OFF MARKET

Off market jun 2024 for $3.1M

$3,131,246

Est. refi paymentEst. refi $2,192/mo

•

4,417

sq ft

149 Litchfield Rd, Edgartown, MA 02539

About this home

Set privately in the heart of Chappaquiddick, this property offers a rare combination of exceptional landscaping with a refined home that exudes quality. While beaches, trails, and even downtown Edgartown are readily available, this property is a standalone oasis. On the exterior the home greets with high-end materials, including cedar shingle roof and siding, copper accent, and Azek trim. Multiple entrances lend naturally to indoor/outdoor living, allowing for enjoyment of bluestone patios, Ipe deck, flower and vegetable gardens, and open lawns. The interior of the home centers on a cathedral-ceiling great room, with fieldstone fireplace and chef’s kitchen at opposite ends. The primary suite is private, yet conveniently located, with a luxurious bathroom and walk-in closets. Two additional bedrooms are set on a separate wing of the house, each with private bathrooms. There is also a two-car garage and studio/workshop that is beautifully finished.

Single-familyProperty Type

2011Year Built

1.7 acresLot Size

$709Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Peyton Wallace • Compass

Bought with Non Member • Non Member Office

Redfin checked: a few seconds ago

•Source:MLS PIN #73235344

Redfin Estimate

$3,131,246

$8,754 since sold in June 2024$55K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 120.5% higher than the average sale price ($1.42M) of 6 comparable homes.

SOLD JUL 27, 2026
$1,360,000
A
3 beds5 baths2,930 sq ft
72 Bayshore Dr, Mashpee, MA 02649
SOLD SEP 29, 2015
$1,200,000
B
3 beds3 baths2,588 sq ft
59 Moonpenny Ln, E Falmouth, MA 02536
SOLD AUG 3, 2026
$1,650,000
C
3 beds3.5 baths2,763 sq ft
26 Driftwood Cir, Mashpee, MA 02649
SOLD AUG 31, 2026
$1,225,000
D
3 beds3.5 baths2,449 sq ft
50 Topping Lift, Mashpee, MA 02649
SOLD OCT 6, 2026
$760,000
E
3 beds3 baths2,448 sq ft
131 Whippoorwill Cir, Mashpee, MA 02649
SOLD APR 30, 2026
$2,325,000
F
3 beds3.5 baths3,773 sq ft
37 The Hunt Cir, Mashpee, MA 02649

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Earn from this home

Refinance

Est. cash available

Get cash now or lower your monthly rate

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

$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
$3,200,000
3 beds4 baths2,370 sq ft
16 Old Dunhams Corner Way, Edgartown, MA 02539
VIDEO TOUR
$6,900,000
4 beds4.5 baths2,961 sq ft
8 Beach Plum Mdws, Edgartown, MA 02539
See all

Provided by Redfin

Sale history for 149 Litchfield Rd

Date

Event

Price

MLS PIN #73235344

Jun 17, 2024

Sold

$3,140,000

$711/sq ft

May 22, 2024

Contingent

—

May 8, 2024

Listed

$3,695,000

$837/sq ft

CCIMLS #21508519

Oct 27, 2016

Sold

$1,165,000

$264/sq ft

Aug 19, 2016

Pending

—

Jun 22, 2016

Price Changed

$1,575,000

$357/sq ft

Sep 2, 2015

Listed

$1,700,000

$385/sq ft

+28

Delightful home enjoys close proximity to Edgartown Village and secluded beaches that are some of the Vineyard's best-kept secrets. Custom designed with Chef's kitchen, open floor plan, secluded guest wing, detached garage, energy efficient HVAC system, in-slab radiant, eco friendly spray foam insulation, low-maintenance exterior with fieldstone, granite, and custom outdoor shower. The 4-bedroom septic allows for future expansion, and a pool can be easily added to the property. Partially finished basement is ready to be completed with a rec room, wet bar, bathroom, and flex room, or can be converted into an additional bedroom. Call Bill Rossi at Sotheby's (508.367.2918) to request a detailed specification sheet, and to arrange a showing of this luxe seacoast retreat.

MLS PIN #71027165

Jun 9, 2011

Sold

$360,000

$82/sq ft

Jun 7, 2011

Listing Removed

—

Feb 2, 2010

Listed

$429,900

$97/sq ft

Public Records

Aug 17, 2006

Sold

$345,000

$78/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$6,738 (+11.2%)

$239,800 + $2,433,900

$2,673,700

2022

$6,060 (+7.0%)

$263,700 + $1,736,300

$2,000,000

2020

$5,664 (−6.4%)

$287,700 + $1,403,000

$1,690,700

2019

$6,051 (+37.0%)

$311,700 + $1,251,800

$1,563,500

2018

$4,416 (+12.3%)

$311,700 + $829,400

$1,141,100

2017

$3,934 (−5.5%)

