
Apartments for Rent in the Old Town Neighborhood of Winchester, VA Under $2,000 (30 Rentals)


148 N Loudoun St

210 S Cameron St

114 N Loudoun St

Total Monthly Price
301 S Braddock St, Unit 1, Unit 1

Total Monthly Price
130 Montague Ave

Total Monthly Price
342 Fairmont Ave, Unit Apt 3, Unit Apt 3

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

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

127-A Peyton Street
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.

11 E Pall Mall St

406 N Loudoun St, Unit 14

434 N Kent St

107 Morgan St

31 W Southwerk St

30 W Germain St

540 Bellview Ave

619 S Cameron St

1831 Henry Ave

1817 Henry Ave
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.

304 S Braddock St

1815 Henry Ave

28 E Pall Mall St

609 Smithfield Ave

2 E Germain St

15 S Braddock St

21 S Stewart St

233 Kern St

228 Opequon Ave

Raleigh Court
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.
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 | $1,700 | $1,700 | $1,700 |
| Old Town 1 Bedroom Apartments | $1,916 | $1,013 | $2,200 |
| Old Town 2 Bedroom Apartments | $1,930 | $1,200 | $2,600 |
| Old Town 3 Bedroom Apartments | $1,592 | $1,499 | $1,685 |
Browse Apartments in this Neighborhood
There are currently 30 rentals with your search options within a 1 mile radius of the Old Town Neighborhood of Winchester, VA.
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Old Town, Winchester, VA Local Guide
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10 Hidden Costs of Renting You Should Budget for Before Signing a Lease
Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.
Read ArticleDon'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.
Read ArticleThe 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.
Read ArticleCash 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.
Read ArticleQuick 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.
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 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 $1,200 to $2,600. Today's average rental price for Two Bedrooms here is $1,930.
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

Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Written by: Lauren Harrington
This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.