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Homes for Sale near Dover Middle School

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  • /40

    $585,000

    • 3 Beds
    • 2.5 Baths
    • 2,122 Sq Ft

    36 Hillside Ave, Wingdale, NY 12594

    Welcome to this well-maintained 3-bedroom, 2.5-bath Colonial, beautifully situated on over 2 private acres near the Pawling border. Surrounded by mature trees, established gardens, and fruit trees, this property offers a peaceful and picturesque setting with plenty of room to relax, garden, and entertain.The main level features a spacious kitchen, attractive parquet wood flooring throughout

    Agent Photo

    Jackie Calhoun

    Coldwell Banker Realty

    36 Hillside Ave, Wingdale, NY 12594
  • /46

    $795,000

    $20K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 2,234 Sq Ft

    360 Old State Route 22, Dover Plains, NY 12522

    Stunning Riverfront Retreat offers serene water views and the luxury of fishing and kayaking right in your own backyard. Beautifully renovated three-bedroom home is complemented by a one-bedroom pool house that works perfectly as a guest cottage - true resort-style living. Open-concept living and dining areas are filled with natural light, featuring two sets of French doors that lead to a

    Agent Photo

    Judith 'Judy' Albert

    BHHS Hudson Valley Properties

    360 Old State Route 22, Dover Plains, NY 12522
  • /2

    $100,000

    • Land
    • 36,154 Sq Ft
    • $120,482 per Acre

    9 Ter Bar Ct, Dover Plains, NY 12522

    Beautiful flat building lot, no clearing needed! Board of health approved for 4 bedroom home and you only need a small septic on this lot which makes building a home here more cost effective! This level lot is perfect to build your dream home. Bring your own builder or use ours! We can help and assist the first time homebuyer build their dream home through the whole process.

    Bliss Voutsinas Hillside Realty & Development

    9 Ter Bar Ct, Dover Plains, NY 12522
  • /17

    $299,900

    $15K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,378 Sq Ft

    122 Weil Rd, Wingdale, NY 12594

    Two bedroom, one bath cottage on an amazing pastoral setting on a 6.16 acre lot in the town of Dover. Great place for a weekend retreat or year-round home. Bring your imagination and renovate this home to your needs. Amazing setting! Sold as-is. Buyer to pay NYS and any local transfer taxes. Offers with rehab loan financing must be accompanied by a pre-qualification letter; cash offers with proof

    Brian Smith River Realty Services, Inc.

    122 Weil Rd, Wingdale, NY 12594
  • /30

    $275,000

    • 5 Beds
    • 2 Baths
    • 2,100 Sq Ft

    14-16 Glen Hill, Dover Plains, NY 12522

    Surrounded by nature. An affordable compound in the quiet hamlet of Dover Plains—an increasingly rare opportunity to own two dwellings for the price of one. This unique property features a 3-bedroom/1-bath residence and a separate 2-bedroom/1-bath residence, both in solid condition with some TLC needed to make them your own. Set on a picturesque parcel at the end of a country road, the setting is

    Barry Malawer Coldwell Banker Realty

    14-16 Glen Hill, Dover Plains, NY 12522
  • /46

    $130,000

    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft

    30 Tally-Ho Dr, Dover Plains, NY 12522

    Second chance at 30 Tally-Ho Drive! Back on the market due to buyer circumstances, with no fault to the seller. Welcome to this beautifully maintained 2-bedroom, 2-bath mobile home in a 55+ community in Dover Plains. Renovated approximately 10 years ago and thoughtfully cared for since, this home offers a warm blend of comfort, character, and practical living space.Inside, you'll find an

    Virginia Corbett eXp Realty

    30 Tally-Ho Dr, Dover Plains, NY 12522
  • /43

    $899,000

    • 3 Beds
    • 2 Baths
    • 1,686 Sq Ft

    73 Lake Ellis Rd, Wingdale, NY 12594

    A rare opportunity for the dedicated equestrian, this beautiful gentleman’s farm is set on nearly 9 acres of gently rolling countryside, offering the ideal balance of privacy, usability and convenience. Whether you’re an active competitor, trail rider or simply seeking a peaceful horse property, this special offering provides the setting to pursue your passion.Perfect as a full-time residence

