Carroll & Vincent Real Estate
508-627-0286 · carrollandvincent.com

1 Paulding Avenue, Oak Bluffs New Listing

$4,000,000

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.

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.
There are three additional bedrooms with bathrooms, along with a TV lounge on the landing, and a washer and dryer.
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.
Ample. EV charger
Storage shed
Guest house was the original structure, built in 1960. Completely renovated in 2019. The guest house has two bedrooms, one bathroom, an open kitchen, dining, living area, and a full-size washer and dryer on one floor. Unfinished basement in guest house, concrete block foundation. Wood deck, outdoor shower, solar panels. Storage shed.

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Data last updated: 10/31/2026. Some properties may no longer be for sale if they have gone under contract, have sold, or are no longer being offered for sale since the last update. Listed by Tea Lane Associates© 2026 LINK, All Rights Reserved. LINK does not warrant the accuracy, reliability or completeness of this information.