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    Winchester, MA

    Winchester, MA Commercial Real Estate for Sale

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    Winchester Medical/Professional Office Condo
    Updated: May 16
    Winchester Medical/Professional Office Condo

    955 Main St # 305, Winchester, MA 01890

    $1,150,000
    2,054 sqft
    Move‑in ready medical/professional office with furniture included.
    Prime location with convenient access to Winchester town center, Winchester Hospital, Route 38, I‑93, and I‑95/128.
    Multiple exam/office rooms, large conference room, and staff workspace.
    Zoning permits medical and professional office use by right.
    Renovated in 2009, with one exam procedure room renovated in 2026.
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    This listing looks promising.

    Here's a quick look at some key insights for

    955 Main St # 305, Winchester, MA, MA 01890

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    • Est. Cap Rate

      5.7%
      NOI ÷ price

    • Est. NOI

      $65K
      Annual

    • Price @ 7% Cap

      $931K
      Suggested

    • Last Sold

      Aug 2009
      $500K

    • Property Type

      Condominium Offices
      Built 1980
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    Medical Office Condominium Suite
    Updated: Apr 27
    Medical Office Condominium Suite

    955 Main St Unit 305, Winchester, MA 01890

    $1,150,000
    2,054 sqft
    Bright medical/professional office condominium on one floor in the Russell Hill Office Building
    Includes large reception and waiting area plus a large conference room and staff workspace
    5 exam‑office rooms; 4 have sinks, plus kitchenette with eat‑in area and lots of closets and cabinets
    2 restrooms: one full private in‑suite bath and one half bath in the hallway
    Renovated in 2009; one exam procedure room renovated in 2026
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    Flexible-Layout Office Condo
    Flexible-Layout Office Condo

    305-955 Main St, Winchester, MA 01890

    $1,150,000
    2,054 sqft

    Elevator-served office suite with included furniture, on-site parking, and medical and professional office use by right.

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    Renovated Commercial Condo in Winchester
    Renovated Commercial Condo in Winchester

    63 Shore Road #14, Winchester, MA 01890

    $400,000
    621 sqft

    Turnkey office condo in downtown Winchester near amenities and transit.

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    Turn a Listing Into an Investment Snapshot Cap Rate, Potential NOI, Demand score for every listing. Go To Analytics Center
    Office Suite with 20-Space Parking
    Office Suite with 20-Space Parking

    32 Swanton Street, Winchester, MA 01890

    Contact for pricing
    5,000 sqft

    Office suite currently laid out with multiple offices and meeting space, plus on-site parking for 20 vehicles.

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    Turnkey Office Condo with Boardroom
    Turnkey Office Condo with Boardroom

    14-63 Shore Rd, Winchester, MA 01890

    $400,000
    621 sqft

    Completely renovated condo offers three offices and a boardroom, plus an in-unit half bath and kitchenette.

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    Four-Office Professional Unit
    Four-Office Professional Unit

    63 Shore Rd, #32, Winchester, MA 01890

    $425,000

    CBD-zoned office condominium with a reception area, private workrooms, elevator access, and covered on-site parking.

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    Four-Office Professional Unit
    Four-Office Professional Unit

    63 Shore Rd 32, Winchester, MA 01890

    $425,000

    Reception, waiting, and private office areas support an organized professional workplace.

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    Elevator-Served Medical Office Condo
    Elevator-Served Medical Office Condo

    955 Main St 305, Winchester, MA 01890

    $1,150,000

    One-floor medical office condominium with reception, exam rooms, conference space, kitchenette, and two restrooms.

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    Flex Space for R&D Use
    Flex Space for R&D Use

    10 Lowell Ave, Winchester, MA 01890

    Contact for pricing
    18,500 sqft

    Suburban facility suited to research, development, and light industrial operations.

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    Second-Floor Medical Office Space
    Second-Floor Medical Office Space

    955 Main St. Unit 209, Winchester, MA 01890

    Contact for pricing

    Corner office suite with elevator access, accessible entry, and on-site parking in a medical office building.

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    First-Floor Corner Office Suite
    First-Floor Corner Office Suite

    576 Main Street #1, Winchester, MA 01890

    Contact for pricing

    First-floor corner suite in a brick building with three rooms, built-in desks, and a private half bath.

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    Live-Work Office Residence
    Live-Work Office Residence

    123 Washington St #2, Winchester, MA 01890

    Contact for pricing

    Historic center building offers separate live and work entries, floor-to-ceiling windows, and a renovated lower-level flex space.

