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Apartments for Rent in Winchester, KY

Average rent

$1,190
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Norwood Manor - Photo 1 of 1

5d+ ago

8.8

Very good

Norwood Manor

329 S Burns Ave, Winchester, KY 40391

On-site laundry | Dishwasher | Microwave

2 beds

1 bath

$1,150–$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!

265 S Highland St #4 - Photo 1 of 1

5d+ ago

Apartment for rent in Winchester

265 S Highland St #4, Winchester, KY 40391

On-site laundry | Hardwood floor

2 beds

1 bath

$995

Apartment for rent

Available Mar 10

Cozy Apartment with Hardwood Floors & Large Yard

This charming 2-bedroom, 1-bathroom apartment offers beautiful wood floors throughout, creating a warm inviting space. Enjoy the convenience of an in-unit laundry room and a large yard, perfect for pets and outdoor activities. Located near downtown and shopping, this apartment ensures easy access to amenities while providing a comfortable lifestyle. Experience a blend of historic charm and modern convenience in this pet-friendly home!

6611 Combs Ferry Rd - Photo 1 of 1

11h ago

House for rent in Winchester

House for rent

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

$850–$1,195

Apartment for rent

Comfort and Convenience near Downtown Winchester

Residents of Meadow Creek Phase II enjoy modern living in pet-friendly, 2-bedroom apartments with in-unit laundry. This thoughtfully designed community features well-maintained lawns with included lawn care. A prime location ensures easy access to I-75 and the vibrant Downtown Main St, where dining, shopping, and entertainment options abound. Experience a seamless blend of comfort and convenience in the heart of Winchester!

135 Winn Ave - Photo 1 of 1

13h ago

7.4

Very good

135 Winn Ave

135 Winn Ave, Winchester, KY 40391

3 beds

2 baths

$1,800

Apartment for rent

Bright & Modern Living in a Renovated Retreat

Step into this beautifully renovated 3-bedroom, 2-bathroom home featuring a bright and open living area complemented by a modern kitchen. Designed for comfort and style, this residence boasts contemporary finishes and spacious layouts, providing all the essentials for modern living. Ideal for families or anyone looking for a move-in ready home with a fresh, modern ambiance.

155 Chatham Place - Photo 1 of 1

1d ago

8.3

Very good

155 Chatham Place

155 Chatham Pl, Winchester, KY 40391

2 beds

2 baths

$1,195

Apartment for rent

Freshly Remodeled Living Near Local Hotspots

Residents of 155 Chatham Place enjoy modern living in a freshly remodeled space, available for pre-leasing now. With completion set for May 15th, this community promises a vibrant lifestyle close to Winchester’s lively attractions and amenities. Get ready to experience contemporary comfort in a welcoming environment!

Frontier Crossing Apartments - Photo 1 of 1

1d ago

8.3

Very good

Frontier Crossing Apartments

100 Boyd Pl, Winchester, KY 40391

In-unit laundry | Fitness center | Outdoor space

2–4 beds

2 baths

$1,295–$1,500

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.

Atrium Property Investments LLC - Photo 1 of 1

1d ago

8.5

Very good

Atrium Property Investments LLC

Atrium Pl, Winchester, KY 40391

In-unit laundry | Outdoor space

2 beds

1 bath

$975

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.

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400 Wexford Dr - Photo 1 of 1

1d ago

House for rent in Winchester

In-unit laundry

3 beds

1.5 baths

$975

House for rent

151/153 WPI - Photo 1 of 1

1d ago

8.5

Very good

151/153 WPI

151/153 Westside Dr, Winchester, KY 40391

In-unit laundry | Dishwasher | Outdoor space

2 beds

2 baths

$1,015

Apartment for rent

Convenient Ground-Floor Duplex Living

Located in Winchester, this spacious 2 bed/2 bath ground-floor duplex sits just off Lexington Ave for quick access to local shops and dining. Features include a large fully equipped kitchen with pantry, private driveway, in-unit laundry hookups, outdoor space, and included lawn care with on-site maintenance.

