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Apartments for Rent in Winchester, KY

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Meadow Creek Phase 1 - Photo 1 of 1

13h ago

8.5

Very good

Meadow Creek Phase 1

100 Buffalo Trce, Winchester, KY 40391

In-unit laundry | Package service | Outdoor space

1–2 beds

1 bath

$915–$1,195

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.
Studio 28 - Photo 1 of 1

18h ago

8.5

Very good

Studio 28

27 E Washington St, Winchester, KY 40391

Dishwasher

Studio–1 bed

1 bath

$800–$899

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.
Legacy Retreat - Photo 1 of 1

1d ago

8.5

Very good

Legacy Retreat

115 115 Pinnacle Place, Winchester, KY 40391

In-unit laundry | Swimming pool | Fitness center

2 beds

2 baths

$1,475

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.
The Lofts at Winchester - Photo 1 of 1

2d ago

8.3

Very good

The Lofts at Winchester

508 College St, Winchester, KY 40391

2 beds

1 bath

$1,049

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.
Meadow Creek Phase II - Photo 1 of 1

13h ago

8.6

Very good

Meadow Creek Phase II

110 Buffalo Trce, Winchester, KY 40391

In-unit laundry | Outdoor space

1–2 beds

1–2 baths

$915–$1,195

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.
Fountain at the Farms - Photo 1 of 1

12h ago

8.5

Very good

Fountain at the Farms

300 Bellbrook Ln, Winchester, KY 40391

In-unit laundry | Swimming pool | Fitness center

1–2 beds

1–2 baths

$1,125–$1,350

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.
200 On The Hill - Photo 1 of 1

12h ago

7.9

Very good

200 On The Hill

200 Hubbard Rd, Winchester, KY 40391

In-unit laundry | Outdoor space

3 beds

2 baths

$1,215

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.
202 S Maple St - Photo 1 of 1

13h ago

8.3

Very good

202 S Maple St

202 S Maple St, Winchester, KY 40391

1 bed

1 bath

$1,095

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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130 Bellbrook Lane - Photo 1 of 1

1d ago

8.4

Very good

130 Bellbrook Lane

130 Bellbrook Ln, Winchester, KY 40391

In-unit laundry | Swimming pool | Fitness center

2 beds

2 baths

$1,595

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.
2805 Trapp Goffs Corner Rd - Photo 1 of 1

1d ago

House for rent in Winchester

3 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.
200 Madison Ave - Photo 1 of 1

2d ago

House for rent in Winchester

200 Madison Ave, Winchester, KY 40391

On-site laundry | Hardwood floor | Ceiling fan

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.

Find rentals with popular amenities

Swimming Pool

Outdoor Space

Fitness Center

In-Unit Laundry

195 Chatham Place - Photo 1 of 1

3d ago

8.3

Very good

195 Chatham Place

195 Chatham Pl, Winchester, KY 40391

2 beds

2 baths

$1,195

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.
Frontier Crossing Apartments - Photo 1 of 1

3d ago

8.3

Very good

Frontier Crossing Apartments

100 Boyd Pl, Winchester, KY 40391

In-unit laundry | Fitness center | Outdoor space

1 bed

1 bath

$995

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.
EWW401LEX - Photo 1 of 1

3d ago

8.4

Very good

EWW401LEX

401 W Lexington Ave, Winchester, KY 40391

2 beds

1 bath

$1,195

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.
Norwood Manor - Photo 1 of 1

3d ago

8.3

Very good

Norwood Manor

329 S Burns Ave, Winchester, KY 40391

2 beds

1 bath

$975

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.
7 Calloway St - Photo 1 of 1

4d ago

8.3

Very good

7 Calloway St

7 Calloway St, Winchester, KY 40391

1 bed

1 bath

$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.
543 N. Maple Street - Photo 1 of 1

4d ago

8.6

Very good

543 N. Maple Street

543 N Maple St, Winchester, KY 40391

1 bed

1 bath

$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.
325 Oxford Drive - Photo 1 of 1

