OFF MARKET

Off Market Oct 2013 for $10M

$12,852,411

Est. refi paymentEst. refi $18,051/mo

•

943

sq ft

38 Cow Bay Rd, Edgartown, MA 02539

About this home

This extraordinary 2.6-acre property is located in the exclusive Cow Bay area of Edgartown. The main residence is built to the highest standard and features an open floor plan including a living room with fireplace, a gourmet eat in kitchen with dining room that opens to a cathedral ceiling sun porch and a television room/den. There are four bedrooms and four and half baths. Additionally, there is a two-bedroom/two bath guesthouse with full kitchen and living room above a three-car carriage house and exercise room. The property additionally features an in-ground swimming pool and pool house. The pristine setting, stunning views and private association beach are among the islands finest.

Single-familyProperty Type

2000Year Built

2.6 acresLot Size

$13,629Est. Price/Sq.Ft.

3 car garageParking

Listed by Thomas LeClair • LandVest MV

Bought with Gerret Conover • LandVest MV

Redfin checked: 2 minutes ago

•Source:CCIMLS #21304214

Redfin Estimate

$12,852,411

$2.9M since sold in October 2013$100K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 443.8% higher than the average sale price ($2.36M) of 6 comparable homes.

SOLD JAN 20, 2026
$1,600,000
A
4 beds2.5 baths2,855 sq ft
5 Bayes Hill Cir, Oak Bluffs, MA 02557
SOLD MAY 1, 2026
$1,850,000
B
4 beds3.5 baths2,695 sq ft
43 C Dark Woods Rd, Edgartown, MA 02539
SOLD MAY 15, 2026
$3,250,000
C
4 beds4 baths1,590 sq ft
99 Cooke St, Edgartown, MA 02539
SOLD MAY 8, 2026
$3,381,000
D
4 beds3.5 baths3,327 sq ft
25 Bold Meadow Rd, Edgartown, MA 02539
SOLD MAR 30, 2026
$1,500,000
E
4 beds3 baths1,975 sq ft
68 Twentieth Street South, Edgartown, MA 02539
SOLD JUN 26, 2026
$2,600,000
F
4 beds2.5 baths2,428 sq ft
2 Cosmos Way, Edgartown, MA 02539

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

Earn from this home

Refinance

Est. cash available

Get cash now or lower your monthly rate

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 38 Cow Bay Rd

Year

Property tax

Land + Additions

Assessment*

2023

$33,458 (−1.3%)

$6,433,800 + $6,843,100

$13,276,900

2022

$33,906 (−7.4%)

$6,075,035 + $5,114,900

$11,189,935

2021

$36,611 (−16.7%)

$5,485,949 + $5,675,900

$11,161,849

2020

$43,947 (−10.2%)

$7,442,518 + $5,675,900

$13,118,418

2019

$48,958 (+12.5%)

$7,029,000 + $5,621,700

$12,650,700

2018

$43,507 (+6.7%)

$7,029,000 + $4,213,000

$11,242,000

2017

$40,768 (+6.5%)

$7,442,600 + $4,041,300

$11,483,900

2016

$38,275 (+3.9%)

$6,928,000 + $3,645,200

$10,573,200

2015

$36,841

$6,928,000 + $3,689,100

$10,617,100

Tax history for 38 Cow Bay Rd

Year

Property tax

Land + Additions

Assessment*

2023

$33,458 (−1.3%)

$6,433,800 + $6,843,100

$13,276,900

2022

$33,906 (−7.4%)

$6,075,035 + $5,114,900

$11,189,935

2021

$36,611 (−16.7%)

$5,485,949 + $5,675,900

$11,161,849

2020

$43,947 (−10.2%)

$7,442,518 + $5,675,900

$13,118,418

2019

$48,958 (+12.5%)

$7,029,000 + $5,621,700

$12,650,700

2018

$43,507 (+6.7%)

$7,029,000 + $4,213,000

$11,242,000

2017

$40,768 (+6.5%)

$7,442,600 + $4,041,300

$11,483,900

2016

$38,275 (+3.9%)

$6,928,000 + $3,645,200

$10,573,200

2015

$36,841

$6,928,000 + $3,689,100

$10,617,100

*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

—

Stories

—

Lot width

—

Lot depth

—

Lot size

2.6 Acres

Year renovated

—

Sq. Ft.