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    Based on your search, we've compiled 76 Potential Opportunities for your consideration. Besides 13 Active listings in Winchester, MA, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 59 Off-Market properties to explore as potential leads

    Opportunities in Nearby Cities

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

    Freestanding Mixed-Use Building
    Freestanding Mixed-Use Building

    61 Pleasant St, Woburn, MA 01801

    $1,599,000
    3,900 sqft

    Vacant property combines professional office space, a one-bedroom residence, parking, and additional unfinished areas.

    View details
    Woburn Food Processing Facility
    Woburn Food Processing Facility

    16 Conn St, Woburn, MA 01801

    $5,356,000
    53,319 sqft 4.05 AC lot

    53,319 SF food processing and distribution facility on 4.05 acres.

    View details
    Turnkey Restaurant Near Stoneham Center
    Turnkey Restaurant Near Stoneham Center

    9999999999 Main Street, Stoneham, MA 02180

    $329,000

    Established breakfast and lunch restaurant with expansion potential.

    View details
    Stoneham Office Condo For Sale
    Stoneham Office Condo For Sale

    105 Central St. 3300, Stoneham, MA 02180

    $1,196,000
    2.00 AC lot

    Class A office condo with abundant natural light available for sale.

    View details

    Off-Market Properties in Winchester, MA

    Consider similar Off-Market properties in Winchester, MA. 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.

    150 Cross St
    SHOW ROOM, WAREHOUSE

    150 Cross St, Winchester, MA 01890-1116

    $1,135,000
    Estimated value
    4,812 sqft 0.59 AC lot
    View details
    972 Main St
    AUTO REPAIR, GARAGE

    972 Main St, Winchester, MA 01890-1929

    Value Estimation by Request
    2,267 sqft 0.28 AC lot
    View details
    25 Ee St
    MANUFACTURING (LIGHT)

    25 Ee St, Winchester, MA 01890-1178

    $280,000
    Estimated value
    12,000 sqft 0.32 AC lot
    View details
    724 Main St
    OFFICE BUILDING

    724 Main St, Winchester, MA 01890-2068

    $185,000
    Estimated value
    5,168 sqft 0.17 AC lot
    View details
    299 Cambridge St
    BOARDING/ROOMING HOUSE

    299 Cambridge St, Winchester, MA 01890-2339

    $27,185,000
    Estimated value
    157,305 sqft 10.69 AC lot
    View details
    178 Cambridge St, Unit 186
    COMMERCIAL (GENERAL)

    178 Cambridge St, Winchester, MA 01890-2341

    Unit 186
    $355,000
    Estimated value
    4.03 AC lot
    View details
    751 Main St
    OFFICE BUILDING

    751 Main St, Winchester, MA 01890-1905

    $965,000
    Estimated value
    3,360 sqft 0.56 AC lot
    View details
    63 Shr Rd Ste, Unit 25
    CONDOMINIUM OFFICES

    63 Shr Rd Ste, Winchester, MA 01890-2828

    Unit 25
    $225,000
    Estimated value
    664 sqft
    View details
    63 Shr Rd Ste, Unit 24
    CONDOMINIUM OFFICES

    63 Shr Rd Ste, Winchester, MA 01890-2828

    Unit 24
    $235,000
    Estimated value
    1,617 sqft
    View details
    955 Main St Ste, Unit 108
    CONDOMINIUM OFFICES

    955 Main St Ste, Winchester, MA 01890-4300

    Unit 108
    $405,000
    Estimated value
    1,325 sqft
    View details
    955 Main St Ste G6
    CONDOMINIUM OFFICES

    955 Main St Ste G6, Winchester, MA 01890-1992

    $810,000
    Estimated value
    3,098 sqft
    View details

    Winchester, MA Commercial Real Estate Market Trends and Statistics

    Explore 72 commercial real estate for sale in Winchester, MA, showcased through 13 active listings on our real estate platform. These investment opportunities span a total of 30,904 square feet of properties for sale, with an estimated market value of $6,250,000.

    Sale prices for business properties in Winchester, MA start at $400,000, averaging $781,250, and reaching up to $1,150,000 — 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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    Demographics Overview

    Population 23K
    Population Growth (5Y) +0.8%
    Median Household Income $218,176

    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
    01890 $771.4K

    Taxes & Financing

    Tax Rate (average for all types) 1.05%
    Property Tax per SF $6.54 per SF
    Tax Rate vs County Average 0.71 pp below county avg
    Average Loan-to-Value 65.0%

    Listings Trend

    New vs delisted commercial listings in Middlesex County

    New Delisted

    Total CRE Inventory on Market (SF)

    Average Property Price per SF

    For-sale pricing trends across core commercial property types in Middlesex County

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