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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.

Team Agents

O'Hanlon Group’s Listings

an aerial view of house with yard swimming pool and outdoor seating
a view of a wooden deck with a yard
an aerial view of a house
a front view of a house with a yard
a view of a house with a backyard
a patio with patio a couch and chairs
a view of a patio with table and chairs and potted plants
front view of a house with a yard
a living room with furniture and a fireplace
a living room with furniture a window and a fireplace
a living room with furniture and wooden floor
a bedroom with furniture and a window
a very nice looking living room with a large window and furniture
a view of a dining room with furniture window and outside view
a kitchen with a sink stove and cabinets
a very nice looking dining room with kitchen island stainless steel appliances a table and a chandelier
a view of a dining room with furniture wooden floor and window
a bathroom with a sink and a shower
a living room with furniture and a large window
a living room with furniture and a large window
a living room with furniture and a large window
a bedroom with a bed and a window
a bedroom with a large bed and a window
a bathroom with a sink toilet and shower
a bedroom with two beds and a window
a bedroom with two beds and a chandelier
a room with gym equipment and windows
a bedroom with furniture and window
a view of a balcony with wooden floor and outdoor seating
a bedroom with a bed and a table
a bedroom with a bed a mirror on the dresser and a window
a view of a room that has a large window and a chair
an empty room with windows and closet
a front view of a house with a yard and garage
a view of an empty room with a window
a view of a room with racks on the wall
a view of a wooden floor
a view of a indoor basketball court
an aerial view of a house
an aerial view of a house
$4,250,000 | 3 Down Harbor Road, Edgartown, MA 02539
$4,250,000 | 3 Down Harbor Road, Edgartown, MA 02539
$4,250,000 | 3 Down Harbor Road, Edgartown, MA 02539
$4,250,000 | 3 Down Harbor Road, Edgartown, MA 02539
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
$3,495,000 | 28 Crocker Drive, Edgartown, MA 02539
$3,495,000 | 28 Crocker Drive, Edgartown, MA 02539
$3,495,000 | 28 Crocker Drive, Edgartown, MA 02539
$3,495,000 | 28 Crocker Drive, Edgartown, MA 02539
$3,495,000 | 28 Crocker Drive, Edgartown, MA 02539
$3,495,000 | 28 Crocker Drive, Edgartown, MA 02539
$3,495,000 | 28 Crocker Drive, Edgartown, MA 02539
$3,495,000 | 28 Crocker Drive, Edgartown, MA 02539
$3,495,000 | 28 Crocker Drive, Edgartown, MA 02539
$3,495,000 | 28 Crocker Drive, Edgartown, MA 02539
$3,495,000 | 28 Crocker Drive, Edgartown, MA 02539
$3,495,000 | 28 Crocker Drive, Edgartown, MA 02539
$3,495,000 | 28 Crocker Drive, Edgartown, MA 02539
$3,495,000 | 28 Crocker Drive, Edgartown, MA 02539
$3,495,000 | 28 Crocker Drive, Edgartown, MA 02539
$3,495,000 | 28 Crocker Drive, Edgartown, MA 02539
$3,495,000 | 28 Crocker Drive, Edgartown, MA 02539
$3,495,000 | 28 Crocker Drive, Edgartown, MA 02539
$3,495,000 | 28 Crocker Drive, Edgartown, MA 02539
$3,495,000 | 28 Crocker Drive, Edgartown, MA 02539
$3,495,000 | 28 Crocker Drive, Edgartown, MA 02539
$3,495,000 | 28 Crocker Drive, Edgartown, MA 02539
$3,495,000 | 28 Crocker Drive, Edgartown, MA 02539
$3,495,000 | 28 Crocker Drive, Edgartown, MA 02539
