OFF MARKET

Off Market Oct 2024 for $1.4M

$1,674,809

•

676

sq ft

45 Windemere Rd, Oak Bluffs, MA 02557

About this home

POND-FRONT - WATER VIEWS ABOUND - A treat for your senses! Wonderful location abutting Doug's Cove Preserve & Land Bank Beach on The LAGOON. First time available for sale in over 60 years. Quintessential Vineyard cottage abuts 4.6 acres of Martha's Vineyard Land Bank on two sides. Well maintained, exceptional layout, surprisingly spacious. Pond-front yard. Living, kitchen, dining, light, bright, vaulted ceilings, delightful sun room w/windows on 3 sides. Picturesque, rare combination of views Lagoon, Land Bank Beach, Drawbridge, Doug's Cove Preserve. Two bedrooms. Shared full bath. 1/2 bath off deck. Outdoor Shower. Large Mahogany Deck. Sunbathing, sunsets, the Lagoon, beach activity, Doug's Cove, Drawbridge, nature. Outdoor space aplenty. Lagoon - your swimming pool! Sail, paddle|kite board|swim. Rentals in place - Summer 2024. Connected to Town Sewer. Storage shed w/electricity. Access to Public Boat Landing, Eastville Beach, Ferry, OB & VH. Contents may be purchased separately.

Single-familyProperty Type

1940Year Built

0.36 acresLot Size

$2,478Est. Price/Sq.Ft.

2 spacesParking

Listed by Alisan Lohan - Conway • Alisan Lohan - Conway Properties

Bought with Alisan Lohan - Conway • Alisan Lohan - Conway Properties

Redfin checked: a few seconds ago

•Source:MLS PIN #73254108

Redfin Estimate

$1,674,809

$186K since sold in October 2024$7,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 74.9% higher than the average sale price ($957K) of 5 comparable homes.

SOLD AUG 6, 2026
$775,000
A
2 beds1 bath768 sq ft
51 Lantern Ln, Vineyard Haven, MA 02568
SOLD MAR 6, 2026
$782,000
B
2 beds1 bath861 sq ft
24 School St, Oak Bluffs, MA 02557
SOLD JUN 4, 2026
$800,000
C
3 beds2 baths1,152 sq ft
17 Mariner Rd, Vineyard Haven, MA 02568
SOLD MAY 29, 2026
$1,235,000
D
2 beds1 bath1,300 sq ft
56 Garvin St, Oak Bluffs, MA 02557
SOLD JUN 18, 2026
$1,195,000
E
3 beds2 baths1,188 sq ft
10 Winthrop Ave, Oak Bluffs, MA 02557

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Earn from this home

Rent

$1,817/mo

Redfin rental estimate

List your home for rent

Market trends in 02568, MA

Last updated August 2026

Buyer's Market

Seller's Market

Buyer's market

Sale-to-List Price

93.7%

0.3% MoM

Median sale price

$1.7M

$31K MoM

Avg. days on market

68d

3 days MoM

Recently sold homes

3 MoM

Provided by Redfin

Sale history for 45 Windemere Rd

Year

Property tax

Land + Additions

Assessment*

2023

$7,088 (+20.0%)

$1,147,900 + $194,500

$1,342,400

2022

$5,909 (−16.3%)

$715,500 + $154,700

$870,200

2021

$7,061 (+4.4%)

$827,400 + $130,700

$958,100

2020

$6,765

$788,000 + $121,300

$909,300

2019

$6,768 (+12.3%)

$761,200 + $118,900

$880,100

2018

$6,025 (+1.0%)

$657,200 + $112,300

$769,500

2017

$5,967 (+0.8%)

$633,200 + $99,000

$732,200

2016

$5,922 (+2.7%)

$652,800 + $77,400

$730,200

2015

$5,764

$652,800 + $71,300

$724,100

Tax history for 45 Windemere Rd

Year

Property tax

Land + Additions

Assessment*

2023

$7,088 (+20.0%)

$1,147,900 + $194,500

$1,342,400

2022

$5,909 (−16.3%)

$715,500 + $154,700

$870,200

2021

$7,061 (+4.4%)

$827,400 + $130,700

$958,100

2020

$6,765

$788,000 + $121,300

$909,300

2019

$6,768 (+12.3%)

$761,200 + $118,900

$880,100

2018

$6,025 (+1.0%)

$657,200 + $112,300

$769,500

2017

$5,967 (+0.8%)

$633,200 + $99,000

$732,200

2016

$5,922 (+2.7%)

$652,800 + $77,400

$730,200

2015

$5,764

$652,800 + $71,300

$724,100

*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

1.5

Stories

Lot width

—

Lot depth

—

Lot size

0.36 Acres

Year renovated

1987

Sq. Ft.

