Google satellite image for 150 Pennywise Path, Edgartown, MA 02539

OFF MARKET

$1,291,659

•

2.5 ba

•

1,556

sq ft

150 Pennywise Path, Edgartown, MA 02539

About this home

150 Pennywise Path is a 1,556 square foot house on a 0.5 acre lot with 2 bedrooms and 2.5 bathrooms. Based on Redfin's Edgartown data, we estimate the home's value is $1,291,659.

Single-familyProperty Type

2007Year Built

0.5 acresLot Size

$830Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$1,291,659

$48K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 11.4% lower than the average sale price ($1.46M) of 5 comparable homes.

SOLD AUG 19, 2026
$1,100,000
A
3 beds2 baths1,100 sq ft
34 Tenth St S, Edgartown, MA 02539
SOLD APR 17, 2026
$1,775,000
B
3 beds2 baths1,458 sq ft
90 Schoolhouse Rd, Edgartown, MA 02539
SOLD SEP 4, 2025
$965,000
C
3 beds2 baths1,512 sq ft
62 Jernegan Ave, Edgartown, MA 02539
SOLD MAY 7, 2026
$1,125,000
D
3 beds2 baths1,410 sq ft
52 Windsor Dr, Edgartown, MA 02539
SOLD MAY 1, 2026
$2,325,000
E
3 beds3 baths2,830 sq ft
42 Deacon Vincent Way, Edgartown, MA 02539

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Earn from this home

Rent

$2,703/mo

Redfin rental estimate

List your home for rent

Market trends in 02539, MA

Last updated August 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

97.0%

+1.3% MoM

Median sale price

$2.6M

$134K MoM

Avg. days on market

24d

2 days MoM

Recently sold homes

5 MoM

New listings for sale

NEW 29 HRS AGO
$4,100,000
5 beds3 baths3,654 sq ft
148 Katama Rd, Edgartown, MA 02539
$2,650,000
3 beds2.5 baths2,876 sq ft
10 Woodhaven Dr, Edgartown, MA 02539
$1,175,000
3 beds1 bath770 sq ft
23 Hamblen Way, Edgartown, MA 02539
$5,795,000
5 beds5 baths3,606 sq ft
37 Plain Field Way, Edgartown, MA 02539
See all

Provided by Redfin

Sale history for 150 Pennywise Path

As the MLS and public records start to fill up, we'll list the details here.

Year

Property tax

Land + Additions

Assessment*

2023

$2,376 (+14.8%)

$272,100 + $670,700

$942,800

2022

$2,070 (+1.5%)

$287,200 + $396,000

$683,200

2020

$2,039 (−11.5%)

$261,100 + $347,700

$608,800

2019

$2,303 (+17.7%)

$247,400 + $347,700

$595,100

2018

$1,957 (+3.5%)

$247,400 + $258,200

$505,600

2017

$1,890 (+9.4%)

$274,900 + $257,500

$532,400

2016

$1,728 (+2.4%)

$247,400 + $229,900

$477,300

2015

$1,688

$247,400 + $239,100

$486,500

Tax history for 150 Pennywise Path

Year

Property tax

Land + Additions

Assessment*

2023

$2,376 (+14.8%)

$272,100 + $670,700

$942,800

2022

$2,070 (+1.5%)

$287,200 + $396,000

$683,200

2020

$2,039 (−11.5%)

$261,100 + $347,700

$608,800

2019

$2,303 (+17.7%)

$247,400 + $347,700

$595,100

2018

$1,957 (+3.5%)

$247,400 + $258,200

$505,600

2017

$1,890 (+9.4%)

$274,900 + $257,500

$532,400

2016

$1,728 (+2.4%)

$247,400 + $229,900

$477,300

2015

$1,688

$247,400 + $239,100

$486,500

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

Property details

Interior

Bathroom Information
# of Full Baths: 2
# of 1/2 Baths: 1

Heating & Cooling
Heating Type: Unit

Room Information
# of Rooms: 5

Exterior

Exterior Information
Physical Condition: Average
Building Style Type: Cape Cod
Exterior Wall: Wood Siding/Shingle
Roof Shape Type: Gable

Property Information
Subdivision Name: HUCKLEBERRY HILL
Living Sq. Ft: 1,556
Gross Sq. Ft: 3,009
# of Units: 1
# of Stories: 2

Lot Information
# of Buildings: 1
Land Sq. Ft: 21,780
Municipality Name: EDGARTOWN
Acres: 0.5
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 2
Baths: 2.5
Sq. Ft.: 1,556
Stories: 2.0
Lot Size: 0.5 acres
Style: Single Family Residential
Year Built: 2007
Year Renovated: —
County: Dukes County
APN: 4671143

Home facts updated by county records on Jan 30, 2023

Around this home

Schools

Edgartown Elementary School

Public PreK-8 • Assigned • 1.3mi

7/10

Martha's Vineyard Regional High School

Public 9-12 • Assigned • 3.1mi

6/10

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

4/10 Heat Factor

6 days above 88° 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

Edgartown, MA • 02539

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 8.8 hours in June and 4.5 hours in December, placing it below the U.S. average for solar exposure.

8.8 hrs

4.5 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.23M – $1.49M

Sell confidently with a local market expert in Edgartown. 3 minutes to get started.

Nearby similar homes

NEW 29 HRS AGO

$4,100,000

5 beds3 baths3,654 sq ft

148 Katama Rd, Edgartown, MA 02539

$1,500,000

3 beds2 baths1,717 sq ft

8 Pip'n Cir, Edgartown, MA 02539

$2,800,000

4 beds4.5 baths3,927 sq ft

44 Tiffany Dr, Oak Bluffs, MA 02557

$2,950,000

4 beds3 baths2,208 sq ft

13 Young St, Edgartown, MA 02539

$1,800,000

4 beds3 baths2,864 sq ft

18 Wood Duck Way, Edgartown, MA 02539

VIDEO TOUR

$1,875,000

3 beds2.5 baths1,431 sq ft

33 Vineyard Ave, Oak Bluffs, MA 02557

New listings for sale in 02539

NEW 29 HRS AGO

$4,100,000

5 beds3 baths3,654 sq ft

148 Katama Rd, Edgartown, MA 02539

$2,650,000

3 beds2.5 baths2,876 sq ft

10 Woodhaven Dr, Edgartown, MA 02539

$1,175,000

3 beds1 bath770 sq ft

23 Hamblen Way, Edgartown, MA 02539

$5,795,000

5 beds5 baths3,606 sq ft

37 Plain Field Way, Edgartown, MA 02539

Home values near 150 Pennywise Path

Data from public records.

Address	Redfin Estimate
137 Pennywise Path, Edgartown, MA 3 Beds \| 4 Baths \| 2528 Sq. Ft.	$1,765,044
140 Pennywise Path, Edgartown, MA 4 Beds \| 3 Baths \| 2086 Sq. Ft.	$1,518,771

Address	Redfin Estimate
167 Pennywise Path, Edgartown, MA 4 Beds \| 2 Baths \| 1934 Sq. Ft.	$1,493,301
139 Pennywise Path, Edgartown, MA 4 Beds \| 2.5 Baths \| 3328 Sq. Ft.	$1,830,773

Address	Redfin Estimate
135 Pennywise Path, Edgartown, MA 3 Beds \| 2.5 Baths \| 1806 Sq. Ft.	$1,410,677
159 Pennywise Path, Edgartown, MA 4 Beds \| 3 Baths \| 3164 Sq. Ft.	$2,126,986

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