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Client Testimonials

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★★★★★
"Jen O'Hanlon is fantastic! My husband and I have worked with Jen for 3 + years. First, looking for an island rental for our family and then searching for a home of our own to buy. Jen has always gone above and beyond with helping us with our search. She is easy to talk to and has a wealth of information about the island to share! Jen patiently drove us around to various homes (from Chappy to West Tisbury and more), answered our many questions, readily responded to emails, texts, calls, and even picked us up at the Ferry when we were not able to get our own car over. Jen was instrumental in helping us finally find our dream home! She negotiated on our behalf and walked us through the entire process, even making herself available to meet contractors at the house when we were unable to. We have now had our Vineyard home for several months and the relationship is still strong. Jen continues to be a great source of information for us and has also successfully helped us with obtaining new summer renters for our home, which had no previous rental history. We highly recommend Jen to anyone looking for a home sale or rental!"-Caileen H.

★★★★★
"I can highly recommend Sheylah. She is very patient in her explanations and has good attention to detail. She is very reachable and responsive. You can be confident she is working for you in every way."-Edgartown Home Seller

★★★★★
"Melanie represented me in the sale of one of my properties at 29 Pine Street in Edgartown. She helped stylize the property and aided in developing a terrific storyline for the property. With her keen brokerage skills we were able to sell the property over the asking price in a few days of placing it on the market."-Patrick A.

★★★★★
"I highly recommend Maranda Post, Martha's Vineyard Realtor with Compass Realty, for your real estate needs. Whether you're buying, selling or investing, Maranda will provide you with stellar real estate advice. I recently had the pleasure of working with Maranda as a referral partner and the process went seamlessly. Maranda is very professional, knowledgeable and kind. Her communication style is open and respectful. You are in competent hands with Maranda Post as your Martha's Vineyard Realtor guide!"-Alicia S.

★★★★★
"My experience with Jen O'hanlon was extremely professional, efficient, and overall amazing! I would recommend her to everyone who is seeking property at the Vineyards. I have had a few Real Estate transactions in the past but I rate my satisfaction with her services as a buyer's agent as one of the most reliable, accurate, proactive, and honest, in addition to, somewhat fun. The most interesting aspect was the fact that I only met Jen in person the day before the closing. Jen was out of town the day of my first call but that did not prevent her from orchestrating the showings of a few properties and she did a superb follow-up job every step of the way since day one. Technology has helped our process but it is always the human being behind it that drives the force. Thank You Jen for all your help, kindness, and professionalism. You are truly an amazing agent!"-L.S.

★★★★★
"Tom has been terrific for the last six years...I think we are among his smaller clients with a lower scope of services - he has a number of large estate owners that have him do everything to get their places up and running for the season including stock the kitchen and get boats in the water, as well as those who have frequent high-dollar renters. Because we never rented, we mostly relied on Tom to check on the house in the winter as well as to help get things around the house fixed - not just being there when a vendor stopped by, but if we needed something done, one call or text to Tom and he’d find a provider (to fix a screen, for example)."-Caretaking and Sales Client

Awards

RealTrends Verified - 2025
About O'Hanlon Group

The O'Hanlon Group is redefining the Martha's Vineyard real estate experience with a unique blend of personalized service and cutting-edge technology. Our partnership with Compass empowers us to bring this vision to life.

With well over three decades of collective expertise in every aspect of Martha's Vineyard real estate, the O'Hanlon Group offers a holistic approach to serving our clients. We're not just real estate agents; we're year-round island residents deeply embedded in the community.

When you're considering a home purchase on Martha's Vineyard, timing is crucial. We understand this, and that's why we often spend years working closely with our clients, keeping them updated on the ever-evolving market trends. Investing in an island property is a wise choice, and when our clients contemplate selling, we assist them in determining the best course of action, whether it's selling or holding onto the property for long-term financial gains.

For those who split their time between the island and elsewhere, we offer comprehensive caretaking services. Rest easy knowing your Martha's Vineyard property is in capable hands, even when you're away.

In addition to property sales, we boast extensive experience in vacation rentals and maintain a curated portfolio of premium rental properties. Our mission is to ensure our clients' vacations are filled with unforgettable moments and top-tier accommodations.

