OFF MARKET

Off market jan 2005 for $895K

$2,119,869

Est. refi paymentEst. refi $6,286/mo

•

2,200

sq ft

21 Dark Woods Rd, Edgartown, MA 02539

About this home

Delightful, spacious home in a wonderful neighborhood just a short walk to Edgartown Village. One bedroom and bath are located on the first floor and the other two are very large rooms with private baths on the sescond floor. There is also a den. The large kitchen is open to the dining room and has a seperate laundry area at the back door. The fireplaced living room provides direct access to a large deck. There is a circular driveway in the front and a secluded back yard for privacy. A great property.

Single-familyProperty Type

1987Year Built

$964Est. Price/Sq.Ft.

2 car garageParking

Listed by Elaine Miller • Sandpiper Realty Inc

Bought with Elaine Miller • Sandpiper Realty Inc

Redfin checked: 3 minutes ago

•Source:CCIMLS #20401411

Redfin Estimate

$2,119,869

$1.2M since sold in January 2005$29K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 6.7% lower than the average sale price ($2.27M) of 6 comparable homes.

SOLD AUG 11, 2026
$1,695,000
A
3 beds3 baths2,296 sq ft
177 West Tisbury Rd, Edgartown, MA 02539
SOLD OCT 23, 2026
$2,350,000
B
4 beds3 baths1,968 sq ft
105 Whalers Walk, Edgartown, MA 02539
SOLD JUL 23, 2026
$2,210,000
C
3 beds3 baths2,126 sq ft
17 Oakdale Dr, Edgartown, MA 02539
SOLD MAY 26, 2026
$3,400,000
D
4 beds2.5 baths2,300 sq ft
44 Plantingfield Way, Edgartown, MA 02539
SOLD FEB 20, 2026
$2,475,000
E
4 beds3.5 baths2,566 sq ft
28 Martha's Rd, Edgartown, MA 02539
SOLD OCT 1, 2026
$1,500,000
F
3 beds2 baths1,560 sq ft
9 Martha's Rd, 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 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 21 Dark Woods Rd

Year

Property tax

Land + Additions

Assessment*

2023

$4,657 (+8.4%)

$589,500 + $1,258,700

$1,848,200

2022

$4,295 (+1.0%)

$589,500 + $827,900

$1,417,400

2021

$4,252 (+8.4%)

$508,500 + $787,700

$1,296,200

2020

$3,923 (−10.8%)

$467,300 + $703,800

$1,171,100

2019

$4,399 (+18.8%)

$453,600 + $683,100

$1,136,700

2018

$3,704 (+8.5%)

$412,300 + $544,700

$957,000

2017

$3,414 (+26.8%)

$439,800 + $521,900

$961,700

2016

$2,693 (+2.5%)

$398,600 + $345,300

$743,900

2015

$2,628

$398,600 + $358,800

$757,400

Tax history for 21 Dark Woods Rd

Year

Property tax

Land + Additions

Assessment*

2023

$4,657 (+8.4%)

$589,500 + $1,258,700

$1,848,200

2022

$4,295 (+1.0%)

$589,500 + $827,900

$1,417,400

2021

$4,252 (+8.4%)

$508,500 + $787,700

$1,296,200

2020

$3,923 (−10.8%)

$467,300 + $703,800

$1,171,100

2019

$4,399 (+18.8%)

$453,600 + $683,100

$1,136,700

2018

$3,704 (+8.5%)

$412,300 + $544,700

$957,000

2017

$3,414 (+26.8%)

$439,800 + $521,900

$961,700

2016

$2,693 (+2.5%)

$398,600 + $345,300

$743,900

2015

$2,628

$398,600 + $358,800

$757,400

*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

3768842

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: 2

Interior

Bathroom Information
# of Bathrooms (Full): 3

Basement Information
Basement: Full

Other Room Information
Total Rooms : 7

Interior Features
Flooring: Wood, Carpet
Appliances: Oil
Patio And Porch Features: Deck

Exterior

Exterior Features
Exterior Features: Outdoor Shower, Garden
Construction Materials: Clapboard, Shingle Siding
Roof: Asphalt

Property Information
Property Sub Type: Single Family Residence

Lot Information
Water Source: Public

Building Information
Year Built: 1987

Utilities

Heating & Cooling
Has Heating
Heating: Oil

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: 0.5 acres
Style: Other
Year Built: —
Year Renovated: —
County: Dukes County
APN: 3768842

Home facts updated by county records on Jul 19, 2023

Around this home

Schools

K - 12
Preschool & daycare

Edgartown Elementary School

Public PreK-8 • Assigned • 0.6mi

7/10

Martha's Vineyard Regional High School

Public 9-12 • Assigned • 3.8mi

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, 18 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

