OFF MARKET

Off Market Nov 2020 for $450K

$731,033

Est. refi paymentEst. refi $3,015/mo

•

2,034

sq ft

66 Upper County Rd, Dennis Port, MA 02639

About this home

This is the perfect oppertunity to live and work in Dennisport. This property is over an acre and holds two parcels. One is an over 2000 square foot home and the other is an over 1300 square foot commercial space with many upgrades/improvements and a full walk out basement. What a great oppertunity to live and work on the same property. Two successful businesses where on this property in the last 20 years!! Not a drive by, but a fantastic opportunity!! Take a look at all the photos & floor plans and let your wheels start to spin! Priced well under assessed value!

Single-familyProperty Type

1971Year Built

1.1 acresLot Size

$359Est. Price/Sq.Ft.

Listed by Susan Sullivan • McDevitt REALTORS

Bought with Susan Sullivan • McDevitt REALTORS

Redfin checked: 2 minutes ago

•Source:CCIMLS #22003359

Redfin Estimate

$731,033

$281K since sold in November 2020$25K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 5.5% higher than the average sale price ($693K) of 6 comparable homes.

SOLD JUN 22, 2026
$835,000
A
3 beds2.5 baths2,623 sq ft
148 Belmont Rd, West Harwich, MA 02671
SOLD NOV 14, 2025
$621,000
B
3 beds2 baths1,888 sq ft
18 Rangeley Ln, Dennis, MA 02660
SOLD NOV 14, 2025
$621,000
C
3 beds2 baths1,888 sq ft
18 Rangely Ln, South Dennis, MA 02660
SOLD AUG 7, 2026
$801,000
D
3 beds1.5 baths1,588 sq ft
12 Lockwood Dr, South Dennis, MA 02660
SOLD APR 30, 2026
$735,000
E
3 beds2.5 baths1,872 sq ft
9 Country Ln, Dennis Port, MA 02639
SOLD JUN 22, 2026
$545,000
F
3 beds1 bath1,107 sq ft
334 Depot St, Dennis Port, MA 02639

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Earn from this home

Sell

$374,803

Est. take-home

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Refinance

Est. cash available

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Market trends in 02639, MA

Last updated July 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

97.9%

0.5% MoM

Median sale price

$542K

$1K MoM

Avg. days on market

21d

2 days MoM

Recently sold homes

10 MoM

New listings for sale

OPEN SUN, 11AM TO 2PM
$629,000
2 beds1.5 baths960 sq ft
29 Lorree Ln, Dennis Port, MA 02639
$525,000
3 beds1 bath768 sq ft
62 Indian Trl, Dennis Port, MA 02639
OPEN SAT, 12PM TO 1:30PM
$749,000
4 beds2.5 baths1,675 sq ft
34 Pleasant #1, Dennis Port, MA 02639
OPEN SAT, 12PM TO 2PM
$249,900
2 beds1 bath609 sq ft
230 Old Wharf Rd #251, Dennis Port, MA 02639
See all

Provided by Redfin

Sale history for 66 Upper County Rd

Date

Event

Price

CCIMLS #22003359

Nov 20, 2020

Sold

$450,000

$221/sq ft

Sep 8, 2020

Pending

—

Aug 23, 2020

Listing Removed

—

Jun 7, 2020

Listed

$460,000

$226/sq ft

CCIMLS #21903924

May 22, 2020

Listing Removed

—

Jan 2, 2020

Price Changed

$460,000

$226/sq ft

May 29, 2019

Listed

$480,000

$236/sq ft

CCIMLS #21808397

May 1, 2019

Listing Removed

—

Nov 3, 2018

Listed

$535,000

$263/sq ft

CCIMLS #20807840

Dec 2, 2008

Sold

$475,000

$234/sq ft

Aug 6, 2008

Listed

$525,000

$258/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$2,627 (−1.6%)

$161,600 + $401,000

$562,600

2022

$2,669 (−26.4%)

$161,700 + $314,900

$476,600

2021

$3,626 (+9.1%)

$142,700 + $458,600

$601,300

2020

$3,325 (+11.9%)

$142,700 + $402,300

$545,000

2019

$2,971 (−1.6%)

$139,900 + $341,700

$481,600

2018

$3,020 (−1.6%)

$133,200 + $343,200

$476,400

2017

$3,068 (−2.2%)

$133,200 + $365,600

$498,800

2016

$3,136 (+2.0%)

$148,000 + $332,300

$480,300

2015

$3,074

$148,000 + $332,300

$480,300

Tax history for 66 Upper County Rd

Year

Property tax

Land + Additions

Assessment*

2023

$2,627 (−1.6%)

$161,600 + $401,000

$562,600

2022

$2,669 (−26.4%)

$161,700 + $314,900

$476,600

2021

$3,626 (+9.1%)

$142,700 + $458,600

$601,300

2020

$3,325 (+11.9%)

$142,700 + $402,300

$545,000

2019

$2,971 (−1.6%)

$139,900 + $341,700

$481,600

2018

$3,020 (−1.6%)

$133,200 + $343,200

$476,400

2017

$3,068 (−2.2%)

$133,200 + $365,600

$498,800

2016

$3,136 (+2.0%)

$148,000 + $332,300

$480,300

2015

$3,074

$148,000 + $332,300

$480,300

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Public record
Zoning

Beds

Baths

2.5

Stories

Lot width

—

Lot depth

—

Lot size

47,916

Year renovated

—

Sq. Ft.

2,034

Year built

1971

Style

Single Family Residential

County

Barnstable County

APN

2274697

Parking Spaces

—

Basement

Yes

Accessible

HOA Dues

—

Garage

Features

—

Last updated by owner on Feb 10, 2026.

