Winchester, CT Residential Income Properties for Lease

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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.

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Updated: Apr 18

Winsted Apartment Near Amenities

277 N. Main Street Unit #3, Winchester, CT 06098

$900/Mo

650 sqft

Convenient location: Close to local shops, dining, and everyday amenities.
Two off‑street parking spaces included.
Freshly painted with bright, open living space.
In‑wall A/C unit for added comfort.
Ample kitchen cabinet storage.

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Charming Apartments Overlooking Still River

101 Whiting St, Winchester, CT 06098

$1,800/Mo

0.96 AC lot

Bright, charming 1-2 bedroom apartments with exposed brick and beams.

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4-Bedroom Second-Floor Apartment

98 Spencer St 4N, Winchester, CT 06098

$1,550/Mo

Spacious 4-bedroom second-floor unit with washer/dryer, off-street parking, and pets considered.

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Four-Bedroom Apartment Rental

112 Rockwell St 2, Winchester, CT 06098

$1,550/Mo

Spacious four-bedroom apartment with a large kitchen, light-filled living room, and off-street parking.

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Two Bedroom Apartment For Rent

440 Main St B, Winchester, CT 06098

$1,000/Mo

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

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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.

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Based on your search, we've compiled 30 Potential Opportunities for your consideration. Besides 7 Active listings in Winchester, CT, we suggest exploring alternatives. Consider Similar 4 Spaces in Nearby Cities, and Similar 19 Properties for Sales.

Residential income 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.

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Updated Two-Bedroom Apartment

76 Lorenzo Street, Torrington, CT 06790

$2,000/Mo

2,966 sqft

Updated second-floor unit with remodeled kitchen, pantry, and both enclosed back and large front porches.

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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.

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Renovated Second-Floor Apartment

340 Brightwood Avenue Unit 2, Torrington, CT 06790

$1,700/Mo

2,160 sqft

Move-in ready second-floor unit with a brand-new kitchen and bath, fresh paint, and updated systems for low-maintenance living.

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Similar Spaces for Sale in Winchester, CT

Consider Similar Space for Sale. We found 19 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.

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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.

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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.

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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.

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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.

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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.

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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.

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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.

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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.

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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.

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Apartment Building with Barn/Garage

55 Walnut Street, Winchester, CT 06098

$429,000

5,016 sqft 0.56 AC lot

Zoned TCR with public water and sewer, plus a three-story barn/garage for storage and workshop flexibility.

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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.

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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.

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Winsted Multifamily Investment Opportunity

150 Oak St, Winchester, CT 06098

$549,000

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

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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.

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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.

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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.

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Winchester, CT Residential income properties Market Trends and Statistics

Explore Residential income properties leasing options in Winchester, CT with 7 listings featured on our commercial real estate exchange. The current inventory includes 5,318 square feet of properties with an estimated lease value of $7,800.

Estimated lease rates for Residential income properties in Winchester, CT begin at $900/Mo, with an average of $1,300/Mo and extend to $1,800/Mo.

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