166 West Wind Circle, Osterville, MA 02655
OFF MARKET

166 West Wind Circle
Osterville, MA 02655

Osterville
  • 3 Beds
  • 3 Baths
  • 1,248 sqft (on 0.54 acres)

$782,500

Trulia Estimate
as of Jun 7, 2026
Est. Refi. Payment $4,352/mo*
Refinance Your Home

$782,500

Trulia Estimate
as of Jun 7, 2026
Est. Refi. Payment $4,352/mo*
Refinance Your Home
3 Beds
3 Baths
1,248 sqft
(on 0.54 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Hidden gem! Tucked away, south of Route 28, quiet corner lot, & Gunite Pool! 1-Floor living, cathedral Living Room with fireplace opens to Kitchen and Dining area, Laundry area, slider to large Deck overlooking private Yard and Pool. Master Bedroom with private bath, 2 additional Bedrooms. Central A/C on main floor. Finished walk-out Lower Level with Den, Living Room with slider to yard, Bonus Room and Full Bath! Solar panels on rear roof (owned) 2013, Roof 2005, Septic 2007, Pool Pump 2017...Great Value! Short Sale requiring 3rd party approval.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from September 03, 2024

Home Highlights

Parking
1 Car Garage
Outdoor
Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 166 West Wind Circle

Interior Features

Interior Details
Basement: Finished,Interior Entry,FullNumber of Rooms: 6Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Master Bathroom, Kitchen, Living Room, Basement
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 1248 Square Feet
Appliances & Utilities
Appliances: Dishwasher, Refrigerator, Gas Water HeaterDishwasherLaundry: First FloorRefrigerator
Heating & Cooling
Heating: Hot WaterHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Hot Water
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Wood BurningHas a Fireplace
Gas & Electric
Electric: Photovoltaics Seller Owned
Windows, Doors, Floors & Walls
Window: Skylight(s)Flooring: Other
Levels, Entrance, & Accessibility
Stories: 1Floors: Other

Exterior Features

Exterior Home Features
Roof: Asphalt PitchedExterior: Private Yard, Underground SprinklerFoundation: PouredHas a Private Pool
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 4Parking: Garage Attached, Open
Pool
Pool: Gunite, In GroundPool
Frontage
Road Frontage: PublicRoad Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (below surface): 800 Square Feet

Days on Market

Cumulative Days on Market: 132

Property Information

Year Built
Year Built: 1985
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Shingle SidingNot a New ConstructionNot Attached PropertyDoes Not Include Home Warranty
Property Information
Condition: ActualParcel Number: 121011015

Price & Status

Price
List Price: $399,900

Active Status

MLS Status: Closed

Location

Direction & Address
City: Osterville
School Information
Elementary School District: BarnstableJr High / Middle School District: BarnstableHigh School District: Barnstable

Building

Building Area
Building Area: 1248 Square Feet

HOA

No HOA

Lot Information

Lot Area: 0.54 acres

Listing Info

Special Conditions: Short Sale

Offer

Listing Terms: FHA

Miscellaneous

BasementMls Number: 21908623Showing Requirements: Appointment Required, Yard Sign
Last check for updates: about 8 hours ago
Listed by Chuck Tuttle, (508) 367-8800
Kinlin Grover Real Estate
Bought with: Heather I Wilson, Kinlin Grover Real Estate
Source: CCIMLS, MLS#21908623

Price History for 166 West Wind Circle

DatePriceEventSource
07/10/2020$392,000Sold
CCIMLS #21908623

Market trends in Barnstable

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$680K
$5.83KMoM
Sale-to-List Price
98.3%
0.6%MoM
Price per sq ft
$418
$3MoM
Available listings
322
87MoM
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Comparable Sales for 166 West Wind Circle

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
31 Galahad Circle, Osterville, MA
0.31
Single-Family Home
$540,000
04/15/26
3
3
1,940
40 Gunstock Rd, Barnstable, MA
0.18
Single-Family Home
$690,000
09/16/25
3
2
1,330
106 Hickory Hill Cir, Barnstable, MA
0.10
Single-Family Home
$810,000
06/24/25
3
2
1,650
31 Galahad Cir, Barnstable, MA
0.31
Single-Family Home
$540,000
04/15/26
4
3
1,940
33 Aspen Way, Osterville, MA
0.23
Single-Family Home
$660,000
10/03/25
3
1.5
1,276
40 Gunstock Road, Osterville, MA
0.18
Single-Family Home
$690,000
09/16/25
3
2
1,830
7 Fox Hollow Lane, Osterville, MA
0.44
Single-Family Home
$560,000
06/27/25
3
2
1,560
17 Avalon Circle, Osterville, MA
0.36
Single-Family Home
$611,500
11/06/25
3
1.5
1,316
17 Avalon Cir, Barnstable, MA
0.36
Single-Family Home
$611,500
11/06/25
3
1.5
1,316
369 Bumps River Road, Osterville, MA
0.46
Single-Family Home
$625,000
04/30/26
3
2
1,152

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Assigned Schools

These are the assigned schools for 166 West Wind Circle.
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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

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Apartments for Rent

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Homes for sale near 166 West Wind Circle

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Off Market Homes Near 166 West Wind Circle

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All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Detailed information about real estate listings held by brokerage firms other than CC&I Assoc. of REALTORS®, Inc. includes the name of the listing company. Neither the listing company nor CC&I Assoc. of REALTORS®, Inc. shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. This site was last updated 2022-04-05 08:58:10 PDT. All properties are subject to prior sale, changes, or withdrawal. Copyright 2022© Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved.

Homes for rent near 166 West Wind Circle

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166 West Wind Circle, Osterville, MA 02655 is a 3 bedroom, 3 bathroom, 1,248 sqft single-family home built in 1985. 166 West Wind Circle is located in Osterville, Osterville. This property is not currently available for sale. 166 West Wind Circle was last sold on Jul 10, 2020 for $392,000 (2% lower than the asking price of $399,900). The current Trulia Estimate for 166 West Wind Circle is $782,500.