0 Windswept Way, Osterville, MA 02655
Property image
Property image
OFF MARKET

0 Windswept Way
Osterville, MA 02655

Osterville

    $7,719,000

    Trulia Estimate
    as of Jul 31, 2026
    Est. Refi. Payment $43,519/mo*
    Refinance Your Home

    $7,719,000

    Trulia Estimate
    as of Jul 31, 2026
    Est. Refi. Payment $43,519/mo*
    Refinance Your Home
    (on 2.26 acres)

    Local Information

    • Map ViewExplore the area around 0 Windswept Way.
    • Schools2 Elementary Schools2 Middle Schools1 High School
    • Shop & Eat
    -- mins to
    Commute Destination

    Home Highlights

    Property Type
    Lot/Land
    Lot Size
    2.26 acres

    About this House

    Grand Estate Setting! Rare opportunity! Only available waterfront building site in Oyster Harbors. 2 1/4 acres, plus or minus, with 210 feet of shore front. Desirable South Western exposure. Subdivided parcel from important, large estate. Charming carriage house with four car garage which might be used as a guest house. Rolling lawn and tennis court. Very private location.24 hour gated security.Be sure to view the virtual tour.
    0 Windswept Way, Osterville, MA 02655 is a lot/land in Osterville. It last sold for $6,650,000 on Sep 21, 2017 (2% below the $6,800,000 asking price). It is currently off market. The Trulia Estimate is $7,719,000, with a rent estimate of $5,099/month.

    Home Details for 0 Windswept Way

    Interior Features

    Fireplace & Spa
    No Fireplace

    Exterior Features

    Frontage
    WaterfrontWaterfront: Bay, Salt, Private, Ocean Front, Beach FrontResponsible for Road Maintenance: Assoc MaintainedRoad Surface Type: PavedOn Waterfront
    Water & Sewer
    Sewer: Private Sewer

    Days on Market

    Cumulative Days on Market: 21

    Property Information

    Property Type / Style
    Property Type: LandProperty Subtype: Land
    Property Information
    Parcel Number: BARN025 002

    Price & Status

    Price
    List Price: $6,800,000

    Active Status

    MLS Status: Closed

    Media

    Location

    Direction & Address
    City: Osterville

    HOA

    Has an HOA

    Lot Information

    Lot Area: 2.26 Acres

    Listing Info

    Special Conditions: None

    Offer

    Listing Terms: Cash

    Miscellaneous

    Mls Number: 21712183Showing Requirements: Call Listing Office, Appointment Required, Call Listing Agent

    Additional Information

    HOA Amenities: Trash, Snow Removal, Security
    Last check for updates: about 21 hours ago
    Listed by Herb Pheeney
    Oyster Real Estate
    Bought with: Herb Pheeney, Oyster Real Estate
    Source: CCIMLS, MLS#21712183

    Price History for 0 Windswept Way

    DatePriceEventSource
    09/21/2017$6,650,000Sold
    CCIMLS #21712183

    Market trends in Barnstable

    Last updated June 2026
    Buyer'sMarketSeller'sMarket
    Avg. sale price
    $702K
    $29.31K    MoM
    Sale-to-List Price
    98.2%
    0.1%    MoM
    Price per sq ft
    $442
    $11    MoM
    Available listings
    366
    23    MoM
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    Comparable Sales for 0 Windswept Way

    Address
    Distance
    Property Type
    Sold Price
    Sold Date
    Bed
    Bath
    Sqft
    21 Indian Trail, Osterville, MA
    0.71
    Lot/Land
    $3,350,000
    12/12/25
    -
    -
    21 Indian Trl, Barnstable, MA
    0.74
    Lot/Land
    $3,350,000
    12/12/25
    -
    -
    135 Putnam Avenue (Land), Cotuit, MA
    0.66
    Lot/Land
    $7,500,000
    04/30/26
    -
    -
    311 Waquoit Road, Cotuit, MA
    1.87
    Lot/Land
    $450,000
    05/12/26
    -
    -
    222 Willowbend Drive, Mashpee, MA
    2.14
    Lot/Land
    $800,000
    10/17/25
    -
    -
    75 Bob-White Run, Cotuit, MA
    2.15
    Lot/Land
    $212,000
    06/25/26
    -
    -
    75 Bob White Run, Barnstable, MA
    2.15
    Lot/Land
    $212,000
    06/25/26
    -
    -
    31 N Glen Drive, Mashpee, MA
    2.43
    Lot/Land
    $1,150,000
    11/14/25
    -
    -
    78 Brittany Drive, Cotuit, MA
    2.62
    Lot/Land
    $430,000
    05/13/26
    -
    -
    37 Ships Rudder Drive, Mashpee, MA
    2.77
    Lot/Land
    $225,000
    10/15/25
    -
    -

    Nearby homes

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    Assigned Schools

    These are the assigned schools for 0 Windswept Way.
    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

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    Apartments for Rent

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    Explore by feature - Pet Friendly

    8 pet-friendly rentals in Osterville, MA

    Explore by feature - Garage

    9 rentals with a garage in Osterville, MA

    Explore by feature - Air Conditioning

    26 rentals with air conditioning in Osterville, MA

    Explore by feature - Pool

    Explore by feature - Washer/dryer

    24 rentals with a washer/dryer in Osterville, MA

    Homes for sale near 0 Windswept Way

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    Off Market Homes Near 0 Windswept Way

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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.