Cheap Homes for Rent in Old Town Neighborhood of Winchester, VA from $1,000 (8 Rentals)

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Search the lowest-cost Homes available for rent right now in the Old Town area of Winchester.

property at 374 Woodstock Ln

374 Woodstock Ln

WinchesterVA22601
Showing Results 1-8, Page 1 of 1

Old Town, Winchester, VA Local Guide

Best Value Apartments for Rent in Old Town, VA

As of July 29, 2025 the best value apartment in the Old Town area is the $1.36 price per square foot 21 N Braddock St Model at 21 N Braddock St, Unit 4 in the in the Park Place neighborhood starting from $1,700. The second greatest value Old Town apartment is the 342 Fairmont Ave, Apt 5 Model at 342 Fairmont Ave, Apt 5, Unit #5 FULLY FURNISHED RENTAL Retro Loves Company starting at $1,700 with a $2.62 price per square foot in the Park Place neighborhood. Here is today’s list of the best values for Old Town apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
21 N Braddock St, Unit 421 N Braddock St2BR,1BA$1.36
342 Fairmont Ave, Apt 5, Unit #5 FULLY FURNISHED RENTAL Retro Loves Company342 Fairmont Ave, Apt 51BR,1BA$2.62

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Frequently Asked Questions about Old Town

What type of rentals are currently available in Old Town?

There are currently 57 Apartments for Rent in Old Town, VA with pricing that ranges from $1,400 to $2,968. There are also 25 Single Family Homes for rent, Condos, and Townhome rentals currently available in Old Town ranging from $1,095 to $4,130.

What is the current price range for Rental Homes in Old Town?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Old Town ranges from $1,095 to $4,130 with an average monthly rent of $2,517.

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.

decorative image for Roommate Matching: Finding the Right Fit and Avoiding Pitfalls article

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.

decorative image for The Art of the Rental Viewing: What to look for during a property tour article

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.

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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.