Apartments for Rent in Winchester, KY (107 Rentals)

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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.

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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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Chatham Townhomes
1 to 2 Bedroom Apartments

Chatham Townhomes

135 Frontier WayWinchester, KY 40391
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Atrium Townhomes
1 to 2 Bedroom Apartments

Atrium Townhomes

626 W Lexington AveWinchester, KY 40391
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337 S Burns Ave
Studio Apartments

337 S Burns Ave

337 S Burns AveWinchester, KY 40391
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1135 Dale Dr.
2 Bedroom Apartments

1135 Dale Dr.

1135 Dale DrWinchester, KY 40391

Know Your Rights - How Discrimination Laws Impact Landlords and Tenants

Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.

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Andover Estates
4 Bedroom Apartments

Andover Estates

101 Andover DrWinchester, KY 40391
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205 Sterling Rd
1 Bedroom Apartments

205 Sterling Rd

205 Sterling RdWinchester, KY 40391
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2-10 N Main St
Studio Apartments

2-10 N Main St

2-10 N Main StWinchester, KY 40391
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Brown Proctor
2 Bedroom Apartments

Brown Proctor

108 S Main StWinchester, KY 40391
Senior Living
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11 Hughes Ave
2 Bedroom Apartments

11 Hughes Ave

11 Hughes AveWinchester, KY 40391
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286 April Way
Studio Apartments

286 April Way

286 April WayWinchester, KY 40391

Lexington's Best Affordable Neighborhoods

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

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543 N Maple Dr
1 Bedroom Apartments

543 N Maple Dr

543 N Maple DrWinchester, KY 40391
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25 Taylor Ave
1 Bedroom Apartments

25 Taylor Ave

25 Taylor AveWinchester, KY 40391
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201 Blueberry Ln
3 Bedroom Apartments

201 Blueberry Ln

201 Blueberry LnWinchester, KY 40391
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3474 Stamper Dr
Studio Apartments

3474 Stamper Dr

3474 Stamper DrWinchester, KY 40391

How a Move-In Inspection Can Protect Your Security Deposit

Learn How a Move-In Inspection Can Protect Your Security Deposit from the Renter University at AparmentHomeLiving.com.

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Showing Results 1-50, Page 1 of 3

Winchester, KY Local Guide

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.

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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

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See the most popular apartments and homes in Winchester, KY

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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 4 Studio Apartments in Winchester with rent ranges from $625 to $1,415 with an average price of $1,010.

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 $2,237 with an average monthly rent of $1,331.

What does renting a Two Bedroom Apartment in Winchester cost?

The monthly rent prices of Two Bedroom Apartments currently available in Winchester range from $849 to $3,350. Today's average rental price for Two Bedrooms here is $1,607.

How expensive are Winchester Three Bedroom Apartments?

There are currently 30 Three Bedroom Apartments listings available in Winchester on ApartmentHomeLiving.com. The pricing ranges from $1,020 to $2,985 - averaging $1,964 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.

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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.

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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.

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The Freedom of Short-Term Leases: Exploring the Advantages for Renters

Written by: Bobbi Jackson

If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.

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Navigating the Rental Market: Tips for First-Time Renters

Written by: Sandy Baker

Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.