Specializing in Real Estate Sales and Luxury Vacation Rentals
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.
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Of Real Estate Experience
Obtained Brokers License
Nestled within the serene and scenic up-island area of West Tisbury, 26 Flint Hill Road offers a rare opportunity to own a piece of Martha's Vineyard's untouched natural beauty. This extraordinary 3.32-acre property boasts panoramic views of the iconic Land Bank-owned Arrowhead Farm on one side, ...
$1,475,000
PriceExperience the ultimate luxury lifestyle at this exquisite Martha's Vineyard estate, set on 9.5 acres in two adjoining parcels. Situated in a private location with commanding views of the Atlantic Ocean and Chilmark Pond, the property offers safety and serenity, perched on an elevated site well a...
$18,500,000
Price6
Beds7
Baths7,710
Sq.Ft.OAK BLUFFS BEACHFRONT WITH DOCK -Completed in 2024, this fully renovated three-bedroom, two-bath cottage offers sweeping views of Vineyard Haven Harbor, with private dock and an additional abutting parcel for extra privacy and expanded water frontage. The home seamlessly blends modern upgrades wi...
$2,900,000
Price3
Beds2
Baths1,196
Sq.Ft.Nestled in the heart of Edgartown, this historic residence offers a perfect blend of timeless charm and modern comforts. Enjoy a leisurely stroll to shops and dining, a front-row view of the 4th of July parade, and easy access to Fuller Street Beach.This two-story home features a well-appointed k...
$2,500,000
Price4
Beds2
Baths1,704
Sq.Ft.ASSOCIATION POOL, TENNIS, LAKE TASHMOO BEACH, PLUS GOLF NEARBY! This meticulously maintained 2+ bedroom, 3 bathroom end unit condo in the prestigious Tashmoo Woods Association has it ALL! The updated kitchen, with granite countertops and high-end appliances, opens to a dining room with access to ...
$1,450,000
Price2
Beds3
Baths1,682
Sq.Ft.A desirable location in Vineyard Haven and just steps away from Owen Little Beach on Vineyard Sound. This home offers privacy and endless possibilities while being close to Downtown Vineyard Haven shops, restaurants, harbor and ferry. The home features an inviting porch overlooking a spacious law...
$1,232,500
Price3
Beds2
Baths1,308
Sq.Ft.Immersed in the picturesque setting of Oak Bluffs on Martha's Vineyard, Fairview on Greenleaf Avenue, one of only ten homes in this coveted location, harmoniously blends historical charm with coastal serenity. This cherished family home holds a special place in the hearts of its owners, with root...
$2,490,000
Price3
Beds2
Baths1,608
Sq.Ft.Experience the ultimate luxury lifestyle at this exquisite Martha's Vineyard estate. Situated in a private location with commanding views of the Atlantic Ocean and Chilmark Pond, the property offers safety and serenity, perched on an elevated site well above the flood zone. Chilmark House, design...
$15,650,000
Price6
Beds7
Baths7,160
Sq.Ft.SERENE RETREAT IN KATAMA - Discover your perfect vacation home in Island Grove, mere moments from the soft sands of South Beach and the charming streets of Edgartown. This residence is not just a home; it's a launchpad to the quintessential island lifestyle, with unrivaled access to local gems li...
$1,900,000
Price3
Beds3
Baths2,162
Sq.Ft.Nestled in a coveted private enclave on Martha's Vineyard, this charming 4 bedroom, 2.5 bath Cape-style home offers an idyllic retreat on 1.65 acres. Experience exclusivity with deeded access to a serene private beach on Lake Tashmoo, a mere five-minute stroll away. Designed with an open layout, ...
$1,800,000
Price4
Beds3
Baths2,044
Sq.Ft.$50,000 credit from the seller at closing (for new septic). Nestled down a scenic country lane and just a leisurely bike ride away from the vibrant town center, this delightful Vineyard Haven cottage offers the perfect blend of convenience and tranquility. The idyllic retreat is not just a home; ...
$820,000
Price2
Beds1
Bath962
Sq.Ft.This charming Katama home with many recent improvements by the seller is perfectly located on a lovely side street off the left Fork to South Beach. You can be at South Beach in 5 minutes by car, or enjoy a bicycle ride to the beach on the nearby bike path. The house is nicely set back from the s...
