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Explore homes for sale in Martha's Vineyard.

Explore our entire selection of premier Martha's Vineyard rentals to find the stay of your dreams.

Tashmoo

LUXURIOUS LIVING AT THE 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 and constructed by Colonial Reproductions, this exceptional home is a masterpiece of superior architectural detailing. From the random-width oak floors to the custom millwork and raised paneling, every aspect exudes quality and craftsmanship. 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, with its calming palette of sand and sea-inspired colors, creates a tranquil and inviting atmosphere. Offered turnkey with exquisite indoor and outdoor furnishings, this meticulously maintained home is truly move-in ready. Additionally, the site plan includes designs for an Ahearn-designed pool and cabana, adding further allure to this already stunning property. Conveniently located between Edgartown Village and South Beach, this home offers easy access to both the vibrant town center and the sandy shores of South Beach. Embrace the opportunity to enjoy a sophisticated island lifestyle in this gorgeous, move-in ready home.

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7 Field Club Lane

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Lovely, wooded, level lot with a southerly orientation and a small view channel of the Nat's Farm meadow over abutting property. The lot is now ready to go. It has been staked and tagged; perc test done, well installed and septic plan for five bedrooms filed and approved pending submission of house plans by the new buyer. This is the last undeveloped lot in Nat's Farm - an area of fine homes with conservation meadows on both ends of the subdivision and abutting the State Forest all across its eastern boundary. Walking trails give access to both the meadows and the State Forest bike trails. Very near the West Tisbury School and not far from the village center.

15 Alex Way

Private Oyster Pond waterfront residence on 3-acres with a private dock, manicured lawn, and beautiful gardens. This traditional 5 bedroom, 4.5 bath home boasts a unique design flooded with natural light. Incredible views of Oyster Pond can be enjoyed from the gourmet kitchen and the spacious living room featuring cathedral ceilings with exposed beams and a stone fireplace. The dining area offers access to the spacious mahogany sundeck overlooking the private heated pool and gardens. The first-floor primary bedroom includes a home office and views of Oyster Pond. The guest bedrooms and baths are on the lower level with private access to the pool area. The mudroom entryway provides convenient access to the two-car garage. A guest apartment located above the garage with a full kitchen, bath, laundry, a spacious living room and bedroom.  This thoughtfully designed space offers guests ample privacy. The expansive lawn stretches to the edge of Oyster Pond where you can enjoy clamming, kayaking, paddle boarding, swimming, and boating from your private dock. Oyster Pond residents enjoy exclusive access to the Pond and the sandy beach on the Atlantic Ocean. A truly special Martha’s Vineyard escape in one of the Island's most coveted locations.

81 Oyster Pond Road

Beautifully restored Intown Home built in 1840. 4 bedrooms 3.5 bath.The Uriah Morse House.  High Ceilings throughout. Original wood floors. Three newly relined fireplaces with original mantles. First floor bedroom with private bath. Second floor Primary Bedroom with fireplace and ensuite bath with free standing tub and luxury shower. Two additional bedrooms and full bath. Many original details. This home was completely renovated in 2016 inside and out. All new electrical, plumbing, double panel windows with wood sashes, roof (35 year) shingles, *siding, *shutters, bathrooms, plaster and mechanicals. Lovely fir outdoor deck accessed from dining room and upscale kitchen with pantry, laundry room and half bath. Outdoor cedar shower. Irrigation. Central Air.   shed and outdoor shower in yard. Garden shed. Lovely gardens with stone border with a little room to be creative. Propane FHW and FHA systems.

26 Morse Street

Discover your new Edgartown home within this new construction project, only minutes to Main Street. Offering 4 bright and sunny bedrooms and 3.5 well-appointed baths, this home combines traditional design and casual elegance. Upon entry, a bright open-concept living space flows from the well-designed kitchen, with large center Island, stainless appliances, and great cabinetry to an inviting living area with sliding doors to the deck and rear lawn. One of the two primary bedrooms are on this floor with en-suite bath along with a laundry room and powder room. The open foyer and staircase lead to three additional bedrooms, one with private bath and a shared bath between the other two. Step outside through sliding doors to the hardwood deck overlooking the large flat back yard. The lush landscaping and privacy fencing set the stage for backyard fun and outdoor dining.  An additional 1,100' (approximately) of finishable space in the basement can provide ample bonus space. Situated on a conforming lot, this property offers ample space for a potential 14x30 (or bigger) pool and garage or pool cabana. Benefit from the convenience of town water and sewer connections, allowing for effortless island living. The proximity to Morning Glory Farm, the bike path, and the easy walk to town adds an extra layer of convenience.

5 Ogden Lane

EDGARTOWN VILLAGE:  
Tucked away on a quaint lane, this 3-bedroom,1-1/2 bath, village home is MOVE-IN READY.  High ceilings downstairs, charm throughout. All 3 Bedrooms and full bath are on the 2nd floor.  Living, dining, kitchen and guest bath on the 1st floor. Carpeting over original hardwood floors on both floors. New wiring, new furnace, new oil tanks, and town sewer connection are a few of the many substantial upgrades. The unexpected is the lovely tranquil yard where you will look forward to relaxing and escaping to. Offered FULLY FURNISHED.  This LOCATION puts you moments away from the fun. Coming and going is a breeze! Harbor, Beaches, Galleries and Restaurants are steps away! 
One more FABULOUS PERK: The Summer ferry, the Pied Piper, from Falmouth Harbor docks at nearby Memorial Wharf. From there, a short 2 block walk and you’re home! So RARE to find a village home so rich in comfort, convenience, and Island charm at this price. A MUST SEE to appreciate! PREPARE TO BE SURPRISED ~~ AKA:  GOOD VIBES!

