2 Bedroom Apartments for Rent in Winston, KY (38 Rentals)

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The Avery
Rent Specials
$1,790 - $1,949
Total Monthly Price

Total Monthly Price

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$1,474 - $2,354
Total Monthly Price
$1,474 - $2,354
2 Bedroom Apartments Available Now

The Avery

6600 Man O War BlvdLexington, KY 40509
Pet Friendly
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Renting with Roommates: Realistic Expectations for Shared Lease

Sharing a lease? Learn how to set clear expectations with your roommates on routines, bills, and cleaning to ensure a successful and peaceful shared living arrangement.

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Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

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Navigating the Rental Market: Tips for First-Time Renters

Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

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Pebblecreek Crossing
2 Bedroom Apartments

Pebblecreek Crossing

418 Big Hill AveRichmond, KY 40475
Senior Living
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Oak Hill Apartments
2 Bedroom Apartments

Oak Hill Apartments

2100 Pavilion WayRichmond, KY 40475
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7 North Main
2 Bedroom Apartments

7 North Main

7 N Main StWinchester, KY 40391

Renting Smart: Lease Basics Every Renter Needs

Demystify Your Rental Lease. Learn the basics about renting, deposits, and tenant/landlord responsibilities. Rent smart and avoid surprises. | Renter University at ApartmentHomeLiving.com

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Garden Estates
2 Bedroom Apartments

Garden Estates

4176 Todds RdLexington, KY 40509
Corporate Housing
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2005 Willow Dr
2 Bedroom Apartments

2005 Willow Dr

2005 Willow DrRichmond, KY 40475
Showing Results 1-38, Page 1 of 1

Winston, KY Local Guide

Largest Available Winston and Nearby 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in Winston, KY is found at Carriage Place Apartments and is 1,300 square feet priced from $1,450. Waterstone at Hamburg Apartments in the Athens Historic District neighborhood has the second largest 2 Bedroom, which is sized at 1,214 square feet and currently listed start at $1,782. Here is today’s list of the largest available 2 Bedroom units in Winston:

Apartment ListingModel NameSquare FootagePriced From
Carriage Place Apartments2 Bedroom1,300 Sq Ft$1,450
Waterstone at Hamburg Apartments2BR 2BA (1214 SF)1,214 Sq Ft$1,782
Legacy Lake ApartmentsTwo Bedroom Two Bath1,200 Sq Ft$1,360
Latitude 37 Apartments2 bedroom w/ garage1,193 Sq Ft$1,756
Brighton 30502.1/2.1G1,160 Sq Ft$1,494
The BLVD at HaysBlvd 21,160 Sq Ft$1,779
Garden EstatesTwo Bedroom1,135 Sq Ft$1,599
The AveryTwo bedroom with garage1,132 Sq Ft$1,790
The Resort Apartments2 BDR / 2BA1,100 Sq Ft$1,345
McGinnis PropertiesTownhome950 Sq Ft$700

Cheapest Available Winston and Nearby 2 Bedroom Apartments

As of May 07, 2026 the lowest priced 2 Bedroom apartment unit in Winston, KY is the Townhome Model starting from $700 at McGinnis Properties . The second most affordable Winston 2 Bedroom is the Two Bedroom Model at Pebblecreek Crossing starting at $859 . The average price for all 2 Bedroom apartments in Winston is currently $1,500. Here is today’s list of the cheapest available 2 Bedroom options in Winston:

Apartment ListingModel NamePriced From
McGinnis PropertiesTownhome$700
Pebblecreek CrossingTwo Bedroom$859
Shawnee Trail ApartmentsTwo Bedroom$886
1040 Brandy LnTwo Bed$900
Summit Apartments2 Bed 1 Bath W/D HK$900
Williams Estates ApartmentsTwo Bedroom$1,104
Brandywine2 Bed Small$1,175
GleneaglesTwo Bedroom$1,193
Steeplechase ApartmentsB1$1,194
Veridian Lexington2 Bedroom 2 Bath$1,279

Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University

From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.

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Frequently Asked Questions about 2 Bedroom Winston Apartments

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

The average rent for a 2 Bedroom Apartment in Winston is $1,500.

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

Today's apartment with the most square footage in Winston is a 1,300 square feet unit starting from $1,450 at Carriage Place Apartments.

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

The average size for a 2 Bedroom rental in Winston is currently 1,049 sq ft.

Expert Rental Resources

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.

Articles, How-To's, and Tips

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A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back

Written by: Lauren Harrington

I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.

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Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts

Written by: Lauren Harrington

This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

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What Does “Rent Burdened” Mean? How Much Rent Is Too Much

Written by: Lauren Harrington

This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

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Maximizing Your Refund: Essential Tax Tips for Renters

Written by: Christine Leonard, Esq.

Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.