Gay Head MA Real Estate & Homes for Sale

Charming Saltbox Colonial With Pool + Association Tennis - Nestled in a serene and picturesque setting, this charming saltbox colonial is sited on a private wooded lot, surrounded by lush gardens and a beautiful outdoor living area with pool. The first floor welcomes you with an open and airy layout, featuring a sun-drenched Living Room adorned with vaulted ceilings, a cozy gas fireplace and an expansive wall of glass. Adjacent to the living area, you'll find a Dining Area and a cottage-style Kitchen. French doors lead out to a generous mahogany deck. Conveniently located on the first floor, one of the three Bedrooms offers comfort and privacy. Upstairs, the remaining two Bedrooms share another full bathroom. Step outside and into your very own oasis. The saltwater pool measures 14x30-feet and is surrounded by bluestone patio. Property has a solid rental history and is offered Turnkey with furniture and contents. The property also offers expansion potential for up to seven bedrooms.

This waterfront Edgartown Great Pond compound abounds with rare features. Set in a coveted, private location on Turkeyland Cove, the 4.8 acre parcel includes two full sized homes, custom pool with pool house, +/- 400 feet of waterfront, floating dock, outstanding views, and a private beach lot on the Atlantic. The main residence sits right on the shoreline, with four bedrooms and beautiful quality throughout. The second home, built in 2010, is set back from the waterfront - still with water views - with 2555 sf, two bedrooms, three car attached garage, and full basement. The property is tied together gracefully with extensive plantings, landscaping and custom fence/gateways. The pool area is an oasis unto itself, with two outbuildings supporting the L shaped gunite swimming pool. Open lawns lead easily to the waterfront, where a floating dock (exceptionally rare on the Great Pond) facilitates boating to the Atlantic beach or other recreation on these pristine waters.

Charming Katama Retreat - Experience the ideal vacation home in Island Grove, just minutes from South Beach and Edgartown's delightful downtown. This property offers the perfect base for enjoying the island lifestyle, with close proximity to Morning Glory Farm and association amenities including tennis and pickleball courts. The home features an in-ground saltwater pool with waterfalls and spa, an outdoor bar, and stone fireplace for year-round entertainment. Inside, the updated kitchen opens to a sun-filled dining and living area, plus a four-season sunroom overlooking the pool. The second floor includes two bedrooms, a bonus room, and a primary suite with a luxurious bath, walk-in closet, and private balcony. The included photos with virtual staging and renovation possibilities, offer inspiration for your dream vacation retreat. Additional perks include a partially finished basement, versatile outbuildings, two-car garage and the ability to tie into town sewer, allowing up to 6 bdrms

Stunning sunsets await. This quintessential bungalow style Vineyard home has been lovingly maintained and enjoyed by the same family for close to 100 years. Built in 1933, the main house includes three bedrooms, two full baths and hardwood floors throughout. The spacious living area boasts high ceilings, stone fireplace, and expansive water views. Summer days and nights are well spent under the covered porch. Watch the ferries come and go and delight in the dazzling colors of the setting sun. Recent renovations include raising the house and the pouring of a foundation offering an additional 930 square feet of lower level living area. Experience true Vineyard living at its best, just steps away is easy access to the Lagoon with clamming, swimming, and boating. Bring your vision to the open and airy studio/ bunkhouse that is included in this offering at 60 Bay View Avenue and features the same wonderful vistas. Two unbuildable lots abut this property so you will never lose sight of the b

Close to the Lagoon in Oak Bluffs on a quiet side street. This three bedroom ranch style home offers the convenience of one floor living. You will find a spacious sun lit living room with a bay window and hard wood flooring that extends through the living room and kitchen. Large eat-in kitchen with sliders leading to the back deck. A large en-suite primary bedroom and two more bedrooms that share a full bathroom. Full basement with work shop area. Many mature trees and shrubs on the property. Septic system has passed Title V for 3 bedrooms. Close to the bike path, library, and Oak Bluffs School. Easy to show! Estate Rules Apply.