61 Simpsons Lane

Spectacular 35 acre Boldwater Association waterfront estate on Edgartown Great Pond with breathtaking views over 1,000 ft wide low brushy pond front terrain and across the 3/4 mile wide Lyles Bay, dreamy Swan Neck Point, the 1 1/2 mile wide main pond and barrier beach to the ocean beyond.  The handful of well pruned trees on the property enhance the water views.  The sophisticated and charming quality house was built by Andrew Flake, arguably the finest Vineyard builder over the last 40 years.  Mark Hutker created an innovative design with an arc shape nautical theme so every room faces the water.  The 3 second floor bedrooms enjoy large terraces and the first floor primary bedroom opens to a nice deck and quiet garden sanctuary.  The handmade luxury kitchen cabinetry and extensive woodworking were done by Smallbone, a British Company noted for time honored design and craftsmanship.  Adding to this estate, reflecting decades of careful planning and development, is a lovely private pool and pool house, 4 room guest suite over the garage with large deck, two stone wall enclosed specimen fruit tree meadows, a large field circled by a grand stone wall, a idyllic lily pond and two miles of private trails.  Last but not least, are 14+ subdividable acres. Keep boats and small craft on your mooring at waters edge for a short trip to the 3,000 ft Boldwater private beach.  Boldwater is 38 homesites on 450 acres with 150 acres of conservation and abuts approx. 1,500 acres of conservation lands and a few large estates.  A most remarkable rural area convenient to town and the airport.

32 Boldwater Road, 3 Jacobs Neck Road

An incredible opportunity to build the house of your dreams in the exclusive Field Club in Edgartown. Current owner hired Patrick Ahearn to design a classic 5-bedroom home with an amazing floor plan, attached garage, pool with pool house and even a party barn. The main house foundation was installed and is ready for someone to jump to the front of the line and complete this project. Offering includes plans, permit, the foundation that is installed and pump chamber. All utilities are stubbed to the property line. Includes Katama membership to the Field Club. This neighborhood is sold out and rapidly appreciating desirability and value.

26 Field Club Drive

35 Double Ox Road ~BUILDING LOT FOR SALE in LAGOON RIDGE ~  2 BEDROOM LOT + FLEX ROOM ~BUILDING LOT 17  (construction drawings for building permit are the buyers responsibility) draft design plans are available in documents..Lagoon Ridge "Oak Bluffs Newest Neighborhood" You can’t beat this location and setting! Perched 95 feet above the Lagoon with Colorful BIG Sky Sunsets and Salty Sea Breezes in the air. LOT 17  is one of the building sites in Cluster C (which is comprised of 13 lots and 10 are SOLD. The buyer is responsible to secure their builder and building permit. All utilities are at the curb including water, electric and private Amphridome wastewater system. Don't Wait this is a terrific opportunity to build your ISLAND home in this PRIME CENTALLY  Located OAK BLUFFS location abutting acres of conservation land with many bike and hiking trails. PLANS ARE IN DOCUMENTS the FLEX Plan requires a 9" ft opening call agent for details!..CALL for a PRIVATE TOUR ..ACTIVE BUSY BUILDING SITE with lots of activity!

35 Double Ox Road

East Chop charmer. This property is nestled in the heart of East Chop and offers spectacular views of the Sound from the living room, screened porch, primary bedroom, and two large water-facing porches. You can watch the ferries coming and going and the sailboats cruising by. East Chop Drive is one of the island's favorite walking spots and it's right in front of this property. The house has been well cared-for and there is also ample opportunity to put your finishing touches on it. In addition to the 4-bedroom, 3-bath home there is a large garage that offers options for the future owner.

9 Weston Avenue

Wooded parcel in Vineyard Haven located off scenic Lamberts Cove Road.   Conveniently located to Tisbury Center and neighboring Vineyard Open Land Foundation’s Cranberry Acres.  A recent survey has been completed, identifying right of way and wetlands, all other engineering and permitting is the responsibility of the buyer. A License to Sell issued by the Dukes Probate and Family Court is a requirement for sale.

0 Lamberts Cove Road

Vineyard Haven near the Lagoon This wonderful retreat from the world abuts the Brightwood Park/Sheriffs Meadows and will be “forever wild”. Natural landscaping with stone walls, pathways and steps lead to the home’s entrance. The main level of this Island Home features an inviting open floor plan with wood planked cathedral ceilings, gleaming hardwood floors and two sets of double sliding doors that bring you out to an expansive deck with stainless cable rails to allow unobstructed views of the treed backdrop. The open kitchen has a Subzero fridge, Bosch cooktop, double drawer dishwashers, pantry and an island for entertaining. A separate office on the otherwise open plan of the main level allows for privacy. The primary suite on the 2nd level has a new luxurious bath complete with soaking tub, walk in tile shower and a second spacious bedroom and an additional new full bath complete the second level. On the lower level you will find a spacious walkout apartment suite with private entrance, full kitchen and living room, bedroom, new tiled bath & laundry for rental income or guest quarters. Well located close to the bike path and convenient to the Village and Harbor.

30 Hillside Path

NEWER CONSTRUCTION, with POOL, walking distance to Edgartown Village! I in 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 its 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!

11 Jordan Way

NOT A BUILDABLE LOT. An incredible opportunity to stable your horses or grow flowers, vegetables and fruit trees. Two of the lots abut Stoney Hill Path, a protected ancient way that connects to miles of trails. Known as the "Stable Lots" these three parcels are being sold together by Stoney Hill Farms Home Owners Trust. As per the MVC, DRI from 3/5/1987, the use is limited to stables, riding ring, and pasture or as agricultural use. There can be a maximum of 4 stalls. There is currently water and electric at the site. Any fencing would have to be approved by the Architecture Review Committee. Vehicles and commercial equipment cannot be stored on the lots. No bedrooms allowed on these lots.

