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Middletown, MD Homes for Rent

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  • 308 W Main St Unit M, Middletown, MD 21769
    308 W Main St Unit M, Middletown, MD 21769
    308 W Main St Unit M, Middletown, MD 21769
    /49

    $1,750

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 1,800 Sq Ft
    • Condo for Rent

    308 W Main St Unit M, Middletown, MD 21769

    Rare find: Amazing Luxury living in Middletown.This one-of-a-kind apartment is super large. Easy walking to quaint coffee shops, gourmet restaurants, and just minutes away from Frederick. Soho Style Living with High Ceilings and modern aesthetic.Well lit with 3 Sun Rooms (!!), Gourmet Kitchen, Double Shower, Huge Walk-in Closet, Private Parking, Storage, Fresh Paint & much

    308 W Main St Unit M, Middletown, MD 21769
  • 4A N Church St, Middletown, MD 21769
    4A N Church St, Middletown, MD 21769
    /2

    $1,480 Per Month

    • 2 Beds
    • 1 Bath
    • 1,150 Sq Ft
    • Condo for Rent

    4A N Church St, Middletown, MD 21769

    Robert Dent Homestead Leasing & Management

    4A N Church St, Middletown, MD 21769
  • 28 Boileau Ct, Middletown, MD 21769
    28 Boileau Ct, Middletown, MD 21769
    28 Boileau Ct, Middletown, MD 21769
    /47

    $2,200 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,520 Sq Ft
    • Middletown School District

    28 Boileau Ct, Middletown, MD 21769

    Spacious 3-Bedroom Townhome in Historic Middletown Jefferson Heights Discover this beautifully updated 3-bedroom, 2.5-bath townhome in the desirable Jefferson Heights section of Middletown. This home features: Main Level: Spacious living and dining areas with hardwood floors. The living room opens to a large deck with stairs leading to an expansive backyard. A new kitchen boasts granite

    28 Boileau Ct, Middletown, MD 21769
  • 22 Chester Ct, Middletown, MD 21769
    22 Chester Ct, Middletown, MD 21769
    22 Chester Ct, Middletown, MD 21769
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    $2,750 Per Month

    • 3 Beds
    • 2.5 Baths
    • 2,300 Sq Ft
    • Townhouse for Rent

    22 Chester Ct, Middletown, MD 21769

    Stunning like-new townhome located in the heart of Middletown! This spacious 3-level colonial offers approximately 2,300 finished sq ft with 3 bedrooms, 2.5 baths, and an attached front-entry garage. Features include an open-concept floor plan, modern finishes throughout, abundant natural light, and generously sized bedrooms with en-suite baths. Conveniently located near shopping, dining, parks,

    Gayle Bailey Keller Williams Realty

    22 Chester Ct, Middletown, MD 21769
Maryland Frederick County Middletown

Homes for Rent in Middletown, MD

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.

Learn more about living in Middletown

Frequently Asked Questions

How much does it cost to rent a home in Middletown, MD?
The median rent for a home in Middletown, MD is $1,750 per month, though prices vary by neighborhood, size, and property type. As of July 2026, condos tend to be the most affordable option while townhouses and single-family homes are currently more expensive.
How much do you need to make to afford rent in Middletown, MD?
To comfortably afford the median rent in Middletown, MD, a household needs to earn roughly $70,000 per year. This is based on the common guideline that households should spend no more than 30% of gross income on housing. Most landlords require monthly household income of at least 3x the monthly rent, and with a median rent of $1,750 per month in Middletown, MD, renters typically need to show $5,250 per month in gross income to qualify. Actual affordability will vary depending on household debts, other living expenses, and overall budget.
Is it more affordable to rent or buy in Middletown, MD?
In Middletown, MD, the price-to-rent ratio is 27.2, which generally favors renting. This ratio divides the median home price by the annual median rent: below 15 typically favors buying, 15 to 20 is balanced, and above 20 typically favors renting. Your finances, how long you plan to stay, and costs like mortgage rates, taxes, and maintenance all factor into the decision.
What neighborhoods in Middletown, MD are best for renting a home?
The best neighborhood for renting in Middletown, MD depends on your priorities: commute, walkability, budget, and lifestyle all play a role. Popular areas for renting a home include Taskers Chance, Frederick Heights/Overlook, Whittier, Clover Hill and Villa Estates, each with its own character and price range.

Rental Trends in Middletown, MD

There are currently 4 homes available for rent in Middletown, MD. The median rent is $1,750 per month, with single-family homes renting at $2,988, townhouses at $2,950 and condos at $2,713.

Rental Home Trends

Number of Homes for Rent
4
Median Rent
$1,750
Median Single Family Home Rent
$2,988
Median Townhouse Rent
$2,950
Median Condo Rent
$2,713
How to Rent a Home

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