Dutchess, NY Homes

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  $89,900

  • Land
  • 5 Acres
  • $17,767 per Acre

  0 Sheldon Rd Unit KEY832601, Dover, NY 12594

  Sheldon Rd is a lovely area of natural beauty. Very peaceful and quiet, town maintained road. Zoned Residential. Off-the-Grid homes are acceptable. Property is lightly wooded with a pretty seasonal view. For Train Commuters, there are two nearby Metro-North Stations, Pawling and Wingdale. For outdoor lovers, you can go to Boyce Park, hike the Appalachian Trail, walk the Stone Church trail, more.

  Lisa Liffland McGrath Realty Inc

  0 Sheldon Rd Unit KEY832601, Dover, NY 12594
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  $600,000 Sold Mar 11, 2025

  • 1,556 Sq Ft
  • $386/SF
  • 236 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1977

  461 Chestnut Ridge Rd, Dover Plains, NY 12522

  Improved Pricing for the New Year! Nestled in the heart of Hudson Valley on 1.5 acres, this newly renovated A-Frame Chalet offers a perfect blend of modern design and tranquil charm. This property features 20-foot ceilings, 3 spacious bedrooms, 2 bathrooms, 2 kitchens (a full kitchen and an additional kitchenette), a wood burning fireplace, a two car carport with storage, and a swimming pool. The

  Emelisa Mendoza RE/MAX Town & Country

  461 Chestnut Ridge Rd, Dover Plains, NY 12522
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  Est $382,014 Not Listed For Sale

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

  45 Old Branch Rd, Wingdale, NY 12594

  45 Old Branch Rd, Wingdale, NY 12594
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  $135,000

  • 3 Beds
  • 1.5 Baths
  • 1,900 Sq Ft

  160 Holpsapple Rd Unit 52, Dover Plains, NY 12522

  Welcome to this charming 3-bedroom, 2-bathroom mobile home in Dover! Enjoy the open floor plan with a spacious living area, perfect for gatherings. The well-appointed kitchen offers ample storage, and the primary suite comes with a private bath for added comfort. With two additional bedrooms, this home is perfect for all! Located in a great community, close to local amenities and schools. Don't

  MICHAEL SANTARPIA K. Fortuna Realty, Inc.

  160 Holpsapple Rd Unit 52, Dover Plains, NY 12522
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  $480,000 Sold Mar 07, 2025

  • Land
  • 33 Acres
  • $14,427 per Acre

  • 130 Days On Market

  310-314 Dover Furnace Rd, Dover, NY 12522

  Welcome to your slice of paradise! This exceptional Board of Health Approved 33.27-acre property offers a rare opportunity for your dream estate. Situated in a serene countryside setting, the property features its own pond. The well is already drilled. The approval is for a 3BR home and can have additional rooms for a den/office. Already constructed is a massive 30x60 Pole Barn (1800 sq ft)

  Mark Snyder eXp Realty

  310-314 Dover Furnace Rd, Dover, NY 12522
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  Est $361,198 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 2,300 Sq Ft

  6606 Route 55, Wingdale, NY 12594

  6606 Route 55, Wingdale, NY 12594
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  /30

  $1,799,999

  • 2 Beds
  • 1 Bath
  • 1,600 Sq Ft

  165 Duell Hollow Rd, Wingdale, NY 12594

  Exceptional opportunity to acquire this contemporary masterpiece designed by renowned architect Allan Shope. Tucked away in the serene woods of Wingdale, this property spans 29.7 acres and boasts a substantial pond, once part of the historic Camp Sacajawea. The residence is positioned on a secluded, wooded parcel, offering breathtaking views of mountains and the tranquil pond making it an ideal

  Bianca D'Alesandro Serhant LLC

  165 Duell Hollow Rd, Wingdale, NY 12594
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  /16

  $700,000 Sold Mar 04, 2025

  • Land
  • 56 Acres
  • $12,518 per Acre

  • 106 Days On Market

  565 Poplar Hill Rd, Dover Plains, NY 12522

  Nestled in the picturesque Harlem Valley, this remarkable BOHA 55-plus acre property in Dover Plains boasts a rich history as part of Dutchess County farmland. With its expansive open fields and lush woodlands, the landscape offers stunning vistas and diverse topography, including level meadows and gently rolling woods. Multiple home sites provide the perfect opportunity for complete privacy,

  Michael Tellerday Houlihan Lawrence, Inc.

