3,169

Dover Plains, NY Homes

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  • 0 Brush Hill Rd Unit KEY935753, Union Vale, NY 12545
    0 Brush Hill Rd Unit KEY935753, Union Vale, NY 12545
    0 Brush Hill Rd Unit KEY935753, Union Vale, NY 12545
    /10

    $1,200,000

    • Land
    • 51.38 Acres
    • $23,355 per Acre

    0 Brush Hill Rd Unit KEY935753, Union Vale, NY 12545

    A stunning 51+ acre parcel offering complete privacy and sweeping long views of the Clove Valley, this idyllic setting is the perfect canvas for your dream retreat. A beautiful blend of open meadow and wooded landscape, the land features both level and gently sloping terrain, highlighted by a seasonal stream and ample space to create your own trail system for recreation, exploration, or nature

    Byron Anderson Compass Greater NY, LLC

    0 Brush Hill Rd Unit KEY935753, Union Vale, NY 12545
  • 126-128 Christian Hill Rd, Dover Plains, NY 12522

    $290,000 Sold Aug 27, 2025

    • 1,416 Sq Ft
    • $205/SF
    • 40 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1850

    126-128 Christian Hill Rd, Dover Plains, NY 12522

    Charming Property with PotentialOverviewThis lovely property is nestled within a robust estate area, offering the perfect blend of tranquility and opportunity. Set on 2 acres of land, the surroundings feature mature trees, a sweeping lawn, and the privacy that creates a serene oasis.Interior FeaturesNatural Light: The home benefits from ample natural light, enhancing the open

    Toni Soule David Bain

    126-128 Christian Hill Rd, Dover Plains, NY 12522
  • 105 Sand Hill Rd, Dover Plains, NY 12522
    105 Sand Hill Rd, Dover Plains, NY 12522
    105 Sand Hill Rd, Dover Plains, NY 12522
    /23

    $499,000

    • 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 Co

    105 Sand Hill Rd, Dover Plains, NY 12522
  • 25 White Farm Rd, Wingdale, NY 12594

    $450,000 Sold Aug 11, 2025

    • 2,108 Sq Ft
    • $213/SF
    • 34 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1989

    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

    Jonathan Scarinzi Elyse Harney Real Estate

    25 White Farm Rd, Wingdale, NY 12594
  • 140 Dove Dr, Dover Plains, NY 12522
    140 Dove Dr, Dover Plains, NY 12522
    140 Dove Dr, Dover Plains, NY 12522
    /18

    $215,000

    • 2 Beds
    • 2 Baths
    • 1,680 Sq Ft

    140 Dove Dr, Dover Plains, NY 12522

    This home is in very good condition and located in a well maintained 55 and over community.Monthly rent includes: taxes, water, streetlights and garbage pickup .

    Richard Rennia Richard A. Rennia

    140 Dove Dr, Dover Plains, NY 12522
  • 0 Cooperstown Rd Unit KEY854621, Dover, NY 12522

    $45,000 Sold Aug 08, 2025

    • Land
    • 5 Acres
    • $9,000 per Acre
    • 37 Days On Market

    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
  • 108 Bluebird Way, Dover Plains, NY 12522
    108 Bluebird Way, Dover Plains, NY 12522
    108 Bluebird Way, Dover Plains, NY 12522
    /16

    $89,900

    • 2 Beds
    • 2 Baths
    • 924 Sq Ft

    108 Bluebird Way, Dover Plains, NY 12522

    This home is in good condition and located in a well maintained 55 and over community. Monthly rent includes: taxes, water, streetlights and garbage pickup.

    Richard Rennia Richard A. Rennia

    108 Bluebird Way, Dover Plains, NY 12522
  • 214 Old Route 22, Wassaic, NY 12592

    $325,000 Sold Aug 04, 2025

    • 1,750 Sq Ft
    • $186/SF
    • 247 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1881

    214 Old Route 22, Wassaic, NY 12592

    Looking for a house with character and the opportunity to make a little extra money? Look no further, this charming property offers a single family home accompanied by a detached garage apartment. Take a walk through the spacious screened in porch on the way inside to your warm and cozy kitchen, perfect for cooking all of those delicious holiday meals, which you can enjoy with loved ones in the

    Samantha Davis BHHS Hudson Valley Properties

    214 Old Route 22, Wassaic, NY 12592
  • 31 Old Route 22, Wassaic, NY 12592
    31 Old Route 22, Wassaic, NY 12592
    31 Old Route 22, Wassaic, NY 12592
    /13

