6 Winslow Street Provincetown, MA $ 2,350,000
6 Winslow Street
$ 2,350,000
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6 Winslow Street

Provincetown, MA, 02657
$ 2,350,000
Bedrooms10 Baths8.0 Sq 2,124

Monthly Estimate*

$ 14,661

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Single Family Home for sale in Provincetown, MA

for $2,350,000 with 10 bedrooms and 8 full baths. This 2,124 square foot home was built in 1810 on a lot size of 0.07.

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.

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Single Family Active

Price

$ 2,350,000

Bedrooms

10

Full Bath

8

Property Type

Single Family

Taxes

$ 13,578

Style

Cape Cod

Lot Size

0.07

Year Built

1810

Town/City

Provincetown

County/Region

Barnstable

MLS | Web ID

22404793

Features
General
Sewer Public Sewer
Roof Shingle
Appliances Electric Water Heater
Zoning R3
Patio/Porch Features Porch
Architectural Style Cape Cod
Construction Materials Shingle Siding
Year Built 1810
Stories Count 2
Township Provincetown
Property Subtype Single Family Residence
Tax Year 2025
County Barnstable
New Construction false
Property Type Residential
HOA false
Garage Y/N false
Total Rooms 14
Full Baths 8
Status Active
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.
City Provincetown
Lot Size Units Acres
Lot Size Square Feet 3049
Property Attached Y/N false
Land Lease Y/N false
Tax Annual Amount 13578
Showing Instructions Vacant easy to show- except during Halloween as the house is fully booked..
Home Warranty Y/N false
Property Condition Approximate
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Tax Assessed Value 1789400
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Interior
Basement Crawl Space
Flooring Hardwood Carpet Wood
Total Fireplaces 1
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Half Baths 0
Total Bedrooms 10
Below Grade Finished Area Unit Type Square Feet
Total Baths 8
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Exterior
Exterior Amenities Garden
Total Parking 9
Lot Size Area 0.07
Foundation Details Slab
Building Area Total 2124
Lot Size Acres 0.07
Road Surface Type Paved
Lot Size Source Field Card
Waterfront Y/N false
Road Frontage Type Public
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* Excluded Features
List By
The Beach Buoys

Listing Agent

Gibson Sotheby's International Realty

Broker

TheBBTeam@Gibsonsir.com

Email

Affordability Calculator

$15,792
Per Month
93%
7%
0%
Monthly Principal & Interest
$14,661
Monthly Property Taxes
$1,132
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4827338 Elementary School
4827337 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
12/18/2025$2,350,000 Listed Price

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6 Winslow Street, Provincetown, MA, 02657 is a Single Family Home for sale at $2,350,000 with 2,124 sqft and a lot size of 0.07. 6 Winslow Street has 10 bedrooms, 8.0 baths, and was built in 1810. The property's zip code is 02657 which is in Provincetown, MA