# 295 Westwind Circle, Osterville, MA 02655 > **TL;DR:** 2bd/2ba single family, $649,000 ($359/sqft), built 1985, 1,808 sqft. > Fireplace, 1-car garage. Est. $3,471/mo. Listed 121 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $649,000 | | Price/sqft | $359 | | Bedrooms | 2 | | Bathrooms | 2 full | | Square Feet | 1,808 | | Year Built | 1985 | | Lot Size | 16,553 sqft (0.38 acres) | | Stories | 1 | | Garage | 1-car | | Property Type | Single Family (Single Family Residence) | | Status | Pending | | Days on Market | 121 | ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $3,282 | | Estimated Insurance | $189 | | **Total** | **$3,471** | ## Key Amenities - Fireplace - 1-car garage ## Property Highlights - Built in 1985 - 0.38 acre lot - Fireplace ## Description ### Agent Description Nestled in a neighborhood south of Route 28, this charming Osterville ranch offers the perfect blend of classic Cape Cod character & modern comfort. Before you even step inside, a private front patio welcomes you, the ideal spot for a pair of Adirondack chairs. The interior has been thoughtfully reimagined for contemporary living w/ a bright open concept layout. Upon entry, you're greeted by a sun-drenched dining area that sets an inviting tone w/ its cathedral ceilings, a skylight & sliders that lead out to a freshly painted deck. The kitchen offers a central island providing a natural gathering spot before transitioning into the living room. Anchored by a fireplace this central living space feels remarkably open & airy. The home features 2 bedrooms, including a primary en-suite. Brand-new carpeting flows throughout the entire home, paired w/ an abundance of storage space to keep everything perfectly organized. 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. This Osterville gem is ready for you and its next chapter to begin. ## Location - **Address:** 295 Westwind Circle, Osterville, MA 02655 - **County:** Barnstable - **Coordinates:** 41.651831, -70.383713 - **Google Maps:** https://www.google.com/maps?q=41.651831,-70.383713 ## Listing Agent - **Name:** Cindy Crawford - **Brokerage:** Kinlin Grover Compass - **Broker Phone:** 508-747-0080 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/295-Westwind-Cir_Osterville_MA_02655_M30637-35528?f=listhub&s=CCIAORMA&m=22603216&c=propsimple) ## Photos ![295 Westwind Circle - Photo 1](http://lh.rdcpix.com/c1c5ac350d296aca59294336a8dd29c0l-f2032785713r.jpg) ![295 Westwind Circle - Photo 2](http://lh.rdcpix.com/c1c5ac350d296aca59294336a8dd29c0l-f2086192249r.jpg) ![295 Westwind Circle - Photo 3](http://lh.rdcpix.com/c1c5ac350d296aca59294336a8dd29c0l-f3853016824r.jpg) ![295 Westwind Circle - Photo 4](http://lh.rdcpix.com/c1c5ac350d296aca59294336a8dd29c0l-f2911936763r.jpg) ![295 Westwind Circle - Photo 5](http://lh.rdcpix.com/c1c5ac350d296aca59294336a8dd29c0l-f2800454920r.jpg) ![295 Westwind Circle - Photo 6](http://lh.rdcpix.com/c1c5ac350d296aca59294336a8dd29c0l-f2570468805r.jpg) ![295 Westwind Circle - Photo 7](http://lh.rdcpix.com/c1c5ac350d296aca59294336a8dd29c0l-f2092603929r.jpg) ![295 Westwind Circle - Photo 8](http://lh.rdcpix.com/c1c5ac350d296aca59294336a8dd29c0l-f355562146r.jpg) ![295 Westwind Circle - Photo 9](http://lh.rdcpix.com/c1c5ac350d296aca59294336a8dd29c0l-f1836273437r.jpg) ![295 Westwind Circle - Photo 10](http://lh.rdcpix.com/c1c5ac350d296aca59294336a8dd29c0l-f3112510903r.jpg) ![295 Westwind Circle - Photo 11](http://lh.rdcpix.com/c1c5ac350d296aca59294336a8dd29c0l-f3487025429r.jpg) ![295 Westwind Circle - Photo 12](http://lh.rdcpix.com/c1c5ac350d296aca59294336a8dd29c0l-f1597086445r.jpg) ![295 