OPEN SAT, 12PM TO 1:30PM

For sale

$1,350,000

Est. $7,879/mo —

•

3,071

sq ft

74 Hillside Dr, Dennis, MA 02641

About this home

Set back from the street in one of East Dennis's most sought-after neighborhoods, this beautifully maintained, turnkey home offers exceptional privacy and peeks of the harbor from the second floor. Spacious rooms and inviting gathering areas make it ideal for entertaining or simply enjoying Cape Cod living. The custom kitchen features striking granite floors, while hardwood floors complement the expansive living space and dining area. Generously sized bedrooms include a spacious primary suite. The finished basement has a full bathroom, family room, office and overflow room for additional guests. Outside, enjoy a 32-foot deck and relaxing patio surrounded by beautiful plantings and a spacious, level yard with irrigation. An oversized two-car garage adds convenience. With nearby beaches, local restaurants, and favorite amenities close at hand, this lovingly cared-for home offers a wonderful blend of comfort, privacy, and coastal charm.

Single-familyProperty Type

1982Year Built

0.47 acresLot Size

$440Price/Sq.Ft.

2 garage spacesParking

Listed by Susan Sullivan • Realty Consultants of Cape Cod

Listing updated: Nov 10, 2026 at 02:08pm

Redfin checked: a few seconds ago

•Source:CCIMLS #22605645

Payment calculator

$7,879 per month

Principal and interest$7,178

Property taxes

$408

HOA dues

Home insurance

$293

Utilities

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Affordability tools

See this home in person

This home is unavailable to tour on this day.

Next available date: Wednesday, November 11

Open houses

Saturday, Nov 14

12:00pm - 1:30pm

Nearby open houses (10)

OPEN SAT, 10AM TO 12PM3D & VIDEO TOUR
$725,000
3 beds2 baths1,366 sq ft
8 Leaf Ln, Eastham, MA 02642
0.52 acre lot • Garage • Built 1993
OPEN SAT, 10AM TO 11:30AM
$599,000
3 beds1 bath1,008 sq ft
2 David Dr, South Dennis, MA 02660
7,405 sq ft lot • Built 1972
OPEN SAT, 10AM TO 12PM
$775,000
2 beds3 baths2,765 sq ft
36 Oak Gln, Yarmouth Port, MA 02675
$1,056 HOA • 2 garage spots • Community pool
OPEN SAT, 10AM TO 11AM
$699,000
3 beds1 bath1,032 sq ft
99 Baxter Ave, West Yarmouth, MA 02673
0.26 acre lot • 3 parking spots • Built 1958
OPEN SAT, 11AM TO 12:30PMVIDEO TOUR
$625,000
2 beds3 baths1,575 sq ft
3 John Hall Cartway #3, Yarmouth Port, MA 02675
$852 HOA • 2 garage spots • Community pool
OPEN SAT, 11AM TO 12:30PM3D WALKTHROUGH
$619,000
3 beds1.5 baths1,248 sq ft
22 Lombard Ln, Eastham, MA 02642
0.47 acre lot • 5 parking spots • Built 1973
OPEN SAT, 11AM TO 1PM
$509,000
1 bed1 bath792 sq ft
4 Rosetta St, West Yarmouth, MA 02673
4,356 sq ft lot • 2 parking spots • Built 1950
OPEN SAT, 11AM TO 12PM3D WALKTHROUGH
$1,050,000
4 beds2.5 baths2,595 sq ft
44 Juniper Ln Ext, Harwich, MA 02645
0.92 acre lot • 2 garage spots • Built 2003
OPEN SAT, 11:15AM TO 12:15PM
$535,000
3 beds1 bath972 sq ft
37 Regional Ave, South Yarmouth, MA 02664
0.39 acre lot • 2 garage spots • Built 1956
OPEN SAT, 12PM TO 2PM
$689,000
3 beds1.5 baths1,800 sq ft
13 Danas Path, West Yarmouth, MA 02673
0.36 acre lot • Garage • Built 1980

Around this home

Schools

K - 12
Preschool & daycare

Dennis-Yarmouth Intermediate School

Public 4-5 • Assigned • 4.4mi

4/10

Dennis-Yarmouth Middle School

Public 6-7 • Assigned • 4.4mi

6/10

Dennis-Yarmouth Regional High School

Public 8-12 • Assigned • 4.6mi

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

74 Hillside Dr · $1,350,000

DAYS ON MARKET

The average home goes pending in 34 days.

SALE-TO-LIST

Most homes are selling 2% below list price.

LIST PRICE

Median sale price in this area is $847,234. (37% lower than this home)

PRICE DROP

23% 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
Finished full basement
One fireplace

Bathrooms
3 full bathrooms
1 half bathroom

Flooring
Hardwood and tile flooring

Heating & cooling
Natural gas heating
Central air conditioning

Sale and tax history for 74 Hillside Dr

Sale History
Tax History

Date

Event

Price

CCIMLS #22605645

Nov 10, 2026

Listed

$1,350,000

$440/sq ft

CCIMLS #22105434

Oct 21, 2021

Sold

$1,000,000

$326/sq ft

Sep 14, 2021

Pending

—

Sep 8, 2021

Listed

$995,000

$324/sq ft

+43

Stylish, sophisticated, warm and welcoming defines this classy oversized Cape located in one of Dennis's most sought after neighborhoods offering peeks of the Harbor from the second floor. Clearly turnkey, you will have free time to explore the nearby beaches, and you are close enough to stroll to local restaurants and other favorite amenities. Outdoor time will be a pleasure on your 32ft deck or gorgeous patio pavilion overlooking beautiful plantings, and a spacious level irrigated yard. Indoor features abound with a designer kitchen with striking granite floors, expansive living space with hardwood floors, stunning formal dining area, spacious master suite, tastefully finished basement with bath, oversized 2 car garage, gas heat, and a new central air system.Other recent updates include: exterior siding, patio pavilion, electric panel, gas log insert, driveway, many appliances, and more. Septic replaced in 2014..Title V passing report in hand. This is a true Cape Cod gem! All information to be verified by buyer or buyer's representation.

