3,156

Dover Plains, NY Homes

Section Image
    • 41 Johnson Rd, Kent, CT 06757

      Est $384,696 Not Listed For Sale

      41 Johnson Rd, Kent, CT 06757

      • 2 Beds
      • 2.5 Baths
      • 1,734 Sq Ft
      • Built 1920
      41 Johnson Rd, Kent, CT 06757

      Last Sold Summary

      • 13% Above List Price
      • $196/SF
      • 123 Days On Market

      Last Sold Price $340,000

      Last Listing Agent Dave Fairty E.J. Murphy Realty

  • /21

    $7,900,000

    • Land
    • 441.99 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
  • 283 & 279 Johnson Rd, Wingdale, NY 12594

    $570,000 Sold Oct 21, 2025

    283 & 279 Johnson Rd, Wingdale, NY 12594

    • 3 Beds
    • 3 Baths
    • 2,058 Sq Ft
    • Built 1962

    Last Sold Summary

    • 1% Below List Price
    • $277/SF
    • 32 Days On Market

    Last Listing Agent Lisa Liffland McGrath Realty Inc

    283 & 279 Johnson Rd, Wingdale, NY 12594
    • 59 Fuller Mountain Rd, Kent, CT 06757

      Est $256,290 Not Listed For Sale

      59 Fuller Mountain Rd, Kent, CT 06757

      • 1 Bed
      • 1 Bath
      • 624 Sq Ft
      • Built 1900
      59 Fuller Mountain Rd, Kent, CT 06757

      Last Sold Summary

      • 28% Above List Price
      • $321/SF
      • 20 Days On Market

      Last Sold Price $200,000

      Last Listing Agent Holly Mullins Coldwell Banker Realty

  • /23

    $665,000 Coming Soon

    • 9 Beds
    • 4 Baths
    • 3,952 Sq Ft

    276 Old Route 22, Wassaic, NY 12592

    Whether you’re seeking an investment property, multi-generational living, or the opportunity to live in one unit while generating rental income from the other two, this versatile property is ready to meet your needs. This well-designed triplex features three townhome-style apartments, each offering three bedrooms, a welcoming front porch, a private rear patio, and a one-car attached garage. Every

    Stacey Cronin Houlihan Lawrence Inc.

    276 Old Route 22, Wassaic, NY 12592
  • 50 Lake Ellis Rd, Wingdale, NY 12594

    $374,000 Sold Dec 12, 2025

    50 Lake Ellis Rd, Wingdale, NY 12594

    • 2 Beds
    • 2 Baths
    • 1,700 Sq Ft
    • Built 1948

    Last Sold Summary

    • 1% Above List Price
    • $220/SF
    • 49 Days On Market

    Current Estimated Value $370,007

    Last Listing Agent Dan Axtmann BHHS Hudson Valley Properties

    50 Lake Ellis Rd, Wingdale, NY 12594
    • 19 Nodine Pasture Rd, Kent, CT 06757

      Est $1,197,617 Not Listed For Sale

      19 Nodine Pasture Rd, Kent, CT 06757

      • 3 Beds
      • 2.5 Baths
      • 2,636 Sq Ft
      • Built 1990
      19 Nodine Pasture Rd, Kent, CT 06757

      Last Sold Summary

      • 5% Above List Price
      • $434/SF
      • 380 Days On Market

      Last Sold Price $1,145,000

      Last Listing Agent Ira Goldspiel William Pitt

  • /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
  • 18 Furnace Bank Rd Unit 2, Wassaic, NY 12592

    $450,000 Sold Dec 09, 2025

    18 Furnace Bank Rd Unit 2, Wassaic, NY 12592

    • 1,920 Sq Ft
    • Built 1900

    Last Sold Summary

    • $234/SF
    • 32 Days On Market

    Current Estimated Value $444,444

    Last Listing Agent Rosa Santiago Weichert Realtors

    18 Furnace Bank Rd Unit 2, Wassaic, NY 12592
  • /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
  • 460 Sinpatch Rd, Wassaic, NY 12592

    $1,830,000 Sold Apr 09, 2025

    460 Sinpatch Rd, Wassaic, NY 12592

    • 5 Beds
    • 4.5 Baths
    • 3,132 Sq Ft
    • Built 1870

    Last Sold Summary

    • 8% Below List Price
    • $584/SF
    • 29 Days On Market

    Current Estimated Value $1,956,546

    Last Listing Agent Michael Dunstan RE/MAX Town & Country

    460 Sinpatch Rd, Wassaic, NY 12592
  • /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
  • 476 Chestnut Ridge Rd, Dover Plains, NY 12522

