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!
For sale
$1,400,000
8 Winstons Path, South Dennis, MA 02660
3beds
3,079sqft
Single Family Residence
Built in 1976
2.21 Acres Lot
$1,331,100 Zestimate®
$455/sqft
$-- HOA
What's special
Gas fireplaceUpdated bathSliders to the deckCustom built-insWood floorsWet barWalk-in closet
- 7 days |
- 992 |
- 34 |
Zillow last checked:
Listing updated:
Listed by:
Leo Doyle 508-280-7951,
Oceanside Realty Group
Source: CCIMLS,MLS#: 22603047
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Heating
- Hot Water
Cooling
- Central Air
Appliances
- Included: Electric Water Heater
Features
- Flooring: Hardwood, Carpet, Tile
- Basement: Finished
- Number of fireplaces: 3
Interior area
- Total structure area: 3,079
- Total interior livable area: 3,079 sqft
Property
Parking
- Total spaces: 8
- Parking features: Garage
- Garage spaces: 1
Features
- Stories: 2
Lot
- Size: 2.21 Acres
Details
- Parcel number: DENN M:000108 P:017000
- Zoning: R-40
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Clapboard, Shingle Siding
- Foundation: Poured
- Roof: Asphalt
Condition
- Updated/Remodeled, Actual
- New construction: No
- Year built: 1976
- Major remodel year: 2018
Utilities & green energy
- Sewer: Private Sewer
Community & HOA
HOA
- Has HOA: No
Location
- Region: South Dennis
Financial & listing details
- Price per square foot: $455/sqft
- Tax assessed value: $2,159,200
- Annual tax amount: $4,631
- Date on market: 6/23/2026
- Cumulative days on market: 8 days
Estimated market value
$1,331,100
$1.26M - $1.40M
$4,442/mo
Price history
| Date | Event | Price |
|---|---|---|
| 6/23/2026 | Listed for sale | $1,400,000+21.2%$455/sqft |
Source: | ||
| 6/13/2022 | Sold | $1,155,000+1.8%$375/sqft |
Source: MLS PIN #72966919 Report a problem | ||
| 4/19/2022 | Contingent | $1,135,000$369/sqft |
Source: MLS PIN #72966919 Report a problem | ||
| 4/19/2022 | Pending sale | $1,135,000$369/sqft |
Source: | ||
| 4/13/2022 | Listed for sale | $1,135,000+93.2%$369/sqft |
Source: | ||
| 2/6/2015 | Sold | $587,500$191/sqft |
Source: | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $4,351 -2.8% | $1,004,900 -1.4% |
| 2024 | $4,475 +3.7% | $1,019,300 +10.3% |
| 2023 | $4,317 +5.3% | $924,500 +26.3% |
| 2022 | $4,099 -0.8% | $732,000 +6.9% |
| 2021 | $4,130 +6.1% | $684,900 +7.4% |
| 2020 | $3,891 +1.1% | $637,900 +2.3% |
| 2019 | $3,847 +7.4% | $623,500 +10.4% |
| 2018 | $3,581 +3.1% | $564,900 |
| 2017 | $3,474 -1.8% | $564,900 +4.3% |
| 2016 | $3,537 +2% | $541,600 |
| 2015 | $3,466 +13.4% | $541,600 +12.5% |
| 2014 | $3,056 +12% | $481,300 +7.4% |
| 2013 | $2,728 +2.9% | $448,000 -0.7% |
| 2012 | $2,652 +0.3% | $451,100 -4.6% |
| 2011 | $2,644 +3.2% | $473,000 -2.7% |
| 2010 | $2,562 -2.6% | $486,100 -6.3% |
| 2009 | $2,630 +9.3% | $518,800 -6.2% |
| 2008 | $2,406 +3.2% | $553,200 -0.3% |
| 2007 | $2,331 +22% | $555,000 +23.7% |
| 2006 | $1,911 +6.8% | $448,500 +14.6% |
| 2005 | $1,789 +5.2% | $391,500 +12.1% |
| 2004 | $1,700 +9% | $349,100 +27.9% |
| 2003 | $1,559 -9.3% | $273,000 +19.8% |
| 2001 | $1,718 | $227,800 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: West Dennis
Nearby schools
GreatSchools rating
- 6/10Ezra H Baker Innovation SchoolGrades: PK-3Distance: 0.7 mi
- 4/10Dennis-Yarmouth Regional High SchoolGrades: 8-12Distance: 2.1 mi
- 6/10Dennis-Yarmouth Middle SchoolGrades: 6-7Distance: 2.3 mi
Schools provided by the listing agent
- District: Dennis-Yarmouth
Source: CCIMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
- Massachusetts
- Barnstable County
- Dennis
- 02660
- West Dennis
- 8 Winstons Path




