OFF MARKET

Off Market Dec 2016 for $295K

$592,627

Est. refi paymentEst. refi $846/mo

•

1,218

sq ft

158 Upper County Rd, Dennis Port, MA 02639

About this home

Antique Half Cape - Modern Facilities. You'll love this fine example of Cape Half House architecture (DSHD). Beamed ceilings, wide (King's) pine floors, clawed bath tub, old & big fireplace. Huge yard with flowers & fruit trees. 14'*14' carriage house with electricity. Restored & updated in 1988 with modern conveniences. 4 skylights, modern cabinets & tiled counters, 1st-floor laundry with washer/dryer. 1st-floor bedroom. Internet & cable hookups. The mechanicals are modern & in good working order. Huge, flat yard totally fenced in. 22'*10' deck renovated this fall. Roof retiled this fall. On Cape Cod a house is a destination. Less than mile from downtown Dennis Port. Less than a half mile from a public landing on Swan River. Just over 1 mile to Sea St. Beach on Nantucket Sound. This rare house can be your multi-century Cape Cod Destination.

Single-familyProperty Type

1777Year Built

0.39 acresLot Size

$487Est. Price/Sq.Ft.

Listed by Bill Silver • Cape Cod Associates R E

Bought with Thom Schoepfer • William Raveis Real Estate & Home Services

Redfin checked: 3 minutes ago

•Source:CCIMLS #21601133

Redfin Estimate

$592,627

$298K since sold in December 2016$4,000 since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 0.6% lower than the average sale price ($596K) of 6 comparable homes.

SOLD JUL 28, 2026
$695,000
A
3 beds2 baths1,008 sq ft
66 Indian Trl, Dennis Port, MA 02639
SOLD JUN 22, 2026
$545,000
B
3 beds1 bath1,107 sq ft
334 Depot St, Dennis Port, MA 02639
SOLD MAY 20, 2026
$555,000
C
3 beds1.5 baths1,176 sq ft
41 Depot Rd W, West Harwich, MA 02671
SOLD JUN 9, 2026
$580,000
D
3 beds1 bath984 sq ft
20 Indian Mound Trl, Dennis Port, MA 02639
SOLD JUN 12, 2026
$585,000
E
2 beds2 baths1,050 sq ft
97 Depot St, Dennis Port, MA 02639
SOLD MAY 20, 2026
$615,500
F
3 beds2 baths968 sq ft
6 Raintree Rd, Dennis Port, MA 02639

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Earn from this home

Sell

$375,256

Est. take-home

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Refinance

Est. cash available

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Rent

$2,510/mo

Redfin rental estimate

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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

NEW 30 HRS AGO
$1,149,000
5 beds3 baths2,300 sq ft
101 Division St, Dennis Port, MA 02639
$525,000
3 beds1 bath768 sq ft
62 Indian Trl, Dennis Port, MA 02639
$749,000
4 beds2.5 baths1,675 sq ft
34 Pleasant #1, Dennis Port, MA 02639
See all

