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Apartments for Rent in Winchester, KY

Average rent

$1,137
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Norwood Manor - Photo 1 of 1

18h ago

8.8

Very good

Norwood Manor

329 South Burns Avenue, Winchester, KY 40391

2 beds

1 bath

$1,185

Apartment for rent

Charming Apartments Steps from College Park

Norwood Manor offers delightful 2-bedroom, 1.5-bathroom apartments in Winchester, KY, complete with new appliances and a convenient pet spa and park for furry friends. Located within walking distance to College Park and downtown, it ensures easy access to local attractions and a short drive to Lexington. Enjoy your own private rear patio sitting area and hassle-free front door parking in this inviting community. Perfect for those seeking charm and convenience!

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

2d ago

8.6

Very good

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

508 College St, Winchester, KY 40391

Ceiling fan

3 beds

1 bath

$1,249

Apartment for rent

Stylish 2BR Living Near Downtown Vibrancy

Located in Winchester, this charming 2-bedroom, 1-bath apartment offers a perfect blend of modern updates and convenience. Featuring beautiful updated flooring and stainless steel appliances, the unit also includes off-street parking. Enjoy the comfort of central heat and AC, with the added benefit of virtual tours available. Situated near downtown and various dining and shopping options, this pet-friendly home is designed for an easy lifestyle.

Burns Avenue Apartments - Photo 1 of 1

12h ago

8.1

Very good

Burns Avenue Apartments

101 South Burns Avenue, Winchester, KY 40391

2 beds

1 bath

$1,250

Apartment for rent

Stylish & Spacious Living Awaits You!

Residents of Burns Avenue Apartments enjoy a beautifully renovated two-bedroom home filled with character. Featuring large rooms and abundant natural light, this apartment boasts a fully equipped kitchen with stainless steel appliances and custom cabinets. Unique touches like original brick accents add charm, while modern amenities include a washer and dryer. One parking space and free street parking enhance convenience—this stunning space is not to be missed!

Meadow Creek Phase 1 - Photo 1 of 1

13h ago

Apartment for rent in Winchester

Meadow Creek Phase 1

100 Buffalo Trce, Winchester, KY 40391

Package service | Outdoor space

2 beds

1 bath

$875

Apartment for rent

142 Bellbrook Lane - Photo 1 of 1

13h ago

8.1

Very good

142 Bellbrook Lane

142 Bellbrook Ln, Winchester, KY 40391

Package service | Outdoor space

2 beds

2 baths

$1,595

Apartment for rent

Chic Townhome Living with Pool & Dog Park

142 Bellbrook Lane offers a stylish 2-bedroom, 2.5-bathroom townhome in Winchester, KY. This dog-friendly residence features a convenient washer/dryer and a dedicated dog spa, enhancing pet-loving lifestyles. Enjoy a state-of-the-art fitness center and a zero-entry swimming pool for outdoor relaxation. With secure garage parking and on-site property management, commuting is a breeze with nearby I-75 access. Embrace comfortable living where convenience meets luxury!

Meadow Creek Phase II - Photo 1 of 1

13h ago

8.5

Very good

Meadow Creek Phase II

110 Buffalo Trce, Winchester, KY 40391

In-unit laundry | Outdoor space

1–2 beds

1–2 baths

$850–$950

Apartment for rent

Charming Living Near Downtown & I-75 Access

Located in Winchester, this pet-friendly one-bedroom apartment offers modern convenience with an in-unit washer and dryer. Experience the ease of commuting on I-75 while being steps away from vibrant Downtown Main St's dining, shopping, and entertainment options. Enjoy well-kept surroundings with included lawn care, blending comfort and charm seamlessly.

200 Hubbard Studios - Photo 1 of 1

13h ago

8.3

Very good

200 Hubbard Studios

200 Hubbard Rd, Winchester, KY 40391

In-unit laundry | Outdoor space

Studio

1 bath

$795

Apartment for rent

Modern Studio Living in a Prime Location

200 Hubbard Studios offers a stylish, open-concept living space with a full bathroom, perfect for comfort and convenience. This pet-friendly studio features in-unit laundry, making chores a breeze. Enjoy the hassle-free lifestyle with water, sewer, and trash services included in the rent while being just steps away from shopping, dining, and entertainment options. Experience beautifully maintained surroundings with lawn care provided—step into your new home today!