32,36,&40 Bailey Park Road

Welcome to this charming four-bedroom residence nestled in Smith Hollow. Situated on a .90-acre lot, this property offers a perfect blend of space, comfort, and investment potential. As you enter, you'll be greeted by an expansive open kitchen, living and dining room that leads to an inviting screened in porch and deck off the back of the house. The two bedroom wings flank the main living space, providing ample space for family and guests, ensuring everyone can enjoy their own private retreat within the home. One of the standout features of this property is the expansive backyard, which not only offers plenty of room for outdoor activities but also presents the perfect opportunity for a pool with town approval. Just over 2.5 miles to Edgartown Village, with easy access to the bike path at the end of the road making this location ideal. This property also boasts impressive rental history that adds to this well-rounded offering, look no further.

41 Smith Hollow Drive

A private magical setting.  Enjoy your morning coffee overlooking a splendid Koi pond surrounded by mature trees, shrubs and perennials.  Truly an oasis of nature.  This location, on a quiet side street just off the Edgartown/West Tisbury road, is close to town, South Beach and Morning Glory Farm.  A beautifully  custom built Post and Beam home has been artfuly crafted with a variety of hardwoods and has two outbuildings tastefully set among the flowering trees. 
Central to the design is a breathtaking great room with 17 foot ceilings that opens to the dining and custom kitchen with cherry cabinets.  The carefully designed kitchen flows effortlessly with a 4 burner Wolf stove, two built in ovens and a large walk in pantry.  Summer entertaining could not get better in the large screened porch overlooking the beautiful grounds. 
The first floor offers a bedroom with full bath and laundry. Second floor features the main bedroom with a magnificent mission style window overlooking flowering trees.  A fully finished lower level has a  propane gas fireplace, wet bar, custom built ins and a full bath. Perfect for entertaining large gatherings.  
A 5 bedroom septic adds added value to the property and there are plans available for a 900 square foot guest house ready to submit for permitting. 
This is a rare opportunity to own a large lot close to town and beaches with great possibilities.

7 North Bog Road

Newly built custom home located in Katama, just a short walk to Edgartown and a quick bike ride to South Beach. 
A new owner will appreciate the thought and attention to detail that has been incorporated into this home which was designed and built by experienced building company, Speedwagon Partners.

Featuring a combination of contemporary design and expertly crafted details like bespoke cabinetry, porcelain and quartz surfaces and white oak flooring, the home instantly feels very luxurious and elegant. 
There are a total of four bedrooms and four full baths plus two half baths and two laundry rooms.  The living spaces are open to each other yet also defined, with an abundance of natural light thanks to oversized windows and high ceilings. The living room fireplace, Wolf and Thermadore kitchen appliances and a 10 foot quartz island are just some of the features that make this property stand out. 
A finished lower level completes the home and the property is well landscaped focusing on a gunite pool and hot tub with tasteful stonework, gas fire pit and decking.

11 Brushy Lane

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; it's an access pass to the serene pleasures of Lagoon Pond with its deeded rights - imagine mornings spent kayaking, afternoons of blissful boating, and evenings of peaceful swims. A walking path near the property connects to 16 acres of trails (Brightwood Park and Land Bank) and takes you to the Lagoon, with a small beach and kayak storage.

The residence boasts two cozy bedrooms, complemented by a versatile flex room that adapts to your lifestyle needs. Central to the home is an inviting open-plan dining and living area with fireplace, designed for both relaxation and social gatherings. The highlight is a spacious 320 square-foot three-season room, a sunlit space that extends beyond the home's listed square footage, offering a peaceful haven to enjoy the natural surroundings.

Practicality is not forgotten, with a full walk-out basement providing generous storage options or the potential for further living space development. Additionally, the walk-up attic presents an opportunity for creative expansion, subject to your vision and style.

The outdoors is equally charming, featuring an ample lawn, setting the stage for endless outdoor enjoyment and landscaping creativity.

Ready for its new chapter, this property invites you to infuse it with your personal updates and make it your own. Please note, the property is being sold as-is, with a new enhanced septic system required, which will be the responsibility of the buyer. Per the Tisbury Board of Health, 3 Bedrooms will be allowed once the new septic system is installed.

Embrace the opportunity to own a slice of Martha’s Vineyard’s magic, where each day feels like a step into a serene, picturesque world.

7 Elm Street

OCEAN HEIGHTS OPPORTUNITY - 4 BR home on 1.10 acres in R20. This oversized, double lot with multiple outbuildings offers a unique opportunity to develop the existing single-family with a guest house and pool and/or subdivide, with proper permits from the Town, into two conforming lots.  PLEASE NOTE: The property is in need of renovation as well as the removal of significant debris, and is being offered "AS IS."

11 Anthiers Way

With a post and beam feel this 4 bedroom 2 bath home has loads of potential charm. Located in a convenient in town location on a quiet street. Just a short distance to Main Street Vineyard Haven and the beaches. Rustic open beam ceilings on the first floor and vaulted ceilings on the second. 4 spacious bedrooms, 2 full bath, full basement, Propane hot air heat. 4 bedroom septic. This property is being sold is "AS IS" condition. One owner has a MA real estate license.