$3,250,000
Price4
Beds4
Baths2,407
Sq.Ft.* Seller would consider credit toward buyer closing costs to be used toward an interest rate buy down, paid points to reduce interest rate and Landbank Fee. Welcome to your enchanting farmhouse sanctuary in Island Grove! This serene retreat seamlessly harmonizes country charm with contemporary c...
$2,250,000
Price3
Beds3
Baths2,162
Sq.Ft.Step Into History: Edgartown Village Home with Distinctive Heritage - This historic residence situated in the heart of the town offers a multitude of attractions. You can leisurely walk to the array of shops and dining establishments, enjoy the view of the 4th of July parade from the front porch,...
$2,550,000
Price4
Beds2
Baths1,704
Sq.Ft.OAK BLUFFS BEACHFRONT AND DOCK- Spectacular frontage and views of Vineyard Haven Harbor are achieved from this classic three-bedroom, two-bath home. The charming cottage has been well maintained and offers a practical layout that will easily accommodate all who visit. However, not much time will ...
$1,700,000
Price3
Beds2
Baths1,196
Sq.Ft.Renovated in 2019, this sweet & petite cottage is located 2 blocks from Upper Main Street and just a short walk to all the activity of Edgartown Village. Recently connected to the town sewer, this lot will now permit up to 4 bedrooms with plenty of room to expand on the lot. A built-in pool would...
$1,330,000
Price2
Beds1
Bath589
Sq.Ft.Nestled on Simpson's Lane, discover this classic Edgartown Colonial at the heart of the village. Walk to Fuller Street Beach, dine in excellent restaurants, and explore charming boutiques steps away. The open-concept first floor flows seamlessly from entry to kitchen, dining, and living areas. A ...
$5,490,000
Price5
Beds4
Baths3,535
Sq.Ft.Love being in downtown Edgartown? Want to generate income when you can't be here? Welcome to Edgartown Commons - a seasonal, condo/hotel on Martha's Vineyard that offers a combination of private condo ownership and investment opportunity. Unit 16 is a unique second-floor unit located in the main ...
$415,000
Price1
Beds1
Bath529
Sq.Ft.This gracious three-bedroom, 3 1/2 bath Colonial is sited at the top of a winding driveway in the midst of expansive lawns, gardens and treed acreage. It is tastefully screened with numerous flowering shrubs, plants and specimen trees. The floor plan is intelligently designed and offers one floor...
$2,000,000
Price3
Beds4
Baths2,620
Sq.Ft.Look no further for the upcoming 2022 summer season than this four-bedroom, three-bath home in the heart of Katama! The open and functional layout makes entertaining a breeze, accented by a fully equipped chefs' kitchen and multiple living spaces. A detached garage, in addition to the ample stora...
$3,050,000
Price4
Beds3
Baths2,955
Sq.Ft.This charming home is located near the bike path and less than 2 miles from town, yet tucked away down a country lane. With this prime location comes deeded access to the Lagoon Pond, which is perfect for kayaking, boating and swimming. There is also a walking path nearby that connects to 16 acre...
$1,050,000
Price3
Beds2
Baths1,260
Sq.Ft.EXCELLENT OPPORTUNITY - Expanded ranch with full basement and large garage on a level 1/2 acre lot in Vineyard Haven. The property is being sold AS IS. OPEN HOUSE on Saturday, February 19, from 12-2pm. No showings prior to the open house.
$905,000
Price3
Beds1.5
Baths1,534
Sq.Ft.IMPECCABLY UPDATED & MAINTAINED BUNGALOW - Truly in move in condition, this home has been restored and renovated by both the current and previous owners. The location on State Road lends itself perfectly for an easy jaunt to Cronig's or Vineyard Haven's Main Street. This is a unique opportunity t...
$855,000
Price3
Beds1.5
Baths958
Sq.Ft.HOME FOR THE HOLIDAYS - Move right into this meticulously maintained and recently updated Edgartown property. Bold Meadow is a well established neighborhood of approximately 50 homes. Owners enjoy a bucolic setting with tennis courts and access to miles of state forest trails, as well as the pave...
$1,475,000
Price3
Beds3
Baths1,700
Sq.Ft.A PRIME KATAMA LOCATION - This property is positioned to take advantage of everything Katama has to offer. Surrounded by 180 acres of conservation land, you will enjoy views of the Atlantic ocean and the plains of Katama. The heart of the home includes an open concept on the second floor with sli...
