Middletown, VA Homes for Rent

/48
$3,250 Per Month
- 4 Beds
- 2.5 Baths
- 3,168 Sq Ft
- House for Rent
7919 Church St, Middletown, VA 22645

Welcome to historic Church Street! Nestled in the heart of charming Middletown, this stunning Victorian offers over 3,000 square feet of finished living space on a beautifully landscaped half-acre lot—just steps from shopping, parks, and local restaurants. Meticulously updated with today’s conveniences while preserving its rich character, this home is full of charm at every turn. Step through the

Liz Owings Samson Properties

7919 Church St, Middletown, VA 22645
Explore Middletown
/12
$3,600

Total Monthly Price
- 4 Beds
- 3 Baths
- 3,120 Sq Ft
- House for Rent
115 Reliance Woods Dr, Middletown, VA 22645

Knock! Knock! Spring weather is finally at the door and it's time to let it in! Welcome to 115 Reliance Woods Drive in Middletown, VA! This gorgeous four bedroom single family home with a large two car garage will fit the doctor's orders! The country setting will take your breath away. The home is a refreshing example of private, peaceful living with modern conveniences like proximity to

115 Reliance Woods Dr, Middletown, VA 22645
/10
$2,500 Per Month
- 3 Beds
- 2.5 Baths
- 1,796 Sq Ft
- House for Rent
7957 Main St, Middletown, VA 22645

Step into the charm and character of this beautifully restored historic home, where timeless architecture meets modern convenience. Recently renovated throughout, this unique property offers updated finishes while preserving the craftsmanship and appeal that make historic homes so special. The property is zoned to allow for both residential and business use, creating a rare opportunity for

Stacey Rowe Real Broker LLC

7957 Main St, Middletown, VA 22645
/27
$1,995 Per Month
- 3 Beds
- 2.5 Baths
- 1,307 Sq Ft
- Townhouse for Rent
141 Grand St, Middletown, VA 22645

Looking for tenants with 650 + credit score with clean background and earning 3x times the annual rent amount.This Juniper model ! Brand new end unit 3-Bedroom, 2-Bath Townhomes with a 1-car garage in historic Middletown, Convenient and close access to I-81, I-66 and Route 11 minutes from Front Royal and Winchester. Move in Ready . Any questions regarding the property please contact Listing

Agnes Francis Century 21 Redwood Realty

141 Grand St, Middletown, VA 22645

Virginia Frederick County Middletown

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 $2,500 per month, though prices vary by neighborhood, size, and property type. As of June 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 $100,000 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 $2,500 per month in Middletown, VA, renters typically need to show $7,500 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 16.0, 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 4 homes available for rent in Middletown, VA. The median rent is $2,500 per month, with single-family homes renting at $2,500, townhouses at $1,995 and condos at $1,000.

Rental Home Trends

Number of Homes for Rent 4	Median Rent $2,500
Median Single Family Home Rent $2,500	Median Townhouse Rent $1,995
Median Condo Rent $1,000

How to Rent a Home

Rentals in Middletown

Homes for Rent by Bedrooms in Middletown

3 Bedroom Homes for Rent in Middletown

More About Living in Middletown

Homes for Rent in Nearby Neighborhoods

Stephenson Homes for Rent

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Homes for Rent in Nearby Counties

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