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26 Winslow Street Provincetown MA 02657 MLS #22600157

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Set on a generous corner lot across from Motta Field, 26 Winslow Street offers space, light, and classic Provincetown character just three blocks from Town Hall. This 3-bedroom, 2-bath single-family home enjoys open views of the Pilgrim Monument and a central yet residential setting. Built in the 1920s as a Sears Catalogue home with Tudor Revival lines, the property has been thoughtfully updated and expanded while preserving its charm. The main level features a welcoming whitewashed foyer, a living room with a propane fireplace and reading nook, an office alcove, a formal dining room with built-in hutch, an updated galley kitchen, and a full bathroom. A main-floor bedroom includes two walk-in closets. Off the kitchen, a bright four-season sunroom opens to a redesigned, fenced backyard with western exposure, hot tub, outdoor shower, and multiple entertaining areas. Upstairs are two spacious bedrooms and a full bath. Additional highlights include a finished basement/entertainment room, A/C, hardwood floors, a detached garage suitable for parking, a gym, an artist studio, or an ADU, and on-site parking for 2-3 cars. This well-maintained home is Guest Favorite on Airbnb.
Current real estate data for Single Family in Provincetown as of Jan 15, 2026
23
Single Family Listed
138
Avg DOM
1,310
Avg $ / SqFt
$2,965,870
Avg List Price

Property Details

Price:
$1,650,000
MLS #:
22600157
Status:
Active
Beds:
3
Baths:
2
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
Jan 15, 2026
Finished Sq Ft:
1,474
Total Sq Ft:
1,474
Lot Size:
6,126 sqft / 0.14 acres (approx)
Year Built:
1920
Other

Schools

Interior

Bathrooms
2 Full Bathrooms
Flooring
Hardwood, Tile, Other

Exterior

Architectural Style
Other
Construction Materials
Shingle Siding
Exterior Features
Outdoor Shower
Parking Spots
3
Roof
Asphalt, Pitched

Financial

Tax Year
2024
Taxes
$6,018

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Property Summary

    26 Winslow Street Provincetown MA is a Single Family for sale in Provincetown, MA, 02657. It is listed for $1,650,000 and features 3 beds, 2 baths, and has approximately 1,474 square feet of living space, and was originally constructed in 1920. The current price per square foot is $1,119. The average price per square foot for Single Family listings in Provincetown is $1,310. The average listing price for Single Family in Provincetown is $2,965,870. To schedule a showing of MLS#22600157 at 26 Winslow Street in Provincetown, MA, contact your Nauset Management LLC. agent at 774.353.8668.

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As a lifelong resident of the outer Cape I was the third generation to pick up the mantel in the family construction business. In my early twenties, I called the Cape my home on weekends as I spent several years working for a variety of off-Cape commercial construction companies. My commercial site supervision resume includes two supermarkets, two HUD projects, a funeral home and a handful of steel industrial buildings as well as various restaurant and office remodels. Prior to striking out on m…

More About Jon
26 Winslow Street
Provincetown, MA