8 Winstons Path South
Dennis, MA, 02660
$1,400,000
3 Beds
2.5 Baths
3,079 SqFt
2.21 Acres
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Open House Jun 28, 2026
11:00 – 01:00
Open House Jun 27, 2026
11:00 – 01:00
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!

Property Details

Price:
$1,400,000
MLS #:
22603047
Status:
Active
Beds:
3
Baths:
2.5
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
Jun 23, 2026
Finished Sq Ft:
3,079
Total Sq Ft:
3,079
Lot Size:
96,268 sqft / 2.21 acres (approx)
Year Built:
1976
ColonialDennis-yarmouth

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Schools

School District:
Dennis-Yarmouth

Interior

Appliances
Electric Water Heater
Bathrooms
2 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Fireplaces Total
3
Flooring
Hardwood, Carpet, Tile
Heating
Hot Water

Exterior

Architectural Style
Colonial
Construction Materials
Clapboard, Shingle Siding
Garage Spaces
1
Parking Spots
8
Parking Total
8
Roof
Asphalt
Stories
2

Financial

Tax Year
2026
Taxes
$4,631

Map

Community

Market Summary

Current real estate data for Single Family in Dennis as of Jun 27, 2026
105
Single Family Listed
68
Avg DOM
767
Avg $ / SqFt
$1,603,535
Avg List Price

Property Summary

    8 Winstons Path South Dennis MA is a Single Family for sale in Dennis, MA, 02660. It is listed for $1,400,000 and features 3 beds, 3 baths, and has approximately 3,079 square feet of living space, and was originally constructed in 1976. The current price per square foot is $455. The average price per square foot for Single Family listings in Dennis is $767. The average listing price for Single Family in Dennis is $1,603,535. To schedule a showing of MLS#22603047 at 8 Winstons Path South in Dennis, MA, contact your Pleasant Bay Realty agent at (774) 209-1428.

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