$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
a view of a lake with a park
front view of a house with a yard
a front view of a house with a yard
a view of an empty room with a window
a room with a door and a table
a view of a patio with couches table and chairs under an umbrella with wooden floor
a open kitchen with kitchen island a large island a sink stainless steel appliances and cabinets
a large kitchen with lots of counter space dining table and stainless steel appliances
a kitchen with cabinets and window
a living room with furniture and a large window
a living room with furniture and wall painting
a view of a dining room and livingroom with furniture window and wooden floor
a living room with furniture a flat screen tv and a fireplace
a living room with furniture and a couch
a utility room with a window dryer and washer
a bedroom with a bed and a flat screen tv
a bathroom with a sink and a toilet
a bedroom with a bed and a flat screen tv
a view of a balcony with a garden
a view of a patio with couches chairs and potted plants
a living room with furniture and a window
a room with furniture and flat screen tv
a bedroom with a bed and a window
a bedroom with a bed and a window
a bedroom with furniture and a window
a bathroom with a granite countertop sink mirror vanity and toilet
a bedroom with a bed and a dresser
a bedroom with a bed and ceiling fan
a bedroom with a bed and furniture
a view of a livingroom with furniture and a window
a living room with furniture and a window
a bathroom with a sink a toilet and a mirror
a view of a room with gym equipment
a view of a storage & utility room
a view of a house with backyard and sitting area
a aerial view of a house with swimming pool yard and patio
a front view of house with yard and green space
$2,590,000 | 27 Watcha Path, Edgartown, MA 02539
$2,590,000 | 27 Watcha Path, Edgartown, MA 02539
$2,590,000 | 27 Watcha Path, Edgartown, MA 02539
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
$2,290,000 | 22 Green Leaf Avenue, Oak Bluffs, MA 02557
$2,290,000 | 22 Green Leaf Avenue, Oak Bluffs, MA 02557
$2,290,000 | 22 Green Leaf Avenue, Oak Bluffs, MA 02557
$2,290,000 | 22 Green Leaf Avenue, Oak Bluffs, MA 02557
$2,290,000 | 22 Green Leaf Avenue, Oak Bluffs, MA 02557
$2,290,000 | 22 Green Leaf Avenue, Oak Bluffs, MA 02557
$2,290,000 | 22 Green Leaf Avenue, Oak Bluffs, MA 02557
$2,290,000 | 22 Green Leaf Avenue, Oak Bluffs, MA 02557
$2,290,000 | 22 Green Leaf Avenue, Oak Bluffs, MA 02557
$2,290,000 | 22 Green Leaf Avenue, Oak Bluffs, MA 02557
$2,290,000 | 22 Green Leaf Avenue, Oak Bluffs, MA 02557
$2,290,000 | 22 Green Leaf Avenue, Oak Bluffs, MA 02557
$2,290,000 | 22 Green Leaf Avenue, Oak Bluffs, MA 02557
$2,290,000 | 22 Green Leaf Avenue, Oak Bluffs, MA 02557
$2,290,000 | 22 Green Leaf Avenue, Oak Bluffs, MA 02557
$2,290,000 | 22 Green Leaf Avenue, Oak Bluffs, MA 02557
$2,290,000 | 22 Green Leaf Avenue, Oak Bluffs, MA 02557
$2,290,000 | 22 Green Leaf Avenue, Oak Bluffs, MA 02557
$2,290,000 | 22 Green Leaf Avenue, Oak Bluffs, MA 02557
$2,290,000 | 22 Green Leaf Avenue, Oak Bluffs, MA 02557
$2,290,000 | 22 Green Leaf Avenue, Oak Bluffs, MA 02557
$2,290,000 | 22 Green Leaf Avenue, Oak Bluffs, MA 02557
$2,290,000 | 22 Green Leaf Avenue, Oak Bluffs, MA 02557
$2,290,000 | 22 Green Leaf Avenue, Oak Bluffs, MA 02557
$2,290,000 | 22 Green Leaf Avenue, Oak Bluffs, MA 02557
