NY
Dutchess
Dover Plains
12522
256 Hammond Hill Road
256 Hammond Hill Road, Dover Plains, NY 12522
Share Listing
Listing Type
Single Family
Listing Status
Active
21
$529,000

Home Details for 256 Hammond Hill Road

Price
$529,000
Type
Residential
Bedrooms
3
Total Bathrooms
2
Full Bathrooms
2
Square feet
1900
Year built
1970
Lot size acres
3
County
Dutchess
Total rooms
10
Garage
2
Basement
Crawl Space
Days on site
1
MLS Listing#
996553
Property Description

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 space both inside and out. This inviting 3-bedroom, 2-bath residence spans approximately 1,788 square feet and features a bright, open-concept layout filled with natural light and thoughtfully curated finishes throughout. Completely renovated kitchen and bathrooms elevate the home with a sophisticated, modern aesthetic while preserving its warmth and timeless character. The stunning kitchen flows seamlessly into the dining and living areas, creating an airy atmosphere ideal for both everyday living and entertaining on any scale. Rich hardwood flooring, oversized windows, freshly painted interiors, and newly installed designer light fixtures throughout the kitchen, bathrooms, exterior, and hallways further enhance the home’s polished presentation. Major mechanical and functional improvements provide additional peace of mind, including newer appliances with most approximately two years old, a refrigerator replaced within the last year, and a recently updated well pump. The home also includes a newer pellet stove, approximately 3–4 years old, accompanied by both pellets and wood for the wood-burning stove, offering warmth and ambiance throughout the colder seasons. In addition to the primary living spaces, the home features an expansive bonus room offering remarkable versatility for a home office, guest accommodations, recreation space, fitness studio, or additional lounge area tailored to a variety of lifestyle needs. One of the property’s most captivating features is the oversized rear deck spanning the back of the home, creating a spectacular extension of the living space with multiple seating and dining areas overlooking tranquil wooded surroundings. Whether hosting summer gatherings, enjoying quiet mornings with coffee, or relaxing beneath the stars, the outdoor setting captures the essence of refined country living. Additional highlights include central air conditioning, included washer and dryer, a SimpliSafe security system that may be expanded by future owners, and an oversized garage with an additional oil tank for supplemental heat. Conveniently located in the heart of Dutchess County, just moments from local shops, restaurants, hiking trails, Metro-North, and the charming nearby towns of Pawling, Millbrook, and Amenia, this exceptional offering combines modern enhancements, flexible living space, expansive outdoor entertaining, and timeless country elegance less than two hours from Manhattan.

Property Features
  • Utilities
    • Cable Available
    • Cable Connected
    • Electricity Available
    • Electricity Connected
    • Phone Available
    • Water Available
    • Water Connected
  • House Interior
    • Built-in Features
    • Cathedral Ceiling(s)
    • Eat-in Kitchen
    • Kitchen Island
    • Open Floorplan
    • Recessed Lighting
  • Water Features
    • Public
    • Private
    • Well
  • Parking
    • Detached
    • Driveway
  • Cooling Information
    • Central Air
  • Heating Information
    • Oil
  • Basement
    • Crawl Space
School Information
School Information for 256 Hammond Hill Road, Dover Plains, NY 12522
Elementary School
Dover Elementary School
Middle School
Dover Middle School
High School
Dover High School
Listing Courtesy: Compass Greater NY, LLC - 914-238-0676
Presented by: Anna Proctor
The data relating to real estate for sale on this website comes in part from the Internet Data exchange of OneKey MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed. Copyright ©2026 OneKey MLS. All Rights Reserved
Fair Housing Notice
Transportation
Check the walk, transit, and bike score for
Neighborhood Market Statistics
See average values in the proximity of this property
Median Listing Price
Median Days on Site
Median Square Feet
Market statistics compiled from data from OneKey MLS.
EXIT REALTY CONNECTIONS
2790 W. Main St., Wappingers Falls, NY 12590
Office
845 298 6034
Request more details
Code: