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Dover Plains, NY Homes for Sale

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  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /26

    $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
  • /14

    $815,000

    • Land
    • 85 Acres
    • $9,626 per Acre

    0 Chestnut Ridge Rd Unit KEY823877, Dover, NY 12522

    Located on Chestnut Ridge Road, seven miles from the Village of Millbrook, this exceptional and unique 84+ acre land property offers not only great topographic diversity but also has ready approved subdivisions. It consists of two separate tax parcels, complementing each other as a whole or separately. The first 15+ acre lot is accessible with its own long driveway up to a large hay field with

    Marie-Laure Collins Compass Greater NY, LLC

    0 Chestnut Ridge Rd Unit KEY823877, Dover, NY 12522
  • /22

    $750,000 Open Sat 10AM - 3PM

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

    10 May Knoll, Dover Plains, NY 12522

    Tranquility, endless possibilities and the warmth of the Hudson Valley welcome you. This Adirondack Style home features a spacious backyard, views of the Ten Mile River and an old world charm. The 18' by 24' bonus room large enough to host yoga classes, writing retreats, perhaps a media room, private office, your very own personal library or a fourth bedroom. The living room has a custom stone

    David White Owner Entry.com

    10 May Knoll, Dover Plains, NY 12522
  • /3

    $90,000

    • Land
    • 1.49 Acres
    • $60,403 per Acre

    0 Tinker Town Rd, Dover Plains, NY 12522

    Escape the NYC and envision your perfect getaway on this beautiful 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 vacation retreat without being too far from the city. this property provides a canvas for your dream home. A Natural Haven Just Minutes from Modern Conveniences, The lots

    Adnane Chahi Keller Williams Realty Partner

    0 Tinker Town 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
  • /21

    $7,900,000

    • Land
    • 442 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
  • /9

    $760,000

    • Land
    • 70 Acres
    • $10,857 per Acre

    80 Hunter Ln, Amenia, NY 12592

    HUNTERS PARADISE:Hunters Incredible hunting land with large cabin spring fed water system, hot water system full bath and shower Cabin has two bedrooms and a loft sleeps 8 comfortably with wood stove and fireplace for heat. All electric is run by generator. You supply generator There are total 132.4 acres in three parcels taxes 2943.00 13200000716400008885890000 70

    Bill Flood Houlihan Lawrence Inc.

    80 Hunter Ln, Amenia, NY 12592
  • /26

    $190,000

    • 2 Beds
    • 1 Bath
    • 792 Sq Ft

    17 Plymouth Rock Rd, Dover Plains, NY 12522

    We are entertaining all offers on this two (2) bedroom, one (1) bath ranch in need of some TLC. All-cash offers only. This is a non-contingent sale of real property and said property will be sold in "as-is, where-is" condition, free and clear of any and all liens, claims and encumbrances. The property will be delivered vacant. Any sale will be subject to Bankruptcy Court

    Marc Yaverbaum MYC & ASSOCIATES INC

    17 Plymouth Rock Rd, Dover Plains, NY 12522
  • /11

    $195,000

    • Land
    • 1.85 Acres
    • $105,405 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 the municipality. The purpose of the Gateway district is to encourage the development of a compatible mix of commercial, office, light retail, and

    Adam Hade Compass Greater NY, LLC

    0 New York 22, Dover Plains, NY 12522
  • /11

    $205,000

    • Land
    • 2.50 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 the municipality. The purpose of the Gateway district is to encourage the development of a compatible mix of commercial, office, light retail, and

    Adam Hade Compass Greater NY, LLC

    0 New York 22, Dover Plains, NY 12522
  • /11

    $205,000

    • Land
    • 2.03 Acres
    • $100,985 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 the municipality. The purpose of the Gateway district is to encourage the development of a compatible mix of commercial, office, light retail, and

    Adam Hade Compass Greater NY, LLC

    0 New York 22, Dover Plains, NY 12522
  • /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 the municipality. The purpose of the Gateway district is to encourage the development of a compatible mix of commercial, office, light retail, and

    Adam Hade Compass Greater NY, LLC

    0 New York 22, 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
  • /2

    $100,000

    • Land
    • 1.73 Acres
    • $57,803 per Acre

    N/A Hammond Hill Rd, Washington, NY 12522

    FOR SALE 1.73+/- Acre Premium Building Lot Washington/Dover Plains, NY, Dutchess County Only 90 mins/NYC - Mins/Metro N. Station Crystal Clear Stream - Mountain views COLD STREAM LANDING - Your Private Slice of Paradise! Imagine owning a piece of nature's masterpiece-a crystal-clear, cascading cold stream meandering through your very own 1.73-acre haven in sought-after Dutchess

    Valerie Watts HENRY WATTS REAL ESTATE CORPORATION

    N/A Hammond Hill Rd, Washington, NY 12522
  • /2

    $119,000

    • Land
    • 13 Acres
    • $8,941 per Acre

    0 Cart Rd Unit KEY833895, Dover, NY 12522

    Nice wooded property with frontage on Cart Rd and 343. Ideal for camp or your hunting cabin. Beautiful view of the town. Priced to sell. 40+ acres also for sale, next to it.

    Graziano Tassone Tassone Realty Corp.

    0 Cart Rd Unit KEY833895, Dover, NY 12522
  • /2

    $300,000

    • Land
    • 11 Acres
    • $28,090 per Acre

    451 Bog Hollow Rd, Wassaic, NY 12592

    Discover the perfect opportunity to own a 465,221 square feet of pristine land in the scenic town of Wassaic, NY. Nestled in the heart of Dutchess County, this expansive vacant lot offers a black canvas for your vision.

    Francheska Gomez Aventus Real Estate Corp

    451 Bog Hollow Rd, Wassaic, NY 12592
  • /2

    $119,000

    • Land
    • 13 Acres
    • $8,941 per Acre

    0 Cart Rd Unit KEYH6268558, Dover, NY 12522

    Nice wooded property with frontage on Cart Rd and 343. Ideal for camp or your hunting cabin. Beautiful view of the town. Priced to sell. 40+ acres also for sale, next to it.

    Graziano Tassone Tassone Realty Corp.

    0 Cart Rd Unit KEYH6268558, Dover, NY 12522
  • /2

    $99,900

    • Land
    • 3.30 Acres
    • $30,273 per Acre

    Lot 7 Brookview Rd, Dover, NY 12522

    Located approximately 6.5 miles from the Village of Millbrook. Trains to New York City are available only 3.3 miles away at the Metro North Station in Dover Plains. Picturesque Stone Brook traverses the property. Ideal for your weekend or year-round dream home. Board of Health Approved and no fill required.

    Robert D Ferris R. Ferris Real Estate, LLC

    Lot 7 Brookview Rd, Dover, NY 12522
  • /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

Frequently Asked Questions

What are the most popular zip codes in Dover Plains, NY?
The most popular zip codes in Dover Plains, NY include 12603, 12601, 06488, 06776 and 12533.
What are the most popular neighborhoods near Dover Plains, NY?
The most popular neighborhoods near Dover Plains, NY are Dover, Washington, Amenia, Union Vale and Stanford.
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