1032 Flagtree Ln
PikesvilleMD21208
Cheap Homes for Rent in the Rolling Oaks Neighborhood of Windsor Mill, MD from $1,000 (3 Rentals)
Search the lowest-cost Homes available for rent right now in the Rolling Oaks area of Windsor Mill.
Baltimore's Best Affordable Neighborhoods
Learn about Baltimore and the best places to live with original content written by our Local Expert Sarah Bregel
3615 Courtleigh Dr
RandallstownMD21133
Rent According to Income: A Look at Income-Restricted Rentals
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3640 Derby Shire Cir
Windsor MillMD21244
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Rolling Oaks, Windsor Mill, MD Local Guide
Patapsco Valley State Park by Steve Kaminski is licensed under CC BY 2.0
How much does it cost to rent a home in Rolling Oaks?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Rolling Oaks 3 Bedroom Homes for Rent | $2,481 | $2,295 | $2,650 |
| Rolling Oaks 4 Bedroom Homes for Rent | $3,098 | $2,800 | $3,700 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Homes for Rent in this Neighborhood
There are currently 3 rentals with your search options within a 2 mile radius of the Rolling Oaks Neighborhood of Windsor Mill, MD.
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Rolling Oaks, Windsor Mill, MD Local Guide
- Nearby Windsor Mill neighborhoods
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Best Value Apartments for Rent in Rolling Oaks, MD
As of July 22, 2026 the best value apartment in the Rolling Oaks area is the $1.45 price per square foot 2 Bedroom 2 Bath Den Model at Annen Woods Apartments in the in the Rolling Oaks neighborhood starting from $2,035. The second greatest value Rolling Oaks apartment is the 3 Bedroom Townhome Model at Rockdale Gardens Apartments & Townhomes* starting at $1,995 with a $1.64 price per square foot in the Rolling Oaks neighborhood. Here is today’s list of the best values for Rolling Oaks apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| Annen Woods Apartments | 2 Bedroom 2 Bath Den | 2BR,2BA | $1.45 |
| Rockdale Gardens Apartments & Townhomes* | 3 Bedroom Townhome | 3BR,1.5BA | $1.64 |
| Rolling Park Apartments | 2 Bedroom 2 Bath | 2BR,2BA | $1.42 |
| The Townhomes at Diamond Ridge | Three Bedroom 1.5 Bath Townhome - 1,080 sqft | 3BR,1.5BA | $1.50 |
| Milford Station | 2BR/2BA Platinum | 2BR,2BA | $1.45 |
| The Glens at Diamond Ridge | Two Bedroom 1.5 Bath - 1,024 sqft | 2BR,1.5BA | $1.38 |
| The Brittany Apartments | 1 Bedroom 1 Bath | 1BR,1BA | $1.52 |
| Northwest Crossing Apartment Homes | Two Bedroom 1.5 Bath | 2BR,1.5BA | $1.62 |
| Liberty Place | 1 Bed 1 Bath | 1BR,1BA | $1.49 |
| Park View at Woodlawn | One-Bedroom | 1BR,1BA | $0.99 |
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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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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Pet Friendly LifestyleRolling Oaks, Windsor Mill, MD
Ranked #3
Among cities in Maryland for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
3.5Pet Friendly
Best Local Schools in Rolling Oaks, Windsor Mill, MD
Northwest Academy of Health Sciences
Baltimore County Public Schools
Public School - Grades 6-8 (808)
3 out of 10
School data provided by Great Schools
Frequently Asked Questions about Rolling Oaks
What type of rentals are currently available in Rolling Oaks?
There are currently 60 Apartments for Rent in Rolling Oaks, MD with pricing that ranges from $1,010 to $2,630. There are also 9 Single Family Homes for rent, Condos, and Townhome rentals currently available in Rolling Oaks ranging from $1,000 to $3,700.
What is the current price range for Rental Homes in Rolling Oaks?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Rolling Oaks ranges from $1,000 to $3,700 with an average monthly rent of $2,193.
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.
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