$2,650,000
Price3
Beds3
Baths1,932
Sq.Ft.CHARMING EDGARTOWN VILLAGE COTTAGE. This charming one-bedroom, one-bath cottage is a perfect pied-a-tier, located within walking distance to all the best of Edgartown Village. This home is sited on a conforming R-5 lot, is already connected to Town Water and Town Sewer and will support a future...
$1,150,000
Price1
Beds1
Bath560
Sq.Ft.NOTE: SELLING PRICE REFLECTS VALUE OF THE LAND PURCHASE ONLY. A SEPARATE CONSTRUCTION CONTRACT FOR $2.275 MILLION WAS EXECUTED ALONG WITH THE PURCHASE. TOTAL PRICE: $3,025,000. PRE-CONSTRUCTION: ELEVATED STYLE IN SOUTHRIDGE. Construction plans are now underway for this stylish, coastal chic far...
$750,000
Price4
Beds4.5
Baths2,700
Sq.Ft.Charm of yesteryear balanced with upgraded systems! This YEAR 'ROUND three bedroom cottage home offers a newer central heating system, vintage built -ins, a front and back staircase, brick fireplace and a surprising amount of room! Clever use of space, tons of windows and a high ceilinged additio...
$855,000
Price3
Beds2
Baths1,135
Sq.Ft.PRISTINE EDGARTOWN COTTAGE WITH EXPANSION POTENTIAL - Located just 2 miles from the Village, this charming cottage has maintained all of its charm, while being transformed for today's lifestyle. Ready for immediate occupancy for year round living or start booking your 2022 rentals and enjoy this ...
$929,000
Price2
Beds1.5
Baths1,126
Sq.Ft.EDGARTOWN VILLAGE DESIGN-BUILD OPPORTUNITY. Here's an exciting opportunity to create an in-town residence -- within walking distance to all the best of Edgartown Village. This conforming R-5 lot is already connected to Town Water and Town Sewer and will support a 4-bedroom residence plus an in-gr...
$1,150,000
Price1
Beds560
Sq.Ft.$14,100,000
Price6
Beds4.5
Baths5,086
Sq.Ft.PERFECT EDGARTOWN LOCATION - At less than 1.5 miles from town and across from Morning Glory Farm, you'll have easy access to the shops and restaurants of the village, as well as miles of paved bike paths and hiking trails through Sheriff's Meadow and the State Forest. The location also allows for...
$4,175,000
Price4
Beds5
Baths5,697
Sq.Ft.This home with a swimming pool enjoys a commanding position atop Atwood Circle - an elegant enclave just a short distance from Edgartown's vibrant village center. The well-loved 7-bedroom home has the warmth of a vintage home but with many of the amenities expected by the modern buyer, including...
$2,325,000
Price7
Beds5.5
Baths2,596
Sq.Ft.Here is an adorable," In town Gem" that is right for so many buyers. This 2 bedroom,(could be 3), 2 Bath layout in a nice cozy one level "Home" is what many are looking for today. Walk to downtown and everything Edgartown has to offer including Edgartown's beautiful new Library that Michelle Ob...
$615,000
Price2
Beds2
Baths1,246
Sq.Ft.Beautiful property located in Bold Meadow on an .80 acre lot. This pristine home features a large, attractively landscaped yard and driveway, a brick patio in the backyard for entertaining, and the perfect amount of privacy. The spacious, 1.75 story house is tastefully designed and features one d...
$1,040,000
Price3
Beds3
Baths1,700
Sq.Ft.Small but mighty location describes this vacant piece of land in the village of Edgartown. Create your dream house perched on one of the highest points of Atwood Circle. This lot can support a 4 bedroom house. It is in the historic district so would need approval by the historic district committee.
$955,000
PriceA beautiful meadow setting on a gently sloping hill. A grassy knoll provides a wonderful building site overlooking the rural countryside and Arrowhead Farm. Majestic old oaks dot the landscape along with spruce and holly trees while a grove of golden beech trees welcomes one to the property. Th...
$770,270
PriceThis classic cottage is cute as a button and you can't beat the up-and-coming location on Pinehurst Road. It is only half a mile to the heart of Edgartown village, and you're also very close to the library, playground, and tennis courts. You're on the south side of the village and so it's a breez...
