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Wingdale, NY Homes for Sale with Garage

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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
  • /38

    $899,000

    • 4 Beds
    • 3.5 Baths
    • 3,434 Sq Ft

    128 Old Pawling Rd, Pawling, NY 12564

    Beautifully situated on 5.5 private acres, this impressive home offers a gated entrance and a long private driveway leading to breathtaking mountain views and a peaceful setting. Relax on the charming rocking-chair front porch and enjoy the serenity of the surrounding landscaped front lawn. Step inside to a dramatic two-story foyer and an abundance of natural light. The spacious kitchen features

    Agent Photo

    Teddie Leonaggeo

    McGrath Realty Inc

    128 Old Pawling Rd, Pawling, NY 12564
  • /46

    $795,000

    Open Sun 1PM - 3PM $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
  • /34

    $3,200,000

    $700K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,933 Sq Ft

    6 Hoyt Rd, Sherman, CT 06784

    Black Dog Farm, owned by artist Elaine Voghelle, an exceptional estate offering a refined storybook ambiance. The fully restored 1803 Antique Eyebrow Colonial Farmhouse is set on 4.6 acres of prime land along the Appalachian Trail. Renovations throughout the home are executed to the highest standard. The property includes several substantial outbuildings, including a three-level cottage, a

    Agent Photo

    Eric Bergers

    William Raveis Real Estate

    6 Hoyt Rd, Sherman, CT 06784
  • /16

    $895,000

    • 4 Beds
    • 2 Baths
    • 2,160 Sq Ft

    2536 Wingdale Mtn Rd, Poughquag, NY 12570

    Horse Property with Indoor Arena & Loads of PotentialBring your horses home to this small horse property featuring a 4-bedroom house with an indoor riding arena and private wooded trails on the property. Located only 2 miles from Tymor Park for an abundance of additional riding opportunities and trails. The property offers a practical setup for horse owners looking for the convenience of

    Agent Photo

    Diana Murphy

    HomeSmart Homes & Estates

    2536 Wingdale Mtn Rd, Poughquag, NY 12570
  • /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
  • /20

    $489,000

    New Construction
    • 2 Beds
    • 3 Baths
    • 1,800 Sq Ft

    54 Cedar Ln, Wingdale, NY 12594

    Welcome to this brand-new construction home offering modern style, space, and functionality! Formally rated as a legal 2-bedroom home, this property seamlessly lives like a 3-bedroom, featuring 3 full bathrooms and a fully finished basement.Step inside to an inviting open-concept layout defined by high ceilings and an abundance of natural light. The spacious living room features a picturesque

    Gina Tapia Guaman Keller Williams Realty Partner

    54 Cedar Ln, Wingdale, NY 12594
  • /2

    $1,195,000

    New Construction
    • 4 Beds
    • 4.5 Baths
    • 3,675 Sq Ft

    60 Long River Rd, Sherman, CT 06784

    River Oaks Golf Course New Construction!! Sherman's best value. New construction 4 bedroom 4.5 bath colonial with open floorplan and 2 primary bedrooms. (main level and upper) Propane heat and Central Air. Composite decking. 9 Ft ceilings on the main level. 3 car attached garage. Hardwood floors throughout. Center island kitchen with large pantry and granite/quartz counters. All bedrooms have

    Joe Chemero Coldwell Banker Realty

    60 Long River Rd, Sherman, CT 06784
  • /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
  • /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
  • /40

    $2,395,000

    $100K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 6,368 Sq Ft

    2 Pond View Ln, Sherman, CT 06784

    Custom Dream home that blends modern luxury, comfort and peaceful living. Nestled in a beautiful 18-hole golf course community, this stunning newer-construction residence offers spacious open living, abundant natural light and thoughtfully designed details throughout. From the moment you enter you'll notice the airy layout, oversized windows, 10ft ceilings and seamless flow. The heart of the home

    Joe Chemero Coldwell Banker Realty

    2 Pond View Ln, Sherman, CT 06784
  • /28

    $799,000

    • 3 Beds
    • 3.5 Baths
    • 4,208 Sq Ft

    150 Deer Hollow Rd, Poughquag, NY 12570

    A Private Hudson Valley Retreat on 12+ AcresWelcome to 150 Deer Hollow Road, a truly special private retreat set amid more than 12 acres of picturesque Hudson Valley countryside in the Town of Union Vale. Surrounded by mature trees, open space and the peaceful beauty of the landscape, this exceptional property offers the rare combination of privacy, space and versatility—while remaining

    Marlena Mucci The Select Team, LLC

    150 Deer Hollow Rd, Poughquag, NY 12570
  • /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
  • /46

    $499,000

    • 3 Beds
    • 4 Baths
    • 2,188 Sq Ft

    22 Hickory Ln, Pawling, NY 12564

    Versatility, comfort, and an exceptional lifestyle come together in this charming Cape Cod-style home in Pawling Lake Estates, a picturesque lake community nestled atop West Mountain and bordering West Mountain State Forest. Offering 2,188 SF across the first two levels, plus an additional 320 SF finished recreation room in the basement, this thoughtfully designed home features three bedrooms,

    Tela Cook McGrath Realty Inc

    22 Hickory Ln, Pawling, NY 12564
  • /15

    $62,900

    • 2 Beds
    • 2 Baths
    • 924 Sq Ft

    42 Mallard Way, Dover Plains, NY 12522

    This home is in very good move in condition with some updates. This is a 55 and over community. Rent includes taxes, streetlights, water and garbage pick up.

    Richard Rennia Richard A. Rennia

    42 Mallard Way, Dover Plains, NY 12522
  • /24

    $1,999,000

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 5,900 Sq Ft

    41 Long River Lot 30 Rd, Sherman, CT 06784

    Craft your dream home from the ground up with this luxury built-to-suit offering set on a sprawling 5.46 acre lot on Long River Rd in River Oaks Country Club, a private gated community in Sherman, CT. This 4 bd / 3.5 bath / 3500 SF open-concept residence with main level primary suite seamlessly connects a chef's kitchen (w/ pantry) to an elegant dining area and a living room w/ cozy fireplace.

    Donna Kennedy Compass Connecticut, LLC

    41 Long River Lot 30 Rd, Sherman, CT 06784
  • /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
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