8 Winstons Path Dennis, MA ^$ 1,400,000

8 Winstons Path

^$ 1,400,000

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Open House 6/27 11am - 1pm

8 Winstons Path

Dennis, MA, 02660

^$ 1,400,000

Bedrooms3 Baths2.1 Sq 3,079

Monthly Estimate*

^$ 8,840

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Single Family Home for sale in Dennis, MA

for $1,400,000 with 3 bedrooms and 2 full baths, 1 half bath. This 3,079 square foot home was built in 1976 on a lot size of 2.21.

A One of a kind Dennis location. Pond-Front Privacy on 2+ Acres! Tucked away on a private lot sitting on Fresh Pond, this 3-bedroom, 2.5-bath Colonial offers a rare combination of space, serenity, and water views. Sitting at the end of a quiet side street, with 2 acres of privacy and 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 an 8-foot island and 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, an 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 oasis abuts conservation but is still close to everything great in Dennis!

Open House

6/27/2026 11:00 AM - 1:00 PM

6/28/2026 11:00 AM - 1:00 PM

8 Winstons Path Dennis, MA

* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

^$ 1,400,000

Bedrooms

Full Bath

Half Bath

Property Type

Single Family

Taxes

^$ 4,631

Style

Colonial

Lot Size

2.21

Year Built

1976

Town/City

Dennis

County/Region

Barnstable

MLS | Web ID

73541191

List By

Leo Doyle

Listing Agent

Oceanside Realty Group, Inc.

Broker

Affordability Calculator

$9,226

Per Month

Monthly Principal & Interest: $8,840
Monthly Property Taxes: $386
Monthly Home Insurance: --

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Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

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Nearby

Trends

Single family listings in Dennis, MA

Average List Price ^$1,644,038

Percent of Sale Price 17%

About Dennis, MA

14,422 Population

-10% Since 2002

^$58,819 Median Income

56.84 Median Age

11% Households with Children

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Trends Information provided by ATTOM Data Solutions.

Neighborhood & Schools

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Pricing History

Date	Price	Price Change	Description
6/24/2026	$1,400,000		Listed Price

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8 Winstons Path, Dennis, MA, 02660 is a Single Family Home for sale at $1,400,000 with 3,079 sqft and a lot size of 2.21. 8 Winstons Path has 3 bedrooms, 2.1 baths, and was built in 1976. The property's zip code is 02660 which is in Dennis, MA

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Data is updated as of 6/25/2026.

The real estate information and related content displayed on this site is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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.

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8 Winstons Path

Single Family Home for sale in Dennis, MA

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