Off market sep 2009 for $685K

$1,472,201

Est. refi paymentEst. refi $3,591/mo

•

984

sq ft

61 Pennywise Path, Edgartown, MA 02539

About this home

Many recent updates in this Vineyard post and beam getaway. The open great room floorplan boasts a recently remodeled kitchen, cozy dining area and sweet living room with woodstove. A cathedral ceiling above has exposed beams providing a classic, natural look. Outside you'll find flower gardens, raised bed veggie garden, hammock, and garden shed. Truly a unique Vineyard retreat. Inlcudes a 26x18 post and beam "barn" set up for "summer living". Also a writers studio and garden shed. Must See!

Single-familyProperty Type

1987Year Built

0.5 acresLot Size

$1,496Est. Price/Sq.Ft.

5 spacesParking

Listed by Douglas Reece • RE/MAX On Island

Bought with Non Member • Non Member Office

Redfin checked: 3 minutes ago

•Source:MLS PIN #70941714

Redfin Estimate

$1,472,201

$787K since sold in September 2009$84K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 5.8% higher than the average sale price ($1.39M) of 6 comparable homes.

SOLD OCT 1, 2026
$1,500,000
A
3 beds2 baths1,560 sq ft
9 Martha's Rd, Edgartown, MA 02539
SOLD OCT 23, 2026
$1,600,000
B
4 beds2 baths1,342 sq ft
58 Road To The Plns, Edgartown, MA 02539
SOLD APR 17, 2026
$1,775,000
C
3 beds2 baths1,458 sq ft
90 Schoolhouse Rd, Edgartown, MA 02539
SOLD SEP 11, 2026
$1,050,000
D
4 beds2 baths1,513 sq ft
1 Dodgers Hole Rd, Edgartown, MA 02539
SOLD MAY 7, 2026
$1,125,000
E
3 beds2 baths1,410 sq ft
52 Windsor Dr, Edgartown, MA 02539
SOLD OCT 8, 2026
$1,296,000
F
3 beds2 baths908 sq ft
66 Hudson Avenue Avenue, Oak Bluffs, MA 02557

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Earn from this home

Refinance

Est. cash available

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Market trends in 02539, MA

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

95.2%

0.7% MoM

Median sale price

$3.1M

$499K MoM

Avg. days on market

58d

32 days MoM

Recently sold homes

2 MoM

Provided by Redfin

Sale history for 61 Pennywise Path

Date

Event

Price

MLS PIN #70941714

Sep 8, 2009

Sold

$685,000

$696/sq ft

Jul 1, 2009

Listed

$750,000

$762/sq ft

Public Records

Jan 5, 2006

Sold

$715,500

$727/sq ft

CCIMLS #20509701

Jan 5, 2006

Sold

$715,000

$727/sq ft

Aug 23, 2005

Listed

$750,000

$762/sq ft

Public Records

Jan 2, 1997

Sold

$166,500

$169/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$2,057 (−6.0%)

$302,300 + $514,000

$816,300

2022

$2,189 (+2.7%)

$302,300 + $420,200

$722,500

2020

$2,131 (−14.7%)

$274,900 + $361,300

$636,200

2019

$2,497 (+13.3%)

$274,900 + $370,300

$645,200

2018

$2,204 (+16.5%)

$274,900 + $294,700

$569,600

2017

$1,892 (+3.4%)

$274,900 + $258,100

$533,000

2016

$1,830 (+6.6%)

$274,900 + $230,600

$505,500

2015

$1,716

$274,900 + $219,500

$494,400

Tax history for 61 Pennywise Path

Year

Property tax

Land + Additions

Assessment*

2023

$2,057 (−6.0%)

$302,300 + $514,000

$816,300

2022

$2,189 (+2.7%)

$302,300 + $420,200

$722,500

2020

$2,131 (−14.7%)

$274,900 + $361,300

$636,200

2019

$2,497 (+13.3%)

$274,900 + $370,300

$645,200

2018

$2,204 (+16.5%)

$274,900 + $294,700

$569,600

2017

$1,892 (+3.4%)

$274,900 + $258,100

$533,000

2016

$1,830 (+6.6%)

$274,900 + $230,600

$505,500

2015

$1,716

$274,900 + $219,500

$494,400

*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

—

Stories

—

Lot width

—

Lot depth

—

Lot size

0.5 Acres

Year renovated

—

Sq. Ft.

—

Year built

—

Style

Other

County

Dukes County

APN

3769049

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jan 30, 2023.

Property details

Parking

Parking Information
Parking Spaces: 5
Parking Features: Off Street

Interior

Master Bedroom Information
Level: Second

Bedroom #2 Information
Level: First

Bathroom Information
# of Bathrooms (Full): 1
# of Bathrooms (Half): 1
Master Bathroom Features: Yes

Bathroom #1 Information
Level: First

Bathroom #2 Information
Level: Second

Living Room Information
Level: First

Dining Room Information
Level: First

Kitchen Information
Level: First

Basement Information
Basement: Partial, Crawl Space, Concrete

Laundry Information
Laundry Features: In Basement, Washer Hookup

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 1

Interior Features
# of Rooms (Total): 4
Window Features: Insulated Windows
Flooring: Wood, Tile, Other

Exterior

Building Information
Building Area (Total): 984
Foundation Details: Concrete Perimeter
Construction Materials: Post & Beam
Year Built Source: Public Records
Year Built Details: Approximate,Renovated Since
Color: natural
Lead Paint: None

Exterior Features
Fencing: Fenced
Roof: Shingle
Patio And Porch Features: Patio
Exterior Features: Patio, Rain Gutters, Storage, Barn/Stable, Sprinkler System, Decorative Lighting, Fenced Yard