  565 Poplar Hill Rd, Dover Plains, NY 12522
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  Est $539,955 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,688 Sq Ft

  785 Berkshire Rd, Wingdale, NY 12594

  785 Berkshire Rd, Wingdale, NY 12594
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  /11

  $195,000

  • Land
  • 1.85 Acres
  • $105,405 per Acre

  0 New York 22, Dover Plains, NY 12522

  Located on Route 22 in the town of Dover Plains, this Eight-acre site consists of four lots: 1.66-acre(lot 1), 1.85-acre(lot 2),2.03-acre(lot 3), and 2.5-acre(lot 4) development sites. It is currently being re-zoned to Gateway Commercial (GC) by themunicipality. The purpose of the Gateway district is to encourage the development of a compatible mix of commercial, office,light retail, and

  Adam Hade Compass Greater NY, LLC

  0 New York 22, Dover Plains, NY 12522
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  $367,500 Sold Mar 04, 2025

  • 1,572 Sq Ft
  • $234/SF
  • 68 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1945

  27 Gobblers Knob Rd, Pawling, NY 12564

  Welcome home to this light and airy 4 Bedroom, 2 Bath Cape located on over 1 acre of level property. House sits on an expansive lot with mature plantings in a quiet and peaceful setting. Spend relaxing days on the deck or serene evenings on the rear enclosed screened in porch. Enter into an amazing living room with stone fireplace that is perfect for family gatherings. The kitchen opens into a

  Douglas McGowan Coldwell Banker Realty

  27 Gobblers Knob Rd, Pawling, NY 12564
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  Est $265,259 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 924 Sq Ft

  76 Old State Route 22, Wingdale, NY 12594

  76 Old State Route 22, Wingdale, NY 12594
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  /11

  $205,000

  • Land
  • 2.50 Acres
  • $82,000 per Acre

  0 New York 22, Dover Plains, NY 12522

  Located on Route 22 in the town of Dover Plains, this Eight-acre site consists of four lots: 1.66-acre(lot 1), 1.85-acre(lot 2),2.03-acre(lot 3), and 2.5-acre(lot 4) development sites. It is currently being re-zoned to Gateway Commercial (GC) by themunicipality. The purpose of the Gateway district is to encourage the development of a compatible mix of commercial, office,light retail, and

  Adam Hade Compass Greater NY, LLC

  0 New York 22, Dover Plains, NY 12522
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  $95,000 Sold Mar 03, 2025

  • 996 Sq Ft
  • $95/SF
  • 32 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1930

  107 Hutchinson Ave, Wingdale, NY 12594

  Looking for a great opportunity? Look no more! This property has tons of potential and is average in living space size for the neighborhood. It is located close to main roads with easy access to local amenities, such as shopping, banking, schools, and various eateries. Per our TAX/BPO describe the property as a MFR (2fam) built in 1930. It has a GLA of approx. 996 and has 2 bedroom and 2Baths,

  Neven Spralja REALHome Services & Solutions

  107 Hutchinson Ave, Wingdale, NY 12594
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  Est $403,460 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft

