
Homes for Rent in Winchester, KY Under $2,000 (27 Rentals)


156 Cook Ave

3476 Stamper Dr

102 W Hickman St

20 White Cir

1320 Dale Dr
The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

3036 Many Oaks Park

184 Acorn Falls Dr

881 Revere Run Dr

889 Revere Run Dr

S. S Eagle Creek Dr

3201 Foxchase Ct
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

821 Marcellus Dr

3394 Buckhorn Dr

2801 Winter Garden

335 Houston Creek Dr

1707 Sarasota Ct

433 Darby Creek Rd
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.

262 Osage Ct

179 Hedgewood Ct

317 Bainbridge Dr

2856 Hanna Pl

491 Dabney Dr

408 Bainbridge Ct
Lexington's Best Affordable Neighborhoods
Learn about Lexington and the best places to live with original content written by our Local Expert Catrina Cowart

2825 Snow Rd

532 Hanson St

205 Clay St
Winchester, KY Local Guide

How much does it cost to rent a home in Winchester?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winchester 2 Bedroom Homes for Rent | $1,268 | $850 | $1,800 |
| Winchester 3 Bedroom Homes for Rent | $1,843 | $1,450 | $2,600 |
| Winchester 4 Bedroom Homes for Rent | $2,678 | $1,695 | $3,750 |
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Winchester, KY Local Guide
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Don't Settle: How to Negotiate Your Apartment Lease and Save Money
Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.
Read ArticleThe Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.
Read ArticleCash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.
Read ArticleQuick 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.
Best Local Schools in Winchester, KY
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Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Winchester, KY Rentals by Map
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Frequently Asked Questions about Winchester
What type of rentals are currently available in Winchester?
There are currently 68 Apartments for Rent in Winchester, KY with pricing that ranges from $625 to $2,857. There are also 33 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $850 to $3,750.
What is the current price range for Rental Homes in Winchester?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Winchester ranges from $850 to $3,750 with an average monthly rent of $1,659.
How much are larger Three and Four Bedroom Rentals in Winchester?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Winchester range from $950 to $2,664, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,450 to $2,600. Four Bedroom Single-Family rentals are also available starting from $1,695 and Four Bedroom Apartments start at $1,600.
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

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.

How to Make Your Apartment Holiday-Ready: Renter-Friendly Tips
Written by: Justin Habersaat
Getting your apartment ready for the holidays can be exciting but sometimes challenging in a smaller space. Here are some modern tips to keep things festive, safe, and inviting this season.

Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.

Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.