    Lonnie Lum Coldwell Banker Realty

    73 Lake Ellis Rd, Wingdale, NY 12594
  • /23

    $175,000

    $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft

    110 Gina Dr, Dover Plains, NY 12522

    Beautifully maintained and absolutely gorgeous double manufactured home offering spacious open-concept living in the desirable Tally Ho 55+ community. This home features a large living room with a cozy electric fireplace and a gourmet kitchen loaded with extras, including refrigerator, dishwasher, microwave, propane stove, abundant cabinetry, and a breakfast island perfect for casual dining and

    Robert Dunlop Havens Real Estate

    110 Gina Dr, Dover Plains, NY 12522
  • /45

    $1,250,000

    $49K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,770 Sq Ft

    110 Hillside Ave, Wingdale, NY 12594

    Set on four beautiful acres with sweeping long range views of the foothills and ridges around Litchfield Hills and The Taconic Mountains, this thoughtfully designed contemporary home offers exceptional privacy, tranquility, and quality throughout. Built by the owners for their own use, no expense was spared, with high end materials and meticulous attention to detail. Incredible natural light

    Janet Myer Houlihan Lawrence Inc.

    110 Hillside Ave, Wingdale, NY 12594
  • /40

    $3,750,000

    • 7 Beds
    • 7 Baths
    • 6,138 Sq Ft

    151 Benson Hill Rd, Dover Plains, NY 12522

    Rarely does an offering of this scale and provenance come to market. Set across more than 114 acres, Honey Lane Farm is a private estate of exceptional beauty-three distinct period residences forming a serene, self-contained retreat in the heart of the Harlem Valley. The four-bedroom mid-19th century main house is both refined and inviting, bathed in southern light and thoughtfully updated for

    Andrew Gates Houlihan Lawrence

    151 Benson Hill Rd, Dover Plains, NY 12522
  • /5

    $649,000

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

    149 Johnson Rd, Wingdale, NY 12594

    New construction home to be built ! This raised ranch home features 3 bedrooms and 3 full bathrooms and 2 car garage. The open floor plan connects the kitchen, dining room and living room. The primary bedroom with ensuite bathroom features a spa like walk in shower. The plans are approved and ready to build, don't miss the opportunity to customize this home

    Bliss Voutsinas Hillside Realty & Development

    149 Johnson Rd, Wingdale, NY 12594
  • /28

    $315,000

    • 3 Beds
    • 1 Bath
    • 952 Sq Ft

    39 N Farm Dr, Dover Plains, NY 12522

    Welcome to 39 N Farm Rd!Choices, choices, choices! Whether you're looking for the ease of single-level living, a private home for your family, or a property with plenty of room to make it your own, this charming 3-bedroom, 1-bath home offers it all.Beautiful hardwood floors flow throughout the main living areas, creating a warm and inviting atmosphere. The eat-in kitchen features ample

    Regan Andrews Coldwell Banker Realty

    39 N Farm Dr, Dover Plains, NY 12522
  • /43

    $599,000

    $161K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,386 Sq Ft

    80 Hunter Ln, Amenia, NY 12592

    PRICE JUST REDUCED. DUE TO LIFE EVENTS RECENTLY WILLING TO WORK WITH BUYER THAT CAN APPRECIATE THE PROPERTY. LOCATION LOCATION ONE OF A KIND PROPERTY HUNTING LAND OR A VACATION DESTINATION TO RELAX AND DESTRESS IN THE BEAUTIFUL BERKSHIRE MOUNTAINS 132.4 ACRES PLUS POND.AND 1,368 sq ft cabin.plus 462 sq ft loft. sleeps 8. three land parcels. 70 ACRES 50 ACRES and 12.4 ACRES for a total of 132.4

    John Melchior Howard Hanna Rand Realty

    80 Hunter Ln, Amenia, NY 12592
  • /11

    $199,000

    $40K PRICE DROP
    • Land
    • 2.4 Acres
    • $82,917 per Acre

    0 Route 22 Unit KEY976107, Dover, NY 12594

    Just north of the Town of Pawling border, you will find this 2.4 acre parcel. Convenient location is close to schools, town library, Thomas Boyce Park, Wingdale Metro-North train station. This is a residential parcel, zoned RU.