Provided by Redfin

Sale history for 158 Upper County Rd

Date

Event

Price

CCIMLS #21403928

Sep 16, 2019

Listing Removed

—

May 3, 2014

Listed

$299,900

$246/sq ft

CCIMLS #21308146

Sep 17, 2019

Listing Removed

—

Sep 1, 2013

Listed

$299,900

$246/sq ft

CCIMLS #21302735

Sep 17, 2019

Listing Removed

—

Apr 1, 2013

Listed

$299,900

$246/sq ft

CCIMLS #2016241

Sep 24, 2019

Listing Removed

—

Sep 13, 2001

Listed

$219,900

$181/sq ft

CCIMLS #7033666

Sep 25, 2019

Listing Removed

—

Sep 10, 1997

Listed

$158,000

$130/sq ft

CCIMLS #21601133

Dec 21, 2016

Sold

$295,000

$242/sq ft

Dec 8, 2016

Pending

—

Oct 4, 2016

Contingent

—

May 13, 2016

Price Changed

$311,777

$256/sq ft

Apr 20, 2016

Price Changed

$318,000

$261/sq ft

Feb 19, 2016

Listed

$325,000

$267/sq ft

MLS PIN #71961588

Oct 15, 2016

Listing Removed

—

May 13, 2016

Price Changed

$311,777

$256/sq ft

Apr 20, 2016

Price Changed

$318,000

$261/sq ft

Feb 22, 2016

Listed

$325,000

$267/sq ft

CCIMLS #21504065

Jul 3, 2015

Listing Removed

—

May 2, 2015

Listed

$319,900

$263/sq ft

CCIMLS #2020358

Jul 1, 2002

Sold

$219,900

$181/sq ft

Mar 25, 2002

Listed

$219,900

$181/sq ft

Public Records

Jul 14, 1988

Sold

$170,000

$140/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$1,545 (−1.7%)

$135,100 + $195,700

$330,800

2022

$1,572 (+4.6%)

$135,200 + $145,500

$280,700

2021

$1,503 (−0.5%)

$119,300 + $129,900

$249,200

2020

$1,511 (+1.5%)

$119,300 + $128,400

$247,700

2019

$1,489 (+5.9%)

$117,000 + $124,300

$241,300

2018

$1,406 (+4.3%)

$111,400 + $110,300

$221,700

2017

$1,348 (−3.0%)

$111,400 + $107,800

$219,200

2016

$1,390 (+5.9%)

$123,700 + $89,100

$212,800

2015

$1,312

$123,700 + $81,300

$205,000

Tax history for 158 Upper County Rd

Year

Property tax

Land + Additions

Assessment*

2023

$1,545 (−1.7%)

$135,100 + $195,700

$330,800

2022

$1,572 (+4.6%)

$135,200 + $145,500

$280,700

2021

$1,503 (−0.5%)

$119,300 + $129,900

$249,200

2020

$1,511 (+1.5%)

$119,300 + $128,400

$247,700

2019

$1,489 (+5.9%)

$117,000 + $124,300

$241,300

2018

$1,406 (+4.3%)

$111,400 + $110,300

$221,700

2017

$1,348 (−3.0%)

$111,400 + $107,800

$219,200

2016

$1,390 (+5.9%)

$123,700 + $89,100

$212,800

2015

$1,312

$123,700 + $81,300

$205,000

*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

Stories

Lot width

—

Lot depth

—

Lot size

0.39 Acres

Year renovated

1983

Sq. Ft.

1,218

Year built

1777

Style

Single Family Residential

County

Barnstable County

APN

2274165

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 19, 2023.

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

Property details

Parking

Parking Information
Has Open Parking

Interior

Virtual Tour Information

Master Bedroom Information
Master Bedroom Description: Flooring: Wood
Master Bedroom Features: Closet
Master Bedroom Level: First

Bedroom #2 Information
Bedroom 2 Description: Flooring: Wood
Bedroom 2 Features: Bedroom 2,Beamed Ceilings,Cathedral Ceiling(s),Closet
Bedroom 2 Level: Second

Bedroom #3 Information
Bedroom 3 Description: Flooring: Wood
Bedroom 3 Features: Bedroom 3,Beamed Ceilings,Cathedral Ceiling(s),Closet
Bedroom 3 Level: Second

Dining Room Information
Dining Room Description: Flooring: Wood
Dining Room Features: Built-in Features,Office/Sitting Area,Dining Room,Beamed Ceilings
Dining Room Level: First

Living Room Information
Living Room Description: Flooring: Wood
Living Room Features: Fireplace,Living Room,Beamed Ceilings
Living Room Level: First

Bathroom Information
# of Bathrooms (Full): 2
# of Bathrooms (Main Level): 1

Kitchen Information
Kitchen Description: Countertop(s): Tile,Flooring: Wood
Kitchen Features: Kitchen,Beamed Ceilings,Cathedral Ceiling(s)
Kitchen Level: First

Basement Information
Basement: Bulkhead Access, Cape Cod

Laundry Information
Laundry Features: Laundry Room, First Floor

Fireplace Information
FireplacesTotal: 1
Has Fireplace

Other Room Information
Total Rooms : 6

Interior Features
Flooring: Wood, Tile
Appliances: Dishwasher, Washer, Electric Range, Electric Dryer
Window Features: Skylight
Patio And Porch Features: Deck

