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$1,499,999
3 Days On Site

37-39 Main Street
Chester, NY 10918

For Sale|Triplex|Active
4
Beds
4
Total Baths
4
Full Baths
7,308
SqFt
$205
/SqFt
1935
Built
County:
Orange
Listing courtesy of eXp Realty jamesfeldhausrealty@gmail.com

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37-39 Main Street37-39 Main Street37-39 Main Street37-39 Main Street
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Monthly Payment (Est.)

$6,844
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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.

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Listing Snapshot
Price 
$1,499,999
Days On Site 
3 Days
Bedrooms 
4
Inside Area (SqFt) 
7,308 sqft
Total Baths 
4
Full Baths 
4
Partial Baths 
N/A
Lot Size 
0.055 Acres
Year Built 
1935
MLS® Number 
873541
Status 
Active
Property Tax 
$12,067.42
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
4 days agoListing first seen on site
4 days agoListing updated with changes from the MLS®
General Features
Acres 
0.055
Parking 
On Street
Property Sub Type 
Triplex
Sewer 
Public Sewer
SqFt Total 
7308
Style 
Barndominium
Utilities 
Natural Gas AvailableSewer ConnectedWater Available
Water Source 
Public
Interior Features
Basement 
Full
Cooling 
Ductless
Flooring 
VinylWood
Heating 
Natural Gas
Interior 
Beamed CeilingsHigh CeilingsOpen Floorplan
Laundry Features 
In Unit
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Exterior Features
Construction Details 
Frame
Community Features
School District 
Chester
Schools
School District
Chester
Elementary School
Chester Elementary School
Middle School
Chester Academy-Middle/High School
High School
Chester Academy-Middle/High School
Listing courtesy of eXp Realty jamesfeldhausrealty@gmail.com


Based on information submitted to the MLS GRID as of 2025-06-09 06:54 AM EDT. 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.

Neighborhood & Commute
Source: Walkscore
Community information and market data Powered by ATTOM Data Solutions. Copyright ©2019 ATTOM Data Solutions. Information is deemed reliable but not guaranteed.
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