OFF MARKET

Off market nov 2018 for $1.7M

$2,822,323

Est. refi paymentEst. refi $4,326/mo

•

2,636

sq ft

106 Clevelandtown Rd, Edgartown, MA 02539

About this home

Modern farmhouse with sweeping views of Bittersweet Farm. This handsome home lives like it's brand-new. It has been immaculately maintained since being built (with some renovations done in 2013). There is over 2600 sq ft of living space in the main house, and when you add the huge amount of deck space, the usable space expands to 5200 sq ft. In addition to the master bedroom suite and two large guest bedrooms plus an office with lovely views of Bittersweet Farm, there is a detached bedroom above the garage. The property has already been connected to Town sewer so one can expand to 6 bedrooms in total. The location on Clevelandtown Road is convenient to both Edgartown Village and South Beach, and it's also a short distance away from everything Morning Glory Farm has to offer.

Single-familyProperty Type

1999Year Built

0.5 acresLot Size

$1,071Est. Price/Sq.Ft.

2 car garageParking

Listed by Bonnie Pierce • Wallace & Co. Sotheby's International Realty

Listed by Mark Jenkins • Wallace & Co. Sotheby's International Realty

Bought with Stephanie Roache • Sandpiper Realty Inc

Redfin checked: 3 minutes ago

•Source:CCIMLS #21803203

Redfin Estimate

$2,822,323

$1.1M since sold in November 2018$42K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 48% higher than the average sale price ($1.91M) of 5 comparable homes.

SOLD MAY 1, 2026
$2,325,000
A
3 beds3 baths2,830 sq ft
42 Deacon Vincent Way, Edgartown, MA 02539
SOLD AUG 11, 2026
$1,695,000
B
3 beds3 baths2,296 sq ft
177 West Tisbury Rd, Edgartown, MA 02539
SOLD NOV 6, 2025
$2,240,000
C
3 beds2 baths1,764 sq ft
29 Pradas Way, Edgartown, MA 02539
SOLD OCT 1, 2026
$1,500,000
D
3 beds2 baths1,560 sq ft
9 Martha's Rd, 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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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

VIDEO TOUR
$3,295,000
3 beds3 baths2,701 sq ft
26 Pulpit Ln, Edgartown, MA 02539
$6,125,000
4 beds5.5 baths4,107 sq ft
78 Plantingfield Way, Edgartown, MA 02568
VIDEO TOUR
$5,820,000
6 beds5 baths4,359 sq ft
29 Llewellyn Way, Edgartown, MA 02539
$3,995,000
4 beds5 baths4,904 sq ft
4 Garrett Way, Edgartown, MA 02539
$4,195,000
5 beds3.5 baths3,594 sq ft
32 Marthas Rd, Edgartown, MA 02539
See all

Provided by Redfin

Sale history for 106 Clevelandtown Rd

Year

Property tax

Land + Additions

Assessment*

2023

$6,174 (+4.9%)

$589,500 + $1,860,600

$2,450,100

2022

$5,883 (+12.6%)

$589,500 + $1,352,000

$1,941,500

2020

$5,223 (−2.3%)

$467,300 + $1,091,700

$1,559,000

2019

$5,344 (+16.7%)

$453,500 + $927,500

$1,381,000

2018

$4,581 (+18.3%)

$412,300 + $771,300

$1,183,600

2017

$3,872 (+7.6%)

$439,800 + $650,900

$1,090,700

2016

$3,600 (+11.5%)

$398,600 + $595,800

$994,400

2015

$3,230

$398,600 + $532,200

$930,800

Tax history for 106 Clevelandtown Rd

Year

Property tax

Land + Additions

Assessment*

2023

$6,174 (+4.9%)

$589,500 + $1,860,600

$2,450,100

2022

$5,883 (+12.6%)

$589,500 + $1,352,000

$1,941,500

2020

$5,223 (−2.3%)

$467,300 + $1,091,700

$1,559,000

2019

$5,344 (+16.7%)

$453,500 + $927,500

$1,381,000

2018

$4,581 (+18.3%)

$412,300 + $771,300

$1,183,600

2017

$3,872 (+7.6%)

$439,800 + $650,900

$1,090,700

2016

$3,600 (+11.5%)

$398,600 + $595,800

$994,400

2015

$3,230

$398,600 + $532,200

$930,800

*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

3770042

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Feb 6, 2023.

