Martha's Vineyard Property for Sale

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Two Historic Oak Bluffs Cottages - Prime Location – Deeded Separately Perched atop a gentle hill, surrounded by lush, established gardens in one of the island’s most storied neighborhoods, these two charming 1909 twin cottages offer a rare opportunity to own a piece of local history—just a short distance to the harbor, downtown, and the beloved Winston’s takeout. Built at a time when automobiles were rare, these homes were sited with ease of access in mind. Though they have no driveways, convenient on-street parking is always available—local residents often find it easier to stroll, or bike, into town than drive. Both homes are separately deeded, giving you the flexibility to own them jointly or individually. They are fully furnished and move-in ready, with a long history of use as rentals and community housing. Whether you're looking for a full-time residence, income-generating property, or a flexible retreat for extended family or friends, these cottages provide a unique and practical setup—ideal for dual living or multi-generational use. Set against a backdrop of cool breezes and peaceful surroundings, these modest yet solidly built mirror image cottages feature warm, weatherproof interiors, ground-level entries, and ensuite bathrooms. While they may not compare in size to modern builds, their simplicity is part of their charm—and their history is unmatched. The Hughes family, who once lived here, famously hand-dug full basements in both homes in the late 1920s—a remarkable feat in a neighborhood where most homes sit on crawl-spaces. This added space offers valuable storage, office, or expansion options rarely found in similar homes of the era. With a strong local school system, a welcoming neighborhood, and the charm of yesteryear combined with present-day comfort, these homes are an ideal place to put down roots, invest in community, or create a home-away-from-home. Keep them as they are, or add your own touches.

FIRST FLOOR DESCRIPTION
4 bedrooms with ensuite full baths. Open kitchen, living and dining area in each cottage. #12 has a small office as well. Each cottage also has a a stone fireplace, outdoor shower and private patio.

BASEMENT DESCRIPTION
Full basements in both cottages - VERY rare for antique cottages in this neighborhood. Fully ducted propane hot air system as well as the mini split.

SECOND DWELLING
E/Sd

PARKING
On-street

Multi Family
Oak Bluffs
12 & 14 Maple Avenue
$1,987,200.00

LINK ID:	43290
Bedrooms:	4
Baths:	4
Rooms:	8
Living Space:	1600
Acreage:	0.1000
Water Frontage:	None
1st Floor Bedrooms	2
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Outdoor Spaces:	Deck, Garden, Beach Access - Public,
Features:	Ins,MiniSplit,OSh
Year Built:	1909
Second Dwelling:	E/Sd
Zoning:	R2
Water:	Town
Sewer:	Septic Tank
Lead Paint:	Unknown
Foundation :	Concrete-Full
Heat:	Heat Pump
Fireplaces:	2
Yard Type:	Lush, established gardens and raised decks
Flooring:	Hardwood
Stove:	Yes
Washer:	Yes
TV:	Cable

ALISAN LOHAN-CONWAY PROPERTIES MARTHA'S VINEYARD
Martha's Vineyard Real Estate Sales and Rentals
PO Box 2670, Edgartown, MA 02539
Phone: 508.627.1858 Fax: 508.696.7648

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