2 Bedroom Apartments for Rent in Winchester, KY (51 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
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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. Colts Run in the Athens Historic District neighborhood has the second largest 2 Bedroom, which is sized at 1,302 square feet and currently listed start at $1,689. 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
Colts RunJonabell - 2 Bedroom, 2 Bath (1,302 sqft.)1,302 Sq Ft$1,689
Garden EstatesTwo Bedroom Large1,216 Sq Ft$1,573
Parkside Heights Apartments2B/2B1,211 Sq Ft$1,599
Latitude 37 Apartments2 bedrooms1,193 Sq Ft$1,705
1809 at WinchesterB4 Secretariat plus garage - 2 Bedroom, 2 Bathroom1,185 Sq Ft$1,845
Brighton 30502.1/2.1G1,160 Sq Ft$1,451
The BLVD at HaysBlvd 21,160 Sq Ft$1,727
The AveryTwo bedroom with garage1,132 Sq Ft$1,790
Steeplechase ApartmentsC11,050 Sq Ft$1,407

Cheapest Available Winchester and Nearby 2 Bedroom Apartments

As of July 30, 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 2 Bedrooms Model at Eastland Hills Apartments starting at $950 in the Liberty Area neighborhood. The average price for all 2 Bedroom apartments in Winchester is currently $1,585. Here is today’s list of the cheapest available 2 Bedroom options in Winchester:

Apartment ListingModel NamePriced From
The Dawn Run Apartments2x1 SM$920
Eastland Hills Apartments2 Bedrooms$950
Gleneagles ApartmentsTwo Bedroom$1,193
SPECIALS: The Reserve & Enclave at FairholmeThe Reserve$1,280
Steeplechase ApartmentsC1$1,407
Brighton 30502.1/2.1G$1,451
Raintree ApartmentsMagnolia - B1$1,496
Colts RunGainesway - 2 Bedroom, 2 Bath (1,145 sqft.)$1,509
Garden EstatesTwo Bedroom Large$1,573
Hamburg FarmsB3 Burton - 2 Bedroom, 1.5 Bathroom$1,595

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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

What is the Cheapest apartment in Winchester with 2 Bedroom?

Currently the most affordable 2 Bedroom in Winchester is at The Dawn Run Apartments listed at $920.

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

The average rent for a 2 Bedroom Apartment in Winchester is $1,585.

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 1,072 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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The Art of the Rental Viewing: What to look for during a property tour

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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.