206 W Main Street
Middletown, NY, 10940 $ 325,000
Bedrooms4 Baths1.0 Sq 1,248 Monthly Estimate*
$ 2,001
for $325,000 with 4 bedrooms and 1 full bath. This 1,248 square foot home was built in 1900 on a lot size of 0.1722.
Welcome to 206 West Main Street, a charming and well-located home in the heart of Middletown, NY—offering the perfect blend of character, space, and opportunity. Featuring 4 generously sized bedrooms and 1 full bathroom, this home showcases beautiful hardwood floors and an abundance of natural sunlight throughout, creating a warm and inviting atmosphere. Built with solid craftsmanship, this home has great bones, providing a strong foundation for its next owner. With a little TLC, it has the potential to truly shine—making it an excellent opportunity for both homeowners and investors looking to add value. The home offers excellent functionality with both a full basement and attic, providing ample storage space and flexibility for future use. Outside, you’ll find a large driveway that extends behind the home, offering plenty of parking, along with a detached one-car garage for added convenience. Ideally situated, this property places you within walking distance to a vibrant mix of locally owned small businesses, charming mom-and-pop shops, and a variety of restaurants, along with nearby playgrounds and dog parks—perfect for enjoying everything the community has to offer. Located within the Middletown School District and just minutes from Garnet Health Medical Center and Crystal Run Healthcare, this home also offers exceptional access to top-tier local amenities. Commuters will appreciate the close proximity to the Shortline Bus Station, as well as easy access to major highways including I-84 and I-86—just about one hour from NYC. Nearby attractions include Resorts World Casino, The Kartrite Indoor Water Park, Monster Golf Course, LEGOLAND, and Woodbury Common Premium Outlets. Touro College and Orange County Community College are also just minutes away. Adding even more value is the benefit of low taxes, enhancing affordability while maximizing long-term potential. With its prime location, strong structure, and endless possibilities, this is a rare opportunity to create your ideal home in a highly desirable and commuter-friendly area.
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FeaturesInteriorInterior Amenities Ceiling Fan(s) Open Kitchen Storage Washer/Dryer Hookup
Basement Full Storage Space Unfinished
Basement Features Full Storage Space Unfinished
Basement (Y/N) Y
Fireplace Y/N N
Half Baths 0
Total Bedrooms 4
Total Baths 1
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GeneralSewer Public Sewer
Heating Baseboard Natural Gas
Cooling None
Utilities Cable Available Electricity Available Natural Gas Available Phone Available Sewer Connected Trash Collection Public Water Connected
Appliances Gas Oven Gas Range Refrigerator Washer Indirect Water Heater
Garage Spaces 1
Architectural Style Foursquare
Construction Materials Frame
Year Built 1900
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number 330900-028-000-0007-013.000-0000
County Orange County
Property Type Residential
HOA N
Garage Y/N Y
Total Rooms 6
Full Baths 1
High School Middletown High School
City Middletown
Senior Community Y/N N
High School District Middletown
Carport Y/N N
Elementary School Maple Hill Elementary School
Property Attached Y/N N
Tax Annual Amount 5528.39
Middle/Junior High School Monhagen Middle School
Building Area Units Square Feet
Standard Status Pending
Middle/Junior School District Middletown
Elementary School District Middletown
Tax Assessed Value 19900
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ExteriorParking Features Driveway Garage Driveway Garage
Water Source Public
Waterfront Y/N N
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* Excluded FeaturesList ByTravis ThompsonListing Agent
Keller Williams Hudson ValleyBroker
Affordability Calculator
- Monthly Principal & Interest
- $2,001
- Monthly Property Taxes
- $461
- 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.
Learn more about how to save NearbySingle family listings in Middletown, NY
Average List Price $511,730
Percent of Sale Price 57%
About Middletown, NY 3,497 Population
-14% Since 2002
$ 43,415 Median Income
52.6 Median Age
21% Households with Children
Trends Information provided by ATTOM Data Solutions.
4099694 Elementary School
4099890 Middle School
Middletown High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 4/9/2026 | $325,000 | | Listed Price |