As a Compass Martha's Vineyard real estate team, we operate in perfect harmony for the ultimate benefit of our clients. Handling multiple transactions concurrently, we execute intricate marketing strategies by harnessing our team's collective resources. We have the ability to be present in multiple locations simultaneously, ensuring seamless showings for both buyers and sellers. Our clients gain from the combined wealth of knowledge our agents and administrative staff bring to the table. Discover the future of Martha's Vineyard real estate with the O'Hanlon Group.

Spotlight

Get to Know the Towns of Martha's Vineyard

Click the image to the right to learn more about the incredible island of Martha's Vineyard!
Get to Know the Towns of Martha's Vineyard
Spotlight

8 Snail Road

Experience the ultimate luxury lifestyle at this exquisite Martha's Vineyard estate. Nestled in a private and serene location, this magnificent property offers stunning views of the Atlantic Ocean and Chilmark Pond. Chilmark House, designed by Seattle-based architect Rick Sundberg, merges contemporary amenities with Vineyard themes to create a truly unique living experience.
The property has been profiled by several architectural publications and received the Landscape Architects Honor Award for residential and landscape design. Landscape Architect Steve Stimpson worked to create a connection between the architecture and the site, which incorporated the geology and topography into the design. The series of terraces lead to an ample lawn for playing and entertaining. Beyond the lawn there is a meadow with native plantings and throughout the property you will find trees that were carefully protected when the house was built in order to maintain the established landscape.
8 Snail Road
Spotlight

38 Simpson's Lane

Tucked back off of Simpson’s Lane sits this CLASSIC EDGARTOWN COLONIAL IN THE HEART OF THE VILLAGE. This beautiful home is within walking distance of Fuller Street Beach and just steps away from fantastic restaurants and boutiques. The open-concept first floor connects the main living areas, creating a comfortable flow from the entryway to the dining, kitchen, and living rooms. While the first-floor en-suite bedroom has easy access to all the home offers it is nicely set off the main living area for added privacy. The fully equipped gourmet kitchen has a prep island/breakfast bar, marble counters, custom cabinets, and stainless Viking appliances. The living room has ample space for a large couch and centers around the gas fireplace. Just off the kitchen is access to an expansive bluestone patio. This outdoor oasis is perfect for relaxing or entertaining and includes special access to downtown through your own private gate. At the top of the stairs on the second floor, there is the light-filled Primary bedroom- large enough for a king bed, sitting area, and workspace. There is a large walk-in closet and en-suite bath with a glass and tile walk-in shower with two shower heads as well as a separate bathtub and double pedestal sinks. The additional two oversized bedrooms, also located on this floor, share a full bath with a glass walk-in shower. The laundry room is also conveniently located on the second floor. A fabulous addition is the finished third floor, complete with a half bath that could easily be turned into a full bath. This area has room for sleeping space and entertaining. Separated by the half wall on either side of the stairs, it is currently set up as a media room on one side with twin beds on the other. This impeccably maintained home is superb for anyone looking to be in downtown Edgartown.
38 Simpson's Lane

Team Agents

O'Hanlon Group’s Listings

an aerial view of house with yard swimming pool and outdoor seating
1/44
Listed By Compass

$4,250,000

Bedrooms
4
Bathrooms
3
Square Feet
3,159
Acres
1
$3,495,000 | 28 Crocker Drive, Edgartown, MA 02539
1/26
Listed By Compass

$3,495,000

Bedrooms
4
Bathrooms
6
Square Feet
3,793
Acres
0.66
a front view of house with yard and green space
1/41
Listed By Compass

$2,590,000

Bedrooms
4
Bathrooms
4
Square Feet
3,052
Acres
3
$2,290,000 | 22 Green Leaf Avenue, Oak Bluffs, MA 02557
1/37
Listed By Compass

$2,290,000

Bedrooms
3
Bathrooms
2
Square Feet
1,608
Acres
0.18
$1,890,000 | 11 Huckleberry Hill Lane, Edgartown, MA 02539
1/44
Listed By Compass

$1,890,000

Bedrooms
5
Bathrooms
3
Square Feet
2,704
Acres
0.77
$1,800,000 | 48 Vineyard Ave Extension, Oak Bluffs, MA 02557
1/42
Listed By Compass

$1,800,000

Bedrooms
3
Bathrooms
2
Square Feet
2,015
Acres
0.25
a front view of a house with a garden
1/49
Listed By Compass

$1,295,000

Bedrooms
3
Bathrooms
3
Square Feet
1,682
Acres
Unavailable
$1,200,000 | 110 Otis Bassett Road, West Tisbury, MA 02568
1/24
Listed By Compass

