CTHomeListings.com
Home › Homes for Sale › Chester, CT › 59-65 Maple Street

59-65 Maple Street, Chester, CT 06412

Multi-Family For Sale · 5 Family+

$2,100,000
$247/sqft
59-65 Maple Street, Chester, CT
Active
Photo 2
Photo 3
Photo 4
Photo 5
11
Bedrooms
12
Bathrooms
8,500
Sq Ft
2.56
Acres
1975
Year Built

About This Home

A mixed-use and multifamily package located in Chester and Deep River, two of the most desirable towns in the Lower Connecticut River Valley. The offering includes: 59 Maple Street (Chester): 7-unit multifamily asset with an additional ~1,500 SF commercial warehouse on 2.5+ acres. 163 Main Street (Deep River): 5-unit mixed-use property positioned at the gateway to the downtown retail corridor. The portfolio is fully occupied and generates approximately $210,000+ in current gross income, with upside to over $280,000 stabilized, driven by residential and commercial rent growth. At stabilization, the portfolio delivers approximately $175,748 NOI and a 8.37% cap rate, supported by a strong 1.58x DSCR. The possibility to develop the 3rd floor of 163 Main Street into additional units can drive returns even higher! This is a rare opportunity to acquire scale across two supply-constrained markets, combining in-place cash flow with clear mark-to-market upside across both residential and commercial components.

Listed by Connor Wenchell (860) 343-7800 with VC Property Group, LLC (860) 300-3102

Listing Snapshot

Price $2,100,000 Days on Our Site 50 days
Property Tax $12,134/yr Style Units on different Floors,Units are Side-by-Side
Year Built 1975 Total Sq Ft 8,500
Lot Size 2.56 acres HOA Fees N/A
Bedrooms 11 Full Bathrooms 10
Total Rooms 34 Half Baths 2

Structure & Parking

Construction Frame
Roof Asphalt Shingle
Garage Spaces 1
Garage Type Detached Garage, Driveway

Systems & Utilities

Heat Baseboard
Fuel Electric
Cooling None
Hot Water Electric, Tank Size Unknown
Water Public Water Connected, Private Well
Sewer Septic

Schools

Elem Chester
High Per Board of Ed

Mortgage Calculator

$
$
%
%
Est. Monthly Payment —
Principal & Interest —
Est. Property Tax $1,011/mo
Est. Home Insurance —

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
Apr 27, 2026 Listed $2,100,000

Frequently Asked Questions

How much does 59-65 Maple Street in Chester, CT cost?
This property is listed at $2,100,000, which works out to $247 per square foot.
How many bedrooms does 59-65 Maple Street have?
This home has 11 bedrooms and 12 bathrooms.
What is the square footage of 59-65 Maple Street?
The home is 8,500 square feet, situated on 2.56 acres.
When was 59-65 Maple Street in Chester built?
This property was built in 1975.
Is 59-65 Maple Street, Chester, CT still available?
The current MLS status of this property is "Active". Contact RYZE Realty Group for the latest availability.
What school district is 59-65 Maple Street, Chester in?
This home is served by the Chester public school system, with Chester as the elementary school and Per Board of Ed as the high school.
How do I schedule a tour of 59-65 Maple Street, Chester, CT?
Contact RYZE Realty Group to schedule a private showing. You can submit a tour request directly on this page or call our office.

Listing Agent

Connor Wenchell · (860) 343-7800

VC Property Group, LLC · (860) 300-3102

MLS# 24170551 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Jun 2, 2026 6:26 PM UTC