$2,290,000 | 22 Green Leaf Avenue, Oak Bluffs, MA 02557
$2,290,000 | 22 Green Leaf Avenue, Oak Bluffs, MA 02557
$2,290,000 | 22 Green Leaf Avenue, Oak Bluffs, MA 02557
$2,290,000 | 22 Green Leaf Avenue, Oak Bluffs, MA 02557
$2,290,000 | 22 Green Leaf Avenue, Oak Bluffs, MA 02557
$2,290,000 | 22 Green Leaf Avenue, Oak Bluffs, MA 02557
$2,290,000 | 22 Green Leaf Avenue, Oak Bluffs, MA 02557
$2,290,000 | 22 Green Leaf Avenue, Oak Bluffs, MA 02557
$2,290,000 | 22 Green Leaf Avenue, Oak Bluffs, MA 02557
$2,290,000 | 22 Green Leaf Avenue, Oak Bluffs, MA 02557
$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
$1,890,000 | 11 Huckleberry Hill Lane, Edgartown, MA 02539
$1,890,000 | 11 Huckleberry Hill Lane, Edgartown, MA 02539
$1,890,000 | 11 Huckleberry Hill Lane, Edgartown, MA 02539
$1,890,000 | 11 Huckleberry Hill Lane, Edgartown, MA 02539
$1,890,000 | 11 Huckleberry Hill Lane, Edgartown, MA 02539
$1,890,000 | 11 Huckleberry Hill Lane, Edgartown, MA 02539
$1,890,000 | 11 Huckleberry Hill Lane, Edgartown, MA 02539
$1,890,000 | 11 Huckleberry Hill Lane, Edgartown, MA 02539
$1,890,000 | 11 Huckleberry Hill Lane, Edgartown, MA 02539
$1,890,000 | 11 Huckleberry Hill Lane, Edgartown, MA 02539
$1,890,000 | 11 Huckleberry Hill Lane, Edgartown, MA 02539
$1,890,000 | 11 Huckleberry Hill Lane, Edgartown, MA 02539
$1,890,000 | 11 Huckleberry Hill Lane, Edgartown, MA 02539
$1,890,000 | 11 Huckleberry Hill Lane, Edgartown, MA 02539
$1,890,000 | 11 Huckleberry Hill Lane, Edgartown, MA 02539
$1,890,000 | 11 Huckleberry Hill Lane, Edgartown, MA 02539
$1,890,000 | 11 Huckleberry Hill Lane, Edgartown, MA 02539
$1,890,000 | 11 Huckleberry Hill Lane, Edgartown, MA 02539
$1,890,000 | 11 Huckleberry Hill Lane, Edgartown, MA 02539
$1,890,000 | 11 Huckleberry Hill Lane, Edgartown, MA 02539
$1,890,000 | 11 Huckleberry Hill Lane, Edgartown, MA 02539
$1,890,000 | 11 Huckleberry Hill Lane, Edgartown, MA 02539
$1,890,000 | 11 Huckleberry Hill Lane, Edgartown, MA 02539
$1,890,000 | 11 Huckleberry Hill Lane, Edgartown, MA 02539
$1,890,000 | 11 Huckleberry Hill Lane, Edgartown, MA 02539
$1,890,000 | 11 Huckleberry Hill Lane, Edgartown, MA 02539
$1,890,000 | 11 Huckleberry Hill Lane, Edgartown, MA 02539
$1,890,000 | 11 Huckleberry Hill Lane, Edgartown, MA 02539
$1,890,000 | 11 Huckleberry Hill Lane, Edgartown, MA 02539
$1,890,000 | 11 Huckleberry Hill Lane, Edgartown, MA 02539
$1,890,000 | 11 Huckleberry Hill Lane, Edgartown, MA 02539
$1,890,000 | 11 Huckleberry Hill Lane, Edgartown, MA 02539
$1,890,000 | 11 Huckleberry Hill Lane, Edgartown, MA 02539
$1,890,000 | 11 Huckleberry Hill Lane, Edgartown, MA 02539
$1,890,000 | 11 Huckleberry Hill Lane, Edgartown, MA 02539
$1,890,000 | 11 Huckleberry Hill Lane, Edgartown, MA 02539
$1,890,000 | 11 Huckleberry Hill Lane, Edgartown, MA 02539
$1,890,000 | 11 Huckleberry Hill Lane, Edgartown, MA 02539
$1,890,000 | 11 Huckleberry Hill Lane, Edgartown, MA 02539
$1,890,000 | 11 Huckleberry Hill Lane, Edgartown, MA 02539
$1,890,000 | 11 Huckleberry Hill Lane, Edgartown, MA 02539
$1,890,000 | 11 Huckleberry Hill Lane, Edgartown, MA 02539
$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
a view of a house with swimming pool and a yard
a view of a lake with outdoor space
a view of outdoor space yard and house
a view of a city
a view of a pathway with a lake view
a view of balcony with seating space
a view of a house with a backyard
a front view of a house with garden