GC II

General Commercial II District

To integrate the evolution of a commercial development pattern with an older mixed use area so that it is compatible with the major highway it is principally oriented to while recognizing site and area limitations for on-site waste water disposal systems in terms of drainage, soil suitability, proximity to surface and subsurface water resources and slope and preserving the value of land and enhancing the existing vegetation, visual landscapes, and amenities with consideration of neighboring properties, and to conserve the value of existing structures and buildings with good period design recognizing the importance of recycling of old structures and buildings for future generations thereby retaining the character of the area, the town, and the quality of life in a rural seaside New England Village.

Permitted uses

Include but are not limited to:

Agriculture
Bank
Day care facility
General retail
Restaurant
Housing-Group
Housing-Single unit
Bed & breakfast
Office
Death related/funeral home

Property details

Parking

Parking Information
Has Open Parking

Interior

Bathroom Information
# of Bathrooms (Full): 2
# of Bathrooms (1/2): 1

Fireplace Information
FireplacesTotal: 1
Has Fireplace

Other Room Information
Total Rooms : 5

Interior Features
Interior Features: Sound System, Recessed Lighting, Mud Room, HU Cable TV
Flooring: Hardwood, Carpet, Tile
Appliances: Washer, Wall/Oven Cook Top, Refrigerator, Dishwasher, Gas Water Heater

Exterior

Exterior Features
Exterior Features: Outdoor Shower, Yard, Underground Sprinkler
Construction Materials: Clapboard
Roof: Asphalt, Pitched
Foundation Details: Concrete Perimeter

Property Information
Property Sub Type: Single Family Residence
Property Condition: Actual

Lot Information
Lot Features: Bike Path, House of Worship, In Town Location, Cleared, Level
Lot Size Source: Assessor
Road Frontage Type: Public
Zoning: GCII

Building Information
Year Built: 1971

Utilities

Heating & Cooling
Has Heating
Heating: Forced Air
Has Cooling
Cooling: Central Air

Utility Information
Sewer: Private Sewer

Location

School Information
Elementary School District: Dennis-Yarmouth
Middle Or Junior School District: Dennis-Yarmouth
High School District: Dennis-Yarmouth

Location Information
Directions: Rte 134 or Rte 28 to Upper County towards Dennisport to number 66
Distance To Place of Worship Comments: Convenient To House of Worship

Public facts

Beds: 3
Baths: 2.5
Sq. Ft.: 2,034
Stories: —
Parking Spaces: —
Basement: Yes
Accessible: No
Lot Size: 1.1 acres
Style: Single Family Residential
Year Built: 1971
Year Renovated: —
County: Barnstable County
APN: 2274697
HOA Dues: —
Garage: No
Features: —

Home facts updated by owner on Feb 10, 2026

Around this home

Schools

Ezra H Baker Innovation School

Public PreK-3 • Assigned • 1.0mi

6/10

Dennis-Yarmouth Regional High School

Public 8-12 • Assigned • 3.0mi

4/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

8/10 Flood Factor

Estimated 80%+ 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, 18 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

Try the sun simulator tool to see how light moves across the property at different times of day and year.

Provided by Shadowmap

Estimated sale price

$695,000 – $841,000

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Nearby similar homes

$525,000

3 beds1 bath768 sq ft

62 Indian Trl, Dennis Port, MA 02639

3D WALKTHROUGH

$3,200,000

5 beds5.5 baths4,830 sq ft

171 Searsville Rd, South Dennis, MA 02660

$649,000

2 beds1 bath720 sq ft

6 Manning Rd, Dennis Port, MA 02639

$8,995,000

6 beds5.5 baths4,842 sq ft

18 Strandway Way, West Harwich, MA 02671

$990,000

4 beds3 baths1,838 sq ft

201 Center St, Dennis Port, MA 02639

$2,199,000

4 beds2.5 baths2,551 sq ft

64 Lower County, West Harwich, MA 02671

New listings for sale in 02639

OPEN SUN, 11AM TO 2PM

$629,000

2 beds1.5 baths960 sq ft

29 Lorree Ln, Dennis Port, MA 02639

$525,000

3 beds1 bath768 sq ft

62 Indian Trl, Dennis Port, MA 02639

OPEN SAT, 12PM TO 1:30PM

$749,000

4 beds2.5 baths1,675 sq ft

34 Pleasant #1, Dennis Port, MA 02639

OPEN SAT, 12PM TO 2PM

$249,900

2 beds1 bath609 sq ft

230 Old Wharf Rd #251, Dennis Port, MA 02639

Home values near 66 Upper County Rd

Data from public records.

Address	Redfin Estimate
78 Upper County Rd, Dennis Port, MA 4 Beds \| 2.5 Baths \| 1646 Sq. Ft.	$780,708
70 Upper County Rd, Dennis Port, MA 4 Beds \| 4 Baths \| 2088 Sq. Ft.	$683,103

Address	Redfin Estimate
78 Upper County Rd Apt 78, Dennis Port, MA - Beds \| - Baths \| 1600 Sq. Ft.	$623,923
69 Upper County Rd, Dennis Port, MA 5 Beds \| 3.5 Baths \| 2791 Sq. Ft.	$867,712

Address	Redfin Estimate
64 Upper County Rd, Dennis Port, MA 5 Beds \| 4.5 Baths \| 3404 Sq. Ft.	$1,030,230
52 Upper County Rd, Dennis Port, MA 1 Beds \| 1 Baths \| 1 Sq. Ft.	$274,166

Property information provided by CCIMLS when last listed in 2020. This data may not show owner updates. Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 02639, MA

Sale history for 66 Upper County Rd

Tax history for 66 Upper County Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 02639

Home values near 66 Upper County Rd

More real estate resources