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    Winchester, VA
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    Winchester, VA Multifamily Properties for Sale

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    Stephenson, VA Berryville, VA Clear Brook, VA Stephens City, VA Boyce, VA White Post, VA Bunker Hill, WV Kearneysville, WV
    14 properties
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    Renovated Triplex with Decks
    Updated: Sep 21
    Renovated Triplex with Decks

    540 MONTICELLO Street, Winchester, VA 22601

    $605,000
    4,396 sqft 0.09 AC lot
    4,396‑square‑foot triplex on a 0.0918‑acre lot
    Unit mix includes two 2‑bedroom, 1‑bath units and one 5‑bedroom, 2‑bath unit
    Largest residence spans two finished levels with 2 living rooms and private patio and deck access
    New HVAC installed in 2025; roof is less than 3 years old
    All three units are currently leased
    View details
    Renovated Two-Unit Duplex
    Updated: Apr 21
    Renovated Two-Unit Duplex

    446 N LOUDOUN Street, Winchester, VA 22601

    $599,950
    1,948 sqft 0.13 AC lot
    Renovated in 2022 with new electrical, HVAC, plumbing, windows, insulation, and appliances
    Lower unit has 3 bedrooms and 1 bathroom; upper unit has 2 bedrooms and 1 bathroom
    Separate utilities for the two units; landlord covers water/sewer
    Off‑street parking for 3‑4 cars, plus on‑street parking
    Dry basement storage available for tenant or landlord use
    View details
    Duplex and Single-Family Rental
    Duplex and Single-Family Rental

    211, 213-215 E CLIFFORD Street, Winchester, VA 22601

    $339,000
    1,654 sqft

    Three income-producing units in Winchester City, with month-to-month leases and one unit currently vacant.

    View details
    Realmo Analytics Monitor Off-market properties and contact owners who are ready to sell. Many signals applied to make quality leads for you. Get Leads
    Renovated Triplex Near Downtown
    Renovated Triplex Near Downtown

    540 MONTICELLO STREET, Winchester, VA 22601

    $605,000
    4,396 sqft

    Three leased units with updated interiors, individual laundry areas, designated parking, and access to major interstate routes.

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    Three-Unit Brick Triplex
    Three-Unit Brick Triplex

    440 N BRADDOCK Street, Winchester, VA 22601

    $529,000
    3,688 sqft 0.18 AC lot

    Three two-bedroom residences share a backyard and detached garage in Winchester.

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    Two-Unit Duplex with Updates
    Two-Unit Duplex with Updates

    328 SMITHFIELD AVE, Winchester, VA 22601

    $260,000
    0.04 AC lot

    Two residential units include a two-level front home and a lower-level rear unit.

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    Historic Duplex with Updated Baths
    Historic Duplex with Updated Baths

    1400 Valley Ave, Winchester, VA 22601

    $559,000
    3,511 sqft

    Two residential units combine historic details with updated bathrooms and separate utilities.

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    5-Unit Multifamily Portfolio
    5-Unit Multifamily Portfolio

    224 Sharp St, Winchester, VA 22601

    $750,000
    3,484 sqft

    Three separately addressed properties share one street and carry an approved site plan with historical planning approval.

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    Duplex with Private Backyards
    Duplex with Private Backyards

    9 & 11 E PALL MALL STREET, Winchester, VA 22601

    $340,000
    1,612 sqft

    Two separate addresses and private rear yards distinguish this two-unit residential property.

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    Renovated Duplex with Separate Utilities
    Renovated Duplex with Separate Utilities

    446 N Loudoun St, Winchester, VA 22601

    $599,950
    1,948 sqft

    Two residential units offer updated systems, dedicated parking, and storage within Winchester city limits.

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    1.15 Acres with Rental Income
    1.15 Acres with Rental Income

    2970 VALLEY Ave, Winchester, VA 22601

    $1,250,000
    0.72 AC lot

    1.15 acres with car lot and rental units.

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    Commercial Land Offering
    Commercial Land Offering

    2978 VALLEY AVE, Winchester, VA 22601

    $650,000

    Two Valley Avenue parcels include public water and sewer availability and an existing five-unit rental property.

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    Brick Triplex
    Brick Triplex

    25 W BOSCAWEN STREET, Winchester, VA 22601

    $625,000

    All three residences are occupied, with tenants responsible for their utilities.

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    Brick 3-Unit Triplex
    Brick 3-Unit Triplex

    440 N BRADDOCK St, Winchester, VA 22601

    $529,000

    Three two-bedroom residences share a backyard and have access to a detached garage.

    View details
    Based on your search, we've compiled 77 Potential Opportunities for your consideration. Besides 14 Active listings in Winchester, VA, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 58 Off-Market properties to explore as potential leads, plus 1 Land Listings that present a potential for development.

