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Middletown, MD Homes for Rent

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  • /25

    $1,650 - $1,800 per month

    Apartment for Rent

    2 Beds

    32 E Main St, Middletown, MD 21769

    Welcome to you new home in this well-maintained 6-unit apartment building offering comfortable and spacious 2-bedroom, 1-bath units. Each apartment features a full kitchen, a bright and open living area, and generous closet space to keep you organized. Enjoy the convenience of water, trash, and on-site communal laundry included in your rent - residents only have to worry about covering

    32 E Main St, Middletown, MD 21769
  • /38

    $2,850 per month

    • 3 Beds
    • 3.5 Baths
    • 2,106 Sq Ft
    • Townhouse for Rent

    25 Chester Ct, Middletown, MD 21769

    Welcome to 25 Chester Court in Middletown, MD, a stunning end unit townhome. This spacious home offers 2472 square feet of modern living across three floors, featuring 3 bedrooms and 3.5 bathrooms. The main level boasts a contemporary kitchen with white quartz countertops, stainless steel appliances, and a large deck perfect for entertaining. The expansive open walkout basement includes a full

    Gayle Bailey Keller Williams Realty

    25 Chester Ct, Middletown, MD 21769
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    $2,600 per month

    • 3 Beds
    • 1.5 Baths
    • 1,110 Sq Ft
    • House for Rent

    7288 Beechtree Ln Unit ALL Utilities Included, Middletown, MD 21769

    Price includes ALL utilities! Top level of Middletown home includes 3 bedrooms, each with curtains, en suite half bath, full bath, living room, dining room, kitchen, full sized washer & dryer in unit, screened sun room and huge deck in quiet cul du sac of 9 homes in sought-after Middletown, MD. Price for 2 includes ALL utilities! Yes…Owner pays for electric, water & sewer, wi-fi, and trash

    7288 Beechtree Ln Unit ALL Utilities Included, Middletown, MD 21769
  • /60

    $2,700 per month

    • 3 Beds
    • 2.5 Baths
    • 2,102 Sq Ft
    • Townhouse for Rent

    10 Chester Ct, Middletown, MD 21769

    Beautifully maintained end-unit condo townhome built in 2022, offering modern finishes, thoughtful design, and an unbeatable Middletown location. Property has just been fully painted, and has brand new LVP top to bottom. This 3-level home features 3 bedrooms, 2 full baths, and 1 half bath, plus a 1-car attached garage for added convenience. The main living level boasts an open and functional

    Gayle Bailey Keller Williams Realty

    10 Chester Ct, Middletown, MD 21769

Why Live in Middletown

Located 45 miles from Washington D.C., Middletown, Maryland is a small town that attracts those seeking a quieter lifestyle while still being within commuting distance of the capital. The town features a variety of home styles, including townhouses, ranch-style homes, large Victorian builds, and brick colonials, with prices ranging from $320,000 to $800,000. The community is known for its strong sense of togetherness, with frequent events that bring residents downtown. Middletown's public schools are highly rated, with Middletown Elementary, Middletown Middle School, and Middletown High all receiving commendable ratings. Outdoor enthusiasts will find plenty of things to do, such as hiking and kayaking at Catoctin Creek Park, sports activities at Remsberg Park, and various amenities at Middletown Park, including a disc golf course and dog park. Dining options are diverse, with local favorites like The Main Cup, Dempsey’s Grille, and Tapia’s on Main offering a range of cuisines. For fresh produce and local goods, the Middletown Farmer’s Market is a popular spot from May to October. Grocery shopping is convenient with a Safeway and Aldi nearby, and retail needs can be met at Target and Westview Promenade. Middletown offers a blend of community spirit, outdoor activities, and practical amenities, making it a desirable place for many.

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