Property Information
PropertySubType: Single Family Residence
Levels: Multi/Split
Green Energy Generation: Solar
Other Structures: Barn/Stable

Lot Information
Lot Size (Acres): 0.5
Lot Features: Wooded
Road Frontage Type: Private Road

Financial

Tax Information
Tax Annual Amount: $1,926
Tax Year: 2008

Utilities

Utility Information
Utilities: for Gas Range, for Gas Oven, Washer Hookup
Water Source: Public, City/Town Water

Heating & Cooling
Has Heating
Has Cooling
Heating: Electric Baseboard
Cooling: Window Unit(s)

Location

HOA Information
Has Association
Association Fee: $200
Homeowners Association Membership Required

Location Information
Directions: ED/VH Rd. to Pannywise Path. Follow about 1/2 mile to property on left.
UnparsedAddress: 61 Pennywise Path, Edgartown MA 02539

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: 0.5 acres
Style: Other
Year Built: —
Year Renovated: —
County: Dukes County
APN: 3769049

Home facts updated by county records on Jan 30, 2023

Other

Listing Information
StandardStatus: Closed

Around this home

Schools

K - 12
Preschool & daycare

Edgartown Elementary School

Public PreK-8 • Assigned • 0.8mi

7/10

Martha's Vineyard Regional High School

Public 9-12 • Assigned • 3.5mi

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, 17 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

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

$1.40M – $1.69M

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

Nearby similar homes

$895,000

3 beds1.5 baths1,092 sq ft

31 Beacon Ave, Oak Bluffs, MA 02557

Saltbox-style home • Open floor plan • Outdoor shower

$2,995,000

4 beds4.5 baths2,348 sq ft

24 Myober Ln, Edgartown, MA 02539

Finished lower level • Mini-split systems • 1.8 acre lot

OPEN TODAY, 1PM TO 3PMVIDEO TOUR

$1,695,000

3 beds2.5 baths1,431 sq ft

33 Vineyard Ave, Oak Bluffs, MA 02557

Separate suite • Gourmet kitchen • Walk-in pantry

$1,755,000

3 beds3 baths2,815 sq ft

68 Front St, Oak Bluffs, MA 02557

Quiet street • Private entrance • Second-floor deck

$785,000

2 beds1 bath624 sq ft

60R Carol Ln, Oak Bluffs, MA 02557

Open concept • Wrap-around deck • Outdoor shower

$1,399,000

3 beds2.5 baths1,645 sq ft

7 Ploughshare Ln, Oak Bluffs, MA 02557

Cul-de-sac • Open floor plan • Cozy fireplace

Home values near 61 Pennywise Path

Data from public records.

Address	Redfin Estimate
73 Pennywise Path, Edgartown, MA 4 Beds \| 3 Baths \| 2200 Sq. Ft.	$1,497,914
59 Pennywise Path, Edgartown, MA 2 Beds \| 1 Baths \| 1120 Sq. Ft.	$939,485
40 Dark Woods Rd, Edgartown, MA 4 Beds \| 2.5 Baths \| 2985 Sq. Ft.	$2,631,128
44 Dark Woods Rd, Edgartown, MA 3 Beds \| 4.5 Baths \| 2701 Sq. Ft.	$2,515,572
48 Dark Woods Rd, Edgartown, MA 4 Beds \| 2 Baths \| 2397 Sq. Ft.	$2,159,294
43 Dark Woods Rd Apartment B, Edgartown, MA 1 Beds \| 1 Baths \| 720 Sq. Ft.	$972,485
39 Clay Pit Rd, Edgartown, MA 2 Beds \| 1 Baths \| 1008 Sq. Ft.	$1,015,080

Address	Redfin Estimate
51 Pennywise Path, Edgartown, MA 3 Beds \| 2.5 Baths \| 1776 Sq. Ft.	$1,410,859
77 Pennywise Path, Edgartown, MA 2 Beds \| 1.5 Baths \| 1506 Sq. Ft.	$1,129,629
42 Dark Woods Rd, Edgartown, MA 4 Beds \| 4 Baths \| 4204 Sq. Ft.	$3,049,142
45 Dark Woods Rd, Edgartown, MA 5 Beds \| 2.5 Baths \| 3797 Sq. Ft.	$2,730,244
64 Jernegan Pond Rd, Edgartown, MA 1 Beds \| 2.5 Baths \| 1637 Sq. Ft.	$1,560,773
54 Clay Pit Rd, Edgartown, MA 3 Beds \| 2 Baths \| 1560 Sq. Ft.	$1,182,580
43c Dark Woods Rd, Edgartown, MA 4 Beds \| 3.5 Baths \| 2695 Sq. Ft.	$2,311,552

Address	Redfin Estimate
47 Pennywise Path, Edgartown, MA 3 Beds \| 1.5 Baths \| 2055 Sq. Ft.	$1,479,602
75 Pennywise Path, Edgartown, MA 2 Beds \| 2 Baths \| 1344 Sq. Ft.	$1,390,825
43 Dark Woods Rd Apartment C, Edgartown, MA 3 Beds \| 2.5 Baths \| 2412 Sq. Ft.	$2,090,412
50 Dark Woods Rd, Edgartown, MA 3 Beds \| 3 Baths \| 1768 Sq. Ft.	$1,760,095
346 Edgartown Vineyard Haven Rd, Edgartown, MA 2 Beds \| 1 Baths \| 648 Sq. Ft.	$757,949
45 Clay Pit Rd, Edgartown, MA 1 Beds \| 2 Baths \| 1140 Sq. Ft.	$1,107,815

Property information provided by MLS PIN when last listed in 2009. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 02539, MA

Sale history for 61 Pennywise Path

Tax history for 61 Pennywise Path

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

Home values near 61 Pennywise Path

More real estate resources