CCIMLS #21307319

Sep 4, 2019

Listing Removed

—

Aug 6, 2013

Listed

$659,000

$215/sq ft

Public record

Public record
Zoning

Beds

—

Baths

—

Stories

—

Lot width

—

Lot depth

—

Lot size

—

Year renovated

—

Finished Sq. Ft.

—

Unfinished Sq. Ft.

—

Total Sq. Ft.

—

Year built

—

Style

Single Family Residential

County

Barnstable County

APN

358-037-0

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

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Last updated by owner on Nov 10, 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

1/10 Flood Factor

Minimal risk 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 86° expected this year, 19 days in 30 years

8/10 Wind Factor

80% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 1 days in 30 years

Provided by First Street

Historical weather

Dennis, MA • 02641

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

96/ 100

Exceptional sunlight

Sunscore

This home ranks in the top 8% for direct sun exposure in Dennis. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

10.6 hrs

5.6 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 74 Hillside Dr

$1,360,893

$11K over list price of $1.35M

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $1.1M to $1.6M.

SOLD OCT 26, 2026
$1,300,000 Last sold price
3 beds2.5 baths2,615 sq ft
181 King James Dr, South Dennis, MA 02660
$57/sq ft
larger lot
5 years older
SOLD OCT 22, 2026
$1,275,000 Last sold price
3 beds2 baths2,083 sq ft
8 Macandrew Dr, Dennis, MA 02638
$172/sq ft
larger lot
18 years newer
SOLD OCT 20, 2026
$1,125,000 Last sold price
2 beds2.5 baths2,346 sq ft
114 Quivet Dr, Dennis, MA 02641
$40/sq ft
larger lot
10 years newer
SOLD MAY 20, 2026
$1,300,000 Last sold price
3 beds2.5 baths2,842 sq ft
68 Sea Meadow Dr, Dennis, MA 02641
$17/sq ft
smaller lot
2 years newer
SOLD JUN 23, 2026
$1,310,000 Last sold price
4 beds3 baths1,972 sq ft
38 Kings Row Dr, East Dennis, MA 02641
$224/sq ft
smaller lot
2 years older
SOLD SEP 15, 2026
$1,650,000 Last sold price
5 beds3.5 baths2,760 sq ft
29 Calvin Dr, Dennis, MA 02638
$158/sq ft
larger lot
3 years newer

Rental earnings

Est. $4,063 per month, based on comparable rentals

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Ask a question

(617) 397-3327

Early Access listings

EARLY ACCESSCOMPASS COMING SOON

$675,000

3 beds2 baths1,769 sq ft

36 A Rocky Hill Rd, Amesbury, MA 01913

EARLY ACCESSCOLDWELL BANKER REALTY COMING SOON

$885,000

Land— sq ft

613 West St, Wrentham, MA 02093

EARLY ACCESSCOMPASS COMING SOON

$625,000

3 beds2 baths1,197 sq ft

12 Bowdoin Ave #1, Boston, MA 02121

EARLY ACCESSCOMPASS COMING SOON

Contact for price

2 beds2 baths2,018 sq ft

1 Knollwood Ct, Burlington, MA 01803

EARLY ACCESSCOLDWELL BANKER REALTY COMING SOON

$799,900

4 beds2 baths2,382 sq ft

125 Craigie Cir, Carlisle, MA 01741

EARLY ACCESSCOLDWELL BANKER REALTY COMING SOON

Contact for price

2 beds2 baths884 sq ft

99 Florence St, Chestnut Hill, MA 02467

Nearby similar homes

$749,000

2 beds2.5 baths1,099 sq ft

215 Route 6a, Dennis, MA 02638

Renovated in 2021 • Luxury finishes • Eat-in kitchen

$679,000

3 beds2 baths1,192 sq ft

15 Homer Ln, South Dennis, MA 02660

Sunroom • Private setting • Open floor plan

$4,495,000

5 beds4.5 baths5,448 sq ft

21 Grazing Field Ln, Dennis, MA 02638

Landscaped lot • Designer kitchen • Cathedral ceiling

VIDEO TOUR

$1,999,900

4 beds2.5 baths2,850 sq ft

939 Ma-6a, Dennis, MA 02638

Two story barn • Sandy frontage • Screened boathouse

$2,400,000

4 beds2.5 baths3,442 sq ft

25 Oliver Dr, Dennis, MA 02641

Granite countertops • 1.39 acre lot • 2 garage spots

$1,149,000

6 beds4.5 baths3,356 sq ft

46 Monument View Rd, East Dennis, MA 02641

Completely renovated • Full basement • Heated breezeway

Details provided by CCIMLS 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

See this home in person

Nearby open houses (10)

Around this home

Schools

Market insights

Property details

Sale and tax history for 74 Hillside Dr

Public record

Climate risks

Historical weather

Sun exposure

Redfin Estimate for 74 Hillside Dr

Early Access listings

Nearby similar homes

More real estate resources