2 Bedroom Apartments for Rent in Winchester, KY (52 Rentals)

How Many Bedrooms?Done
Select your price rangeDone
Lifestyle Matching SearchDone
Learn more about Lifestyle Search
By AmenitiesDone
By Community TypeDone
Features and AvailabilityDone
Done

Lexington's Best Affordable Neighborhoods

Learn about Lexington and the best places to live with original content written by our Local Expert Catrina Cowart

Read Article
close
View Me
Atrium Townhomes
2 Bedroom Apartments

Atrium Townhomes

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

Chatham Townhomes

135 Frontier WayWinchester, KY 40391
close
View Me
11 Hughes Ave
2 Bedroom Apartments

11 Hughes Ave

11 Hughes AveWinchester, KY 40391
close
View Me
Brown Proctor
2 Bedroom Apartments

Brown Proctor

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

1135 Dale Dr.

1135 Dale DrWinchester, KY 40391
Showing Results 1-50, Page 1 of 2

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 $1,729. Colts Run has the second largest 2 Bedroom, which is sized at 1,302 square feet and currently listed start at $1,582. 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$1,729
Colts RunJonabell - 2 Bedroom, 2 Bath (1,302 sqft.)1,302 Sq Ft$1,582
Brighton 3050Loft 21,296 Sq Ft$1,572
Garden EstatesTwo Bedroom Large1,216 Sq Ft$1,544
Waterstone at Hamburg2BR 2BA (1214 SF)1,214 Sq Ft$1,751
Legacy Lake ApartmentsTwo Bedroom Two Bath1,200 Sq Ft$1,350
Springs At Hamburg2 BR Grand Overlook1,185 Sq Ft$1,848
1809 at WinchesterB4 Secretariat plus garage - 2 Bedroom, 2 Bathroom1,185 Sq Ft$1,589
The BLVD at HaysBlvd 2G-With Garage1,160 Sq Ft$1,292

Cheapest Available Winchester and Nearby 2 Bedroom Apartments

As of March 27, 2025 the lowest priced 2 Bedroom apartment unit in Winchester, KY is the east2.1 Model starting from $799 at Eastland Hills in the Liberty Area neighborhood. The second most affordable Winchester 2 Bedroom is the 2x1 Model at The Dawn Run Apartments starting at $900 in the Eastland Parkway neighborhood. The average price for all 2 Bedroom apartments in Winchester is currently $1,542. Here is today’s list of the cheapest available 2 Bedroom options in Winchester:

Apartment ListingModel NamePriced From
Eastland Hillseast2.1$799
The Dawn Run Apartments2x1$900
Williams Estates ApartmentsTwo Bedroom$999
Stoney Brooke ApartmentsLexington - Renovated$1,179
Colts RunCalumet - 2 Bedroom, 2 Bath (950 sqft.)$1,193
Gleneagles ApartmentsTwo Bedroom$1,196
SPECIALS: The Reserve & Enclave at FairholmeThe Reserve$1,280
The BLVD at HaysBlvd 2G-With Garage$1,292
Legacy Lake ApartmentsTwo Bedroom Two Bath$1,350
Brighton 30502.1/2.1G$1,396

Quick Rent Budget Calculator

How much rent can you afford?

The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.

decorative image of people with a giant lease agreement

Best Local Schools in
Winchester, KY

School data provided by Great Schools

Remember the 3 Rules of Real Estate:
Location, Location, Location!

Explore Winchester, KY Rentals by Map

Decorative image of map

See the most popular apartments and homes in Winchester, KY

View MapWinchester, KY Apartments MapView MapWinchester, KY Rental Homes Map

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 Eastland Hills listed at $799.

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

The average rent for a 2 Bedroom Apartment in Winchester is $1,542.

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 $1,729 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 973 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.

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

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.

decorative image for Renting Smart: Lease Basics Every Renter Needs article

Renting Smart: Lease Basics Every Renter Needs

Written by: Christine Leonard, Esq.

Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.

decorative image for Battling the Butts: Your Guide to the Reality of Smoke-Free Renting article

Battling the Butts: Your Guide to the Reality of Smoke-Free Renting

Written by: Andrea Lee Negroni, JD

While many apartment buildings are “no smoking” properties, it’s hard to know exactly how many. In 2017, the National Apartment Association reported more than half of rental properties had smoke free policies.

decorative image for Understanding Amenity Fees: Know Where You Might Be Able to Save Money article

Understanding Amenity Fees: Know Where You Might Be Able to Save Money

Written by: Amber Kanuckel

With the rising costs of housing, a lot of renters are asking this question: Is it possible to opt out of various amenities that your rental property offers so that you can avoid paying the fees.