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Fitness Center

In-Unit Laundry

Outdoor Space

Dishwasher

200 Hubbard Studios - Photo 1 of 1

4d ago

8.6

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!

Meadow Creek Phase 1 - Photo 1 of 1

4d ago

8.8

Very good

Meadow Creek Phase 1

100 Buffalo Trce, Winchester, KY 40391

In-unit laundry | Outdoor space

2 beds

1 bath

$1,195

Apartment for rent

Charming 2-Bedroom Retreat with Private Patio

Residents of Meadow Creek Phase 1 enjoy a bright and inviting living space in a peaceful community. This lovely 2-bedroom, 1-bath apartment features a practical kitchen and spacious bedrooms, perfect for daily living. Step outside to unwind on the private patio or take advantage of the convenient location just minutes from shopping and dining, with easy access to I-75. Experience comfort and convenience wrapped in one delightful package!

Review from the web

I live here. Great place to live.

- Christine Ross on Jun 9, 2016
501 Wellington Way - Photo 1 of 1

5d+ ago

8

Very good

501 Wellington Way

501 Wellington Way, Winchester, KY 40391

Studio

1 bath

$950

Apartment for rent

Resort-Style Living with Pool & Dog Oasis

Located in a vibrant Winchester community, this upscale studio offers resort-style comforts including a zero-entry swimming pool, fitness center, and lush outdoor space. Dog-friendly perks feature a fully equipped dog park and on-site dog spa, with on-site management, lawn care, and water, sewer, and trash services included for added ease.

204-206  S Maple - Photo 1 of 1

5d+ ago

8

Very good

204-206 S Maple

204 S Maple St, Winchester, KY 40391

2 beds

1 bath

$1,370

Apartment for rent

1028 W Lexington - Photo 1 of 1

5d+ ago

8

Very good

1028 W Lexington

1028 W Lexington Ave, Winchester, KY 40391

1 bed

1 bath

$1,100

Apartment for rent

Cozy Living Awaits Near Local Charm

1028 W Lexington offers a cozy 1-bedroom, 1-bathroom apartment perfect for students or professionals in Winchester, KY. This well-maintained home includes a spacious living area and a functional kitchen. Enjoy all the essentials and the convenience of local shops and restaurants right at your doorstep. Experience the charm of small-town living with everything you need just a stone's throw away!

Fountain at the Farms - Photo 1 of 1

5d+ ago

8.5

Very good

Fountain at the Farms

300 Bellbrook Ln, Winchester, KY 40391

In-unit laundry | Swimming pool | Fitness center

1 bed

1 bath

$1,095

Apartment for rent

Pet-Friendly Comfort with Pool & Fitness Perks

Fountain at the Farms offers a cozy one-bedroom apartment in Winchester, KY, designed for both you and your furry friends. Enjoy a dedicated dog spa and park, a state-of-the-art fitness center, and a refreshing zero-entry swimming pool. In-unit laundry keeps life convenient, while included lawn care ensures a beautiful environment. With easy access to I-75, this community provides the perfect blend of comfort and convenience for a vibrant lifestyle.

502 Evans St #3 - Photo 1 of 1

5d+ ago

Apartment for rent in Winchester

502 Evans — Spacious 3 Bedroom Apartment in Winchester, KY

502 Evans St #3, Winchester, KY 40391

In-unit laundry | Air conditioning | Assigned parking

3 beds

1 bath

$1,400

Apartment for rent

Available May 11

Modern 3-Bed Apartment with Granite & Stainless

Enjoy convenient first-floor living in this newly remodeled 3-bedroom, 1-bath apartment. Featuring a clean layout with granite countertops and stainless steel appliances, this 1,200 sq ft space is designed for modern comfort. Spacious rooms and a prime Winchester location make it ideal for anyone seeking updated living close to shops and restaurants. With pet-friendly options available, this place is ready to call home!

367 Colby Ridge Blvd - Photo 1 of 1

5d+ ago

Apartment for rent in Winchester

2BR/2.5BA

367 Colby Ridge Blvd, Winchester, KY 40391

Garage parking | Outdoor space

2 beds

2.5 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.