    $229,000

    • 4 Beds

    31 Old Route 22, Wassaic, NY 12592

    This two-family home offers both flexibility and steady potential—ideal for investors or owner-occupants. Whether you’re looking to move in and enjoy the setting or rent out both units, the choice is yours. Conveniently located near transportation, shops, and daily amenities, the home offers a peaceful and private setting.Both 2 bedroom units are currently rented. The upstairs unit rents for

    Crystal Colombo Compass Greater NY, LLC

    31 Old Route 22, Wassaic, NY 12592
  • 268 Lime Kiln Rd, Dover Plains, NY 12522

    $465,000 Sold Aug 01, 2025

    • 1,750 Sq Ft
    • $266/SF
    • 19 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2021

    268 Lime Kiln Rd, Dover Plains, NY 12522

    Welcome to this beautifully maintained, newly built raised ranch sitting on one flat acre in a quiet country setting! Enjoy an open kitchen, dining and living room area perfect for entertaining with 2 full bathrooms upstairs. Downstairs is a finished bonus room with a half bath and a Lopi pellet stove. The laundry room is kept in closed closet doors next to the 2 car garage door with beautiful

    Jacqueline Redahan Century 21 Alliance Realty Grp

    268 Lime Kiln Rd, Dover Plains, NY 12522
  • 487 Chestnut Ridge Rd, Dover Plains, NY 12522
    487 Chestnut Ridge Rd, Dover Plains, NY 12522
    487 Chestnut Ridge Rd, Dover Plains, NY 12522
    /41

    $510,000

    • 3 Beds
    • 2 Baths
    • 2,230 Sq Ft

    487 Chestnut Ridge Rd, Dover Plains, NY 12522

    Located in Dover Plains, this charming 3-bedroom, 2-bath Colonial offers 2,230 sq. ft. of living space on a 1.27-acre corner lot and includes a detached 2-car garage. Inside, you’ll find an inviting open-concept layout. The main level is perfect for entertaining or everyday living and features a spacious living room with hardwood floors, a large dining room that flows seamlessly to an eat-in

    Robert Washburn RE/MAX Ace Realty

    487 Chestnut Ridge Rd, Dover Plains, NY 12522
  • 6 Lee Cir, Kent, CT 06757

    $690,000 Sold Jul 30, 2025

    • 2,014 Sq Ft
    • $343/SF
    • 56 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1996

    6 Lee Cir, Kent, CT 06757

    Welcome to 6 Lee Circle, a fully renovated Colonial in the desirable Saddle Ridge subdivision, just minutes from downtown Kent. This 3-bedroom, 2.5-bath home offers 2,014 sq ft of thoughtfully updated living space on a quiet cul-de-sac with incredible western views. The main level features a sun-filled living room with a wood-burning fireplace and picture windows overlooking the hillside. A

    Brian Hastings Serhant Connecticut, LLC

    6 Lee Cir, Kent, CT 06757
  • 33 Nodine Pasture Rd, Kent, CT 06757
    33 Nodine Pasture Rd, Kent, CT 06757
    33 Nodine Pasture Rd, Kent, CT 06757
    /40

    $8,000,000

    • 6 Beds
    • 9 Baths
    • 8,933 Sq Ft

    33 Nodine Pasture Rd, Kent, CT 06757

    West Wind Hill, a bespoke country estate on 389 acres sits on the crest of a plateau overlooking panoramic protected views. Classic stone and shingle manor house with formal courtyard sited perfectly to experience spectacular sunsets and fairytale mists combined with the upmost in privacy. Access is via a private gated road that winds through trees, past old stone walls with glimpses of open

    Jill Sloane Brown Harris Stevens

    33 Nodine Pasture Rd, Kent, CT 06757
  • 620 Route 343, Millbrook, NY 12545

    $700,000 Sold Jul 18, 2025

    • 1,500 Sq Ft
    • $467/SF
    • 18 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1930

    620 Route 343, Millbrook, NY 12545

    Introducing the Millbrook Farmhouse. This beautifully updated cedar shake farmhouse blends idyllic charm with modern upgrades on a landscaped one-acre parcel just minutes from the Village of Millbrook. Fully gut-renovated in 2015, every detail of the property was thoughtfully rebuilt, from the house and garage to the expansive landscaping. Extensive yard work—including tree removal and clearing

    Kyle Irwin Corcoran Country Living

    620 Route 343, Millbrook, NY 12545
  • 263 Bog Hollow Rd, Wassaic, NY 12592
    263 Bog Hollow Rd, Wassaic, NY 12592
    263 Bog Hollow Rd, Wassaic, NY 12592
    /38

