3,150

Dover Plains, NY Homes

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  • /30

    $2,995,000

    • 6 Beds
    • 6 Baths
    • 6,118 Sq Ft

    644 Tower Hill Rd, Millbrook, NY 12545

    Experience the charm of country living in Millbrook with this 110-acre estate. As you wind your way along the quaint country road and up the circular driveway, you're greeted by manicured lawns, lush pastures, and majestic oak trees, setting the stage for the grandeur that awaits. The main residence, a masterpiece of architectural design, boasts over 6,000 sqft of traditional elegance blended

    OLIVER BROWN Houlihan Lawrence Inc.

    644 Tower Hill Rd, Millbrook, NY 12545
  • /10

    $1,000 per month

    • 1 Bed
    • 1 Bath
    • 448 Sq Ft
    • Condo for Rent

    34 Railroad St Unit 7, Dover Plains, NY 12522

    Property Id: 1469107A ground level, 1 bedroom apartment on backside of building with small section of yard is available for $1000/mo + $1000 security deposit. The apt has been completely rehabbed and painted. It features uniform ceramic tile flooring throughout with 2 new double hung windows and a natural skylight in the bedroom. Total area: 16'x28'=448 SQ ft. Bedroom is 9

    34 Railroad St Unit 7, Dover Plains, NY 12522
  • 8 Tinker Town Rd, Dover Plains, NY 12522

    $240,000 Sold Apr 30, 2025

    • 1,104 Sq Ft
    • $217/SF
    • 122 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1931

    8 Tinker Town Rd, Dover Plains, NY 12522

    Great home with lots of potential. Two lots included in sale. Home sold AS-IS. Close to Metro North Harlem Line and Route 22 -> I684. Great starter home, better than paying rent !! Snow blower and grill do not convey with house.

    Alan Arnfield Century 21 Alliance Rlty Group

    8 Tinker Town Rd, Dover Plains, NY 12522
  • /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
  • /10

    $2,200 per month

    • 2 Beds
    • 1 Bath
    • 1,500 Sq Ft
    • Townhouse for Rent

    44 Elizabeth St Unit D, Kent, CT 06757

    PRISTINE HALF DUPLEX TWO BEDROOM ONE BATH END UNIT. TOTAL MOVE IN CONDITION, LEVEL YARD, GREAT LOCATION WALK TO TOWN. WATER IS INCLUDED IN THE RENT, WASHER/DRYER HOOK-UP LOWER LEVEL, 750 SQ FT IN LOWER LEVEL FOR STORSGE/ UNFINISHED AREA. THE TENANT MUST HAVE EXCELLENT CREDIT (700 +), PROOF OF INCOME. THE RENTAL IS VERY CLOSE TO KENT SCHOOL, KENT CENTER, PARKS, HIKING TRAILS,RESTAURANTS AND

    Bob Camillone Berkshire Hathaway NE Prop.

    44 Elizabeth St Unit D, Kent, CT 06757
  • 460 Sinpatch Rd, Wassaic, NY 12592

    $1,830,000 Sold Apr 09, 2025

    • 3,132 Sq Ft
    • $584/SF
    • 29 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1870

    460 Sinpatch Rd, Wassaic, NY 12592

    Welcome to your dream farm retreat nestled in the picturesque foothills of the Berkshire mountains! This sprawling property spans just under 175-acres with a rich history, once serving as a prominent dairy farm and now flourishing as a horse farm. Here, you will find a stunning array of farm buildings, lush pastures, paddocks, a sprawling pond and acres of wooded mountainside. The main

    Michael Dunstan RE/MAX Town & Country

    460 Sinpatch Rd, Wassaic, NY 12592
  • /29

    $440,000

    • 3 Beds
    • 1 Bath
    • 1,104 Sq Ft

    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 Cappello Realty

    53B Elizabeth St, Kent, CT 06757
  • /4

    $950 per month

    • Studio-1 Bed
    • 1 Bath
    • 200 Sq Ft
    • Condo for Rent

    31 Wing Ave, Dover Plains, NY 12522

    Studio/1 bath. No pets. No Smoking. Background/credit check for each applicant ($20 fee). Hot water, garbage collection, snow removal included. Must have credit score of 550 or higher.

    31 Wing Ave, Dover Plains, NY 12522
  • 13 Mallard Way, Dover Plains, NY 12522

    $70,000 Sold Mar 31, 2025

    • 924 Sq Ft
    • $76/SF
    • 177 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1975

    13 Mallard Way, Dover Plains, NY 12522

    This home is in excellent condition with new skirting, awning , breaker panel, switches, roof, flooring through out, new bathroom fixtures, windows, front and rear doors, all new kitchen cabinets and appliances. It is located in a 55 and over community. Monthly rent includes: taxes, water, street lights and garbage pickup., Additional Information: ParkingFeatures:2 Car Detached,

