2 Bedroom Apartments for Rent in Middletown, MD (40 Rentals)

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207 W Main St
2 Bedroom Apartments

207 W Main St

207 W Main StMiddletown, MD 21769
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32 E Main St
2 Bedroom Apartments

32 E Main St

32 E Main StMiddletown, MD 21769

Middletown, MD Local Guide

Largest Available Middletown and Nearby 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in Middletown, MD is found at Upper East in the Sun Meadow neighborhood and is 1,474 square feet priced from $3,163. Jefferson Place Apartments in the Centergate neighborhood has the second largest 2 Bedroom, which is sized at 1,256 square feet and currently listed start at $2,365. Here is today’s list of the largest available 2 Bedroom units in Middletown:

Apartment ListingModel NameSquare FootagePriced From
Upper EastWeinberg1,474 Sq Ft$3,163
Jefferson Place ApartmentsB2C1,256 Sq Ft$2,365
Prospect Hall ApartmentsPoe1,254 Sq Ft$2,332
Potomac Commons2 Bedroom1,200 Sq Ft$1,919
EDEE11,139 Sq Ft$2,585
East of MarketD11,128 Sq Ft$2,614
Magnolia Haus at Tuscarora CreekB41,127 Sq Ft$2,670
The Westwinds2 Bedroom, 1 Bath (Renovated)1,104 Sq Ft$1,689
Middletown ValleyGlenbrook1,100 Sq Ft$1,984

Cheapest Available Middletown and Nearby 2 Bedroom Apartments

As of April 14, 2025 the lowest priced 2 Bedroom apartment unit in Middletown, MD is the 2 Bedroom/1 Bathroom-1000 Model starting from $1,531 at Willowdale Crossing in the Taskers Chance neighborhood. The second most affordable Middletown 2 Bedroom is the 2BR 1BA (975sf) Model at The Apartments at Elmwood Terrace starting at $1,553 . The average price for all 2 Bedroom apartments in Middletown is currently $2,305. Here is today’s list of the cheapest available 2 Bedroom options in Middletown:

Apartment ListingModel NamePriced From
Willowdale Crossing2 Bedroom/1 Bathroom-1000$1,531
The Apartments at Elmwood Terrace2BR 1BA (975sf)$1,553
The Cascades of Frederick - Ages 62+2 Bedroom, 2 Bathroom$1,625
The Westwinds2 Bedroom, 1 Bath$1,689
The Fred Apartment Homes2 Bedroom (B)$1,740
The Grove At Alban2 BR$1,741
Applegate2 Bedroom$1,759
The Residences at the Manor Apartments2 Bedroom 2 Bath Monroe at Manor$1,785
Woodlawn Village2 Bedroom$1,789
Ox Fibre ApartmentsTwo Bedroom$1,872

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Pet Friendly Lifestyle
Middletown, MD

Ranked #62

Among cities in Maryland for Apartment listings with Pet Friendly Amenities

Pet Friendliness Lifestyle Score

2.5
Pet Friendly

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Remember the 3 Rules of Real Estate:
Location, Location, Location!

Explore Middletown, MD Rentals by Map

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Getting Around Middletown, MD

Walk Score®

35 / 100

Car-Dependent

Most errands require a car

Bike Score®

27 / 100

Somewhat Bikeable

Minimal bike infrastructure

Frequently Asked Questions about 2 Bedroom Middletown Apartments

What is the Cheapest apartment in Middletown with 2 Bedroom?

Currently the most affordable 2 Bedroom in Middletown is at Willowdale Crossing listed at $1,531.

How much is the average rent for a 2 Bedroom Middletown Apartment?

The average rent for a 2 Bedroom Apartment in Middletown is $2,305.

What is the largest available 2 Bedroom Middletown Apartment for rent?

Today's apartment with the most square footage in Middletown is a 1,474 square feet unit starting from $3,163 at Upper East.

What is the average size for Middletown 2 Bedroom Apartments for rent?

The average size for a 2 Bedroom rental in Middletown is currently 1,368 sq ft.

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.

decorative image for Renting Smart: Lease Basics Every Renter Needs article

Renting Smart: Lease Basics Every Renter Needs

Written by: Christine Leonard, Esq.

Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.

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Battling the Butts: Your Guide to the Reality of Smoke-Free Renting

Written by: Andrea Lee Negroni, JD

While many apartment buildings are “no smoking” properties, it’s hard to know exactly how many. In 2017, the National Apartment Association reported more than half of rental properties had smoke free policies.

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Understanding Amenity Fees: Know Where You Might Be Able to Save Money

Written by: Amber Kanuckel

With the rising costs of housing, a lot of renters are asking this question: Is it possible to opt out of various amenities that your rental property offers so that you can avoid paying the fees.

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How Your Move-In Inspection Can Protect Your Security Deposit

Written by: Christine Leonard, Esq.

If you’re anything like most people, housing costs represent a huge chunk of your monthly budget. On top of that, moving can be both a stressful and expensive affair.