20 Leonard Circle

Set back and overlooking a sprawling front yard from the quintessential farmer’s porch you can envision family and friends enjoying the outdoors! Soaring cathedral ceilings and beautiful craftsmanship will immediately capture your attention upon entering this expansive cape style home. Many upgrades make this a gracious charmer from the get go.. The floor plan is fabulous, from the bright large kitchen outfitted with ample granite counters, rugged commercial Wolf stove, wine fridge and eat-in counter plus table eating is perfect for family gatherings and entertaining. SOLID is the best way to describe what you will experience when you visit this home. Post and Beam construction levels up with Energy Efficient SIP style of insulation plus Radiant heat through the floors. Central AC and great use of sized windows lets all the light in! First floor primary bedroom is spacious with walk in closet and full bathroom with tub. There is a 2nd bedroom that is currently being used as a TV room. 2 more sizeable bedrooms ensuite and closets complete the 2nd floor. The Lower level is partially finished with key and perfect for multigenerational flex space and or a game room or office. Bring your imagination and personalize the possibilities! There is more! A large Garage with additional space above that can be finished for other creative use. Situated on .89 acres of land, so much yard for all occasions. Lawn games, get togethers outdoor fun all surrounded by beautiful landscaping and Abutting a buffer of Common Land! This is an impressive home base perfect for year-round, a fabulous vacation spot and or generate impressive rental income. Meadow View Farms is a lovely welcoming community that offers beautiful walking paths, along with Association Tennis courts. Perfectly convenient to the bike paths, bus routes central to the down island towns. Title V inspection has been completed and passed.

4 High Meadow Lane

Sunny and bright describes this sweet home settled off of State Road in Chilmark. Well located near Menemsha Pond, the Chilmark Store and the Chilmark Community Center, this is a great home for summer or year-round living. The original house was built in 1856 and has been added onto creating a south facing kitchen and living space with wrap around windows and tons of natural light. Off the living room is a northwest facing, all season, glassed in porch which captures the last rays of the sun. This house has been well loved and well maintained. On site is a heated workshop/studio barn with a large  finished private space above. Attached is a double car garage. The property is well landscaped with mature gardens and old stone walls lining the boundaries.

76 State Road

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 breathtaking scenery. This classic home is a rare Vineyard offering and not to be missed.

2 East Side Road & 60 Bay View Avenue

World class sunsets! Rare opportunity -------------------- Buildable lot in an area of very substantial homes. It may be possibly to have water views of Vineyard Haven harbor. This is a prestigious location, which is very convenient to beaches, a bike path and both downtown Oak Bluffs and Vineyard Haven. Your future house can possibly have up to 7 bedrooms subject to the Board of Health's approval of septic plans. The house height limit is 32' which means that it should be possible to build a three story home. The aerial picture was taken by a drone to give you a nice sense of how special this location is.

35 Temahigan Avenue lot 5

Custom contemporary 5-bedroom home with heated Pebbletec pool and Deep Bottom Pond Association Access to Tisbury Great Pond. This spacious layout boasts two primary bedroom suites, two guestrooms, and a private guest suite. The open floor plan is perfect for accommodating a large group and entertaining, with the home centered around the kitchen, dining and living spaces. The front entry takes you into the dramatic cathedral ceilinged living room which is lined with floor to ceiling windows, fireplace and access to the mahogany deck and outdoor entertaining area. The kitchen has Viking appliances, granite countertops, two stoves, a second sink and drinking water station at the island and a dedicated pantry with second refrigerator and new washer and dryer. The dining room also flows right out to the deck, while the den with tv is tucked off the kitchen. The first floor also has a primary suite with bathroom and a separate powder room. The second floor landing is big enough for an office and has a private deck. The second bedroom suite has it’s own bathroom, followed by two guest bedrooms which share a hall bathroom. Wrapping all the way around at the end of the second floor is a private and expansive third guest suite with living room, dining area, fireplace, bedroom and private bathroom. 
Recent upgrades in the last year include new hot water heater, new furnace, refurbished air-conditioning system, reverse osmosis whole-house water filter, whole-house propane fueled generator, remote controlled 1,000 gallon propane tank. As well as a new roof in 2018 and radon mitigation system. The two car garage is heated, and outfitted with a small woodworking shop. 
Sited on 1.47 acres, the mature perennial landscaping, irrigation and fenced-in raised-bed gardens, plus a newer grill all enhance the back yard’s bluestone, terraced patio and outdoor dining areas. Neighborhood amenities include manicured roads, field views  and walking trails around 32 acres of pasture, association tennis, and deeded water access with boat storage. With Lambert’s Cove beach access, and a 15 min drive into downtown Edgartown, this location can’t be beat!

18 South Pond Road

Excellent turnkey Edgartown opportunity! This warm, post and beam, three-bedroom home is conveniently located in the Birnam Woods association, tucked back off Edgartown West Tisbury Road. The property is easily accessible to Edgartown Village, the bike path, Morning Glory Farm, Vineyard Golf Club, and South Beach by way of Meetinghouse Road. The house has had tasteful updating and features an open concept first floor offering a kitchen, dining room, and a living room with fireplace that opens onto the deck, and full bathroom. The second floor has the primary bedroom and generous guest bedroom with a shared bathroom and the third floor is another bedroom with bonus hang out space - perfect for kids. The full basement is clean and well maintained and offers high ceilings, it would be easy to finish off as additional living space. The property also has a garage with large unfinished space above with many possibilities, an outdoor shower, and lovely plantings around the house. The property has access to the association tennis, and offers a solid rental history. Rentals are booked for July and August (rental income to transfer with the property) and the home is being sold furnished to accommodate the rentals in place. The home is connected to town sewer allowing for expansion up to 7 bedrooms. A pool is also a possibility within R60 setbacks. This is an inviting move-in ready home waiting to welcome family and friends as your personal island retreat or as a solid rental investment.