The Perfect Package - If ever there was a property that truly delivers - here it is! With ease of location, systems and well planned spaces this expanded home offers abundant lifestyle comforts. Set back from the street, with a welcoming front entrance that reveals years of care and attention to details - blending luxury and coziness. RECENT UPGRADES include; Central AC, new windows, plantation shutters throughout, oak flooring on both levels, new exterior doors including rear slider to the expanded deck. This FOUR bedroom year 'round property is serviced by town water and town sewer allowing for permitted expansion up to 6 bedrooms. The 2019 built garage and rear patio balances this delightful offering. Front to back there's a lot to love about this Island Grove home with easy access to Katama, South shore beaches, Edgartown village as well as up island along the West Tisbury Road. Nearby amenities capture foodies and outdoor adventurers alike; Morning glory farmstand, Katama general

To Be Built: Architect-Designed Modern Farmhouse With Pool On Three Private Acres - Plans are underway for the construction of this luxurious modern farmhouse compound in Katama, within close proximity to South Beach. The property will feature a 5,000-s.f Main House with screened porch, a detached 2.5-bay garage, a 16'x32' gunite pool with Pebbletech finish and the possibility to add pool house/cabana. Located on three (3) private acres and sited amid a natural landscape, the south-facing property enjoys beautiful afternoons and brilliant sunsets with the sounds of the ocean nearby. Exposed beams and soaring high ceilings in the main living spaces offer the grandness of an extraordinary luxury home while providing an air of casual barefoot elegance. This unique property offers the opportunity to create your own signature island retreat, perfectly blending farm, field and seaside living -- and an idyllic place to gather family and friends for years to come. Floor plan available.

This stunning property on Martha's Vineyard known for its upscale lifestyle and beautiful beaches, boasts water views of Lagoon and Harbor. There are two state beaches within walking distance. The house is minutes from the ferry. This luxurious property features central air with Thermador appliances, spacious living areas, 4 bedrooms and 2.5 bathrooms, modern kitchen, dining room, and elegant finishes throughout. As you move through this property to the expansive outdoor spaces with an outside shower, grilling area, jacuzzi and beautifully landscaped grounds, you will find it is well suited for games and entertainment. As an added bonus, all furniture will be conveyed with the sale. 28 Beech Road is the perfect combination of waterfront living, amenities, and access to an array of recreational and leisure activities, making it ideal for those seeking their new or next home.

UNDER CONSTRUCTION, contemporary farmhouse style home with wrap around deck and outdoor shower. This home features a first floor en-suite bedroom with a full bath, a half bath off the foyer entry, an open kitchen/dining and living room area with a gas fireplace, a wall of glass with windows and sliding glass doors from the dining area and living room area. There is a well designed mudroom area with a first floor laundry, a large overflow pantry and a built in bench seating area. The second offers two en-suite bedrooms, a large second floor living room area and a second laundry area. A full poured foundation with a walk out door completes this new construction offering. The property location offers close proximity to the center of town, beaches, and bike paths. This quiet location, with attractive homes, is convenient to everything that Oak Bluffs has to offer. Come and enjoy NEW CONSTRUCTION with COASTAL STYLE!

Set over an acre of land, this beautiful setting offers privacy and breathtaking views of Morning Glory Farm + Land Bank meadows. Enjoy this ultimate compound with proximity to the bike path, the Village, and South Beach. The custom-built home + guest house boasts luxurious amenities centered around outdoor living spaces, including a large infinity edge heated pool + spa with beautifully landscaped + garden-lit grounds. With over 5,000 square feet of living space throughout the property, there is plenty of room for privacy + for all to gather comfortably. The 3-bedroom main house is thoughtfully designed. The focal point is the dramatic vaulted ceiling living room with a wood-burning fireplace, + slider doors to the expansive deck overlooking the pool, + outdoor kitchen. This property offers privacy and proximity to everything you need and is the ultimate in Vineyard living! Connected to town sewer, 7 bedrooms allowed.