—

Year built

—

Style

Other

County

Dukes County

APN

3768662

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 19, 2023.

Property details

Parking

Garage Infromation
Has Garage
Garage Spaces: 3

Interior

Bathroom Information
# of Bathrooms (Full): 4
# of Bathrooms (1/2): 1

Basement Information
Basement: Partial

Fireplace Information
Has Fireplace

Interior Features
Flooring: Wood
Appliances: Gas Water Heater

Exterior

Exterior Features
Exterior Features: Yard, Outdoor Shower
Construction Materials: See Remarks, Shingle Siding
Roof: Shingle, Wood
Foundation Details: Other

Pool Information
Pool Features: In Ground
Has Private Pool

Property Information
Property Sub Type: Single Family Residence
Property Condition: Actual

Lot Information
Lot Features: Bike Path, Conservation Area
Lot Size Source: Assessor
Has Waterfront
Waterfront Features: Salt
Road Frontage Type: Private Road
Zoning: R60

Building Information
Year Built: 2000

Utilities

Heating & Cooling
Has Heating
Heating: Forced Air
Has Cooling
Cooling: Central Air

Location

Location Information
Directions: Coming from Oak Bluffs , take Beach Road all the way heading toward Edgartown. Once you have taken the bend in the road, Cow Bay will be on your right. 38 Cow Bay Road will be on your right as well. If you reach town you have gone to far.

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: 2.6 acres
Style: Other
Year Built: —
Year Renovated: —
County: Dukes County
APN: 3768662

Home facts updated by county records on Jul 19, 2023

Around this home

Schools
Places
Transit

Edgartown Elementary School

Public PreK-8 • Assigned • 1.1mi

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

3/10 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, 19 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

$12.21M – $14.78M

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

Nearby similar homes

$3,695,000

3 beds3.5 baths3,056 sq ft

9 Thaxter Ln, Edgartown, MA 02539

$14,500,000

11 beds12 baths9,500 sq ft

10 & 12 Boldwater Rd, Edgartown, MA 02539

$1,755,000

3 beds3 baths2,695 sq ft

68 Front St, Oak Bluffs, MA 02557

$2,950,000

4 beds3 baths2,208 sq ft

13 Young St, Edgartown, MA 02539

VIDEO TOUR

$1,875,000

3 beds2.5 baths1,431 sq ft

33 Vineyard Ave, Oak Bluffs, MA 02557

$3,495,000

2 beds1.5 baths1,388 sq ft

48 Plantingfield Way, 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 38 Cow Bay Rd

Data from public records.

Address	Redfin Estimate
26 Cow Bay Rd, Edgartown, MA 4 Beds \| 5 Baths \| 5416 Sq. Ft.	$7,676,749
55 Cow Bay Rd, Edgartown, MA 6 Beds \| 4.5 Baths \| 4295 Sq. Ft.	$7,203,154

Address	Redfin Estimate
12 Cow Bay Rd, Edgartown, MA 5 Beds \| 5 Baths \| 4542 Sq. Ft.	$7,270,564
14 Golf Club Rd, Edgartown, MA 5 Beds \| 3 Baths \| 2172 Sq. Ft.	$9,004,487

Address	Redfin Estimate
145 Cow Bay Rd, Edgartown, MA 3 Beds \| 1 Baths \| 1678 Sq. Ft.	$5,721,671
125 Beach Rd, Edgartown, MA 3 Beds \| 2 Baths \| 1978 Sq. Ft.	$2,286,249

Property information provided by CCIMLS when last listed in 2013. This data may not match . Learn more.

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

Houses for rent in Dukes County	Agents near me	Quincy, MA homes for sale	Dukes County Housing Market
Houses for sale near me	Boston, MA homes for sale	Brookline, MA homes for sale
Land for sale near me	Newton, MA homes for sale	Arlington, MA homes for sale
Open Houses near me	Cambridge, MA homes for sale	Dukes County Property Records
Condos for sale near me	Lexington, MA homes for sale	MA New Listings

Edgartown homes for sale
Oak Bluffs homes for sale
Falmouth homes for sale

Plymouth County homes for sale
Barnstable County homes for sale
Bristol County homes for sale