a view of house with backyard
a view of a house with a large window and wooden fence
a front view of a house with a garden and trees
a living room with furniture and a table
a living room with furniture a rug potted plant and a window
a living room with furniture and a white wall
a dining room with furniture window and wooden floor
a kitchen with granite countertop lots of counter top space
a kitchen with counter top space and wooden floor
a kitchen with stainless steel appliances a refrigerator sink and stove
a kitchen with white cabinets and appliances
a living room with furniture kitchen view and a large window
a kitchen with a sink and white cabinets
a living room with furniture and a large window
a bedroom with furniture and a baby crib
a bedroom with furniture and a flat screen tv
a bathroom with bathtub and a shower
a spacious bathroom with sink shower and bathtub
a bathroom with a sink a vanity and a mirror
a bed sitting in a bedroom next to a window
a living room with furniture and a flat screen tv
a bathroom with a sink toilet and shower
a bedroom with a bed and a flat screen tv
a bedroom with a bed and a desk
a living room with furniture and kitchen view
a living room with furniture and a flat screen tv
a room with toys and dresser
a view of a room with gym equipment
a view of small space
a view of a lake view
a view of a city
$1,800,000 | 48 Vineyard Ave Extension, Oak Bluffs, MA 02557
1/40
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
a view of a forest with a houses
a front view of a house with a yard
a view of a house with a tree
a living room with furniture fireplace and a flat screen tv
a dining room with furniture a chandelier and wooden floor
a view of a dining room with furniture
a bedroom with a bed and a window
a view of empty room with wooden floor and fireplace
a living room with furniture and a fireplace
a view of empty room with wooden floor and window
a view of a kitchen with wooden floor and a sink
a kitchen with granite countertop white cabinets and refrigerator
a living room with furniture and a window
a living room with furniture
a bathroom with a sink and a mirror
wooden floor in an empty room with a window
an empty room with a window
an empty room with a window
a view of room
a bathroom with a sink a toilet a window and vanity
a bathroom with a bathtub
a bathroom with a sink a toilet and a mirror
a bathroom with a sink a mirror and a shower
a bathroom with a sink and a mirror
an empty room with a window
a view of room
a bathroom with a window
a view of deck with a barbeque and wooden stairs
a view of a patio with table and chairs and potted plants
a view of backyard with a deck
a view of a backyard with wooden floor and fence
a view of walk in closet with clothes and shoes
a view of a swimming pool with a patio
a view of a tennis court
a view of a tree in a yard
a view of a outdoor space
a view of outdoor space with garden
a view of swimming pool with a patio
a view of a terrace with sky view
a view of an ocean
a view of an ocean and beach
a view of a tennis court
a view of a field with an ocean
a front view of a house with a yard and garage
a front view of a house with garden
a view of a flowers in front of flowers
a front view of a house with a yard and garage
$1,295,000 | 261 Sandpiper Lane, Unit 12, Vineyard Haven, MA 02568
1/49
Listed By Compass

$1,295,000

Bedrooms
3
Bathrooms
3
Square Feet
1,682
Acres
Unavailable