On the market for the first time in over 45 years and located conveniently to Martha's Vineyard Hospital with a variety of nearby amenities, this attractive Oak Bluffs property is ready for its next owner. Built in 1979, the home on the property features two bedrooms with added flex spaces for guests/overflow. The home has a strong rental history, with a lease in place for the 2024 summer season. With over 30,000 square feet, the large rectangular lot offers room for outdoor recreation as well as additional development. Bike paths connect the property easily to beaches at Eastville on the Sound and Lagoon (~ mile away) and both downtown Oak Bluffs and Vineyard Haven are not far from home. Please note that the current septic system will not pass Title V and will need to be replaced by the buyer at buyer's expense. First showings will be at Open House from 12-3 on Saturday, March 16.

Delve into the charm of this splendid 1,920 sq. ft. home, ideally located just a short walk from Circuit Avenue in the vibrant Town of Oak Bluffs. This residence boasts six well-appointed bedrooms and two full bathrooms, ensuring ample space for comfort and privacy. The home's design optimally utilizes the available space, making each room comfortable and inviting. Expansive living areas provide the perfect setting for relaxation and social gatherings, while the bedrooms offer private retreats for rest and rejuvenation. The bathrooms are modern and efficiently laid out, enhancing daily routines with their practical layouts.Residents will appreciate the proximity to local amenities, including shopping, dining, beaches and recreational parks, as well as the convenience of being close to all that Oak Bluffs has to offer. This property is a must-see, balancing comfort, space, and accessibility in one of the most sought-after locations.

This exquisite contemporary house in Woods Hole offers a unique blend of luxury and tranquility. Nestled on 1.8 acres overlooking Vineyard Sound, the property boasts breathtaking views of Martha's Vineyard. The design maximizes natural light, creating a bright and inviting atmosphere throughout. Featuring 4 bedrooms and 4.5 baths, the layout includes a separate wing with 3 bedrooms, a family room, and a full bath for added privacy. The second level showcases soaring windows that frame picturesque ocean views, along with a separate library and a primary suite with a luxurious bath. The lower level is a haven for relaxation, featuring an in-ground pool, a workout room, a full bathroom, and sliders leading to a path that takes you directly to your private sandy beach. With radiant heat ensuring comfort and a perfect blend of indoor and outdoor spaces, this property epitomizes oceanfront living at its finest. Explore the unparalleled lifestyle that awaits in this Fay Road gem.

This exquisite contemporary house in Woods Hole offers a unique blend of luxury and tranquility. Nestled on 1.8 acres overlooking Vineyard Sound, the property boasts breathtaking views of Martha's Vineyard. The design maximizes natural light, creating a bright and inviting atmosphere throughout. Featuring 4 bedrooms and 4.5 baths, the layout includes a separate wing with 3 bedrooms, a family room, and a full bath for added privacy. The second level showcases soaring windows that frame picturesque ocean views, along with a separate library and a primary suite with a luxurious bath. The lower level is a haven for relaxation, featuring an in-ground pool, a workout room, a full bathroom, and sliders leading to a path that takes you directly to your private sandy beach. With radiant heat ensuring comfort and a perfect blend of indoor and outdoor spaces, this property epitomizes oceanfront living at its finest. Explore the unparalleled lifestyle that awaits in this Fay Road gem.

MEADOW SHORES - Rarely Available! Indulge yourself in sensational sunrises, gentle sea breezes, and the sound of water lapping at the shore, all from your very own paradise! This tastefully renovated home offers stunning ocean views and deeded beach access. A wonderful kitchen and dining area with sliders to spacious wrap around decks face the beach and ocean beyond. Fireplaced living room, office, master bedroom suite, two guest bedrooms and a versatile fireplaced family room with auxiliary kitchen...Large private yard with detached garage/barn, and a path to the white sandy beach is only a stone's throw away! Rarely does one find such a beautifully finished beach house; One can move right in and enjoy the exquisite views! Meadow Shores is only a short drive to conservation land, walking trails, miles of beaches, and the Village of Padanaram with shops, restaurants, market and yacht club...

