Jen O'Hanlon

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

  Price

Experience 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

  Price

• 6

  Beds

• 7

  Baths

• 7,710

  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

  Price

• 3

  Beds

• 2

  Baths

• 1,196

  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

  Price

• 4

  Beds

• 2

  Baths

• 1,704

  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

  Price

• 2

  Beds

• 3

  Baths

• 1,682

  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

  Price

• 3

  Beds

• 2

  Baths

• 1,308

  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

  Price

• 3

  Beds

• 2

  Baths

• 1,608

  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

  Price

• 6

  Beds

• 7

  Baths

• 7,160

  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

  Price

• 3

  Beds

• 3

  Baths

• 2,162

  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

  Price

• 4

  Beds

• 3

  Baths

• 2,044

  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

  Price

• 2

  Beds

• 1

  Bath

• 962

  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

  Price

• 4

  Beds

• 4

  Baths

• 2,407

  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

  Price

• 3

  Beds

• 3

  Baths

• 2,162

  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

  Price

• 4

  Beds

• 2

  Baths

• 1,704

  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

  Price

• 3

  Beds

• 2

  Baths

• 1,196

  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

  Price

• 2

  Beds

• 1

  Bath

• 589

  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

  Price

• 5

  Beds

• 4

  Baths

• 3,535

  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

  Price

• 1

  Beds

• 1

  Bath

• 529

  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

  Price

• 3

  Beds

• 4

  Baths

• 2,620

  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

  Price

• 4

  Beds

• 3

  Baths

• 2,955

  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

  Price

• 3

  Beds

• 2

  Baths

• 1,260

  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

  Price

• 3

  Beds

• 1.5

  Baths

• 1,534

  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

  Price

• 3

  Beds

• 1.5

  Baths

• 958

  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

  Price

• 3

  Beds

• 3

  Baths

• 1,700

  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

  Price

• 3

  Beds

• 3

  Baths

• 1,932

  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

  Price

• 1

  Beds

• 1

  Bath

• 560

  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

  Price

• 4

  Beds

• 4.5

  Baths

• 2,700

  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

  Price

• 3

  Beds

• 2

  Baths

• 1,135

  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

  Price

• 2

  Beds

• 1.5

  Baths

• 1,126

  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

  Price

• 1

  Beds

• 560

  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

  Price

• 4

  Beds

• 5

  Baths

• 5,697

  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

  Price

• 7

  Beds

• 5.5

  Baths

• 2,596

  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

  Price

• 2

  Beds

• 2

  Baths

• 1,246

  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

  Price

• 3

  Beds

• 3

  Baths

• 1,700

  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

  Price

A 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

  Price

This 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

  Price

• 2

  Beds

• 1

  Bath

• 630

  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

  Price

1-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

  Price

• 1

  Beds

• 1

  Bath

• 1,250

  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

  Price

• 5

  Beds

• 2.5

  Baths

• 3,020

  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

  Price

NEW 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

  Price

• 4

  Beds

• 4

  Baths

• 2,700

  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

  Price

• 6

  Beds

• 4

  Baths

• 2,750

  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

  Price

EASILY 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

  Price

• 5

  Beds

• 3.5

  Baths

• 4,000

  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

  Price

• 2

  Beds

• 1.5

  Baths

• 1,092

  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

  Price

• 5

  Beds

• 3

  Baths

• 3,816

  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

  Price

• 1

  Beds

• 1

  Bath

• 985

  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

  Price

• 4

  Beds

• 6

  Baths

• 4,381

  Sq.Ft.