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    Winchester, VA Residential Income Properties for Sale

    9 results
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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
    View details
    Turnkey Winchester Duplex Opportunity
    $435,000
    2,152 SF

    Turnkey Winchester Duplex Opportunity

    26-A Jackson Ave, Winchester, VA 22601

    Updated duplex in Winchester with income potential and private yards.

    • Turnkey duplex: Vacant and updated, ready for immediate occupancy or tenant placement
    • Two spacious units: Each with 2 bedrooms, 1.5 bathrooms, laundry rooms with washer and dryer hookups, and private fenced backyards
    • Strong income potential: Projected rents of approximately $1,600 per month per unit
    • Desirable location: Convenient to downtown Winchester, shopping, restaurants, and major commuter routes
    • Low maintenance: Well‑maintained property with updated interiors
    Updated: Dec 14, 2025
    View details
    Winchester Multifamily Building Near Mall
    $1,800,000

    Winchester Multifamily Building Near Mall

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

    406 N Loudoun St, Winchester, VA 22601
    View details
    Renovated Winchester Home Near I-81
    $359,800

    Renovated Winchester Home Near I-81

    Renovated home with B2 zoning near Interstate 81.

    148 Amoco Ln, Winchester, VA 22603
    View details
    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
    View details
    Rehabilitated Multifamily Property For Sale
    $334,000

    Rehabilitated Multifamily Property For Sale

    Recently renovated multifamily property with secure parking and included appliances.

    553 Highland Ave, Winchester, VA 22601
    View details
    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
    View details
    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
    View details
    New Townhome with Modern Features
    $419,990

    New Townhome with Modern Features

    4-bedroom townhome with granite countertops and stainless steel appliances.

    187 Sioux Loop, Winchester, VA 22602
    View details
    Based on your search, we've compiled 511 Potential Opportunities for your consideration. Besides 9 Active listings in Winchester, VA, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 494 Off-Market properties to explore as potential leads, plus 4 Land Listings that present a potential for development.

    Explore Opportunities in Nearby Cities

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

    Prime Stephenson, VA Land
    $5,550,000
    200.00 Acres

    Prime Stephenson, VA Land

    200 acres for residential development

    1160 Jordan Springs Rd, Stephenson, VA 22656
    View details
    Multifamily Property Former Schoolhouse
    $515,000

    Multifamily Property Former Schoolhouse

    Two-unit multifamily property on 5.7 acres, sold as-is.

    751 Old Charles Town Rd, Stephenson, VA 22656
    View details
    Inviting Duplex in Quiet Cul-de-Sac
    $269,900

    Inviting Duplex in Quiet Cul-de-Sac

    Duplex with spacious master, decks, and open eat-in kitchen.

    129 Woodridge Ct, Stephens City, VA 22655
    View details
    Charming Condo with Nature Views
    $219,900

    Charming Condo with Nature Views

    Spacious 2-bedroom condo with balcony, trail to lake.

    114 Timberlake Ter, Stephens City, VA 22655
    View details

    Potential Development Sites for Consideration

    Can't find the perfect fit? These Land listings present an alternative path: the potential to develop a property for your specific goals.

    Important: These AI-suggestions are a starting point, not a guarantee of permitted use. All zoning, permitting, and land use information must be independently verified by you with the appropriate local authorities before making any commitments.

    Winchester Land Development Opportunity
    $549,900
    0.09 Acres

    Winchester Land Development Opportunity

    Approved mixed-use development site in downtown Winchester.

    1 N Braddock St, Winchester, VA 22601
    View details
    Development Land Near Old Town
    $4,000,000
    27.20 Acres

    Development Land Near Old Town

    27.2 acres for high-density development near downtown Winchester.

    Winchester, VA 22601
    View details
    Winchester Land: 7 Building Lots
    $215,000
    0.92 Acres

    Winchester Land: 7 Building Lots

    Seven building lots in Shawneeland, Frederick County, VA.

    7 Building Lots In Shawneeland, Winchester, VA 22602
    View details
    Approved Lot in Tavistock Estates
    $369,900
    11.49 Acres

    Approved Lot in Tavistock Estates

    11.49 acre lot approved for 3 bedroom perk!

    Tavistock Dr, Winchester, VA 22602
    View details

    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

    Winchester, VA Residential Income Properties Investment Opportunities Market Analysis

    Explore 502 residential income properties for sale in Winchester, VA, showcased through 9 active listings on our real estate platform. These investment opportunities span a total of 3,144,885 square feet of properties for sale, with an estimated market value of $147,509,900.

    Prices for residential income properties in Winchester, VA start at $95,000, averaging $352,052, 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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    Browse Residential income properties for Sale Near Winchester, VA

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    Most Searched ZIP Codes in Winchester, VA

    • 22601
    • 22602
    • 22603

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