OFF MARKET

Off Market Apr 2017 for $1.5M

$3,673,295

•

2,559

sq ft

20 Litchfield Rd, Edgartown, MA 02539

About this home

Simply Stunning. This perfectly appointed Chappaquiddick compound, perched on the shores of Caleb's Pond, is a true rarity. A 3 bedroom main house captures views from almost every room and the substantial 3 bedroom guest house is the perfect complement to this idyllic escape. Watch nature's own screenplay unfold from the comforts of the waters edge, deck or the essential screened in porch. Enjoy shell fishing and fishing in the tranquil waters or a simple kayak paddle around the bend to explore the comings and goings on Edgartown Harbor. Located within close proximity to both ferry and beach, this property can't be missed!

Single-familyProperty Type

2002Year Built

3.6 acresLot Size

$1,435Est. Price/Sq.Ft.

1 car garageParking

Listed by Katherine Donahue • Sandpiper Realty Inc

Bought with Marek Heidt Marek Heidt Team • Sandpiper Realty Inc

Redfin checked: 2 minutes ago

•Source:CCIMLS #21602663

Redfin Estimate

$3,673,295

$2.1M since sold in April 2017$308K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 27.4% higher than the average sale price ($2.88M) of 5 comparable homes.

SOLD MAY 1, 2026
$1,850,000
A
4 beds3.5 baths2,695 sq ft
43 C Dark Woods Rd, Edgartown, MA 02539
SOLD JUN 26, 2026
$2,600,000
B
4 beds2.5 baths2,428 sq ft
2 Cosmos Way, Edgartown, MA 02539
SOLD JUL 29, 2026
$1,885,000
C
5 beds3.5 baths2,527 sq ft
18 Puritan Dr, Oak Bluffs, MA 02557
SOLD JUN 26, 2026
$4,700,000
D
4 beds3.5 baths4,168 sq ft
27 Knoll Dr, Edgartown, MA 02539
SOLD MAY 8, 2026
$3,381,000
E
4 beds3.5 baths3,327 sq ft
25 Bold Meadow Rd, Edgartown, MA 02539

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

Market trends in 02539, MA

Last updated August 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

95.8%

+1.1% MoM

Median sale price

$2.5M

$559K MoM

Avg. days on market

26d

2 days MoM

Recently sold homes

3 MoM

New listings for sale

OPEN FRI, 11AM TO 1PM
$1,175,000
3 beds1 bath770 sq ft
23 Hamblen Way, Edgartown, MA 02539
$5,795,000
5 beds5 baths3,606 sq ft
37 Plain Field Way, Edgartown, MA 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
See all

Provided by Redfin

Sale history for 20 Litchfield Rd

Date

Event

Price

CCIMLS #21602663

Apr 27, 2017

Sold

$1,585,000

$619/sq ft

Mar 17, 2017

Pending

—

Feb 23, 2017

Contingent

—

Feb 3, 2017

Relisted

—

Feb 3, 2017

Listing Removed

—

Sep 12, 2016

Price Changed

$1,690,000

$660/sq ft

Jun 28, 2016

Price Changed

$1,950,000

$762/sq ft

Apr 1, 2016

Listed

$2,100,000

$821/sq ft

CCIMLS #21500881

Jan 25, 2016

Listing Removed

—

Aug 7, 2015

Price Changed

$2,390,000

$934/sq ft

Apr 22, 2015

Listed

$2,490,000

$973/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$6,009 (+3.1%)

$1,351,800 + $1,032,600

$2,384,400

2022

$5,830 (+7.2%)

$1,196,746 + $727,400

$1,924,146

2021

$5,437 (−0.8%)

$915,158 + $742,400

$1,657,558

2020

$5,480 (−7.0%)

$1,055,952 + $579,800

$1,635,752

2019

$5,893 (+2.7%)

$985,600 + $537,100

$1,522,700

2018

$5,737 (+9.5%)

$1,020,800 + $461,700

$1,482,500

2017

$5,239 (−3.6%)

$1,020,800 + $454,900

$1,475,700

2016

$5,434 (+13.4%)

$1,020,800 + $480,200

$1,501,000

2015

$4,794

$1,020,800 + $360,900

$1,381,700

Tax history for 20 Litchfield Rd

Year

Property tax

Land + Additions

Assessment*

2023

$6,009 (+3.1%)

$1,351,800 + $1,032,600

$2,384,400

2022

$5,830 (+7.2%)

$1,196,746 + $727,400

$1,924,146

2021

$5,437 (−0.8%)

$915,158 + $742,400

$1,657,558

2020

$5,480 (−7.0%)