Elegant colonial on lush 1/2 acre parcel near downtown Edgartown offered fully turnkey. Three spacious bedrooms, two full and one-half bathrooms, and over 2,250 sqft of living space. Double height main living/dining with sliding glass doors to outdoor living, new Velux skylights and gas fireplace. Newly refreshed gourmet kitchen with all stainless appliances, quartz countertops, island eatery and sliding glass doors to covered porch. First floor primary ensuite, private lounge, walkthrough closet and direct access to the rear deck and one of two outdoor shower's. Chic and functional entry and linen closet with washer/dryer. Luxuriate amidst mahogany covered screened-in porch, spacious outdoor dining area, teak furnishings, two outdoor showers with fabulous west facing views over abutting farmlands. Second floor study lounge, shared full bathroom, two spacious guest rooms with walk-in closets. Walk out lower level with interior access to one car garage. Detached artist studio.

Elegant colonial on lush 1/2 acre parcel near downtown Edgartown offered fully turnkey. Three spacious bedrooms, two full and one-half bathrooms, and over 2,250 sqft of living space. Double height main living/dining with sliding glass doors to outdoor living, new Velux skylights and gas fireplace. Newly refreshed gourmet kitchen with all stainless appliances, quartz countertops, island eatery and sliding glass doors to covered porch. First floor primary ensuite, private lounge, walkthrough closet and direct access to the rear deck and one of two outdoor shower's. Chic and functional entry and linen closet with washer/dryer. Luxuriate amidst mahogany covered screened-in porch, spacious outdoor dining area, teak furnishings, two outdoor showers with fabulous west facing views over abutting farmlands. Second floor study lounge, shared full bathroom, two spacious guest rooms with walk-in closets. Walk out lower level with interior access to one car garage. Detached artist studio. Meticulously maintained and lovingly improved, this home boasts a strong rental history and is offered turnkey.

NEWER CONSTRUCTION, with POOL, walking distance to Edgartown Village! Approx. 4,500 square feet of open living space. The Great Room has a dramatic Two Story wall of windows which surround a gas fireplace and overlooks the 14 x 30 foot in ground pool. In addition to the dramatic Great Room there is a first floor den/lounge area, a first floor primary-en-suite, a mud room and separate laundry area. The Gourmet Kitchen, with it's central island, opens to the dining room which flows into the Great Room. The second floor offers a second primary-en-suite, as well as two additional guest bedrooms which share a full bath. The finished basement offers a third den/lounge area with slider walk out doors. The plot can support an additional bedroom, bringing the bedroom count to five bedrooms. The plot has plenty of room for a detached garage with a 400 square foot bedroom/bath above, permitting required. This sought after neighborhood is the jewel of the Village. A rare opportunity!

New Construction, READY FOR OCCUPANCY, with POOL and Spa, 1/2 mile from HISTORIC EDGARTOWN VILLAGE! This custom-built home offers a superlative location plus top-notch amenities for the ultimate Vineyard lifestyle. Approximately 5,282 square feet of custom designed space with summer living and entertaining in mind. The open floor plan encompasses a Great Room with a gourmet kitchen, dining and lounge area with a wall of sliders that lead to a bluestone terrace with pergola, while overlooking the 16 x 34 custom heated, saltwater gunite pool and a 7 x 7 custom built in spa with a professional landscaped back yard. In addition to the dramatic Great Room there is a first floor primary en-suite bedroom that has a vaulted ceiling wrapped with shiplap and a beautiful bathroom with a vaulted ceiling wrapped in shiplap, a double vanity, soaking tub and walk-in glass shower. A Powder Room and Laundry Area are located off a hallway that connects the foyer to the mud room area and side entrance.