676

Year built

1940

Style

Single Family Residential

County

Dukes County

APN

3874890

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 19, 2023.

Property details

Parking

Parking Information
Has Open Parking
Parking Spaces: 2
Parking Features: Off Street, Unpaved

Interior

Master Bedroom Information
Level: First

Bedroom #2 Information
Level: First

Bathroom Information
# of Bathrooms (Full): 1
# of Bathrooms (Half): 1

Living Room Information
Level: First

Dining Room Information
Level: First

Kitchen Information
Level: First

Laundry Information
Laundry Features: First Floor

Interior Features
# of Rooms (Total): 4

Exterior

Building Information
Building Area (Total): 676
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Actual

Exterior Features
Roof: Shingle
Patio And Porch Features: Porch - Enclosed
Exterior Features: Porch - Enclosed, Storage, Outdoor Shower

Property Information
PropertySubType: Single Family Residence
Has Waterview
Pond, Other (See Remarks)

Lot Information
Lot Size (Acres): 0.36
ViewYN: Has View
View: Scenic View(s)
WaterfrontYN: Yes

Financial

Tax Information
Tax Annual Amount: $7,185
Tax Year: 2024

Utilities

Utility Information
Sewer: Public Sewer
Water Source: Public

Location

Location Information
Directions: Turn onto Hospital Road. At stop sign, turn right onto Windemere Rd. House at end on right.
UnparsedAddress: 45 Windemere Road, Oak Bluffs MA 02557

Community Information
Senior CommunityYN: No

Public facts

Beds: 2
Baths: 1.5
Sq. Ft.: 676
Stories: 1.0
Lot Size: 0.36 acres
Style: Single Family Residential
Year Built: 1940
Year Renovated: 1987
County: Dukes County
APN: 3874890

Home facts updated by county records on Jul 19, 2023

Other

Miscellaneous Information
Heat Zones: 0

Listing Information
StandardStatus: Closed

Around this home

Schools

Oak Bluffs Elementary School

Public PreK-8 • Assigned • 1.2mi

7/10

Martha's Vineyard Regional High School

Public 9-12 • Assigned • 3.0mi

6/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

10/10 Flood Factor

Estimated 80%+ chance 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

3/10 Air Factor

2 unhealthy days expected this year, 3 days in 30 years

Provided by First Street

Historical weather

Oak Bluffs, MA • 02557

Average low and high temperatures (°F)

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

$1.59M – $1.93M

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

Nearby similar homes

$1,199,000

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4 beds4.5 baths3,927 sq ft

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18 Wood Duck Way, Edgartown, MA 02539

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3 beds1 bath973 sq ft

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Home values near 45 Windemere Rd

Data from public records.

Address	Redfin Estimate
44 Windemere Rd, Oak Bluffs, MA 3 Beds \| 3 Baths \| 1984 Sq. Ft.	$3,257,461
27 Windemere Rd, Oak Bluffs, MA 2 Beds \| 2 Baths \| 2192 Sq. Ft.	$1,783,841

Address	Redfin Estimate
34 Windemere Rd, Oak Bluffs, MA 4 Beds \| 1.5 Baths \| 1399 Sq. Ft.	$2,017,593
34 Windemere Rd Apartment R, Oak Bluffs, MA 2 Beds \| 2.5 Baths \| 2092 Sq. Ft.	$2,554,541

Address	Redfin Estimate
33 Windemere Rd, Oak Bluffs, MA 5 Beds \| 2 Baths \| 2125 Sq. Ft.	$1,857,287
32 Beach Rd, Oak Bluffs, MA 3 Beds \| 2 Baths \| 836 Sq. Ft.	$1,377,434

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

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