    $519,000 Sold Jul 08, 2025

    476 Chestnut Ridge Rd, Dover Plains, NY 12522

    • 3 Beds
    • 2 Baths
    • 1,540 Sq Ft
    • Built 1962

    Last Sold Summary

    • 5% Below List Price
    • $337/SF
    • 76 Days On Market

    Current Estimated Value $522,602

    Last Listing Agent Emelisa Mendoza RE/MAX Town & Country

    476 Chestnut Ridge Rd, Dover Plains, NY 12522
    • /16

      Est $707,219 Not Listed For Sale

      565 Poplar Hill Rd, Dover Plains, NY 12522

      565 Poplar Hill Rd, Dover Plains, NY 12522

      Last Sold Summary

      • 1% Above List Price
      • 106 Days On Market

      Last Sold Price $700,000

      Last Listing Agent Michael Tellerday Houlihan Lawrence, Inc.

  • /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
  • 10 Raymond Ave, Dover Plains, NY 12522

    $357,000 Sold Nov 14, 2025

    10 Raymond Ave, Dover Plains, NY 12522

    • 3 Beds
    • 1.5 Baths
    • 1,520 Sq Ft
    • Built 1964

    Last Sold Summary

    • 6% Below List Price
    • $235/SF
    • 86 Days On Market

    Current Estimated Value $358,352

    Last Listing Agent Larry Havens Havens Real Estate

    10 Raymond Ave, Dover Plains, NY 12522
    • 116 Bluebird Way, Dover Plains, NY 12522

      Not Listed For Sale

      116 Bluebird Way, Dover Plains, NY 12522

      • 2 Beds
      • 2 Baths
      • 924 Sq Ft
      • Built 1985
      116 Bluebird Way, Dover Plains, NY 12522

      Last Sold Summary

      • $96/SF
      • 112 Days On Market

      Last Sold Price $89,000

      Last Listing Agent Richard Rennia Richard A. Rennia

  • /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
  • 15 Evan Rd, Dover Plains, NY 12522

    $80,000 Sold Nov 13, 2025

    15 Evan Rd, Dover Plains, NY 12522

    • Land
    • 1.01 Acres
    • $79,208 per Acre

    Last Sold Summary

    • 53 Days On Market

    Last Listing Agent Justin LaFalce KW MidHudson

    15 Evan Rd, Dover Plains, NY 12522
    • 998 Route 343, Dover Plains, NY 12522

      Est $423,546 Not Listed For Sale

      998 Route 343, Dover Plains, NY 12522

      • 3 Beds
      • 2 Baths
      • 1,352 Sq Ft
      • Built 2009
      998 Route 343, Dover Plains, NY 12522

      Last Sold Summary

      • 9% Above List Price
      • $288/SF
      • 26 Days On Market

      Last Sold Price $390,000

      Last Listing Agent Ellen 'Ellie' Savoy Houlihan Lawrence Inc.

  • /2

    $45,000

    • Land
    • 0.64 Acre
    • $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
  • 154 Bog Hollow Rd, Wassaic, NY 12592

    $389,000 Sold Oct 13, 2025

    154 Bog Hollow Rd, Wassaic, NY 12592

    • 2 Beds
    • 2 Baths
    • 1,248 Sq Ft
    • Built 2004

    Last Sold Summary

    • $312/SF
    • 22 Days On Market

    Current Estimated Value $387,953

    Last Listing Agent Stephen Pener William Pitt Sothebys Int Rlty

    154 Bog Hollow Rd, Wassaic, NY 12592
    • 26 Balsam Ct, Dover Plains, NY 12522

      Est $254,705 Not Listed For Sale

      26 Balsam Ct, Dover Plains, NY 12522

      • 2 Beds
      • 2 Baths
      • 960 Sq Ft
      • Built 1987
      26 Balsam Ct, Dover Plains, NY 12522

      Last Sold Summary

      • 17% Above List Price
      • $226/SF
      • 246 Days On Market

      Last Sold Price $217,000

      Last Listing Agent Howard Payson RE/MAX

  • /2

    $100,000

    • Land
    • 0.83 Acre
    • $120,482 per Acre

    9 Terbar 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 Terbar Ct, Dover Plains, NY 12522
  • 6 Lee Cir, Kent, CT 06757

    $690,000 Sold Jul 30, 2025

    6 Lee Cir, Kent, CT 06757

    • 3 Beds
    • 2.5 Baths
    • 2,014 Sq Ft
    • Built 1996

    Last Sold Summary

    • 8% Below List Price
    • $343/SF
    • 56 Days On Market

    Current Estimated Value $706,836

    Last Listing Agent Brian Hastings Serhant Connecticut, LLC

    6 Lee Cir, Kent, CT 06757
    • 91 N Tower Hill Rd Unit 101, Wassaic, NY 12592

      Est $1,701,605 Not Listed For Sale

      91 N Tower Hill Rd Unit 101, Wassaic, NY 12592

      • 4 Beds
      • 4.5 Baths
      • 4,784 Sq Ft
      • Built 1985
      91 N Tower Hill Rd Unit 101, Wassaic, NY 12592

