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.
For sale
$2,100,000
59-65 Maple Street, Chester, CT 06412
11beds
8,500sqft
Multi Family
Built in 1975
-- sqft lot
$-- Zestimate®
$247/sqft
$-- HOA
What's special
- 54 days |
- 367 |
- 13 |
Zillow last checked:
Listing updated:
Listed by:
Connor T. Wenchell (860)343-7800,
VC Property Group, LLC 860-300-3102,
Anthony Velez 860-300-3102,
VC Property Group, LLC
Source: Smart MLS,MLS#: 24170551
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 11
- Bathrooms: 12
- Full bathrooms: 10
- 1/2 bathrooms: 2
Heating
- Baseboard, Electric
Cooling
- None
Appliances
- Included: Electric Water Heater
Features
- Basement: Full
- Attic: None
- Has fireplace: No
Interior area
- Total structure area: 8,500
- Total interior livable area: 8,500 sqft
- Finished area above ground: 8,500
Property
Parking
- Total spaces: 10
- Parking features: Detached, Driveway
- Garage spaces: 1
- Has uncovered spaces: Yes
Lot
- Size: 2.56 Acres
- Features: Wooded
Details
- Parcel number: 940449
- Zoning: PRD
Construction
Type & style
- Home type: MultiFamily
- Architectural style: Units on different Floors,Units are Side-by-Side
- Property subtype: Multi Family
- Attached to another structure: Yes
Materials
- Shingle Siding, Vinyl Siding
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1975
Utilities & green energy
- Sewer: Septic Tank
- Water: Public, Well
Community & HOA
HOA
- Has HOA: No
Location
- Region: Chester
Financial & listing details
- Price per square foot: $247/sqft
- Tax assessed value: $448,070
- Annual tax amount: $12,134
- Date on market: 4/27/2026
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 4/27/2026 | Listed for sale | $2,100,000$247/sqft |
Source: | ||
Public tax history
Tax history is unavailable.
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
See how much you could borrow to make a competitive offer.
Climate risks
Neighborhood: Chester Center
Nearby schools
GreatSchools rating
- 7/10Chester Elementary SchoolGrades: PK-6Distance: 0.7 mi
- 4/10John Winthrop Middle SchoolGrades: 7-8Distance: 2.2 mi
- 7/10Valley Regional High SchoolGrades: 9-12Distance: 1.7 mi
Schools provided by the listing agent
- Elementary: Chester
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
- Connecticut
- Middlesex County
- Chester
- 06412
- Chester Center
- 59-65 Maple Street