$1,200,000

Bedrooms
3
Bathrooms
1
Square Feet
1,144
Acres
1.7

O'Hanlon Group’s Transactions

Past Sales
an aerial view of a house with a garden and lake view

$15,400,000

Bedrooms
6
Bathrooms
9
Square Feet
6,346
Acres
2.1
an aerial view of a house with a yard

$14,100,000

Bedrooms
6
Bathrooms
5
Square Feet
5,086
Acres
0.52
a aerial view of a house with garden space and street view

$8,175,000

Bedrooms
4
Bathrooms
7
Square Feet
4,381
Acres
0.23
an aerial view of a house with yard swimming pool and outdoor seating

$6,950,000

Bedrooms
5
Bathrooms
10
Square Feet
7,500
Acres
5
$6,200,000 | 79 Rachel's Way, Vineyard Haven, MA 02568

$6,200,000

Bedrooms
4
Bathrooms
4
Square Feet
3,278
Acres
3.56
front view of a house with a yard

$4,200,000

Bedrooms
5
Bathrooms
4
Square Feet
4,475
Acres
3.84
an aerial view of a house with garden space and street view

$4,175,000

Bedrooms
4
Bathrooms
6
Square Feet
5,697
Acres
2.1
a view of a house with garden

$3,500,000

Bedrooms
4
Bathrooms
4
Square Feet
3,503
Acres
0.76
front view of a house next to a yard

$3,250,000

Bedrooms
4
Bathrooms
4
Square Feet
2,407
Acres
0.46
a view of a city

$3,060,000

Acres
1.5
a front view of a house with a yard and trees

$3,050,000

Bedrooms
5
Bathrooms
7
Square Feet
4,775
Acres
0.69
a living room with furniture a flat screen tv and a fireplace

$3,050,000

Bedrooms
4
Bathrooms
3
Square Feet
2,955
Acres
1.58
front view of a house with a yard

$3,000,000

Bedrooms
4
Bathrooms
4
Square Feet
2,006
Acres
0.15
a house view with a garden space

$2,895,000

Bedrooms
5
Bathrooms
4
Square Feet
4,475
Acres
3.84
a view of a green field with lots of bushes

$2,800,000

Bedrooms
6
Bathrooms
3
Square Feet
2,385
Acres
1.40
an aerial view of a house with green space and lake view in back

$2,650,000

Bedrooms
3
Bathrooms
3
Square Feet
1,932
Acres
0.5
Past Rentals
$10,500 | 2 Maggies Ln | Boston

$10,500

2 Maggies Ln

Boston

$8,000 | 17 Major Cove Ln | Boston

$8,000

17 Major Cove Ln

Boston

$8,000 | 2 Orchard Ln | Boston

$8,000

2 Orchard Ln

Boston

$6,600

34 Dunham Ave, Unit 3013182

Greater Boston

$6,500 | 176 Sandpiper Ln, Unit 10 | Boston

$6,500

176 Sandpiper Ln, Unit 10

Boston

$6,500 | 47 Robinson Rd | Boston

$6,500

47 Robinson Rd

Boston

$5,831 | 5 Mill Hill Farms Rd, Unit 3011001 | Boston

$5,831

5 Mill Hill Farms Rd, Unit 3011001

Boston

$5,714 | 24 Pulpit Ln   | Boston

$5,714

24 Pulpit Ln

Boston

$5,670 | 1 Forest Cir | Boston

$5,670

1 Forest Cir

Boston

$4,300

26 Manaca Hill Rd

Boston

$3,600 | 81 Herring Creek Rd | Edgartown

$3,600

81 Herring Creek Rd

Edgartown

$3,225 | 196 Kuffies Point Way | Boston

$3,225

196 Kuffies Point Way

Boston

$2,700 | 210 Upper Main St | Boston

$2,700

210 Upper Main St

Boston

$2,700 | 5 Vickers St | Edgartown

$2,700

Bedrooms
3

5 Vickers St

Edgartown

$2,286 | 196 Kuffies Pt | Boston

$2,286

196 Kuffies Pt

Boston

$1,625 | 43 Crocker Dr | Boston

$1,625

43 Crocker Dr

Boston

$1,333

Bedrooms
4

1 Meshacket Wood Rd

Edgartown

$1,042 | 13 Attwood Cir  | Edgartown

$1,042

13 Attwood Cir

Edgartown