
Apartments for Rent in Winchester, KY (104 Rentals) Page 2 of 3


2822 Hanna Pl

226 Mousas Way

452 Larkwood Dr

239 Simba Way

217 Osage Ct

459 Patchen Dr

969 Sugarbush Trail

721 Morgan Hills Dr

664 Hugging Bear Ln
Neighborhood & Market Insights: How to Choose the Right Area to Rent
Master your search for the perfect apartment. Location is everything. Discover how to leverage community insights, public data, and personal visits to make a fully informed decision about where to rent.

997 Sugarbush Trail

657 Hugging Bear Ln

2137 Call Dr

1217 Morning Side Dr

505 Anniston Dr

2429 Gooseberry Cir

3361 Scottish Trace

2148 Curtiswood Dr

837 Ridgebrook Rd

1205 Morning Side 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.

3189 Sweet Clover Ln

1925 Falling Leaves Lane

1006 Sugarbush Trail

1376 Angus Trail

4155 Sperling Dr

3324 Polo Club Blvd

4076 Buttermilk Rd

777 Maidencane Dr

126 Bourbon Hills Dr

265 S Highland St
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.

3474 Stamper Dr

2-10 N Main St

205 Sterling Rd

Grey Dawn Apartments

201 Blueberry Ln

302-310 Pepperwood Ct

25 Taylor Ave

543 N Maple Dr

286 April Way

202-210 Pepperwood Ct

11 Hughes Ave

Atrium Townhomes

Chatham Townhomes

SPECIALS: The Reserve & Enclave at Fairholme

7 North Main

Meadow Creek Apartments

Frontier Crossing Apartments

337 S Burns Ave

Brown Proctor

Andover Estates
Winchester, KY Local Guide

How much does it cost to rent an apartment in Winchester?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winchester Studio Apartments | $908 | $625 | $1,440 |
| Winchester 1 Bedroom Apartments | $1,354 | $799 | $2,864 |
| Winchester 2 Bedroom Apartments | $1,604 | $875 | $3,292 |
| Winchester 3 Bedroom Apartments | $1,942 | $1,020 | $4,224 |
How much does it cost to rent a home in Winchester?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| 2 Bedroom Homes | $1,235 | $1,000 | $1,695 |
| 3 Bedroom Homes | $1,755 | $1,200 | $2,295 |
| 4 Bedroom Homes | $2,831 | $1,970 | $3,695 |
| 5 Bedroom Homes | $3,499 | $3,499 | $3,499 |
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Frequently Asked Questions about Winchester
What is the current pricing and availability for apartments for rent in Winchester, KY?
As of today, August 23, 2026, there are currently 104 available Winchester apartments priced from $625 to $4,224, with an average monthly rent of $1,516.
How much are Studio apartments in Winchester?
There are currently 11 Studio Apartments in Winchester with rent ranges from $625 to $1,440 with an average price of $908.
What is the current price range for One Bedroom Winchester Apartments for rent?
Today's rental pricing for One Bedroom Apartments in Winchester ranges from $799 to $2,864 with an average monthly rent of $1,354.
What does renting a Two Bedroom Apartment in Winchester cost?
The monthly rent prices of Two Bedroom Apartments currently available in Winchester range from $875 to $3,292. Today's average rental price for Two Bedrooms here is $1,604.
How expensive are Winchester Three Bedroom Apartments?
There are currently 28 Three Bedroom Apartments listings available in Winchester on ApartmentHomeLiving.com. The pricing ranges from $1,020 to $4,224 - averaging $1,942 for the location.
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.
Helpful Local Expert Guides

Horses, Hoops, and a Short Commute: Renting Near Lexington's Top Employers
Written by: Catrina Cowart
Hi, I’m Catrina, your ApartmentHomeLiving.com Local Expert for Lexington, Kentucky.

The Southern Spirit: Your Guide to Finding the Perfect Neighborhood to Rent in Lexington
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Hi, I’m Catrina, your ApartmentHomeLiving.com Local Expert for Lexington, Kentucky. Our team at ApartmentHomeLiving.

The Ultimate Lexington Student Housing Guide - Top Neighborhoods for Renting Near Major Universities
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A Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent in Lexington
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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.
Articles, How-To's, and Tips

Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
Written by: Robin Stewart
Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

First Apartment Regrets: Real Renters Share What They'd Do Differently
Written by: Robin Stewart
Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.