Google street view image for 41 Winter St, Edgartown, MA 02539

Off market

$3,066,270

•

2 ba

•

2,306

sq ft

41 Winter St, Edgartown, MA 02539

About this home

41 Winter St is a 2,306 square foot house on a 4,356 square foot lot with 4 bedrooms and 2 bathrooms. Based on Redfin's Edgartown data, we estimate the home's value is $3,066,270.

Single-familyProperty Type

1778Year Built

4,356 sq ftLot Size

$1,330Est. Price/Sq.Ft.

1 car garageParking

Source:Public Records

Redfin Estimate

$3,066,270

$102K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 13.7% higher than the average sale price ($2.70M) of 6 comparable homes.

SOLD AUG 24, 2026
$3,600,000
A
4 beds3 baths2,108 sq ft
13 Plantingfield Way, Edgartown, MA 02539
SOLD DEC 31, 2025
$2,470,000
B
4 beds3.5 baths2,351 sq ft
2 Green Ave, Edgartown, MA 02539
SOLD JUL 24, 2026
$2,595,000
C
4 beds3.5 baths2,317 sq ft
471 West Tisbury Rd, Edgartown, MA 02539
SOLD OCT 5, 2026
$2,950,000
D
4 beds2.5 baths2,344 sq ft
19 Katama Point Rd, Edgartown, MA 02539
SOLD OCT 23, 2026
$2,350,000
E
4 beds3 baths1,968 sq ft
105 Whalers Walk, Edgartown, MA 02539
SOLD JUL 23, 2026
$2,210,000
F
3 beds3 baths2,126 sq ft
17 Oakdale Dr, Edgartown, MA 02539

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Earn from this home

Rent

$3,459/mo

Redfin rental estimate

List your home for rent

Market trends in 02539, MA

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

97.0%

+1.9% MoM

Median sale price

$3.1M

$12K MoM

Avg. days on market

42d

16 days MoM

Recently sold homes

4 MoM

New listings for sale

NEW 1 HR AGO
$2,300,000
1 bed1 bath1 sq ft
27 Fourth St N, Edgartown, MA 02539
See all

Provided by Redfin

Sale history for 41 Winter St

Year

Property tax

Land + Additions

Assessment*

2023

$6,333 (−19.4%)

$1,478,500 + $1,034,500

$2,513,000

2022

$7,856 (+30.2%)

$1,582,500 + $1,010,400

$2,592,900

2020

$6,036 (−19.6%)

$1,260,000 + $541,800

$1,801,800

2019

$7,507 (+11.8%)

$1,260,000 + $679,800

$1,939,800

2018

$6,715 (+14.6%)

$1,155,000 + $580,100

$1,735,100

2017

$5,857 (−1.9%)

$1,155,000 + $494,800

$1,649,800

2016

$5,972 (+9.9%)

$1,155,000 + $494,800

$1,649,800

2015

$5,433

$1,094,900 + $470,900

$1,565,800

Tax history for 41 Winter St

Year

Property tax

Land + Additions

Assessment*

2023

$6,333 (−19.4%)

$1,478,500 + $1,034,500

$2,513,000

2022

$7,856 (+30.2%)

$1,582,500 + $1,010,400

$2,592,900

2020

$6,036 (−19.6%)

$1,260,000 + $541,800

$1,801,800

2019

$7,507 (+11.8%)

$1,260,000 + $679,800

$1,939,800

2018

$6,715 (+14.6%)

$1,155,000 + $580,100

$1,735,100

2017

$5,857 (−1.9%)

$1,155,000 + $494,800

$1,649,800

2016

$5,972 (+9.9%)

$1,155,000 + $494,800

$1,649,800

2015

$5,433

$1,094,900 + $470,900

$1,565,800

*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

Room Information
# of Rooms: 8

Exterior

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

Property Information
Living Sq. Ft: 2,306
Gross Sq. Ft: 3,452
# of Units: 1
# of Stories: 2

Lot Information
# of Buildings: 1
Land Sq. Ft: 4,356
Municipality Name: EDGARTOWN
Acres: 0.1
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 4
Baths: 2.0
Sq. Ft.: 2,306
Stories: 2.0
Lot Size: 4,356 square feet
Style: Single Family Residential
Year Built: 1778
Year Renovated: —
County: Dukes County
APN: 3774042

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 • 0.5mi

7/10

Martha's Vineyard Regional High School

Public 9-12 • Assigned • 4.7mi

6/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Historical weather

Edgartown, MA • 02539

Average low and high temperatures (°F)

36°

25°

37°

24°

46°

34°

55°

41°

63°

51°

73°

60°

78°

65°

76°

59°

72°

57°

62°

50°

54°

40°

43°

30°

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

$2.91M – $3.53M

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

Nearby similar homes

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OPEN TODAY, 1PM TO 2:30PM

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New listings for sale in 02539

NEW 1 HR AGO

$2,300,000

1 bed1 bath1 sq ft

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Natural light • Wood floors • Spacious deck

Home values near 41 Winter St

Data from public records.

Address	Redfin Estimate
45 Winter St, Edgartown, MA 5 Beds \| 5.5 Baths \| 2402 Sq. Ft.	$5,510,794
49 North Summer St, Edgartown, MA 6 Beds \| 5.5 Baths \| 3834 Sq. Ft.	$5,936,441
38 Simpsons Ln, Edgartown, MA 4 Beds \| 3.5 Baths \| 2688 Sq. Ft.	$5,134,048
61 North Summer St, Edgartown, MA 3 Beds \| 2 Baths \| 2448 Sq. Ft.	$3,529,931
33 North Summer St Apt 6, Edgartown, MA 3 Beds \| 1.5 Baths \| 1275 Sq. Ft.	$744,317

Address	Redfin Estimate
22 Winter St, Edgartown, MA 9 Beds \| 19.5 Baths \| 11108 Sq. Ft.	—
31 North Summer St, Edgartown, MA - Beds \| 2 Baths \| 4525 Sq. Ft.	$3,088,629
37 Simpsons Ln, Edgartown, MA 3 Beds \| 3.5 Baths \| 1698 Sq. Ft.	$3,923,497
30 Simpsons Ln, Edgartown, MA 4 Beds \| 4.5 Baths \| 4590 Sq. Ft.	$5,502,975

Address	Redfin Estimate
16 Simpsons Ln, Edgartown, MA 4 Beds \| 5.5 Baths \| 3917 Sq. Ft.	$7,796,415
55 North Summer St, Edgartown, MA 4 Beds \| 3 Baths \| 1999 Sq. Ft.	$4,148,971
56 North Summer St, Edgartown, MA 10 Beds \| 12.5 Baths \| 7598 Sq. Ft.	$21,908,036
33 North Summer St Apt 7, Edgartown, MA 1 Beds \| 1 Baths \| 380 Sq. Ft.	$327,273

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About this home

Redfin Estimate

Earn from this home

Market trends in 02539, MA

Sale history for 41 Winter St

Tax history for 41 Winter St

Property details

Around this home

Schools

Lifestyle

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 02539

Home values near 41 Winter St

More real estate resources