Frontier Crossing Apartments - Photo 1 of 1

13h ago

8.3

Very good

Frontier Crossing Apartments

100 Boyd Pl, Winchester, KY 40391

In-unit laundry | Fitness center | Outdoor space

1–2 beds

1–2 baths

$915–$1,225

Apartment for rent

Pet-Friendly Living with Modern Comforts

Residents of Frontier Crossing Apartments enjoy a stunning 2-bedroom space in Winchester, KY, designed for modern living. The community features a fitness center, on-site dog spa, and includes water, sewer, and trash services in the rent. Conveniently located with easy access to I-75, this pet-friendly apartment also offers an in-unit washer and dryer, making life a breeze. Lawn care is included, ensuring the outdoors are beautiful year-round.

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145 Bellbrook Lane - Photo 1 of 1

13h ago

8.5

Very good

145 Bellbrook Lane

145 Bellbrook Ln, Winchester, KY 40391

In-unit laundry | Garage parking | Swimming pool

2 beds

2 baths

$1,595

Apartment for rent

Stylish Townhome with Pool & Fitness Perks

145 Bellbrook Lane offers a beautiful 2-bedroom, 2.5-bathroom townhome in Winchester, complete with a washer/dryer for convenience. This dog-friendly community features a state-of-the-art fitness center, a refreshing zero-entry swimming pool, and a dedicated dog spa with a park for furry friends. With secure garage parking and lawn care included, this prime location near I-75 makes living easy and enjoyable for residents looking for a vibrant lifestyle.

139 Bellbrook Lane - Photo 1 of 1

13h ago

7.9

Very good

139 Bellbrook Lane

139 Bellbrook Ln, Winchester, KY 40391

Garage parking | Swimming pool | Fitness center

2 beds

2 baths

$1,595

Apartment for rent

Pet-Friendly Living with Pool & Fitness Delight

Welcome to a charming one-bedroom apartment where modern living meets convenience. This dog-friendly residence features a fitness center, a refreshing zero-entry swimming pool, and a dog spa alongside a lovely dog park for your furry friends. With water, sewer, and trash services included, life is hassle-free. Enjoy well-maintained outdoor spaces with dedicated lawn care. Experience the vibrant lifestyle that Winchester has to offer!

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Outdoor Space

Air Conditioning

In-Unit Laundry

Dishwasher

543 N. Maple Street - Photo 1 of 1

1d ago

8.3

Very good

543 N. Maple Street

543 North Maple Street, Winchester, KY 40391

1 bed

1 bath

$799

Apartment for rent

Convenient & Affordable Living Awaits You

Residents of 543 N. Maple Street enjoy hassle-free living with inclusive utilities, making budgeting a breeze. This move-in ready apartment features essential appliances and flexible rental options for both monthly and weekly stays. Ideal for those seeking simplicity and convenience, this property won’t last long, so applying quickly is essential! Embrace easy living today!

Winchester Duplex - Photo 1 of 1

1d ago

8.4

Very good

Winchester Duplex

3476 Stamper Drive, Winchester, KY 40391

2 beds

1 bath

$1,249

Apartment for rent

Stylish Duplex Living Just Minutes from I75

Residents of Winchester Duplex enjoy a fully renovated home with 2 bedrooms and 2 bathrooms, complete with all appliances for ultimate convenience. Central heat and air provide year-round comfort. Located just 15 minutes from Hamburg and the new hospital off I75, this pet-friendly haven is ready for new occupants on October 15th. Discover an inviting space perfect for modern living!

17 W. Lexington Avenue - Photo 1 of 1

2d ago

8.5

Very good

17 W. Lexington Avenue

17 West Lexington Avenue, Winchester, KY 40391

Studio

1 bath

$750

Apartment for rent

Bright Studio Living in Downtown Convenience

Located in downtown Winchester, this spacious studio boasts newer flooring and paint with huge windows that flood the space with natural light. Enjoy the convenience of all utilities included, making budgeting a breeze. Walking distance to local shops, restaurants, and entertainment ensures vibrant city living. This first-floor apartment promises comfort and accessibility—schedule a visit to experience your new home today!

341 Burns Ave - Photo 1 of 1

2d ago

7.9

Very good

341 Burns Ave

341 South Burns Avenue, Winchester, KY 40391

On-site laundry

2 beds

1 bath

$895

Apartment for rent

Cozy Apartment Living with Outdoor Serenity

Welcome to a charming 2-bedroom, 1-bathroom apartment designed for comfort and convenience. Enjoy a relaxing patio, pet-friendly policy, and included lawn care. With essential appliances like a stove and refrigerator, this space is perfect for cozy living. Plus, 24-hour maintenance ensures peace of mind. A wonderful opportunity awaits!