    $380,000

    • 4 Beds
    • 3 Baths
    • 1,792 Sq Ft

    263 Bog Hollow Rd, Wassaic, NY 12592

    Welcome to this beautifully renovated 4-bedroom, 3-bath Colonial style home nestled on 2.9 private acres in the charming town of Amenia, NY. The open concept living room features a pellet stove and access to the kitchen and 1st floor bathroom. The kitchen hs stainless steel appliances and butcher block counters and cute breakfast nook. The laundry room is on the first floor. Aslo on the main

    Christopher Ferraro RE/MAX Town & Country

    263 Bog Hollow Rd, Wassaic, NY 12592
  • 53B Elizabeth St, Kent, CT 06757

    $440,000 Sold Jul 11, 2025

    • 1,104 Sq Ft
    • $399/SF
    • 70 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1962

    53B Elizabeth St, Kent, CT 06757

    **Discover Your Dream Home at 53B Elizabeth!** Step into comfort with this beautifully updated ranch featuring gorgeous hardwood floors, spacious bedrooms, and a remodeled bathroom. Enjoy the convenience of a new 2-car garage, expansive front porch, and upgraded systems throughout! Located just a short stroll from Kent Center School and Kent's Village District, you'll have dining, shopping, and

    Leigh Ann Lengyel Clarke RE/MAX Heritage

    53B Elizabeth St, Kent, CT 06757
  • 1190 Chestnut Ridge Rd, Dover Plains, NY 12522
    1190 Chestnut Ridge Rd, Dover Plains, NY 12522
    1190 Chestnut Ridge Rd, Dover Plains, NY 12522
    /42

    $13,500,000

    • 5 Beds
    • 8 Baths
    • 5,867 Sq Ft

    1190 Chestnut Ridge Rd, Dover Plains, NY 12522

    A singular and exceedingly rare residence, this exquisite home was masterfully designed by renowned AD100 architect Gil Schafer, featuring interiors by Antony Todd and landscape architecture by Warren Byrd, all set against panoramic views of the Hudson Valley and Catskill Mountains. This home is a Greek Revival masterpiece that blends timeless elegance with modern sophistication. As featured in

    OLIVER BROWN Houlihan Lawrence Inc.

    1190 Chestnut Ridge Rd, Dover Plains, NY 12522
  • 27 Macedonia Brook Rd, Kent, CT 06757

    $6,700,000 Sold Jul 10, 2025

    • 7,632 Sq Ft
    • $878/SF
    • 736 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1827

    27 Macedonia Brook Rd, Kent, CT 06757

    A truly rare opportunity to own “Dragonfly Farm”, one of the most unique estates in New England which has been featured in House & Garden and many architectural books. The estate compound began in the 1700s with the construction of the mill and the millkeeper's house (which now serves as the guest house). The Federal style stone house was added to the property in the early 19th century. In the

    Stacey Matthews W. Raveis Lifestyles Realty

    27 Macedonia Brook Rd, Kent, CT 06757
  • 0 Cricket Hill Rd, Wingdale, NY 12594
    0 Cricket Hill Rd, Wingdale, NY 12594
    0 Cricket Hill Rd, Wingdale, NY 12594
    /9

    $275,000

    • Land
    • 15.47 Acres
    • $17,776 per Acre

    0 Cricket Hill Rd, Wingdale, NY 12594

    This land is ready for you to fulfill your dreams. 15.47 acres in a pastoral setting. With multiple potential hilltop building sites, choose your view from awe inspiring western sunsets to eastern mountain views overlooking the Ten Mile River. There is plenty of room up top to build your country escape and fulfill your dreams, whether it is adding a barn for a small hobby farm, avid collector,

    Brian McGrath McGrath Realty Inc

    0 Cricket Hill Rd, Wingdale, NY 12594
  • 476 Chestnut Ridge Rd, Dover Plains, NY 12522

    $519,000 Sold Jul 08, 2025

    • 1,540 Sq Ft
    • $337/SF
    • 76 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1962

    476 Chestnut Ridge Rd, Dover Plains, NY 12522

    Escape to the serenity of the countryside with this beautifully updated California-style ranch, set on a private and picturesque 2.2-acre property. Designed for both comfort and style, this 3 bedroom home features a 32x16 in-ground pool and ample space for horses, with open fields extending beyond the backyard. Inside, gleaming hardwood floors flow through most of the living space, complementing

    Emelisa Mendoza RE/MAX Town & Country

    476 Chestnut Ridge Rd, Dover Plains, NY 12522
    • 142 Christian Hill Rd, Dover Plains, NY 12522
      142 Christian Hill Rd, Dover Plains, NY 12522
      /2

