OFF MARKET

Off Market May 2019 for $945K

$1,723,240

Est. refi paymentEst. refi $1,011/mo

•

2,528

sq ft

137 Pennywise Path, Edgartown, MA 02539

About this home

Sophisticated and stylish, this Edgartown home is perfectly tucked away yet minutes to in-village activities, bike path and beaches. Well-planned, executed and loaded with comfortable upgrades and savvy cost effective features. Renovations include the enhanced septic, a NEW roof with SOLAR PANELS a combination of electric heat pumps and central AC, LED lighting, newly insulated attic, central vac, quartz kitchen countertops, title backsplash and more! Truly finished and complete, this year round home boasts useful interior spaces that multi function with ease. Open great room has warmth of newly installed radiant heat wood floors, a fabulous new kitchen plus half bath. Terrific first floor plan also offers a master suite as well as a private entrance to studio/office/overflow room with the convenience of half bath and access to the private outdoor shower. Second level is perfectly appointed with center living room flanked by a large bedroom with adjacent full bath and a Master suite.

Single-familyProperty Type

1981Year Built

0.5 acresLot Size

$682Est. Price/Sq.Ft.

5 spacesParking

Listed by Helena Kirschenbaum • RE/MAX On Island

Bought with Helena Kirschenbaum • RE/MAX On Island

Redfin checked: 2 minutes ago

•Source:MLS PIN #72439629

Redfin Estimate

$1,723,240

$778K since sold in May 2019$14K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 20.7% lower than the average sale price ($2.17M) of 5 comparable homes.

SOLD AUG 11, 2026
$1,695,000
A
3 beds3 baths2,296 sq ft
177 West Tisbury Rd, Edgartown, MA 02539
SOLD FEB 20, 2026
$2,475,000
B
4 beds3.5 baths2,566 sq ft
28 Martha's Rd, Edgartown, MA 02539
SOLD JUL 24, 2026
$2,595,000
C
4 beds3.5 baths2,317 sq ft
471 West Tisbury Rd, Edgartown, MA 02539
SOLD MAY 1, 2026
$2,325,000
D
3 beds3 baths2,830 sq ft
42 Deacon Vincent Way, Edgartown, MA 02539
SOLD APR 17, 2026
$1,775,000
E
3 beds2 baths1,458 sq ft
90 Schoolhouse Rd, Edgartown, MA 02539

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Earn from this home

Refinance

Est. cash available

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Rent

$4,472/mo

Redfin rental estimate

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Market trends in 02539, MA

Last updated August 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

95.8%

+1.1% MoM

Median sale price

$2.5M

$559K MoM

Avg. days on market

26d

2 days MoM

Recently sold homes

3 MoM

New listings for sale

OPEN FRI, 11AM TO 1PM
$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
$3,075,000
3 beds2 baths1,962 sq ft
21 Vickers St, Edgartown, MA 02539
$2,395,000
4 beds3 baths1,968 sq ft
105 Whalers Walk, Edgartown, MA 02539
See all

Provided by Redfin

Sale history for 137 Pennywise Path

Year

Property tax

Land + Additions

Assessment*

2023

$1,673 (−25.5%)

$302,300 + $361,400

$663,700

2022

$2,246 (+4.2%)

$302,300 + $438,900

$741,200

2020

$2,155 (−9.7%)

$274,900 + $368,500

$643,400

2019

$2,386 (+19.7%)

$274,900 + $341,600

$616,500

2018

$1,993 (+23.9%)

$274,900 + $240,000

$514,900

2017

$1,608 (+5.4%)

$274,900 + $178,100

$453,000

2016

$1,526 (−2.9%)

$274,900 + $146,700

$421,600

2015

$1,572

$274,900 + $178,100

$453,000

Tax history for 137 Pennywise Path

Year

Property tax

Land + Additions

Assessment*

2023

$1,673 (−25.5%)

$302,300 + $361,400

$663,700

2022

$2,246 (+4.2%)

$302,300 + $438,900

$741,200

2020

$2,155 (−9.7%)

$274,900 + $368,500

$643,400

2019

$2,386 (+19.7%)

$274,900 + $341,600

$616,500

2018

$1,993 (+23.9%)

$274,900 + $240,000

$514,900

2017

$1,608 (+5.4%)

$274,900 + $178,100

$453,000

2016

$1,526 (−2.9%)

$274,900 + $146,700

$421,600

2015

$1,572

$274,900 + $178,100

$453,000

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

Public record

Beds

Baths

3.5

Stories

Lot width

—

Lot depth

—

Lot size

0.5 Acres

Year renovated

—

Sq. Ft.

