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    Winchester, VA Apartment Buildings for Sale

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    Winchester Multifamily Investment Opportunity
    $475,000
    2,736 SF

    Winchester Multifamily Investment Opportunity

    386 Round Hill Rd, Winchester, VA 22602

    Two adjacent Winchester properties totaling 1.91 acres, offered together.

    • Two adjacent income‑producing properties being sold together on 1.91 acres.
    • Proven history of positive cash flow.
    • All units are currently rented with tenants who wish to stay.
    • Each unit is separately metered, and each parcel has its own well and septic system.
    • Located minutes from Valley Health Campus, shopping, restaurants, and Rt. 37.
    Updated: Dec 14, 2025
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    Winchester Multifamily Building Near Mall
    $1,800,000

    Winchester Multifamily Building Near Mall

    406 N Loudoun St, Winchester, VA 22601

    14-unit apartment building near Old Town Winchester walking mall.

    • Prime Location: Just one block from the Old Town Winchester Walking Mall.
    • Strong Income Potential: Boasting an NOI of $130K+.
    • Multifamily Density: Rare opportunity for multifamily investment in this sought‑after area.
    • Separate Electric Meters: All units feature separate electric meters.
    • Private Parking: Includes 15 private parking spaces.
    Updated: Jun 10, 2025
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    Gray Ave Apartments: Winchester, VA
    $3,150,000
    11,000 SF

    Gray Ave Apartments: Winchester, VA

    12-unit apartment building, high occupancy.

    525-527 Gray Ave, Winchester, VA 22601
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    Winchester Multifamily Investment Opportunity
    $2,490,000

    Winchester Multifamily Investment Opportunity

    16-unit apartment building near community park, 100% occupied.

    600 Smithfield Ave, Winchester, VA 22601
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    Remodeled Multi-Unit Property with Income
    $1,899,000

    Remodeled Multi-Unit Property with Income

    Completely remodeled multi-unit property with significant rental income potential.

    908 Cedar Creek Grade, Winchester, VA 22601
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    Based on your search, we've compiled 502 Potential Opportunities for your consideration. Besides 5 Active listings in Winchester, VA, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 493 Off-Market properties to explore as potential leads

    Explore Opportunities in Nearby Cities

    Here are 4 Similar properties we found in Nearby Locations for your consideration.

    Approved Site for Mixed-Use Building
    $359,900

    Approved Site for Mixed-Use Building

    Approved site for mixed-use building in growing Inwood area.

    7639 Winchester Ave, Inwood, WV 25428
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    New Townhomes with Modern Luxury
    $350,980

    New Townhomes with Modern Luxury

    Spacious townhomes featuring modern amenities in an up-and-coming community.

    338 Elmiraj Ct, Inwood, WV 25428
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    New Townhome with Garage
    $315,990

    New Townhome with Garage

    Spacious 4-bedroom townhome with modern amenities and convenient location.

    417 Eclipse St, Charles Town, WV 25414
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    New Townhome with Garage
    $314,990

    New Townhome with Garage

    Spacious 4-bedroom townhome with modern amenities and convenient location.

    409 Eclipse St, Charles Town, WV 25414
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    Explore Off-Market Properties in Winchester, VA

    Consider similar Off-Market properties in Winchester, VA. You may contact the owners directly to inquire about their potential intentions to sell. To help you make a strong first impression, we can assist by reaching out to these owners with compelling proposals created using our AI tool.

    525-527 Gray Ave

    525-527 Gray Ave

    Multifamily properties • 11,000 SF
    Value Estimation by Request
    525-527 Gray Ave, Winchester, VA 22601
    View details
    120 Cork St

    120 Cork St

    APARTMENT HOUSE (UNDER 5 UNITS) • 1,474 SF
    Value Estimation
    $290,000
    120 Cork St, Winchester, VA 22601-5023
    View details
    801 Braddock St

    801 Braddock St

    APARTMENT HOUSE (UNDER 5 UNITS) • 2,126 SF
    Value Estimation
    $215,000
    801 Braddock St, Winchester, VA 22601-4054
    View details
    601 Woodstock Ln

