Dover Plains, NY Homes for Sale with Acreage

Two bedroom, one bath cottage on an amazing pastoral setting on a 6.16 acre lot in the town of Dover. Great place for a weekend retreat or year-round home. Bring your imagination and renovate this home to your needs. Amazing setting! Sold as-is. Buyer to pay NYS and any local transfer taxes. Offers with rehab loan financing must be accompanied by a pre-qualification letter; cash offers with proof

Brian Smith River Realty Services, Inc.

A rare opportunity for the dedicated equestrian, this beautiful gentleman’s farm is set on nearly 9 acres of gently rolling countryside, offering the ideal balance of privacy, usability and convenience. Whether you’re an active competitor, trail rider or simply seeking a peaceful horse property, this special offering provides the setting to pursue your passion.Perfect as a full-time residence

Lonnie Lum Coldwell Banker Realty

Introducing Sky House. This 7,500-square-foot modern estate atop 165 acres of meadows, woodland, and rolling hills in Millbrook’s storied hunt country is a study in serenity and design intelligence. Conceived by the celebrated firm Resolution: 4 Architecture and completed in 2019, the residence rises from the landscape with a long, linear silhouette tempered by floor-to-ceiling glass that invites

Ashley Whittaker Spence Compass Greater NY, LLC

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

Joseph Lorino Brown Harris Stevens HV LLC

Welcome to The Flint Road Retreat!! Beautifully maintained one-owner ranch situated on 3.53 private acres along a quiet country road, this property offers a peaceful and serene setting with plenty of room to enjoy the surrounding natural beauty, while remaining just minutes from local shops, restaurants and area amenities. The home features stunning hardwood floors, custom cherry cabinetry,

AURA QUARTARARO William Pitt Sothebys Int Rlty

Rarely does an offering of this scale and provenance come to market. Set across more than 114 acres, Honey Lane Farm is a private estate of exceptional beauty-three distinct period residences forming a serene, self-contained retreat in the heart of the Harlem Valley. The four-bedroom mid-19th century main house is both refined and inviting, bathed in southern light and thoughtfully updated for

Andrew Gates Houlihan Lawrence

Privately nestled along a picturesque country road, this exceptional country retreat is set on 8.8 acres of beautifully landscaped grounds, offering an extraordinary blend of privacy, comfort, and natural beauty. Surrounded by mature trees and peaceful scenery, the property provides a tranquil escape while remaining conveniently close to the region’s most sought-after destinations. Thoughtful

Susan Whalen George T Whalen Real Estate

PRICE JUST REDUCED.$ 34,000 DUE TO LIFE EVENTS RECENTLY QWNER WILLING TO REDUCE MORE. WILLING TO WORK WITH BUYER THAT CAN APPRECIATE THE PROPERTY. LOCATION LOCATION ONE OF A KIND PROPERTY HUNTING LAND OR A VACATION DESTINATION TO RELAX AND DESTRESS IN THE BEAUTIFUL BERKSHIRE MOUNTAINS 132.4 ACRES PLUS POND.AND 1,368 sq ft cabin.plus 462 sq ft loft. sleeps 8. three land parcels. 70 ACRES 50 ACRES

John Melchior Howard Hanna Rand Realty

Estate property being sold AS, including contents. 5+/-acre parcel of lovely land with meadows, views of rolling hill tops and majestic trees. There is an old growth of grape vines and an orchard with various fruit trees. A truly special piece of property conveniently located to communte to NYC either by car or train. Just the land and improvements alone proof the value of this offering. The

Amy Levine Howard Hanna Rand Realty

**TO BE BUILT** Prepare to be impressed. Nestled on nearly 8 private acres in the heart of Millbrook, this exceptional custom-built estate offers nearly 6,000 square feet of thoughtfully designed living space, blending timeless craftsmanship with modern efficiency and luxury. Featuring 4 spacious bedrooms, 5 full baths and oversized 3 car garage, the home provides an ideal balance of comfort,

Ronald Green KW MidHudson

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

Privately nestled on 3 serene acres in the rolling hills of Dover Plains, this beautifully reimagined country retreat offers an exceptional blend of privacy, refined modern updates, and effortless indoor-outdoor living. Set far back from the road and surrounded by mature trees and picturesque natural scenery, 256 Hammond Hill Road delivers a peaceful lifestyle with extraordinary entertaining

Anna Proctor Compass Greater NY, LLC

Set on 2.1 serene acres in the heart of Dutchess County, this thoughtfully designed 4-bedroom, 2-bath residence offers a harmonious blend of classic charm and modern functionality. Ideally positioned near the Wassaic Train, the Taconic Parkway, Millbrook, and Dover Plains, the property provides both privacy and convenience. Step inside to discover warm wood floors throughout the main level,

Arleen Shepley Elyse Harney Real Estate

Sophisticated country living in the desirable Millbrook area within the highly regarded Millbrook Central School District. Ideally located close to the charming village, local amenities, and the Wassaic Station for convenient Metro-North access to New York City. Privately set on 2.06 picturesque acres, this light-filled 4-bedroom, 2-bath Cape offers the perfect blend of comfort, versatility, and

Arleen Shepley Elyse Harney Real Estate

This beautifully maintained 3-bedroom, 2.5-bath Colonial is being offered for sale for the very first time. Lovingly built and cared for by its original owner, the home is set on a scenic 2.7-acre lot with open lawn, mature landscaping, established vegetable garden, and an idyllic creek along the rear of the property. From the moment you arrive, the peaceful setting and classic curb appeal make a

Britney Maddock K. Fortuna Realty, Inc.

A European Inspired Oasis in Dover Plains!This meticulously cared for custom built home is being offered by the original owners for the first time.The impressive front entrance is where the grace and style begins. This 2,409 square foot home has too many custom features to list-making it a MUST SEE!In the primary residence you will find a primary bedroom, 2 additional bedroom, 2 full

CAROL LYNNE PENTA K. Fortuna Realty, Inc.

Bring your imagination and vision to Old Benton House, this four-bedroom antique home, privately set amid mature trees, perennial gardens, and peaceful country surroundings. The home is located in the Ten Mile River Valley which is bordered by mountain ridges on both sides, with views of the Taconic Mountains. Rich in historic character, the home showcases original pine and elm hardwood floors,

Janet Myer Houlihan Lawrence Inc.

A few minutes east of Route 22 on the Dover/Millbrook border in the municipality of Washington, sits 109+ acres of picturesque countryside. Used prior as a dairy farm, this exceptional offering presents a rare opportunity to bring your farming lifestyle dreams to life, or an equestrian property. Comprised of 4 distinct parcels totaling 109+ acres, the property blends open fields, wooded

Brian McGrath McGrath Realty Inc

It is all in the details with this sophisticated Millbrook retreat. Perched high off the main road, this very private property is dreamy. The entrance wrap around porch welcomes you home immediately. The open living space commands attention with beamed ceilings, crown moldings, V-groove plank paneled walls and doors, and more. There is a wood burning stove, hardwood flooring, paned windows, and

Steve Bruman Corcoran Country Living

At the very end of a quiet country road, you'll find 56 Northrup — a stunning, architect-designed retreat blending 19th-century farmhouse charm with thoughtful, award-winning modern design. Originally built in 1870 and reimagined by NYC architects Neumann & Rudy, this 33-acre property includes a restored main house, a sleek single-story primary suite addition, and expansive grounds featuring a

Adam Hade Compass Greater NY, LLC