Welcome to BRAND NEW CONSTRUCTION!! This elegant home sits on a spacious lot with breathtaking views of the surrounding pastures. The property is perfect for those seeking tranquility and natural beauty yet a convenient 1.6 mile distance to Edgartown Village. The first floor of this luxurious home features a grand living room with expansive windows overlooking a large pool. The gourmet kitchen is a chef's delight, equipped with top-of-the-line appliances, custom cabinetry and a spacious island for culinary creations. The dining area offers an elegant setting for hosting guests, while a separate den provides a tranquil retreat. Additionally, a guest suite with a private bath adds convenience and comfort. The second floor offers a lavish primary suite with a spa-like en suite bath, spacious walk-in closets and serene views of the surrounding landscape. Five additional well-appointed bedrooms and a loft finish off the second floor. Sewer connection permits expansion of up to 7 bedrooms.

WATER VIEWS!!! Steps to the Beach - walk along the most scenic drive on Martha's Vineyard! This stunning property is a true gem, offering an exceptional combination of classic charm, modern amenities, and an ideal location for enjoying the island's relaxed lifestyle. Nestled in the heart of Oak Bluffs, this home is a short stroll to beaches, restaurants, and shops. The scenic harbor and parks are also just moments away, making it perfect for experiencing the best of the Vineyard.This renovated antique home boasts timeless architectural features and a welcoming front porch creating an inviting and picturesque curb appeal. The interior is a blend of elegance and modern convenience offering an inviting atmosphere for family and friends to gather. Enjoy the serene outdoor spaces, including a patio area for outdoor dining and rooftop deck (widow's walk) that features panoramic ocean views! Strong rental income history! Summer 2024 leases are in place. OWNER FINANCING is available

East Chop waterfront - Once in a lifetime, a property of this caliber becomes available, with an on-the-water East Chop location, a wide range of amenities, and multi-functional use! Uses include -- 1.) Currently operated as East Chop Harborfront Apartments (6 units), a pre-existing non-conforming use for the past 40+ years, 2.) Use it as a residential home or family compound, or live in a portion and rent a portion, 3.) Potential to convert to condominiums, paperwork presently in process but would be a buyers choice. Located directly on the harbor, this property features outstanding water views of the harbor and sound beyond and is just steps from the tennis club, beaches, ferries to the mainland and downtown. In pristine condition, this 6-unit property includes a 106 ft dock with water/electric for 8 slips and a 40' T at the end for a 9th boat. Parking for 6-7 vehicles at street in front. Built in 1952, the property has had extensive top to bottom renovations.

Luxurious Living In Edgartown Village -

Elegant Katama Home and Guest House with a Pool. This warm, inviting home is a thoughtfully designed, self-contained compound in the heart of Katama between downtown and South Beach. The main house is 3,782 sq, ft. and has a combination of intimate spaces to retreat along with larger spaces to gather. It features 4 bedrooms, 4A1/2 baths. The primary home overlooks the landscaped yard with a heated pool, spa & beautiful patio. The main house is separate from the magical 1-bed guest house is 784 sq. ft. is tucked away off the back of the property and sits by the edge of the pool patio. A covered porch welcomes you into the home where nothing interrupts the flow of activity and view of the lawn and pool. A gas fireplace is the heart of the living room. Accordion folding doors in the dining room open into an enormous 742 sq. ft. screened-in porch w/vaulted ceiling and skylights. The wood-burning fireplace is the focal point of the room. From the screened porch, there is access to both decks and an outdoor shower. The owner shared, ''The screened porch is our favorite spot, from morning coffee and afternoon games to fun dinners filled with lively conversations and laughter.''

Luxurious And Living At The Field Club - Luxurious Living At Field Club - Experience the epitome of luxurious and carefree island living at Seven Field Club Lane. This elegant and classically-styled home offers a private membership to the Field Club, providing access to a wealth of amenities including swimming pools, tennis and squash courts, a full-service spa and fitness club, private dining options, and custom-designed activities for all age groups. Designed by renowned architect Patrick Ahearn, this exceptional home is a masterpiece of superior architectural detailing. The open floor plan seamlessly integrates indoor and outdoor living, with four sets of French doors leading to the covered portico, terrace, and private yard. The professionally decorated interior creates a tranquil and inviting atmosphere. Offered turnkey with exquisite indoor and outdoor furnishings. The site plan includes designs for an Ahearn-designed pool and cabana.