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18 Winfield Way, Barnstable MA 02655

Barnstable, MA 02655 • Osterville
$2,999,000
Est. $17,220/month
3
Beds
3
Baths
3,055
Sq Ft
$982
Price/Sq Ft
0.87
Acres
1953
Year Built
3 hours 39 minutes
Time on Market
Active Listed Mar 26, 2026 • MLS# 73492325 Copied!

About this home

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 deeded private neighborhood walkway 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.

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Property Overview

Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1953
Bedrooms
3
Full Bathrooms
3
Living Area
3,055 sq ft
Total Rooms
7

Facts & Features

2 Car Garage

Home Facts

Type Residential
Style Single Family Residence
Year Built 1953
Living Area 3,055 sq ft
Lot Size 0.87 acres
Bedrooms 3
Full Baths 3
Total Rooms 7

Interior

Heating Forced Air, Natural Gas
Cooling None
Flooring Wood, Flooring - Wood
Appliances None
Fireplace Living Room
Fireplaces 1
Basement Partial, Interior Entry, Dirt Floor, Concrete, Unfinished
Laundry First Floor
Features Bathroom - Full, Closet, Bonus Room

Exterior

Construction None
Architecture Cape
Roof Shingle
Features None
Pool None
Spa None
Fencing None
Patio/Porch None

Parking

Garage Spaces 2
Has Garage Yes
Features Attached, Storage, Garage Faces Side, Off Street, Stone/gravel
Total Spaces 5

Utilities

Electric Circuit Breakers
Water Public
Sewer Private Sewer
Gas None
Other None

Financial

Annual Tax $22,271
Assessed Value $2,752,900

Interior Features

Flooring: Wood, Flooring - Wood
Appliances:
Interior Features: Bathroom - Full, Closet, Bonus Room
Windows:
Basement: Partial, Interior Entry, Dirt Floor, Concrete, Unfinished
Laundry: First Floor
Security:

Construction & Materials

Style: Cape
Year Built: 1953
Structure Type:
Exterior Materials:
Roof: Shingle
Foundation: Block

Heating, Cooling & Utilities

Heating: Forced Air, Natural Gas
Cooling: None
Hot Water:
Water Source: Public
Sewer: Private Sewer
Energy Features:

Exterior & Lot

Exterior Features:
Patio & Porch:
Fencing:
Other Structures:
Lot Features: Corner Lot, Wooded, Easements, Level
Road Surface:

Parking & Garage

Garage Spaces: 2
Garage Type: Attached
Total Parking Spaces: 5
Parking Features: Attached, Storage, Garage Faces Side, Off Street, Stone/Gravel

Special Features

Fireplaces: 1
Fireplace Type: Living Room
View: Yes
View Type: Scenic View(s)
Community Amenities: Shopping, Golf

Location

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Neighborhood

Osterville

18 Winfield Way, Barnstable MA 02655

Barnstable, MA 02655

Walkability

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Nearby Schools

School District
Barnstable School District local
B
School Safety 2024-25
2.9% Above Average
2.1% Suspensions 2.2% In-School 0.8% Emergency
2.6% below state avg
E

Elementary Schools

10 schools
Cape Cod Academy
1.4 mi
Strong Athletics
Grades K-12
St. John Paul II School
5.7 mi
Grades 05-12
Trinity Christian Academy of Cape Cod
7.1 mi
Grades PK-12
B
Centerville Elementary School
2.5 mi | #394 of 824 | Score: 48.0
Dropped 159 spots from last year
-10.2 below state avg
267 students Diverse
Grades K-03
B-
Barnstable United Elementary School
2.8 mi | #458 of 824 | Score: 45.8
Improved 150 spots from last year
-12.4 below state avg
714 students Diverse
Rising School Diverse Student Body
Grades 04-05
A
West Villages Elementary School
2.8 mi | #144 of 824 | Score: 57.3
Improved 187 spots from last year
-0.9 below state avg
416 students Diverse
Rising School
Grades K-03
Fair Acres Country Day School
3.2 mi
Grades PK-K
C-
Hyannis West Elementary School
4.3 mi | #668 of 824 | Score: 37.5
Dropped 2 spots from last year
-20.7 below state avg
309 students Diverse
Diverse Student Body
Grades K-03
Enoch Cobb Early Learning Center
4.3 mi
150 students Diverse
Diverse Student Body
Grades PK
B-
Barnstable Community Innovation School
5.5 mi | #471 of 824 | Score: 45.4
Dropped 172 spots from last year
-12.8 below state avg
293 students Diverse
Diverse Student Body
Grades K-03
M

Middle Schools

2 schools
Bayberry Christian School
2.2 mi
Grades 01-08
C
Barnstable Intermediate School
4.4 mi | #270 of 352 | Score: 34.4
Improved 18 spots from last year
-23.8 below state avg
642 students Diverse
Diverse Student Body
Grades 05-07
H

High Schools

3 schools
C+
Barnstable High School
4.4 mi | #228 of 346 | Score: 48.6
Improved 39 spots from last year
-9.6 below state avg
1,652 students Diverse
18 sports • 1,820 athletes
Rising School Career Tech Programs College Ready Curriculum Strong Athletics
Grades 08-12
Living Independently Forever, Inc.
5.1 mi
Grades 09-12
A
Sturgis Charter Public School
5.8 mi | #38 of 346 | Score: 68.5
Improved 38 spots from last year
+10.3 above state avg
825 students Moderate
High Graduation Rate Rising School College Ready Curriculum
Grades 09-12
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Including down payment
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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $1,856
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
Total interest paid $0

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Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

Property History

Property Timeline

🏠
Listed for Sale
Mar 26, 2026
$2,999,000
Original listing
Agent: Nicole DeFrancesco Office: Silverstone Capeside Realty Group

Price & Status History

Date Event Price Change
Mar 26, 2026 New Listing Added $2,999,000

Market Statistics

Time on Market
3 hours 39 minutes
Price per Sq Ft
$982

Tax History

Year Taxes Assessment
2025 $22,271 $2,752,900

Financial Details

Annual Property Tax
$22,271
Tax Year 2025
Assessed Value
$2,752,900

Listing Information

Listing Agent Nicole DeFrancesco
Listing Office Silverstone Capeside Realty Group
Agent MLS ID A8001196
Office MLS ID AN6701
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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