Exterior

Exterior Features
Exterior Features: Outdoor Shower, Garden
Construction Materials: Shingle Siding
Fencing: Fenced
Roof: Asphalt, Pitched
Foundation Details: Block, Brick/Mortar

Property Information
Property Sub Type: Single Family Residence
Property Condition: Actual
Other Structures: Outbuilding

Lot Information
Lot Features: In Town Location, Shopping, Level, Cleared
Lot Size Source: Assessor
Water Body Name: Sea St Beach,Swan River
Road Frontage Type: Public
Zoning: Residential

Building Information
Year Built: 1777

Utilities

Heating & Cooling
Has Heating
Heating: Hot Water, Other
Has Cooling
Cooling: Other

Utility Information
Sewer: Septic Tank, Septic Tank

Location

Location Information
Directions: Corner of Upper County and Clipper Lane East. Driving east the driveway is just before Clipper Lane.
Distance To Shopping Comments: Convenient To Shopping

Public facts

Beds: 3
Baths: 2.0
Sq. Ft.: 1,218
Stories: 2.0
Lot Size: 0.39 acres
Style: Single Family Residential
Year Built: 1777
Year Renovated: 1983
County: Barnstable County
APN: 2274165

Home facts updated by county records on Jul 19, 2023

Around this home

Schools

Ezra H Baker Innovation School

Public PreK-3 • Assigned • 1.2mi

6/10

Dennis-Yarmouth Regional High School

Public 8-12 • Assigned • 3.3mi

4/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

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 85° expected this year, 21 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

In this area, properties receive around 8.6 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

8.6 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$563,000 – $682,000

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Nearby similar homes

$1,950,000

9 beds10.5 baths3,586 sq ft

183 Captain Chase Rd, Dennis, MA 02639

$2,495,000

3 beds4 baths3,950 sq ft

7 Shore Road Ext, West Harwich, MA 02671

$249,900

2 beds1 bath609 sq ft

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

$589,900

2 beds2 baths1,500 sq ft

127 Indian Trl, Dennis Port, MA 02639

$729,000

3 beds1.5 baths1,656 sq ft

5 Whistler Ln, Dennis Port, MA 02639

$459,000

1 bed1 bath580 sq ft

199 Telegraph Rd, Dennis Port, MA 02639

New listings for sale in 02639

NEW 30 HRS AGO

$1,149,000

5 beds3 baths2,300 sq ft

101 Division St, Dennis Port, MA 02639

$525,000

3 beds1 bath768 sq ft

62 Indian Trl, Dennis Port, MA 02639

$749,000

4 beds2.5 baths1,675 sq ft

34 Pleasant #1, Dennis Port, MA 02639

Home values near 158 Upper County Rd

Data from public records.

Address	Redfin Estimate
166 Upper County Road Unit U1-9, Dennis Port, MA 1 Beds \| 1 Baths \| 615 Sq. Ft.	$282,087
166 Upper County Road Unit 2-2, Dennis Port, MA 2 Beds \| 1 Baths \| 950 Sq. Ft.	$320,632

Address	Redfin Estimate
166 Upper County Road Unit 1-15, Dennis Port, MA 1 Beds \| 1 Baths \| 625 Sq. Ft.	$233,754
166 Upper County Road Unit 2-6, Dennis Port, MA 2 Beds \| 1 Baths \| 800 Sq. Ft.	$312,878

Address	Redfin Estimate
166 Upper County Road Unit 2-11, Dennis Port, MA 2 Beds \| 1 Baths \| 650 Sq. Ft.	$304,057
166 Upper County Road Unit U1-2, Dennis Port, MA 2 Beds \| 1 Baths \| 650 Sq. Ft.	$288,711

Property information provided by CCIMLS when last listed in 2016. This data may not match . 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 158 Upper County Rd

Tax history for 158 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 158 Upper County Rd

More real estate resources