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Cheap Apartments for Rent in Winchester, KY

25 rentals

Studio 28 Apartments - Photo 1 of 1

15h ago

8.8

Very good

Studio 28 Apartments

27 E Washington St, Winchester, KY 40391

Affordable | Central heat | Air conditioning

Studio–1 bed

1 bath

$749–$899

Apartment for rent

17 W. Lexington Avenue - Photo 1 of 1

3d ago

8.5

Very good

17 W. Lexington Avenue

17 W Lexington Ave, Winchester, KY 40391

Affordable

Studio

1 bath

$750

Apartment for rent

200 Hubbard Studios - Photo 1 of 1

3d ago

8.3

Very good

200 Hubbard Studios

200 Hubbard Rd, Winchester, KY 40391

Affordable | In-unit laundry | Outdoor space

Studio

1 bath

$795

Apartment for rent

Top amenities
In-Unit Laundry
Frontier Crossing Apartments - Photo 1 of 1

12h ago

8.8

Very good

Frontier Crossing Apartments

100 Boyd Pl, Winchester, KY 40391

Affordable | In-unit laundry | Fitness center

1–4 beds

1–2 baths

$940–$1,500

Apartment for rent

Top amenities
In-Unit Laundry
Fountain at the Farms - Photo 1 of 1

3d ago

8.5

Very good

Fountain at the Farms

300 Bellbrook Ln, Winchester, KY 40391

Affordable | In-unit laundry | On-site management

Studio–1 bed

1 bath

$950–$1,095

Apartment for rent

Top amenities
In-Unit Laundry
On-Site Management
Swimming Pool
Atrium Property Investments LLC - Photo 1 of 1

8h ago

8.5

Very good

Atrium Property Investments LLC

Atrium Pl, Winchester, KY 40391

Affordable | In-unit laundry | Dishwasher

2 beds

1 bath

$975

Apartment for rent

Top amenities
In-Unit Laundry

Nearby rental good for eco-living

$1,185

Winchester

Nearby rental good for pet owners

Barrett Manor - Photo 1 of 1

5d+ ago

8.3

Very good

Barrett Manor

300 Moundale Ct, Winchester, KY 40391

Affordable

2 beds

1 bath

$995

Apartment for rent

The Lofts at Winchester! 2 BR, 1 Bath, Off - Photo 1 of 1

4d ago

8.8

Very good

The Lofts at Winchester! 2 BR, 1 Bath, Off

508 College St, Winchester, KY 40391

Affordable | In-unit laundry | Central heat

2–3 beds

1 bath

$1,049–$1,249

Apartment for rent

Top amenities
Air Conditioning
In-Unit Laundry
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265 S Highland St #4 - Photo 1 of 1

5d+ ago

Cheap apartment for rent in Winchester

265 S Highland St #4, Winchester, KY 40391

Affordable | On-site laundry | Hardwood floor

2 beds

1 bath

$1,095

Apartment for rent

Available Jan 22

Top amenities
On-Site Laundry
265 S Highland St #2 - Photo 1 of 1

5d+ ago

Cheap apartment for rent in Winchester

265 S Highland St #2, Winchester, KY 40391

Affordable | On-site laundry | Hardwood floor

2 beds

1 bath

$1,095

Apartment for rent

Available Jan 22

Top amenities
On-Site Laundry
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Find sweet deals near Winchester

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

$995

Winchester

$1,249

Winchester

$1,400

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$1,425

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Meadow Creek Phase II - Photo 1 of 1

