Apartments for Rent in Winchester, KY Under $2,000 (66 Rentals)

SPECIALS: The Reserve & Enclave at Fairholme

Summit Apartments

244 Bay Hill Ct

129 Bay Hill Dr

133 S Highland St

49 Clay St
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.

121-123 Tucker Ln

221 S Highland St

243-245 April Way

224 Mutual Ave

202 S Maple St

401 W Lexington Ave

39 S Highland St

401 N Maple 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.

Hamburg Farms

Garden Estates

The Avery

Waterstone at Hamburg

1809 at Winchester

The Resort At Lake Crossing

Latitude 37 Apartments

The BLVD at Hays
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.

Parkside Heights Apartments

Springs At Hamburg

The Retreat at Hamburg Place Apartments

Reserve at Hamburg

Brighton 3050

Legacy Lake Apartments

Stoney Brooke Apartments

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

Cove Lake Village Apartments

Williams Estates Apartments

Steeplechase Apartments

Gleneagles Apartments

Raintree Apartments

EAGLE CREEK TOWNHOMES

Richwood Bend - Affordable Housing

Polo Club Park - Senior/Affordable Housing

Eastland Hills Apartments

The Dawn Run Apartments

779 Liberty Hill Dr

516 Dabney Dr

4464 Stuart Hall Blvd
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 | $985 | $600 | $1,519 |
Winchester 1 Bedroom Apartments | $1,357 | $800 | $2,568 |
Winchester 2 Bedroom Apartments | $1,572 | $920 | $2,966 |
Winchester 3 Bedroom Apartments | $1,929 | $1,000 | $3,679 |
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Winchester, KY Local Guide
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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.
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 Winchester
How much are Studio apartments in Winchester?
There are currently 6 Studio Apartments in Winchester with rent ranges from $600 to $1,519 with an average price of $985.
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 $800 to $2,568 with an average monthly rent of $1,357.
What does renting a Two Bedroom Apartment in Winchester cost?
The monthly rent prices of Two Bedroom Apartments currently available in Winchester range from $920 to $2,966. Today's average rental price for Two Bedrooms here is $1,572.
How expensive are Winchester Three Bedroom Apartments?
There are currently 29 Three Bedroom Apartments listings available in Winchester on ApartmentHomeLiving.com. The pricing ranges from $1,000 to $3,679 - averaging $1,929 for the location.
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.

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.

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.

The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
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.

Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.