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    Winchester, VA Triplexes for Sale

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    Stephenson, VA Stephens City, VA Clear Brook, VA
    Turnkey Winchester Triplex Investment Opportunity
    $605,000
    4,396 SF

    Turnkey Winchester Triplex Investment Opportunity

    540 MONTICELLO Street, Winchester, VA 22601

    Triplex in downtown Winchester with strong cash flow potential.

    • Turnkey triplex investment property with all units currently leased, providing immediate and reliable income.
    • Prime downtown Winchester location, offering convenience and commuter access to I‑81, I‑66, and Northern Virginia.
    • Diverse unit mix: two 2‑bedroom units with updated kitchens, laundry rooms, and a large 5‑bedroom unit with a unique two‑level layout, private patio, and deck.
    • Recent renovations including LVP flooring, fresh paint, updated kitchens and baths, and newer appliances in each unit.
    • Newer roof (less than 3 years old) and new HVAC system (installed in 2025).
    Updated: Feb 17
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    Winchester Multi-Family Investment Opportunity
    $699,900
    0.17 Acres

    Winchester Multi-Family Investment Opportunity

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

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

    • Turnkey multi‑family property with 3 units (2 houses).
    • Fully rented, providing immediate rental income.
    • Each unit includes 2 beds, 1 bath, stove, refrigerator, microwave, washer, and dryer.
    • Off‑street parking available.
    • Close proximity to downtown and shopping.
    Updated: Apr 11
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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
    View details
    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
    View details
    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
    View details
    Based on your search, we've compiled 9 Potential Opportunities for your consideration. Besides 5 Active listings in Winchester, VA, we suggest exploring several alternatives: 4 properties in Nearby Cities

    Opportunities in Nearby Cities

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

    Hagerstown Triplex: Investment Opportunity
    $384,900
    2,904 SF

    Hagerstown Triplex: Investment Opportunity

    Fully occupied triplex across from Hagerstown City Park.

    428 VIRGINIA Avenue, Hagerstown, MD 21740
    View details
    Fully Occupied Triplex Near City Park
    $384,900

    Fully Occupied Triplex Near City Park

    All-brick triplex across from Hagerstown City Park.

    428 VIRGINIA Ave, Hagerstown, MD 21740
    View details
    Unique Brunswick Property For Sale
    $499,900
    0.13 Acres

    Unique Brunswick Property For Sale

    Triplex with commercial zoning and childcare center approval.

    8 S Maple Ave, Brunswick, MD 21716
    View details
    Unique Brunswick Property For Sale
    $449,900

    Unique Brunswick Property For Sale

    Three units, commercial/residential zoning, potential childcare center.

    8 S Maple Ave, Brunswick, MD 21716
    View details

    Winchester, VA Triplexes Investment Opportunities Market Analysis

    Explore 5 triplexes for sale in Winchester, VA, showcased through 5 active listings on our real estate platform. These investment opportunities span a total of 4,396 square feet of properties for sale, with an estimated market value of $605,000.

    Sale prices for three-family homes in Winchester, VA start at $605,000, averaging $605,000, and reaching up to $605,000 — 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

    Apartment buildings 9
    Triplexes 5
    Duplexes 3
    Quadplexes 2
    Short term rental properties 1

    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
    22601 $652.5K

    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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