  68 Overlook Rd, Dover Plains, NY 12522

  68 Overlook Rd, Dover Plains, NY 12522
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  /11

  $190,000

  • Land
  • 1.66 Acres
  • $114,458 per Acre

  0 New York 22, Dover Plains, NY 12522

  Located on Route 22 in the town of Dover Plains, this Eight-acre site consists of four lots: 1.66-acre(lot 1), 1.85-acre(lot 2),2.03-acre(lot 3), and 2.5-acre(lot 4) development sites. It is currently being re-zoned to Gateway Commercial (GC) by themunicipality. The purpose of the Gateway district is to encourage the development of a compatible mix of commercial, office,light retail, and

  Adam Hade Compass Greater NY, LLC

  0 New York 22, Dover Plains, NY 12522
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  $420,000 Sold Feb 27, 2025

  • 1,554 Sq Ft
  • $270/SF
  • 47 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1988

  9 White Farm Rd, Wingdale, NY 12594

  Welcome to County Mill Estates, where this charming 3-bedroom, 2-bath raised ranch combines comfort and versatility. The country kitchen, outfitted with stainless steel appliances, opens onto a deck with lovely views of the expansive backyard. Adjacent to the kitchen, a cozy living room with a wood-burning fireplace offers the perfect retreat on chilly evenings. Down the hall, the primary

  Mark Boyland Keller Williams Realty Partner

  9 White Farm Rd, Wingdale, NY 12594
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  Est $390,270 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,236 Sq Ft

  132 Sheldon Rd, Wingdale, NY 12594

  132 Sheldon Rd, Wingdale, NY 12594
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  $119,000

  • Land
  • 13 Acres
  • $8,941 per Acre

  0 Cart Rd Unit KEY833895, Dover, NY 12522

  Nice wooded property with frontage on Cart Rd and 343. Ideal for camp or your hunting cabin. Beautiful view of the town. Priced to sell. 40+ acres also for sale, next to it.

  Graziano Tassone Tassone Realty Corp.

  0 Cart Rd Unit KEY833895, Dover, NY 12522
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  $405,000 Sold Feb 07, 2025

  • 1,572 Sq Ft
  • $258/SF
  • 21 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1965

  317 Dog Tail Corners Rd, Wingdale, NY 12594

  Unique opportunity to own this charming property with a rich history as a successful Community Supported Agriculture (CSA) farm! This peaceful, country home has 3 nicely sized bedrooms, 1.5 tastefully updated baths (main bath has radiant heated flooring) and lovely hardwood flooring throughout. From the moment you step inside, you’ll notice the amazing natural sunlight this home is enveloped

  Jennifer Amicucci

  317 Dog Tail Corners Rd, Wingdale, NY 12594
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  Est $452,370 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,313 Sq Ft

  9 Evan Rd, Dover Plains, NY 12522

  9 Evan Rd, Dover Plains, NY 12522
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  /2

  $119,000

  • Land
  • 13 Acres
  • $8,941 per Acre

  0 Cart Rd Unit KEYH6268558, Dover, NY 12522

  Nice wooded property with frontage on Cart Rd and 343. Ideal for camp or your hunting cabin. Beautiful view of the town. Priced to sell. 40+ acres also for sale, next to it.

  Graziano Tassone Tassone Realty Corp.

  0 Cart Rd Unit KEYH6268558, Dover, NY 12522
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  $610,000 Sold Feb 06, 2025

  • 2,240 Sq Ft
  • $272/SF
  • 31 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2006

  141 Dugway Dr, Pawling, NY 12564

  Beautiful four-bedroom, two-and-a-half-bathroom Colonial home nestled on a stunning 2.90-acre corner lot in Pawling Lake Estates, a private community with lake and beach access. Built in 2006, this home features an open floor plan with hardwood flooring throughout. The inviting country kitchen flows into the living room, highlighted by a gorgeous stone wood-burning fireplace. The main level also

  Joseph Kelley Houlihan Lawrence Inc.