    Opportunities in Nearby Cities

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

    2-Unit Duplex on Acreage
    2-Unit Duplex on Acreage

    751 Old Charles Town Rd, Stephenson, VA 22656

    $449,000
    1,668 sqft 6.12 AC lot

    Two separate apartments occupy a large parcel with room for additional improvements.

    View details
    Multifamily and Recreational Opportunity
    Multifamily and Recreational Opportunity

    35 & 18 SIGNAL KNOB DR, Strasburg, VA 22657

    $2,100,000
    41,488 sqft

    Apartment building and recreational center with high potential.

    View details
    Three-Home Multifamily Property
    Three-Home Multifamily Property

    437, 441, 445 Stephenson Rd, Stephenson, VA 22656

    $550,000
    1,221 sqft

    Three detached residences share one parcel, with central air, heat pumps, newer roofs, and leases already in place.

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    10-Unit Apartment Building
    10-Unit Apartment Building

    18 SIGNAL KNOB DRIVE, Strasburg, VA 22657

    $1,100,000

    The building is fully leased, with a mix of one- and two-bedroom residences on monthly-to-annual terms.

    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.

    Land Near Shepherd University
    Land Near Shepherd University

    8285 MARTINSBURG Pike, Shepherdstown, WV 25443

    $650,000
    3.70 AC lot

    Prime land near Shepherd University with development potential.

    View details

    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)

    308 Smithfield Ave, Winchester, VA 22601-5248

    Estimated value:
    $230,000
    1,307 sqft
    View details
    329 National Ave
    APARTMENT HOUSE (UNDER 5 UNITS)

    329 National Ave, Winchester, VA 22601-5208

    Estimated value:
    $275,000
    2,288 sqft 0.11 AC lot
    View details
    422 Braddock St
    APARTMENT HOUSE (UNDER 5 UNITS)

    422 Braddock St, Winchester, VA 22601-3922

    Estimated value:
    $535,000
    2,416 sqft 0.11 AC lot
    View details
    821 Pennsylvania Ave
    APARTMENT HOUSE (UNDER 5 UNITS)

    821 Pennsylvania Ave, Winchester, VA 22601-4957

    Estimated value:
    $450,000
    2,072 sqft 0.34 AC lot
    View details
    45 Race St
    APARTMENT HOUSE (UNDER 5 UNITS)

    45 Race St, Winchester, VA 22601-5320

    Estimated value:
    $150,000
    1,248 sqft 0.06 AC lot
    View details
    301 Braddock St
    APARTMENT HOUSE (UNDER 5 UNITS)

    301 Braddock St, Winchester, VA 22601-4180

    Estimated value:
    $495,000
    3,040 sqft 0.12 AC lot
    View details
    680 Berryville Ave
    APARTMENT HOUSE (UNDER 5 UNITS)

    680 Berryville Ave, Winchester, VA 22601-5665

    Estimated value:
    $415,000
    1,672 sqft
    View details
    514 Loudoun St
    APARTMENT HOUSE (UNDER 5 UNITS)

    514 Loudoun St, Winchester, VA 22601-4642

    Estimated value:
    $250,000
    3,608 sqft 0.17 AC lot
    View details
    915 Berryville Ave
    APARTMENT HOUSE (UNDER 5 UNITS)

    915 Berryville Ave, Winchester, VA 22601-5915

    Estimated value:
    $400,000
    1,932 sqft 0.21 AC lot
    View details
    219 Baker St
    APARTMENT HOUSE (UNDER 5 UNITS)

    219 Baker St, Winchester, VA 22601-5010

    Estimated value:
    $235,000
    2,044 sqft 0.06 AC lot
    View details

    Winchester, VA Multifamily Properties Market Trends and Statistics

    Explore 72 multifamily properties for sale in Winchester, VA, showcased through 14 active listings on our real estate platform. These investment opportunities span a total of 26,637 square feet of properties for sale, with an estimated market value of $8,240,900.

    Sale prices for multifamily properties in Winchester, VA start at $260,000, averaging $588,635, and reaching up to $1,250,000 — 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

    Commercial property segments ranked by active listings on the market

    Duplexes 6
    Triplexes 6
    Apartment buildings 5
    Quadplexes 2

    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 average listing prices of real estate assets

    Neighborhood Average Price
    22601 $581.3K

    Taxes & Financing

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

    Property Size Breakdown

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

    How Realmo verifies these figures

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    Most Searched ZIP Codes in Winchester, VA

    • 22601

    Featured Winchester Real Estate Agencies

    Realmo connects you with licensed Winchester CRE brokers providing property specifications, local market pricing, and commercial transaction underwriting support.

    Re/Max Roots
    3363 SHAWNEE DR Winchester, VA 22602
    Phone: 15406867362
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