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Houses for Rent in Winchester, KY

The average rent for houses in Winchester is flat compared to last month but up 35.36% year-over-year.

All rentals

200 Madison Ave - Photo 1 of 1

5d+ ago

House for rent in Winchester

200 Madison Ave, Winchester, KY 40391

On-site laundry | Outdoor space | Storage

3 beds

2 baths

$1,425

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.
606 College St - Photo 1 of 1

5d+ ago

House for rent in Winchester

Residential Lease, Winchester, KY

606 College St, Winchester, KY 40391

On-site laundry | Outdoor space | Storage

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.
239 Cross Brook Ln - Photo 1 of 1

5d+ ago

House for rent in Winchester

239 Cross Brook Ln, Winchester, KY 40391

In-unit laundry | Outdoor space | Garage parking

4 beds

2.5 baths

$1,950

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.
721 Wayland Dr - Photo 1 of 1

5d+ ago

House for rent in Winchester

Residential Lease, Winchester, KY

721 Wayland Dr, Winchester, KY 40391

Outdoor space | Storage | Garage parking

4 beds

3 baths

$2,495

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.
15 Kittison Dr #15KIT - Photo 1 of 1

5d+ ago

House for rent in Winchester

15 Kittison Dr #15KIT, Winchester, KY 40391

Outdoor space | Garage parking | Air conditioning

3 beds

2 baths

$2,350

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.

Nearby rental good for eco-living

$1,175

Lexington

Nearby rental good for pet owners

$2,200

Bryan Station

Listings within 20 miles
127 Main St #A - Photo 1 of 1

7h ago

Townhouse for rent in North Middletown

127 Main St #A, North Middletown, KY 40357

In-unit laundry | Outdoor space | High ceilings

3 beds

1 bath

$1,175

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.
Bainbridge Townhomes - Photo 1 of 1

5d+ ago

8.5

Very good

Bainbridge Townhomes

408 Bainbridge Ct, Lexington, KY 40509

Outdoor space

2 beds

1 bath

$1,175

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.
133 Maplehill Dr #3 - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

$795 - large 2 bedroom / 1 and 1/2 bath within walking distance of Madison Central High School in Richmond Kentucky

133 Maplehill Dr #3, Richmond, KY 40475

In-unit laundry | Outdoor space | Assigned parking

2 beds

1.5 baths

$795

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.
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485 Woodview Dr - Photo 1 of 1

5d+ ago

Townhouse for rent in Lexington

Nice split level duplex home

485 Woodview Dr, Lexington, KY 40515

On-site laundry | Storage | Walk-in closets

2 beds

1.5 baths

$1,340

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.
317 Hannah Todd Pl #4102 - Photo 1 of 1

16h ago

Townhouse for rent in Lexington

Residential Lease, Lexington, KY

317 Hannah Todd Pl #4102, Lexington, KY 40509

On-site laundry | Garage parking | Carpet

3 beds

2.5 baths

$1,950

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.

$1,950

Winchester

$1,175

Lexington

$795

Richmond

$1,600

Lexington

1574 Kilkenny Dr - Photo 1 of 1

16h ago

Eastland Parkway house for rent in Lexington

Residential Lease, Lexington, KY

1574 Kilkenny Dr, Lexington, KY 40505

Ceiling fan

2 beds

1 bath

$1,200

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.
2806 Kasey Ct - Photo 1 of 1

1d ago

House for rent in Lexington

2806 Kasey Ct, Lexington, KY 40517

In-unit laundry | Dishwasher | Outdoor space

3 beds

2.5 baths

$1,900

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.
620 Vonbryan Trce - Photo 1 of 1

2d ago

House for rent in Lexington

Residential Lease, Lexington, KY

620 Vonbryan Trce, Lexington, KY 40509

Storage | Garage parking | Swimming pool

4 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.
2591 Woodhill Dr - Photo 1 of 1

3d ago

House for rent in Lexington

2591 Woodhill Dr, Lexington, KY 40509

In-unit laundry | Garage parking | Fireplace

3 beds

2 baths

$1,600

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.
114 Ashton Dr - Photo 1 of 1

5d+ ago

Liberty Area house for rent in Lexington

Residential Lease, Lexington, KY

114 Ashton Dr, Lexington, KY 40505

Carpet

4 beds

2 baths

$1,795

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.
1016 Marco Ln - Photo 1 of 1

5d+ ago

House for rent in Lexington

Residential Lease, Lexington, KY

1016 Marco Ln, Lexington, KY 40509

Garage parking | Walk-in closets | Ceiling fan

4 beds

2.5 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.
373 Peachtree Rd #NA - Photo 1 of 1

5d+ ago

House for rent in Lexington

$1,650 - Beautifully Updated 3-Bedroom Ranch with Fenced Yard & Garage!

373 Peachtree Rd #NA, Lexington, KY 40509

In-unit laundry | Outdoor space | Storage

3 beds

1 bath

$1,650

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.
2700 Whitwood Pl - Photo 1 of 1

5d+ ago

House for rent in Lexington

Residential Lease, Lexington, KY

2700 Whitwood Pl, Lexington, KY 40509

Outdoor space | Walk-in closets | Dishwasher

2 beds

2 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.
837 Ridgebrook Rd - Photo 1 of 1

5d+ ago

Liberty Area house for rent in Lexington

Residential Lease, Lexington, KY

837 Ridgebrook Rd, Lexington, KY 40509

Outdoor space | Storage | Garage parking

3 beds

2 baths

$1,895

Price dropped $100Fees 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.
2568 Checkerberry Dr - Photo 1 of 1

5d+ ago

Liberty Area house for rent in Lexington

Residential Lease, Lexington, KY

2568 Checkerberry Dr, Lexington, KY 40509

In-unit laundry | Outdoor space | Garage parking

3 beds

2.5 baths

$2,000

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.
3040 Drexel Pass - Photo 1 of 1

5d+ ago

House for rent in Lexington

Pet-Friendly 3-Bedroom Home with Large Fenced Backyard

3040 Drexel Pass, Lexington, KY 40509

Outdoor space | Storage | Garage parking

3 beds

2 baths

$2,300

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.
981 Sugarbush Trl - Photo 1 of 1

1d ago

House for rent in Lexington

Residential Lease, Lexington, KY

981 Sugarbush Trl, Lexington, KY 40509

Garage parking | Carpet | Walk-in closets

3 beds

2 baths

$1,795

Price dropped $200Fees 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.
436 Williams St - Photo 1 of 1

5d+ ago

House for rent in Paris

Charming 4 Bedroom home in Paris, KY

436 Williams St, Paris, KY 40361

In-unit laundry | Outdoor space

4 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.
1013 Squirrel Nest Ln - Photo 1 of 1

5d+ ago

House for rent in Lexington

Residential Lease, Lexington, KY

1013 Squirrel Nest Ln, Lexington, KY 40509

Outdoor space | Garage parking | Walk-in closets

4 beds

2.5 baths

$2,550

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.
160 Ellemoor Ln - Photo 1 of 1

5d+ ago

House for rent in Lexington

Residential Lease, Lexington, KY

160 Ellemoor Ln, Lexington, KY 40515

In-unit laundry | Outdoor space | Garage parking

3 beds

2.5 baths

$1,799

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: November 12, 2026

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Apartments for rent in Winchester31 rentals

31 rentals

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Discover houses for rent in Winchester, KY

🌇Available house rentals25 houses
💰Best rent deal200 Madison Ave
🍃With outdoor space
⭐Popular amenities, ,
🍽With dishwasher
🚗With garage parking
❄️With air conditioning
🏠With photos