
Cheap Apartments for Rent in the Rolling Oaks Neighborhood of Windsor Mill, MD from $500 (16 Rentals)
Search the lowest-cost Apartments available for rent right now in the Rolling Oaks area of Windsor Mill.


Liberty West

Rockdale Gardens Apartments & Townhomes*

Crescent Pointe

Milford Station
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.

Gwynn Oaks Landing Apartments and Townhomes

Northwest Crossing Apartment Homes

7408 Digby Rd
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Rolling Oaks, Windsor Mill, MD Local Guide

How much does it cost to rent an apartment in Rolling Oaks?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Rolling Oaks Studio Apartments | $1,017 | $926 | $1,160 |
| Rolling Oaks 1 Bedroom Apartments | $1,360 | $1,075 | $2,047 |
| Rolling Oaks 2 Bedroom Apartments | $1,551 | $1,200 | $2,578 |
| Rolling Oaks 3 Bedroom Apartments | $1,913 | $1,486 | $2,784 |
Browse Apartments in this Neighborhood
There are currently 16 rentals with your search options within a 2 mile radius of the Rolling Oaks Neighborhood of Windsor Mill, MD.
See all Apartments in Windsor MillExplore Windsor Mill
Rolling Oaks, Windsor Mill, MD Local Guide
- Nearby Windsor Mill neighborhoods
- Nearby Cities
- ZIP codes
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- School Districts
Cheapest Available Rolling Oaks Apartments for Rent
 The cheapest available apartment rental in the Rolling Oaks area of Baltimore, MD is a Studio unit found at Milford Station priced from $1,000. Gwynn Oaks Landing Apartments and Townhomes has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,080. Here are the most affordable Rolling Oaks apartments for rent in Baltimore, MD:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Milford Station | Studio Classic | Studio,1BA | $1,000 |
| Gwynn Oaks Landing Apartments and Townhomes | One Bedroom - 684 sqft | 1BR,1BA | $1,080 |
| Cedar Gardens and Towers Apartments and Townhomes | One Bedroom - Towers - 671 sqft | 1BR,1BA | $1,110 |
| Northwest Crossing Apartment Homes | One Bedroom | 1BR,1BA | $1,120 |
| Crescent Pointe | Birch | 1BR,1BA | $1,156 |
Best Value Apartments for Rent in Rolling Oaks, MD
As of December 10, 2025 the best value apartment in the Rolling Oaks area is the $1.33 price per square foot 3 Bedrooms Model at Carlson Woods Townhomes in the in the Rolling Oaks neighborhood starting from $2,599. The second greatest value Rolling Oaks apartment is the 2 Bedroom 2 Bath Model at Rolling Park Apartments starting at $1,649 with a $1.40 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. |
|---|---|---|---|
| Carlson Woods Townhomes | 3 Bedrooms | 3BR,3BA | $1.33 |
| Rolling Park Apartments | 2 Bedroom 2 Bath | 2BR,2BA | $1.40 |
| Marrion Square Apartments | 2 Bedroom 2 Bath | 2BR,2BA | $1.39 |
| The Glens at Diamond Ridge | Three Bedroom 1.5 Bath - 1,042 sqft | 3BR,1.5BA | $1.61 |
| Rockdale Gardens Apartments & Townhomes* | 2 Bedrooms 1.5 Bath | 2BR,1.5BA | $1.31 |
| The Brittany Apartments | 1 Bedroom 1 Bath | 1BR,1BA | $1.45 |
| Brenbrook | The Americana | 1BR,1BA | $1.44 |
| Northwest Crossing Apartment Homes | Two Bedroom 1.5 Bath | 2BR,1.5BA | $1.48 |
| Liberty Place | 1 Bed 1 Bath | 1BR,1BA | $1.46 |
| Villas at 4607 | Pikes Peak | 1BR,1BA | $1.62 |
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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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 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
School data provided by Great Schools
Frequently Asked Questions about Cheap Rolling Oaks Apartments
What is the Cheapest Studio apartment in Rolling Oaks?
Currently the most affordable Cheap Studio Apartment in Rolling Oaks is at Milford Station listed at $1,000.
How much is rent for a Cheap One Bedroom Rolling Oaks Apartment?
The lowest price for a Cheap One Bedroom Rolling Oaks Apartment is $1,080 at Gwynn Oaks Landing Apartments and Townhomes.
What is the lowest price for a Cheap Two Bedroom Rolling Oaks Apartment for rent?
Today's best deal for a Cheap Two Bedroom Apartment in Rolling Oaks is starting from $1,200 at Gwynn Oaks Landing Apartments and Townhomes.
What is the most affordable Rolling Oaks Three Bedroom Apartment?
The best deal on a cheap Rolling Oaks Three Bedroom Apartment rental is at Northwest Crossing Apartment Homes and starts from $1,645.
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.

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.

How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!