  141 Dugway Dr, Pawling, NY 12564
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  Est $393,292 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,804 Sq Ft

  36 Evan Rd, Dover Plains, NY 12522

  36 Evan Rd, Dover Plains, NY 12522
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  /2

  $99,900

  • Land
  • 3.30 Acres
  • $30,273 per Acre

  Lot 7 Brookview Rd, Dover, NY 12522

  Located approximately 6.5 miles from the Village of Millbrook. Trains to New York City are available only 3.3 miles away at the Metro North Station in Dover Plains. Picturesque Stone Brook traverses the property. Ideal for your weekend or year-round dream home. Board of Health Approved and no fill required.

  Robert D Ferris R. Ferris Real Estate, LLC

  Lot 7 Brookview Rd, Dover, NY 12522
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  $65,000 Sold Feb 04, 2025

  • Land
  • 2.90 Acres
  • $22,414 per Acre

  • 571 Days On Market

  0 Lot 4 Overbrook Rd Unit ONEH6247326, Dover, NY 12522

  Private serene setting. Conveniently situated to the Village of Millbrook about 6.5 miles, Amenia within 10 miles, just over 12 miles to Kent, CT, and within 5 minutes to Metro North Train Station in Dover Village. BOHA and priced to sell. Private Road Maintenance Agreement is on file. Act Now!

  Robert D Ferris R. Ferris Real Estate, LLC

  0 Lot 4 Overbrook Rd Unit ONEH6247326, Dover, NY 12522
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  Est $474,411 Not Listed For Sale

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

  8 Jmae Cir, Dover Plains, NY 12522

  8 Jmae Cir, Dover Plains, NY 12522
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  /2

  $599,000

  • Land
  • 8 Acres
  • $74,875 per Acre

  0 Route 22 Unit ONEH6222664, Dover, NY 12594

  Raw Land - Located on Route 22 in Wingdale/Dover Plains. Approximately 8 acres. The Town of Dover is progressing with a comprehensive rezoning initiative to allow multifamily dwellings to be built OR commercial use buildings IE shopping centers or other uses. Available is survey, and several documents limited topo, tax map, ariels etc. Proposal of a large box store drawings available but not

  Lydia Nioras Commerce Properties

  0 Route 22 Unit ONEH6222664, Dover, NY 12594
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  $89,000 Sold Jan 31, 2025

  • 924 Sq Ft
  • $96/SF
  • 112 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1985

  116 Bluebird Way, Dover Plains, NY 12522

  This home is in excellent condition with new skirting, awning, switches, roof, flooring through out, new bathroom fixtures, windows, front and rear doors, all new kitchen cabinets and appliances. It is located in a 55 and over community. Monthly rent includes: taxes, water, street lights, and garbage pickup. Additional Information: ParkingFeatures:2 Car Detached,

  Richard Rennia Richard A. Rennia

  116 Bluebird Way, Dover Plains, NY 12522
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  Est $438,348 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,094 Sq Ft

  12 Jmae Cir, Dover Plains, NY 12522

  12 Jmae Cir, Dover Plains, NY 12522
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  $425,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,397 Sq Ft

  42 Lime Kiln Rd, Dover Plains, NY 12522

  Perfectly set back on beautiful park-like property showcasing spectacular panoramic mountain views and a small babbling brook at the back of the property that flows from the Ten Mile River. Bright spacious floor plan features hardwood floors through first floor, updated granite & maple kitchen with stainless steel appliances, and a recently remodeled bath with a custom tile & seamless glass

  Susan Todd BHHS Hudson Valley Properties

  42 Lime Kiln Rd, Dover Plains, NY 12522
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  $430,000 Sold Jan 31, 2025

  • 2,448 Sq Ft
  • $176/SF
  • 52 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1965

  62 Hoag Corners Rd, Wingdale, NY 12594

  First time on the market since 1965, this home was renovated & expanded in 1995. Set far back from the road on .65 acres of completely level land backing onto a beautiful open space with magnificent mature trees. There is an outdoor shed for storage, a whole house generator, garage is actually big enough for 3 cars. The windows have all been replaced, the kitchen has been updated with a sun room.

