Skip To Content

37-39 Main Street

Chester, NY 10918
  • $1,498,888
  • STATUS: Active
  • ON SITE: 192 Days
  • MLS #: 873541
UPDATED: 30 min ago
$1,498,888
  • 4
    BEDS
  • 0.06
    ACRES
  • 4
    BATHS
  • 0
    1/2 BATHS
Neighborhood:
Type:
Multi-Family
Built:
1935
County:
Area:

School Information

Elementary School:
School District:

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.

Monthly Payment Calculator



© 2025 OneKey MLS. All rights reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but is not guaranteed accurate by the MLS or Nicole Burke, MBA | Charles Rutenberg Realty. Data last updated: 2025-12-15T20:17:11.193.
www.nicoleburkehomes.com/homes/164569959
Print Image

37-39 Main Street Chester, NY 10918

  • Price: $1,498,888
  • Status: Active
  • On Site: 192 Days
  • Updated: 30 min ago
  • MLS #: 873541
4
Beds
4
Baths
0
½ Baths
0.06
Acres
1935
Built
Neighborhood:
Chester Town
County:
Orange
Area:
Chester Town
Elementary School:
Chester Elementary School
Middle School:
Chester Academy-Middle/High School
High School:
Chester Academy-Middle/High School
School District:
Chester
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.
Exterior Features

Architectural Style Barndominium Carport YN No Construction Materials Frame Garage YN No Parking Features On Street Property Attached YN Yes Waterfront YN No

Interior Features

Attic Finished Basement Details Full Basement YN Yes Cooling Ductless Flooring VinylWood Interior Features Beamed CeilingsChefs KitchenHigh CeilingsPrimary BathroomOpen FloorplanWasher/Dryer Hookup Laundry Features In Unit Num Of1 Bed Rooms 2 Num Of2 Bed Rooms 1 Num Of3 Bed Rooms 0 Num Of4 Bed Rooms 0 Number Of Heat Units 4 Number Of Heating Zones 4

Property Features

Building Area Total 7308 Down Payment Resource YN Yes Electric Company Orange & Rockland Gross Income 111768 Heating Natural Gas Insurance Expense 523 Number Of Separate Electric Meters 4 Number Of Separate Gas Meters 4 Operating Expense 11226 Property Sub Type Triplex Senior Community YN No Sewer Public Sewer Special Listing Conditions None Tax Annual Amount 12067.42 Tax Source Municipality Utilities Natural Gas AvailableSewer ConnectedTrash Collection PrivateWater Available Water Sewer Expense 125 Water Source Public

Listing courtesy of James Feldhaus of eXp Realty: 888-276-0630
© 2025 OneKey MLS. All rights reserved.


© 2025 OneKey MLS. All rights reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but is not guaranteed accurate by the MLS or Nicole Burke, MBA | Charles Rutenberg Realty. Data last updated: 2025-12-15T20:17:11.193.
 
https://bt-photos.global.ssl.fastly.net/wpmls/1280_boomver_2_873541-1.jpg https://bt-photos.global.ssl.fastly.net/wpmls/1280_boomver_2_873541-1.jpg https://bt-photos.global.ssl.fastly.net/wpmls/1280_boomver_2_873541-1.jpg
Logo
Nicole Burke, MBA | Charles Rutenberg Realty
255 Executive Drive, Suite 208
Plainview NY, 11803