16

Dover, NY Houses for Sale

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  • /46

    $815,000

    • 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

    (845) 412-9430

    360 Old State Route 22, Dover Plains, NY 12522
  • /40

    $3,900,000 Open Sat 1PM - 3PM

    • 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

    (860) 936-9247

    6 Hoyt Rd, Sherman, CT 06784
  • /30

    $1,299,999

    • 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 Compass Greater NY LLC

    165 Duell Hollow Rd, Wingdale, NY 12594
  • /31

    $950,000

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

    128 Old Pawling Rd, Pawling, NY 12564

    You finally have the opportunity to own a home with year-round mountain views set on an expansive property. A place where you can bring your vision to life and transform the space into a true masterpiece. 128 Old Pawling Road is a beautifully positioned property in Pawling, NY, offering a rare combination of scenic views, generous land, and the potential to create a truly special home. Set back

    Juliska Martino Compass Greater NY, LLC

    128 Old Pawling Rd, Pawling, NY 12564
  • /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 Hillside Realty & Development

    149 Johnson Rd, Wingdale, NY 12594
  • /36

    $715,000

    • 3 Beds
    • 3.5 Baths
    • 3,629 Sq Ft

    921 W Dover Rd, Pawling, NY 12564

    A One-of-a-Kind Custom Ranch on Nearly 4 Private Acres. Discover exceptional space, quality, and versatility in this expansive custom-built 3+ bedroom ranch, perfectly tucked away in a serene country setting. Designed for comfort and flexibility, this home is ideal for extended family living, multi-generational needs, or a spacious mother-daughter layout. The main floor offers true single-level

    Joyce Brennan-Zolnik BHHS Hudson Valley Properties

    921 W Dover Rd, Pawling, NY 12564
  • /30

    $440,000

    • 3 Beds
    • 3 Baths
    • 1,556 Sq Ft

    978 W Dover Rd, Pawling, NY 12564

    Welcome to 978 W Dover Road in Pawling, NY—where comfort, space, and scenic beauty come together effortlessly. This inviting home features 3 generously sized bedrooms, 3 full bathrooms, and a dedicated home office, making remote work both productive and enjoyable. The open-concept main level creates a seamless flow between living spaces, perfect for hosting gatherings or simply spending quality

    Regan Andrews Coldwell Banker Realty

    978 W Dover Rd, Pawling, NY 12564
  • /23

    $450,000

    • 1 Bed
    • 1 Bath
    • 805 Sq Ft

    105 Sand Hill Rd, Dover Plains, NY 12522

    The Geosphere is a convergence of visionary design, tactical investment and natural sanctuary. Set on 7.18 secluded acres in the heart of Dover Plains, this fully legal, architect-designed geodesic residence and studio building give you something unmistakably distinctive: a home that feels like art, and a property that can perform like an asset. Inside, the striking residence is fully winterized,

    Sheneur Menaker Hudson Modern

    105 Sand Hill Rd, Dover Plains, NY 12522
  • /38

    $400,000

    • 2 Beds
    • 2 Baths
    • 1,410 Sq Ft

    63 Hoags Corner Rd, Wingdale, NY 12594

    The most charming Cape Cod–styled home with a flexible layout spanning three floors is set on nearly an acre of mostly cleared land, framed by a picturesque mountain backdrop and ready to welcome its next owner. A sun-drenched covered front porch greets you on arrival, enclosed by windows on all three sides to create a truly delightful sitting room. Inside, the home opens to a nicely sized living

    Claudia Jiskra McGrath Realty Inc

    63 Hoags Corner Rd, Wingdale, NY 12594
  • /26

    $398,800

    • 3 Beds
    • 2 Baths
    • 1,852 Sq Ft

    840 Old State Route 22, Dover Plains, NY 12522

    Welcome to this beautifully maintained three-bedroom home nestled in the heart of Dover. Offering the perfect blend of comfort and convenience, this property is ideal for both full-time living and a peaceful retreat. Step inside to find a bright and inviting layout featuring a spacious living area, a well-appointed kitchen, and a dining space perfect for everyday living or entertaining. The three

