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59-65 Maple Street Chester, CT $ 2,100,000
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59-65 Maple Street
$ 2,100,000
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59-65 Maple Street

Chester, CT, 06412
$ 2,100,000
Bedrooms11 Baths10.2 Sq 8,500

Monthly Estimate*

$ 12,930

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Multi-Family Home for sale in Chester, CT

for $2,100,000 with 11 bedrooms and 10 full baths, 2 half baths. This 8,500 square foot home was built in 1975 on a lot size of 2.56.

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.

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Multi-Family Active

Price

$ 2,100,000

Bedrooms

11

Full Bath

10

Half Bath

2

Property Type

Multi-Family

Taxes

$ 12,134

Style

Lot Size

2.56

Year Built

1975

Town/City

Chester

MLS | Web ID

24170551
Features
General
Zoning PRD
Neighborhood N/A
County Middlesex
Tax Year July 2025-June 2026
Property Type Multi-Family For Sale
Status Active
Acres 2.56
Directions 59 Maple Street Chester 163 Main Street Deep River
High School Per Board of Ed
City Chester
Elementary School Chester
Sq Ft Total 8500
DOM 1
Year Built 1975
Style Units on different Floors Units are Side-by-Side
Year Built Source Public Records
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Interior
Cooling System None
Total Number of Units 13
Total Rooms 34
Basement Description Full
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Exterior
Water Source Public Water Connected Private Well
Lot Description Treed
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* Excluded Features
List By
Connor Wenchell

Listing Agent

Vc Property Group, Llc

Broker

leads@vcpropertygrp.com

Email

Affordability Calculator

$13,941
Per Month
93%
7%
0%
Monthly Principal & Interest
$12,930
Monthly Property Taxes
$1,011
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4810821 Elementary School
1232933 Middle School
Per Board of Ed High School High School
See complete school information
Pricing History
DatePricePrice ChangeDescription
4/27/2026$2,100,000 Listed Price

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59-65 Maple Street, Chester, CT, 06412 is a Multi-Family Home for sale at $2,100,000 with 8,500 sqft and a lot size of 2.56. 59-65 Maple Street has 11 bedrooms, 10.2 baths, and was built in 1975. The property's zip code is 06412 which is in Chester, CT

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