Cheap Apartments for Rent in the Rolling Oaks Neighborhood of Windsor Mill, MD from $800 (15 Rentals)

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Search the lowest-cost Apartments available for rent right now in the Rolling Oaks area of Windsor Mill.

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Park View at Woodlawn
1 to 2 Bedroom Apartments

Park View at Woodlawn

2020 Featherbed LnGwynn Oak, MD 21207
Senior Living
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Weinberg House
1 Bedroom Apartments

Weinberg House

16 Old Court RdPikesville, MD 21208

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Liberty Towers
1 to 2 Bedroom Apartments

Liberty Towers

6800 Liberty RdBaltimore, MD 21207
  • Utilities Included

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Rolling Oaks, Windsor Mill, MD Local Guide

Cheapest Available Rolling Oaks Apartments for Rent

 

The cheapest available apartment rental in the Rolling Oaks area of Baltimore, MD is a 1 Bed unit found at Park View at Woodlawn priced from $835. Milford Station has the second lowest priced unit, which is a Studio apartment currently listed from $1,000. Here are the most affordable Rolling Oaks apartments for rent in Baltimore, MD:

Apartment ListingModel NameBed/BathPriced From
Park View at WoodlawnOne-Bedroom1BR,1BA$835
Milford StationStudio ClassicStudio,1BA$1,000
Northwest Crossing Apartment HomesOne Bedroom1BR,1BA$1,095
Gwynn Oaks Landing Apartments and TownhomesOne Bedroom - 684 sqft1BR,1BA$1,120
Crescent PointeBirch1BR,1BA$1,156

Best Value Apartments for Rent in Rolling Oaks, MD

As of January 24, 2026 the best value apartment in the Rolling Oaks area is the $1.40 price per square foot 2 Bedroom 2 Bath Model at Rolling Park Apartments in the in the Rolling Oaks neighborhood starting from $1,649. The second greatest value Rolling Oaks apartment is the Three Bedroom 1.5 Bath Townhome - 1,062 sqft Model at The Townhomes at Diamond Ridge starting at $1,675 with a $1.58 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 ListingModel NameBed/BathPrice Per Sq.Ft.
Rolling Park Apartments2 Bedroom 2 Bath2BR,2BA$1.40
The Townhomes at Diamond RidgeThree Bedroom 1.5 Bath Townhome - 1,062 sqft3BR,1.5BA$1.58
The Glens at Diamond RidgeThree Bedroom 1.5 Bath - 1,042 sqft3BR,1.5BA$1.53
Northwest Crossing Apartment HomesThree Bedroom - 1,040 sqft3BR,1BA$1.66
Annen Woods Apartments1 Bedroom 1 Bath1BR,1BA$1.64
The Brittany Apartments1 Bedroom 1 Bath1BR,1BA$1.49
McDonogh Village Apartments & Townhomes2 Bedrooms 1 Bath2BR,1BA$1.55
Liberty Place1 Bed 1 Bath1BR,1BA$1.49
Park View at RandallstownOne-Bedroom1BR,1BA$1.64
Park View at WoodlawnOne-Bedroom1BR,1BA$1.19

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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The 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.

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Cash 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.

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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.

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Pet Friendly Lifestyle
Rolling Oaks, Windsor Mill, MD

Ranked #3

Among cities in Maryland for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

3.5
Pet Friendly

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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 $835 at Park View at Woodlawn.

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 $1,230 at Northwest Crossing Apartment Homes.

What is the most affordable Rolling Oaks Three Bedroom Apartment?

The best deal on a cheap Rolling Oaks Three Bedroom Apartment rental is at Liberty Place and starts from $1,465.

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.

Helpful Local Expert Guides

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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.

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Beyond the Classroom: Discovering Baltimores Best Student Friendly Neighborhoods

Written by: Sarah Bregel

Baltimore, Maryland is an incredibly vibrant town known for some amazing colleges. I had the pleasure of growing up sandwiched between a few of them.

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Charm City Commute: The Best Baltimore Neighborhoods for Renting Near Top Employers

Written by: Sarah Bregel

Baltimore, Maryland may have a reputation for being crime-ridden and dirty (you really hurt us, The Wire). But honestly, as a longtime resident, I have to let you in on something: that couldn't be further from the truth.

Articles, How-To's, and Tips

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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.

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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.

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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.

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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.