Apartments for Rent in the Rolling Oaks Neighborhood of Windsor Mill, MD (66 Rentals)

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Baltimore's Best Affordable Neighborhoods

Learn about Baltimore and the best places to live with original content written by our Local Expert Sarah Bregel

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Renters Insurance 101: What It Is, What It Covers, and Why You Need It

From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

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3330 Offutt Rd
$1,440 - $1,540

Total Monthly Price

Base Rent$1,440 - $1,540
Total Monthly Price$1,440 - $1,540
2 Bedroom Apartment Available Now

3330 Offutt Rd

3330 Offutt RdRandallstown, MD 21133

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

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property at 3536 Lynne Dr
$2,900
3 Bedroom, 3 Bath Home for Rent
Available Now

3536 Lynne Dr

Milford MillMD21244
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Liberty Place
1 to 3 Bedroom Apartments

Liberty Place

1 Liberty Place RdWindsor Mill, MD 21244
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Randallstown Pavilion
1 Bedroom Apartments

Randallstown Pavilion

5105-5109 Old Court RdRandallstown, MD 21133
Senior Living
  • Smoke Free
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602 Glenrock Rd
2 Bedroom Apartments

602 Glenrock Rd

602 Glenrock RdPikesville, MD 21208

Neighborhood & Market Insights: How to Choose the Right Area to Rent

Master your search for the perfect apartment. Location is everything. Discover how to leverage community insights, public data, and personal visits to make a fully informed decision about where to rent.

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130 Slade Ave
Studio Apartments

130 Slade Ave

130 Slade AvePikesville, MD 21208
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3332 Offutt Rd
3 Bedroom Apartments

3332 Offutt Rd

3332 Offutt RdRandallstown, MD 21133
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Green Tree
Studio Apartments

Green Tree

3 Old Crown CtPikesville, MD 21208
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6300 Liberty Rd
1 Bedroom Apartments

6300 Liberty Rd

6300 Liberty RdGwynn Oak, MD 21207
  • Utilities Included
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Ballard Green
1 Bedroom Apartments

Ballard Green

9454 Ballard Green DrOwings Mills, MD 21117

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.

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Showing Results 1-50, Page 1 of 2

Rolling Oaks, Windsor Mill, MD Local Guide

A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back

Learn the property manager's true secrets to a zero-deduction move-out. Use this step-by-step guide on documentation, cleaning, and lease-reading to reclaim your security deposit.

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18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property

Tour smarter and choose with confidence. Get the essential 18 questions that reveal the truth about a rental property's maintenance, utilities, and safety.

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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.

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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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Quick Rent Budget Calculator

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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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Best Local Schools in
Rolling Oaks, Windsor Mill, MD

School data provided by Great Schools

Frequently Asked Questions about Rolling Oaks

What is the current pricing and availability for apartments for rent in the Rolling Oaks area of Windsor Mill, MD?

As of today, September 13, 2026, there are currently 66 available Rolling Oaks apartments priced from $995 to $2,664, with an average monthly rent of $1,569.

What is the current price range for One Bedroom Rolling Oaks Apartments for rent?

Today's rental pricing for One Bedroom Apartments in Rolling Oaks ranges from $995 to $2,299 with an average monthly rent of $1,406.

What does renting a Two Bedroom Apartment in Rolling Oaks cost?

The monthly rent prices of Two Bedroom Apartments currently available in Rolling Oaks range from $1,165 to $2,450. Today's average rental price for Two Bedrooms here is $1,555.

How expensive are Rolling Oaks Three Bedroom Apartments?

There are currently 31 Three Bedroom Apartments listings available in Rolling Oaks on ApartmentHomeLiving.com. The pricing ranges from $1,485 to $2,664 - averaging $1,883 for the location.

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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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.

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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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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.

Articles, How-To's, and Tips

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Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!

Written by: Robin Stewart

Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.

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Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

Written by: Robin Stewart

Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

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First Apartment Regrets: Real Renters Share What They'd Do Differently

Written by: Robin Stewart

Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

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Renters Insurance 101: What It Is, What It Covers, and Why You Need It

Written by: Robin Stewart

Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.