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OAK BLUFFS

1 Paulding Avenue, Oak Bluffs, MA 02568

Single Family Residence
Lot Size: 0.35 Acres / 15,246 sq.ft.
$4,000,000.00
Listed: 30th October, 2026
Listed Price: $4,000,000
LINK ID: 45069
STATUS: AVAILABLE
Bedrooms: 6
Baths: 6
Half Baths: 1
Rooms: 9
Living Space: 2716
Acreage: 0.3500
Water Frontage: None
1st Floor Bedrooms 1

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Outdoor Spaces: Deck, Hot Tub, Patio, Porch, Private Pool, Beach Access - Public
Features: Central Alarm/C, Insulation, Irrigation, Media, Outdoor Shower
Year Built: 2022
Second Dwelling: Existing Second Dwelling
Zoning: RES
Water: Town
Sewer: Septic Tank
Lead Paint: Unknown
Foundation : Finished basement
Heat: Electric
Fireplaces: 3 linear electric fireplaces
Yard Type: Fenced-in yard
Flooring: Two floors in main house, plus finished basement. One floor in guest house.
Stove: Wolf, Induction range
Washer: Oversized LG
TV: None

DESCRIPTION

Contemporary Home & Guest House with Pool in Oak Bluffs. This is a rare opportunity to own a beautifully appointed, turnkey residence with a separate guest house, ideally located just moments from Oak Bluffs harbor, ferry terminal, boutique shops, restaurants, and beaches. Offering a total of six bedrooms and six-and-a-half bathrooms, a finished lower level, and solar power, this exceptional property seamlessly combines refined comfort, modern convenience, and energy-conscious living. The four-bedroom main house features a chef’s kitchen with high-end appliances and an open plan dining and living area with French doors leading to the backyard patio and pool. A first-floor primary with full ensuite bathroom also opens directly onto the patio, while three upstairs bedrooms, each with a private bath, share a TV lounge. The finished lower level provides additional flexible living space with a full bathroom, kitchen, and media room. The private backyard features a heated swimming pool & spa, outdoor shower, outdoor kitchen, and dining & lounging areas for wonderful backyard entertainment. The separate two-bedroom, single level guest house was completely renovated in 2019 and includes its own deck, outdoor shower, and fenced in yard. Tucked away on a quiet road, this exceptional property is a peaceful retreat less than a mile from all that Oak Bluffs has to offer. With a strong rental history in this sought-after neighborhood, both homes are beautifully furnished, professionally decorated, and offered turnkey, ready to enjoy from day one. Please allow 24 hour notice for showings.

FIRST FLOOR DESCRIPTION
The first floor includes a primary bedroom suite, a kitchen, dining, and living area with French doors that open onto the backyard patio and pool.

SECOND FLOOR DESCRIPTION
There are three additional bedrooms with bathrooms, along with a TV lounge on the landing, and a washer and dryer.

BASEMENT DESCRIPTION
The finished lower level provides approximately 900 sqft of additional living space. A large egress window offers natural light for the media room and kitchenette.

OTHER BUILDINGS
Storage shed

SECOND DWELLING
Existing Second Dwelling

PARKING
Ample. EV charger

Martha's Vineyard - Island Wide Listings - Updated 30th of October, 2026
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Not responsible for misinformation or typographical errors. Prices are subject to change without notice.
 

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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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