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Homes for Sale near Wingdale Elementary School

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  • /3

    $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

    149 Johnson Rd, Wingdale, NY 12594
  • /33

    $599,000

    • 4 Beds
    • 4.5 Baths
    • 3,088 Sq Ft

    763 Old State Route 22, Dover Plains, NY 12522

    For those seeking the ultimate in charm and comfort, The Preston House, one of the accommodations at the renowned Old Drovers Inn Bed and Breakfast, is now available for sale. This beautifully renovated 3,088 SF colonial blends old-world elegance with modern conveniences, offering a truly unique living experience. Steeped in history, the home features period architectural details throughout,

    Brian McGrath McGrath Realty Inc

    763 Old State Route 22, Dover Plains, NY 12522
  • /34

    $795,000

    • 3 Beds
    • 2.5 Baths
    • 1,952 Sq Ft

    6843 Route 55, Wingdale, NY 12594

    Serenity Hill is a hidden oasis. A long driveway winds through a broad meadow and then across a bridge over a rushing woodland stream. The homesite is elevated-a beautiful plateau that faces west towards the foothills of The Taconic Mountains. The classic farmhouse is set amid acres of rolling lawn. A rocking chair porch surrounds the house on three sides. The interior is designed as open plan

    David Turner Compass Greater NY, LLC

    6843 Route 55, Wingdale, NY 12594
  • /48

    $799,900

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

    134 Old Pawling Rd, Pawling, NY 12564

    Beautiful Colonial home, Well Maintained level land W/Meadow view, for the first time on the market .This beautiful home offer 4 bedroom and 2 full bathroom and half Den room on the first floor, Bonus Room on the second floor, Formal living room and formal dining room, 1,25 acres .Gorgeous Oak eating kitchen with sliding door to the deck outside, family room and half bath. Second floor offer 4

    Drita Shala Howard Hanna Rand Realty

    134 Old Pawling Rd, Pawling, NY 12564
  • /33

    $575,000

    • 3 Beds
    • 2 Baths
    • 1,960 Sq Ft

    46 Peaceable Way, Dover Plains, NY 12522

    Welcome to this beautiful, move-in ready one-level Ranch Home with an open floor plan! At just 6 years young and fully handicapped accessible, it’s located on a quiet cul-de-sac with breathtaking mountain views. The spacious, unfinished basement was built with "Superior Walls" and offers endless possibilities for expansion. The primary bedroom suite comfortably accommodates a king-size bed and

    Laura Fasciglione Keller Williams Realty Partner

    46 Peaceable Way, Dover Plains, NY 12522
  • /34

    $787,000

    • 3 Beds
    • 3 Baths
    • 1,450 Sq Ft

    54 Nanny Hill Rd, Pawling, NY 12564

    This stunning home is brand new from Westchester modular, built with top-of-the-line finishes and quality materials. As soon as you step inside, you'll be greeted by a bright and airy open floor plan that creates a spacious and inviting atmosphere. The chef's kitchen is a standout feature, featuring an oversized island with a prep sink and high-end appliances that are sure to appeal to the

    Kaye Saglibene

    54 Nanny Hill Rd, Pawling, NY 12564
  • /36

    $750,000

    • 4 Beds
    • 1.5 Baths
    • 2,200 Sq Ft

    10 May Knoll, Dover Plains, NY 12522

    The Adirondack is YOUR Perfect Waterfront Getaway.Tranquility, endless possibilities and the warm vibes of the Hudson Valley welcome you. Situated on 1.951 acres along the majestic Ten Mile River. The home features an Old World charm with custom woodwork, built-in-cabinets, hardwood floors, a unique stone fireplace and your very own private balcony overlooking the spacious backyard. Imagine cool

    David White Owner Entry.com

    10 May Knoll, Dover Plains, NY 12522
  • /37

    $465,000 Open Sun 11AM - 1PM

    • 3 Beds
    • 2.5 Baths
    • 1,664 Sq Ft

    18 Johnson Rd, Wingdale, NY 12594

    Welcome to this beautifully maintained raised ranch nestled on a peaceful, neighborly street. This inviting home features an updated kitchen with modern cabinetry, countertops, and stainless steel appliances—perfect for cooking and entertaining. The bathrooms have been tastefully renovated with contemporary fixtures and stylish finishes, offering both comfort and functionality.Enjoy the spacious,

    Karen Gundelach Keller Williams Realty Partner

    18 Johnson Rd, Wingdale, NY 12594
  • /4

    $100,000

    • Land
    • 1.00 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

    149 Johnson Rd, Wingdale, NY 12594
  • /24

    $450,000

    • 3 Beds
    • 2.5 Baths
    • 2,108 Sq Ft

    25 White Farm Rd, Wingdale, NY 12594

    Beautifully Updated Raised Ranch in Country Mill EstatesThis move-in ready home offers the perfect blend of comfort, charm, and convenience. Nestled in the serene neighborhood of Country Mill Estates, the property features a spacious front and back yard with mature shade trees and well-maintained flower beds, creating a welcoming outdoor space.Inside, you'll find a bright and open floor plan. The

