OFF MARKET

Off market jan 2006 for $2.3M

$3,502,375

Est. refi paymentEst. refi $5,355/mo

•

3,137

sq ft

40 Winfield Ln, Osterville, MA 02655

About this home

Olde Cape Cod charm on Osterville's pristine Winfield Lane. A Unique property with water views, romantic gardens and deeded beach rights on scenic West Bay. Every detail of this Bow Roof Cape is charming--from its setting to its decor. Designed by the renowned architect, John Barnard, Winfield Cottage is a unique property that reflects the romance of olde Cape Cod....a perfect summer or year round retreat in the heart of the Village of Osterville.

Single-familyProperty Type

1940Year Built

0.57 acresLot Size

$1,116Est. Price/Sq.Ft.

2 car garageParking

Listed by Muriel Hallet • Oyster Real Estate

Bought with Stephen Perry • Buyer Brokerage of Osterville

Redfin checked: a minute ago

•Source:CCIMLS #20508399

Redfin Estimate

$3,502,375

$1.2M since sold in January 2006$55K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 60.7% higher than the average sale price ($2.18M) of 6 comparable homes.

SOLD SEP 2, 2026
$3,900,000
A
4 beds4.5 baths4,241 sq ft
30 Cockachoiset Ln, Osterville, MA 02655
SOLD JUL 29, 2026
$1,495,000
B
4 beds4 baths2,509 sq ft
25 Manor Way, Osterville, MA 02655
SOLD JUL 21, 2026
$2,800,000
C
3 beds3.5 baths2,676 sq ft
106 Hathaway Rd, Osterville, MA 02655
SOLD MAY 14, 2026
$2,700,000
D
3 beds3 baths3,055 sq ft
18 Winfield Way, Osterville, MA 02655
SOLD MAY 8, 2026
$1,349,000
E
4 beds2.5 baths2,326 sq ft
77 Robbins St, Osterville, MA 02655
SOLD JUL 21, 2026
$835,000
F
4 beds2.5 baths2,585 sq ft
153 Hickory Hill Circke, Osterville, MA 02655

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Earn from this home

Sell

$2,521,797

Est. take-home

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Est. cash available

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Rent

$4,462/mo

Redfin rental estimate

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Market trends in 02655, MA

Last updated September 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-list price

96.1%

+0.3% MoM

Median sale price

$1.1M

$81K MoM

Avg. days on market

40d

1 days MoM

Recently sold homes

4 MoM

New listings for sale

$3,375,000
4 beds3.5 baths3,101 sq ft
218 Scudder Rd, Osterville, MA 02655
See all

Provided by Redfin

Sale history for 40 Winfield Ln

Year

Property tax

Land + Additions

Assessment*

2023

$18,543 (−20.2%)

$1,628,900 + $594,500

$2,223,400

2022

$23,237 (+10.9%)

$1,864,700 + $545,800

$2,410,500

2021

$20,955 (+3.3%)

$1,535,600 + $462,000

$1,997,600

2020

$20,290 (−4.5%)

$1,425,900 + $425,400

$1,851,300

2019

$21,255 (−0.8%)

$1,508,200 + $376,100

$1,884,300

2018

$21,421 (+5.2%)

$1,587,600 + $321,600

$1,909,200

2017

$20,364 (+1.7%)

$1,587,600 + $305,000

$1,892,600

2015

$20,018

$1,572,500 + $272,500

$1,845,000

Tax history for 40 Winfield Ln

Year

Property tax

Land + Additions

Assessment*

2023

$18,543 (−20.2%)

$1,628,900 + $594,500

$2,223,400

2022

$23,237 (+10.9%)

$1,864,700 + $545,800

$2,410,500

2021

$20,955 (+3.3%)

$1,535,600 + $462,000

$1,997,600

2020

$20,290 (−4.5%)

$1,425,900 + $425,400

$1,851,300

2019

$21,255 (−0.8%)

$1,508,200 + $376,100

$1,884,300

2018

$21,421 (+5.2%)

$1,587,600 + $321,600

$1,909,200

2017

$20,364 (+1.7%)

$1,587,600 + $305,000

$1,892,600

2015

$20,018

$1,572,500 + $272,500

$1,845,000

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

3.5

Stories

Lot width

—

Lot depth

—

Lot size

0.57 Acres

Year renovated

—

Sq. Ft.

