For sale

$2,999,000

18 Winfield Lane, Osterville, MA 02655

3beds

3,055sqft

Est.:

Single Family Residence

Built in 1953

0.87 Acres Lot

$2,985,500 Zestimate^®

$982/sqft

$-- HOA

What's special

Timeless character throughoutPrivate lanePicturesque viewsInviting homeAccess to west bayWarm nostalgic ambianceWide pine floors

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.

6 days

1,067

22

Tour with a local agent

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 3
Bathrooms: 3
Full bathrooms: 3

Primary bedroom

Description: Flooring: Wood
Features: Closet
Level: Second
Area: 352.74
Dimensions: 19.42 x 18.17

Bedroom 2

Description: Flooring: Wood
Features: Bedroom 2, Closet
Level: First
Area: 166.59
Dimensions: 13.42 x 12.42

Bedroom 3

Description: Flooring: Wood
Features: Bedroom 3, Wet Bar, Closet
Level: Second
Area: 281.58
Dimensions: 15.5 x 18.17

Kitchen

Description: Flooring: Vinyl
Features: Kitchen
Level: First
Area: 229.47
Dimensions: 14.42 x 15.92

Living room

Description: Flooring: Wood
Features: Built-in Features, Living Room
Level: First
Area: 530
Dimensions: 17.67 x 30

Heating

Has Heating (Unspecified Type)

Cooling

None

Appliances

Included: Gas Water Heater

Features

Mud Room
Flooring: Vinyl, Wood
Windows: Bay/Bow Windows
Basement: Interior Entry,Partial
Number of fireplaces: 1

Interior area

Total structure area: 3,055
Total interior livable area: 3,055 sqft

Property

Parking

Total spaces: 3
Parking features: Garage - Attached
Attached garage spaces: 2

Features

Stories: 2
Has view: Yes
Has water view: Yes
Water view: Bay/Harbor

Lot

Size: 0.87 Acres
Features: Conservation Area, Near Golf Course, Shopping, Marina, South of Route 28

Details

Parcel number: OSTE M:116 L:103
Zoning: R
Special conditions: Standard

Construction

Type & style

Home type: SingleFamily
Architectural style: Cape Cod
Property subtype: Single Family Residence

Materials

Shingle Siding
Foundation: Block
Roof: Asphalt

Condition

Actual
New construction: No
Year built: 1953

Utilities & green energy

Sewer: Private Sewer

Community & HOA

HOA

Has HOA: No

Location

Region: Osterville

Financial & listing details

Price per square foot: $982/sqft
Tax assessed value: $2,752,900
Annual tax amount: $22,271
Date on market: 3/26/2026
Cumulative days on market: 7 days
Road surface type: Dirt

Estimated market value

$2,985,500

$2.84M - $3.13M

$3,707/mo

Price history

Date	Event	Price
3/26/2026	Listed for sale	$2,999,000$982/sqft
Source: MLS PIN #73492325 Report a problem

Public tax history

Year	Property taxes	Tax assessment
2025	$22,271 +4.8%	$2,752,900 +1.2%
2024	$21,250 +3.4%	$2,720,900 +10.4%
2023	$20,548 +40.7%	$2,463,800 +62.6%
2022	$14,603 -2.4%	$1,514,800 +6.3%
2021	$14,955 -2.3%	$1,425,600 +2.1%
2020	$15,308 -6.4%	$1,396,700 -3.7%
2019	$16,356 -0.5%	$1,450,000 -1%
2018	$16,435 +5.3%	$1,464,800 +1%
2017	$15,608 -0.1%	$1,450,600 +1.2%
2016	$15,622 -1.2%	$1,433,200 -1.6%
2015	$15,806 +2.1%	$1,456,800 0%
2014	$15,487 +0.4%	$1,456,900 -3.3%
2013	$15,420 +7.2%	$1,505,900 +3.1%
2012	$14,389 +4.8%	$1,460,800 -0.2%
2011	$13,731 +3.9%	$1,463,900 +0%
2010	$13,215 -11%	$1,463,500 -21.3%
2009	$14,845 +0.3%	$1,860,300 -4.3%
2008	$14,800 +9.3%	$1,944,800 -9.3%
2007	$13,546	$2,143,300