OFF MARKET

Off market dec 2014 for $2.7M

$6,073,102

•

5,533

sq ft

148 Upper Main St, Edgartown, MA 02539

About this home

VINEYARD PERFECT - A gracious home in the Village built in 1920 and restored in 2007 to it's current contemporary condition over the past several years...It contains every element to fulfill your every requirement...walk to everything, almost 5,000 sf of living space to accommodate family and friends, required covered front porch,the best kitchen on the Island, large yard, pool. A separate carriage house with work out space in the garage and a guest suite above...all areas are fully air conditioned. The expansive yard provides a bricked area for more than adequate parking and the most important aspect of the property, the July 4th Parade goes right by the house. This is truly a unique property in excellent condition that gives real meaning to Vineyard Perfect.

Single-familyProperty Type

2007Year Built

0.47 acresLot Size

$1,098Est. Price/Sq.Ft.

Listed by Elaine Miller • Sandpiper Realty Inc

Bought with Unknown Member • cci.unknownoffice

Redfin checked: a few seconds ago

•Source:CCIMLS #21300451

Redfin Estimate

$6,073,102

$3.3M since sold in December 2014$45K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 21.5% higher than the average sale price ($5.00M) of 6 comparable homes.

SOLD JUN 26, 2026
$4,700,000
A
4 beds3.5 baths4,168 sq ft
27 Knoll Dr, Edgartown, MA 02539
SOLD OCT 16, 2026
$3,300,000
B
5 beds5 baths3,800 sq ft
35 Mt Alworth Rd, Vineyard Haven, MA 02568
SOLD SEP 23, 2026
$8,575,000
C
4 beds6 baths5,902 sq ft
43 Peases Point Way S, Edgartown, MA 02539
SOLD JUL 31, 2026
$9,250,000
D
6 beds6 baths6,135 sq ft
52 South Summer St, Edgartown, MA 02539
SOLD MAY 1, 2026
$2,325,000
E
3 beds3 baths2,830 sq ft
42 Deacon Vincent Way, Edgartown, MA 02539
SOLD MAY 1, 2026
$1,850,000
F
4 beds3.5 baths2,695 sq ft
43 C Dark Woods Rd, Edgartown, MA 02539

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Earn from this home

Rent

$4,544/mo

Redfin rental estimate

List your home for rent

Market trends in 02539, MA

Last updated September 2026

Buyer's Market

Seller's Market

Balanced 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

New listings for sale

$1,075,000
3 beds2 baths948 sq ft
21 Flamingo Dr, Edgartown, MA 02539
$2,875,000
4 beds4.5 baths2,900 sq ft
91 Litchfield Rd, Edgartown, MA 02539
$3,950,000
5 beds4.5 baths4,125 sq ft
6 Hollow Way, Edgartown, MA 02539
See all

Provided by Redfin

Sale history for 148 Upper Main St

Year

Property tax

Land + Additions

Assessment*

2023

$10,650 (−0.3%)

$1,928,800 + $2,297,500

$4,226,300

2022

$10,679 (−1.9%)

$2,064,400 + $1,460,000

$3,524,400

2020

$10,889 (−9.1%)

$1,644,000 + $1,606,500

$3,250,500

2019

$11,981 (+2.2%)

$1,644,000 + $1,451,800

$3,095,800

2018

$11,726 (+13.0%)

$1,507,000 + $1,522,900

$3,029,900

2017

$10,381 (−1.9%)

$1,507,000 + $1,417,300

$2,924,300

2016

$10,586 (−14.2%)

$1,507,000 + $1,417,300

$2,924,300

2015

$12,340

$1,641,700 + $1,914,400

$3,556,100

Tax history for 148 Upper Main St

Year

Property tax

Land + Additions

Assessment*

2023

$10,650 (−0.3%)

$1,928,800 + $2,297,500

$4,226,300

2022

$10,679 (−1.9%)

$2,064,400 + $1,460,000

$3,524,400

2020

$10,889 (−9.1%)

$1,644,000 + $1,606,500

$3,250,500

2019

$11,981 (+2.2%)

$1,644,000 + $1,451,800

$3,095,800

2018

$11,726 (+13.0%)

$1,507,000 + $1,522,900

$3,029,900

2017

$10,381 (−1.9%)

$1,507,000 + $1,417,300

$2,924,300

2016

$10,586 (−14.2%)

$1,507,000 + $1,417,300

$2,924,300

2015

$12,340

$1,641,700 + $1,914,400

$3,556,100

*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

6.5

Stories

Lot width

—

Lot depth

—

Lot size

0.47 Acres

Year renovated

—

Sq. Ft.