3d ago

8.5

Very good

Meadow Creek Phase II

110 Buffalo Trce, Winchester, KY 40391

Affordable | In-unit laundry | Outdoor space

2 beds

2 baths

$1,125

Apartment for rent

Top amenities
In-Unit Laundry
502 W. Lexington Avenue - Photo 1 of 1

2d ago

8.3

Very good

502 W. Lexington Avenue

502 W Lexington Ave, Winchester, KY 40391

Affordable

2 beds

1 bath

$1,125

Apartment for rent

Meadow Creek Phase 1 - Photo 1 of 1

3d ago

8.5

Very good

Meadow Creek Phase 1

100 Buffalo Trce, Winchester, KY 40391

Affordable | In-unit laundry | Outdoor space

2 beds

1 bath

$1,125

Apartment for rent

Top amenities
In-Unit Laundry
365 Colby Rd - Photo 1 of 1

5d+ ago

Cheap apartment for rent in Winchester

2BR/2.5BA

365 Colby Rd, Winchester, KY 40391

Affordable | Garage parking | Dishwasher

2 beds

2 baths

$1,175

Apartment for rent

Norwood Manor - Photo 1 of 1

4d ago

8.8

Very good

Norwood Manor

329 S Burns Ave, Winchester, KY 40391

Affordable | On-site laundry | Dishwasher

2 beds

1 bath

$1,185

Apartment for rent

Top amenities
On-Site Laundry
Oven
195 Chatham Place - Photo 1 of 1

5d+ ago

8.3

Very good

195 Chatham Place

195 Chatham Pl, Winchester, KY 40391

Affordable

2 beds

2 baths

$1,195

Apartment for rent

240 Chatham Place - Photo 1 of 1

4d ago

8.4

Very good

240 Chatham Place

240 Chatham Pl, Winchester, KY 40391

Affordable

2 beds

2 baths

$1,195

Apartment for rent

204-206 S Maple - Photo 1 of 1

4d ago

8

Very good

204-206 S Maple

204 S Maple St, Winchester, KY 40391

Affordable

2 beds

1 bath

$1,300

Apartment for rent

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Sam Winston Way - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Winchester

Sam Winston Way, Winchester, KY 40391

Affordable | In-unit laundry | Dishwasher

2 beds

2 baths

$1,399

House for rent

Top amenities
In-Unit Laundry
4971 Old Boonesboro Rd - Photo 1 of 1

5d+ ago

Cheap house for rent in Winchester

Charming 3 Bed/2 Bath Home in Winchester, KY

4971 Old Boonesboro Rd, Winchester, KY 40391

Affordable | In-unit laundry | Dishwasher

3 beds

2 baths

$1,400

House for rent

Available Mar 1

Top amenities
Dishwasher
In-Unit Laundry
Microwave
200 Madison Ave - Photo 1 of 1

4d ago

Cheap house for rent in Winchester

200 Madison Ave, Winchester, KY 40391

Affordable | In-unit laundry | Storage

3 beds

2 baths

$1,425

House for rent

Available Jan 29

Top amenities
Ceiling Fan
In-Unit Laundry
On-Site Laundry
Storage
Fairfield Way - Photo 1 of 1

4d ago

Cheap townhouse for rent in Winchester

Fairfield Way, Winchester, KY 40391

Affordable | Dishwasher | Microwave

3 beds

2 baths

$1,499

House for rent

145 Bellbrook Lane - Photo 1 of 1

15h ago

Cheap apartment for rent in Winchester

145 Bellbrook Lane

145 Bellbrook Ln, Winchester, KY 40391

Affordable | In-unit laundry | Garage parking

2 beds

2 baths

$1,595

Apartment for rent

Top amenities
In-Unit Laundry
On-Site Management
135 Winn Ave - Photo 1 of 1

23h ago

8.3

Very good

135 Winn Ave

135 Winn Ave, Winchester, KY 40391

Affordable

3 beds

2 baths

$1,600

Apartment for rent

15 Kittison Dr #15KIT - Photo 1 of 1

5d+ ago

Cheap house for rent in Winchester

15 Kittison Dr #15KIT, Winchester, KY 40391

Affordable | Garage parking | Dishwasher

3 beds

2 baths

$2,350

House for rent

Available Aug 14

Top amenities
Air Conditioning
Showing 1 - 25 of 25 results
Home > Apartments in Winchester > Winchester Cheap Apartments For Rent
Updated: March 17, 2026

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Pet friendly apartments in Winchester, KY8 rentals

8 rentals

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Looking for cheap apartments in Winchester, KY near you?

💸Lowest price$749
🔑Available apartment rentals25
💰Best rent deal27 E Washington St
✨Popular amenities, ,
🍽With dishwasher
🏠With photos

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