    Michael Lund Corcoran Country Living

    840 Old State Route 22, Dover Plains, NY 12522
  • /18

    $185,000

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft

    17 Plymouth Rock Rd, Dover Plains, NY 12522

    A charming and sun-filled 2-bedroom, 1-bath home offering approximately 750 square feet of thoughtfully designed living space in Dover Plains. This inviting pied-à-terre combines comfort and efficiency, making it an ideal full-time residence or weekend retreat.Natural light pours through the home, creating a warm and welcoming atmosphere throughout. The layout maximizes space while

    Andrew Gates Houlihan Lawrence Inc.

    17 Plymouth Rock Rd, Dover Plains, NY 12522
  • /6

    $299,999

    • 2 Beds
    • 2 Baths
    • 1,440 Sq Ft

    163 Old State Route 22, Dover Plains, NY 12522

    Discover the perfect blend of potential and land with this quaint cottage in Dover Plains. Nestled on 10.02 acres of expansive property, this two-bedroom, two-bathroom home is ideal for buyers looking to invest in a fixer-upper with endless possibilities. This property is a dream come true for outdoor lovers or those seeking privacy and space to roam, garden, or build. With a very affordable

    German Nielsen Newman Realty Inc

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

    $399,000

    • 3 Beds
    • 1 Bath
    • 1,012 Sq Ft

    113 Dog Tail Corners Rd, Wingdale, NY 12594

    Located on 1.54 acres of scenic land, this charming overbuilt home has a perfect blend of comfort, privacy, and natural beauty. Enjoy open field views across the street from your living room, creating a peaceful backdrop for everyday living and relaxing evenings. The home features a warm and inviting layout, in the living room and kitchen, walls are tongue and groove knotty pine from ceiling to

    Tela Cook McGrath Realty Inc

    113 Dog Tail Corners Rd, Wingdale, NY 12594
  • /11

    $175,000

    • 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 W UNFIN. BSMT & FULL REAR DECK W LARGE WRAP AROUND BACK YARD LOCATED IN THE HEART OF PEACE AND TRANQILITY OF WINGDALE.. Featurning 3 BR's + WALK IN LARGE PANTRY ( 1st Floor Walk In Bedroom) Living Room, Kitchen, Basement, Large Back & Side Yard. Septic Tank for plumbing and Underground Oil Tank For Heating (SELLER NOT

    Crystal Jones Voro LLC

    14 SE Mountain Rd, Wingdale, NY 12594
  • /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
  • /45

    $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 Inc.

    151 Benson Hill Rd, Dover Plains, NY 12522

Why Live in Dover

Dover, New York, is a tranquil community nestled in the Taconic Mountains near the Connecticut border. This rural community is characterized by its rolling hills and forests. It’s known for its outdoor recreation, including hiking trails like the Appalachian Trail and a popular local trail leading to the Dover Stone Church Cave. The expansive West Mountain State Forest offers hiking, biking, horseback riding and seasonal activities such as cross-country skiing and hunting. Dover's housing includes hi-ranches, ranch-style homes and New Traditionals. A few more suburban areas offer homes on slightly smaller lots, while rural houses typically sit on at least a couple of acres. The Dover Union Free School District is small, with a high rating and recent updates to its middle and high school. Dover's Metro North stations provide access to New York City, making it an attractive option for those who travel to the city occasionally. The local dining scene along Route 22 features pizza places like Cousin’s Café Wood Fired Pizza and Four Brother’s Pizza Inn, as well as a few more varied spots like Anna’s Family Restaurant and La Guadalupana Mini Market. For more dining and entertainment options, residents often visit nearby towns like Amenia and Millbrook, both about 12 miles away. While Dover is generally quiet, there are nearby seasonal activities such as apple and pumpkin picking in the fall. Residents also head to events in neighboring towns.

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