  Gillian Stewart Gillian Stewart Real Estate

  62 Hoag Corners Rd, Wingdale, NY 12594
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  Est $279,409 Not Listed For Sale

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

  19 Summer St, Dover Plains, NY 12522

  19 Summer St, Dover Plains, NY 12522
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  $339,999 Pending

  • 3 Beds
  • 2 Baths
  • 1,459 Sq Ft

  218 Johnson Rd, Wingdale, NY 12594

  Charming 3-Bedroom Home on 2.5 Acres in WingdaleWelcome to this well-maintained 3-bedroom, 2-bathroom single-family home offering 1,459 sq. ft. of comfortable living space. Nestled on 2.5 private acres in Wingdale, this home combines peace, privacy, and practicality—perfect for those seeking a forever home. Home is being sold AS-IS.Recent updates include a new sump pump, front

  Jennifer McQueen-Sealy Clarke Realty & Associates LLC

  218 Johnson Rd, Wingdale, NY 12594
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  $290,000 Sold Jan 31, 2025

  • 1,065 Sq Ft
  • $272/SF
  • 105 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1952

  4 Merchant St, Dover Plains, NY 12522

  Well maintained village home on a corner lot , short walk to railroad station and easy commute to Rte. 22. Fresh Paint throughout, refinished hardwood floors, Updated Electric, Living Room with Fireplace, Updated Kitchen with stainless steel appliances. Jacuzzi and Whirlpool Tubs also a dog run cable in back yard. Additional Information: HeatingFuel:Oil Above Ground,ParkingFeatures:1 Car

  Richard Rennia Richard A. Rennia

  4 Merchant St, Dover Plains, NY 12522
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  Est $288,158 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,063 Sq Ft

  11 Maple Ln, Dover Plains, NY 12522

  11 Maple Ln, Dover Plains, NY 12522
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  $419,000 Pending

  • 4 Beds
  • 2 Baths
  • 1,656 Sq Ft

  198 Benson Hill Rd, Dover Plains, NY 12522

  Your Private Oasis Awaits: A Raised Ranch with Panoramic Views!Discover the potential in this four-bedroom, two-bath raised ranch, perfectly situated on just over an acre of private land. Imagine waking up to breathtaking panoramic mountain views right from your own home!This property offers a fantastic layout, including a finished basement that provides versatile living space with a

  LUCIANA BENNETT McGrath Realty Inc

  198 Benson Hill Rd, Dover Plains, NY 12522
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  $485,000 Sold Jan 23, 2025

  • 1,170 Sq Ft
  • $415/SF
  • 42 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1985

  94 David Ln, Pawling, NY 12564

  Relax on your deck, high above the shimmering lake, or amble down the hillside to your private dock and dangle your toes in the cool water. At the end of David Lane is this 2 bed, 1 3/4 bath contemporary house. On the main floor three huge skylights sit high above a terracotta tile floor.and an open kitchen with views of the lake below. Also on the main floor is a guest bedroom and bathroom.

  Shannon Tully McGrath Realty Inc

  94 David Ln, Pawling, NY 12564
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  Est $347,570 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,392 Sq Ft

  94 Mill St, Dover Plains, NY 12522

  94 Mill St, Dover Plains, NY 12522
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  $320,000 Sold Jan 22, 2025

  • 1,260 Sq Ft
  • $254/SF
  • 22 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1930

  3461 Pleasant Ridge Rd, Wingdale, NY 12594

  Welcome to this delightful and well-maintained cottage, a perfect blend of character, comfort, and functionality. This home offers a welcoming retreat with all the warmth and charm of a classic country cottage.Some of the standout features of this property are the front light filled room that could be a sitting room, office or artist studio, the back enclosed porch offers additional flex

  Karla Rauch BHHS Hudson Valley Properties

  3461 Pleasant Ridge Rd, Wingdale, NY 12594

Showing Results 81 - 120, Page 3 of 18