19 Duncan Close

Remodeled 2 bedroom 1 bath, all renovations are with in the last two years.  Large 20,000  square foot lot will support a garage and or 2nd dwelling. Could possibly be subdivided with some creativity. Close to town and public beach.  3 Bedroom septic.

60 Bernard Circle

Start enjoying the very best of Edgartown living and all the joys of the Vineyard lifestyle effortlessly at Fairway Village,a distinctive circle of bespoke luxury townhomes set on 1.51 acres near to town and harbor. A rare combination of convenience and character, a stately residence built with exquisite craftsmanship and detail, such as crown molding, soapstone countertops and fireplace surround, heart pine flooring, central air conditioning, and custom details throughout. On three floors, the thoughtfully designed floorplan includes four large bedrooms, three full tile and stone baths, two half baths, 10-foot ceilings, and a well-equipped chef's kitchen. Two of the bedrooms are private suites with a full bath, one on each floor; there is also a fully finished basement with a laundry room and half bath (approx. 1,008 square feet of additional living space, included in the square footage provided). The dining room opens onto a private bluestone patio with a privet hedge leading to lawns and an outdoor shower. Detached garage. Offered fully furnished with a strong rental history. Located next to the Edgartown Golf Club for wooded privacy and close to Upper Main Street shops, restaurants, post office, banks, and groceries.  Offered furnished, this exceptional residence presents an extraordinary opportunity for those seeking the ultimate in luxury living or investment.

3A Magnolia Way

This distinguished four bedroom home in Deep Bottom Pond is meticulously maintained and ready for the 2024 season. The grand front foyer and first floor layout give ample space for gathering inside and outside, the screened in porch and wrap around deck do as well. The elegant living room is at the center of this home, with wood burning fireplace and massive french doors that lead out to the deck. The first floor bedroom has access to a full bathroom as well as privacy being tucked away from the main living space. The second floor landing features a breezeway separating the primary suite from the guestroom wing and allows lots of light to play around in both the first and second floor spaces. The oversized primary suite has a private bathroom and private balcony overlooking the lovely back yard greenery. Two guestrooms are on the other end of the breezeway as well as full hallway bathroom. The lower level is fully finished, carpeted, and has a fourth full bathroom. The mahogany decking wraps from the front porch, all the way around to the screened in deck, where you can enjoy privacy and nature amongst the beautiful gardens. The generator and the attached two car garage are the perfect features for ease of living here all year round. Neighborhood amenities include manicured roads, field views and walking trails around 32 acres of pasture, association tennis, and deeded water access with boat storage. With Lambert’s Cove beach access, and a 15 min drive into downtown Edgartown, this location is outstanding!

230 Pond Road

Chappaquiddick: Beautiful 9-acre parcel, a stone's throw away from  Quammox Preserve, offering 30+ acres of conservation and water access on Katama Bay. The designated building envelope, perched high, affords water views and can accommodate a main house and guest house.  Just off the paved road, the property is conveniently located near all the Chappy favorites- beaches, trails, a community center, and  Slip Away Farm! Much of the preliminary engineering work has already been completed to help ensure ease of building. A wonderful opportunity!

2 Quammox Road

Rare in-town mixed use land opportunity. 9000 square feet of level easy to develop land in the heart of Tisbury. This parcel can be tied into town sewer and water and offers the opportunity for a mixed-use development with either or both commercial and residential applications. Build your dream business and have housing or a condo above. Upper levels may offer distant views.

46 Lagoon Pond Road

1 Marchants Path is an elegant colonial-style home nestled near historic Downtown Edgartown. Offering three spacious bedrooms with custom walk-in closets, two full and one-half bathrooms, and over 2,250 square feet of living space throughout. Featuring a double height main living and dining room with expansive sliding glass doors offering immense natural light, passive solar gains and gas fireplace. The open floor plan seamlessly connects the entertainment spaces to recently renovated gourmet kitchen highlighted with new stainless appliances, quartz countertops, gas range and island eatery. The primary suite offers a full ensuite bathroom, walk-in closet and private lounge with direct access to the rear deck and outdoor shower. Thoughtfully designed mudroom features an easy access main level linen closet one of two laundry. Luxuriate in the al-fresco experience afforded by the expansive covered screened in porch, a thoughtfully designed outdoor dining area with luxurious teak furnishings and two outdoor showers. A detached artist studio offers an additional space for entertainment or creative pursuit. Sited on a lush and private half-acre parcel affording pastoral views of nearby farmlands, located down a private road with ease of access to the bike path, library, shopping, fine dining and nearby beaches of Katama. The partially finished walk-out lower level boasts a bright bonus living space with glass sliders, extra storage, secondary laundry room and attached one car garage. Meticulously maintained and lovingly improved, this home boasts a strong rental history and is offered fully turnkey.

1 Marchants Path

Located at the end of the street this adorable home has a lot going for it.  Sited on a hillside there is a full walk-out lower level with access onto the gracious back yard.  The home is compact and easy to heat and cool with the recent addition of mini-splits.  A large deck at the entry grants access into the open living room- kitchen area.  2 comfortable bedrooms are on the main floor with a shared bath and washer/dryer.  The home has cathedral ceilings and skylights making it very open and airy feeling.  The oversized septic has passed and may allow the new owners to expand the home and add a bedroom by permission of the board of health.   This is one of the most affordable homes on the market and has low taxes to ease the costs of ownership.  Square footage does not include the lower level of the home.

