21-23 Tinker Town Road

Dover Plains, NY 12522

  • $1,950,000
  • 3 Beds
  • 1 Baths
  • 1,482 Sqft
  • 109.69 Acres
  • 1900 Built

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 landscapes, water features, and classic agricultural structures to create a truly versatile and inspiring setting. The largest parcel, spanning 88.46 acres, offers a beautiful mix of approximately 25 cleared acres and expansive mature hardwood forest. Portions were fenced for cattle, while a gently meandering stream traces the western border, feeding into a small pond at the southern tip. Trails wind through the woods, inviting exploration, and the land slopes gently to the north, revealing sweeping, breathtaking views from its higher elevations. One could build an incredible estate surrounded by nature and absolute privacy. Just below, the 10.37-acre parcel forms the heart of the former cattle farm, complete with two residences, the continuation of the stream along its western and southern edges, and the iconic red barns and silo that define the property’s rural character. One home is a vintage 1900s 2 story farmhouse offering 3 bedrooms, 1 bath, and 1,482 SF across six rooms, complete with a welcoming open front porch and currently occupied by the property’s caretaker. The second residence is a spacious 2,272 SF ranch-style home featuring 2 bedrooms, 1 1/2 baths, generously sized rooms with high ceilings, and an enclosed porch. This home is currently rented for $2,900 per month, providing immediate income potential. Supporting the agricultural use are several accessory buildings, including a substantial two-story cow barn built in 1920 with 3,800 SF, a 480 SF barn dating to 1950, a detached one-car garage built in 1940 offering 1,056 SF, and additional storage sheds. The 9.82-acre parcel is a level hay field, ideal for crops or livestock, and benefits from its own gated entrance along Tinker Town Road, offering both convenience and flexibility. An additional 1.04-acre parcel sits conveniently across the street, completing the ensemble. If additional land is desired, there is an adjacent 332+ acres that could also be bundled with this purchase, creating a total of 441.99 acres. This offering is not only a picturesque rural retreat but also a savvy investment, with the potential for agricultural tax exemptions to be reinstated if managed accordingly. Despite its serene seclusion, the property is just minutes from Route 22, the Dover Metro North train station, and the charming local villages of the Hudson Valley, offering the perfect balance of country living and modern accessibility.

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Property Highlights
  • ELEMENTARY : Dover
  • MID. SCHOOL : Dover Middle School
  • HIGH SCHOOL : Dover High School
  • VIEW : Mountain(s), Neighborhood
  • PRICE/SQFT : $1,316
  • DAYS ON MARKET : 51
  • MLS : 976571

Additional Information

ADDITIONAL INFORMATION
  • BASEMENT DESCRIPTION: Full, Unfinished
  • DAYS ON MARKET: 51
  • ELEMENTARY SCHOOL: Dover Elementary School
  • ELEMENTARY SCHOOL DISTRICT: Dover
  • HIGH SCHOOL: Dover High School
  • LIVING AREA SQFT: 1482
  • MIDDLE SCHOOL: Dover Middle School
  • ON MARKET DATE: 2026-05-04
  • PARKING: Driveway
  • SEWER: Septic Tank
  • STYLE: Colonial, Farmhouse
  • TAX AMOUNT: $38,728
  • TYPE: Residential
  • UTILITIES: Cable Connected, Electricity Connected
  • VIEW: Mountain(s), Neighborhood
  • YEAR BUILT: 1900
INTERIOR/EXTERIOR FEATURES
  • APPLIANCES INCLUDED: Oven, Refrigerator
  • BEDS: 3
  • CONSTRUCTION MATERIALS: Stone
  • EXTERIOR FEATURES: Lighting, Covered, Porch
  • FULL BATHS: 1
  • HEAT: Hot Water, Oil, Other
  • INTERIOR FEATURES: Other
  • ROOMS: 6

Listing Courtesy of Brian McGrath of McGrath Realty Inc (845.855.5550).

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Location for 21-23 Tinker Town Road, Dover Plains, NY

Schools for 21-23 Tinker Town Road, Dover Plains, NY

Our community offers residents access to a number of fine private and public schools for all grade levels. Please read below for information on each of the schools in our area.

Private Schools
SCHOOL LOCATION GRADE
Dutchess Day School 415 New York 343 Millbrook, NY 12545 PK - 8
GreatSchools

*UG = ungraded.
Detailed school information provided by GreatSchools.org © . All rights reserved.

Public and private school information is provided by sources including GreatSchools.org and various MLS services including the One Key, SMARTMLS, NCMLS, DARMLS and Greenwich MLS, and is subject to the terms of use on those sites. William Pitt and Julia B. Fee Sotheby’s International Realty believes the information provided by these sources to be accurate but will not be held responsible if any data as well as information such as school districts for listings is inaccurate.

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Hudson Valley

, New York

Amid the picturesque landscapes of New York State, the Hudson Valley captivates with its natural beauty and historic charm. This region, just north of New York City, is renowned for its picturesque river...

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  • Julia B. Fee Sotheby's International Realty