    Richard Rennia Richard A. Rennia

    13 Mallard Way, Dover Plains, NY 12522
  • /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
  • /18

    $2,000 per month

    • 2 Beds
    • 1 Bath
    • House for Rent

    18 Furnace Bank Rd, Wassaic, NY 12592

    Welcome to your new home! This newly renovated 2-bedroom unit offers a pristine living experience at the intersection of modernity and comfort. With its contemporary design and top-tier finishes throughout, this residence promises a fresh start in style.Step inside to discover a thoughtfully upgraded space where every detail has been carefully considered. The all-new appliances elevate your

    18 Furnace Bank Rd, Wassaic, NY 12592
  • 3367 Route 22, Dover Plains, NY 12522

    $245,000 Sold Mar 24, 2025

    • 1,170 Sq Ft
    • $209/SF
    • 49 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1950

    3367 Route 22, Dover Plains, NY 12522

    Accepted offer 12/10/2024. This charming Cape Cod features a beautifully level backyard and a one-car garage. Inside, the welcoming space boasts a sunlit living room, an updated kitchen with wood cabinets and a breakfast bar, as well as a first-floor bedroom and bath, all with recently finished wood floors. The home also offers peace of mind with updated mechanics, including a new furnace, water

    Jill Rose Houlihan Lawrence Inc.

    3367 Route 22, Dover Plains, NY 12522
  • /42

    $650,000

    • 3 Beds
    • 3.5 Baths
    • 3,292 Sq Ft

    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
  • /4

    $1,100 per month

    • Studio-1 Bed
    • 1 Bath
    • 200 Sq Ft
    • Condo for Rent

    31 Wing Ave, Dover Plains, NY 12522

    Studio/1 bath. No pets. No Smoking. Background/credit check for each applicant ($20 fee). Hot water, garbage collection, snow removal included. Must have credit score of 550 or higher.

    31 Wing Ave, Dover Plains, NY 12522
  • 507 Halls Corners Rd, Dover Plains, NY 12522

    $80,000 Sold Mar 20, 2025

    • Land
    • 6 Acres
    • $12,800 per Acre
    • 67 Days On Market

    507 Halls Corners Rd, Dover Plains, NY 12522

    Escape the city and envision your perfect getaway on this beautiful 6.25-acre lot in Dover Plains, NY. Nestled in the heart of the Hudson Valley, this gently sloping property offers endless possibilities for those looking to build a custom home or vacation retreat without being too far from NYC. Imagine Waking Up to Breathtaking Sunrises: Facing east and slightly elevated from the road, this

    Curtis Darragh Legacy Land & Homes LLC

    507 Halls Corners Rd, Dover Plains, NY 12522
  • /43

    $20,000,000

    • 4 Beds
    • 8 Baths
    • 7,500 Sq Ft

    365-381 Tower Hill Rd, Wassaic, NY 12592

    A Private Architectural Masterpiece on 165 AcresNestled along the border of Amenia and Millbrook, NY, this extraordinary 165-acre estate offers unparalleled privacy and breathtaking panoramic views of the Hudson Valley. Designed by the acclaimed Resolution: 4 Architecture and completed in 2019, the 7,500-square-foot modern residence harmonizes seamlessly with its natural surroundings.At the heart

    Noble Black Douglas Elliman Real Estate

    365-381 Tower Hill Rd, Wassaic, NY 12592
  • /40

    $6,000 per month

    • 2 Beds
    • 1.5 Baths
    • 1,296 Sq Ft
    • House for Rent

    47 Johnson Rd, Kent, CT 06757

    Embrace the art of living well at Poetess Place, a haven designed for writers, birders, and nature lovers, tucked away on a private riverfront perch in the heart of picturesque Kent, CT. This lovingly remodeled 3-bedroom cottage, each room adorned with queen-sized comfort, invites you into a world of warmth and serenity. Wake up to the soothing melody of the Housatonic River and be captivated by

    Inna Agujen Coldwell Banker Realty

    47 Johnson Rd, Kent, CT 06757
  • 13 Glen Hill, Dover Plains, NY 12522

    $245,000 Sold Mar 19, 2025

    • 1,400 Sq Ft
    • $175/SF
    • 32 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1965

    13 Glen Hill, Dover Plains, NY 12522

    Nestled on a peaceful dead-end road in Dover Plains, this charming house is a hidden gem waiting to be discovered. With 1400 square feet of living space, this cozy abode offers a perfect blend of comfort and functionality. Step inside, and you'll be greeted by an inviting open floor plan that seamlessly connects the living areas. The large eat-in kitchen is a home chef's delight, featuring ample

    Anna Proctor Compass Greater NY, LLC

    13 Glen Hill, Dover Plains, NY 12522
    • /26

      Est $360,278 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,152 Sq Ft

      60 Willow Ln, Wassaic, NY 12592

      60 Willow Ln, Wassaic, NY 12592
  • /6

    $120,000

    • Land
    • 4.53 Acres
    • $26,513 per Acre

    3733 New York 22, Wassaic, NY 12592

    Fantastic opportunity to build your dream home on the spacious on this 4.526 acre lot. Enjoy peace and privacy with a driveway. Don't miss your chance to create your ideal living space in this desirable location.