59 Fourteenth Street South

Discover the charm of Old Lighthouse Road in Vineyard Haven with this recently renovated home that offers both comfort and versatility. Situated in a quiet neighborhood, this property presents an excellent opportunity for those seeking a cozy dwelling. Thoughtful updates and attention to detail shine throughout. The kitchen has been tastefully remodeled, boasting modern appliances, butcher block countertops, and plenty of storage space. The home features 2 spacious bedrooms, a second floor loft and 2 full baths.  The standout feature of this property is the expansive 500 sq. ft. renovated shed, offering endless possibilities. Whether you envision it as a workshop, a home office, a hobby space, or additional storage, this versatile area is ready to adapt to your specific needs. Outside, a well-maintained yard surrounds the home along with a spacious deck. Old Lighthouse Road presents an idyllic setting, providing a peaceful retreat while still being conveniently close to the amenities of Vineyard Haven. Explore the vibrant downtown area, local dining options, and enjoy easy access to Owen Park beach.

50 Old Lighthouse Road

Designed to Capture the views of the Vineyard Sound and beyond. Built in 2017 and created to be a comfortable home for year round or Summer living. 4 Over-sized Bedrooms, 2.5 bath Rooms on Two levels with covered decks facing Vineyard Sound and the lagoon. First Level features 3 bedroom, spacious family room, full bath with laundry and storage . The second Level features open floor plan with a gourmet kitchen, stainless steel Thermador appliances, stone counter tops, gas fire place and abundance of cabinets.  The master en suite has high ceilings with master bathroom , spacious closet and amazing views of the Sound and Lagoon ( unobstructed views ) Come tour - it's a must see.  Whether you're looking for passive income or year round relaxation this is the perfect home !  The exterior offers an outside shower , grilling area , spacious front and rear yards , walking distance to Eastville and Martha's Vineyard Land Bank Parking and Beach

28 Beach Road 28

This beautiful wooded 4.12 acre parcel of land is peaceful and serene, and ready to build. The well is installed, boundaries staked, perc test approved for a five-bedroom home and a septic plan designed. The large, flat building envelope on this parcel offers many siting possibilities, the ability to create a meadow and open gardens or keep a more wooded feel, and the land is grandfathered for a possible guest house. The sought after Plum Bush Point neighborhood is located between two large conservation preserves, the 91-acre Short Cove Preserve and the 173 acre-Sepiessa Point Reservation. Launch your kayak or small boat from the Sepiessa Point Reservation just around the corner. This is a wonderful piece of land in a special location…private and close to nature yet convenient to West Tisbury town center and centrally located on the island, essentially equidistant from here to Menemsha Harbor, Edgartown Main Street and Tisbury Main Street. This property provides natural beauty and easy access to all the Vineyard has to offer, including access to Lambert's Cove Beach. Spend your day hiking miles of walking trails or exploring the waters and beaches of the South Shore, Tiah’s Cove and Tisbury Great Pond, and then come home to your private and quiet country retreat.

25 Plum Bush Point Road

LUXURIOUS LIVING AT THE HARBOR VIEW CAPTAIN'S COTTAGES - Near the end of North Water Street, overlooking Edgartown's picturesque harbor and steps from the iconic lighthouse, sits the most storied hotel on Martha's Vineyard. Built in the 1890s and after a $30 million renovation, the Harbor View Hotel is more than ever the "Grande Dame" of the island and a beloved destination for those who love the unpretentious charm of the Vineyard. Sprinkled across the property, the Harbor View Captain's Cottages offer 18 private residences with full-deeded ownership in the heart of all the hotel's refined amenities, while giving you an exclusively private way to enjoy your time on the Vineyard. This 2-Bedroom, 2-Bathroom first-floor residence is located in Captain Huxford Cottage, which has undergone a complete refurbishment in 2021 and features fresh and inviting living spaces with furnishings that evoke Vineyard style and life lived near the sea. Enjoy morning coffee on the covered porch before a day lounging at the newly renovated hotel pool and cabanas. Have the Concierge book a tee time or pack a picnic for your afternoon relaxing with a book at Fuller Street Beach or Lighthouse Beach. Gather on the spacious veranda for sunset cocktails or grab your favorite table at the hotel's top-rated Bettini Restaurant, while the Chef prepares your favorite meal. Bicycle or stroll around Edgartown Village and enjoy the many art galleries, shops, and restaurants -- all surrounded by the beauty and historic charm of the village. Ownership at the Harbor View Captain's Cottages has been thoughtfully contemplated to offer fine service and unsurpassed experiences for Vineyard lovers of all ages. Owners enjoy a myriad of benefits including dining and lodging discounts at the hotel. Daily housekeeping and property management services are included and there is also a fully managed rental program available for when owners are not in residence! The Harbor View Captain's Cottages offer carefree second home ownership and the opportunity for idyllic in-town living.

131 North Water Street 91 - Captain Huxford Cottage

Located on a beautiful, private 2.6 acre lot, this well-maintained home is move-in ready and awaiting your personal touch! Pool, manicured yard, plentiful parking, attached garage, large basement, outdoor shower and many more features make this spacious family home versatile and accommodating to your needs. You're able to enjoy the patio and pool with a built in fire pit during the summer months and also cozy up by the fireplace in the living room during the winter. The layout of this home is very appealing with an open kitchen and dining room, with all modern appliances and granite counter tops. Library, living room with doors into an office and also a second living room or guest space, with half bath, are all on the first floor. Beautiful hardwood flooring throughout. Going up, you'll find four bedrooms and two full baths on the second floor. The main bedroom has large closets and private bath. The basement stairs lead down to a partially finished room and then into the basement itself, which has abundant storage space. There is also an attached shed. The one car garage is clean and freshly painted, with extra storage space as well. Heading outside you will see that this property is very private, with grass in the front and back, trees, and surrounded by woods. This is a must see! Easy to show.

