
Apartments for Rent in the Old Town Neighborhood of Winchester, VA Under $2,000 (42 Rentals)


148 N Loudoun St

210 S Cameron St

114 N Loudoun St

Total Monthly Price
342 Fairmont Ave, Apt 5, Unit #5 FULLY FURNISHED RENTAL Retro Loves Company

Total Monthly Price
210 N Kent St, Unit A

Total Monthly Price
208 N Kent St, Unit 208 N. Kent St - A

Total Monthly Price
21 N Braddock St

Total Monthly Price
342 Fairmont Ave, Apt #8, Unit Comfortable In-Towner

Total Monthly Price
719 S Braddock St, Unit Master Bedroom
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

382 Woodstock Ln

7 W Piccadilly St

402 S Cameron St

4 W Cork St

105 N Loudoun St

505 N Cameron St

402 S Loudoun St

1816 Valley Ave

142 N Washington St

321 N Kent 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.

619 S Cameron St

30 W Germain St

540 Bellview Ave

215 Millwood Ave

1001 S Cameron St

8 W Monmouth St

1817 Henry Ave

222 E Whitlock Ave

311 S Kent St

615 S Braddock 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.

109 E Pall Mall St

224 East St

412 Diehl St

307 S Kent St

222 S Kent St

448 N Loudoun St

233 Kern St

550 N Loudoun St, Unit 4

619 S Cameron St, Unit 1

619 S Cameron St, Unit 2

21 S Stewart St

Raleigh Court
Old Town, Winchester, VA Local Guide

How much does it cost to rent an apartment in Old Town?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Old Town Studio Apartments | $1,575 | $1,300 | $1,725 |
| Old Town 1 Bedroom Apartments | $1,707 | $900 | $2,200 |
| Old Town 2 Bedroom Apartments | $1,916 | $1,100 | $2,600 |
| Old Town 3 Bedroom Apartments | $1,542 | $1,400 | $1,685 |
Browse Apartments in this Neighborhood
There are currently 42 rentals with your search options within a 1 mile radius of the Old Town Neighborhood of Winchester, VA.
See all Apartments in WinchesterExplore Winchester
Old Town, Winchester, VA Local Guide
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Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
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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.
Pet Friendly LifestyleOld Town, Winchester, VA
Ranked #7
Among cities in Virginia for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
2.5Pet Friendly
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 $900 to $2,200 with an average monthly rent of $1,707.
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 $1,100 to $2,600. Today's average rental price for Two Bedrooms here is $1,916.
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

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.

Creative Ways Developers Reimagine Retail Spaces as Residential Units
Written by: Robin Stewart
Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.

Neighborhood and Market Insights: How to Choose the Right Area to Rent
Written by: Robin Stewart
Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.