Cheap Apartments for Rent in the Rolling Oaks Neighborhood of Windsor Mill, MD from $500 (23 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
  • Utilities Included
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Weinberg House
1 Bedroom Apartments

Weinberg House

16 Old Court RdPikesville, MD 21208
Senior Living
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Parkview at Randallstown
1 Bedroom Apartments

Parkview at Randallstown

3530 Resource DrRandallstown, MD 21133
Senior Living
  • Utilities Included
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Liberty Towers
1 to 2 Bedroom Apartments

Liberty Towers

6800 Liberty RdBaltimore, MD 21207
  • Utilities Included

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Brookstone
1 to 3 Bedroom Apartments

Brookstone

1 Duke of Windsor CtGwynn Oak, MD 21207
  • Utilities Included

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 Studio unit found at Milford Station priced from $1,085. Gwynn Oaks Landing Apartments and Townhomes has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,100. Here are the most affordable Rolling Oaks apartments for rent in Baltimore, MD:

Apartment ListingModel NameBed/BathPriced From
Milford StationStudio ClassicStudio,1BA$1,085
Gwynn Oaks Landing Apartments and TownhomesOne Bedroom - 684 sqft1BR,1BA$1,100
Liberty Gardens Apartments1 Bedroom 1 Bath1BR,1BA$1,134
Northwest Crossing Apartment HomesOne Bedroom1BR,1BA$1,135
Cedar Gardens and Towers Apartments and TownhomesOne Bedroom - Towers - 671 sqft1BR,1BA$1,150

Best Value Apartments for Rent in Rolling Oaks, MD

As of September 04, 2025 the best value apartment in the Rolling Oaks area is the $1.36 price per square foot 3 Bedrooms Model at Carlson Woods Townhomes in the in the Rolling Oaks neighborhood starting from $2,660. The second greatest value Rolling Oaks apartment is the 3 Bed 2 Bath Model at Residences at Pomona Park starting at $2,707 with a $1.59 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.
Carlson Woods Townhomes3 Bedrooms3BR,3BA$1.36
Residences at Pomona Park3 Bed 2 Bath3BR,2BA$1.59
Annen Woods Apartments2 Bedroom 2 Bath Deluxe2BR,2BA$1.44
Marrion Square Apartments3 Bedroom 2 Bath3BR,2BA$1.52
Rolling Park Apartments2 Bedroom 2 Bath2BR,2BA$1.40
Villas at 4607Kings Peak2BR,2BA$1.47
Liberty Place2 Bed 1 Bath2BR,1BA$1.26
The Townhomes at Diamond RidgeThree Bedroom 1.5 Bath Townhome - 1,080 sqft3BR,1.5BA$1.59
Liberty WestRenovated Two Bedroom2BR,1BA$1.55
Northwest Crossing Apartment HomesTwo Bedroom 1.5 Bath2BR,1.5BA$1.60

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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

How much is rent for a Cheap One Bedroom Rolling Oaks Apartment?

The lowest price for a Cheap One Bedroom Rolling Oaks Apartment is $1,100 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 Brookstone and starts from $1,649.

Expert Rental Resources

Helpful Apartment Articles, How-To's and Tips

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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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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Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

Written by: Christine Leonard, Esq.

For many people, obstacles can arise during the rental application process for a variety of issues.

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The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Written by: Christine Leonard, Esq.

Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.

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Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Written by: Christine Leonard, Esq.

Throughout the day, think about all the times that you have to pay for something. So many of us reach automatically for a credit card or even our phone for a quick payment.