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 1890

$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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Turnkey Office Condo with Boardroom
Updated: Jan 22
Turnkey Office Condo with Boardroom

14-63 Shore Rd, Winchester, MA 1890

$400,000
621 sqft
Completely renovated commercial condo at Judkin Green with three offices and a boardroom
Boardroom includes glass doors for a professional meeting space
In‑unit private half bath plus kitchenette with sink and microwave
Kitchenette has a dedicated water line for an auto‑fill coffee maker
One off‑street parking space included
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Renovated Commercial Condo in Winchester
Renovated Commercial Condo in Winchester

63 Shore Road, Unit 14, Winchester, MA 1890

$400,000
621 sqft

Turnkey office condo in downtown Winchester near transportation.

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Based on your search, we've compiled 76 Potential Opportunities for your consideration. Besides 3 Active listings in Winchester, MA, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 69 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.

Woburn Industrial Building with Drive-Ins
Woburn Industrial Building with Drive-Ins

5 Hancock St, Woburn, MA 1801

$1,500,000
2,980 sqft · 0.29 AC lot

Freestanding 2,980 SF industrial building with excellent highway access.

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Turnkey Restaurant Near Stoneham Center
Turnkey Restaurant Near Stoneham Center

9999999999 Main Street, Stoneham, MA 2180

$329,000

Profitable breakfast and lunch restaurant with liquor license near residences.

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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.

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Woburn Warehouse For Sale
Woburn Warehouse For Sale

12 Walnut Hill Park, Woburn, MA

Contact for pricing
20,000 sqft · 0.81 AC lot

20,000 SF warehouse available for sale in Woburn, MA.

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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

Value Estimation by Request
12,000 sqft · 0.32 AC lot
View details
724 Main St
OFFICE BUILDING

724 Main St, Winchester, MA 01890-2068

Value Estimation by Request
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
Value Estimation by Request
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
Value Estimation by Request
664 sqft
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63 Shr Rd Ste, Unit 24
CONDOMINIUM OFFICES

63 Shr Rd Ste, Winchester, MA 01890-2828

Unit 24
Value Estimation by Request
1,617 sqft
View details
955 Main St Ste, Unit 108
CONDOMINIUM OFFICES

955 Main St Ste, Winchester, MA 01890-4300

Unit 108
Value Estimation by Request
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
63 Shr Rd Ste, Unit 13
CONDOMINIUM OFFICES

63 Shr Rd Ste, Winchester, MA 01890-2828

Unit 13
Value Estimation by Request
1,015 sqft
View details
9 Lowell Ave
CONDOMINIUM OFFICES

9 Lowell Ave, Winchester, MA 01890-1129

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

63 Shr Rd Ste, Winchester, MA 01890-2828

Unit 12
Value Estimation by Request
625 sqft
View details
955 Main St Ste, Unit 111
CONDOMINIUM OFFICES

955 Main St Ste, Winchester, MA 01890-4300

Unit 111
Value Estimation by Request
1,770 sqft
View details
955 Main St Ste, Unit 207
CONDOMINIUM OFFICES

955 Main St Ste, Winchester, MA 01890-4302

Unit 207
Value Estimation by Request
1,174 sqft
View details
955 Main St Ste, Unit 110
CONDOMINIUM OFFICES

955 Main St Ste, Winchester, MA 01890-4300

Unit 110
Value Estimation by Request
1,335 sqft
View details
955 Main St, Unit G7
CONDOMINIUM OFFICES

955 Main St, Winchester, MA 01890-1961

Unit G7
Value Estimation by Request
615 sqft
View details
968 Main St
OFFICE/RESIDENTIAL (MIXED USE)

968 Main St, Winchester, MA 01890-2064

$840,000
Estimated value
3,205 sqft · 0.14 AC lot
View details
39 Shr Rd
OFFICE BUILDING

39 Shr Rd, Winchester, MA 01890-2821

Value Estimation by Request
1,469 sqft · 0.03 AC lot
View details
42 Cross St
SHOW ROOM, WAREHOUSE

42 Cross St, Winchester, MA 01890

$540,000
Estimated value
5,000 sqft · 0.23 AC lot
View details

Winchester, MA Commercial Real Estate Market Trends and Statistics

Explore 72 commercial real estate for sale in Winchester, MA, showcased through 3 active listings on our real estate platform. These investment opportunities span a total of 3,917 square feet of properties for sale, with an estimated market value of $2,350,000.

Sale prices for business properties in Winchester, MA start at $400,000, averaging $587,500, 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 $587.5K

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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