Local Expertise. Global Connections.
The O'Hanlon Group
Ensuring Great Client Experiences
The O'Hanlon Group
Martha’s Vineyard Luxury Real Estate
The O'Hanlon Group
Martha's Vineyard Sales & Vacation Rentals
Set on 2.7 elevated acres in one of Aquinnah's most breathtaking settings, this beautifully sited coastal retreat offers sweeping views across the Atlantic toward Nomans Land. Designed to capture the light and scenery, the main level features an open living, dining, and kitchen area surrounded by...
$3,050,000
Price4
Beds3
Baths2,686
Sq.Ft.
Located on a quiet street just moments from Edgartown Village, this versatile compound offers a rare combination of privacy, flexibility, and proximity to some of the Island's most treasured outdoor amenities.Set on over a half-acre, the property features a main residence and a detached guest hou...
$2,675,000
Price4
Beds8
Baths3,740
Sq.Ft.
Tucked away on more than two acres along a private dirt road, this extensively updated post-and-beam home offers exceptional space and privacy in a peaceful Aquinnah setting. The property is surrounded by woodlands, open fields, streams, and ancient stone walls and is located approximately one mi...
$2,490,000
Price3
Beds4
Baths3,579
Sq.Ft.
Included in the asking price are two separate parcels: a beautifully updated 3-bedroom home and an adjacent 16,000 square foot buildable lot. No subdivision is required. The lot is ready for your plans or may be sold separately after closing, offering exceptional flexibility for a family compound...
$1,690,000
Price3
Beds3
Baths2,347
Sq.Ft.
END UNIT WITH PRIVATE DRIVEWAY IN TASHMOO WOODS.This well-maintained 3-bedroom, 3-bath end-unit condo offers a rare combination of privacy, space, and access to one of Vineyard Haven's most sought-after communities.As an end unit with its own private driveway, this home offers added separation an...
$1,250,000
Price3
Beds3
Baths1,682
Sq.Ft.
Tucked away on a quiet side street just 0.7 miles from Circuit Avenue, this charming Oak Bluffs cottage offers the rare combination of privacy and proximity to town.The original two-bedroom, one-bath home was thoughtfully expanded to include a bright great room that opens directly to a large fenc...
$940,000
Price2
Beds1
Bath1,074
Sq.Ft.
Martha's Vineyard Real Estate | Edgartown Real Estate | Katama Real Estate
The O'Hanlon Group is a Compass real estate team who has been serving the needs of Martha's Vineyard homeowners and those vacationing on the Island for over 25 years.
Each Island location and property offers something unique and special. We leverage our experience and resources to market not just properties, but also the Island's beaches and overall lifestyle.
We recognize how important it is to help our clients navigate the process of selling or buying a home. This is why we combine technology with exceptional customer service to create an efficient, streamlined experience for the people we help. Our Compass Martha's Vineyard team provides a comprehensive range of services with each real estate transaction and is ready to go to work for you!
Discover what it's like to live in Edgartown MA, from beaches and boating to real estate, schools, and the island lif...
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Settled in 1642 and is known for its whaling history and the remarkable captain’s homes that line the streets.
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A prime location for purchasing property on the Island, due to the extremely high rental demand.
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Chappaquiddick, fondly known as Chappy to most, is an Island off of Edgartown.
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A quintessential resort community, perfect for summer getaway. Located on Martha’s Vineyard.
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A quintessential New England port community, rich in maritime history. Located on Martha’s Vineyard.
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A rural, traditional farming community with picturesque beaches and friendly neighbors.
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A beautiful rural, small town with homes set on rolling hills overlooking the ocean.
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The right timing depends on your goals and the type of property you want. Summer provides the fullest picture of island activity, while the quieter months can make it easier to evaluate neighborhoods, access, and seasonal character. The O’Hanlon Group helps buyers compare opportunities throughout the year rather than relying on one “best” season.
Downtown Edgartown offers walkability and historic character, while Katama is known for larger properties, open landscapes, and proximity to South Beach. Chappaquiddick appeals to buyers seeking privacy, natural surroundings, and a more secluded island experience. The O’Hanlon Group helps buyers understand how each setting feels beyond what appears in a listing.
Limited land, distinctive locations, and enduring demand support the long-term appeal of many high-end island properties. However, investment potential depends on factors such as location, property condition, rental possibilities, and the home’s ability to remain relevant to future buyers. The O’Hanlon Group helps clients look beyond short-term trends when evaluating long-term value.
Many second-home buyers begin with detailed virtual tours, property information, and focused visits once the search is narrowed. The O’Hanlon Group provides local perspective on neighborhood character, seasonal access, property condition, and ownership considerations so buyers can make informed decisions from a distance.
A multi-generational home may carry significant personal history, but market value is shaped by location, land, condition, views, waterfront access, and current buyer demand. The O’Hanlon Group provides a thoughtful market evaluation that separates emotional value from the factors influencing a realistic listing strategy.
Probate sales may involve court requirements, estate representatives, legal timelines, and coordination among family members. The O’Hanlon Group works alongside the appropriate legal and financial professionals while managing the property’s preparation and sale with care and discretion.
Exceptional locations, privacy, water views, architectural character, and a strong connection to the island often carry more weight than size alone. Properties in places such as East Chop, West Chop, Makonikey, Boldwater, and Major’s Cove each offer a distinct setting and buyer appeal. The O’Hanlon Group helps sellers identify the qualities that deserve to be at the center of the property’s presentation.
As a team, we work in harmony for the benefit of our clients. We handle multiple transactions at once and are able to execute a complex marketing strategy by leveraging team resources. We can be in several physical locations at once to ensure showings are always possible for our buyers and sellers. Our clients benefit from the combined experience of our agents and administrative staff.
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