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    Winchester, VA Residential Income Properties for Sale

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    Stephenson, VA Stephens City, VA Clear Brook, VA
    19 results
    Charming Duplex in Winchester, VA
    $599,900
    3,511 SF
    Charming Duplex in Winchester, VA

    1400 VALLEY Avenue, Winchester, VA 22601

    Versatile duplex with historic charm and income potential.
    • Duplex offers versatile options: live in one unit and rent the other, or rent out both for investment income.
    • Rear unit is already leased to a reliable tenant, providing immediate cash flow.
    • Enjoy updated bathrooms with walk‑in tiled showers and a new roof and gutters installed last year.
    • Original 1936 home with charming features: wood floors, tall ceilings, fireplace, and a stunning staircase.
    • Heating fuel converted to natural gas with new boilers installed in 2011.
    Updated: Apr 13
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    Mixed-Use Property in Historic Downtown
    $1,500,000
    7,000 SF
    Mixed-Use Property in Historic Downtown

    314 N BRADDOCK Street, Winchester, VA 22601

    Versatile B1-zoned property with income and redevelopment potential.
    • B1 Zoning allows versatile use and redevelopment.
    • Located in the heart of the historic downtown district.
    • Significant redevelopment potential: Convert to residential, add up to two stories.
    • Approximately 7,000 SF of office space and 2,000 SF of ground‑level shop.
    • Includes 12 on‑site parking spaces.
    Updated: Jan 28
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    Turnkey Winchester Triplex Investment Opportunity
    $605,000
    4,396 SF
    Turnkey Winchester Triplex Investment Opportunity

    Triplex in downtown Winchester with strong cash flow potential.

    540 MONTICELLO Street, Winchester, VA 22601

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    Renovated Duplex Income Property
    $599,950
    1,948 SF
    Renovated Duplex Income Property

    A fully renovated 2022 duplex with two separate units, off-street parking, and basement storage for streamlined operations.

    446 N LOUDOUN Street, Winchester, VA 22601

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    Winchester Multi-Family Investment Opportunity
    $679,900
    0.17 Acres
    Winchester Multi-Family Investment Opportunity

    Three-unit property in Winchester, fully rented and well-maintained.

    434-434 1/2 FAIRMONT AVE, Winchester, VA 22601

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    Turnkey Winchester Triplex Investment Opportunity
    $605,000
    Turnkey Winchester Triplex Investment Opportunity

    Downtown Winchester triplex with strong cash flow and commuter convenience.

    540 MONTICELLO St, Winchester, VA 22601

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    Turnkey Multifamily Investment Opportunity
    $699,900
    Turnkey Multifamily Investment Opportunity

    Three-unit property, fully rented, well-maintained, near downtown.

    434 FAIRMONT Ave, Winchester, VA 22601

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    Winchester Land with Workshop
    $195,000
    1.00 Acre
    Winchester Land with Workshop

    Land with garage-style building, work bay, and office space.

    150 CEDAR GROVE, Winchester, VA 22603

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    Winchester Land Development Opportunity
    $4,500,000
    1,400 SF
    Winchester Land Development Opportunity

    11.43 acres prime for high-density multifamily and mixed-use development.

    801 FAIRMONT Avenue, Winchester, VA 22601

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    Charming Duplex: Investor Opportunity
    $325,000
    1,478 SF
    Charming Duplex: Investor Opportunity

    Turnkey duplex with excellent cash flow and private yard.

    433-435 Bryarly Road, Winchester, VA 22603

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    Turnkey Multi-Family Investment Property
    $699,900
    Turnkey Multi-Family Investment Property

    Three-unit property, fully rented, well-maintained, close to downtown.

    434-434 1/2 FAIRMONT Ave, Winchester, VA 22601

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    Approved Mixed-Use Development Opportunity
    $399,000
    1,340 SF
    Approved Mixed-Use Development Opportunity

    Approved mixed-use development site in downtown Winchester, Virginia.

    1 N BRADDOCK Street, Winchester, VA 22601

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    16-Unit Apartment Building Near Park
    $2,490,000
    0.50 Acres
    16-Unit Apartment Building Near Park

    Fully occupied apartment building with long-term tenants and off-street parking.

