Winchester, MA Office Spaces for Sale

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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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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

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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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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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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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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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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First-Floor Corner Office Suite

576 Main Street #1, Winchester, MA 01890

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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

123 Washington St #2, Winchester, MA 01890

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

$299,000

Bright, modern office space near Medford Square.

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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.

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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.

Development Opportunity on Andover Street

1575 Andover St, Tewksbury, MA 01876

$2,000,000

2.10 AC lot

Two parcels totaling over 2.1 acres for development.

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Downtown Andover Land For Sale

16R High St, Andover, MA 01810

$629,900

Land in downtown Andover with General Business zoning.

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Approved Commercial Buildable Lot

1905 Lakeview Ave, Dracut, MA 01826

$569,000

0.69 AC lot

Build-ready commercial parcel in B3 zoning, offered as an approved site covering a drive-through, office, retail, or service use.

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Methuen Historic District Land Opportunity

281 Broadway, Methuen, MA 01844

$750,000

0.50 AC lot

Unit 25

$225,000

Estimated value

664 sqft

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CONDOMINIUM OFFICES

63 Shr Rd Ste, Winchester, MA 01890-2828

Unit 24

$235,000

Estimated value

1,617 sqft

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CONDOMINIUM OFFICES

955 Main St Ste, Winchester, MA 01890-4300

Unit 108

$405,000

Estimated value

1,325 sqft

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CONDOMINIUM OFFICES

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

$810,000

Estimated value

3,098 sqft

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CONDOMINIUM OFFICES

63 Shr Rd Ste, Winchester, MA 01890-2828

Unit 13

$215,000

Estimated value

1,015 sqft

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CONDOMINIUM OFFICES

$295,000

Estimated value

1,469 sqft 0.03 AC lot

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CONDOMINIUM OFFICES

955 Main St Ste, Winchester, MA 01890-4300

Unit 102

$415,000

Estimated value

957 sqft

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Winchester, MA Office Spaces Market Trends and Statistics

Explore 72 office spaces for sale in Winchester, MA, showcased through 9 active listings on our real estate platform. These investment opportunities span a total of 12,404 square feet of properties for sale, with an estimated market value of $5,400,000.

Sale prices for office spaces in Winchester, MA start at $400,000, averaging $900,000, 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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Top Commercial Asset Segments

Commercial property segments ranked by active listings on the market

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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Winchester, MA Office Spaces for Sale

955 Main St # 305, Winchester, MA 01890

955 Main St Unit 305, Winchester, MA 01890

305-955 Main St, Winchester, MA 01890

14-63 Shore Rd, Winchester, MA 01890

63 Shore Road #14, Winchester, MA 01890

32 Swanton Street, Winchester, MA 01890

955 Main St 305, Winchester, MA 01890

576 Main Street #1, Winchester, MA 01890

123 Washington St #2, Winchester, MA 01890

Opportunities in Nearby Cities

38 Montvale Avenue # 280, Stoneham, MA 02180

2520 Mystic Valley Parkway, Medford, MA 02155

0 Governors Ave 34 & 35, Medford, MA 02155

105 Central St. 3300, Stoneham, MA 02180

Potential Development Sites for Consideration

1575 Andover St, Tewksbury, MA 01876

16R High St, Andover, MA 01810

1905 Lakeview Ave, Dracut, MA 01826

281 Broadway, Methuen, MA 01844

Off-Market Properties in Winchester, MA

724 Main St, Winchester, MA 01890-2068

751 Main St, Winchester, MA 01890-1905

63 Shr Rd Ste, Winchester, MA 01890-2828

63 Shr Rd Ste, Winchester, MA 01890-2828

955 Main St Ste, Winchester, MA 01890-4300

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

63 Shr Rd Ste, Winchester, MA 01890-2828

9 Lowell Ave, Winchester, MA 01890-1129

63 Shr Rd Ste, Winchester, MA 01890-2828

955 Main St Ste, Winchester, MA 01890-4300

955 Main St Ste, Winchester, MA 01890-4302

955 Main St Ste, Winchester, MA 01890-4300

955 Main St, Winchester, MA 01890-1961

39 Shr Rd, Winchester, MA 01890-2821

955 Main St Ste, Winchester, MA 01890-4300

Winchester, MA Office Spaces Market Trends and Statistics

Top Commercial Asset Segments

Demographics Overview

High-Yield Neighborhoods for Investment

Taxes & Financing

Listings Trend

Total CRE Inventory on Market (SF)

Average Property Price per SF

Retail

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