191 Westwind Cir, Osterville, MA 02655
OFF MARKET

191 Westwind Cir
Osterville, MA 02655

Osterville
  • 2 Beds
  • 2 Baths
  • 1,856 sqft (on 0.46 acres)

$704,700

Trulia Estimate
as of Jul 4, 2026
Est. Refi. Payment $3,904/mo*
Refinance Your Home

$704,700

Trulia Estimate
as of Jul 4, 2026
Est. Refi. Payment $3,904/mo*
Refinance Your Home
2 Beds
2 Baths
1,856 sqft
(on 0.46 acres)

Local Information

  • Map ViewExplore the area around 191 Westwind Cir.
  • Schools2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Move right into this spacious unit in the Resort Style 55+ Community of Southport that offers, golf, tennis, 2 heated pools, Community Center with exercise room, ballroom, library and much, much more.Popular Vineyard style home featuring master suite with full bath and walk-in closet, 2nd bedroom and another full bath, South facing Sun Room, sun filed dining room with high ceiling and Palladian window. Lowe level could become more room if needed. Attached 1 car garage. Buyer and/or seller to verify all information
191 Westwind Cir, Osterville, MA 02655 is a 2 bedroom, 2 bathroom, 1,856 sqft single-family home in Osterville, built in 1985. It last sold for $420,888 on Jul 17, 2020. It is currently off market. The Trulia Estimate is $704,700, with a rent estimate of $3,229/month.

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 191 Westwind Cir

Interior Features

Heating & Cooling
Heating: Other, GasAir ConditioningCooling System: CentralHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 1
Interior Details
Number of Rooms: 5

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood
Parking & Garage
GarageParking Space: 1Parking: Garage Attached, Off Street

Property Information

Year Built
Year Built: 1985
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Lot Information

Lot Area: 0.46 acres

Price History for 191 Westwind Cir

DatePriceEventSource
07/17/2020$420,888Sold
CCIMLS #22001352
05/14/2020$424,500PendingAgent Provided
05/14/2020$424,500PriceChange
Agent Provided
04/24/2020$409,500PriceChange
Agent Provided
03/03/2020$424,500Listed For SaleAgent Provided
11/02/1992$128,500Sold
N/A

Market trends in Barnstable

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$673K
$7.5KMoM
Sale-to-List Price
98.1%
0.3%MoM
Price per sq ft
$432
$14MoM
Available listings
343
21MoM
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2025
Tax$4,564
Assessment$564,200
Home facts updated by county records

Comparable Sales for 191 Westwind Cir

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
40 Gunstock Road, Osterville, MA
0.13
Single-Family Home
$690,000
09/16/25
3
2
1,830
40 Gunstock Rd, Barnstable, MA
0.13
Single-Family Home
$690,000
09/16/25
3
2
1,330
31 Galahad Circle, Osterville, MA
0.25
Single-Family Home
$540,000
04/15/26
3
3
1,940
55 Seth Goodspeed Way, Osterville, MA
0.38
Single-Family Home
$415,000
11/04/25
2
2
1,040
64 Falling Leaf Ln, Barnstable, MA
0.36
Single-Family Home
$850,000
05/07/26
2
2
1,667
64 Falling Leaf Lane, Osterville, MA
0.36
Single-Family Home
$850,000
05/07/26
2
2
1,667
51 Falling Leaf Ln, Barnstable, MA
0.40
Single-Family Home
$975,000
07/02/26
2
2
2,010
51 Falling Leaf Lane, Osterville, MA
0.41
Single-Family Home
$975,000
07/02/26
2
2
2,010
31 Galahad Cir, Barnstable, MA
0.26
Single-Family Home
$540,000
04/15/26
4
3
1,940
17 Avalon Circle, Osterville, MA
0.30
Single-Family Home
$611,500
11/06/25
3
1.5
1,316

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 191 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

Skip to last item
Skip to first item

Explore by feature - Pet Friendly

7 pet-friendly rentals in Osterville, MA

Explore by feature - Garage

8 rentals with a garage in Osterville, MA

Explore by feature - Air Conditioning

20 rentals with air conditioning in Osterville, MA

Explore by feature - Washer/dryer

30 rentals with a washer/dryer in Osterville, MA

Homes for sale near 191 Westwind Cir

Skip to last item
Skip to first item

Off Market Homes Near 191 Westwind Cir

Skip to last item
Skip to first item