    Lisa Liffland McGrath Realty Inc

    0 Route 22 Unit KEY976107, Dover, NY 12594
  • /50

    $680,000

    • 3 Beds
    • 2 Baths
    • 1,588 Sq Ft

    16 Carlson Rd, Wingdale, NY 12594

    A little bit of magic lives at 16 Carlson Road. Built in 1850, this charming home feels like something out of a fairytale, surrounded by nearly nine acres of mature gardens and old-growth trees. Walking paths wind through the acreage, and the beautifully established landscape gives the property a character all its own. While the history of the home is felt throughout, recent thoughtful updates

    Jessica Scott Compass Greater NY, LLC

    16 Carlson Rd, Wingdale, NY 12594
  • /31

    $404,444

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft

    265 Old Pawling Rd, Pawling, NY 12564

    WELCOME TO YOUR OWN LITTLE PIECE OF HEAVEN IN SOUGHT AFTER PAWLING NY. PROPERTY HAS TWO SEPARATE LOTS WITH A TOTAL OF 23.50 ACRES AND HAS OUTSTANDING OUTSTANDING MOUNTAIN VIEWS. OWNER HAS NOT TRIED TO SUBDIVIDE, HOWEVER THERE ARE TWO WELLS ON PROPERTY. THERE IS A NEWLY CONSTRUCTED DECK OFF THE KITCHEN. LIVING ROOM HAS A PELLET STOVE WHICH WAS INSTALLED IN 2020 AND KEEPS THE WHOLE HOUSE WARM AND

    Mary Lou Anderson K. Fortuna Realty, Inc.

    265 Old Pawling Rd, Pawling, NY 12564
  • /2

    $599,000

    $200K PRICE INCREASE
    • 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
  • /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,

    Adam Hade Compass Greater NY, LLC

    0 New York 22, Dover Plains, NY 12522
  • /28

    $599,000

    • 4 Beds
    • 2.5 Baths
    • 2,198 Sq Ft

    46 Craig Ln, Dover Plains, NY 12522

    Welcome to your ultimate private riverfront oasis! Perfectly nestled on 1.8 meticulously landscaped acres in the scenic heart of Dover Plains, this breathtaking custom Contemporary Colonial offers an exceptional blend of modern sophistication, premium upgrades, and endless outdoor adventure. Whether you are seeking a serene, year-round residence or a spectacular weekend country getaway, this

    Nicholas Khan Park Assets Real Estate Corp

    46 Craig Ln, Dover Plains, NY 12522
  • /3

    $345,000

    $105K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 3,318 Sq Ft

    37 Glen Ave, Dover Plains, NY 12522

    2 homes for the price of 1. This is a multi-family property on multiple structures. Two separate electrical meters. 3318 total sq ft with a flowing stream in backyard. Main house consists of 3 bedrooms and 2 baths. Bungalow house has 2 bedrooms and 1 bath. 1 hr to NYC. INVESTORS AND CONTRACTORS SPECIAL. Needs Renovation.

