# 8 Winstons Path, South Dennis, MA 02660 > **TL;DR:** 3bd/3ba single family, $1,250,000 ($406/sqft), built 1976, 3,079 sqft. > Fireplace, Hardwood, A/C, 1-car garage. Est. $6,686/mo. Listed 127 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $1,250,000 | | Price/sqft | $406 | | Bedrooms | 3 | | Bathrooms | 2 full, 1 half | | Square Feet | 3,079 | | Year Built | 1976 | | Lot Size | 96,268 sqft (2.21 acres) | | Stories | 2 | | Garage | 1-car | | Property Type | Single Family (Single Family Residence) | | Status | Active | | Days on Market | 127 | ## Why This Home Stands Out - **Hardwood Floors** - Hardwood flooring listed ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $6,321 | | Estimated Insurance | $365 | | **Total** | **$6,686** | ## Key Amenities - Fireplace - Hardwood - A/C - 1-car garage ## Property Highlights - Built in 1976 - 2.21 acre lot - 2 stories - 8 parking spaces - Fireplace ## Description ### Agent Description One-of-a-Kind Dennis Retreat, Pond front Privacy on Over 2 Acres! Tucked away at the end of a quiet side street, this beautifully situated 3-bedroom, 2.5-bath Colonial offers a rare combination of privacy, space, and direct frontage on Fresh Pond. Surrounded by over 2 acres of natural beauty and abutting conservation land, this special property offers an ever-changing landscape to enjoy throughout the seasons. From lush summer greenery and vibrant fall foliage to peaceful winter pond views and the fresh colors of spring, there's something beautiful to appreciate year-round. Inside, the home is designed to embrace its spectacular setting. The spacious kitchen features cherry cabinetry, granite countertops, an impressive 8-foot island, and sliders to the deck. A dramatic wall of windows fills the living room with natural light and pond views, complemented by custom built-ins, hardwood floors, and a gas fireplace. Upstairs, the primary suite features cathedral ceilings, an updated private bath, and a walk-in closet, while two additional bedrooms and a full bath provide comfortable space for family and guests. The finished lower level offers a versatile bonus room with a wet bar and ## Location - **Address:** 8 Winstons Path, South Dennis, MA 02660 - **County:** Barnstable - **Coordinates:** 41.679242, -70.153486 - **Google Maps:** https://www.google.com/maps?q=41.679242,-70.153486 ## Listing Agent - **Name:** Leo Doyle - **Brokerage:** Oceanside Realty Group - **Broker Phone:** 774-836-6953 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/8-Winstons-Path_South-Dennis_MA_02660_M37240-55838?f=listhub&s=CCIAORMA&m=22603047&c=propsimple) ## Photos ![8 Winstons Path - Photo 1](http://lh.rdcpix.com/71117902dff7f2a7d7644969d0ab7032l-f1485335858r.jpg) ![8 Winstons Path - Photo 2](http://lh.rdcpix.com/71117902dff7f2a7d7644969d0ab7032l-f1806020491r.jpg) ![8 Winstons Path - Photo 3](http://lh.rdcpix.com/71117902dff7f2a7d7644969d0ab7032l-f3692221470r.jpg) ![8 Winstons Path - Photo 4](http://lh.rdcpix.com/71117902dff7f2a7d7644969d0ab7032l-f449615796r.jpg) ![8 Winstons Path - Photo 5](http://lh.rdcpix.com/71117902dff7f2a7d7644969d0ab7032l-f2950141251r.jpg) ![8 Winstons Path - Photo 6](http://lh.rdcpix.com/71117902dff7f2a7d7644969d0ab7032l-f4024950298r.jpg) ![8 Winstons Path - Photo 7](http://lh.rdcpix.com/71117902dff7f2a7d7644969d0ab7032l-f2492689809r.jpg) ![8 Winstons Path - Photo 8](http://lh.rdcpix.com/71117902dff7f2a7d7644969d0ab7032l-f3291810466r.jpg) ![8 Winstons Path - Photo 9](http://lh.rdcpix.com/71117902dff7f2a7d7644969d0ab7032l-f2412308641r.jpg) ![8 Winstons Path - Photo 10](http://lh.rdcpix.com/71117902dff7f2a7d7644969d0ab7032l-f1581392767r.jpg) ![8 Winstons Path - Photo 11](http://lh.rdcpix.com/71117902dff7f2a7d7644969d0ab7032l-f3301794294r.jpg) ![8 Winstons Path - Photo 12](http://lh.rdcpix.com/71117902dff7f2a7d7644969d0ab7032l-f1418842300r.jpg) ![8 Winstons Path - Photo 13](http://lh.rdcpix.com/71117902dff7f2a7d7644969d0ab7032l-f3389142439r.jpg) ![8 Winstons Path - Photo 14](http://lh.rdcpix.com/71117902dff7f2a7d7644969d0ab7032l-f1031232073r.jpg) ![8 Winstons Path - Photo 15](http://lh.rdcpix.com/71117902dff7f2a7d7644969d0ab7032l-f4219190466r.jpg) ![8 Winstons Path - Photo 16](http://lh.rdcpix.com/71117902dff7f2a7d7644969d0ab7032l-f74304184r.jpg) ![8 