Pending
Sale Pending at 256 Hammond Hl Rd, Dover Plains, NY 12522 | MLS# 996553 | Listing updated on 2026-09-18
Photo 1 of Sale Pending at 256 Hammond Hl Rd, Dover Plains, NY 12522 | MLS# 996553 | Listing updated on 2026-09-18
Photo 2 of Sale Pending at 256 Hammond Hl Rd, Dover Plains, NY 12522 | MLS# 996553 | Listing updated on 2026-09-18
Photo 3 of Sale Pending at 256 Hammond Hl Rd, Dover Plains, NY 12522 | MLS# 996553 | Listing updated on 2026-09-18
Photo 4 of Sale Pending at 256 Hammond Hl Rd, Dover Plains, NY 12522 | MLS# 996553 | Listing updated on 2026-09-18
17+
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$499,000

Monthly Est:$2,484

  • Beds Icon3 Beds
  • Beds Icon
    2 Baths
  • Beds Icon1,900sqft

256 Hammond Hl Rd, Dover Plains, NY 12522

$2,484/moEst:

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  • Single Family Residence

  • Built in 1970

  • $-- HOA

  • 3 acres lot

  • $263/sq.ft

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.

  • Houzeo last checked: 9 minutes ago
  • Listing updated: September 18, 2026 at 3:53 pm
  • Listing Provided by: Anna Proctor (845) 656-0692 | Compass Greater NY, LLC (914) 238-0676
  • Source: OneKey MLS-NY as distributed by MLS GRID | MLS#: 996553 OneKey MLS-NY as distributed by MLS GRID

Property Details

  • Status

    Pending

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Dutchess County

  • City

    Dover Plains

  • Neighborhood

    --

  • Year Built

    1970

  • HOA Fees

    -

  • Finished Area

    1,900 sqft

  • Lot Size

    3 acres lot

  • Basement Area

    - sqft

  • MLS Name

    OneKey MLS

  • MLS Number

    996553

  • MLS Status

    Pending

  • Days on Market

    180

  • Cumulative Days on Market

    112

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 3

    Bathrooms: 2

Interior

  • Sewer

    Septic Tank

  • Heating

    Hydro Air, Oil

  • Cooling

    Central Air

  • Appliances

    Dishwasher, Dryer, Oven, Refrigerator, Washer

  • Interior Features

    First 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

  • Flooring

    Hardwood

Construction

  • Year Built

    Year Built: 1970

  • Home type

    Single Family Residence

  • Construction Materials

    Block

  • Architectural Style

    Ranch

Utilities & Energy

  • Basement

    Crawl Space

  • Water Source

    Well

  • Parking Features

    Detached, Driveway

  • Utilities

    Cable Available, Cable Connected, Electricity Available, Electricity Connected, Phone Available, Water Available, Water Connected

  • Laundry Features

    Laundry Room

Price History

DateEventPrice

08/28/2026

Source: mls_logoOneKey MLS-NY as distributed by MLS GRID #KEY996553

Pending

$499,000 -5.67%

$263/sqft

05/07/2026

Source: mls_logoOneKey MLS-NY #KEY996553

Listed for Sale

$529,000

$278/sqft

Nearby Homes

Based on information from OneKey MLS® through Nov 04, 2026, 12:31AM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 OneKey MLS. All rights reserved.

Advertising Broker: Derek Greene | The Greene Realty Group

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