$2.01M – $2.44M

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

Nearby similar homes

$1,095,000

1 bed2 baths1,428 sq ft

323 County Rd, Oak Bluffs, MA 02557

First floor den • Spacious deck • Outdoor shower

$1,375,000

5 beds2 baths1,952 sq ft

234 County Rd, Oak Bluffs, MA 02557

Cape-style home • Centrally located • Large living room

$785,000

2 beds1 bath624 sq ft

60R Carol Ln, Oak Bluffs, MA 02557

Open concept • Wrap-around deck • 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

VIDEO TOUR

$6,125,000

4 beds5.5 baths4,107 sq ft

78 Plantingfield Way, Edgartown, MA 02568

Grand foyer • Soaring ceilings • Custom millwork

$1,395,000

3 beds1 bath1,066 sq ft

17 Chapman Ln, Edgartown, MA 02539

0.25 acre lot • 2 parking spots • Built 1973

Home values near 21 Dark Woods Rd

Data from public records.

Address	Redfin Estimate
20 Dark Woods Rd, Edgartown, MA 3 Beds \| 2 Baths \| 1836 Sq. Ft.	$1,835,564
29 Dark Woods Rd, Edgartown, MA 4 Beds \| 2.5 Baths \| 3516 Sq. Ft.	$3,312,798
9 Dory Ln, Edgartown, MA 2 Beds \| 1.5 Baths \| 988 Sq. Ft.	$965,358
9 Mariners Cir, Edgartown, MA 3 Beds \| 2 Baths \| 1760 Sq. Ft.	$1,485,931
8 Mariners Cir, Edgartown, MA 1 Beds \| 2 Baths \| 2340 Sq. Ft.	$1,786,002
1 Mariners Lndg Apartment C, Edgartown, MA - Beds \| 0.5 Baths \| 3773 Sq. Ft.	$933,128
1 Mariners Lndg Apartment 4, Edgartown, MA 2 Beds \| 2 Baths \| 941 Sq. Ft.	$637,412

Address	Redfin Estimate
24 Dark Woods Rd, Edgartown, MA 3 Beds \| 3.5 Baths \| 2638 Sq. Ft.	$2,575,609
15 Dark Woods Rd, Edgartown, MA 3 Beds \| 2.5 Baths \| 1827 Sq. Ft.	$1,815,966
10 Dory Cir, Edgartown, MA 4 Beds \| 3 Baths \| 1738 Sq. Ft.	$1,739,484
35 Mariners Way, Edgartown, MA 4 Beds \| 2.5 Baths \| 2706 Sq. Ft.	$1,742,536
6 Mariners Cir, Edgartown, MA 3 Beds \| 2 Baths \| 1822 Sq. Ft.	$1,393,148
1 Mariners Lndg, Edgartown, MA 2 Beds \| 2 Baths \| 1104 Sq. Ft.	$723,334
1 Mariners Lndg Apartment 5, Edgartown, MA 2 Beds \| 1 Baths \| 930 Sq. Ft.	$642,678

Address	Redfin Estimate
22 Dark Woods Rd, Edgartown, MA 4 Beds \| 2 Baths \| 1984 Sq. Ft.	$1,811,870
19 Dark Woods Rd, Edgartown, MA 3 Beds \| 2 Baths \| 1872 Sq. Ft.	$1,752,215
27 Mariners Way, Edgartown, MA 3 Beds \| 3 Baths \| 2982 Sq. Ft.	$2,436,882
24 Mariners Way, Edgartown, MA 4 Beds \| 2 Baths \| 1960 Sq. Ft.	$1,443,212
1 Mariners Lndg Apartment 2, Edgartown, MA 2 Beds \| 2 Baths \| 877 Sq. Ft.	$636,341
1 Mariners Lndg Apartment 3, Edgartown, MA 2 Beds \| 2 Baths \| 988 Sq. Ft.	$691,720
1 Mariners Lndg Apartment 6, Edgartown, MA 2 Beds \| 1 Baths \| 748 Sq. Ft.	$568,198

Property information provided by CCIMLS when last listed in 2004. This data may not match . Learn more.

More real estate resources

Zip Codes
Cities
Neighborhoods
Popular Searches

Join us

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.

Redfin Brokerage Licenses

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 Edgartown	Agents near me	Quincy, MA homes for sale	Edgartown 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	Edgartown Property Records
Condos for sale near me	Lexington, MA homes for sale	MA New Listings

Sandwich homes for sale
Oak Bluffs homes for sale
Falmouth homes for sale