A truly remarkable Bass River estate, set on an extraordinary 5.11 acres of private waterfront.This stunning property is the epitome of Cape Cod elegance, where timeless character meets thoughtful modern luxury.Lovingly restored to honor its original charm, the home has been impeccably updated throughout while preserving the architectural details that make it so special. At the heart of the residence is a grand, state of the art kitchen, designed for both everyday living and elegant entertaining.Spanning over five acres, the grounds create a rare private riverfront oasis, complete with a private dock offering direct access to the Bass River leading to the ocean. Outdoor living is elevated with a resort-style pool and gazebo, the perfect setting to unwind and take in unforgettable sunset views. For the equestrian enthusiasts there is a stable. With five generously sized bedrooms, this exceptional home offers space and comfort for family and guests alike. A property of this scale, setting, and craftsmanship is rarely available truly one of a kind and not to be missed.
For sale
Price cut: $950K (6/5)
$8,550,000
299 Main Street, South Dennis, MA 02660
5beds
5,814sqft
Single Family Residence
Built in 1953
5.11 Acres Lot
$-- Zestimate®
$1,471/sqft
$-- HOA
What's special
Private waterfrontResort-style poolFive generously sized bedroomsRare private riverfront oasisUnforgettable sunset viewsImpeccably updated throughoutSpanning over five acres
- 166 days |
- 1,199 |
- 34 |
Zillow last checked:
Listing updated:
Listed by:
Tori Harrison Farr 508 455 7288,
Sotheby's International Realty, Inc.
Source: CCIMLS,MLS#: 22600117
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
Primary bedroom
- Level: Second
Bedroom 2
- Level: Second
Bedroom 3
- Level: Second
Bedroom 4
- Level: First
Heating
- Has Heating (Unspecified Type)
Cooling
- Central Air
Appliances
- Included: Electric Water Heater
- Laundry: First Floor
Features
- Flooring: Hardwood, Carpet, Tile
- Basement: Partial,Crawl Space
- Number of fireplaces: 1
Interior area
- Total structure area: 5,814
- Total interior livable area: 5,814 sqft
Video & virtual tour
Property
Parking
- Total spaces: 7
- Parking features: Garage - Attached, Open
- Attached garage spaces: 2
- Has uncovered spaces: Yes
Features
- Stories: 2
- Has private pool: Yes
- Pool features: In Ground
- Has view: Yes
- Has water view: Yes
- Water view: Rivers
- On waterfront: Yes
- Body of water: Bass River
Lot
- Size: 5.11 Acres
- Features: Near Golf Course, School, Medical Facility, Major Highway, House of Worship, Level
Details
- Additional structures: Gazebo
- Parcel number: DENN M:000117 P:054000
- Zoning: r40
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Cape Cod
- Property subtype: Single Family Residence
Materials
- Shingle Siding
- Roof: Asphalt
Condition
- Updated/Remodeled, Actual
- New construction: No
- Year built: 1953
Utilities & green energy
- Sewer: Septic Tank
Community & HOA
HOA
- Has HOA: No
Location
- Region: South Dennis
Financial & listing details
- Price per square foot: $1,471/sqft
- Tax assessed value: $4,634,900
- Annual tax amount: $13,640
- Date on market: 1/21/2026
- Cumulative days on market: 159 days
- Road surface type: Paved
Estimated market value
Not available
Estimated sales range
Not available
$6,719/mo
Price history
| Date | Event | Price |
|---|---|---|
| 6/5/2026 | Price change | $8,550,000-10%$1,471/sqft |
Source:  CCIMLS #22600117 Report a problem | ||
| 1/21/2026 | Listed for sale | $9,500,000+313%$1,634/sqft |
Source: CCIMLS #22600117 Report a problem | ||
| 4/18/2007 | Sold | $2,300,000+441.2%$396/sqft |
Source: CCIMLS #20608500 Report a problem | ||
| 10/8/1993 | Sold | $425,000$73/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $13,640 +2.2% | $3,150,200 +3.7% |
| 2024 | $13,341 +2.8% | $3,038,900 +9.4% |
| 2023 | $12,975 +4% | $2,778,300 +24.8% |
| 2022 | $12,471 +3.6% | $2,227,000 +11.6% |
| 2021 | $12,035 +4.1% | $1,995,900 +5.3% |
| 2020 | $11,566 +5.3% | $1,896,000 +6.5% |
| 2019 | $10,984 -9.9% | $1,780,300 -7.5% |
| 2018 | $12,196 +3.1% | $1,923,700 |
| 2017 | $11,831 -4.6% | $1,923,700 +1.3% |
| 2016 | $12,399 +2% | $1,898,800 |
| 2015 | $12,152 +1.9% | $1,898,800 +1.1% |
| 2014 | $11,922 +48% | $1,877,500 +41.9% |
| 2013 | $8,056 +2.9% | $1,322,900 -0.6% |
| 2012 | $7,827 +81.2% | $1,331,100 +72.3% |
| 2011 | $4,319 -56.1% | $772,700 -58.6% |
| 2010 | $9,829 +0.4% | $1,865,000 -3.5% |
| 2009 | $9,794 +15.2% | $1,931,700 -1.1% |
| 2008 | $8,500 +3.4% | $1,954,100 -0.2% |
| 2007 | $8,221 +16.9% | $1,957,300 +18.6% |
| 2006 | $7,032 +2.8% | $1,650,700 +10.3% |
| 2005 | $6,839 +3.1% | $1,496,400 +9.9% |
| 2004 | $6,631 -1.7% | $1,361,500 +15.3% |
| 2003 | $6,745 +26.9% | $1,181,200 +67.5% |
| 2001 | $5,316 | $705,000 |
Find assessor info on the county website
Monthly payment
Est. payment$--/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: 0.9 mi
- 4/10Dennis-Yarmouth Regional High SchoolGrades: 8-12Distance: 1.9 mi
- 4/10Dennis-Yarmouth Intermediate SchoolGrades: 4-5Distance: 2 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
- 299 Main Street
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