2 Bedroom Apartments for Rent in Winchester, KY (50 Rentals)

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Atrium Townhomes
2 Bedroom Apartments

Atrium Townhomes

626 W Lexington AveWinchester, KY 40391
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Chatham Townhomes
2 Bedroom Apartments

Chatham Townhomes

135 Frontier WayWinchester, KY 40391

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11 Hughes Ave
2 Bedroom Apartments

11 Hughes Ave

11 Hughes AveWinchester, KY 40391
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Brown Proctor
2 Bedroom Apartments

Brown Proctor

108 S Main StWinchester, KY 40391
Senior Living
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1135 Dale Dr.
2 Bedroom Apartments

1135 Dale Dr.

1135 Dale DrWinchester, KY 40391

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Winchester, KY Local Guide

Largest Available Winchester and Nearby 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in Winchester, KY is found at Hamburg Farms in the Liberty Area neighborhood and is 1,650 square feet priced from $1,831. The Retreat at Hamburg Place Apartments has the second largest 2 Bedroom, which is sized at 1,254 square feet and currently listed start at $1,607. Here is today’s list of the largest available 2 Bedroom units in Winchester:

Apartment ListingModel NameSquare FootagePriced From
Hamburg FarmsB4 Stanton - 2 Bedroom, 3 Bathroom1,650 Sq Ft$1,831
The Retreat at Hamburg Place ApartmentsB31,254 Sq Ft$1,607
Garden EstatesTwo Bedroom Large1,216 Sq Ft$1,585
Waterstone at Hamburg2BR 2BA (1198 SF)1,198 Sq Ft$1,729
Springs At Hamburg2 BR Grand Overlook1,185 Sq Ft$1,780
1809 at WinchesterB4 Secretariat plus garage - 2 Bedroom, 2 Bathroom1,185 Sq Ft$1,599
The BLVD at HaysBlvd 2G-With Garage1,160 Sq Ft$1,644
Brighton 30502.1/2.1G1,160 Sq Ft$1,451
Colts RunGainesway - 2 Bedroom, 2 Bath (1,145 sqft.)1,145 Sq Ft$1,739
The AveryTwo bedroom with garage1,132 Sq Ft$1,790

Cheapest Available Winchester and Nearby 2 Bedroom Apartments

As of June 27, 2025 the lowest priced 2 Bedroom apartment unit in Winchester, KY is the 2x1 SM Model starting from $920 at The Dawn Run Apartments in the Eastland Parkway neighborhood. The second most affordable Winchester 2 Bedroom is the 2bd Model at Polo Club Park - Senior/Affordable Housing starting at $1,030 . The average price for all 2 Bedroom apartments in Winchester is currently $1,625. Here is today’s list of the cheapest available 2 Bedroom options in Winchester:

Apartment ListingModel NamePriced From
The Dawn Run Apartments2x1 SM$920
Polo Club Park - Senior/Affordable Housing2bd$1,030
Gleneagles ApartmentsTwo Bedroom$1,193
Stoney Brooke ApartmentsSomerset - Renovated$1,264
SPECIALS: The Reserve & Enclave at FairholmeThe Reserve$1,280
Raintree ApartmentsMagnolia - B1$1,367
Colts RunCalumet - 2 Bedroom, 2 Bath (950 sqft.)$1,389
Steeplechase ApartmentsC1$1,429
Brighton 30502.1/2.1G$1,451
Garden EstatesTwo Bedroom Large$1,498

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Winchester, KY

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Getting Around Winchester, KY

Walk Score®

46 / 100

Car-Dependent

Most errands require a car

Bike Score®

33 / 100

Somewhat Bikeable

Minimal bike infrastructure

What Are Walk Score®, Transit Score®, and Bike Score® Ratings?

  • Walk Score® measures the walkability of any address.
  • Transit Score® measures access to public transit.
  • Bike Score® measures the bikeability of any address.

Frequently Asked Questions about 2 Bedroom Winchester Apartments

How much is the average rent for a 2 Bedroom Winchester Apartment?

The average rent for a 2 Bedroom Apartment in Winchester is $1,625.

What is the largest available 2 Bedroom Winchester Apartment for rent?

Today's apartment with the most square footage in Winchester is a 1,650 square feet unit starting from $1,831 at Hamburg Farms.

What is the average size for Winchester 2 Bedroom Apartments for rent?

The average size for a 2 Bedroom rental in Winchester is currently 1,079 sq ft.

Expert Rental Resources

Helpful Apartment Articles, How-To's and Tips

The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.

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A Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent in Lexington

Written by: Catrina Cowart

Hi, I'm Catrina, your ApartmentHomeLiving.com Local Expert for Lexington, Kentucky, and I'm happy to talk to you about some of the neighborhoods that I've found to be particularly charming in this small city.

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Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

Written by: Cheryl Bowman

A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.

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The Art of the Rental Viewing: What to look for during a property tour

Written by: Marie Brown

You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

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Know Your Budget: Calculating What You Can Realistically Afford When Renting

Written by: Lauren Harrington

Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.