    Ishwar Rameshar YourHomeSold Guaranteed Realty

    37 Glen Ave, Dover Plains, NY 12522
  • /2

    $45,000

    • Land
    • 27,878 Sq Ft
    • $70,312 per Acre

    0 Aldrich Rd, Wingdale, NY 12594

    This 0.64-acre parcel on Aldrich Road in Wingdale, NY is offered at $45,000. This property presents a unique opportunity for an investor or a visionary builder looking to create a custom residence in a quiet, rural setting.Property HighlightsAcreage: 0.64 acres of land in a serene, off-the-beaten-path location.Price: Competitive entry-point pricing at $45,000, reflecting the current

    Mark Snyder eXp Realty

    0 Aldrich Rd, Wingdale, NY 12594
  • /11

    $205,000

    • Land
    • 2.5 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,

    Adam Hade Compass Greater NY, LLC

    0 New York 22, Dover Plains, NY 12522
  • /24

    $499,000

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

    45 Nicole Ln, Wingdale, NY 12594

    Tastefully updated 3 bedroom, 2.5 bathroom raised ranch with incredible backyard oasis. Ideal for relaxing or entertaining, this home includes an updated kitchen w/quartz counters & stainless appliances, large living room loaded with natural light and dining room with sliding glass door leading to deck and incredible backyard complete with heated pool & massive patio. Primary bedroom w/ensuite

    Dan Axtmann BHHS Hudson Valley Properties

    45 Nicole Ln, Wingdale, NY 12594
  • /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,

    Adam Hade Compass Greater NY, LLC

    0 New York 22, Dover Plains, NY 12522
  • /33

    $670,000

    • 3 Beds
    • 3.5 Baths
    • 2,737 Sq Ft

    250 Highview Rd, Dover Plains, NY 12522

    Privately set on 3.6 acres in Dover Plains, this spacious Colonial offers a unique and versatile layout with plenty of room to make it your own. Built in 2005, the home features 3 legal bedrooms, 3 full bathrooms and 1 half bathroom, with a standout feature being the legal accessory apartment complete with its own private entrance. The main living space offers a traditional Colonial layout with

    STEVEN WROBEL JR. Serhant LLC

    250 Highview Rd, Dover Plains, NY 12522
  • /16

    $59,900

    • 2 Beds
    • 2 Baths
    • 924 Sq Ft

    100 Park Dr, Dover Plains, NY 12522

    This is a 55 and over community.

    Richard Rennia Richard A. Rennia

    100 Park Dr, Dover Plains, NY 12522
  • /26

    $595,000

    $30K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,409 Sq Ft

    20 Craig Ln, Dover Plains, NY 12522

    A European Inspired Oasis in Dover Plains!This meticulously cared for custom built home is being offered by the original owners for the first time.The impressive front entrance is where the grace and style begins.This 2,409 square foot home has too many custom features to list-making it a MUST SEE!In the primary residence you will find a primary bedroom, 2 additional bedroom, 2

    CAROL LYNNE PENTA K. Fortuna Realty, Inc.

    20 Craig Ln, Dover Plains, NY 12522
  • /5

    $100,000

    • Land
    • 1 Acre
    • $100,000 per Acre

    149 Johnson Rd, Wingdale, NY 12594

    Land for sale with board of health approval- Approved plans for a 3 bedroom, 3 bathroom raised ranch home. Well is drilled, land is ready to start building your dream home today

    Bliss Voutsinas Hillside Realty & Development

    149 Johnson Rd, Wingdale, NY 12594
  • /26

    $1,950,000

    • 3 Beds
    • 1 Bath
    • 1,482 Sq Ft

    21-23 Tinker Town Rd, Dover Plains, NY 12522

    A few minutes east of Route 22 on the Dover/Millbrook border in the municipality of Washington, sits 109+ acres of picturesque countryside. Used prior as a dairy farm, this exceptional offering presents a rare opportunity to bring your farming lifestyle dreams to life, or an equestrian property. Comprised of 4 distinct parcels totaling 109+ acres, the property blends open fields, wooded

    Brian McGrath McGrath Realty Inc

    21-23 Tinker Town Rd, Dover Plains, NY 12522
  • /35

    $575,000

    • 4 Beds
    • 2.5 Baths
    • 2,222 Sq Ft

    125 Sheldon Rd, Wingdale, NY 12594

    Great Colonial home features a wonderful, 40 ft covered front porch, where you can relax and enjoy the lovely view! Spacious Foyer with closet, large, very nice Living Rm with popular LVP flooring, Family Rm with Fireplace & door to deck. The Kitchen features a spacious Dining Area, an Island with a granite top, stainless appliances, propane range. There is also a formal Dining Rm, currently used

