Google street view image for 27 Clevelandtown Rd, Edgartown, MA 02539

OFF MARKET

$2,202,334

•

2 ba

•

1,471

sq ft

27 Clevelandtown Rd, Edgartown, MA 02539

About this home

27 Clevelandtown Rd is a 1,471 square foot house on a 0.6 acre lot with 3 bedrooms and 2 bathrooms. Based on Redfin's Edgartown data, we estimate the home's value is $2,202,334.

Single-familyProperty Type

1935Year Built

0.6 acresLot Size

$1,497Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$2,202,334

$73K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 48.7% higher than the average sale price ($1.48M) of 6 comparable homes.

SOLD APR 17, 2026
$1,775,000
A
3 beds2 baths1,458 sq ft
90 Schoolhouse Rd, Edgartown, MA 02539
SOLD APR 22, 2026
$1,175,000
B
3 beds2 baths1,196 sq ft
112 Third Street North, Edgartown, MA 02539
SOLD MAY 8, 2026
$1,150,000
C
3 beds2 baths1,294 sq ft
18 Windsor Dr, Edgartown, MA 02539
SOLD MAY 7, 2026
$1,125,000
D
3 beds2 baths1,410 sq ft
52 Windsor Dr, Edgartown, MA 02539
SOLD JUL 23, 2026
$2,210,000
E
3 beds3 baths2,126 sq ft
17 Oakdale Dr, Edgartown, MA 02539
SOLD SEP 16, 2025
$1,450,000
F
3 beds2 baths1,495 sq ft
6 Gerts Way, Edgartown, MA 02539

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Rent

$2,606/mo

Redfin rental estimate

List your home for rent

Market trends in 02539, MA

Last updated July 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

94.7%

0.1% MoM

Median sale price

$1.9M

$50K MoM

Avg. days on market

24d

17 days MoM

Recently sold homes

2 MoM

New listings for sale

$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
$2,850,000
6 beds1 bath1,957 sq ft
49 The Blvd, Edgartown, MA 02539
$4,725,000
3 beds4 baths2,969 sq ft
149 Litchfield Rd, Edgartown, MA 02539
$2,500,000
4 beds2.5 baths1,786 sq ft
9 Codman Spring Rd, Edgartown, MA 02539
See all

Provided by Redfin

Sale history for 27 Clevelandtown Rd

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

Year

Property tax

Land + Additions

Assessment*

2023

$3,637 (−1.5%)

$840,700 + $602,600

$1,443,300

2022

$3,692 (+1.0%)

$838,200 + $380,200

$1,218,400

2020

$3,655 (−0.8%)

$832,100 + $258,800

$1,090,900

2019

$3,685 (+7.7%)

$693,500 + $258,800

$952,300

2018

$3,420 (+51.9%)

$693,500 + $190,300

$883,800

2017

$2,251 (+8.7%)

$443,800 + $190,300

$634,100

2016

$2,070 (+3.1%)

$402,200 + $169,700

$571,900

2015

$2,008

$402,200 + $176,500

$578,700

Tax history for 27 Clevelandtown Rd

Year

Property tax

Land + Additions

Assessment*

2023

$3,637 (−1.5%)

$840,700 + $602,600

$1,443,300

2022

$3,692 (+1.0%)

$838,200 + $380,200

$1,218,400

2020

$3,655 (−0.8%)

$832,100 + $258,800

$1,090,900

2019

$3,685 (+7.7%)

$693,500 + $258,800

$952,300

2018

$3,420 (+51.9%)

$693,500 + $190,300

$883,800

2017

$2,251 (+8.7%)

$443,800 + $190,300

$634,100

2016

$2,070 (+3.1%)

$402,200 + $169,700

$571,900

2015

$2,008

$402,200 + $176,500

$578,700

*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

Heating & Cooling
Heating Type: Forced Hot Water

Exterior

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

Property Information
Living Sq. Ft: 1,471
Gross Sq. Ft: 2,830
# of Units: 1
# of Stories: 2

Lot Information
# of Buildings: 1
Land Sq. Ft: 26,136
Municipality Name: EDGARTOWN
Acres: 0.6
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 3
Baths: 2.0
Sq. Ft.: 1,471
Stories: 2.0
Lot Size: 0.6 acres
Style: Single Family Residential
Year Built: 1935
Year Renovated: —
County: Dukes County
APN: 3774378

Home facts updated by county records on Jan 30, 2023

Around this home

Schools

Edgartown Elementary School

Public PreK-8 • Assigned • 0.4mi

7/10

Martha's Vineyard Regional High School

Public 9-12 • Assigned • 4.6mi

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

$2.09M – $2.53M

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

Nearby similar homes

$3,075,000

3 beds2 baths1,962 sq ft

21 Vickers St, Edgartown, MA 02539

VIDEO TOUR

$21,500,000

10 beds12.5 baths7,598 sq ft

56 North Summer St, Edgartown, MA 02539

$1,850,000

4 beds2 baths1,833 sq ft

22 Old Harbor Ln, Oak Bluffs, MA 02557

$794,000

2 beds1 bath624 sq ft

60R Carol Ln, Oak Bluffs, MA 02557

OPEN TODAY, 10AM TO 11AMVIDEO TOUR

$1,875,000

3 beds2.5 baths1,431 sq ft

33 Vineyard Ave, Oak Bluffs, MA 02557

$2,950,000

4 beds3 baths2,208 sq ft

13 Young St, Edgartown, MA 02539

New listings for sale in 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

$2,850,000

6 beds1 bath1,957 sq ft

49 The Blvd, Edgartown, MA 02539

$4,725,000

3 beds4 baths2,969 sq ft

149 Litchfield Rd, Edgartown, MA 02539

$2,500,000

4 beds2.5 baths1,786 sq ft

9 Codman Spring Rd, Edgartown, MA 02539

Home values near 27 Clevelandtown Rd

Data from public records.

Address	Redfin Estimate
61 Clevelandtown Rd, Edgartown, MA 4 Beds \| 3.5 Baths \| 2684 Sq. Ft.	$3,874,175
16 Clevelandtown Rd, Edgartown, MA 2 Beds \| 1 Baths \| 1094 Sq. Ft.	$1,293,818

Address	Redfin Estimate
15 Clevelandtown Rd, Edgartown, MA 3 Beds \| 3 Baths \| 1965 Sq. Ft.	$3,975,842
24 Clevelandtown Rd, Edgartown, MA 3 Beds \| 2.5 Baths \| 2379 Sq. Ft.	$2,898,588

Address	Redfin Estimate
32 Clevelandtown Rd, Edgartown, MA 4 Beds \| 3 Baths \| 3072 Sq. Ft.	$3,727,247
37 Clevelandtown Rd, Edgartown, MA 3 Beds \| 3.5 Baths \| 2031 Sq. Ft.	$2,425,771

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