Pending

$1,299,000

Est. $7,525/mo —

•

2,506

sq ft

19 Aunt Debbys Rd, Dennis Port, MA 02639

About this home

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.

Single-familyProperty Type

1987Year Built

4.11 acresLot Size

$518Price/Sq.Ft.

2 garage spacesParking

Listed by Kate Brassard • Gibson Sotheby's International Realty

Listed by • Gibson Sotheby's International Realty

Listing updated: Aug 6, 2026 at 08:54am

Redfin checked: a minute ago

•Source:MLS PIN #73538044

Payment calculator

$7,525 per month

Principal and interest$6,827

Property taxes

$417

HOA dues

Home insurance

$281

Utilities

Add

5 minutes to get started. No credit impact.

Affordability tools

Open houses

No upcoming open houses.

Nearby open houses (5)

OPEN TUE, 12PM TO 1PM
$304,999
2 beds2 baths1,244 sq ft
46 Depot Rd W, Harwich, MA 02645
OPEN WED, 12PM TO 1PM3D WALKTHROUGH
$3,200,000
5 beds5.5 baths4,830 sq ft
171 Searsville Rd, South Dennis, MA 02660
OPEN THU, 4:30PM TO 6PM3D WALKTHROUGH
$425,000
2 beds1.5 baths1,032 sq ft
130 Howland Cir #130, Brewster, MA 02631
OPEN SAT, 11AM TO 1PM
$1,148,000
3 beds2 baths2,626 sq ft
30 Fairway Rd, South Yarmouth, MA 02664
OPEN SAT, 11AM TO 1PM
$798,900
3 beds3 baths2,034 sq ft
38 Mariners Ln, Yarmouth Port, MA 02675

Around this home

Schools

K - 12
Preschool & daycare

Ezra H Baker Innovation School

Public PreK-3 • Assigned • 0.8mi

6/10

Dennis-Yarmouth Regional High School

Public 8-12 • Assigned • 2.8mi

4/10

Provided by GreatSchools

About Mid

Cape

Mid Cape, located between Hyannis Harbor and the Bass River, is a coastal and village-centered Barnstable neighborhood with salt-marsh backroads and a busy commercial strip. The neighborhood’s character concentrates around Main Street in Hyannis near Ocean Street, where galleries, indie shops, and waterfront dining set a brisk, walkable rhythm. Cultural anchors include the Cape Cod Melody Tent, the John F. Kennedy Hyannis Museum, and the Cape Cod Maritime Museum. Architecture shifts from classic Cape Cod cottages to mid-century ranches and newer mixed-use blocks near downtown. Beaches and harbors shape daily routines, while the Cape Cod Rail Trail adds a car-light way to move through town. Marinas, small parks, and ferry activity keep the shoreline in constant motion.

Provided by Walk Score and Local Logic

Market insights

19 Aunt Debbys Rd · $1,299,000

DAYS ON MARKET

The average home goes pending in 22 days.

SALE-TO-LIST

Most homes are selling 1% below list price.

LIST PRICE

Median sale price in this area is $802,867. (38% lower than this home)

PRICE DROP

21% of homes in this area have had a price drop in the past month.

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
Bonus room
Sitting room
Loft
Open floorplan

Bedrooms
Master suite on the second floor with picture window and laminate flooring
Two additional second-floor bedrooms with laminate flooring

Bathrooms
Two full bathrooms (both on the second floor)
One half bathroom (on the first floor)
Master bathroom included

Kitchen
Kitchen island
Open to adjacent living/dining areas
Range included

Laundry & utility
First-floor laundry with washer hookup
Tankless water heater

Flooring
Laminate flooring throughout main living areas and bedrooms

Heating & cooling
Electric heating
Wall cooling units

Sale and tax history for 19 Aunt Debbys Rd

Sale History
Tax History

Date

Event

Price

MLS PIN #73538044

Aug 6, 2026

Pending

—

Jun 18, 2026

Listed

$1,299,000

$518/sq ft

MLS PIN #72884751

May 6, 2022

Sold

$875,000

$349/sq ft

Jan 26, 2022

Price Changed

$949,000

$379/sq ft

Nov 30, 2021

Price Changed

$1,000,000

$399/sq ft

Nov 30, 2021

Relisted

—

Nov 18, 2021

Contingent

—

Sep 20, 2021

Price Changed

$1,200,000

$479/sq ft

Aug 21, 2021

Listed

$1,500,000

$599/sq ft

+37

First time on market. A rock solid custom built post-and-beam home located on 4.1 acres along Swan River with an expansive feel and warmth only wood can bring. This unique home with open floor plan features a harvest kitchen, dining area with picture window views of Swan Pond, and living room with blue stone fireplace. The bonus room on 1st floor can be a den or office space. Outside the kitchen/dining area is a full length deck with expansive views of the property and river beyond. Back inside, the open central staircase ascends 3 floors to the cathedral loft upper level. Three bedrooms are on the 2nd floor. The master suite with full bath occupies one side of this level and 2 more bedrooms and full bath on the other half. The 3rd floor loft is open to the entire area. There is a side entrance room next to the 2 car garage with a half bath, laundry and large closet. Above the garage is another finished bonus space. There is also a full walkout basement. The home is surrounded by part