    Lisa Liffland McGrath Realty Inc

    125 Sheldon Rd, Wingdale, NY 12594
  • /20

    $1,895,000

    • 3 Beds
    • 4 Baths
    • 2,470 Sq Ft

    Tbd Cedar Berry Ln, Dover Plains, NY 12522

    Offered pre-construction, this is a rare opportunity to acquire a fully architect-designed residence while still shaping its interior, choosing finishes and details before the first wall is built.Designed by NYC-based architect Andre Gomez of Andre Architecture over three years, the house draws from the simple forms of historic structures; barns, small cabins, and the Native American

    Joseph Satto Compass Greater NY, LLC

    Tbd Cedar Berry Ln, Dover Plains, NY 12522
  • /18

    $220,000

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft

    60 Celeste Dr, Dover Plains, NY 12522

    Welcome to Tally Ho, a desirable 55+ community in Dover Plains, where comfortable living meets convenience. This well-maintained 2021 28'x52' manufactured home offers a 1456 sq. ft. of spacious and inviting floor plan with plenty of room to relax and entertain.The large living room provides a welcoming gathering space, while the generously sized eat-in kitchen features stainless steel

    ROBERT TORRE VYLLA Home

    60 Celeste Dr, Dover Plains, NY 12522
  • /2

    $110,000

    • Land
    • 3 Acres
    • $36,667 per Acre

    7 Brookview Rd, Dover Plains, NY 12522

    Private country setting with abundant wildlife to enjoy. Ideally located a short driving distance from Millbrook to the West, Amenia to the North, on the East by Kent, CT, and the South by Pawling. BOHA until 2029, no fill required for a 3 or 4 bedroom home. Close to railroad for NYC commuters. Specific area is known as Ridgebrook Country Estates. Must see to appreciate!

    Robert D Ferris R. Ferris Real Estate, LLC

    7 Brookview Rd, Dover Plains, NY 12522
  • /7

    $40,000

    $10K PRICE DROP
    • Land
    • 2.7 Acres
    • $14,815 per Acre

    0 Old Pawling Rd Unit KEY1020201, 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 KEY1020201, Dover, NY 12564
  • /16

    $89,999

    • 4 Beds
    • 2 Baths
    • 1,884 Sq Ft

    70 May Lane Extension, Dover Plains, NY 12522

    House in need of full rehab. Cash only. Feet away from 10 Mile River in backyard.

    Joseph Lukic Compass Greater NY, LLC

    70 May Lane Extension, Dover Plains, NY 12522
  • /46

    $2,475,000

    • 4 Beds
    • 4.5 Baths
    • 2,412 Sq Ft

    56 Northrup Rd, Dover Plains, NY 12522

    At the very end of a quiet country road, you'll find 56 Northrup — a stunning, architect-designed retreat blending 19th-century farmhouse charm with thoughtful, award-winning modern design. Originally built in 1870 and reimagined by NYC architects Neumann & Rudy, this 33-acre property includes a restored main house, a sleek single-story primary suite addition, and expansive grounds featuring a

    Adam Hade Compass Greater NY, LLC

    56 Northrup Rd, Dover Plains, NY 12522
  • /14

    $5,000,000

    • Land
    • 332.3 Acres
    • $15,047 per Acre

    1297 New York 343, Dover Plains, NY 12522

    Nestled in the heart of the Town of Washington’s breathtaking countryside, this extraordinary 332+ acre property offers a rare opportunity to own an expansive and remarkably diverse landscape in the scenic Harlem Valley. A stunning blend of rolling hay fields, open pastures, mature hardwood forests, three peaceful ponds, and a meandering stream, the land unfolds with incredible natural beauty in

    Brian McGrath McGrath Realty Inc

    1297 New York 343, Dover Plains, NY 12522
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