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$1,498,888
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Property Description
Prime Investment Opportunity in the Heart of Chester Village - 37-39 Main Street & 9 Bank Street Nestled in the charming and historic Village of Chester, this fully updated mixed-use property presents an exceptional investment opportunity. Originally built in 1935, this rustic yet modernized building seamlessly blends timeless character with contemporary upgrades. The property features: "¢ Fully Leased Commercial Space: Home to the popular Rustic Wheelhouse Restaurant, a well-established local favorite offering consistent foot traffic and long-term stability. "¢ Three Leased Apartments: Spacious and updated residential units providing reliable rental income. "¢ Bonus Rear Lot at 9 Bank Street: Included with the purchase, this additional parcel offers endless potential-ideal for building a garage, apartment, patio, or deck to further enhance the value and utility of the property. "¢ Ample Municipal Parking: Convenient and plentiful public parking surrounds the property, ensuring ease of access for tenants, patrons, and guests. This historic gem is located on Main Street, within walking distance to shops, parks, and community amenities. Whether you're seeking a turn-key investment or a hybrid commercial-residential property in a thriving village setting, 37-39 Main Street & 9 Bank Street deliver charm, income, and growth potential. Don't miss your chance to own a piece of Chester's history-fully updated and income-producing from day one.
Full Property Details
Full Property Details for 37-39 Main St
General
- Price: $1,498,888
- Taxes: $12,067
- Status: Active
- Type: Multi-Family
- Source: Long_Island
- MLS ID: 873541
- Updated: 10/22/2025
- Added to Site: 227 day(s) ago
Interior
- Interior Features: Beamed Ceilings, Chefs Kitchen, High Ceilings, Primary Bathroom, Open Floorplan, Washer/Dryer Hookup
- Laundry Facilities: Yes
- Flooring: Vinyl, Wood
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 4
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: In Unit
Parking
- Parking Features: On Street
Location
- County: Orange County
School Information
- High School District: Chester
- Elementary School: Chester Elementary School
- Middle School: Chester Academy-Middle/High School
- High School: Chester Academy-Middle/High School
Heating & Cooling
- Cooling Type: Ductless
- Heating Type: Natural Gas
- Heating Zones: 4
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Natural Gas Available, Sewer Connected, Trash Collection Private, Water Available
Structural Information
- Architectural Style: Barndominium
- Detached/Attached: Attached
- Construction: Frame
- Basement: Yes
- Basement Desc.: Full Basement
- Building Size: 7308
- Square Feet: 7,308
- Year Built: 1935
Lot Features
- Lot Size (Acres): 0.055
- Lot Size (Sq. Ft.): 2,394
Financial Considerations
- Tax Amount: $12,067.42
Disclosures and Reports
- Special Conditions: None
- Property ID: 332201-102-000-0001-026.000-0000
Listed by eXp Realty
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Price & Sales History for 37-39 Main St
Date
Details
Price
Change
Source
10/22/2025
Price Reduced
$1,498,888
-0.07%
MLS
6/05/2025
Listed
$1,499,999
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 37-39 Main St
Year
Property Taxes
Change
Tax Assessment
Change
2021
$2,384
-51%
$170,000
—
2021
$4,865
-57%
$170,000
—
2020
$11,342
4%
$170,000
—
2018
$10,902
3%
$170,000
—
2017
$10,633
1%
$170,000
—
2016
$10,530
2%
$170,000
—
2015
$10,367
—
$170,000
—
2015
$10,419
1%
$170,000
—
2013
$10,283
—
$170,000
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 37-39 Main St
37-39 Main Street, Chester, NY 10918 (MLS# 873541) is a Multi-Family property with 4 units containing 4 bedrooms and 4 full bathrooms. 37-39 Main Street is currently listed for $1,498,888 and was received on June 05, 2025. Want to learn more about 37-39 Main Street? Do you have questions about finding other Multi-Family real estate for sale in Chester? You can browse all Chester real estate or contact a Coldwell Banker agent to request more information.
