$499,000
 $2,679 est/mo Sourced by Back At You

256 Hammond Hill Road,Dover Plains, NY 12522

Dover Plains, NY 12522

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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. Accessed via a deeded right-of-way, the property offers a uniquely private setting while maintaining convenient accessibility. 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. Town of Washington documentation reflects updated approvals and retroactive Certificates of Occupancy for prior improvements, with no known violations currently on file. 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.

Details

MLS #996553
Listing TypeFor Sale
StyleHouse
Sub-TypeResale
StatusPending
Year1970
Days On Site142
Listing Provided ByCompass Greater NY, LLC | Anna Proctor

Features

Bed(s)3
Bath(s) 2 Total
SQ Feet1,900
Garage2
BasementY
Acreage3.00

Interior

CoolingCentral Air
HeatingHydro Air, Oil
Interior FeaturesFirst Floor Bedroom, First Floor Full Bath, Built-in Features, Cathedral Ceiling(s), Chefs Kitchen, Eat-in Kitchen, Kitchen Island, Open Floorplan, Open Kitchen, Primary Bathroom, Recessed Lighting, Washer/Dryer Hookup
AppliancesDishwasher, Dryer, Oven, Refrigerator, Washer

Exterior

Construction MaterialsBlock

Parking

Garage Yes / NoYes
Parking FeaturesDetached, Driveway

Utilities

UtilitiesCable Available, Cable Connected, Electricity Available, Electricity Connected, Phone Available, Water Available, Water Connected
SewerSeptic Tank

Taxes

Tax Year2026
Tax Assessed Value257100
Tax Annual Amount6106

Area Information

StateNY
CountyDutchess County
CityDover Plains
Zip Code12522
School DistrictDover High School
Elementary SchoolDover Elementary School
High SchoolDover High School
Listing VS Median (in 12522)
Price:
$499,000
low | high
Med:
$330,000
83.867735470942% of Average
sqft:
1,900
low | high
Med:
2,135
37.631578947368% of Average
$ / sqft:
$263
low | high
Med:
$217
67.210897702223% of Average
On site:
142
low | high
Med:
93.5
100% of Average
Sourced by Back At You

Market Activity 12522

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Learn More About This Property

StateNY
CountyDutchess County
CityDover Plains
Zip Code12522
School DistrictDover High School
Elementary SchoolDover Elementary School
High SchoolDover High School
Listing VS Median (in 12522)
Price:
$499,000
low | high
Med:
$330,000
83.867735470942% of Average
sqft:
1,900
low | high
Med:
2,135
37.631578947368% of Average
$ / sqft:
$263
low | high
Med:
$217
67.210897702223% of Average
On site:
142
low | high
Med:
93.5
100% of Average
Sourced by Back At You
Listing Updated: September 18, 2026 at 11:16:03 AM PDT