    600 -612 Smithfield Ave, Winchester, VA 22601

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    Remodeled Multi-Unit Property For Sale
    $1,850,000
    7,190 SF
    Remodeled Multi-Unit Property For Sale

    Completely remodeled multi-unit property with garage and high rental income.

    908 Cedar Creek Grade, Winchester, VA 22601

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    Renovated Winchester Home Near I-81
    $359,800
    Renovated Winchester Home Near I-81

    Renovated home with B2 zoning near Interstate 81.

    148 Amoco Lane, Winchester, VA 22603

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    Winchester Multifamily Investment Opportunity
    $2,900,000
    0.50 Acres
    Winchester Multifamily Investment Opportunity

    Two buildings with twelve townhouse units, fully occupied.

    525-527 GRAY AVENUE, Winchester, VA 22601

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    Mixed-Use Building Near Walking Mall
    $229,900
    0.08 Acres
    Mixed-Use Building Near Walking Mall

    Two-story mixed-use building near Winchester Downtown Walking Mall.

    109 S Kent St, Winchester, VA 22601

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    Approved Mixed-Use Development Opportunity
    $449,000
    1,340 SF
    Approved Mixed-Use Development Opportunity

    Approved mixed-use site plan in downtown Winchester, Virginia.

    1 N Braddock St, Winchester, VA 22601

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    Mixed-Use Building Near Walking Mall
    $229,900
    1,779 SF
    Mixed-Use Building Near Walking Mall

    Two-story mixed-use building near Winchester Downtown Walking Mall.

    109 S Kent St, Winchester, VA 22601

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    Based on your search, we've compiled Potential Opportunities for your consideration. Besides 19 Active Listings in Winchester, VA, we suggest to view alternatives - similar 53 Off-Market properties to explore as potential leads.

    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.

    308 Smithfield Ave
    APARTMENT HOUSE (UNDER 5 UNITS)
    1,307 SF
    Value Estimation by Request

    308 Smithfield Ave, Winchester, VA 22601-5248

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    329 National Ave
    APARTMENT HOUSE (UNDER 5 UNITS)
    2,288 SF Lot: 0.11 Acres
    Value Estimation by Request

    329 National Ave, Winchester, VA 22601-5208

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    422 Braddock St
    APARTMENT HOUSE (UNDER 5 UNITS)
    2,416 SF Lot: 0.11 Acres
    Estimated value
    $535,000

    422 Braddock St, Winchester, VA 22601-3922

    View details
    821 Pennsylvania Ave
    APARTMENT HOUSE (UNDER 5 UNITS)
    2,072 SF Lot: 0.34 Acres
    Value Estimation by Request

    821 Pennsylvania Ave, Winchester, VA 22601-4957

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    45 Race St
    APARTMENT HOUSE (UNDER 5 UNITS)
    1,248 SF Lot: 0.06 Acres
    Value Estimation by Request

    45 Race St, Winchester, VA 22601-5320

    View details

    Winchester, VA Residential Income Properties Investment Opportunities Market Analysis

    Explore 72 residential income properties for sale in Winchester, VA, showcased through 19 active listings on our real estate platform. These investment opportunities span a total of 31,382 square feet of properties for sale, with an estimated market value of $11,057,750.

    Sale prices for residential income properties in Winchester, VA start at $229,900, averaging $1,105,775, and reaching up to $4,500,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

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    Top Commercial Asset Segments

    Multifamily properties 20
    Apartment buildings 9
    Triplexes 5
    Duplexes 3
    Quadplexes 2

    Property Size Breakdown

    The majority of commercial real estate listings in Winchester fall within the 100,000+ square foot range.

    Demographics Overview

    Population 79K
    Population Growth (5Y) +7.1%
    Median Household Income $82,773
    College Educated 32.0%

    High-Yield Neighborhoods for Investment

    Identify Winchester submarkets with the highest inventory density on the market and evaluate the median listing prices of real estate assets

    Neighborhood Average Price
    22603 $293.3K
    22601 $1.2M

    Taxes & Financing

    Tax Rate (average for all types) 0.50%
    Property Tax per SF $5.70 per sq ft
    Average Loan-to-Value 65.0%

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