Jennifer O'hanlon Real Estate Agent - Compass Massachusetts, LLC

8 Jeffers Way, Aquinnah, MA For Sale $2,490,000 - listed by Jennifer O'hanlon — For Sale $2,490,000

Jennifer O'hanlon listing agent for 21 Butler Ave Unit 1, Oak Bluffs, MA - sold for $1,035,000 — Sold $1,035,000

41 Cook Rd, Vineyard Haven, MA For Sale $1,285,000 - listed by Jennifer O'hanlon — For Sale $1,285,000

Jennifer O'hanlon buyer's agent for 43 Cottage St, Edgartown, MA - sold for $2,700,000 — Sold $2,700,000

Jennifer O'hanlon

Osterville MA

Compass Massachusetts, LLC

44 Closed Sales

$86M Total Value

$750K - $6.2M Price Range

$2M Average Price

Prior 5 years

About Jennifer

With decades of experience in the ever-evolving real estate industry and strong roots on Martha's Vineyard, Jen effortlessly navigates the complexities of investment acquisitions, strategic property marketing, luxury vacation rentals, and beyond. It's no wonder she consistently ranks among the top agents on the island. Renowned for her impeccable service and outstanding reputation, she ensures exceptional experiences for every client she represents.
In 2019, Jen founded the O'Hanlon Group with a mission to revolutionize the real estate scene on Martha's Vineyard. By seamlessly blending personalized service with cutting-edge technology, she elevates the entire real estate experience. Partnering with Compass on Martha's Vineyard equips her team with the latest tools and technology to bring this vision to life.
A Massachusetts native who relocated to the island in 1997, Jen resides in Edgartown with her husband and daughter. When she's not dedicated to her clients, she cherishes quality time with her family. They delight in summer boat trips to Cape Poge Bay, while Jen personally finds joy in horseback riding along the miles of enchanting trails in the State Forest.

Home Types: House, Lot/Land, Condo, Commercial

Years of Experience: 29

Transaction History

1 Year
2 Year
5 Year

Seller Deals
Total Deals	10
Total Value	$27,310,180
Average Sale Price	$2,731,018
Price Range	$1M - $6.2M

Buyer Deals
Total Deals	6
Total Value	$14,372,000
Average Sale Price	$2,395,333
Price Range	$982K - $4.3M

1 Year View by Quarter

Seller Deals
Total Deals	15
Total Value	$37,505,180
Average Sale Price	$2,500,345
Price Range	$820K - $6.2M

Buyer Deals
Total Deals	9
Total Value	$19,604,500
Average Sale Price	$2,178,278
Price Range	$982K - $4.3M

Seller Deals
Total Deals	24
Total Value	$51,155,180
Average Sale Price	$2,131,466
Price Range	$465K - $6.2M

Buyer Deals
Total Deals	20
Total Value	$34,869,500
Average Sale Price	$1,743,475
Price Range	$350K - $4.3M

5 Year View

Areas Jennifer is Experienced In

Jennifer's Listings and Deals

Jennifer's Open Houses

$2,490,000

Open Tue 11AM - 12PM
- 3 Beds
- 3.5 Baths
- 3,579 Sq Ft
8 Jeffers Way

Aquinnah, MA
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 mile from Aquinnah’s resident beaches.The four-bedroom, three-and-a-half-bath home offers

Jennifer O'hanlon Compass LLC

Jennifer's Active Listings

$1,285,000
- 3 Beds
- 2.5 Baths
- 2,347 Sq Ft
41 Cook Rd

Vineyard Haven, MA
Just moments from downtown Vineyard Haven, the ferry terminal, shops, restaurants, and harbor, this beautifully maintained three-bedroom home combines distinctive character with thoughtfully updated spaces, modern comforts, and a peaceful residential setting. The home offers over 2,300 square feet of living space with three bedrooms, 2.5 baths, central air, and wood flooring throughout. An

Jennifer O'hanlon Compass

$1,790,000
- 3 Beds
- 2.5 Baths
- 2,347 Sq Ft
41 & 0 Cook Rd

Vineyard Haven, MA
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 to build on immediately or may be sold separately after closing, offering exceptional flexibility for a family compound, second home, or investment. An easement is being established along the existing driveway to

Jennifer O'hanlon Compass

$2,675,000
- 4 Beds
- 8 Baths
- 3,740 Sq Ft
15 21st St N

Edgartown, MA
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 house, thoughtfully positioned with separate driveways and a natural buffer of mature trees. The main

