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Houses for Rent in Winchester, CT

The average rent for houses in Winchester is down 53.62% year-over-year.

All rentals

840 Main St #2 - Photo 1 of 1

5d+ ago

House for rent in Winsted

Residential Rental, Apartment,Half Duplex, Winchester, CT

840 Main St #2, Winsted, CT 06098

3 beds

1 bath

$1,500

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
290 Cliffside Dr #290 - Photo 1 of 1

5d+ ago

Townhouse for rent in Torrington

Residential Rental, Townhouse, Torrington, CT

290 Cliffside Dr #290, Torrington, CT 06790

In-unit laundry | Outdoor space | Garage parking

2 beds

2.5 baths

$2,500

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
27 Dilliston Rd - Photo 1 of 1

5d+ ago

House for rent in New Hartford

Residential Rental, Cottage, New Hartford, CT

27 Dilliston Rd, New Hartford, CT 06057

In-unit laundry | Outdoor space | Furnished

2 beds

1 bath

$1,400

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
Listings within 10 miles
187 Lovers Ln #63 - Photo 1 of 1

5d+ ago

Townhouse for rent in Torrington

Residential Rental, Townhouse, Torrington, CT

187 Lovers Ln #63, Torrington, CT 06790

In-unit laundry | Dishwasher

2 beds

1.5 baths

$1,800

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
54 Prescott St - Photo 1 of 1

5d+ ago

House for rent in Torrington

Residential Rental, Half Duplex, Torrington, CT

54 Prescott St, Torrington, CT 06790

2 beds

1 bath

$1,250

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
66 Riverside Ave - Photo 1 of 1

5d+ ago

House for rent in Torrington

Residential Rental, Raised Ranch, Torrington, CT

66 Riverside Ave, Torrington, CT 06790

Outdoor space | Storage | Garage parking

1 bed

1 bath

$1,800

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.

Nearby rental good for eco-living

$1,450

Harwinton

Nearby rental good for pet owners

$3,349

Collinsville

Listings within 20 miles
31 Knox Rd - Photo 1 of 1

5d+ ago

House for rent in Litchfield

Residential Rental, Colonial, Litchfield, CT

31 Knox Rd, Litchfield, CT 06759

In-unit laundry | Fireplace | Furnished

3 beds

4.5 baths

$5,000

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
14 Johnson Rd - Photo 1 of 1

5d+ ago

House for rent in West Cornwall

Residential Rental, Colonial, Cornwall, CT

14 Johnson Rd, West Cornwall, CT 06796

In-unit laundry | Outdoor space | Air conditioning

3 beds

3 baths

$9,000

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
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21 Saddle Ridge Dr - Photo 1 of 1

5d+ ago

House for rent in West Simsbury

Residential Rental, Colonial, Simsbury, CT

21 Saddle Ridge Dr, West Simsbury, CT 06092

Outdoor space | Swimming pool | Hardwood floor

4 beds

2.5 baths

$3,800

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
8 Equestrian Dr - Photo 1 of 1

5d+ ago

House for rent in Goshen

Residential Rental, Colonial, Goshen, CT

8 Equestrian Dr, Goshen, CT 06756

Swimming pool | High ceilings | Dishwasher

3 beds

2.5 baths

$3,000

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
99 Old South Rd - Photo 1 of 1

5d+ ago

House for rent in Litchfield

Residential Rental, Colonial, Litchfield, CT

99 Old South Rd, Litchfield, CT 06759

In-unit laundry | Outdoor space | Furnished

3 beds

1.5 baths

$3,400

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.

Find sweet deals near Winchester

These rentals are 10%-30% cheaper than the local average price for similar rentals.

