Winchester, CT Multifamily Properties for Lease

List

Map

New Hartford, CT Canton, CT Torrington, CT Avon, CT Burlington, CT Simsbury, CT Farmington, CT Granby, CT

Updated: Apr 9

Winchester Two Bedroom Apartment

440 Main Street Unit B, Winchester, CT 06098

$1,000/Mo

4,668 sqft

Convenient location to stores, restaurants, and medical facilities.
Two‑bedroom apartment.
Second‑floor apartment.
Located in town.
Year Built: 1860.

View details

Updated: Nov 28, 2025

Charming Apartments Overlooking Still River

101 Whiting St, Winchester, CT 06098

$1,800/Mo

0.96 AC lot

Overlooks the Still River
Features exposed wood beams, 10‑foot ceilings, oversized industrial windows, and exposed brick walls
One and two bedroom units range from 700‑1000 square feet
Private parking
Same‑floor laundry

View details

Two Bedroom Apartment For Rent

440 Main St B, Winchester, CT 06098

$1,000/Mo

Second floor, two-bedroom apartment near stores and restaurants.

View details

Turn a Listing Into an Investment Snapshot Cap Rate, Potential NOI, Demand score for every listing. Go To Analytics Center

Mixed-Use Building with Income Potential

45 Elm St, Winsted, CT 06098

Contact for pricing

Seven-unit brick building with residential and commercial spaces for rent.

View details

Based on your search, we've compiled 26 Potential Opportunities for your consideration. Besides 4 Active listings in Winchester, CT, we suggest exploring alternatives. Consider Similar 4 Spaces in Nearby Cities, and Similar 18 Properties for Sales.

Multifamily properties for Lease in Nearby Cities

Here are 4 Similar Spaces we found in Nearby Locations for your consideration.

Second-Floor 2BR Apartment in Six-Unit Building

775 Main Street, Torrington, CT 06790

$1,750/Mo

5,120 sqft

Newly constructed second-floor 2-bedroom unit with bright natural light, modern finishes, and on-site parking.

View details

Freshly Painted Multifamily Building

101 Jacobs St 103, Bristol, CT 06010

$2,100/Mo

Freshly painted multifamily building with a 1900 build year and Very Walkable walk score.

View details

First-Floor Apartment with Off-Street Parking

82 Lorenzo St, Torrington, CT 06790

$1,250/Mo

Bright first-floor unit features wood floors, a large eat-in kitchen, onsite washer/dryer, and off-street parking for two.

View details

Hardwood-Floor Second-Floor Apartment

175 Goodwin St 2nd Floor, Bristol, CT 06010

$1,450/Mo

Updated second-floor rental with hardwood floors, spacious rooms, and plenty of off-street parking.

View details

Similar Spaces for Sale in Winchester, CT

Consider Similar Space for Sale. We found 18 Spaces matching your search parameters.

Turnkey Restaurant with Upstairs Bar

380 Main Street, Winchester, CT 06098

$999,000

6,200 sqft 0.17 AC lot

Turnkey restaurant with a full dining room and upstairs bar, plus five on-site apartments in Winchester.

View details

Two-Unit Duplex with Barn

50 High Street, Winchester, CT 06098

$324,900

3,044 sqft 0.56 AC lot

Two separately serviced apartments include porches and access to a two-story barn.

View details

Turnkey Restaurant with Apartments

380 Main Street, Winchester, CT 06098

$999,000

6,200 sqft

Turnkey restaurant with dining, upstairs bar seating, outdoor dining, and five apartments, plus dedicated parking.

View details

Historic 5-Unit Apartment Building

150 Oak Street, Winchester, CT 06098

$579,000

5,233 sqft

Fully rented 5-family apartment building with a detached 4-bay garage, updated roof and multiple heating systems.

View details

Victorian Duplex with Barn

64 Wheeler Street, Winchester, CT 06098

$299,000

2,270 sqft 0.33 AC lot

Two-floor residential income property with hardwood interiors, separate heating systems, and a seasonal enclosed porch.

View details

Two-Unit Duplex with Enclosed Porch

120 E Lake Street, Winchester, CT 06098

$325,000

2,103 sqft 0.60 AC lot

Two-unit duplex in R-3 zoning with separate natural gas heat and an upper enclosed porch, served by public water and sewer.

View details

Two-Unit Duplex with Barn

50 High St, Winchester, CT 06098

$324,900

0.56 AC lot

Two apartments provide separate utilities, covered porches, and access to downtown shopping and dining.

View details

Mixed-Use Investment Property For Sale

45 Elm St, Winchester, CT 06098

$540,000

0.17 AC lot

Seven-unit brick building with residential and commercial spaces.

View details

Newly Renovated Three-Family Triplex

26 Elm Street, Winchester, CT 06098

$398,000

2,496 sqft

Newly renovated three-family property with two fully renovated units and exterior improvements for reduced near-term maintenance.

View details

Two-Family Duplex Property

71-73 Wheeler Street, Winchester, CT 06098

$450,000

2,000 sqft

Four-unit multifamily on one parcel with good parking and a convenient residential setting.

View details

Two-Family Home with Rear Lot

68 Wetmore Avenue, Winchester, CT 06098

$349,999

2,555 sqft

Well-maintained two-family property with a rear lot, large yard, 3-car garage, and off-street parking.

View details

5-Unit Apartment Building

205 Old New Hartford Road, Winchester, CT 06098

$499,900

1.00 AC lot

Mixed studio and two-bedroom layouts with separate electric metering and tenant-supported occupancy.

View details

Winsted Multifamily Investment Opportunity

150 Oak St, Winchester, CT 06098

$549,000

Charming 5-unit apartment building in residential neighborhood. Fully rented.

View details

Multifamily and Office Space Opportunity

25 Center Street, Winchester, CT 06098

$359,900

2,754 sqft 0.11 AC lot

Multifamily residential property with office space in central location.

View details

Mixed-Use Retail and Apartments

430 Main St, Winchestr Ctr, CT 06098

Contact for pricing

9,508 sqft

First-floor retail features parking and a rear loading dock, with apartments on the second and third floors.

View details

MULTI_FAMILY - Winchester, CT

77 Hubbard St, Winchester, CT 06098

$299,900

2,699 sqft 0.28 AC lot

Two-family residence with modern updates and income potential.

View details

Victorian Two-Unit Duplex

64 Wheeler St, Winchester, CT 06098

$299,000

Built in 1900, this two-family home features hardwood floors and separate natural gas heating systems for each unit.

View details

Two-Unit Residential Income Property

120 E Lake St, Winchester, CT 06098

$325,000

Two well-maintained units each offer 2 bedrooms and a full bath, with separate natural gas heating systems.

View details

Winchester, CT Multifamily properties Market Trends and Statistics

Explore Multifamily properties leasing options in Winchester, CT with 4 listings featured on our commercial real estate exchange. The current inventory includes 4,668 square feet of properties with an estimated lease value of $3,800.

Estimated lease rates for Multifamily properties in Winchester, CT begin at $1,000/Mo, with an average of $1,266/Mo and extend to $1,800/Mo.

List

Map