Westwind Circle - Photo 13](http://lh.rdcpix.com/c1c5ac350d296aca59294336a8dd29c0l-f3378550802r.jpg) ![295 Westwind Circle - Photo 14](http://lh.rdcpix.com/c1c5ac350d296aca59294336a8dd29c0l-f2467793191r.jpg) ![295 Westwind Circle - Photo 15](http://lh.rdcpix.com/c1c5ac350d296aca59294336a8dd29c0l-f318730825r.jpg) ![295 Westwind Circle - Photo 16](http://lh.rdcpix.com/c1c5ac350d296aca59294336a8dd29c0l-f344734367r.jpg) ![295 Westwind Circle - Photo 17](http://lh.rdcpix.com/c1c5ac350d296aca59294336a8dd29c0l-f1200094464r.jpg) ![295 Westwind Circle - Photo 18](http://lh.rdcpix.com/c1c5ac350d296aca59294336a8dd29c0l-f2500944297r.jpg) ![295 Westwind Circle - Photo 19](http://lh.rdcpix.com/c1c5ac350d296aca59294336a8dd29c0l-f2155072434r.jpg) ![295 Westwind Circle - Photo 20](http://lh.rdcpix.com/c1c5ac350d296aca59294336a8dd29c0l-f1559805403r.jpg) ![295 Westwind Circle - Photo 21](http://lh.rdcpix.com/c1c5ac350d296aca59294336a8dd29c0l-f1480902692r.jpg) ![295 Westwind Circle - Photo 22](http://lh.rdcpix.com/c1c5ac350d296aca59294336a8dd29c0l-f3559773333r.jpg) ![295 Westwind Circle - Photo 23](http://lh.rdcpix.com/c1c5ac350d296aca59294336a8dd29c0l-f2450935436r.jpg) ![295 Westwind Circle - Photo 24](http://lh.rdcpix.com/c1c5ac350d296aca59294336a8dd29c0l-f1708221895r.jpg) ![295 Westwind Circle - Photo 25](http://lh.rdcpix.com/c1c5ac350d296aca59294336a8dd29c0l-f3046509216r.jpg) ![295 Westwind Circle - Photo 26](http://lh.rdcpix.com/c1c5ac350d296aca59294336a8dd29c0l-f888276382r.jpg) ![295 Westwind Circle - Photo 27](http://lh.rdcpix.com/c1c5ac350d296aca59294336a8dd29c0l-f459918709r.jpg) ![295 Westwind Circle - Photo 28](http://lh.rdcpix.com/c1c5ac350d296aca59294336a8dd29c0l-f2887435811r.jpg) ![295 Westwind Circle - Photo 29](http://lh.rdcpix.com/c1c5ac350d296aca59294336a8dd29c0l-f2487833780r.jpg) ![295 Westwind Circle - Photo 30](http://lh.rdcpix.com/c1c5ac350d296aca59294336a8dd29c0l-f1407992051r.jpg) ![295 Westwind Circle - Photo 31](http://lh.rdcpix.com/c1c5ac350d296aca59294336a8dd29c0l-f2638476940r.jpg) ![295 Westwind Circle - Photo 32](http://lh.rdcpix.com/c1c5ac350d296aca59294336a8dd29c0l-f1173765188r.jpg) ![295 Westwind Circle - Photo 33](http://lh.rdcpix.com/c1c5ac350d296aca59294336a8dd29c0l-f1191998880r.jpg) ![295 Westwind Circle - Photo 34](http://lh.rdcpix.com/c1c5ac350d296aca59294336a8dd29c0l-f2352543213r.jpg) ![295 Westwind Circle - Photo 35](http://lh.rdcpix.com/c1c5ac350d296aca59294336a8dd29c0l-f3843528261r.jpg) ![295 Westwind Circle - Photo 36](http://lh.rdcpix.com/c1c5ac350d296aca59294336a8dd29c0l-f1332622140r.jpg) ![295 Westwind Circle - Photo 37](http://lh.rdcpix.com/c1c5ac350d296aca59294336a8dd29c0l-f3214811981r.jpg) --- **MLS#:** 22603216 | **Updated:** 2026-10-28 **Source:** listhub *Copyright © 2026 Cape Cod & Islands Association of REALTORS®, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/295-westwind-circle-osterville-ma-02655-a03367b66c7a4e87b9b232ef01d69fa1) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/295-westwind-circle-osterville-ma-02655-a03367b66c7a4e87b9b232ef01d69fa1#listing", "url": "https://www.propertysimple.ai/listing/295-westwind-circle-osterville-ma-02655-a03367b66c7a4e87b9b232ef01d69fa1", "name": "295 Westwind Circle, Osterville, MA 02655", "description": "Nestled in a neighborhood south of Route 28, this charming Osterville ranch offers the perfect blend of classic Cape Cod character & modern comfort. Before you even step inside, a private front patio welcomes you, the ideal spot for a pair of Adirondack chairs. 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