Jennifer O'hanlon Compass LLC

$1,250,000
- 3 Beds
- 3 Baths
- 1,682 Sq Ft
261 Sandpiper Ln

Unit 12

Vineyard Haven, MA
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 and a more single-family feel—along with a one-car garage and additional storage for bikes and beach

Jennifer O'hanlon Compass LLC

$3,050,000
- 3 Beds
- 2.5 Baths
- 2,686 Sq Ft
4 Nomans Watch Rd

Aquinnah, MA
Perched on 2.7 acres in one of Aquinnah’s most stunning settings, this coastal retreat captures sweeping views over the Atlantic and Noman’s Land. The main level offers an open living/dining/kitchen wrapped in windows and opening to a wraparound mahogany deck—ideal for sunrise coffee and sunset dinners. A Viking-equipped kitchen and a spacious ocean-facing primary suite complete this floor. The

Jennifer O'hanlon Compass

$940,000

Pending
- 2 Beds
- 1 Bath
- 1,074 Sq Ft
22 Firehouse Ln

Oak Bluffs, MA
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 fenced yard — ideal for outdoor dining, pets, or simply enjoying Vineyard summers. The property is

Jennifer O'hanlon Compass LLC

Recently Sold

$1,035,000

Sold Aug 13, 2026
- 3 Beds
- 2 Baths
- 1,135 Sq Ft
21 Butler Ave

Unit 1

Oak Bluffs, MA
- 4% Below List
- 21 Days On Market
- $912/SF
Jennifer O'hanlon Compass

$1,035,000

Sold Aug 13, 2026
- 3 Beds
- 2 Baths
- 1,135 Sq Ft
21 Butler Ave

Oak Bluffs, MA
- 4% Below List
- 46 Days On Market
- $912/SF
- Current Est. Value $1M
Jennifer O'hanlon Compass LLC

$2,600,000

Sold Jun 26, 2026
- 4 Beds
- 2.5 Baths
- 2,428 Sq Ft
2 Cosmos Way

Edgartown, MA
- 7% Below List
- 19 Days On Market
- $1,071/SF
- Current Est. Value $3M
Jennifer O'hanlon Compass

$1,050,000

Sold May 20, 2026
- 4 Beds
- 2 Baths
- 1,547 Sq Ft
78 Forest Ave

Oak Bluffs, MA
- 11 Days On Market
- $679/SF
- Current Est. Value $1M
Jennifer O'hanlon Compass LLC

$2,100,000

Sold Nov 7, 2025
- 3 Beds
- 2 Baths
- 1,608 Sq Ft
22 Greenleaf Ave

Oak Bluffs, MA
- 12% Below List
- 201 Days On Market
- $1,306/SF
- Current Est. Value $2M
Jennifer O'hanlon Compass

$3,300,000

Sold Sep 18, 2025
- 4 Beds
- 6 Baths
- 3,793 Sq Ft
28 Crocker Dr

Edgartown, MA
- 11% Below List
- 139 Days On Market
- $870/SF
- Current Est. Value $4M
Jennifer O'hanlon Compass

$2,590,000

Sold Aug 29, 2025
- 4 Beds
- 3.5 Baths
- 3,052 Sq Ft
27 Watcha Path

Edgartown, MA
- 29 Days On Market
- $849/SF
- Current Est. Value $3M
Jennifer O'hanlon Compass LLC

$1,200,180

Sold Aug 12, 2025
- 3 Beds
- 1 Bath
- 1,144 Sq Ft
110 Otis Bassett Rd

Vineyard Haven, MA
- 13 Days On Market
- $1,049/SF
- Current Est. Value $1M
Jennifer O'hanlon Compass LLC

$6,200,000

Sold Jul 3, 2025
- 4 Beds
- 4 Baths
- 3,278 Sq Ft
79 Rachels Way

Vineyard Haven, MA
- 3% Below List
- 0 Days On Market
- $1,891/SF
- Current Est. Value $7M
Jennifer O'hanlon Compass LLC

Other Experience

Investments, Luxury Homes

Agent License: Massachusetts 281503303

Jennifer O'hanlon

(774) 469-2653

Nearby Homes

Jennifer O'hanlon

About Jennifer

Transaction History

Seller Deals

Buyer Deals

Production Over Time

1 Year View by Quarter

Seller Deals

Buyer Deals

Seller Deals

Buyer Deals

Production Over Time

5 Year View

Areas Jennifer is Experienced In

Jennifer's Listings and Deals

Jennifer's Open Houses

Jennifer's Active Listings

Recently Sold

Other Experience