$690,000
Price2
Beds1
Bath630
Sq.Ft.Looking to build your home? With .96A, this buildable lot should support 4 bedrooms. A pleasant neighborhood a short distance to Tisbury town center. With access to Lambert's Cove Beach, this piece of the Island is waiting for your creative design. The property has successfully completed a per...
$342,500
Price1-bedroom house with opportunity for conversion to 3-bedroom house with town approvals. A 3-bedroom septic is in place. Large, attractive lot with green belt behind. Being sold in "as-is" condition. Buyer responsible for disposing of contents of the house.
$715,000
Price1
Beds1
Bath1,250
Sq.Ft.Lovely custom home situated in the sought after Stonegate neighborhood. This five-bedroom home sits on just shy of 2 acres. Located only a mile away from Lake Tashmoo this home has it all. The open living and dining concept opens up perfectly to the back deck for those warm summer nights. There i...
$1,485,000
Price5
Beds2.5
Baths3,020
Sq.Ft.Now Available is this lovely 3/4 acre building lot in Tower Ridge which is located across from Farm Neck Golf Course. This prime building lot can accommodate up to a 4 bedroom home with an enhanced septic system* (not included). The property is bordered in the rear by association common land an...
$450,000
PriceNEW CONSTRUCTION - Contemporary Craftsman Style Cape Residence set adjacent to Edgartown Golf Club with stunning, immediate views of the golf course. Second story views with water glimmering in the distance at Cow Bay and Vineyard Sound. Very Private. High-end finishes throughout including Oak ha...
$1,932,500
Price4
Beds4
Baths2,700
Sq.Ft.TWO HOUSES FOR THE PRICE OF ONE.. Both completely re furbished; absolutely like brand new. Photos say it all. Main House Very nicely done in a contemporary vein , with a classic post and beam feel. Central air, and can accommodate up to 10 people. Lovely outside areas, including deck and yard. Wo...
$1,500,000
Price6
Beds4
Baths2,750
Sq.Ft.CONVENIENT LOCATION: .29 acres with easy access to Main Street and State Road's business district. A three bedroom septic plan has been completed. Building site is bordered on three sides by mature trees, offering a surprising amount of privacy in this in town location. Driveway is on State Road ...
$350,000
PriceEASILY ACCESSIBLE TO LAKE TASHMOO AND TOWN – .2 miles to the Tashmoo landing for boating and kayaking and under a mile to town and the ferry. This 4,000 s.f. colonial has the best of both worlds: A beautiful home plus a great income producing apartment. The interior has been completely transforme...
$1,400,000
Price5
Beds3.5
Baths4,000
Sq.Ft.MAKE PLANS TO EXPAND OR ENJOY AS IS. This gem of a property has many options, as it is set on 1.84 acres in a wonderful central location. The 2 bedroom carriage house with one bay garage and office on the main level has been beautifully designed with lovely interior finishes and a chef's kitchen....
$770,000
Price2
Beds1.5
Baths1,092
Sq.Ft.ABUNDANT PRIVACY ON 4.4 ACRES - This large property with main house, guest house and large barn/shop building is centrally located on the Island, yet offers a peaceful wooded setting. The property abuts 365 acres of land owned by the town of West Tisbury that has miles of trails and connects to ...
$1,225,000
Price5
Beds3
Baths3,816
Sq.Ft.FANTASTIC CONDO UNIT WITH WATER VIEWS. In the heart of town, this prime location is steps from Ocean Park, the ferry, Inkwell beach, the harbor, shops and the lively restaurants of Oak Bluffs. Watch the boats and ferries coming and going from this beautifully appointed third floor unit. There's a...
$629,000
Price1
Beds1
Bath985
Sq.Ft.**SALE INCLUDED CONTENTS OF HOME** THE BEST OF BOTH WORLDS - Edgartown village with privacy. This compound is located on Pierce Lane, a quiet side street just steps from the hustle and bustle of the village. The quarter acre property has been perfectly laid out, with the house and garage envelopi...
$8,175,000
Price4
Beds6
Baths4,381
Sq.Ft.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,...
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 perso...
