Exceptional waterfront property offering 4+ private acres along the Swan River in sought-after South Dennis. This distinctive three-story post-and-beam home combines architectural character, privacy, and an unmatched Cape Cod lifestyle.Enjoy expansive river views from the oversized deck, launch a kayak from your backyard, and paddle directly to South Village Beach. Panoramic windows fill the home with natural light, highlighting the open kitchen, dining area, and spacious living room with propane fireplace.A private office, laundry room, and mudroom complete the main level. The second floor features a generous primary suite with walk-in closet and oversized ensuite bath, plus two additional bedrooms and a full bath.The third level offers versatile bonus space ideal for a media room, game room, studio, or home office. Additional highlights include a two-car garage with bonus room above, a walkout basement with high ceilings and expansion potential, coal-burning pellet stove, outdoor shower, generator, whole-house mini-splits, exterior paint updates, and a new septic system (2022).Conveniently located near beaches, restaurants, shopping, and recreation, this rare waterfront offering.
Pending
$1,299,000
19 Aunt Debby's Road, South Dennis, MA 02660
3beds
2,506sqft
Single Family Residence
Built in 1987
4.11 Acres Lot
$1,249,800 Zestimate®
$518/sqft
$-- HOA
What's special
- 71 days |
- 894 |
- 55 |
Zillow last checked:
Listing updated:
Listed by:
Kate Brassard Gagney 781-710-8880,
Gibson Sotheby's Int'l Realty
Source: CCIMLS,MLS#: 22602866
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
- Main level bathrooms: 1
Primary bedroom
- Description: Fireplace(s): Gas,Flooring: Wood
- Features: Walk-In Closet(s), View, High Speed Internet, Cathedral Ceiling(s), Beamed Ceilings
- Level: Second
Bedroom 2
- Features: Bedroom 2, Shared Full Bath, Beamed Ceilings, Cathedral Ceiling(s), Closet
- Level: Second
Bedroom 3
- Features: Bedroom 3, Shared Full Bath, View, Beamed Ceilings, Cathedral Ceiling(s)
- Level: Second
Primary bathroom
- Features: Private Full Bath
Dining room
- Features: Beamed Ceilings, Cathedral Ceiling(s)
Kitchen
- Features: Kitchen
- Level: First
Living room
- Description: Fireplace(s): Gas,Door(s): Sliding
- Features: Beamed Ceilings, Living Room
Heating
- Has Heating (Unspecified Type)
Cooling
- Has cooling: Yes
Appliances
- Laundry: Laundry Room, Shared Full Bath
Features
- Mud Room
- Flooring: Laminate
- Doors: Sliding Doors
- Windows: Skylight(s), Bay/Bow Windows
- Basement: Full
- Number of fireplaces: 1
- Fireplace features: Gas
Interior area
- Total structure area: 2,506
- Total interior livable area: 2,506 sqft
Property
Parking
- Total spaces: 4
- Parking features: Garage - Attached
- Attached garage spaces: 2
Features
- Stories: 3
- Patio & porch: Deck
- Exterior features: Outdoor Shower
- Has view: Yes
- Has water view: Yes
- Water view: Rivers
- On waterfront: Yes
- Body of water: Swan River
Lot
- Size: 4.11 Acres
- Features: Bike Path, Cape Cod Rail Trail, Shopping, North of Route 28
Details
- Parcel number: DENN M:000099 P:009000
- Zoning: 1010
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial, Post & Beam
- Property subtype: Single Family Residence
Materials
- Clapboard
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- Actual
- New construction: No
- Year built: 1987
Utilities & green energy
- Sewer: Private Sewer
Community & HOA
HOA
- Has HOA: No
Location
- Region: Dennis Port
Financial & listing details
- Price per square foot: $518/sqft
- Tax assessed value: $1,028,800
- Annual tax amount: $5,000
- Date on market: 6/12/2026
- Cumulative days on market: 61 days
Estimated market value
Zestimate®
$1,249,800
Estimated sales range
$1.19M - $1.31M
Rent Zestimate®
$4,224/mo
Price history
| Date | Event | Price |
|---|---|---|
| 8/6/2026 | Pending sale | $1,299,000$518/sqft |
Source: MLS PIN #73538044 Report a problem | ||
| 6/18/2026 | Listed for sale | $1,299,000+0.3%$518/sqft |
Source: MLS PIN #73538044 Report a problem | ||
| 8/16/2024 | Listing removed | $1,295,000$517/sqft |
Source: MLS PIN #73254173 Report a problem | ||
| 6/19/2024 | Listed for sale | $1,295,000+48%$517/sqft |
Source: MLS PIN #73254173 Report a problem | ||
| 5/6/2022 | Sold | $875,000-7.8%$349/sqft |
Source: MLS PIN #72884751 Report a problem | ||
| 12/4/2021 | Price change | $949,000-5.1%$379/sqft |
Source: MLS PIN #72884751 Report a problem | ||
| 11/30/2021 | Listed for sale | $1,000,000$399/sqft |
Source: MLS PIN #72884751 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $4,120 -3.5% | $951,500 -2.1% |
| 2024 | $4,268 -28.6% | $972,100 -24.1% |
| 2023 | $5,978 +1.9% | $1,280,000 +22.1% |
| 2022 | $5,869 +0.1% | $1,048,000 +7.8% |
| 2021 | $5,864 +5.7% | $972,400 +6.9% |
| 2020 | $5,550 -0.1% | $909,900 +1.1% |
| 2019 | $5,555 +18.1% | $900,300 +21.4% |
| 2018 | $4,703 +3.1% | $741,800 |
| 2017 | $4,562 -4.1% | $741,800 +1.8% |
| 2016 | $4,758 +2% | $728,600 |
| 2015 | $4,663 -2.1% | $728,600 -2.8% |
| 2014 | $4,761 +12.8% | $749,700 +8.2% |
| 2013 | $4,221 +3% | $693,100 -0.5% |
| 2012 | $4,098 +0.4% | $696,900 -4.5% |
| 2011 | $4,080 +2.6% | $729,900 -3.3% |
| 2010 | $3,978 -4.1% | $754,800 -7.8% |
| 2009 | $4,149 +10.3% | $818,400 -5.3% |
| 2008 | $3,760 +9.4% | $864,400 +5.6% |
| 2007 | $3,438 -5.1% | $818,600 -3.7% |
| 2006 | $3,623 -4.9% | $850,400 +2% |
| 2005 | $3,811 +5.8% | $833,900 +12.7% |
| 2004 | $3,603 +6.3% | $739,800 +24.7% |
| 2003 | $3,388 -3.7% | $593,400 +27.2% |
| 2001 | $3,517 | $466,400 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: Dennis Port
Nearby schools
GreatSchools rating
- 6/10Ezra H Baker Innovation SchoolGrades: PK-3Distance: 0.8 mi
- 4/10Dennis-Yarmouth Regional High SchoolGrades: 8-12Distance: 2.8 mi
- 6/10Dennis-Yarmouth Middle SchoolGrades: 6-7Distance: 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.
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