2,798

Year built

1940

Style

Single Family Residential

County

Barnstable County

APN

2232015

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 19, 2023.

Property details

Parking

Parking Information
Parking Features: Garage Door Opener, Driveway, Unpaved, Gravel

Garage Infromation
Has Garage
Has Attached Garage
Garage Spaces: 2

Interior

Bathroom Information
# of Bathrooms (Full): 3
# of Bathrooms (1/2): 1

Basement Information
Basement: Partial

Fireplace Information
FireplacesTotal: 2

Other Room Information
Total Rooms : 9

Interior Features
Flooring: Wood, Tile
Appliances: Natural Gas, Water Heater
Patio And Porch Features: Deck, Patio, Porch

Exterior

Exterior Features
Exterior Features: Outdoor Shower, Garden, Underground Sprinkler System
Construction Materials: Shingle Siding
Roof: Pitched, Wood, Shingle

Property Information
Property Sub Type: Single Family Residence
Other Structures: Outbuilding

Lot Information
Lot Features: Cleared, Level, Views
Waterfront Features: Salt, Other - See Remarks, Waterview
Water Source: Public

Building Information
Year Built: 1940

Utilities

Heating & Cooling
Has Heating
Heating: Natural Gas
Has Cooling
Cooling: Central Air

Location

Location Information
Directions: Osterville center to West Bay Road, left on Eel River Road to second dirt road on right hand side. Winfield Cottage is the Bow Roof Cape on the right. No sign on property.

Public facts

Beds: 4
Baths: 3.5
Sq. Ft.: 2,798
Stories: 2.0
Lot Size: 0.57 acres
Style: Single Family Residential
Year Built: 1940
Year Renovated: —
County: Barnstable County
APN: 2232015

Home facts updated by county records on Jul 19, 2023

Around this home

Schools

Barnstable United Elementary School

Public 4-5 • Assigned • 2.6mi

3/10

Barnstable High School

Public 8-12 • Assigned • 4.2mi

3/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

6/10 Flood Factor

Estimated 59-73% chance of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

4/10 Heat Factor

7 days above 88° expected this year, 18 days in 30 years

8/10 Wind Factor

80% chance of strong winds in next 30 years

4/10 Air Factor

4 unhealthy days expected this year, 4 days in 30 years

Provided by First Street

Historical weather

Osterville, MA • 02655

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.8 hours in June and 4.5 hours in December, placing it below the U.S. average for solar exposure.

8.8 hrs

4.5 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$3.33M – $4.03M

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Nearby similar homes

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New listings for sale in 02655

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Home values near 40 Winfield Ln

Data from public records.

Address	Redfin Estimate
27 Winfield Way, Osterville, MA 4 Beds \| 5.5 Baths \| 5627 Sq. Ft.	$5,926,220
60 Winfield Way, Osterville, MA 4 Beds \| 2 Baths \| 4058 Sq. Ft.	$3,467,761

Address	Redfin Estimate
11 Winfield Way, Osterville, MA 4 Beds \| 5 Baths \| 3027 Sq. Ft.	$3,138,351
10 Eel River Road, Osterville, MA 4 Beds \| 5.5 Baths \| 4167 Sq. Ft.	$3,504,261

Address	Redfin Estimate
18 Winfield Way, Osterville, MA 3 Beds \| 3 Baths \| 3055 Sq. Ft.	$3,256,586
7 Eel River Road, Osterville, MA 6 Beds \| 5.5 Baths \| 4432 Sq. Ft.	$4,561,811

Property information provided by CCIMLS when last listed in 2005. This data may not match . Learn more.

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