75 Skiffs Lane

Beaming with antique charm, you’ll find this three-bedroom FARMHOUSE WITH A GUEST COTTAGE in North Tisbury. This inviting home offers a wonderful balance of  early architectural details with some modern day enhancements. Highlighting the original exposed beams and wood floors, custom built-ins, and two original brick fireplaces in the kitchen and the dining room. The heart of the house, the renovated kitchen with vaulted ceiling, a center island crafted with Cambria quartz countertop, new wide plank Oak floors, Restoration Hardware lighting illuminates the space creating a feeling of casual elegance in this gathering spot. The sunlit kitchen has newer oversized windows and glass doors offering a seamless transition between indoor and outdoor for summer entertaining on the back deck and the expansive yard.
In keeping with the charm of the main house, this one-bedroom guest cottage is sweet, with its recent updates ensuring both comfort and convenience. It has own private front deck and parking area. A quaint space for guests to relax.
 The backyard has recently been brush cut and cleared to provide more space to play, garden, or to add onto the property.  A convenient West Tisbury location – just around the corner from North Road and several conservation walking trails nearby. A short drive to Menemsha Beach, Lambert's Cove Beach and a few steps to State Road Restaurant, North Tisbury Farmstand, and more. A sweet Island Retreat nestled in the heart of West Tisbury!

670 State Road

The living comes easy at this three-bedroom Oak Bluffs condominium in the highly regarded Hidden Cove Association. This spacious unit offers a bright, open feel on all three levels- living, dining, and kitchen, which extends to an outdoor deck on the main floor, a primary suite with a private sitting area on the upper level, and two spacious guest rooms and a bath on the lower level. Amenities are plentiful and include enjoying the heated pool exclusive to condo owners, water access on Sengekontacket, and tennis courts. A fantastic opportunity to enjoy all the benefits of home ownership without the hassle!

40 Hidden Cove Road 16

WATERFRONT - Inviting property, just a half mile from town and ferry, is comprised of 2 contiguous parcels plus a 6000 square foot waterfront lot totaling 1.72 acres of land with stunning views down the Lagoon toward the drawbridge and Vineyard Sound beyond. The spacious, 3,640 square foot home was sited and designed to take advantage of those views. The home has multiple gathering spaces on all three floors including an additional 700 square feet in the finished lower level that is not included in the square footage of the home. A comfortable patio with pergola at the front provides outdoor seating with an unobstructed view of the water where you can moor your boat. The large deck at the rear, with a hot tub and a stonewalled garden area with lighted koi pond, completes the experience. 

In addition to the lot with the home, included is the access road to the property itself (Burts Way), and a small waterfront parcel on the Lagoon, which gives the buyer priority access to a mooring in the Lagoon. The property has a substantial rental history. This area, upper Lagoon Pond Road to Hines Point and Weaver Lane, has seen significant upgrades and investment in recent years and that is ongoing at this time.

36 Burts Way

Situated in a quiet neighborhood, this .25-acre lot offers a level and square space, perfect for building your island home. The location is ideal - just about two miles from the lively downtown of Oak Bluffs and less than a mile from the Lagoon Pond town landing for fantastic boating or kayaking. Engineering work is complete, and the lot is approved for a 1-bedroom house, fitting within Zone II regulations. Additionally, the neighboring lot, which includes a 2-bedroom home, is offered for sale at $720,000, presenting a prime opportunity to increase your living space or investment on Martha's Vineyard.

92 Pennsylvania Avenue

Welcome to Unit 29, one of the premiere units at Edgartown Commons. This second-floor, corner unit has a modern, stylish feel. Three walls of windows fill the condo with light. Features include stainless steel appliances, granite countertops, modern fixtures, a tile bath, and more. 
Edgartown Commons - a condo association in the heart of Edgartown, Martha's Vineyard, offers a unique combination of private condo ownership and investment opportunity. Located steps from public transportation and just a short stroll to Edgartown Harbor, Fuller Street Beach, Lighthouse Beach, and the many shops, galleries, and restaurants in town. The hotel component currently operates from May - October and offers comfortable accommodations. Under new management for the past couple of years, Edgartown Commons has experienced a rebirth that has increased occupancy rates and income for condo owners who participate in the rental program. Amenities include in-room air conditioning, an in-ground pool and hot tub, a playground, a picnic and firepit area, coin-op laundry, pool shower facilities, and WiFi. There is on-site parking and bike racks. A yearly “Best of the Vineyard” winner, it is a perfect blend of investment and vacation getaway or seasonal pied-a-terre. Rental history and financials are available upon request. For more information about Edgartown Commons, visit https://edgartowncommons.com

15 Mill Street 29

Welcome to 10 Elm Street. Located in a quiet neighborhood near the Lagoon, this unique home consists of a two bedroom cottage with an open floor plan, central heat/AC and many upgrades; beautiful Hickory floors, new Anderson windows, solar panels and a slider leading to the spacious front deck over looking a garden. A large two-story addition was added in 2003 and connected by a breezeway. It offers an additional living room, kitchenette, garage with storage and laundry and access to the fenced in back yard. The second level consists of a sunny, spacious third bedroom primary-suite with room for a sitting area, loft, full bathroom and private deck. The versatility of the layout of this property lends itself to a myriad of uses. There is ample opportunity to gather together-as well as space to spread apart to enjoy maximum privacy. This would make a wonderful year-round home, an Island vacation get-a-way or an excellent option for staff housing. Hiking trails and Land Bank Lagoon access are just blocks away. This property is close to public transportation and allows for easy access to all down Island towns. It is ready for occupancy for the upcoming Summer season!

