21-23 Tinker Town Road Dover Plains, NY $ 1,950,000
21-23 Tinker Town Road
$ 1,950,000
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21-23 Tinker Town Road

Dover Plains, NY, 12522
$ 1,950,000
Bedrooms3 Baths1.0 Sq 1,482

Monthly Estimate*

$ 12,006

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Single Family Home for sale in Dover Plains, NY

for $1,950,000 with 3 bedrooms and 1 full bath. This 1,482 square foot home was built in 1900 on a lot size of 109.69.

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, 1½ 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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Single Family Active

Price

$ 1,950,000

Bedrooms

3

Full Bath

1

Property Type

Single Family

Taxes

$ 38,728

Style

Colonial,Farmhouse

Lot Size

109.69

Year Built

1900

Town/City

Dover Plains

County/Region

Dutchess

MLS | Web ID

976571

Features
Interior
Interior Amenities Other
Basement Full Unfinished
Basement Features Full Unfinished
Basement (Y/N) Y
Fireplace Y/N N
Half Baths 0
Total Bedrooms 3
Total Baths 1
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General
Sewer Septic Tank
Heating Hot Water Oil Other
Cooling None
Utilities Cable Connected Electricity Connected Trash Collection Private
Appliances Oven Refrigerator
Garage Spaces 1
Patio/Porch Features Covered Porch
Architectural Style Colonial Farmhouse
Construction Materials Stone
Exclusions Discuss with listing agents
Year Built 1900
View Mountain(s) Neighborhood
Property Subtype Single Family Residence
Tax Year 2026
Parcel Number 135889-7064-00-338043-0000
Waterfront Features Pond Stream
County Dutchess County
Property Type Residential
HOA N
Garage Y/N Y
Other Structures Barn(s) Garage(s) Guest House Outbuilding Shed(s)
Total Rooms 6
Full Baths 1
Directions From Route 22 turn onto Route 343 right turn onto Tinkertown Road. Hard left to go across the street where the sign says 21-23 Tinkertown Road. Do not drive up the driveway without either of the lis
High School Dover High School
City Washington
Senior Community Y/N N
High School District Dover
Carport Y/N N
Elementary School Dover Elementary School
Property Attached Y/N N
Tax Annual Amount 38728
Middle/Junior High School Dover Middle School
Property Condition Updated/Remodeled
Additional Parcels Y/N Y
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Dover
Elementary School District Dover
Tax Assessed Value 1663600
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Exterior
Exterior Amenities Lighting Mailbox
Fencing Partial
Parking Features Driveway Driveway
Water Source Well
Inclusions Discuss with listing agents
Spa N
Waterfront Y/N N
Road Frontage Type Municipal
Road Responsibility Public Maintained Road
Horse Y/N Y
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Internal Only
Street Number 1 21
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* Excluded Features
List By
Brian McGrath

Listing Agent

Mcgrath Realty Inc

Broker

845-855-5550

Contact

Affordability Calculator

$15,234
Per Month
79%
21%
0%
Monthly Principal & Interest
$12,006
Monthly Property Taxes
$3,227
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4100672 Elementary School
4101378 Middle School
Dover High School High School
Pricing History
DatePricePrice ChangeDescription
5/4/2026$1,950,000 Listed Price

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21-23 Tinker Town Road, Dover Plains, NY, 12522 is a Single Family Home for sale at $1,950,000 with 1,482 sqft and a lot size of 109.69. 21-23 Tinker Town Road has 3 bedrooms, 1.0 baths, and was built in 1900. The property's zip code is 12522 which is in Dover Plains, NY