Apartments for Rent in the Old Town Neighborhood of Winchester, VA (91 Rentals)

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property at 382 Woodstock Ln

$1,400

2 Bedroom, 1 Bath Townhome for Rent

Available Now

382 Woodstock Ln

WinchesterVA22601

Cash 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.

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property at 511 National Ave

$1,875

3 Bedroom, 2.5 Bath Home for Rent

Available Now

511 National Ave

WinchesterVA22601
property at 31 W Whitlock Ave

$1,950

3 Bedroom, 1.5 Bath Home for Rent

Available Now

31 W Whitlock Ave

WinchesterVA22601

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.

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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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property at 6 E Cecil St

$2,100

2 Bedroom, 2 Bath Condo for Rent

Available Now

6 E Cecil St

WinchesterVA22601
property at 23 S Stewart St

$2,500

2 Bedroom, 1 Bath Home for Rent

Available Now

23 S Stewart St

WinchesterVA22601
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44-48 S Loudoun St
1 Bedroom Apartments

44-48 S Loudoun St

44-48 S Loudoun StWinchester, VA 22601
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25 W Boscawen St
2 Bedroom Apartments

25 W Boscawen St

25 W Boscawen StWinchester, VA 22601
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Winchester Towers
1 Bedroom Apartments

Winchester Towers

200 N Cameron StWinchester, VA 22601
Showing Results 1-50, Page 1 of 2

Old Town, Winchester, VA Local Guide

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.

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The 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.

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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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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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Pet Friendly Lifestyle
Old Town, Winchester, VA

Ranked #6

Among cities in Virginia for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

3.0
Pet Friendly

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Best Local Schools in
Old Town, Winchester, VA

School data provided by Great Schools

Frequently Asked Questions about Old Town

What is the current price range for One Bedroom Old Town Apartments for rent?

Today's rental pricing for One Bedroom Apartments in Old Town ranges from $995 to $2,200 with an average monthly rent of $1,827.

What does renting a Two Bedroom Apartment in Old Town cost?

The monthly rent prices of Two Bedroom Apartments currently available in Old Town range from $1,249 to $2,600. Today's average rental price for Two Bedrooms here is $1,865.

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

decorative image for Renting with Roommates: Realistic Expectations for Shared Lease article

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.

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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.

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How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

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The Rental Move-In Inspection Checklist: A Guide for Renters

Written by: Trey Huguley

The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.