Winstons Path - Photo 17](http://lh.rdcpix.com/71117902dff7f2a7d7644969d0ab7032l-f390951214r.jpg) ![8 Winstons Path - Photo 18](http://lh.rdcpix.com/71117902dff7f2a7d7644969d0ab7032l-f1101907488r.jpg) ![8 Winstons Path - Photo 19](http://lh.rdcpix.com/71117902dff7f2a7d7644969d0ab7032l-f664709493r.jpg) ![8 Winstons Path - Photo 20](http://lh.rdcpix.com/71117902dff7f2a7d7644969d0ab7032l-f3569288481r.jpg) ![8 Winstons Path - Photo 21](http://lh.rdcpix.com/71117902dff7f2a7d7644969d0ab7032l-f3963264971r.jpg) ![8 Winstons Path - Photo 22](http://lh.rdcpix.com/71117902dff7f2a7d7644969d0ab7032l-f1403876139r.jpg) ![8 Winstons Path - Photo 23](http://lh.rdcpix.com/71117902dff7f2a7d7644969d0ab7032l-f2135400626r.jpg) ![8 Winstons Path - Photo 24](http://lh.rdcpix.com/71117902dff7f2a7d7644969d0ab7032l-f2709540344r.jpg) ![8 Winstons Path - Photo 25](http://lh.rdcpix.com/71117902dff7f2a7d7644969d0ab7032l-f659110212r.jpg) ![8 Winstons Path - Photo 26](http://lh.rdcpix.com/71117902dff7f2a7d7644969d0ab7032l-f663728686r.jpg) ![8 Winstons Path - Photo 27](http://lh.rdcpix.com/71117902dff7f2a7d7644969d0ab7032l-f3266797360r.jpg) ![8 Winstons Path - Photo 28](http://lh.rdcpix.com/71117902dff7f2a7d7644969d0ab7032l-f2514975025r.jpg) ![8 Winstons Path - Photo 29](http://lh.rdcpix.com/71117902dff7f2a7d7644969d0ab7032l-f4079223498r.jpg) ![8 Winstons Path - Photo 30](http://lh.rdcpix.com/71117902dff7f2a7d7644969d0ab7032l-f1471440713r.jpg) ![8 Winstons Path - Photo 31](http://lh.rdcpix.com/71117902dff7f2a7d7644969d0ab7032l-f63707078r.jpg) ![8 Winstons Path - Photo 32](http://lh.rdcpix.com/71117902dff7f2a7d7644969d0ab7032l-f1131477215r.jpg) ![8 Winstons Path - Photo 33](http://lh.rdcpix.com/71117902dff7f2a7d7644969d0ab7032l-f3637057536r.jpg) ![8 Winstons Path - Photo 34](http://lh.rdcpix.com/71117902dff7f2a7d7644969d0ab7032l-f3859703956r.jpg) ![8 Winstons Path - Photo 35](http://lh.rdcpix.com/71117902dff7f2a7d7644969d0ab7032l-f1321820519r.jpg) ![8 Winstons Path - Photo 36](http://lh.rdcpix.com/71117902dff7f2a7d7644969d0ab7032l-f1845366047r.jpg) ![8 Winstons Path - Photo 37](http://lh.rdcpix.com/71117902dff7f2a7d7644969d0ab7032l-f507746493r.jpg) ![8 Winstons Path - Photo 38](http://lh.rdcpix.com/71117902dff7f2a7d7644969d0ab7032l-f33248811r.jpg) ![8 Winstons Path - Photo 39](http://lh.rdcpix.com/71117902dff7f2a7d7644969d0ab7032l-f869975419r.jpg) ![8 Winstons Path - Photo 40](http://lh.rdcpix.com/71117902dff7f2a7d7644969d0ab7032l-f3447023394r.jpg) ![8 Winstons Path - Photo 41](http://lh.rdcpix.com/71117902dff7f2a7d7644969d0ab7032l-f2237420993r.jpg) ![8 Winstons Path - Photo 42](http://lh.rdcpix.com/71117902dff7f2a7d7644969d0ab7032l-f2261706358r.jpg) ![8 Winstons Path - Photo 43](http://lh.rdcpix.com/71117902dff7f2a7d7644969d0ab7032l-f1504309736r.jpg) ![8 Winstons Path - Photo 44](http://lh.rdcpix.com/71117902dff7f2a7d7644969d0ab7032l-f654085734r.jpg) ![8 Winstons Path - Photo 45](http://lh.rdcpix.com/71117902dff7f2a7d7644969d0ab7032l-f2989532858r.jpg) ![8 Winstons Path - Photo 46](http://lh.rdcpix.com/71117902dff7f2a7d7644969d0ab7032l-f1573823396r.jpg) ![8 Winstons Path - Photo 47](http://lh.rdcpix.com/71117902dff7f2a7d7644969d0ab7032l-f1250236161r.jpg) ![8 Winstons Path - Photo 48](http://lh.rdcpix.com/71117902dff7f2a7d7644969d0ab7032l-f1649287631r.jpg) ![8 Winstons Path - Photo 49](http://lh.rdcpix.com/71117902dff7f2a7d7644969d0ab7032l-f808137985r.jpg) --- **MLS#:** 22603047 | **Updated:** 2026-10-22 **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://staging.propertysimple.ai/listing/8-winstons-path-south-dennis-ma-02660-db61ac28830a487ebc6113dc26f950c9) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://staging.propertysimple.ai/listing/8-winstons-path-south-dennis-ma-02660-db61ac28830a487ebc6113dc26f950c9#listing", "url": "https://staging.propertysimple.ai/listing/8-winstons-path-south-dennis-ma-02660-db61ac28830a487ebc6113dc26f950c9", "name": "8 Winstons Path, South Dennis, MA 02660", "description": "One-of-a-Kind Dennis Retreat, Pond front Privacy on Over 2 Acres! Tucked away at the end of a quiet side street, this beautifully situated 3-bedroom, 2.5-bath Colonial offers a rare combination of privacy, space, and direct frontage on Fresh Pond. 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