    601 Woodstock Ln

    APARTMENT HOUSE (UNDER 5 UNITS) • 2,040 SF
    Value Estimation
    $365,000
    601 Woodstock Ln, Winchester, VA 22601-5560
    View details
    23 Bond St

    23 Bond St

    APARTMENT HOUSE (UNDER 5 UNITS) • 2,318 SF
    Value Estimation
    $410,000
    23 Bond St, Winchester, VA 22601-4501
    View details
    1001 Franklin St

    1001 Franklin St

    APARTMENT HOUSE (UNDER 5 UNITS) • 2,460 SF
    Value Estimation
    $350,000
    1001 Franklin St, Winchester, VA 22601-5811
    View details
    108 Leicester St

    108 Leicester St

    APARTMENT HOUSE (UNDER 5 UNITS) • 1,337 SF
    Value Estimation
    $335,000
    108 Leicester St, Winchester, VA 22601-4616
    View details
    550 12th N Kent St

    550 12th N Kent St

    APARTMENT HOUSE (UNDER 5 UNITS) • 1,936 SF
    Value Estimation
    $415,000
    550 12th N Kent St, Winchester, VA 22601-5346
    View details
    120 Leicester St

    120 Leicester St

    APARTMENT HOUSE (UNDER 5 UNITS) • 1,646 SF
    Value Estimation
    $370,000
    120 Leicester St, Winchester, VA 22601-4616
    View details
    511 Loudoun St

    511 Loudoun St

    APARTMENT HOUSE (UNDER 5 UNITS) • 2,738 SF
    Value Estimation
    $365,000
    511 Loudoun St, Winchester, VA 22601-4641
    View details
    228 Kern St

    228 Kern St

    APARTMENT HOUSE (UNDER 5 UNITS) • 2,037 SF
    Value Estimation
    $320,000
    228 Kern St, Winchester, VA 22601-5067
    View details
    348 Piccadilly St

    348 Piccadilly St

    APARTMENT HOUSE (UNDER 5 UNITS) • 1,668 SF
    Value Estimation
    $265,000
    348 Piccadilly St, Winchester, VA 22601-5217
    View details
    24 Oates Ave

    24 Oates Ave

    APARTMENT HOUSE (UNDER 5 UNITS) • 1,728 SF
    Value Estimation
    $340,000
    24 Oates Ave, Winchester, VA 22601-4914
    View details
    446 Loudoun St

    446 Loudoun St

    APARTMENT HOUSE (UNDER 5 UNITS) • 1,948 SF
    Value Estimation
    $155,000
    446 Loudoun St, Winchester, VA 22601-4853
    View details
    807 Woodland Ave

    807 Woodland Ave

    APARTMENT HOUSE (UNDER 5 UNITS) • 1,516 SF
    Value Estimation
    $360,000
    807 Woodland Ave, Winchester, VA 22601-5618
    View details
    721 Kent St

    721 Kent St

    APARTMENT HOUSE (UNDER 5 UNITS) • 1,768 SF
    Value Estimation
    $505,000
    721 Kent St, Winchester, VA 22601-4665
    View details
    2975 Vly Ave

    2975 Vly Ave

    APARTMENT HOUSE (UNDER 5 UNITS) • 1,940 SF
    Value Estimation
    $795,000
    2975 Vly Ave, Winchester, VA 22601-2631
    View details
    522 Braddock St

    522 Braddock St

    APARTMENT HOUSE (UNDER 5 UNITS) • 2,290 SF
    Value Estimation
    $280,000
    522 Braddock St, Winchester, VA 22601-4049
    View details
    325 Piccadilly St

    325 Piccadilly St

    APARTMENT HOUSE (UNDER 5 UNITS) • 2,838 SF
    Value Estimation
    $285,000
    325 Piccadilly St, Winchester, VA 22601-5216
    View details

    Winchester, VA Apartment Buildings Investment Opportunities Market Analysis

    Explore 498 apartment buildings for sale in Winchester, VA, showcased through 5 active listings on our real estate platform. These investment opportunities span a total of 2,630,877 square feet of properties for sale, with an estimated market value of $141,520,000.

    Prices for two-family homes in Winchester, VA start at $95,000, averaging $341,012, and reaching up to $19,195,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

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    Most Searched ZIP Codes in Winchester, VA

    • 22601
    • 22602
    • 22603

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