2,528

Year built

1981

Style

Single Family Residential

County

Dukes County

APN

3768931

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jan 30, 2023.

Property details

Parking

Parking Information
Parking Spaces: 5

Interior

Bathroom Information
# of Bathrooms (Full): 3
# of Bathrooms (Half): 2

Interior Features
# of Rooms (Total): 10

Exterior

Building Information
Building Area (Total): 2,528
Foundation Details: Slab
Year Built Source: Public Records
Year Built Details: Actual

Exterior Features
Fencing: Fenced/Enclosed

Property Information
PropertySubType: Single Family Residence

Lot Information
Lot Size (Acres): 0.5
Lot Features: Wooded, Easements

Financial

Tax Information
Tax Annual Amount: $2,445
Tax Year: 2018

Utilities

Utility Information
Sewer: Private Sewer
Water Source: Private
Electric: 220 Volts

Heating & Cooling
Has Heating
Has Cooling
Heating: Central, Baseboard, Radiant, Active Solar, Hydronic Floor Heat(Radiant), Solar, Ductless
Cooling: Central Air, Ductless

Location

Location Information
Directions: Edgartown/Vineyard Haven Road (near triangle) to Pennywise Path - aprox 1/2 mile to #137 on left
UnparsedAddress: 137 Pennywise Path, Edgartown MA 02539

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Walk/Jog Trails, Bike Path, Conservation Area

Public facts

Beds: 3
Baths: 3.5
Sq. Ft.: 2,528
Stories: 2.0
Lot Size: 0.5 acres
Style: Single Family Residential
Year Built: 1981
Year Renovated: —
County: Dukes County
APN: 3768931

Home facts updated by county records on Jan 30, 2023

Other

Listing Information
StandardStatus: Closed

Around this home

Schools

Edgartown Elementary School

Public PreK-8 • Assigned • 1.2mi

7/10

Martha's Vineyard Regional High School

Public 9-12 • Assigned • 3.2mi

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

$1.64M – $1.98M

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Nearby similar homes

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$2,225,000

3 beds2.5 baths2,630 sq ft

81 Whalers Walk, Edgartown, MA 02539

$2,950,000

4 beds3 baths2,927 sq ft

2 Bold Meadow Rd, Edgartown, MA 02539

$1,225,000

1 bed2 baths1,428 sq ft

323 County Rd, Oak Bluffs, MA 02557

$1,500,000

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8 Pip'n Cir, Edgartown, MA 02539

$2,650,000

4 beds2.5 baths1,858 sq ft

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$2,495,000

1 bed1.5 baths1,236 sq ft

218 Upper Main St, Edgartown, MA 02539

New listings for sale in 02539

OPEN FRI, 11AM TO 1PM

$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

$3,075,000

3 beds2 baths1,962 sq ft

21 Vickers St, Edgartown, MA 02539

$2,395,000

4 beds3 baths1,968 sq ft

105 Whalers Walk, Edgartown, MA 02539

Home values near 137 Pennywise Path

Data from public records.

Address	Redfin Estimate
135 Pennywise Path, Edgartown, MA 3 Beds \| 2.5 Baths \| 1806 Sq. Ft.	$1,478,287
159 Pennywise Path, Edgartown, MA 4 Beds \| 3 Baths \| 3164 Sq. Ft.	$2,527,276

Address	Redfin Estimate
140 Pennywise Path, Edgartown, MA 4 Beds \| 3 Baths \| 2086 Sq. Ft.	$1,656,623
150 Pennywise Path, Edgartown, MA 2 Beds \| 2.5 Baths \| 1556 Sq. Ft.	$1,323,329

Address	Redfin Estimate
139 Pennywise Path, Edgartown, MA 4 Beds \| 2.5 Baths \| 3328 Sq. Ft.	$1,951,650
160 Pennywise Path, Edgartown, MA 3 Beds \| 2.5 Baths \| 2464 Sq. Ft.	$1,822,701

Property information provided by MLS PIN when last listed in 2019. 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 02539, MA

Sale history for 137 Pennywise Path

Tax history for 137 Pennywise Path

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 02539

Home values near 137 Pennywise Path

More real estate resources