4d ago

8.3

Very good

325 Oxford Drive

325 Oxford Dr, Winchester, KY 40391

3 beds

2 baths

$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.
362 S Main St #A - Photo 1 of 1

5d+ ago

Apartment for rent in Winchester

1 bed

1 bath

$996

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.
401 N Maple St #10 - Photo 1 of 1

5d+ ago

Apartment for rent in Winchester

Studio

1 bath

$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.
606 College St - Photo 1 of 1

5d+ ago

House for rent in Winchester

Residential Lease, Winchester, KY

606 College St, Winchester, KY 40391

Garage parking | On-site laundry | 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.
Sam Winston Way - Photo 1 of 1

5d+ ago

Townhouse for rent in Winchester

Sam Winston Way, Winchester, KY 40391

In-unit laundry | Dishwasher | Microwave

2 beds

2.5 baths

$1,399

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.
N Main St #2 - Photo 1 of 1

5d+ ago

Apartment for rent in Winchester

1 bed

1 bath

$956

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.
239 Cross Brook Ln - Photo 1 of 1

5d+ ago

House for rent in Winchester

239 Cross Brook Ln, Winchester, KY 40391

Garage parking | Deck | On-site management

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

Garage parking | Swimming pool | Hardwood floor

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.
114 Georgia St - Photo 1 of 1

5d+ ago

Apartment for rent in Winchester

114 Georgia St, Winchester, KY 40391

1 bed

1 bath

$850

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.
1018 W Lexington Ave #19 - Photo 1 of 1

5d+ ago

Apartment for rent in Winchester

1 bed

1 bath

$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.
106 Alabama Street - 106 Alabama #3 - Photo 1 of 1

5d+ ago

Apartment for rent in Winchester

Cozy 1 Bed/ 1 Bath Apartment in Winchester, KY!

106 Alabama Street - 106 Alabama #3, Winchester, KY 40391

Air conditioning

1 bed

1 bath

$750

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

5d+ ago

House for rent in Winchester

15 Kittison Dr #15KIT, Winchester, KY 40391

Air conditioning | Garage parking | Dishwasher

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.
Showing 1 - 29 of 29 results
Home > Apartments in Winchester
Updated: November 7, 2026

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Winchester, KY apartments for rent

Average rent in Winchester, KY

As of today, Winchester's average rent price is $1,100 per month, which is down 7%, or $85, compared to last year. See the Winchester rent report.

Average rent

$1,100

YoY change

−7%

−$85/mo

Rentals, last 30 days

32

Average rent by unit type in Winchester, KY, last 30 days
Unit typeAverage rentvs last year
All bedrooms$1,100/mo−7%
1 bedroom$900/moN/A
2 bedroom$1,125/moN/A
3 bedroom$1,625/moN/A
Not sure what you can afford? Try our rent calculator

Frequently asked questions

What is the average rent in Winchester, KY?

The average rent in Winchester, KY is $1,100 a month. 1-bedrooms average $900 and 2-bedrooms $1,125, based on rentals listed on Zumper in the last 30 days. See the Winchester rent report.

How much rent can I afford in Winchester, KY?

You'd need to earn about $36,000 a year to afford an average 1-bedroom here ($900 a month), with rent at 30% of your income. Try the rent calculator with your own numbers.

Methodology: How we got this data

Zumper’s proprietary rental data fuels our analysis. Rent and market trends and availability are calculated using real-time and 2026 rental inventory and prices.

Zumper, founded in 2012, is North America’s largest privately-owned rental platform, offering over 1 million listings across the U.S. and Canada. Stay informed on the latest trends and shifts in the rental market with our monthly National Rent Report, your go-to resource for key insights into the evolving rental landscape.

Looking for apartments in Winchester, KY near you?

Winchester, KY rental availability
🔑Available apartment rentals52
💰Best rent deal106 Alabama Street - 106 Alabama #3
✨Popular amenities, ,
🧦In-unit laundry
🍽With dishwasher
🏠With photos