
Cheap Homes for Rent in Winchester Neighborhood of Baltimore, MD from $500 (66 Rentals)
Search the lowest-cost Homes available for rent right now in the Winchester area of Baltimore.


2800 Violet Ave

511 N Pulaski St

1636 N Monroe St

50 Gorman Ave

100 N Hilton St

1025 N Carey St

3523 Edmondson Ave

3617 Springdale Ave

1130 N Longwood St, Unit 203
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.

22 Parkin St

1334 Druid Hill Ave

3419 Mondawmin Ave

823 N Woodington Rd

2311 Anoka Ave

300 Marydell Rd

6 S Franklintown Rd

300 Marydell Rd

3414 W Franklin St

400 Mt Holly St
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

627 Denison St

529 S Longwood St

1636 N Monroe St

400 Normandy Ave

22 Parkin St

22 Parkin St

2406 Wilkens Ave

215 S Mount St

1211 Poplar Grove St

20 S Carrollton Ave
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.

3523 Edmondson Ave

710 N Fulton Ave

210 N Mount St

1230 W Lombard St

3320 Auchentoroly Terrace

2101 McHenry St

822 Washington Blvd

1216 W Lafayette Ave, Unit Unit C - Back Bedroom 2

1232 W Lafayette Ave, Unit B2

1232 W Lombard St, Unit C2
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.

1232 W Lombard St

346 S Payson St

721 N Woodington Rd

306 N Fremont Ave

833 N Fulton Ave

517 Mosher St

1128 Poplar Grove St

505 McMechen St

1709 Gwynns Falls Pkwy

1326 W Pratt St, Unit First
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.
Winchester, Baltimore, MD Local Guide

How much does it cost to rent a home in Winchester?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winchester 2 Bedroom Homes for Rent | $1,584 | $1,000 | $2,200 |
| Winchester 3 Bedroom Homes for Rent | $1,795 | $625 | $3,000 |
| Winchester 4 Bedroom Homes for Rent | $2,099 | $650 | $3,600 |
| Winchester 5 Bedroom Homes for Rent | $2,343 | $1,750 | $3,200 |
Browse Homes for Rent in this Neighborhood
There are currently 66 rentals with your search options within a 2 mile radius of the Winchester Neighborhood of Baltimore, MD.
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Cheapest Available Winchester Apartments for Rent
 The cheapest available apartment rental in the Winchester area of Baltimore, MD is a 1 Bed unit found at Greens at Irvington Mews 2 priced from $533. Penn Square has the second lowest priced unit, which is a 1 Bed apartment currently listed from $600. Here are the most affordable Winchester apartments for rent in Baltimore, MD:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Greens at Irvington Mews 2 | 1 Bedroom | 1BR,1BA | $533 |
| Penn Square | 1 bdr | 1BR,1BA | $600 |
| North Avenue Gateway II | 1 bdr | 1BR,1BA | $647 |
| North Avenue Gateway | 2 bdr | 2BR,1BA | $749 |
| Midtown at Coppin Heights | 3 Bed 1.5 Bath | 3BR,1BA | $848 |
| Renaissance at Reservoir Hill | One Bedroom | 1BR,1BA | $880 |
| Wyman Hills | 0BR/1.0BA | Studio,1BA | $899 |
| College Gardens & Melbourne Apts /Townhouses | 1 Bedroom Garden | 1BR,1BA | $978 |
| Linden Park Apartments (Seniors 62+) | Studio | Studio,1BA | $983 |
Best Value Apartments for Rent in Winchester, MD
As of January 13, 2026 the best value apartment in the Winchester area is the $0.74 price per square foot 3213 Dorchester Rd Model at 3213 Dorchester Rd, Unit 2 in the in the Burleith-Leighton neighborhood starting from $2,000. The second greatest value Winchester apartment is the 2026 Druid Hill Ave Model at 2026 Druid Hill Ave, Unit Unit 2 starting at $2,100 with a $0.91 price per square foot in the Inner Harbor neighborhood. Here is today’s list of the best values for Winchester apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| 3213 Dorchester Rd, Unit 2 | 3213 Dorchester Rd | 2BR,1BA | $0.74 |
| 2026 Druid Hill Ave, Unit Unit 2 | 2026 Druid Hill Ave | 3BR,3BA | $0.91 |
| The Chateau and The Riviera | Riviera - Two Bedroom | 2BR,1BA | $1.13 |
| 2735 W North Ave, Unit #2 | 2735 W North Ave | 1BR,1BA | $1.12 |
| Whitelock Apartments | 1 Bedroom 1 Bath | 1BR,1BA | $1.20 |
| North Avenue Gateway | 2 bdr | 2BR,1BA | $0.75 |
| Penn Square | 2 bdr | 2BR,1BA | $0.80 |
| Midtown at Coppin Heights | 1 Bed 1 Bath | 1BR,1BA | $1.26 |
| Renaissance at Reservoir Hill | One Bedroom | 1BR,1BA | $1.15 |
| North Avenue Gateway II | 1 bdr | 1BR,1BA | $1.06 |
Frequently Asked Questions about Winchester
What type of rentals are currently available in Winchester?
There are currently 676 Apartments for Rent in Winchester, MD with pricing that ranges from $533 to $3,275. There are also 325 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $525 to $3,600.
What is the current price range for Rental Homes in Winchester?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Winchester ranges from $525 to $3,600 with an average monthly rent of $1,632.
How much are larger Three and Four Bedroom Rentals in Winchester?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Winchester range from $848 to $3,275, while Three Bedroom Homes, Condos, and Townhomes for rent range from $625 to $3,000. Four Bedroom Single-Family rentals are also available starting from $650 and Four Bedroom Apartments start at $983.
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

A Baltimore Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent
Written by: Sarah Bregel
There are few cities more eclectic and diverse than Baltimore, Maryland. I should know. I've lived in various parts of Baltimore for most of my life.

A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.

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.

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.