202 S Maple St - Photo 1 of 1

2d ago

8

Very good

202 S Maple St

202 South Maple Street, Winchester, KY 40391

2 beds

1 bath

$1,500

Apartment for rent

16 Central Ave - Photo 1 of 1

2d ago

8.3

Very good

16 Central Ave

16 Central Avenue, Winchester, KY 40391

4 beds

3 baths

$1,600

Apartment for rent

Bright & Modern Family Home Designed for Comfort

Residents of 16 Central Ave enjoy a spacious 4-bedroom, 3-bathroom layout that exudes modern elegance. The open design features a contemporary kitchen perfect for entertaining and comfortable living spaces ideal for families. With stylish finishes and ample storage, this home is a perfect blend of style and convenience, tailored for everyday life.

134 Central Ave - Photo 1 of 1

3d ago

8

Very good

134 Central Ave

134 Central Avenue, Winchester, KY 40391

Air conditioning

2 beds

1 bath

$899

Apartment for rent

Bright & Spacious Living Steps from Downtown

134 Central Ave offers a charming two-bedroom, one-bath apartment with large rooms filled with natural light and an updated bathroom. An eat-in kitchen and convenient in-unit laundry hookups add to the comfort. Enjoy relaxing on the back deck overlooking the property and benefit from off-street parking. With a prime location, it's just a short walk to downtown Winchester. Ideal for those seeking a welcoming space to call home.

187/189 WPI - Photo 1 of 1

5d+ ago

8.5

Very good

187/189 WPI

187 Westside Drive, Winchester, KY 40391

Dishwasher | Outdoor space

3 beds

2 baths

$1,050

Apartment for rent

Spacious One-Level Duplex Near Lexington Avenue

Discover unbeatable convenience in this pet-friendly 3-bedroom, 2-bath duplex offering all one-floor living. Spacious interiors feature a large kitchen with a pantry and washer/dryer hookups. Enjoy a private driveway right off Lexington Avenue, making commutes a breeze. With lawn care included and on-site maintenance, this home blends comfort and practicality perfectly!

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Atrium Property Investments LLC - Photo 1 of 1

5d+ ago

8

Very good

Atrium Property Investments LLC

Atrium Place, Winchester, KY 40391

In-unit laundry | Dishwasher | Outdoor space

2 beds

1 bath

$915–$975

Price drop

Apartment for rent

Spacious Townhome with Comfort & Convenience

Located in charming Winchester, KY, this 2-bedroom townhome features an open floor plan and 1.5 bathrooms for easy living. The well-equipped kitchen includes essential appliances while the patio offers a cozy outdoor space. Benefit from in-unit laundry hookups and 24/7 maintenance for peace of mind. Lawn care is included, making it effortless to enjoy your home. This pet-friendly townhome ensures your furry friends are welcome too—all wrapped up in perfect comfort and convenience.

367 Colby Ridge Boulevard - Photo 1 of 1

5d+ ago

Apartment for rent in Winchester

2BR/2.5BA

367 Colby Ridge Boulevard, Winchester, KY 40391

Garage parking | Outdoor space

2 beds

2 baths

$1,125

Apartment for rent

Modern 2-Bed Apartment with Garage & Outdoor Space

This stylish 2-bedroom, 2.5-bath apartment showcases a spacious 1,100 sq ft layout with modern conveniences. Enjoy garage parking, outdoor space, and in-unit washer/dryer hookups. Lawn care is included for hassle-free living. Perfect for those seeking a blend of comfort and convenience in a vibrant setting.

106 Alabama Street - 106 Alabama Street #1 - Photo 1 of 1

5d+ ago

Apartment for rent in Winchester

3 Bed / 1 Bath | Winchester Apt for Rent | 106 Alabama St, Winchester, KY 40391

106 Alabama Street - 106 Alabama Street #1, Winchester, KY 40391

In-unit laundry | Air conditioning

3 beds

1 bath

$1,149

Apartment for rent

Available Sep 30

Charming Updated Apartment Steps from Heritage Park

This beautifully renovated 3-bedroom, 1-bath apartment offers modern comforts with central A/C and in-unit washer/dryer hookups. Located near Heritage Park and essential schools, it provides a welcoming living space with street parking and pet-friendly perks. Don't miss out on this opportunity in a desirable Winchester location!

