8 Winstons Path, Dennis MA 02660
Dennis, MA 02660
$1,400,000
$1,349,000
Est. $7,407/month
Open House Schedule
09
Aug
Sunday, August 9
11:00 AM - 1:00 PM EDT
About this home
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!
View in the App
Save this property, schedule tours instantly, and get alerts when the price drops
Scan with phone
Public Records & Permits
Log in to view assessor & tax records, ownership history, and recent building permits for this property.
BMN Estimate
Get the number an algorithm can't give you
A free agent CMA factors in condition, upgrades, and the street — the things comps alone can't see.
Recently Sold Nearby
Property History
Market Insights
1
Price Changes
3.6%
Price Range
Property Timeline
Price Reduced
Jul 6, 2026
$1,349,000
$51,000
(-3.64%)
From $1,400,000 to $1,349,000 (-3.6%)
Listed for Sale
Jun 24, 2026
$1,400,000
Original listing
Agent: Leo Doyle
Office: Oceanside Realty Group, Inc.
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 07/06/2026 | ↓ Price Reduced | $1,349,000 | $51,000 | - | From $1,400,000 to $1,349,000 (-3.6%) |
| 06/24/2026 | 🏠 Listed for Sale | $1,400,000 | - | - | Original listing |
Tax History
| Year | Taxes | Assessment |
|---|---|---|
| 2026 | $4,631 | $1,079,600 |
Financial Details
Annual Property Tax
$4,631
Tax Year 2026
Assessed Value
$1,079,600
Facts & Features
1 Car Garage
Central AC
Home Facts
Type
Residential
Style
Single Family Residence
Year Built
1976
Living Area
3,079 sq ft
Lot Size
2.21 acres
Bedrooms
3
Full Baths
2
Half Baths
1
Total Rooms
7
Interior
Heating
Baseboard, Natural Gas
Cooling
Central Air
Flooring
None
Appliances
Water Heater
Fireplace
None
Fireplaces
3
Basement
Full, Partially Finished
Laundry
None
Features
None
Exterior
Construction
None
Architecture
Colonial
Roof
None
Features
Deck, Patio
Pool
None
Spa
None
Fencing
None
Patio/Porch
Deck, Patio
Parking
Garage Spaces
1
Has Garage
Yes
Features
Attached, Paved
Total Spaces
6
Utilities
Electric
220 Volts
Water
Public
Sewer
Private Sewer
Gas
None
Other
None
Financial
Annual Tax
$4,631
Assessed Value
$1,079,600
HOA & Community
Fee Includes
None
Amenities
None
Optional Fee Includes
None
MA Disclosures
Seller Disclosures
None
Additional Details
Possession
None
Accepted Financing
None
Structure Type
[]
Sq Ft Source
Appraiser
Documents
None
County
Barnstable
Total market time (incl. prior listings)
16 days
Property Overview
Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1976
Bedrooms
3
Full Bathrooms
2
Half Bathrooms
1
Living Area
3,079 sq ft
Total Rooms
7
Floor Layout
Interactive room guide
Floor Layout
Finished Area
3,079 sq ft above grade
Display Options
Outdoor Areas
Patio & porchDeck, Patio
Room Markers
BABathroom (4)
BRBedroom (5)
DDining (1)
KKitchen (1)
LLiving (2)
OOffice (1)
Conceptual diagram based on MLS room data. It is not to scale and is not a substitute for architectural plans or on-site measurements.
Interior Features
Flooring:
Appliances:
Water Heater
Interior Features:
Windows:
Basement:
Full, Partially Finished
Laundry:
Security:
Construction & Materials
Style:
Colonial
Year Built:
1976
Structure Type:
Exterior Materials:
Roof:
Foundation:
Concrete Perimeter
Heating, Cooling & Utilities
Heating:
Baseboard, Natural Gas
Cooling:
Central Air
Hot Water:
Water Source:
Public
Sewer:
Private Sewer
Energy Features:
Exterior & Lot
Exterior Features:
Deck, Patio
Patio & Porch:
Deck, Patio
Fencing:
Other Structures:
Lot Features:
Cleared
Road Surface:
Parking & Garage
Garage Spaces:
1
Garage Type:
Attached
Total Parking Spaces:
6
Parking Features:
Attached, Paved
Special Features
Fireplaces:
3
Fireplace Type:
Waterfront:
Yes
Waterfront Type:
Waterfront, Pond, Bay, Ocean, 1 to 2 Mile To Beach
Community Amenities:
Nearby Schools
School District
Dennis-Yarmouth School District local
B-
School Safety
2024-25
1.9%
Average
1.8%
Suspensions
0.3%
In-School
0.1%
Emergency
3.6% below state avg
Elementary Schools
3 schools
B+
Ezra H Baker Innovation School
0.7 mi
|
#265 of 824
|
Score: 52.0
Improved 364 spots from last year
-6.2 below state avg
385 students
Diverse
Rising School
Diverse Student Body
Grades PK-03
Saint Pius X School
1.8 mi
Grades PK-08
A
Station Avenue Elementary School
2.3 mi
|
#150 of 824
|
Score: 57.1
Improved 279 spots from last year
-1.1 below state avg
406 students
Diverse
Rising School
Grades K-03
Middle Schools
1 school
B
Dennis-Yarmouth Middle School
2.4 mi
|
#168 of 352
|
Score: 42.9
Improved 85 spots from last year
-15.3 below state avg
477 students
Diverse
Rising School
Grades 06-07
High Schools
3 schools
C+
Dennis-Yarmouth Regional High School
2.1 mi
|
#236 of 346
|
Score: 47.7
Improved 44 spots from last year
-10.6 below state avg
993 students
Diverse
17 sports
• 1,240 athletes
Rising School
College Ready Curriculum
Strong Athletics
Diverse Student Body
Grades 08-12
Transition Centers
4.0 mi
Grades 11-12
B-
Monomoy Regional High School
4.6 mi
|
#205 of 346
|
Score: 51.2
Dropped 30 spots from last year
-7 below state avg
738 students
Moderate
17 sports
• 1,050 athletes
College Ready Curriculum
Strong Athletics
Grades 08-12
Learn about these ratings
Monthly Payment Calculator
Monthly Payment
$0
Principal, interest, taxes & insurance
Loan Amount
$0
After down payment
Total Interest
$0
Over life of loan
Total Cost
$0
Including down payment
%
Down: $0
%
Monthly Payment Breakdown
Principal & Interest
$0
Property Tax
$386
Homeowners Insurance
$200
PMI (if <20% down)
$0
Loan Summary
Total of 360 payments
$0
Total principal paid
$0
Total interest paid
$0
Rate Impact
-0.5% Rate
$0/mo
Save $0/mo
Current Rate
$0/mo
+0.5% Rate
$0/mo
Cost $0/mo
Payment Over Time
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.
Location
Loading map...
Neighborhood
8 Winstons Path, Dennis MA 02660
Dennis, MA 02660
Listing Information
Listing Agent
Leo Doyle
Listing Office
Oceanside Realty Group, Inc.
Office Phone
508-775-3333
Agent MLS ID
CN201982
Office MLS ID
AC1061
Listing Data Updated
Jul 10, 2026 3:05 AM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.
Contact Us
Ask about this property — free, no obligation.
Similar Homes for Sale
Comparable Properties
Customize Comparable Search
Finding comparable properties...
Loading market insights for Dennis.