4,260

Wingdale, NY Homes

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  • Northrup Northrup Rd, Dover, NY 12522
    Northrup Northrup Rd, Dover, NY 12522
    Northrup Northrup Rd, Dover, NY 12522
    /9

    $1,075,000

    • Land
    • 86 Acres
    • $12,500 per Acre

    Northrup Northrup Rd, Dover, NY 12522

    A special property for someone seeking a quiet private location to create an estate with great view potential. The property is grown over but offers approximately 4o plus or minus acres of crop land if and when reclaimed. High elevations -highest point is 1050 feet. Excellent location, conveniently situated to Millbrook Village, Amenia Village, Kent, Ct., and only two miles to the Hamlet of

    Robert D Ferris R. Ferris Real Estate, LLC

    Northrup Northrup Rd, Dover, NY 12522
  • 310-314 Dover Furnace Rd, Dover, NY 12522

    $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
  • 0 Sheldon Rd Unit KEY832601, Dover, NY 12594
    0 Sheldon Rd Unit KEY832601, Dover, NY 12594
    0 Sheldon Rd Unit KEY832601, Dover, NY 12594
    /3

    $89,900

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

    0 Sheldon Rd Unit KEY832601, Dover, NY 12594

    Sheldon Rd is peaceful and quiet, not a through road. The road is town maintained. Residential use only, Off-the-Grid homes are acceptable. Upward sloping property is lightly wooded with a pretty seasonal view.

    Lisa Liffland McGrath Realty Inc

    0 Sheldon Rd Unit KEY832601, Dover, NY 12594
  • 565 Poplar Hill Rd, Dover Plains, NY 12522
    565 Poplar Hill Rd, Dover Plains, NY 12522
    565 Poplar Hill Rd, Dover Plains, NY 12522
    /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
  • LOT 30 Long River Rd, Sherman, CT 06784
    LOT 30 Long River Rd, Sherman, CT 06784
    LOT 30 Long River Rd, Sherman, CT 06784
    /23

    $270,000

    • Land
    • 5 Acres
    • $49,451 per Acre

    LOT 30 Long River Rd, Sherman, CT 06784

    Discover the epitome of tranquility and seclusion with this exceptional 5.46-acre lightly wooded lot, proudly positioned as one of the best in Club River Oaks private country club community in Sherman, CT. Offering an unparalleled canvas for your dream residence, this lot stands out as a gem within the development providing the perfect balance of privacy and access to premium amenities. Situated

    Donna Kennedy Keller Williams Realty

    LOT 30 Long River Rd, Sherman, CT 06784
  • 27 Gobblers Knob Rd, Pawling, NY 12564

    $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
    • 301 Highview Rd, Dover Plains, NY 12522
      301 Highview Rd, Dover Plains, NY 12522
      /2

      Est $460,265 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,650 Sq Ft

      301 Highview Rd, Dover Plains, NY 12522

      301 Highview Rd, Dover Plains, NY 12522
  • 160 Holpsapple Rd Unit 52, Dover Plains, NY 12522
    160 Holpsapple Rd Unit 52, Dover Plains, NY 12522
    160 Holpsapple Rd Unit 52, Dover Plains, NY 12522
    /14

    $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
  • 107 Hutchinson Ave, Wingdale, NY 12594

    $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
  • 165 Duell Hollow Rd, Wingdale, NY 12594
    165 Duell Hollow Rd, Wingdale, NY 12594
    165 Duell Hollow Rd, Wingdale, NY 12594
    /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
  • 9 White Farm Rd, Wingdale, NY 12594

    $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
    • 9 Blueberry Dr, Wingdale, NY 12594
      9 Blueberry Dr, Wingdale, NY 12594
      /2

      Est $654,034 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,446 Sq Ft

      9 Blueberry Dr, Wingdale, NY 12594

      9 Blueberry Dr, Wingdale, NY 12594
  • 114 Brush Hill Rd, Millbrook, NY 12545
    114 Brush Hill Rd, Millbrook, NY 12545
    114 Brush Hill Rd, Millbrook, NY 12545
    /13

    $4,675,000

    • 4 Beds
    • 4.5 Baths
    • 4,024 Sq Ft

    114 Brush Hill Rd, Millbrook, NY 12545

    Brush Hill Contemporary is a to-be-built masterpiece in the Hudson Valley with an inviting and expansive floor plan designed to allow freedom to roam with absolute comfort and luxury. Huge southerly views of the Clove Valley, and beyond, through floor to ceiling windows in the public spaces allow for maximum light and an indoor/outdoor flow that enhances every season. The home will consist of