Jen deserves 5 stars in every single category. Her knowledge of the Vineyard (and each of the nuanced towns and neighborhoods) is impressive. As first-time home buyers, she set our minds at ease with her expertise in the entire process. She's always just a phone call or email away. Jen's negotiation prowess and willingness to do a thorough market analysis helped us get the best possible price for the property we bought. No doubt about it, Jen ...
Jen O'Hanlon was responsive, creative, and results-oriented in marketing our $1.3 million dollar property on Martha's Vineyard. Her assessments of the finer selling points of our property were excellent. She wrote the screenplay for the video, which included superb aerial footage which placed our home in the best possible context for maximizing the sale price. Her voice intonation, articulation rate were matched to the high-profile client we w...
Jen O'Hanlon is not only a phenomenal agent (dedicated, professional, and courteous) but also a really wonderful person. After a handful of summer rentals, we made a decision last year to explore purchasing a house on the Vineyard and were referred to Jen. Even though we lived in Los Angeles, Jen found us a cottage on a big lot within walking distance to Edgartown. She really went the extra mile for us. She got us in early, vouched for us as c...
We first met Jen when we’re renting on the Vineyard. We were 1st-time renters and I called several agents at various agencies on the Island. Jen was the only one who called back. She then helped us get a rental, that initially I didn’t think would be a good fit, but turned out to be more than we ever could have expected. We fell in love with the Island and decided we wanted to buy. Jen was so hopeful working with us on that journey for over 2y...
Jen is an excellent realtor! I loved having the opportunity to work with her. Her digital marketing is top-notch. I highly recommend working with her.
My cousin referred me to Jen and I will, in turn, refer you to her as well. We have just completed a most complicated transaction with her to sell our longtime family estate. She helped us get through the various components of a sale including getting the house ready for pictures, making a video, performing a comparative market analysis, marketing, showing the house, and taking care of all of the paperwork. There were many facets to this sale ...
I met Jen while looking at purchasing a property for investment. During that time I met many realtors on the island, but, I remembered Jen for her friendliness, and willingness to help. When I was ready to sell my own island home, she was who I called. She was awesome. She was patient and listened to everything I said and acted on it immediately. Even with the other realtor being difficult, she never faltered! I had multiple offers within days...
Jen is an incredible person to work with. We worked together for months, and she did an excellent job in getting us into our first home and making the dream a reality. She is very knowledgeable about the Vineyard towns and neighborhoods, was able to help us connect with great lenders, lawyers, home inspectors, etc. She was always there to answer any questions, concerns, and really went above and beyond her duties. Our family highly recommends ...
We worked with Jen over the course of a couple of years for both vacation rentals and the purchase of our own MV home. Jen was a pleasure to deal with! She was patient and quick to respond to our many questions. On numerous occasions, she escorted us to see houses all over the island until we finally found “the one”. Jen is informative and so easy to talk to. She made our vacation and house hunting experience a breeze!
Thank You, Jen. Jen was a pleasure to work with during our recent home search. Her knowledge of the Vineyard, local contacts, and overall approach created an amazing experience. We cannot recommend her enough. If you are looking for a detailed oriented and professional realtor to help you find your Martha’s Vineyard home, you need tools no further.
Jen was a pleasure to work with during our recent home search. Her knowledge of the Vineyard, local contacts, and overall approach created an amazing experience. We cannot recommend her enough. If you are looking for a detailed oriented and professional realtor to help you find your Martha’s Vineyard home, you need to look no further.
We worked with Jen for our vacation home on Martha's Vineyard. She was easy to work with, a calming influence, and able to "read" our needs and wants immediately. She is knowledgeable about the Island and the uniqueness of each town. Jen is professional and friendly without being overbearing. It was a pleasure working with Jen.
Jen was fantastic in helping me make a purchase. She was consultative on locations and offer prices. She has excellent contacts on the island that have proved to be knowledgeable and very helpful. I hope to do more business with Jen, and I wholeheartedly recommend her.
Jen was so very helpful in so many ways. She helped me to keep my feet on the ground and was very informative. She was always pleasant and honest. She was also very knowledgeable about the current market. I would recommend her to anyone.
I have known Jen for many years. When it was time to sell my home she was a perfect choice. She has so much experience and history on the island and she knows the market! She is a professional through and through!
Jen is fantastic to work with. She has great insight and deep community roots on the island. She is on top of current market values. I would highly recommend her and would list with her again!
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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