Year

Property tax

Land + Additions

Assessment*

2023

$5,978 (+1.9%)

$615,900 + $664,100

$1,280,000

2022

$5,869

$554,800 + $493,200

$1,048,000

2021

$5,864 (+5.7%)

$544,000 + $428,400

$972,400

2020

$5,550

$526,700 + $383,200

$909,900

2019

$5,555 (+18.1%)

$516,300 + $384,000

$900,300

2018

$4,703 (+3.1%)

$409,600 + $332,200

$741,800

2017

$4,562 (−4.1%)

$409,600 + $332,200

$741,800

2016

$4,758 (+2.0%)

$444,600 + $284,000

$728,600

2015

$4,663

$444,600 + $284,000

$728,600

Public record

Public record
Zoning

Beds

Baths

2.5

Stories

Lot width

—

Lot depth

—

Lot size

4.11 Acres

Year renovated

—

Finished Sq. Ft.

2,506

Unfinished Sq. Ft.

—

Total Sq. Ft.

2,506

Year built

1987

Style

Single Family Residential

County

Barnstable County

APN

2274610

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 7, 2026.

R40

Low Density Residential District

To provide sites for low density residential development, while respecting the existing character of the neighboring homes and properties, including compatible related home oriented activities, and agricultural pursuits in a rural environment.

Permitted uses

Include but are not limited to:

Agriculture
Day care facility
Housing-Group
Housing-Single unit

Climate risks

4/10 Flood Factor

Estimated 18-26% chance of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

5/10 Heat Factor

7 days above 85° expected this year, 20 days in 30 years

8/10 Wind Factor

80% chance of strong winds in next 30 years

2/10 Air Factor

2 unhealthy days expected this year, 2 days in 30 years

Provided by First Street

Historical weather

Dennis Port, MA • 02639

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

95/ 100

Exceptional sunlight

Sunscore

There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

10.3 hrs

6.1 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 19 Aunt Debbys Rd

$1,243,794

$55K under list price of $1.30M

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $630K to $1.5M.

SOLD JUL 28, 2026
$1,494,000 Last sold price
5 beds3 baths2,132 sq ft
410 Main St, South Dennis, MA 02660
$183/sq ft
smaller lot
207 years older
SOLD JUL 28, 2026
$695,000 Last sold price
3 beds2 baths1,008 sq ft
66 Indian Trl, Dennis Port, MA 02639
$171/sq ft
smaller lot
42 years older
SOLD MAY 8, 2026
$1,200,000 Last sold price
3 beds2.5 baths2,262 sq ft
23 Farm Ln, South Dennis, MA 02660
$13/sq ft
smaller lot
2 years older
SOLD JUN 30, 2026
$1,145,000 Last sold price
4 beds2.5 baths2,179 sq ft
3 Academy Hill Ln, South Dennis, MA 02660
$7/sq ft
smaller lot
38 years newer
SOLD JUL 24, 2026
$630,000 Last sold price
2 beds1 bath1,152 sq ft
13 Carol Ln, West Harwich, MA 02671
$29/sq ft
smaller lot
19 years older
SOLD DEC 19, 2025
$640,000 Last sold price
2 beds2 baths1,199 sq ft
360 Center St, South Dennis, MA 02660
$16/sq ft
smaller lot
6 years newer

Rental earnings

Est. $3,284 per month, based on comparable rentals

This home is pending

The seller has accepted an offer, and this property is now .

Have questions?

Mark Anderson

Dennis Port Redfin Agent

Mark Anderson typically replies in about 4 minutes

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Details provided by MLS PIN and may not match the public record. Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Payment calculator

Affordability tools

Open houses

Nearby open houses (5)

Around this home

Schools

Market insights

Property details

Sale and tax history for 19 Aunt Debbys Rd

Public record

Climate risks

Historical weather

Sun exposure

Redfin Estimate for 19 Aunt Debbys Rd

This home is pending

Have questions?

Nearby similar homes

New listings for sale in 02639

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