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37 39 Main Street

Chester, NY 10918

4 beds
4 baths
7,308 sqft
2,394 sqft lot
$205 per sqft
1935 build
– on site

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.

Listing courtesy of ONEKEY / eXp Realty

Last checked: Checking… • Last updated Jun 6, 2025 •

MLS# 873541 —

The Building

Year Built:

1935
Basement:

true
Architectural Style:

Barndominium
Construction Materials:

Frame
# of Total Units:

4
Building Area Units:

Square Feet
Building Area Total:

7308
Building Area Source:

Public Records
Structure Type:

Barndominium
Laundry Features:

In Unit
Attic:

Finished

Interior

Interior Features:

Beamed Ceilings, Chefs Kitchen, High Ceilings, Primary Bathroom, Open Floorplan, Washer/Dryer Hookup
Flooring:

Vinyl, Wood

The Property

Lot Size Acres:

0.055
Parcel Number:

332201-102-000-0001-026.000-0000
Property Type:

Residential Income
Property Subtype:

Triplex
Lot Size SqFt:

2,394 Sqft
Property Attached:

true
Property Description:

Row Dwelling
Additional Parcels:

true
Waterfront:

false

Listing Agent

Contact info:

Taxes

Tax Year:

2024
Tax Source:

Municipality
Tax Annual Amount:

12067.42

Beds

Total Bedrooms:

4

Baths

Full Baths:

4
Total Baths:

4

The Listing

Special Listing Conditions:

None

Heating & Cooling

Heating:

Natural Gas
Cooling:

Ductless
# of Heat Units:

4
# of Heating Zones:

4

Utilities

Sewer:

Public Sewer
Utilities:

Natural Gas Available, Sewer Connected, Trash Collection Private, Water Available
Water Source:

Public
Electric Company:

Orange & Rockland
Water Sewer Expense:

125
# of Separate Gas Meters:

4
# of Separate Electric Meters:

4

Schools

High School:

Chester Academy Middle/High School
Elementary School:

Chester Elementary School
High School District:

Chester
Middle School:

Chester Academy-Middle/High School

The Community

Senior Community:

false
Trash Expense:

153

Parking

Parking Features:

On Street
Garage:

false
Carport:

false

Explore the Area

My Commute

From

Walk Score®

Provided by WalkScore® Inc.

Bike Score®

Provided by WalkScore® Inc.

Soundscore™

Provided by HowLoud

Max Internet Speed

Optimum

Provided by BroadbandNow®

Sale history

Date	Event	Source	Price	% Change
6/5/25 Jun 5, 2025	Listed / Active	ONEKEY	$1,499,999

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This multifamily located in Chester, NY 10918 is currently for sale for $1,499,999. 37 39 Main Street is a 7,308 square foot multifamily with 4 beds and 4 baths that has been on Estately for 9 days. This multifamily is in the attendance area of Chester Elementary School and Chester Middle-High School.

Listing Courtesy of: ONEKEY and eXp Realty.

IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by the MLS.

Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.