10 Elm Street

The Preserve at the Woodlands - A terrific opportunity to build to your specifications in an exclusive and prestigious neighborhood in Oak Bluffs. The Preserve has matured into an enclave of significant residences and offers excellent privacy, with convenience to downtown, harbor and beaches. Abutting dedicated open space on two sides with a southern exposure, the orientation is perfect for a backyard pool and patio. The lot has been perk tested and is ready for you to build your ultimate Vineyard compound. The Preserve Homeowners Association is well organized with a strong financial foundation and is presently commencing a beautification initiative to further enhance the entrance and open spaces.

34 Paddock Road (lot 15)

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, a pre-existing non-conforming use for the past 70+ 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 including new wiring, plumbing, insulation, heating/AC, and dredged dockage. Features include high end finishing in all units, as well as beautifully landscaped grounds. The first floor consists of three 1-bedroom units, each with new kitchen, living and dining areas and private covered front porches over-looking the water. The second floor consists of two 2-bedroom units each with kitchen, living and dining areas as well as private covered front porches. A separate detached year-round cottage apt unit with Murphy bed, kitchen, full bathroom and washer/dryer can serve as a rental unit or as live in office for a property manager/caretaker and, has an additional loft area with double bed for kids. Each apartment has electric baseboard heat plus mini-split heat/AC. Generator. Private outdoor shower with dressing area. On town sewer.

47 East Chop Drive

Tisbury Market Place.  Commercial 2nd floor Office Space now available in an successful longstanding business community.  
Currently set up as 3 rooms/offices providing excellent rental purpose and potential along with a reception waiting room.  This floor plan is flexible and can be adapted to and or reconfigured easily if one wishes. 
Plentiful parking.  Scenic waterviews and 2nd floor deck.
Super convenient location and just a short walk to the VH Steamship Terminal, and downtown. 
Seller will provide a $15K credit at closing for AC

79 Beach Road 22

LOT #4 - One of the last lots available in this 5-lot Edgartown subdivision! This group of residences will feature over-sized lots with utilities in place. Division Road is located between Meshacket and Meetinghouse Way, less than 1 mile from the center of town. This concept was thoughtfully and creatively developed in an effort to create a new and upcoming neighborhood. The properties will be able to accommodate up to 7 bedrooms, and offer the opportunity to create your own family compound including all of the popular requests such as garage, pool and pool house. The lots are connected to town water and town sewer and all have an established building/development envelope.  The Seller will be improving the area, the entrances, and implementing professional landscaping. Construction is far along on Lot 1, Lot 2, and Lot 5. Lot 4, which is 1.57-acres, is currently being offered and is ready for your design concept.

63 Division Road

An idyllic, ultimately private compound with lovely topography abuts 87 acres of conservation land.  An extensive renovation was completed in 2021 by a meticulous hand honoring the property's timeless quality.  This magical realm includes a lovely pond viewed from the sunny Main House w/ a 20'x 30' grand Music Room w soaring ceilings and choir loft.  Nearby is a delightful Bunkhouse w fireplace, a 30' x 48' 2-story partially insulated workshop / Barn, Writer's shed w wood stove and Garage. The architecture is an intriguing, harmonious mix of old Vineyard and farmhouse vernacular. Particularly suited for creatives who value beauty and privacy in need of ample space for making things or for large gatherings. A beautifully conceived and maintained world unto itself.

157 Ben Chase Road

KATAMA - NEW CONSTRUCTION - Minutes to South Beach, Edgartown Great Pond & Downtown Edgartown. This Superbly Appointed Custom Built Five (5) Bedroom, Six (6) Bath, (Five Full, 1 Half), Three (3) Story home, with a Two (2) car garage, presently Under Construction in a desirable location of Edgartown off Meeting House Way. Take a bike ride to South Beach, scoot over to Wilson’s Landing to launch your kayak, eat, take flight at Katama Airfield, drive to Vineyard Golf Club, grab lunch at Morning Glory Farm, drive to Downtown Edgartown to eat, shop, or play Tennis nearby. If you'd rather stay at home, this 5,050sq.ft. home with three finished floors, a tree lined back yard, 38' x 16' Gunite Pool, Bluestone patio, mahogany deck and outdoor shower will be an Entertainer’s delight! Elegant and Striking curb appeal with an abundance of living space. GROUND FLOOR: Luxurious living room with fireplace, architectural details and custom built-ins. Dining room with custom built-in drinks|butler's cabinet. Custom designed gourmet Kitchen with soapstone counters, a huge Carrara Marble clad island, Ceiling Height cabinets, and Thermador® Stainless Steel Appliances including a wine tower! Breakfast dining with French Doors leading directly to 30’ Mahogany Deck, onto Bluestone patio and straight into the Gunite pool. Sun room leading to Ground floor Bedroom Suite which has direct access to deck and pool. SECOND FLOOR: A second living room with fireplace, 1st laundry, two more Bedroom Suites with access to Balcony|Deck overlooking the pool. The Primary suite has its own private sitting room, full bathroom, laundry, wet bar and walk-in closet. A third bedroom shares guest bathroom with second living room.  THIRD FLOOR: Fourth Bedroom suite with private bath and additional loft, lined with multiple closets. With three finished floors, there’s plenty of room for guests and plenty of space to get away from the guests! Situated on more than half an acre of manicured land, lots of space to have fun and create many memories. Central Air, Hardwood Floors, Custom tile, extensive trim package throughout. Large two Car Garage. Community Tennis Courts nearby. Seven (7) Bedroom Sewer Connection allows for additional bedrooms. Expansion possibilities. COMPLETION END OF MARCH 2024. PHOTOS - Exteriors are actual house - Interiors are of Similar Home and represent the finished product. Similar Home can be viewed.  Furnishings not included but may be purchased for an additional price.

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