Awards

Point B: 
RealTrends Verified 2025
About David

David was first introduced to Martha’s Vineyard as a child in the early 1980s when his family built a vacation home in Edgartown. He fondly remembers many summers on the island with family and friends enjoying barbecues and clam bakes, navigating the crashing waves on South Beach, digging for clams in Katama Bay, and crabbing on Edgartown Great Pond.

Not wanting to let go of those memories and determined to create more, he bought his family home when his parents retired in 2001. Visits to the island became more frequent, with summer vacations coupled with weekend getaways, and his love of the island grew. Fast forward many years (and a couple of houses) later, and David has now made the Vineyard his year-round home.

After a 25-year career in banking and finance where he delivered tailored solutions to solve his customer’s unique financial problems, David decided to change course and focus his efforts on his passion for real estate and architectural design. He brings with him to Point B a focused, client-centric approach that endeavors to help his customers make their island dreams a reality. With personal experience in investment and rental properties, home renovations and new construction projects, David brings a wealth of knowledge to virtually any situation.

David Dickinson’s Listings

$3,895,000 | 44 Planting Field Way, Edgartown, MA 02539
$3,895,000 | 44 Planting Field Way, Edgartown, MA 02539
$3,895,000 | 44 Planting Field Way, Edgartown, MA 02539
$3,895,000 | 44 Planting Field Way, Edgartown, MA 02539
$3,895,000 | 44 Planting Field Way, Edgartown, MA 02539
$3,895,000 | 44 Planting Field Way, Edgartown, MA 02539
$3,895,000 | 44 Planting Field Way, Edgartown, MA 02539
$3,895,000 | 44 Planting Field Way, Edgartown, MA 02539
$3,895,000 | 44 Planting Field Way, Edgartown, MA 02539
$3,895,000 | 44 Planting Field Way, Edgartown, MA 02539
$3,895,000 | 44 Planting Field Way, Edgartown, MA 02539
$3,895,000 | 44 Planting Field Way, Edgartown, MA 02539
$3,895,000 | 44 Planting Field Way, Edgartown, MA 02539
$3,895,000 | 44 Planting Field Way, Edgartown, MA 02539
$3,895,000 | 44 Planting Field Way, Edgartown, MA 02539
$3,895,000 | 44 Planting Field Way, Edgartown, MA 02539
$3,895,000 | 44 Planting Field Way, Edgartown, MA 02539
$3,895,000 | 44 Planting Field Way, Edgartown, MA 02539
$3,895,000 | 44 Planting Field Way, Edgartown, MA 02539
$3,895,000 | 44 Planting Field Way, Edgartown, MA 02539
$3,895,000 | 44 Planting Field Way, Edgartown, MA 02539
$3,895,000 | 44 Planting Field Way, Edgartown, MA 02539
$3,895,000 | 44 Planting Field Way, Edgartown, MA 02539
$3,895,000 | 44 Planting Field Way, Edgartown, MA 02539
$3,895,000 | 44 Planting Field Way, Edgartown, MA 02539
$3,895,000 | 44 Planting Field Way, Edgartown, MA 02539
$3,895,000 | 44 Planting Field Way, Edgartown, MA 02539
$3,895,000 | 44 Planting Field Way, Edgartown, MA 02539
$3,895,000 | 44 Planting Field Way, Edgartown, MA 02539
$3,895,000 | 44 Planting Field Way, Edgartown, MA 02539
$3,895,000 | 44 Planting Field Way, Edgartown, MA 02539
$3,895,000 | 44 Planting Field Way, Edgartown, MA 02539
1/32
Listed By CompassUnder Agreement

$3,895,000

4
Bedrooms
2,300
Square Feet
0.53
Acres
$3,895,000 | 44 Planting Field Way, Edgartown, MA 02539
$3,895,000 | 44 Planting Field Way, Edgartown, MA 02539
$3,895,000 | 44 Planting Field Way, Edgartown, MA 02539
$3,895,000 | 44 Planting Field Way, Edgartown, MA 02539
$3,895,000 | 44 Planting Field Way, Edgartown, MA 02539
1/5
Listed By CompassActive Under Contract

$3,895,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
0.53
Acres

David Dickinson’s Transactions

Past Sales
a view of a house with a big yard and potted plants

$3,695,000

4
Bedrooms
2,500
Square Feet
1.04
Acres
$3,305,000 | 34 School Street, Edgartown, MA 02539

$3,305,000

4
Bedrooms
2,548
Square Feet
0.13
Acres
$2,590,000 | 2 Orchard Lane, Edgartown, MA 02539

$2,590,000

4
Bedrooms
2,001
Square Feet
0.24
Acres
a front view of a house with a garden

$1,500,000

5
Bedrooms
2,436
Square Feet
0.25
Acres
a front view of house with yard and green space

$1,360,000

2
Bedrooms
1,497
Square Feet
1.38
Acres
a view of a house with backyard and garden

$835,000

1
Bedrooms
534
Square Feet
0.32
Acres
photo of home

$630,000

79 Beach Rd, Unit 30

Boston