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1494 Amster Grove Rd - Photo 1 of 1

5d+ ago

House for rent in Winchester

SINGLE_FAMILY - Winchester, KY

1494 Amster Grove Rd, Winchester, KY 40391

Fireplace

2 beds

1.5 baths

$1,400

House for rent

Charming Riverfront Retreat with Cozy Fireplace

This delightful 2-bedroom, 1.5-bathroom riverfront home features an inviting open floor plan with a wood-burning fireplace and durable epoxy floors, ideal for flood-prone areas. The first floor accommodates a spacious bedroom perfect for a king-sized bed. Enjoy morning coffee on the back deck overlooking the Kentucky River, and take advantage of a large carport for your truck or boat. The expansive lot offers ample space for a fire pit, perfect for gathering with friends and family.

25 Hays St #E - Photo 1 of 1

5d+ ago

Apartment for rent in Winchester

25 Hays St #E, Winchester, KY 40391

In-unit laundry | Air conditioning | On-site laundry

2 beds

2 baths

$1,400

Apartment for rent

Available Apr 25

Modern 2-Bed Apartment with Upscale Features

This fully renovated 2-bedroom, 1-bath apartment offers 1,250 sq. ft. of stylish living space enhanced by new paint, appliances, and an upgraded bath. Enjoy a spacious kitchen and in-unit laundry for added convenience. Nestled in a quiet residential area, it’s minutes from downtown Winchester and Lexington's Hamburg area, providing easy access to shopping, dining, and parks. Pet-friendly with a warm neighborhood vibe, this apartment is perfect for a comfortable lifestyle.

127 S Highland St #2 - Photo 1 of 1

5d+ ago

Apartment for rent in Winchester

1 bed

1 bath

$950

Apartment for rent

Available Jan 5

Cozy & Convenient Apartment for Easy Living

This pet-friendly 1-bed, 1-bath apartment offers a practical layout perfect for relaxation or working from home. With 912 sq ft of comfortable space, it prioritizes low-maintenance living while ensuring delicious food, shopping, and errands are just a quick drive away. Step into a home designed for simplicity and ease, ideal for enjoying everyday life.

Fairfield Way - Photo 1 of 1

5d+ ago

Townhouse for rent in Winchester

3 beds

2.5 baths

$1,599

House for rent

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

2.5 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.

Bel Air Estates - Photo 1 of 1

1d ago

7.9

Very good

Bel Air Estates

Bel Air Dr, Winchester, KY 40391

In-unit laundry | Dishwasher | Microwave

2 beds

2 baths

$945

Apartment for rent

Premier Comfort & Convenience in Winchester Living

Residents of Bel Air Estates enjoy spacious living with two bedrooms and two bathrooms, ideal for comfort. The fully-equipped kitchen includes a microwave, stove, refrigerator, and dishwasher for easy meal prep and clean-up. Pet-friendly accommodations welcome furry friends, while 24-hour maintenance ensures peace of mind. Experience a harmonious blend of comfort and convenience tailored for everyday living!

Showing 1 - 25 of 25 results
Home > Apartments in Winchester
Updated: May 13, 2026

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Learn more about renting in Winchester, KY

3

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?

Winchester's 2025 rental market shows one-bedroom apartments averaging around $880 per month, while two-bedroom units average around $1,100 monthly. These figures represent the current market rates across the city's rental inventory.

When is the best time to look for an apartment in Winchester, KY?

July offers the lowest rental prices in Winchester, while March sees the highest rent with approximately a 15% difference between these months. This seasonal pattern creates clear timing opportunities for renters looking to secure better rates.

Are there pet-friendly apartments in Winchester, KY?

Winchester accommodates pet owners with around 30% of rental listings welcoming pets. With an average of 50 listings available monthly, this provides a solid selection of pet-friendly options for animal-loving renters.

Are utilities usually included in rent in Winchester, KY?

Utilities are rarely included in Winchester rental properties, with only about 7 listings or less than 1% of total inventory including utilities in the rent. This pattern remains consistent across all bedroom types, from studios to three-bedroom apartments.

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 deal200 Hubbard Rd
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