16

Dover Plains, NY Houses for Sale

Section Image
  • /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
  • /13

    $4,675,000

    • 4 Beds
    • 4.5 Baths
    • 4,024 Sq Ft

    114 Brush Hill Rd, Millbrook, NY 12545

    Brush Hill Contemporary is a to-be-built masterpiece in the Hudson Valley with an inviting and expansive floor plan designed to allow freedom to roam with absolute comfort and luxury. Huge southerly views of the Clove Valley, and beyond, through floor to ceiling windows in the public spaces allow for maximum light and an indoor/outdoor flow that enhances every season. The home will consist of

    Byron Anderson Compass Greater NY, LLC

    114 Brush Hill Rd, Millbrook, NY 12545
  • /36

    $8,000,000

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

    Unlisted Address

    Perched on the crest of a plateau overlooking panoramic, protected views, West Wind Hill, a bespoke country estate on 389± acres, straddles Kent, CT and Amenia, NY. Experience this truly magnificent classic stone and shingle manor house sited perfectly to experience lush sunsets and fairytale mists with the upmost in privacy. Only eight minutes from the center of Kent and less than two

    Joseph Lorino Brown Harris Stevens HV LLC

    Unlisted Address
  • /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
  • /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
  • /39

    $6,900,000

    • 5 Beds
    • 4.5 Baths
    • 7,632 Sq Ft

    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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /22

    $750,000

    • 4 Beds
    • 1.5 Baths
    • 2,200 Sq Ft

    10 May Knoll, Dover Plains, NY 12522

    The Adirondack is YOUR Perfect Waterfront Getaway.Tranquility, endless possibilities and the warm vibes of the Hudson Valley welcome you. Situated on 1.951 acres along the majestic Ten Mile River. The home features an Old World charm with custom woodwork, built-in-cabinets, hardwood floors, a unique stone fireplace and your very own private balcony overlooking the spacious backyard. Imagine cool

    David White Owner Entry.com

    10 May Knoll, Dover Plains, NY 12522
  • /25

    $12,950,000

    • 4 Beds
    • 4.5 Baths
    • 6,191 Sq Ft

    123 Butts Hollow Rd, Dover Plains, NY 12522

    Welcome to a once-in-a-lifetime opportunity to own an exceptional equestrian estate sprawling over approximately 185 unrestricted acres in the heart of Millbrook hunt country. Originally built in 1865, this property has been meticulously expanded with a lavish addition spanning over 6000 sq ft, seamlessly blending antique charm with modern opulence. Enjoy miles of fenced pastures, riding trails,

    OLIVER BROWN Houlihan Lawrence Inc.

    123 Butts Hollow Rd, Dover Plains, NY 12522
  • /33

    $324,900

    • 3 Beds
    • 1 Bath
    • 1,750 Sq Ft

    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
  • /15

    $285,000

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

    24 Under Mountain Rd, Wassaic, NY 12592

    **Multiple Offers. Highest and best due in HomePath by 4/3/25 at noon** This beautiful 2 story in Wassaic is a must see! This home has been fully renovated from top to bottom with many great updates including a new roof, new doors, new luxury vinyl plank flooring, fresh paint, 2 new bathrooms, new kitchen, new high efficiency propane boiler, updated septic system, and more! All this nestled on

    Matthew Cave Hudson Property Services, LLC

    24 Under Mountain Rd, Wassaic, NY 12592
How to Buy a Home How to Finance a Home How to Sell a Home