    Jonathan Scarinzi Elyse Harney Real Estate

    25 White Farm Rd, Wingdale, NY 12594
  • /24

    $380,000 Open Sat 1PM - 3PM

    • 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.Recent updates include a new sump pump, front siding, and sunroom windows (2023), along

    Jennifer McQueen-Sealy Clarke Realty & Associates LLC

    218 Johnson Rd, Wingdale, NY 12594
  • /19

    $165,000

    • Land
    • 15 Acres
    • $11,217 per Acre

    00WP Hammond Hill Rd, Washington, NY 12522

    Discover the perfect canvas for your dream home on this stunning 14.71-acre parcel in the town of Washington, New York. Located just minutes from the charming village of Millbrook, the Dover Plains Metro-North Train Station (Harlem Valley Line to Grand Central), and popular ski destinations like Catamount and Thunder Ridge, this property offers a rare blend of tranquility, natural beauty, and

    Mitchell Serlin WHITETAIL PROPERTIES REAL ESTATE LLC (NY)

    00WP Hammond Hill Rd, Washington, NY 12522
  • /7

    $50,000

    • Land
    • 5.00 Acres
    • $10,000 per Acre

    0 Cooperstown Rd Unit KEY854621, Dover, NY 12522

    5 Acres of Serenity on Cooperstown Rd, Dover Plains, NY. Looking for the perfect escape to nature? This 5-acre wooded lot on Cooperstown Rd in Dover Plains, NY is the ideal place to build your tiny home getaway or create your own personal hunting paradise. The land features a bubbling brook at the front, providing soothing sounds and a serene atmosphere—just imagine waking up to that every

    Curtis Darragh Legacy Land & Homes LLC

    0 Cooperstown Rd Unit KEY854621, Dover, NY 12522
  • /27

    $399,000

    • 3 Beds
    • 1.5 Baths
    • 1,844 Sq Ft

    41 Hillside Ave, Wingdale, NY 12594

    LET'S GO! Welcome to 41 Hillside Ave, a lovely 3 bedroom ranch styled home located directly in the middle of the charming Villages of Dover Plains and Pawling, in the quaint hamlet of Wingdale, with the conveniency of the Metro-North Train Station only a minute or two south on Route 22, as well as Boyce Park, the Dover Library, and Wingdale Elementary School literally a stone's throw away,

    Reid McGrath McGrath Realty Inc

    41 Hillside Ave, Wingdale, NY 12594
  • /39

    $325,000

    • 3 Beds
    • 1.5 Baths
    • 1,135 Sq Ft

    30 Lake Ellis Rd, Wingdale, NY 12594

    This bright and inviting 3-bedroom, 1.5-bath ranch is the kind of home that’s becoming harder to find—a well-maintained, move-in ready property with a smart layout, modern touches, and room to grow.Set just 7 minutes from the train and town center, this peaceful retreat offers the best of both worlds: quiet country charm with quick access to shopping, dining, and transit. You’re only 15 minutes

    Alex Mashkin Keller Williams Realty Partner

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

    $380,000

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

    37 Rural Ave, Wingdale, NY 12594

    Located in the hamlet of Wingdale, this 3 bedroom, 2 bath home sits just minutes from the Metro-North station, nearby hiking trails and the shops and cafe's of Pawling. a spacious living room with hardwood floors opens directly into the kitchen, which boasts stone countertops, a subway-tile backsplash, a stainless-steel undermount sink and a bar-height counter for casual meals. The adjoining

    Jill Rose Houlihan Lawrence Inc.

    37 Rural Ave, Wingdale, NY 12594
  • /33

    $449,000

    • 2 Beds
    • 2 Baths
    • 1,144 Sq Ft

    593 Old State Route 22, Dover Plains, NY 12522

    Discover a remarkable, unique country retreat featuring 2 bedrooms and 2 full bathrooms. This home was completely and impeccably renovated in 2022. Nestled on 3.1 acres of private land, this exquisite property offers peace and tranquility as well as wide open spaces just up the hill behind the home with amazing mountain views. When you enter this open concept home, you immediately feel the

