, NY. Featuring Energy Efficient High Performance construction, this home offers a dramatic two story entry foyer, a fabulous chef's kitchen with spacious center island, a private study on the first level, a sunlit living room with coffered ceiling and a formal dining room. Upstairs you will find a

  TINA TOWNSEND BHHS Hudson Valley Properties

  57 Townsend St, Beacon, NY 12508
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  /47

  $649,000

  • 3 Beds
  • 2 Baths
  • 1,716 Sq Ft

  70 Barmore Rd, Lagrangeville, NY 12540

  Idyllic views of Horses and Picket Fences, This Quintessential Circa 1796 Farmhouse is located on a bucolic country road in The Hudson Valley. Enjoy the covered front porch and breathe in the peace and tranquility that this 10.80 acre parcel has to offer along with gardens, walking trails and two large barns. Both barns have two stories, the larger one was for cows the other for chickens. This

  LORIE KUPETZ Exit Realty Connections

  70 Barmore Rd, Lagrangeville, NY 12540
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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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  /39

  $659,000

  • 4 Beds
  • 4 Baths
  • 2,712 Sq Ft

  108 Beyer Dr, Poughquag, NY 12570

  Motivated Seller! Make an offer and move right in to this sun-filled and spacious 4 bedroom, 4 bath home on a quiet country road with breathtaking mountain views. Designed for comfortable living and entertaining this home features a chefs kitchen, formal dining room, formal den and large family room with vaulted ceilings and a fireplace. The bonus sunroom allows you to enjoy the sweeping views in

  Greta Ferrari Keller Williams Hudson Valley

  108 Beyer Dr, Poughquag, NY 12570
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  /26

  $1,750,000

  • 6 Beds
  • 3.5 Baths
  • 4,248 Sq Ft

  11 Brown Rd, Pleasant Valley, NY 12569

  Step back in time without sacrificing modern comforts in this rare, historic brick farmhouse estate, originally built in the 1760s by early settler Sarah Tobias Newcomb. Rich in Revolutionary War-era history, this extraordinary property tells a story few homes can: Sarah famously sent cheese from her dairy to George Washington's encampment nearby. Over the years, the home has flown both British

  Daniel Colomban Skyler Realty LLC

  11 Brown Rd, Pleasant Valley, NY 12569
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  /15

  $369,000

  • 4 Beds
  • 3 Baths
  • 1,560 Sq Ft

  75 Midway Ave, Amenia, NY 12501

  SUBSTANTIAL PRICE IMPROVEMENT!! Welcome to a peaceful country retreat in the heart of Amenia, NY. This spacious 4 bedroom, 3 full bath ranch home offers the perfect blend of comfort & privacy nestled in a quiet, rural neighborhood. Enter to a natural light filled LR/DR area with a cozy fireplace, and hardwood floors throughout most of the house. Kitchen is small & in need of updating, but there

  Karen Grimaldi William Pitt Sotheby's Int'l

  75 Midway Ave, Amenia, NY 12501
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  /31

  $1,295,000

  • 3 Beds
  • 2.5 Baths
  • 2,900 Sq Ft

  334 Lake Dr, Rhinebeck, NY 12572

  Did someone say"I want a New House", Well its arrived... Don't miss the charming surprisingly expansive and yet still cozy cottage, As you open the front door you are greeted by an expansive open floor plan. Looking from the front door through the Great Room the lush greenbelt greets your eyes! In between the view line and the front door the magic happened. Completely renovated from the walls in,

  Brian Woolsey BHHS Hudson Valley Properties

  334 Lake Dr, Rhinebeck, NY 12572
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  /38

  $875,000

  • 4 Beds
  • 1.5 Baths
  • 2,709 Sq Ft

  7668 Route 82, Pine Plains, NY 12567

  Looking for a property that offers an opportunity for a homestead lifestyle in the Hudson Valley? Situated in the Town of Pine Plains, this early colonial farmhouse is now offered for sale on 15+ acres. Appointed with wide-plank floors, the main level features sun-lit, well-proportioned rooms. On the second floor, there is a primary bedroom with a dressing room, 3 additional bedrooms, an office,

  Susan Whalen George T Whalen Real Estate

  7668 Route 82, Pine Plains, NY 12567
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  /30

  $125,000

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

  22 Beilke Rd, Millerton, NY 12546

  Investor’s Dream in Millerton – Prime Location with Endless Potential!Nestled just outside the charming Village of Millerton, this single-family residence offers a rare opportunity for investors, builders, or handy homeowners. In need of TLC, this property is brimming with potential and ready to be transformed into the perfect country getaway or income-generating asset.Enjoy the serenity

  Samantha Davis BHHS Hudson Valley Properties

  22 Beilke Rd, Millerton, NY 12546
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  /15

  $1,650,000

  • 3 Beds
  • 2.5 Baths
  • 2,400 Sq Ft

  5 Chelsea Rd, Wappingers Falls, NY 12590

  Chelsea Retreat – Where Quiet Luxury Meets the Hudson Chelsea Retreat is a distinctive subdivision of luxury homes, designed to elevate your everyday life. Whether you're seeking a serene full-time residence or an elegant weekend escape, luxury awaits you. Set along the majestic Hudson River, Chelsea Retreat offers access to peaceful water views, scenic nature trails, and wooded paths perfect for

  Michael Lund Corcoran Country Living

  5 Chelsea Rd, Wappingers Falls, NY 12590
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  /51

  $19,995,000

  • 7 Beds
  • 9 Baths
  • 12,659 Sq Ft

  309 Woodstock Rd, Millbrook, NY 12545

  Presenting Canoe Hill, a remarkable 63-acre estate and vineyard in the heart of Millbrook, New York. This extraordinary property stands as a testament to architectural evolution, where a storied mid-1700s colonial core has been thoughtfully expanded to create a remarkable 12,650 SF main residence that seamlessly marries Colonial, Georgian and Greek Revival influences. Two significant expansions,

  Jason Karadus Corcoran Country Living

  309 Woodstock Rd, Millbrook, NY 12545
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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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  /11

  $3,495,000

  • 4 Beds
  • 3.5 Baths
  • 3,635 Sq Ft

  505 Pumpkin Ln, Clinton Corners, NY 12514

  (To Be Built) A one of a kind property, Fieldhouse is sited on a gently rolling 10 acre property with quintessential Hudson Valley views. Open skies abound in this picturesque pastoral setting. Inspiration for the architectural form of the residence comes from the property’s stunning pasture views, complete with distant Catskills peaks, in counterpoint to the surrounding woodland backdrop.

  DOUG MAXWELL Upstate Modernist

  505 Pumpkin Ln, Clinton Corners, NY 12514
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  /18

  $309,000

  • 2 Beds
  • 2 Baths

  13 Hooker Ave, Poughkeepsie, NY 12601

  Charming duplex located on Poughkeepsie's South Side, this home is just steps from parks, schools, and local shops. Easy access to Route 9, I-84, and Metro-North for commuters.Perfect for rental income or off set your mortgage by living in one unit while renting the other!

  Kali Markowski K. Fortuna Realty, Inc.

  13 Hooker Ave, Poughkeepsie, NY 12601

Showing Results 361 - 400, Page 10 of 12