6 Winslow Street, Provincetown, MA 02657

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6 Winslow Street, Provincetown, MA 02657

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Listed by: The Buoys - Gibson Sotheby's International Realty

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est.$2,350,000/month.

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10 beds. 8 baths. 3,049 Sqft.

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6 Winslow Street, Provincetown, MA 02657

$2,350,000

Active

est.$2,350,000/month.

Start My Approval

10 beds 8 baths 3,049 Sq.ft.

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Property details for 6 Winslow Street, Provincetown, MA 02657

Nestled on a charming side street in the heart of Provincetown, this delightful 10-bedroom 8 bathroom property, currently operating as the popular Chicago House guesthouse, is a hidden gem. The main level boasts a delightful parlor room, a fully renovated kitchen, and the owner's quarters complete with a private bath. There are two beautifully appointed guests rooms, each featuring its own private bath. On the second level, you'll find seven inviting guest rooms, serviced by four private and three shared baths. Guests love the covered porch--a perfect spot for sipping morning coffee or unwinding with an afternoon cocktail while soaking in the vibrant atmosphere of the town. A standout feature of this property is the ability to accommodate nine parking spaces, a rare find in such a central location! Additionally, solar panels are installed, generating enough electricity to nearly eliminate the electric bill. With over 2,100 square feet of living space and soon-to-be connection to the sewer for 10 bedrooms, this property presents endless possibilities for its next owner, whether you're looking to continue its successful guesthouse operation or explore new ventures. Reviews highlight the warm hospitality and personalized service that make each stay special. Guests often rave about the peaceful ambiance, impeccable cleanliness, and the delightful breakfast offerings. Many visitors return year after year, drawn by the sense of home and the exceptional experiences shared at The Chicago House. Whether you're seeking a romantic getaway, a family vacation, or a solo retreat, The Chicago House Guesthouse offers an unforgettable experience that captures the essence of Provincetown's charm and history. Seller welcomes offers with requests for buyer concessions.

Broker details: Gibson Sotheby's International Realty

Listed by: The Buoys

Property Description

MLS Information

Listing: 22404793
Listing Last Modified: 2025-12-19

Property Details

Standard Status: Active
MLS Status: Active
Property style: Cape Cod
Built in: 1810
Lot size area: 0.07 Acres

Geographic Data

County: Barnstable
Directions: Bradford Street to 6 Winslow, Chicago House. or Webster Place to the end toward the right which will bring you to the 9 parking spaces in the back of The Chicago House.

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