Pending
Sale Pending at 295 Westwind Cir, Osterville, MA 02655 | MLS# 73544012 | Listing updated on 2026-09-23
Photo 1 of Sale Pending at 295 Westwind Cir, Osterville, MA 02655 | MLS# 73544012 | Listing updated on 2026-09-23
Photo 2 of Sale Pending at 295 Westwind Cir, Osterville, MA 02655 | MLS# 73544012 | Listing updated on 2026-09-23
Photo 3 of Sale Pending at 295 Westwind Cir, Osterville, MA 02655 | MLS# 73544012 | Listing updated on 2026-09-23
Photo 4 of Sale Pending at 295 Westwind Cir, Osterville, MA 02655 | MLS# 73544012 | Listing updated on 2026-09-23
31+
Beds Icon

Street View

$649,000

Monthly Est:$3,230

  • Beds Icon2 Beds
  • Beds Icon
    2 Baths
  • Beds Icon1,208sqft

295 Westwind Cir, Osterville, MA 02655

$3,230/moEst:

Get Pre-Approved

  • Single Family Residence

  • Built in 1985

  • $-- HOA

  • 0.38 acre lot

  • $537/sq.ft

Description

Nestled south of Route 28, this charming Osterville ranch offers a perfect blend of classic Cape Cod character & modern comfort. A private front patio welcomes you, providing an ideal spot for a pair of Adirondack chairs. The interior has been thoughtfully reimagined for contemporary living w/ a bright, open-concept layout. Cathedral ceilings, a skylight & sliders leading to a deck create a sun-drenched dining area and an inviting atmosphere. The kitchen features a central island that serves as a natural gathering spot before transitioning into the living room. Anchored by a fireplace, this central living space feels remarkably open & airy. The home includes 2 bedrooms, featuring a primary en-suite with brand-new carpeting flowing throughout. The living space extends to a walkout basement, providing a versatile layout that easily adapts to your specific needs. This lower level opens to a private, level yard, ensuring this Osterville gem is ready for you & its next chapter to begin.

  • Houzeo last checked: 10 hours ago
  • Listing updated: September 23, 2026 at 7:30 am
  • Listing Provided by: Cynthia Crawford (508) 737-1481 | Compass (508) 206-8726
  • Source: MLS Property Information Network-MA | MLS#: 73544012 MLS Property Information Network-MA

Property Details

  • Status

    Pending

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Barnstable County

  • City

    Osterville

  • Neighborhood

    --

  • Year Built

    1985

  • HOA Fees

    -

  • Finished Area

    1,208 sqft

  • Lot Size

    0.38 acre lot

  • Basement Area

    - sqft

  • MLS Name

    MLS Property Information Network

  • MLS Number

    73544012

  • MLS Status

    Under Agreement

  • Days on Market

    99

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 2

    Bathrooms: 2

Interior

  • Sewer

    Private Sewer

  • Appliances

    Gas Water Heater

  • Cooling

    None

  • Heating

    Baseboard, Natural Gas

Construction

  • Year Built

    Year Built: 1985

  • Home type

    Single Family Residence

  • Foundation Details

    Concrete Perimeter

  • Architectural Style

    Ranch

Utilities & Energy

  • Water Source

    Public

  • Basement

    Full, Partially Finished, Walk Out Access, Interior Entry

  • Parking Features

    Attached

Other Features

  • Community Features

    Shopping, Highway Access, Private School

  • Lot Features

    Corner Lot

Price History

DateEventPrice

09/23/2026

Source: mls_logoMLS Property Information Network-MA #73544012

Pending

$649,000

$537/sqft

09/09/2026

Source: mls_logoMLS Property Information Network-MA #73544012

Contingent (Active Under Contract)

$649,000

$537/sqft

07/01/2026

Source: mls_logoCape Cod And Islands MLS-MA #22603216

Listed for Sale

$649,000

$537/sqft

Getting Around 295 Westwind Cir

Bike Score®

Bike Score

Somewhat Bikeable

23/100

Walk Score®

Walk Score

Car-Dependent

25/100

Transit Score®

Transit Score

No Nearby Transit

0/100

Data provided by Redfin

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Based on information provided to and compiled by MLS Property Information Network, Inc. covering through Oct 09, 2026, 02:30PM. The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third-party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified. © 2026 MLS Property Information Network, Inc. All Rights Reserved.

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