5,181

Year built

1920

Style

Single Family Residential

County

Dukes County

APN

3773682

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jan 30, 2023.

Property details

Parking

Parking Information
Parking Features: Detached, Driveway

Garage Infromation
Has Garage

Interior

Virtual Tour Information

Bathroom Information
# of Bathrooms (Full): 5
# of Bathrooms (1/2): 1

Basement Information
Basement: Full

Fireplace Information
FireplacesTotal: 5

Other Room Information
Total Rooms : 9

Interior Features
Flooring: Wood, Tile, Carpet
Patio And Porch Features: Patio

Exterior

Exterior Features
Exterior Features: Outdoor Shower, Garden, Hot Tub, Underground Sprinkler System
Construction Materials: Clapboard
Roof: Asphalt

Property Information
Property Sub Type: Single Family Residence
Other Structures: Guest House

Lot Information
Lot Features: Corner Lot, Fenced/Enclosed, Level
Waterfront Features: Salt
Water Source: Public

Building Information
Year Built: 2007

Utilities

Heating & Cooling
Has Heating
Heating: Oil, Propane
Has Cooling
Cooling: Central Air

Location

Location Information
Directions: Property is located at the corner of Main Street and the West Tisbury Road. Driveway to property is located off the West Tisbury Road.

Public facts

Beds: 5
Baths: 6.5
Sq. Ft.: 5,181
Stories: 2.0
Lot Size: 0.47 acres
Style: Single Family Residential
Year Built: 1920
Year Renovated: —
County: Dukes County
APN: 3773682

Home facts updated by county records on Jan 30, 2023

Around this home

Schools

Edgartown Elementary School

Public PreK-8 • Assigned • 0.1mi

7/10

Martha's Vineyard Regional High School

Public 9-12 • Assigned • 4.4mi

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

7 days above 88° expected this year, 20 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

$5.77M – $6.99M

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

Nearby similar homes

VIDEO TOUR

$3,075,000

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21 Vickers St, Edgartown, MA 02539

Newly installed pool • Expansive yard • Outdoor shower

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3 acre parcel • Guest house • Direct access

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OPEN SUN, 12PM TO 1:30PM

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Convenient access • Newer rear deck • Second-floor balcony

$2,500,000

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0.88 acres • Codman spring road • Garden shed

New listings for sale in 02539

$1,075,000

3 beds2 baths948 sq ft

21 Flamingo Dr, Edgartown, MA 02539

0.5 acre lot • 3 parking spots • Built 1985

$2,875,000

4 beds4.5 baths2,900 sq ft

91 Litchfield Rd, Edgartown, MA 02539

Ensuite baths • Cathedral ceilings • High-end appliances

$3,950,000

5 beds4.5 baths4,125 sq ft

6 Hollow Way, Edgartown, MA 02539

Fully furnished • Custom kitchen • 0.93 acre lot

Home values near 148 Upper Main St

Data from public records.

Address	Redfin Estimate
155 Upper Main St, Edgartown, MA 3 Beds \| 2 Baths \| 1500 Sq. Ft.	$1,664,742
10 Tilton Way, Edgartown, MA 2 Beds \| 1 Baths \| 845 Sq. Ft.	$1,867,248

Address	Redfin Estimate
119 Upper Main St, Edgartown, MA 4 Beds \| 4.5 Baths \| 2330 Sq. Ft.	$3,342,764
6 Tilton Way, Edgartown, MA 3 Beds \| 2 Baths \| 1201 Sq. Ft.	$1,952,511

Address	Redfin Estimate
139 Upper Main St, Edgartown, MA 3 Beds \| 4.5 Baths \| 3054 Sq. Ft.	$3,030,488
12 West Tisbury Rd, Edgartown, MA 2 Beds \| 1.5 Baths \| 1014 Sq. Ft.	$1,497,406

Property information provided by CCIMLS when last listed in 2013. 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 148 Upper Main St

Tax history for 148 Upper Main St

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 148 Upper Main St

More real estate resources