106 West Hickman Street - Photo 1 of 1

5d+ ago

House for rent in Winchester

House for rent

Spacious Family Home in Pet-Friendly Locale

This charming 3-bedroom, 2-bath independent house offers ample room for families and pets alike. With a functional layout and comfortable living spaces, it’s an ideal choice for those seeking both space and convenience. Enjoy a prime location near shopping and dining options, making daily life easy and enjoyable. Perfect for families prioritizing comfort and accessibility.

104 Colby Hills Drive - Photo 1 of 1

5d+ ago

House for rent in Winchester

SINGLE_FAMILY - Ranch - Winchester, KY

104 Colby Hills Drive, Winchester, KY 40391

Garage parking | Carpet

3 beds

2 baths

$2,950

House for rent

Charming Ranch Home with Modern Updates & Deck

This beautifully updated 3-bedroom, 2-bath stone ranch spans 1,950 sq ft and features a new kitchen and bathrooms, fresh paint, lighting, and garage doors. The inviting new deck enhances outdoor living, making it perfect for gatherings. Experience the blend of classic charm and modern convenience in this stunning home!

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

House for rent

Available Aug 14

Spacious 3-Bed Home with Cozy Backyard Oasis

This inviting 3-bedroom, 2-bath home boasts 1,780 sqft of comfortable living space and a nice size backyard, perfect for family gatherings or relaxation. Convenient access to the interstate and local amenities adds to its appeal. Enjoy modern comforts with air conditioning and a dishwasher, making everyday living a breeze. Dog-friendly property inviting those looking for a home with ample outdoor space in a prime location.

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 baths

$1,399

House for rent

Modern Townhome with Private Patio & Dog Park

This stylish 2-bedroom, 2.5-bathroom townhome features modern finishes and abundant natural light throughout its 1,100 sq ft. Enjoy the fully equipped kitchen with stainless appliances, an in-unit washer/dryer, and a private patio with storage. Located in a peaceful area with an on-site dog park and picnic spot, it's just minutes from the heart of Winchester. This pet-friendly home is perfect for comfortable living in a welcoming community.

146 W Lexington Ave. - Photo 1 of 1

11h ago

8

Very good

146 W Lexington Ave.

146 West Lexington Avenue, Winchester, KY 40391

Dishwasher

2 beds

1 bath

$895

Apartment for rent

Large 2-Bedroom Near Downtown Convenience

Nestled in the heart of Winchester, this spacious second-floor 2-bedroom apartment features all hard surface flooring and an eat-in kitchen. Enjoy the convenience of washer/dryer hookups and plenty of room to relax. Located just a stroll away from downtown, this apartment offers a unique character that enhances your living experience. Up to two small pets are welcome with additional fees.

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Showing 1 - 26 of 26 results
Home > Apartments in Winchester
Updated: December 19, 2025

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Learn more about renting in Winchester, KY

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Local insights: What it's like to live in Winchester, KY

Locals appreciate the small-town vibe of Winchester, KY, highlighting its friendly atmosphere and accessible local amenities, including a variety of shops and restaurants. Many enjoy the slower pace of life, as well as the community events that bring residents together. However, some mention that housing options can be limited, and there's a noticeable lack of recreational facilities for families and active individuals. Parking can also be a concern in certain areas, making it a point of frustration for some renters.

How much is the average rent in Winchester, KY for 1-bedroom and 2-bedroom apartments?

The average rent for a 1-bedroom apartment in Winchester, KY is $882, while a 2-bedroom apartment averages $1,154.

Are there pet-friendly apartments in Winchester, KY?

Yes, there are pet-friendly apartments in Winchester, KY. Approximately 27.93% of the listings are pet-friendly, with 13 such listings available.

Are utilities usually included in rent in Winchester, KY?

About 11% of the apartment listings in Winchester, KY include utilities in the rent.

Methodology: How we got this data

Zumper’s proprietary rental data fuels our analysis. Rent and market trends, availability, neighborhood popularity, and lifestyle scores are all calculated using real-time and 2024 rental inventory and prices.

Our Lifestyle Categories ("great for eco-living," "great for social life," "great for pet owners," etc.) are determined by set criteria, against which we score each listing and its available features. At the neighborhood level, we calculate the listing count for each category to determine which lifestyles best fit each area.

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?

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💰Best rent deal17 West Lexington Avenue
Popular amenities, ,
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