      Est $765,474 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 2,468 Sq Ft

      142 Christian Hill Rd, Dover Plains, NY 12522

      142 Christian Hill Rd, Dover Plains, NY 12522
  • 23 Clearview Rd, Wingdale, NY 12594
    23 Clearview Rd, Wingdale, NY 12594
    23 Clearview Rd, Wingdale, NY 12594
    /22

    $130,000

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

    23 Clearview Rd, Wingdale, NY 12594

    23 Clearview Rd, Wingdale, NY – Multi-Family OpportunityTwo homes for the price of one! This unique multi-family property sits on a .38-acre lot and includes a detached two-car garage—perfect for extra storage or workshop space. The main home features a primary bedroom with an ensuite bath, plus two additional bedrooms, a spacious kitchen, and a comfortable living room. The second home offers

    Peggy MacLeay-Generoso McGrath Realty Inc

    23 Clearview Rd, Wingdale, NY 12594
  • 3211 Route 22, Dover Plains, NY 12522

    $485,000 Sold Jul 02, 2025

    • 1,976 Sq Ft
    • $245/SF
    • 52 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1909

    3211 Route 22, Dover Plains, NY 12522

    Discover this charming colonial-style 2-family home! Live in one apartment while earning income from the second unit, or if you’re an investor, acquire a property with positive cash flow. Both apartments have been completely renovated in 2024, featuring new windows, gutters, siding, exterior stairs, hardwood floors, 1st level kitchen with granite countertops, and a new ductless A/C system on the

    Luis Diaz Century 21 Alliance Realty Grp

    3211 Route 22, Dover Plains, NY 12522
  • 0 Tinker Town Rd, Dover Plains, NY 12522
    0 Tinker Town Rd, Dover Plains, NY 12522
    0 Tinker Town Rd, Dover Plains, NY 12522
    /3

    $79,000

    • Land
    • 1.49 Acres
    • $53,020 per Acre

    0 Tinker Town Rd, Dover Plains, NY 12522

    Escape the NYC and come to see THIS MIX USE 1.49 acre lot in Amenia, NY. Nestled in the beautiful Dutchess County, this level plot offers endless possibilities for those looking to build a custom home or business or both. This property provides a canvas for your dreams . A Natural Haven Just Minutes from Modern Conveniences, The lots proximity to the Taconic State Parkway and the Dover Plains

    Adnane Chahi Keller Williams Realty Partner

    0 Tinker Town Rd, Dover Plains, NY 12522
  • 24 Buttonwood Rd, Dover Plains, NY 12522

    $450,000 Sold Jun 27, 2025

    • 1,644 Sq Ft
    • $274/SF
    • 42 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1963

    24 Buttonwood Rd, Dover Plains, NY 12522

    Looking for the home of your dreams?This property boasts over 10 acres of expansive land with breathtaking mountain views, a serene pond, and all the privacy you could ask for—all within just 10 minutes of Metro North for easy commuting. The possibilities here are endless!While the house may need some TLC, a little love will go a long way. Recent updates include newer windows,

    Melanie Boucos Coldwell Banker Realty

    24 Buttonwood Rd, Dover Plains, NY 12522
  • 591 Bog Hollow Rd, Wassaic, NY 12592
    591 Bog Hollow Rd, Wassaic, NY 12592
    /2

    $180,000

    • Land
    • 5 Acres
    • $36,000 per Acre

    591 Bog Hollow Rd, Wassaic, NY 12592

    Discover the perfect blend of peace, privacy, and potential with this beautiful 5-acre residential building lot located in the scenic hamlet of Wassaic, NY. Nestled in the heart of Dutchess County, this spacious parcel offers a rare opportunity to build your dream home or weekend retreat surrounded by nature. With ample space for a custom residence, gardens, and outdoor living areas, the

    Tiffiany West Redfin Real Estate

    591 Bog Hollow Rd, Wassaic, NY 12592
  • 50 N Chippawalla Rd, Wingdale, NY 12594

    $815,000 Sold Jun 26, 2025

    • 3,292 Sq Ft
    • $248/SF
    • 11 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1930

    50 N Chippawalla Rd, Wingdale, NY 12594

    Have you ever thought to yourself "Someday I'm going to have my own farm or a private retreat upstate..." Well, NOW is your opportunity to own your own PRIVATE 8 ACRE RETREAT in the highly desirable Mid-Hudson Valley! This complex has boundless possibilities including TWO living quarters: A Cape Cod Style Main Home featuring 2 large bedrooms, 2 baths, and a kitchen with so much natural light

    Christopher Filangeri BHHS Hudson Valley Properties

    50 N Chippawalla Rd, Wingdale, NY 12594

Showing Results 41 - 80, Page 2 of 18

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