Date
Details
Price
Change
Source
3/26/2026
Listed
$2,999,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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1/40
$2,999,000 Contingent
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Property Description
***OPEN HOUSE CANCELLED 4/4/26***Nestled near downtown Osterville with picturesque views and access to West Bay, this inviting home offers the perfect blend of location, charm, and opportunity. Tucked away on a private lane, this 3-bedroom, 3 full bath property presents a rare chance to own in one of Osterville's most sought-after areas. Set on a generous 0.87-acre lot, the home feels like your own private Cape Cod retreat. This beautiful property includes a footpath (easement) to West Bay to enjoy gorgeous sunsets all summer long. Inside, you'll find timeless character throughout, including wide pine floors, custom built-ins, and a warm, nostalgic ambiance that captures the essence of classic Cape living. There is an attached oversized 2-car garage with an additional storage space for your kayaks and canoes. Whether you're looking to enjoy it as-is or bring your vision to life, this property is full of possibilities in an unbeatable setting.
Full Property Details
Full Property Details for 18 Winfield Way
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General
- Price: $2,999,000
- Taxes: $22,271 (2025)
- Status: Contingent
- Type: Single Family
- MLS ID: 73492325
- Updated: 4/3/2026
- Added to Site: 15 day(s) ago
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
- Bathroom 1: 7.17 x 8.50, First
- Bathroom 2: 10.92 x 4.75, Second
- Bathroom 3: 4.50 x 8.83, Second
Bedrooms
- Total Bedrooms: 3
- Primary Bedroom: 19.42 x 18.17, Second
- Bedroom 2: 13.42 x 12.42, First
- Bedroom 3: 15.50 x 18.17, Second
Other Rooms
- Living Room: 17.67 x 30.00, First
- Family Room: 23.50 x 20.17, First
- Kitchen: 14.42 x 15.92, First
Parking
- Garage: Yes
- Garage Spaces: 2
- Parking Features: Attached, Storage, Garage Faces Side, Off Street, Stone/Gravel
Location
- County: Barnstable
Structural Information
- Architectural Style: Cape
- Basement: Yes
- Square Feet: 3,055
- Year Built: 1953
Lot Features
- Lot Size (Acres): 0.87
Financial Considerations
- Tax Amount: $22,271
- Tax Year: 2025
Disclosures and Reports
- Disclosures/Rstr.: Family room is unheated. Bathroom and bonus room on second floor are unheated. The seller has never lived in the home and has limited knowledge. Seller and Broker offer no warranties or representations.
- Property ID: M:116 L:103, 2232016
Listed by Silverstone Capeside Realty Group, Nicole DeFrancesco and John Tamoosh
We Value Your Privacy
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Listing agents
— 18 Winfield Way —
Nicole DeFrancesco
Silverstone Capeside Realty Group
John Tamoosh
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 18 Winfield Way
School District:Barnstable School District
| Name | Grades | Distance |
|---|---|---|
Barnstable United Elementary School 730 Osterville West Barnstable, Barnstable, MA 02648 | 4-5 | 2.6 mi |
West Villages Elementary School 760 Osterville-West Barnstable, Barnstable, MA 02648 | K-3 | 2.8 mi |
Barnstable High School 744 West Main Street, Barnstable, MA 02601 | 8-12 | 4.3 mi |
Barnstable Intermediate School 895 Falmouth Road, Barnstable, MA 02601 | 6-7 | 4.4 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 18 Winfield Way
Tax History
Tax History for 18 Winfield Way
Year
Property Taxes
Change
Tax Assessment
Change
2025
$22,271
5%
$2,752,900
1%
2024
$21,250
3%
$2,720,900
10%
2023
$20,548
41%
$2,463,800
63%
2022
$14,603
-2%
$1,514,800
6%
2021
$14,955
-2%
$1,425,600
2%
2020
$15,308
-6%
$1,396,700
-4%
2019
$16,356
—
$1,450,000
-1%
2018
$16,435
5%
$1,464,800
1%
2017
$15,608
-1%
$1,450,600
—
2015
$15,806
2%
$1,456,800
—
2014
$15,487
—
$1,456,900
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 18 Winfield Way
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- Single Family
- Active
- Updated 3 days ago
- 3Beds
- 4Total Baths
- 5,008Sq. Ft.
- Single Family
- Active
- Updated 4 hours ago
- 4Beds
- 5Total Baths
- 4,679Sq. Ft.
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- Single Family
- Active
- Updated 1 day ago
- 2Beds
- 2Total Baths
- 1,473Sq. Ft.
- Single Family
- Active
- Updated 4 hours ago
- 3Beds
- 2Total Baths
- 1,560Sq. Ft.
- Townhouse
- Active
- Updated 4 hours ago
- 2Beds
- 3Total Baths
- 1,342Sq. Ft.
- Single Family
- Active
- Updated 1 day ago
- 4Beds
- 3Total Baths
- 1,350Sq. Ft.
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- Condo
- Active
- Updated 3 days ago
- 2Beds
- 2Total Baths
- 1,318Sq. Ft.
- Single Family
- Active
- Updated 12 hours ago
- 3Beds
- 3Total Baths
- 1,752Sq. Ft.
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18 Winfield Way, Barnstable, MA 02655 (MLS# 73492325) is a Single Family property with 3 bedrooms and 3 full bathrooms. 18 Winfield Way is currently listed for $2,999,000 and was received on March 26, 2026. Want to learn more about 18 Winfield Way? Do you have questions about finding other Single Family real estate for sale in Barnstable? You can browse all Barnstable real estate or contact a Coldwell Banker agent to request more information.