    Laurie Mainey KW MidHudson

    3733 New York 22, Wassaic, NY 12592
  • /39

    $3,800 per month

    • 4 Beds
    • 4.5 Baths
    • 3,088 Sq Ft
    • House for Rent

    763 Old Route 22, Dover, 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 year-round rental. 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

    Claudia Jiskra McGrath Realty Inc

    763 Old Route 22, Dover, NY 12522
  • 8 Benson Ln, Dover Plains, NY 12522

    $525,000 Sold Mar 18, 2025

    • 2,420 Sq Ft
    • $217/SF
    • 65 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2004

    8 Benson Ln, Dover Plains, NY 12522

    Nestled on over an acre of beautifully landscaped, level property, this charming front porch Colonial offers nearly 2,500 square feet of spacious living filled with natural light. Step inside to discover stunning hardwood floors that flow throughout the first level, enhancing the home's warm and inviting atmosphere.The main floor features a formal dining room perfect for family gatherings, a

    Jackie Calhoun Coldwell Banker Realty

    8 Benson Ln, 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
  • 461 Chestnut Ridge Rd, Dover Plains, NY 12522

    $600,000 Sold Mar 11, 2025

    • 1,556 Sq Ft
    • $386/SF
    • 236 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1977

    461 Chestnut Ridge Rd, Dover Plains, NY 12522

    Improved Pricing for the New Year! Nestled in the heart of Hudson Valley on 1.5 acres, this newly renovated A-Frame Chalet offers a perfect blend of modern design and tranquil charm. This property features 20-foot ceilings, 3 spacious bedrooms, 2 bathrooms, 2 kitchens (a full kitchen and an additional kitchenette), a wood burning fireplace, a two car carport with storage, and a swimming pool. The

    Emelisa Mendoza RE/MAX Town & Country

    461 Chestnut Ridge Rd, Dover Plains, NY 12522
  • /25

    $475,000

    • 3 Beds
    • 3 Baths
    • 2,508 Sq Ft

    1 Craig Ln, Dover Plains, NY 12522

    Great Mother-daughter or income producing apartment in this very well maintained home in Dover. Upstairs has 3 bedrooms and 2 full bathrooms and a separate laundry room. The living room features hardwood flooring and an energy efficient heating and cooling mini split. Downstairs you’ll find a complete one bedroom, 1 bathroom apartment, perfect to offset the mortgage or produce income. New boiler

    Richard Brenner Rich Brenner Realty, LLC

    1 Craig Ln, Dover Plains, NY 12522
  • 310-314 Dover Furnace Rd, Dover, NY 12522

    $480,000 Sold Mar 07, 2025

    • Land
    • 33 Acres
    • $14,427 per Acre
    • 130 Days On Market

    310-314 Dover Furnace Rd, Dover, NY 12522

    Welcome to your slice of paradise! This exceptional Board of Health Approved 33.27-acre property offers a rare opportunity for your dream estate. Situated in a serene countryside setting, the property features its own pond. The well is already drilled. The approval is for a 3BR home and can have additional rooms for a den/office. Already constructed is a massive 30x60 Pole Barn (1800 sq ft)

    Mark Snyder eXp Realty

    310-314 Dover Furnace Rd, Dover, NY 12522
  • /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
  • 565 Poplar Hill Rd, Dover Plains, NY 12522

    $700,000 Sold Mar 04, 2025

    • Land
    • 56 Acres
    • $12,518 per Acre
    • 103 Days On Market

    565 Poplar Hill Rd, Dover Plains, NY 12522

    Nestled in the picturesque Harlem Valley, this remarkable BOHA 55-plus acre property in Dover Plains boasts a rich history as part of Dutchess County farmland. With its expansive open fields and lush woodlands, the landscape offers stunning vistas and diverse topography, including level meadows and gently rolling woods. Multiple home sites provide the perfect opportunity for complete privacy,

    Michael Tellerday Houlihan Lawrence Inc.

    565 Poplar Hill Rd, Dover Plains, NY 12522
  • /28

    $529,000

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

    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
  • 16 Elizabeth St Unit 19, Kent, CT 06757

    $285,500 Sold Feb 26, 2025

    • 1,232 Sq Ft
    • $232/SF
    • 37 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1980

    16 Elizabeth St Unit 19, Kent, CT 06757

    Alluring 2 Bedroom, 1.5 Bath remodeled Townhouse, offering a 1 Car Detached Garage, oozes with charm. The home is located within short walking distance to restaurants and shops in the storybook town of Kent, CT. The sun-filled Living Room contains 2 large windows and laminate flooring. The cozy Dining Room contains laminate flooring, a ceiling fan, and a slider to an enclosed patio, complete with

    Lisa Bowman Coldwell Banker Realty

    16 Elizabeth St Unit 19, Kent, CT 06757

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