16 Westwind Cir, Osterville, MA 02655
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OFF MARKET

16 Westwind Cir
Osterville, MA 02655

Osterville
  • 2 Beds
  • 2 Baths
  • 1,156 sqft (on 0.35 acres)

$702,100

Trulia Estimate
as of Jul 21, 2026
Est. Refi. Payment $3,990/mo*
Refinance Your Home

$702,100

Trulia Estimate
as of Jul 21, 2026
Est. Refi. Payment $3,990/mo*
Refinance Your Home
2 Beds
2 Baths
1,156 sqft
(on 0.35 acres)

Local Information

  • Map ViewExplore the area around 16 Westwind Cir.
  • Schools2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1985
Lot Size
0.35 acres
Living Area
1,156 sqft
Price/Sqft
$607

Description

Fantastic 2 bedroom, 2 bath Ranch in established Osterville neighborhood. The lower level has two finished rooms with full size windows, and a slider creating natural light which are ideal for overnight guests and family room area. There are wood floors throughout the kitchen, living room and hallway. As you walk in through the breeze way, you enter into the den/family room with a fireplace and slider to the large deck with Azak flooring that overlooks a large landscaped yard! The large eat-in kitchen has plenty of cabinets and counter space. The Master bedroom has a private bath and large closet. The home also has a new water heater, a sprinkler system, one car garage and a passing 3 bedroom Title V. The roof is about 4 years old. South of 28 with back road access to Osterville Village and spectacular Dowses and Craigville Beaches
16 Westwind Cir, Osterville, MA 02655 is a 2 bedroom, 2 bathroom, 1,156 sqft single-family home in Osterville, built in 1985. It last sold for $605,000 on Sep 16, 2021. More recently, it was listed as a rental in February 2014 with an asking price of $1,400 per month. That rental listing was removed on April 8, 2014. It is currently off market. The Trulia Estimate is $702,100, with a rent estimate of $3,202/month.

Home Details for 16 Westwind Cir

Interior Features

Heating & Cooling
Heating: Other, GasHeating Fuel: Other
Interior Details
Number of Rooms: 7

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood

Property Information

Year Built
Year Built: 1985
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Lot Information

Lot Area: 0.35 acres

Price History for 16 Westwind Cir

DatePriceEventSource
09/16/2021$605,000Sold
MLS PIN #72880316
09/04/2015$285,000Sold
CCIMLS #21501167
08/11/2015$295,900PendingAgent Provided
05/28/2015$295,900PriceChange
Agent Provided
04/24/2015$299,900PriceChange
Agent Provided
03/04/2015$310,000Listed For SaleAgent Provided
04/08/2014$1,400ListingRemovedAgent Provided
02/02/2014$1,400Listed For RentAgent Provided
12/19/2003$300,000Sold
N/A
08/27/1993$123,000Sold
N/A

Market trends in Barnstable

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$702K
$29.31KMoM
Sale-to-List Price
98.2%
0.1%MoM
Price per sq ft
$442
$11MoM
Available listings
366
23MoM
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Property Tax and Assessment

Year2025
Tax$4,588
Assessment$567,100
Home facts updated by county records

Comparable Sales for 16 Westwind Cir

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
55 Seth Goodspeed Way, Osterville, MA
0.19
Single-Family Home
$415,000
11/04/25
2
2
1,040
17 Avalon Cir, Barnstable, MA
0.17
Single-Family Home
$611,500
11/06/25
3
1.5
1,316
17 Avalon Circle, Osterville, MA
0.17
Single-Family Home
$611,500
11/06/25
3
1.5
1,316
40 Gunstock Rd, Barnstable, MA
0.15
Single-Family Home
$690,000
09/16/25
3
2
1,330
40 Gunstock Road, Osterville, MA
0.15
Single-Family Home
$690,000
09/16/25
3
2
1,830
35 Sharon Cir, Barnstable, MA
0.25
Single-Family Home
$665,000
09/23/25
3
2
1,200
31 Galahad Circle, Osterville, MA
0.15
Single-Family Home
$540,000
04/15/26
3
3
1,940
35 Sharon Circle, Osterville, MA
0.26
Single-Family Home
$665,000
09/23/25
3
2
1,196
64 Falling Leaf Ln, Barnstable, MA
0.48
Single-Family Home
$850,000
05/07/26
2
2
1,667
64 Falling Leaf Lane, Osterville, MA
0.48
Single-Family Home
$850,000
05/07/26
2
2
1,667

Nearby homes

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Assigned Schools

These are the assigned schools for 16 Westwind Cir.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

Osterville
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Osterville

At least 22 Trulia users voted on each feature.

  • 91 % Say car is needed

  • 83 % Say parking is easy

  • 78 % Say there's wildlife

  • 76 % Say yards are well-kept

  • 73 % Say it's quiet

  • 71 % Say it's dog friendly

  • 63 % Say neighbors are friendly

  • 63 % Say there's holiday spirit

  • 59 % Say they plan to stay for at least 5 years

  • 57 % Say people would walk alone at night

  • 50 % Say kids play outside

  • 49 % Say it's walkable to restaurants

  • 40 % Say there are community events

  • 38 % Say it's walkable to grocery stores

  • 27 % Say there are sidewalks

  • 25 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Jacqueline Hicks
    "This area lacks decent public transportation. Having a car is extremely helpful. The is the bus system but it isn’t that reliable and it doesn’t have lots of stops and routes so one has to walk a distance to get to path of bus"
    0
    Flag
  • Trulia User
    "moderate traffic at regular business hours, otherwise VERY easy travel, and safe drivers on the road "
    0
    Flag
  • Purplevelvet917
    "The bus goes by only once an hour each way. A car is helpful. Summer traffic make the commute slow so allow for extra time."
    1
    Flag
  • Joshtweaver
    "Very friendly upscale area with beautiful scenery. Great for a summer vacation. Very peaceful. Can get quiet at times so if you’re looking for excitement you may want to look elsewhere. "
    14
    Flag
  • Joshtweaver
    "Great area for kids to grow up or spend the summers in. Very friendly community feel. Safe to walk around in. "
    0
    Flag
  • Ashleighmaeb
    "An hour and a half drive back to Boston if your lucky. You can fly which is way more convenient but driving is the cheapest. It’s our summer home so we don’t care that much since we’re down all summer."
    2
    Flag
  • Hudson
    "I’ve lived in this neighborhood for over 3 years and love it. The neighbors are nice and there are lots of kids and young families."
    0
    Flag
  • bagleyheath
    "Ostervile, lovely place apart from the people. Rude arrogant, dont you know who I am? types where the rules of civilty only apply to others. If you are in the top 1% or aspire to be you'll love it."
    1
    Flag

LGBTQ Local Legal Protections

Apartments for Rent

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Explore by feature - Pet Friendly

7 pet-friendly rentals in Osterville, MA

Explore by feature - Garage

14 rentals with a garage in Osterville, MA

Explore by feature - Air Conditioning

27 rentals with air conditioning in Osterville, MA

Explore by feature - Pool

Explore by feature - Washer/dryer

27 rentals with a washer/dryer in Osterville, MA

Homes for sale near 16 Westwind Cir

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Off Market Homes Near 16 Westwind Cir

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