8 Winstons Path, South Dennis, MA 02660

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8 Winstons Path, South Dennis, MA 02660

$1,400,000 (Active)

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Listed by: Leo Doyle - Oceanside Realty Group

$$1,400,000

Active

est.$1,400,000/month.

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3 beds. 2 baths. 96,268 Sqft.

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8 Winstons Path, South Dennis, MA 02660

$1,400,000

Active

est.$1,400,000/month.

Start My Approval

3 beds 2.5 baths 96,268 Sq.ft.

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Property details for 8 Winstons Path, South Dennis, MA 02660

A One of a kind Dennis location. Pond-Front Privacy on 2+ Acres! Tucked away on a private, wooded lot sitting on Fresh Pond, this 3-bedroom, 2.5-bath Colonial offers a rare combination of space, serenity, and water views. Tucked at the end of a quiet little side street, you'll enjoy over 2 acres of privacy with direct pond frontage--perfect for kayaking, fishing, or simply relaxing in a peaceful natural setting.Inside, the home is designed to capture the pond views throughout. Highlights include a huge kitchen with cherry cabinetry, granite counters, and an 8-foot island, with sliders to the deck. The living room features a dramatic wall of windows, custom built-ins, wood floors, and a gas fireplace. Upstairs, the primary suite offers cathedral ceilings, updated bath, and a walk-in closet. Two guest bedrooms and a full bath complete the second level. The lower-level bonus room adds great space for family and friends with a wet bar and direct access to the patio and pond. This hidden retreat abutting conservation land provides unmatched privacy but is still close to everything great about owning a home in Dennis!

Broker details: Oceanside Realty Group

Listed by: Leo Doyle

Property Description

MLS Information

Listing: 22603047
Listing Last Modified: 2026-06-24

Property Details

Standard Status: Active
MLS Status: Active
Property style: Colonial
Built in: 1976
Lot size area: 2.21 Acres

Geographic Data

County: Barnstable
Directions: Old Main Street to Winston's Path, private road. Drive past barn on your right, continue down to the end of the road to circular drive at #8.

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