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.
Pending
$325,000
206 W Main Street, Middletown, NY 10940
4beds
1,248sqft
Single Family Residence, Residential
Built in 1900
7,500 Square Feet Lot
$-- Zestimate®
$260/sqft
$-- HOA
What's special
- 142 days
- 31
- 1
Zillow last checked:
Listing updated:
Listed by:
KW Hudson Valley United 845-610-6065,
Travis Thompson 845-800-3834
Source: OneKey® MLS as distributed by MLS GRID,MLS#: 979822
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 1
- Full bathrooms: 1
Heating
- Baseboard, Natural Gas
Cooling
- None
Appliances
- Included: Gas Oven, Gas Range, Refrigerator, Washer, Indirect Water Heater
- Laundry: Washer/Dryer Hookup
Features
- Ceiling Fan(s), Open Kitchen, Storage
- Basement: Full,Storage Space,Unfinished
- Attic: Full
- Has fireplace: No
Interior area
- Total structure area: 1,248
- Total interior livable area: 1,248 sqft
Property
Parking
- Total spaces: 1
- Parking features: Driveway, Garage
- Garage spaces: 1
- Has uncovered spaces: Yes
Lot
- Size: 7,500 Square Feet
Details
- Parcel number: 3309000280000007013.0000000
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Foursquare
- Property subtype: Single Family Residence, Residential
Materials
- Frame
Condition
- Year built: 1900
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Available, Electricity Available, Natural Gas Available, Phone Available, Sewer Connected, Trash Collection Public, Water Connected
Community & HOA
HOA
- Has HOA: No
Location
- Region: Middletown
Financial & listing details
- Price per square foot: $260/sqft
- Tax assessed value: $19,900
- Annual tax amount: $5,528
- Date on market: 4/17/2026
- Cumulative days on market: 121 days
- Listing agreement: Exclusive Right To Sell
- Electric utility on property: Yes
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 5/15/2026 | Pending sale | $325,000$260/sqft |
Source: | ||
| 4/17/2026 | Listed for sale | $325,000+124.1%$260/sqft |
Source: | ||
| 6/22/2013 | Price change | $1,300-7.1%$1/sqft |
Source: Hudson Valley Realty Group United LLC #540608 Report a problem | ||
| 3/7/2013 | Listed for rent | $1,400$1/sqft |
Source: Hudson Valley Realty Group United LLC #540608 Report a problem | ||
| 8/23/2012 | Listing removed | $1,400$1/sqft |
Source: Hudson Valley Realty Group United LLC #527974 Report a problem | ||
| 6/30/2012 | Price change | $1,400+3.7%$1/sqft |
Source: Hudson Valley Realty Group United LLC #527974 Report a problem | ||
| 6/2/2012 | Listed for rent | $1,350$1/sqft |
Source: Hudson Valley Realty Group United LLC #527974 Report a problem | ||
| 12/11/2009 | Sold | $145,000-8.8%$116/sqft |
Source: Public Record Report a problem | ||
| 10/4/2009 | Price change | $159,000-9.1%$127/sqft |
Source: Better Homes and Gardens Rand Realty #475152 Report a problem | ||
| 9/25/2009 | Listed for sale | $175,000+22.4%$140/sqft |
Source: Better Homes and Gardens Rand Realty #475152 Report a problem | ||
| 3/19/2004 | Sold | $143,000+30%$115/sqft |
Source: Public Record Report a problem | ||
| 7/19/2002 | Sold | $110,000$88/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $19,900 |
| 2024 | -- | $19,900 |
| 2023 | -- | $19,900 |
| 2022 | -- | $19,900 |
| 2021 | -- | $19,900 |
| 2020 | -- | $19,900 |
| 2019 | -- | $19,900 |
| 2018 | -- | $19,900 |
| 2017 | $5,155 | $19,900 |
| 2016 | -- | $19,900 |
| 2015 | -- | $19,900 |
| 2014 | -- | $19,900 |
| 2013 | -- | $19,900 |
| 2012 | -- | $19,900 |
| 2011 | -- | $19,900 |
| 2010 | -- | $19,900 |
| 2009 | -- | $19,900 |
| 2007 | -- | $19,900 |
| 2006 | -- | $19,900 |
| 2005 | -- | $19,900 |
| 2004 | -- | $19,900 +2.1% |
| 2002 | -- | $19,500 |
| 2001 | -- | $19,500 |
| 2000 | -- | $19,500 |
Find assessor info on the county website
Monthly payment
Climate risks
Neighborhood: 10940
Nearby schools
Schools provided by the listing agent
- Elementary: Maple Hill Elementary School
- Middle: Monhagen Middle School
- High: Middletown High School
Source: OneKey® MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.