$1,250

Torrington

$3,000

Goshen

$3,400

Litchfield

$3,500

Goshen

11B Maple Ave - Photo 1 of 1

5d+ ago

Townhouse for rent in Collinsville

11B Maple Ave, Collinsville, CT 06019

In-unit laundry | Carpet | Dishwasher

2 beds

1 bath

$1,700

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
18 Cross Road To Canaan Valley Rd - Photo 1 of 1

5d+ ago

House for rent in Southfield

Rental, New Marlborough, MA

18 Cross Road To Canaan Valley Rd, Southfield, MA 01259

In-unit laundry | Hardwood floor | Fireplace

4 beds

3.5 baths

$4,750

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
421 E Hyerdale Dr - Photo 1 of 1

5d+ ago

House for rent in Goshen

421 E Hyerdale Dr, Goshen, CT 06756

4 beds

3 baths

$2,750

Price dropped $249Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
25 Sheldon Ln - Photo 1 of 1

5d+ ago

House for rent in Litchfield

Residential Rental, Ranch, Litchfield, CT

25 Sheldon Ln, Litchfield, CT 06759

In-unit laundry | Outdoor space | Storage

3 beds

1.5 baths

$3,500

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
23 Cornwall Rd - Photo 1 of 1

5d+ ago

House for rent in Warren

Litchfield Mid‑Century Modern Estate Minutes from Lake Waramaug

23 Cornwall Rd, Warren, CT 06754

In-unit laundry | Outdoor space | Garage parking

5 beds

3 baths

$5,500

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
63 Belden St - Photo 1 of 1

5d+ ago

House for rent in Falls Village

Residential Rental, Colonial, Canaan, CT

63 Belden St, Falls Village, CT 06031

In-unit laundry | Outdoor space | Fireplace

4 beds

3.5 baths

$8,000

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
239 Old Farms Rd - Photo 1 of 1

5d+ ago

Townhouse for rent in Avon

239 Old Farms Rd, Avon, CT 06001

On-site laundry | Storage | Garage parking

2 beds

1.5 baths

$2,600

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
56 Tyler Lake Hts - Photo 1 of 1

5d+ ago

House for rent in Goshen

Residential Rental, Cape Cod, Goshen, CT

56 Tyler Lake Hts, Goshen, CT 06756

On-site laundry | Dishwasher

2 beds

1.5 baths

$3,500

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
264 Twin Lakes Rd - Photo 1 of 1

5d+ ago

House for rent in Salisbury

Residential Rental, Antique, Salisbury, CT

264 Twin Lakes Rd, Salisbury, CT 06068

In-unit laundry | Fireplace

7 beds

3 baths

$5,000

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
31 Delay Rd - Photo 1 of 1

5d+ ago

House for rent in Harwinton

Cape Cod, Single Family Rental - Harwinton, CT

31 Delay Rd, Harwinton, CT 06791

In-unit laundry | Air conditioning | Oven

2 beds

1 bath

$1,450

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
120 120 Looking Glass Hill Road #NA - Photo 1 of 1

4d ago

House for rent in Litchfield

Litchfield Hills Hideaway - Private Oasis on 3 acres Short and Long term rental options

120 120 Looking Glass Hill Road #NA, Litchfield, CT 06759

In-unit laundry | Outdoor space | Garage parking

3 beds

2 baths

$3,500

Additional fees apply. The price shown reflects base rent. Based on information provided by the property, additional fees may apply, but no required monthly charges have been confirmed. See all fees for details.
141 Melius Rd - Photo 1 of 1

5d+ ago

House for rent in Warren

Residential Rental, Cape Cod,Barn, Warren, CT

141 Melius Rd, Warren, CT 06754

In-unit laundry | Outdoor space | Dishwasher

1 bed

1.5 baths

$6,900

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
143 Melius Rd - Photo 1 of 1

5d+ ago

House for rent in Warren

Residential Rental, Barn, Warren, CT

143 Melius Rd, Warren, CT 06754

In-unit laundry | Outdoor space | Swimming pool

4 beds

3.5 baths

$13,900

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
53 Village Ln - Photo 1 of 1

3d ago

8.8

Very good

53 Village Ln

53 Village Ln, Collinsville, CT 06019

In-unit laundry | Storage | Garage parking

3 beds

2 baths

$3,349

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
Showing 1 - 25 of 25 results
Home > House Rentals in Winchester
Updated: October 28, 2026

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Discover houses for rent in Winchester, CT

🌇Available house rentals25 houses
💰Best rent deal27 Dilliston Rd
🍃With outdoor space
⭐Popular amenities, ,
🍽With dishwasher
🚗With garage parking
🏠With photos