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Winchester, MA Office Spaces for Sale

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Found 13 office space listings for sale in Winchester, MA, averaging $576/sq ft. Use valuation data to compare deals faster.
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Medical Office Suite with Exam Rooms
Updated: Oct 24
Medical Office Suite with Exam Rooms

955 Main St, Winchester, MA 01890

$1,350,000
2,405 sqft
2,405‑square‑foot medical office condominium on the building’s third floor
Six exam rooms, each equipped with an individual sink
Four consultation rooms and a central nurses station
Reception and waiting areas, staff kitchen, and administrative support space
Paint and flooring updated in 2026
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Renovated Mixed-Use Building
Updated: Sep 24
Renovated Mixed-Use Building

724 Main St, Winchester, MA 01890

$4,000,000
7,010 sqft
Approximately 7,010 square feet across four levels
19 parking spaces and a direct‑access garage
Office layout includes private rooms, meeting areas, open work areas and multiple restrooms
Mixed‑use zoning; residential redevelopment is a potential use
Bus line outside the building and access to the commuter rail
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Office Condo with Storage
Office Condo with Storage

12-63 Shore Rd, Winchester, MA 01890

$345,000
625 sqft

The interior combines an open work area with a private restroom and dedicated storage.

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Open-Plan Office Condominium
Open-Plan Office Condominium

63 Shore Rd Unit 12, Winchester, MA 01890

$345,000
625 sqft

A private bathroom and separate storage room complement the flexible open interior.

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Office Condo with Storage
Office Condo with Storage

63 Shore Rd 12, Winchester, MA 01890

$345,000
625 sqft

An open office layout is paired with a private bathroom and a separate storage room.

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Winchester Medical/Professional Office Condo
Winchester Medical/Professional Office Condo

955 Main St # 305, Winchester, MA 01890

$1,150,000
2,054 sqft

Bright, renovated medical/professional office condo in prime location.

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Medical Office Condominium Suite
Medical Office Condominium Suite

955 Main St #305, Winchester, MA 01890

$1,150,000
2,054 sqft

One-floor, elevator-served medical office condo with exam rooms, conference space, and reception area plus on-site surface parking.

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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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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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Medical Office Suite with Clinical Layout
Medical Office Suite with Clinical Layout

955 Main St, Suite 308, Winchester, MA 01890

Contact for pricing
2,405 sqft

An established patient-care configuration includes exam and consultation rooms, a nurses station, reception, and staff support areas.

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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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Four-Office Professional Unit
Four-Office Professional Unit

63 Shore Rd #32, Winchester, MA 01890

$399,000

Professional office unit with reception, waiting area, and private offices.

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Furnished Coworking Space
Furnished Coworking Space

23 Shore Rd, Winchester, MA 01890

Contact for pricing

Shared occupancy includes a conference room, waiting area, kitchen, parking, and building services.

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13 active listings match your search: Office for sale in Winchester, MA. Based on your search, we've also compiled 67 Potential Opportunities for your consideration: 4 properties in nearby cities, 59 off-market properties to explore as potential leads, and 4 land listings with development potential.

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
3,905 sqft

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

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Three-Unit Mixed-Use Property
Three-Unit Mixed-Use Property

52 Pleasant St, Woburn, MA 01801

$1,224,900
2,808 sqft

Combines professional office space with two apartments and dedicated on-site parking.

View details
For-Sale Office Suite
For-Sale Office Suite

38 Montvale Avenue # 280, Stoneham, MA 02180

Contact for pricing
2,349 sqft

For sale office suite at 38 Montvale Avenue, offering 2,349 square feet of office space.

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

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.

Downtown Andover Land For Sale
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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Commercial Land Parcel
Commercial Land Parcel

Washington Street, Stoughton, MA 02072

$135,000
5.30 AC lot

Commercially zoned land along Washington Street in Stoughton.

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Hopkinton Land Site on Route 135
Hopkinton Land Site on Route 135

124 E Main St, Hopkinton, MA 01748

Contact for pricing
7.29 AC lot

Prime 7.29 acre land site in affluent Hopkinton, MA.

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Approved Medical Office Land
Approved Medical Office Land

28 Lumber St, Hopkinton, MA 01748

$850,000

Land approved for a 10,000 sq ft medical office.

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.

724 Main St
OFFICE BUILDING

724 Main St, Winchester, MA 01890-2068

Estimated value:
$185,000
5,168 sqft 0.17 AC lot
View details
751 Main St
OFFICE BUILDING

751 Main St, Winchester, MA 01890-1905

Estimated value:
$965,000
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
Estimated value:
$225,000
664 sqft
View details
63 Shr Rd Ste, Unit 24
CONDOMINIUM OFFICES

63 Shr Rd Ste, Winchester, MA 01890-2828

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

955 Main St Ste, Winchester, MA 01890-4300

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

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

Estimated value:
$810,000
3,098 sqft
View details
63 Shr Rd Ste, Unit 13
CONDOMINIUM OFFICES

63 Shr Rd Ste, Winchester, MA 01890-2828

Unit 13
Estimated value:
$215,000
1,015 sqft
View details
9 Lowell Ave
CONDOMINIUM OFFICES

9 Lowell Ave, Winchester, MA 01890-1129

Estimated value:
$725,000
8,050 sqft
View details
63 Shr Rd Ste, Unit 12
CONDOMINIUM OFFICES

63 Shr Rd Ste, Winchester, MA 01890-2828

Unit 12
Estimated value:
$125,000
625 sqft
View details
955 Main St Ste, Unit 111
CONDOMINIUM OFFICES

955 Main St Ste, Winchester, MA 01890-4300

Unit 111
Estimated value:
$490,000
1,770 sqft
View details
955 Main St Ste, Unit 207
CONDOMINIUM OFFICES

955 Main St Ste, Winchester, MA 01890-4302

Unit 207
Estimated value:
$260,000
1,174 sqft
View details

Winchester, MA Office Spaces Market Trends and Statistics

Explore 72 office spaces for sale in Winchester, MA, showcased through 13 active listings on our real estate platform. These investment opportunities span a total of 21,099 square feet of properties for sale, with an estimated market value of $11,034,000.

Sale prices for office properties in Winchester, MA start at $345,000, averaging $1,003,090, and reaching up to $4,000,000 — 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

Office Units 19
Medical Office Space 9
Coworking space 2
Office buildings 1

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 $919.5K

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)

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