    MAUREEN MCELDUFF MULLANEY BHHS Hudson Valley Properties

    593 Old State Route 22, Dover Plains, 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
  • /26

    $119,900

    • 2 Beds
    • 1 Bath
    • 980 Sq Ft

    70 Sasso Ln, Wingdale, NY 12594

    Turn key Living in a Fully Renovated Home!Step into this beautifully renovated home, where comfort meets convenience in a move-in-ready space! Every detail has been upgraded, from the brand-new flooring to the newer appliances, ensuring modern functionality throughout.The spacious living room invites you in with a cozy wood-burning fireplace, perfect for chilly evenings, while the primary bedroom

    Tela Cook McGrath Realty Inc

    70 Sasso Ln, Wingdale, NY 12594
  • /23

    $429,000

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

    45 Nicole Ln, Wingdale, NY 12594

    Experience the charm of this classic raised ranch, located in the suburban town of Wingdale, NY, within Dutchess County. This home offers 3 bedrooms and 2 full baths, including a private ensuite in the primary bedroom. The spacious kitchen flows into a separate dining and living room, with a fireplace, creating a warm and inviting atmosphere. Additionally, this home has a partially finished

    Gianna Schiavone Compass Greater NY, LLC

    45 Nicole Ln, Wingdale, NY 12594
  • /19

    $165,000

    • Land
    • 5 Acres
    • $32,353 per Acre

    565 Halls Corners Rd, Dover Plains, NY 12522

    Builder's Dream... A lot was Completed on this Property, survey, well, electric, foundation started, driveway started and more. Build your DREAMHOME on this Beautiful Magnificent Property with BOHA 5.1 acre lot. Many Permits are Completed. Well/ Septic and plans are Board of HealthApproved for a 3 Bedroom home, valid thru July 2027. Completed projects include: Survey. 1+ acre building

    Helen Sclafani World Homes Realty

    565 Halls Corners Rd, Dover Plains, NY 12522
  • /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
  • /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
  • /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
  • /21

    $7,900,000

    • Land
    • 442 Acres
    • $17,874 per Acre

    1297 New York 343, Dover Plains, NY 12522

    Nestled in the heart of natural beauty, this extraordinary property offers over 440 acres of pristine land in the municipality of Washington. A rare find, this expansive tract of land is a harmonious blend of rolling hay fields, lush pastures, mature hardwood forests, three tranquil ponds and meandering stream. The property rises from east to west, providing breathtaking views across the Harlem

    Brian McGrath McGrath Realty Inc

    1297 New York 343, Dover Plains, NY 12522
  • /9

    $760,000

    • Land
    • 70 Acres
    • $10,857 per Acre

    80 Hunter Ln, Amenia, NY 12592

    HUNTERS PARADISE:Hunters Incredible hunting land with large cabin spring fed water system, hot water system full bath and shower Cabin has two bedrooms and a loft sleeps 8 comfortably with wood stove and fireplace for heat. All electric is run by generator. You supply generator There are total 132.4 acres in three parcels taxes 2943.00 13200000716400008885890000 70

    Bill Flood Houlihan Lawrence Inc.

    80 Hunter Ln, Amenia, NY 12592
  • /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
  • /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
  • /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
  • /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
  • /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
  • /2

    $199,000

    • 3 Beds
    • 1 Bath
    • 1,092 Sq Ft

    14 SE Mountain Rd, Wingdale, NY 12594

    RARE FIND !! FULLY DETACTED 3 BR / 1 BTH / SPLIT LEVEL SINGLE FAMILY HOUSE LOCATED IN THE HEART OF PEACE AND TRANQILITY.. Featurning #3 BR's + Small Office( 1st Floor Walk In Bedroom) Living Room, Kitchen, Basement, Large Back & Side Yard. Septic Tank for plumbing and Underground Oil Tank For Heating. Central For Cooling. Neighboring Horse Ranch and Houstotanic River complete this Serene Home.

    Crystal Jones Voro LLC

    14 SE Mountain Rd, Wingdale, NY 12594
  • /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
  • /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
  • /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
  • /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
  • /16

    $389,925

    • 4 Beds
    • 3 Baths
    • 3,697 Sq Ft

    45 Riverdale Dr, Wingdale, NY 12594

    SHORT SALE! SALE SUBJECT TO BANK APPROVAL! THIS IS THE PERFECT HOME FOR THE EXTENDED FAMILY. 4+ BEDROOMS 3 FULL BATHS FULLY FINISHED BASEMENT. A TOTAL OF 3 CAR GARAGE, NICELY LANDSCAPED AND WITHIN CLOSE PROXIMITY TO ALL AMENITIES. BACKYARD SLOPES DOWN TO THE TEN MILE RIVER, GREAT CUL DE SAC LOCATION AND MORE. WELL KEPT. Additional Information: ParkingFeatures:1 Car Attached,2 Car Detached,

    Patricia Cannizzaro Century 21 Alliance Rlty Group

    45 Riverdale Dr, Wingdale, NY 12594
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