Property details

Parking

Parking Information
Parking Features: Detached

Garage Infromation
Has Garage
Garage Spaces: 2

Interior

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

Basement Information
Basement: Full

Laundry Information
Laundry Features: Electric Dryer

Fireplace Information
FireplacesTotal: 1

Other Room Information
Total Rooms : 7

Interior Features
Interior Features: Breakfast Bar
Flooring: Hardwood
Appliances: Dishwasher, Gas Range, Refrigerator, Washer, Propane Gas, Other
Patio And Porch Features: Deck, Porch, Screened Porch

Exterior

Exterior Features
Exterior Features: Outdoor Shower
Construction Materials: Shingle Siding
Roof: Shingle
Security Features: Security System

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

Lot Information
Waterfront Features: Fresh, Salt
Water Source: Public

Building Information
Year Built: 1999

Utilities

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

Utility Information
Sewer: Public Sewer

Location

Location Information
Directions: Passing Edgartown Fire/Police Station traveling south you would make a right turn onto Clevelandtown Road at the 4 way stop. House on the left side of Clevelandtown Road opposite Bittersweet Farm.

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: 0.5 acres
Style: Other
Year Built: —
Year Renovated: —
County: Dukes County
APN: 3770042

Home facts updated by county records on Feb 6, 2023

Around this home

Schools

Edgartown Elementary School

Public PreK-8 • Assigned • 0.7mi

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

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

$2.68M – $3.25M

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Nearby similar homes

$1,395,000

3 beds1 bath1,066 sq ft

17 Chapman Ln, Edgartown, MA 02539

VIDEO TOUR

$3,075,000

3 beds2 baths1,962 sq ft

21 Vickers St, Edgartown, MA 02539

$3,995,000

4 beds5 baths4,904 sq ft

4 Garrett Way, Edgartown, MA 02539

$2,950,000

8 beds6 baths3,770 sq ft

72 Chappaquiddick, Edgartown, MA 02539

$6,995,000

4 beds3 baths2,624 sq ft

103 Edgartown Bay Rd, Edgartown, MA 02539

$1,375,000

5 beds2 baths1,952 sq ft

234 County Rd, Oak Bluffs, MA 02557

New listings for sale in 02539

VIDEO TOUR

$3,295,000

3 beds3 baths2,701 sq ft

26 Pulpit Ln, Edgartown, MA 02539

$6,125,000

4 beds5.5 baths4,107 sq ft

78 Plantingfield Way, Edgartown, MA 02568

VIDEO TOUR

$5,820,000

6 beds5 baths4,359 sq ft

29 Llewellyn Way, Edgartown, MA 02539

$3,995,000

4 beds5 baths4,904 sq ft

4 Garrett Way, Edgartown, MA 02539

$4,195,000

5 beds3.5 baths3,594 sq ft

32 Marthas Rd, Edgartown, MA 02539

Home values near 106 Clevelandtown Rd

Data from public records.

Address	Redfin Estimate
94 Clevelandtown Road, Edgartown, MA 2 Beds \| 2 Baths \| 2472 Sq. Ft.	$2,185,260
21 Kitts Field Circle, Edgartown, MA 3 Beds \| 2.5 Baths \| 1352 Sq. Ft.	$2,711,722

Address	Redfin Estimate
100 Clevelandtown Road, Edgartown, MA 3 Beds \| 2 Baths \| 1508 Sq. Ft.	$1,538,095
16 Kitts Field Circle, Edgartown, MA 2 Beds \| 1 Baths \| 1021 Sq. Ft.	$2,259,670

Address	Redfin Estimate
5 Kitts Field Circle, Edgartown, MA 3 Beds \| 2 Baths \| 1408 Sq. Ft.	$3,400,125
7 Kitts Field Circle, Edgartown, MA 3 Beds \| 2.5 Baths \| 1984 Sq. Ft.	$2,330,051

Property information provided by CCIMLS when last listed in 2018. 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 106 Clevelandtown Rd

Tax history for 106 Clevelandtown Rd

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 106 Clevelandtown Rd

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