INQUIRE ABOUT THIS LISTING

INQUIRE ABOUT THIS LISTING

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101 Tradewinds Road, Oak Bluffs

$1,435,000

Set on just over half an acre near downtown Oak Bluffs abutting permanently preserved acres by Land Bank - a rare find in central Oak Bluffs! This home blends classic Midcentury architectural character with abundant natural light from floor-to-ceiling windows and soaring post-and-beam ceilings creating a warm and inviting space. The interior features hardwood floors in the dramatic great room highlighted by an impressive wall of windows that fills the space with sunlight and frames serene views of protected pastoral land.
The open-concept kitchen, dining, and living areas are anchored by a striking fireplace, creating an inviting setting for gatherings. Just off the kitchen, a charming, screened porch offers a cozy three-season retreat, perfect for morning coffee or evening relaxation.

The main level includes three generous bedrooms and a full bath. while the walk-out basement provides a workshop area with sink and storage room. Outside, the property is thoughtfully landscaped with irrigation with mature rows of Arborvitae trees, giving it a private, park-like feel. A back patio and a detached office offer additional spaces to work, unwind, or take in the peaceful surroundings.
Conveniently located, this property is within walking distance of the Oak Bluffs School, the Tradewinds walking trail just across the street, bike paths, and public transit. Downtown Oak Bluffs and the beach are only minutes away- an ideal combination of privacy, convenience, and potential. This lot could provide potential options for future enhancements such as expanded living space, a garage, guest house/ADU… Building possibilities should be explored and reviewed in accordance with town bylaws. Note: The property is being sold as-is, and the buyer will be responsible for replacing the existing septic system.

HIGHLIGHTS

Link ID 43985
Bedrooms 3
Baths 1
Half Baths 1
Rooms 5
Living Space 1456
Acreage 0.53

FEATURES AND AMENITIES

Link ID
43985
Price
$1,435,000
Baths
1
Half Baths
1
Rooms
5
Living Space
1456
Acreage
0.53
Zoning
R2
Water
Town
Sewer
Septic Tank
Heat
OFHA
2025 Tax Assessment
$997,900
Building Assessment
$486,000
Land Assessment
$511,900
Estimated Taxes
$5,175
Outdoor Spaces
Porch - Screened
Patio
Beach Access - Public
Year Built
1978
Fireplaces
1
Flooring
Hardwood upstairs and carpet in bedrooms
Listing Broker
Martha's Vineyard Island-Wide Realty

101 Tradewinds Road, Oak Bluffs

Copyright 2025 LINK MV. All rights reserved. Information deemed reliable but is not guaranteed.
Buyer note, 2% Land Bank fee.
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