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Middletown, VA Homes for Rent

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  • 145 Dursley Cir, Middletown, VA 22645
    145 Dursley Cir, Middletown, VA 22645
    /2

    $2,750 Per Month

    • 4 Beds
    • 2.5 Baths
    • 1,900 Sq Ft
    • House for Rent

    145 Dursley Cir, Middletown, VA 22645

    Welcome to this move-in ready Cedar model in the Villages at Middletown—where modern design meets everyday convenience. Offering 4 bedrooms, 2.5 bathrooms, and approximately 1,900 square feet, this home delivers stylish living with an open-concept layout ideal for today’s lifestyle. The main level impresses with a sleek kitchen featuring upgraded mocha cabinetry, stainless steel appliances, and a

    Atul Sharma Long & Foster Real Estate, Inc.

    145 Dursley Cir, Middletown, VA 22645
  • 7919 Church St, Middletown, VA 22645
    7919 Church St, Middletown, VA 22645
    7919 Church St, Middletown, VA 22645
    /47

    $3,100 Per Month

    • 3 Beds
    • 2.5 Baths
    • 3,168 Sq Ft
    • House for Rent

    7919 Church St, Middletown, VA 22645

    Welcome to historic Church Street in the heart of Middletown! This beautifully updated Victorian offers over 3,000 square feet of living space, 3 bedrooms, 2.5 baths, a dedicated office, a fully fenced backyard, and plenty of indoor and outdoor space—all within walking distance of local restaurants, parks, and shopping. Inside, you'll find beautiful hardwood floors throughout, soaring ceilings,

    Liz Owings Samson Properties

    7919 Church St, Middletown, VA 22645
  • 7984 Main St, Middletown, VA 22645
    7984 Main St, Middletown, VA 22645
    /2

    $2,150 Per Month

    • 3 Beds
    • 2 Baths
    • 1,525 Sq Ft
    • House for Rent

    7984 Main St, Middletown, VA 22645

    Beautiful Rancher that has been meticulously maintained, living room with pellet stove opens to dining area, very functional kitchen with large pantry, separate laundry room. Huge detached oversized 2 car garage with stairs to fully floored upper level, alley access to rear parking and garage, level rear/front yard, covered front porch. Easy access to I81 and 66.

    Roxane Morrison NextHome Realty Select

    7984 Main St, Middletown, VA 22645
Virginia Frederick County

Homes for Rent in Middletown, VA

Why Live in Middletown

Middletown, Virginia, located just south of Winchester, has seen significant growth since home development began in 2018, with its population nearly doubling to around 3,000. The area offers a lower cost of living compared to northern Virginia, making it attractive for commuters due to its proximity to Interstates 81 and 66. Middletown features a mix of home styles, including smaller ranch-style homes, townhouses, newer Craftsmans, Colonial Revivals, and farmhouse-style homes on larger lots. The community is known for its active involvement in local events, with the mayor often participating in festivals at Belle Grove Plantation. Sherando High School, rated highly, is a notable educational institution where community efforts recently preserved a long-standing football game tradition. Middletown Community Park hosts annual events such as Fourth of July celebrations and Christmas tree lighting ceremonies. Residents can explore the Cedar Creek and Belle Grove National Historical Park and Shenandoah National Park, which offer historical tours, hiking trails, and water activities. Dining options on Main Street include Vault and Cellar, known for its chef's cuisine and extensive bourbon selection, and Shaffer's BBQ & Market, which uses locally sourced ingredients. For shopping, residents often travel to nearby Strasburg or Fort Royal. Middletown provides a quiet atmosphere for its residents while maintaining easy access to northern Virginia and D.C.

Learn more about living in Middletown

Frequently Asked Questions

How much does it cost to rent a home in Middletown, VA?
The median rent for a home in Middletown, VA is $2,625 per month, though prices vary by neighborhood, size, and property type. As of August 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, VA?
To comfortably afford the median rent in Middletown, VA, a household needs to earn roughly $105,000 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 $2,625 per month in Middletown, VA, renters typically need to show $7,875 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, VA?
In Middletown, VA, the price-to-rent ratio is 15.2, 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.

Rental Trends in Middletown, VA

There are currently 3 homes available for rent in Middletown, VA. The median rent is $2,625 per month, with single-family homes renting at $2,150, townhouses at $1,995 and condos at $1,050.

Rental Home Trends

Number of Homes for Rent
3
Median Rent
$2,625
Median Single Family Home Rent
$2,150
Median Townhouse Rent
$1,995
Median Condo Rent
$1,050
How to Rent a Home

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