$1,055,952 + $579,800

$1,635,752

2019

$5,893 (+2.7%)

$985,600 + $537,100

$1,522,700

2018

$5,737 (+9.5%)

$1,020,800 + $461,700

$1,482,500

2017

$5,239 (−3.6%)

$1,020,800 + $454,900

$1,475,700

2016

$5,434 (+13.4%)

$1,020,800 + $480,200

$1,501,000

2015

$4,794

$1,020,800 + $360,900

$1,381,700

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Public record
Permits

Beds

—

Baths

—

Stories

—

Lot width

—

Lot depth

—

Lot size

3.6 Acres

Year renovated

—

Sq. Ft.

—

Year built

—

Style

Other

County

Dukes County

APN

3770325

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 19, 2023.

Property details

Parking

Parking Information
Has Open Parking

Garage Infromation
Has Garage
Garage Spaces: 1

Interior

Virtual Tour Information

Bathroom Information
# of Bathrooms (Full): 3
# of Bathrooms (1/2): 1

Basement Information
Basement: Bulkhead Access, Interior Entry, Full

Fireplace Information
FireplacesTotal: 1
Has Fireplace

Other Room Information
Total Rooms : 13

Interior Features
Flooring: Wood
Patio And Porch Features: Deck, Screened Porch

Exterior

Exterior Features
Exterior Features: Outdoor Shower
Construction Materials: Shingle Siding
Roof: Asphalt, Pitched
Foundation Details: Concrete Perimeter, Poured

Property Information
Property Sub Type: Single Family Residence
Property Condition: Actual
Other Structures: Outbuilding

Lot Information
Lot Features: Conservation Area, Marina, Level, Cleared
Lot Size Source: Assessor
Has Waterfront
Water Source: Well
Road Frontage Type: Public
Zoning: R120

Building Information
Year Built: 2002

Utilities

Heating & Cooling
Has Heating
Heating: Hot Water
Cooling: None

Utility Information
Sewer: Septic Tank, Septic Tank

Location

Location Information
Directions: Owners in residence- 24 hours notice required for showings and please no drive-bys to respect privacy. Litchfield Road to #20 main house and #20a guest house.

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: 3.6 acres
Style: Other
Year Built: —
Year Renovated: —
County: Dukes County
APN: 3770325

Home facts updated by county records on Jul 19, 2023

Around this home

Schools

Edgartown Elementary School

Public PreK-8 • Assigned • 1.4mi

7/10

Martha's Vineyard Regional High School

Public 9-12 • Assigned • 5.7mi

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, 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

$3.49M – $4.22M

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

$1,625,000

4 beds2 baths1,342 sq ft

58 Road To The Plns, Edgartown, MA 02539

$12,250,000

7 beds4 baths4,855 sq ft

139 Chappaquiddick Rd, Edgartown, MA 02539

$1,395,000

3 beds2 baths1,588 sq ft

44 Prices Way, Edgartown, MA 02539

$2,395,000

4 beds3 baths1,968 sq ft

105 Whalers Walk, Edgartown, MA 02539

New listings for sale in 02539

OPEN FRI, 11AM TO 1PM

$1,175,000

3 beds1 bath770 sq ft

23 Hamblen Way, Edgartown, MA 02539

$5,795,000

5 beds5 baths3,606 sq ft

37 Plain Field Way, Edgartown, MA 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

Home values near 20 Litchfield Rd

Data from public records.

Address	Redfin Estimate
24 Litchfield Road, Edgartown, MA 4 Beds \| 3 Baths \| 2146 Sq. Ft.	—
4 Calebs Common Lane, Edgartown, MA 6 Beds \| 3 Baths \| 2636 Sq. Ft.	$1,728,352

Address	Redfin Estimate
15 Litchfield Road, Edgartown, MA 5 Beds \| 4 Baths \| 3832 Sq. Ft.	$4,640,518
43 Caleb Pond Road, Edgartown, MA 3 Beds \| 2 Baths \| 1536 Sq. Ft.	$2,441,765

Address	Redfin Estimate
7 Litchfield Road, Edgartown, MA 3 Beds \| 3 Baths \| 3425 Sq. Ft.	$4,869,567
1 Calebs Common Lane, Edgartown, MA 4 Beds \| 2.5 Baths \| 1809 Sq. Ft.	$1,535,207

Property information provided by CCIMLS when last listed in 2016. 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

Market trends in 02539, MA

Sale history for 20 Litchfield Rd

Tax history for 20 Litchfield 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 20 Litchfield Rd

More real estate resources