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Explore Similar Apartments Within 10 Miles of Middletown, VA

  • /69

    $605,000

    • Studio
    • 4,396 Sq Ft

    540 Monticello St, Winchester, VA 22601

    Welcome to 540 Monticello Street, a turnkey Multi-Unit Investment Opportunity in Prime Downtown Winchester Location!Presenting a Triplex in the heart of Downtown Winchester—a rare opportunity for investors seeking strong cash flow in a highly desirable and commuter-friendly location. Just minutes from I-81 and I-66, and less than an hour from Northern Virginia, this property offers

    Laura King MarketPlace REALTY

    540 Monticello St, Winchester, VA 22601
  • /53

    $654,000

    • Studio
    • 3,511 Sq Ft

    1400 Valley Ave, Winchester, VA 22601

    Versatile on Valley!So many possibilities! This versatile duplex is full of charm and opportunity! The original 1936 home features beautiful wood floors, tall ceilings, fireplace, sunroom, and a stunning staircase that adds timeless character. The front unit is perfect for an owner-occupant who wants to enjoy historic charm while generating income from the back unit, or you can rent out

    Danielle Spriggs Real Broker LLC

    1400 Valley Ave, Winchester, VA 22601
  • /56

    $1,899,000

    • Studio
    • 7,190 Sq Ft

    908 Cedar Creek Grade, Winchester, VA 22601

    In town location for this completely remodeled multi unit property. This property contains 4 homes and 2 apartments that have been completely refinished. The main home is currently lived in by the owner and is attached to a indoor swimming pool. The other 3 homes and 2 apartments are leased and are bringing over$10,500 monthly. If you choose rent the main house income would be much higher. .

    Meridee Powars Link Realty Services LLC

    908 Cedar Creek Grade, Winchester, VA 22601
  • /2

    $500,000

    • Studio
    • 1,175 Sq Ft

    513 and 525 Monticello St, Winchester, VA 22601

    For Sale – 1.89 + Acres Redevelopment Site located just off Valley Avenue in southern Winchester. Property consists of 2 parcels and includes a single family detached rental and one unimproved lot. Lot is zoned MR and Improved parcel is zoned B-2. Property is ideally suited for multi-family development. All properties are leased. Call listing broker for additional information. Do not disturb

    Brett Haynes Oakcrest Commercial LLC.

    513 and 525 Monticello St, Winchester, VA 22601

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.

Home Trends in Middletown, VA

Housing Trends

Median Sale Price
$481,999
Median Single Family Sale Price
$479,999
Median Townhouse Sale Price
$328,500
Average Price Per Sq Ft
$212
Number of Homes for Sale
18
Last 12 months Home Sales
115
Months of Supply
1.90
Median List Price
$479,999
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
7%
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