$299,700 + $808,600

$1,108,300

2016

$4,164 (+79.8%)

$239,800 + $910,400

$1,150,200

2015

$2,316

$287,700 + $379,700

$667,400

Tax history for 149 Litchfield Rd

Year

Property tax

Land + Additions

Assessment*

2023

$6,738 (+11.2%)

$239,800 + $2,433,900

$2,673,700

2022

$6,060 (+7.0%)

$263,700 + $1,736,300

$2,000,000

2020

$5,664 (−6.4%)

$287,700 + $1,403,000

$1,690,700

2019

$6,051 (+37.0%)

$311,700 + $1,251,800

$1,563,500

2018

$4,416 (+12.3%)

$311,700 + $829,400

$1,141,100

2017

$3,934 (−5.5%)

$299,700 + $808,600

$1,108,300

2016

$4,164 (+79.8%)

$239,800 + $910,400

$1,150,200

2015

$2,316

$287,700 + $379,700

$667,400

*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

1.7 Acres

Year renovated

—

Sq. Ft.

—

Year built

—

Style

Other

County

Dukes County

APN

3770523

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 19, 2023.

Property details

Parking

Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 2
# of Covered Spaces: 2
Parking Spaces: 4
Parking Features: Detached, Unpaved

Interior

Bathroom Information
# of Bathrooms (Full): 3
# of Bathrooms (Half): 2

Basement Information
Basement: Partially Finished

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 1

Interior Features
# of Rooms (Total): 16
Window Features: Insulated Windows
Flooring: Wood, Tile
Interior Features: Internet Available - Unknown

Exterior

Building Information
Building Area (Total): 4,417
Foundation Details: Concrete Perimeter
Year Built Source: Public Records
Year Built Details: Approximate
Lead Paint: None

Exterior Features
Fencing: Fenced/Enclosed, Fenced
Roof: Wood
Patio And Porch Features: Screened, Deck - Wood, Patio
Exterior Features: Porch - Screened, Deck - Wood, Patio, Storage, Professional Landscaping, Fenced Yard, Fruit Trees, Garden, Outdoor Shower

Property Information
PropertySubType: Single Family Residence

Lot Information
Lot Size (Acres): 1.7
Lot Features: Wooded, Level

Financial

Tax Information
Tax Annual Amount: $7,178
Tax Year: 2024

Utilities

Utility Information
Sewer: Private Sewer
Water Source: Private

Heating & Cooling
Has Heating
Has Cooling
Heating: Central, Radiant, Heat Pump
Cooling: Central Air

Location

Location Information
Directions: Litchfield Road to 149. Owner occupied. Showings upon request only. No drive bys.
UnparsedAddress: 149 Litchfield Rd, Edgartown MA 02539

Community Information
Senior CommunityYN: No
Community Features: Walk/Jog Trails, Golf, Conservation Area

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: 1.7 acres
Style: Other
Year Built: —
Year Renovated: —
County: Dukes County
APN: 3770523

Home facts updated by county records on Jul 19, 2023

Other

Listing Information
StandardStatus: Closed

Around this home

Schools

Edgartown Elementary School

Public PreK-8 • Assigned • 2.6mi

7/10

Martha's Vineyard Regional High School

Public 9-12 • Assigned • 6.9mi

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

3/10 Heat Factor

7 days above 88° expected this year, 21 days in 30 years

8/10 Wind Factor

94% 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

$2.98M – $3.60M

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

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New listings for sale in 02539

$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

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3 beds4 baths2,370 sq ft

16 Old Dunhams Corner Way, Edgartown, MA 02539

VIDEO TOUR

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4 beds4.5 baths2,961 sq ft

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Home values near 149 Litchfield Rd

Data from public records.

Address	Redfin Estimate
141 Litchfield Rd, Edgartown, MA 3 Beds \| 2 Baths \| 1760 Sq. Ft.	$1,467,919
1 Quammox Rd, Edgartown, MA 2 Beds \| 2.5 Baths \| 2028 Sq. Ft.	$1,686,652

Address	Redfin Estimate
161 Litchfield Rd, Edgartown, MA 3 Beds \| 2.5 Baths \| 2002 Sq. Ft.	$1,686,153
5 Old Pocha Rd, Edgartown, MA 2 Beds \| 2 Baths \| 1932 Sq. Ft.	$1,919,849

Address	Redfin Estimate
155 Litchfield Rd, Edgartown, MA 3 Beds \| 2 Baths \| 1966 Sq. Ft.	$1,487,474
6 Jeremiah Rd, Edgartown, MA 3 Beds \| 2 Baths \| 1756 Sq. Ft.	$1,380,380

Property information provided by MLS PIN when last listed in 2024. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 02539, MA

Sale history for 149 Litchfield Rd

Tax history for 149 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 149 Litchfield Rd

More real estate resources