    Byron Anderson Compass Greater NY, LLC

    114 Brush Hill Rd, Millbrook, NY 12545
  • 2250 Clove Rd, Lagrangeville, NY 12540

    $440,000 Sold Feb 19, 2025

    • 3,143 Sq Ft
    • $140/SF
    • 73 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1900

    2250 Clove Rd, Lagrangeville, NY 12540

    1900's farmhouse with picturesque mountain views and a pond. This home has a lot of potential. Large living/kitchen area and additional sunroom and office/workout room that could be renovated for any number of purposes. 3 bedrooms and 2.5 baths make this home spacious and inviting property with room to garden, play and relax all with beautiful mountain and field views. Plenty of room for storage

    Kim Locascio Coldwell Banker Realty

    2250 Clove Rd, Lagrangeville, NY 12540
    • 2 Ridgecrest Dr, Wingdale, NY 12594
      2 Ridgecrest Dr, Wingdale, NY 12594
      /2

      Est $699,777 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,248 Sq Ft

      2 Ridgecrest Dr, Wingdale, NY 12594

      2 Ridgecrest Dr, Wingdale, NY 12594
  • 488 Pleasant Ridge Rd, Poughquag, NY 12570
    488 Pleasant Ridge Rd, Poughquag, NY 12570
    /2

    $97,000

    • Land
    • 3.30 Acres
    • $29,394 per Acre

    488 Pleasant Ridge Rd, Poughquag, NY 12570

    Beautiful 3+ acres wooded lot in the Town of Union Vale. Convenient to TSP, Route 55 and Hudson River. BOHA.

    Graziano Tassone Tassone Realty Corp.

    488 Pleasant Ridge Rd, Poughquag, NY 12570
  • 317 Dog Tail Corners Rd, Wingdale, NY 12594

    $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
  • 57 Cedar Berry Ln, Dover Plains, NY 12522
    57 Cedar Berry Ln, Dover Plains, NY 12522
    57 Cedar Berry Ln, Dover Plains, NY 12522
    /36

    $1,495,000

    • 6 Beds
    • 4.5 Baths
    • 4,110 Sq Ft

    57 Cedar Berry Ln, Dover Plains, NY 12522

    Just 90 miles north of NYC, this stunning Hudson Valley property offers the ultimate live, work, play lifestyle. Nestled on 4.08 private acres, this custom-built log home captures the vibrant essence of the area, known for its booming art and music scene, farm-to-table eateries, outdoor adventures, and local wineries. Generating over $80,000 in VRBO rental income in 2022, this turnkey estate is

    Lindsay Stevens eXp Realty

    57 Cedar Berry Ln, Dover Plains, NY 12522
  • 141 Dugway Dr, Pawling, NY 12564

    $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
  • 0 New York 22, Dover Plains, NY 12522
    0 New York 22, Dover Plains, NY 12522
    0 New York 22, Dover Plains, NY 12522
    /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
  • 0 Lot 4 Overbrook Rd Unit ONEH6247326, Dover, NY 12522

    $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
  • 0 New York 22, Dover Plains, NY 12522
    0 New York 22, Dover Plains, NY 12522
    0 New York 22, Dover Plains, NY 12522
    /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
  • 116 Bluebird Way, Dover Plains, NY 12522

    $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
  • 0 New York 22, Dover Plains, NY 12522
    0 New York 22, Dover Plains, NY 12522
    0 New York 22, Dover Plains, NY 12522
    /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
  • 62 Hoag Corners Rd, Wingdale, NY 12594

    $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
  • 0 Old Pawling Rd Unit ONEH6268329, Dover, NY 12564
    0 Old Pawling Rd Unit ONEH6268329, Dover, NY 12564
    0 Old Pawling Rd Unit ONEH6268329, Dover, NY 12564
    /7

    $69,900

    • Land
    • 2.70 Acres
    • $25,889 per Acre

    0 Old Pawling Rd Unit ONEH6268329, Dover, NY 12564

    An expansive 2.7-acre parcel of land nestled serenely along a picturesque country road, offering a charming and tranquil setting.The land goes downhill from the road to a designated wetland and then rises quite sharply through mature woodland. This idyllic property is conveniently situated near the highly accessible and major thoroughfare, Route 22, ensuring ease of travel and connectivity to

    Michael Martell eXp Realty

    0 Old Pawling Rd Unit ONEH6268329, Dover, NY 12564
  • 4 Merchant St, Dover Plains, NY 12522

    $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
  • 0 Cart Rd Unit KEY833895, Dover, NY 12522
    0 Cart Rd Unit KEY833895, Dover, NY 12522
    /2

    $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
  • 94 David Ln, Pawling, NY 12564

    $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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