287 Derby Road Middletown, NY $ 700,000
287 Derby Road
$ 700,000
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287 Derby Road

Middletown, NY, 10940
$ 700,000
Bedrooms4 Baths1.1 Sq 2,336

Monthly Estimate*

$ 4,420

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Single Family Home for sale in Middletown, NY

for $700,000 with 4 bedrooms and 1 full bath, 1 half bath. This 2,336 square foot home was built in 1850 on a lot size of 14.

A place to put down roots, spread out and create the country lifestyle you’ve been dreaming of. Set on 14 mature acres in the Pine Bush School District, this circa-1850s Colonial is a property filled with character and history. The four-bedroom, approximately 2,600-square-foot home welcomes you with a charming covered front porch and retains wonderful original details, including hardwood floors, a beautiful staircase and exposed beams—all surrounded by mature trees and an established country landscape. Outside is where this property truly comes to life. Imagine horses grazing, an expansive vegetable and flower garden, evenings beneath the trees, or simply having the space to enjoy the outdoors at your own pace. The impressive two-story barn offers garage space, extensive storage and tremendous versatility for horses of other livestock, a workshop, equipment, car collection, hobbies or other pursuits. Adding even more flexibility is a separate approximately 840-square-foot one-bedroom house—an ideal setup for extended or multigenerational living, guests, or a private workspace. With 14 acres, multiple buildings and a setting that feels established rather than newly created, this is the kind of property that can evolve with its next owner. Bring the horses, plant the garden, fill the barn with your projects and make this special piece of the Hudson Valley your own.

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Single Family Active

Price

$ 700,000

Bedrooms

4

Full Bath

1

Half Bath

1

Property Type

Single Family

Taxes

$ 14,321

Style

Colonial

Lot Size

14

Year Built

1850

Town/City

Middletown

County/Region

Orange

MLS | Web ID

1057758

Features
Interior
Interior Amenities Eat-in Kitchen Entrance Foyer Formal Dining Original Details
Basement Full
Flooring Carpet Hardwood
Basement Features Full
Basement (Y/N) Y
Fireplace Y/N N
Half Baths 1
Total Bedrooms 4
Total Baths 2
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General
Sewer Septic Tank
Heating Oil
Cooling None
Utilities Electricity Connected Trash Collection Private
Appliances Dishwasher Dryer Microwave Range Refrigerator Washer Oil Water Heater
Garage Spaces 2
Patio/Porch Features Patio Porch
Architectural Style Colonial
Construction Materials Clapboard Frame
Year Built 1850
Property Subtype Single Family Residence
Tax Year 2026
Parcel Number 335200-021-000-0001-008.200-0000
County Orange County
Property Type Residential
HOA N
Garage Y/N Y
Other Structures Barn(s)
Total Rooms 10
Full Baths 1
High School Pine Bush Senior High School
City Wallkill
Senior Community Y/N N
High School District Pine Bush
Carport Y/N N
Elementary School Circleville Elementary School
Property Attached Y/N N
Tax Annual Amount 14321.33
Middle/Junior High School Circleville Middle School
Property Condition Actual
Additional Parcels Y/N N
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Pine Bush
Elementary School District Pine Bush
Tax Assessed Value 87800
Year Built Effective 1850
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Exterior
Fencing None
Parking Features Driveway Driveway
Water Source Well
Waterfront Y/N N
Road Frontage Type Municipal
Road Responsibility Public Maintained Road
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Internal Only
Street Number 1 287
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* Excluded Features
List By
Patricia M Sassi

Listing Agent

Re/Max Benchmark Realty Group

Broker

845-341-0004

Contact

Affordability Calculator

$5,613
Per Month
79%
21%
0%
Monthly Principal & Interest
$4,420
Monthly Property Taxes
$1,193
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% 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
4099352 Elementary School
4101033 Middle School
Pine Bush Senior High School High School
Pricing History
DatePricePrice ChangeDescription
10/2/2026$700,000 Listed Price

Map


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287 Derby Road, Middletown, NY, 10940 is a Single Family Home for sale at $700,000 with 2,336 sqft and a lot size of 14. 287 Derby Road has 4 bedrooms, 1.1 baths, and was built in 1850. The property's zip code is 10940 which is in Middletown, NY