      Last Sold Summary

      • 3% Below List Price
      • $366/SF
      • 109 Days On Market

      Last Sold Price $1,750,000

      Last Listing Agent Ronald Green KW MidHudson

  • /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
  • 24 Under Mountain Rd, Wassaic, NY 12592

    $285,000 Sold Jun 06, 2025

    24 Under Mountain Rd, Wassaic, NY 12592

    • 3 Beds
    • 2 Baths
    • 1,548 Sq Ft
    • Built 1912

    Last Sold Summary

    • $184/SF
    • 37 Days On Market

    Current Estimated Value $300,811

    Last Listing Agent Matthew Cave Hudson Property Services, LLC

    24 Under Mountain Rd, Wassaic, NY 12592
    • 10 Christian Hill Rd, Dover Plains, NY 12522

      Est $587,056 Not Listed For Sale

      10 Christian Hill Rd, Dover Plains, NY 12522

      • 4 Beds
      • 2.5 Baths
      • 2,755 Sq Ft
      • Built 1995
      10 Christian Hill Rd, Dover Plains, NY 12522

      Last Sold Summary

      • 28% Above List Price
      • $166/SF
      • 44 Days On Market

      Last Sold Price $457,000

      Last Listing Agent Steven Connolly Twin Bridges Properties

  • /16

    $495,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,592 Sq Ft

    222 Highview Rd, Dover Plains, NY 12522

    Escape the noise and congestion of everyday life and come home to space, privacy, and country-living, without giving up convenience. Located just 6 miles from the train and minutes to everyday amenities, this completely remodeled bi-level offers the perfect balance. Set on over 3 acres of beautiful, level and private property, the home has been thoughtfully updated and is truly move-in ready.

    Susan Todd BHHS Hudson Valley Properties

    222 Highview Rd, Dover Plains, NY 12522
  • 8 Tinker Town Rd, Dover Plains, NY 12522

    $240,000 Sold Apr 30, 2025

    8 Tinker Town Rd, Dover Plains, NY 12522

    • 2 Beds
    • 1 Bath
    • 1,104 Sq Ft
    • Built 1931

    Last Sold Summary

    • 8% Below List Price
    • $217/SF
    • 122 Days On Market

    Current Estimated Value $256,506

    Last Listing Agent Alan Arnfield Century 21 Alliance Rlty Group

    8 Tinker Town Rd, Dover Plains, NY 12522
    • /2

      Est $806,918 Not Listed For Sale

      142 Christian Hill Rd, Dover Plains, NY 12522

      • 2 Beds
      • 2 Baths
      • 2,468 Sq Ft
      • Built 1962
      142 Christian Hill Rd, Dover Plains, NY 12522

      Last Sold Summary

      • 1% Below List Price
      • $324/SF

      Last Sold Price $800,000

      Last Listing Agent HARRY HELEOTIS Illustrated Properties Group

  • /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
  • 151 Scott Dr, Dover Plains, NY 12522

    $100,000 Sold Nov 25, 2025

    151 Scott Dr, Dover Plains, NY 12522

    • 3 Beds
    • 2 Baths
    • 1,288 Sq Ft
    • Built 1986

    Last Sold Summary

    • 9% Below List Price
    • $78/SF
    • 93 Days On Market

    Last Listing Agent Blake Michaud BHHS Hudson Valley Properties

    151 Scott Dr, Dover Plains, NY 12522
    • 308 Hammond Hill Rd, Dover Plains, NY 12522

      Est $526,283 Not Listed For Sale

      308 Hammond Hill Rd, Dover Plains, NY 12522

      • 3 Beds
      • 2 Baths
      • 2,144 Sq Ft
      • Built 1973
      308 Hammond Hill Rd, Dover Plains, NY 12522

      Last Sold Summary

      • 42% Above List Price
      • $173/SF
      • 32 Days On Market

      Last Sold Price $369,900

      Last Listing Agent Igor Krasnoperov Rising Star Realty

  • /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
    • 507 Halls Corners Rd, Dover Plains, NY 12522

      Est $82,997 Not Listed For Sale

      507 Halls Corners Rd, Dover Plains, NY 12522

      • Built 1940
      507 Halls Corners Rd, Dover Plains, NY 12522

      Last Sold Summary

      • 4% Above List Price
      • $40/SF
      • 67 Days On Market

      Last Sold Price $80,000

      Last Listing Agent Curtis Darragh Legacy Land & Homes LLC

Showing Results 41 - 80, Page 2 of 18

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