Welcome to 111 W Wind Cir, a beautifully renovated single-family home nestled in the heart of Osterville, MA. This stunning 3-bedroom, 2-bathroom property has been thoughtfully updated and offers comfortable living across 1,248 square feet of well-designed space. Step inside to find a bright and airy layout with six inviting rooms, perfect for relaxing or entertaining. The newly renovated kitchen boasts modern updates and plenty of space to cook and gather. Both bathrooms have been tastefully updated to offer a fresh, contemporary feel. Cozy up by the charming fireplace in the living area, creating a warm and welcoming ambiance throughout the seasons. Outside, enjoy the serene surroundings from your private deck - ideal for morning coffee, evening dinners, or simply unwinding in nature. The home offers the convenience of air conditioning to keep you comfortable year-round. A walk out basement offers exceptional additional living space and is tastefully finished. Parking will never be a concern with an included garage and additional parking spaces. Whether you're looking for a full-time residence or a seasonal retreat, this property offers both comfort and practicality in a fant
For sale
$795,000
111 Westwind Circle, Osterville, MA 02655
3beds
1,248sqft
Single Family Residence
Built in 1985
0.5 Acres Lot
$757,900 Zestimate®
$637/sqft
$-- HOA
What's special
- 2 days |
- 428 |
- 20 |
Zillow last checked:
Listing updated:
Listed by:
W&W Boston/Cape Cod Connection 508-776-1971,
Compass Massachusetts, LLC,
Joan Witter 508-776-1971,
Compass Massachusetts, LLC
Source: CCIMLS,MLS#: 22604019
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Heating
- Hot Water
Cooling
- Central Air
Appliances
- Included: Dishwasher, Refrigerator, Gas Range, Gas Water Heater
Features
- Flooring: Hardwood, Carpet, Tile
- Basement: Finished,Interior Entry,Full
- Has fireplace: No
Interior area
- Total structure area: 1,248
- Total interior livable area: 1,248 sqft
Property
Parking
- Total spaces: 1
- Parking features: Garage - Attached, Open
- Attached garage spaces: 1
- Has uncovered spaces: Yes
Features
- Stories: 1
- Patio & porch: Deck
- Exterior features: Outdoor Shower
Lot
- Size: 0.5 Acres
- Features: Public Tennis, School, House of Worship, Near Golf Course, Shopping, South of Route 28
Details
- Parcel number: OSTE M:0121 B:0011 L:0036
- Zoning: RC
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Ranch
- Property subtype: Single Family Residence
Materials
- Clapboard, Shingle Siding
- Foundation: Poured
- Roof: Asphalt, Pitched
Condition
- Updated/Remodeled, Actual
- New construction: No
- Year built: 1985
- Major remodel year: 2015
Utilities & green energy
- Sewer: Septic Tank, Septic Tank
Community & HOA
HOA
- Has HOA: No
Location
- Region: Osterville
Financial & listing details
- Price per square foot: $637/sqft
- Tax assessed value: $563,700
- Annual tax amount: $3,833
- Date on market: 8/17/2026
- Cumulative days on market: 2 days
- Road surface type: Paved
Estimated market value
$757,900
$720,000 - $796,000
$3,692/mo
Price history
| Date | Event | Price |
|---|---|---|
| 8/18/2026 | Listed for sale | $795,000+198.5%$637/sqft |
Source: MLS PIN #73565006 Report a problem | ||
| 9/20/2013 | Sold | $266,325-16.5%$213/sqft |
Source: CCIMLS #21307399 Report a problem | ||
| 8/10/2013 | Listed for sale | $319,000$256/sqft |
Source: Kinlin Grover Real Estate #71567864 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $4,387 +4.3% | $542,300 +0.6% |
| 2024 | $4,208 +3.6% | $538,800 +10.6% |
| 2023 | $4,062 +7.1% | $487,000 +23.8% |
| 2022 | $3,793 +4.4% | $393,500 +13.6% |
| 2021 | $3,634 -3.7% | $346,400 +0.6% |
| 2020 | $3,772 +4.4% | $344,200 +7.5% |
| 2019 | $3,612 +7.5% | $320,200 +6.9% |
| 2018 | $3,360 +6.9% | $299,500 +2.6% |
| 2017 | $3,142 -1.7% | $292,000 -0.4% |
| 2016 | $3,197 +6.5% | $293,300 +6% |
| 2015 | $3,003 +2% | $276,800 0% |
| 2014 | $2,943 +1.7% | $276,900 -2% |
| 2013 | $2,893 +6.6% | $282,500 +2.5% |
| 2012 | $2,714 +4.5% | $275,500 -0.5% |
| 2011 | $2,597 +3.1% | $276,900 -0.8% |
| 2010 | $2,519 +12.7% | $279,000 -0.4% |
| 2009 | $2,236 -7.8% | $280,200 -12% |
| 2008 | $2,424 +23.2% | $318,500 +2.3% |
| 2007 | $1,968 +2.1% | $311,400 +1.9% |
| 2006 | $1,928 +11.7% | $305,600 +7.1% |
| 2005 | $1,726 +0.2% | $285,300 +85.7% |
| 2004 | $1,723 | $153,600 |
| 2003 | $1,723 +24.8% | $153,600 |
| 2001 | $1,381 -4.7% | $153,600 +35.7% |
| 2000 | $1,449 | $113,200 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
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Neighborhood: Osterville
Nearby schools
GreatSchools rating
- 3/10Barnstable United Elementary SchoolGrades: 4-5Distance: 0.7 mi
- 3/10Barnstable High SchoolGrades: 8-12Distance: 3.4 mi
- 8/10West Villages Elementary SchoolGrades: K-3Distance: 0.9 mi
Schools provided by the listing agent
- District: Barnstable
Source: CCIMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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A local agent can set up tours, give advice and negotiate with sellers.
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