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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.

Exclusives

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.

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26 Morse Street

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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

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

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

CHAPPAQUIDDICK - Just off Chappaquiddick Road sits this three-bedroom, three-bath home awaiting its new owner's creative vision. The efficient first-floor layout with an open kitchen/ dining area provides access to the expansive deck and spacious yard. The finished basement lower level offers additional living space with a private entrance. An oversized detached two-bay garage with a second story is perfect for a workshop and storing all things boating, beaching, and fishing! Less than ½ a mile from the Quammox Preserve affords easy access to the 30+ acres of conservation land and water access on Katama Bay. The property is being sold ''as is''.

3 Jason Drive

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

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

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)

Undulating parcel of woodland located near North Tisbury village amenities, bounded on two sides by stone walls, with an abutting large parcel to the north and the 932 acres of Seven Gates Farm to the west. Access to the property is via Rogers Path, a "special way". The Planning Board has granted a Special Permit to create a curb cut off the way, which will need some work to make it more navigable by vehicle. Limited estate rules apply, meaning that after the Personal Representative (Seller) has accepted an offer to purchase the property, except if agreed otherwise in the purchase and sale agreement called for in the offer, Seller may accept higher offers up to the point of sale; however, Seller will give Buyer the opportunity to match or exceed any 3rd party offer received and vetted. Seller's performance is contingent upon its ability to procure a License from the Probate Court satisfactory to Seller. The property is being offered "as is". To date no perc test has been performed or well installed.

609 State Road

This classic New England home is a true masterpiece of modern living. Nestled on a spacious and meticulously landscaped lot in Katama, this property offers the perfect blend of elegance, comfort, and convenience. The main house features three spacious and beautifully appointed bedrooms, each designed for relaxation and comfort. From the primary suite to the guest bedrooms, every room offers a serene retreat with ample natural light. The main living area is thoughtfully designed with an open concept layout, creating an ideal space for entertaining. A cozy fireplace and large windows enhance the ambiance, providing both warmth and captivating views of the lush surroundings. The french doors open to a deck overlooking the manicured lawn. A state-of-the-art media room, complete with comfortable seating, a large screen, and high-quality audio visual equipment. It's the perfect spot for movie nights, game days, or simply relaxing with friends and family along with a wine cellar just steps away. The carriage house features a three-car garage, providing ample space for your vehicles and storage needs including a large one bedroom and bath upstairs.  Katama Bay View Road is located adjacent to Sheriffs Meadow Conservation land and public access to Katama Bay. Conveniently located near South Beach, one of Martha's Vineyard's most beautiful and sought-after beaches.

24 Katama Bay View Road

A UNIQUE CHAPPY OASIS on nearly 4 acres! - Nestled near the center of the serene and natural beauty of Chappaquiddick, you'll discover a one-of-a-kinda custom-built post and beam style home that seamlessly blends rustic charm with whimsical touches throughout. As you approach this picturesque property, you are greeted by a sprawling, sun-dappled yard adorned with a small apple orchard and a tapestry of mature trees. This idyllic outdoor space serves as a sanctuary for both the soul and the senses. The home itself is a testament to craftsmanship and individuality, handcrafted by the seller with a passion for building and an eye for detail. Its post and beam style build marries comfort and functionality. Vaulted ceilings, exposed wooden beams, and large windows provide natural light, creating an ambiance of inviting warmth. Step through the foyer, and you will find yourself in a spacious living area with a stone fireplace, perfect for cozy evenings. The small but mighty kitchen boasts solid appliances and polished concrete countertops, making it a culinary haven for the family chef. The open dining and living area, ideal for hosting gatherings, spills out to a screened porch and large deck overlooking the lush backyard and its enchanting focal point – a small, tranquil koi pond. Venturing outside, the expansive yard provides endless possibilities for outdoor activities, from picnics beneath the shade of the trees to games of frisbee or simply lounging in the sun. Two charming sheds on the property offer ample storage for all your gardening tools, outdoor equipment, or creative projects. Whether you're savoring the tranquility of your own private oasis, strolling through the fragrant blossoms in your garden, or taking in the captivating island scenery, this custom-built post and beam style home on Chappaquiddick is more than a dwelling; it's an embodiment of a peaceful, harmonious lifestyle. Come experience the natural beauty of Chappy.

1 Ambers Way

Uncover unparalleled Martha’s Vineyard opulence within a sprawling 22-acre estate.  Immerse yourself in the timeless elegance and meticulous craftsmanship of the 7-bedroom | 10-bathroom main home, designed by the renowned architect, Robert A.M. Stern. From the grand foyer to the post & beam living room, each detail exudes sophistication. Revel in the warmth of multiple fireplaces and experience culinary delights in the superbly designed gourmet kitchen. This residence is a luminous haven, where natural light steals the spotlight. Step outside and discover a remarkable pool and pool house with a fully-equipped gym, sauna, and massage room.  A newly constructed home and cottage complement the main residence, offering versatile options for guests. The pastoral landscape is adorned with a pond and Amish barn, a testament to craftsmanship and tradition. Located in the exclusive Boldwater Association, residents enjoy, tennis, pickleball, a boat landing, and a private Atlantic Ocean beach.

10 & 12 Boldwater Road

"Turn-key" offering!  This custom cape design with a delightful farmer's porch provides ample opportunities to entertain.  Set upon nearly an acre of level and landscaped land with irrigation, it abuts the State Forrest, has an open floor plan with cathedral ceilings and skylights. The three bedroom main, has A/C, a finished basement rec room, a large rear deck that spills forth onto a large yard and a pool!  The large detached two-bay garage has a new attached studio with full bath, laundry, kitchen and a private deck.  Newer exterior cedar shingles and trim, and a new 4 bedroom septic installed.  Equidistant to each down-Island village, it resides within a mature neighborhood with attractive curb appeal.

2 Farm Path

This NEWLY-CONSTRUCTED Greek Revival home on Main Street entering the historic village of Edgartown. This stately classic luxurious home has all the timeless style of a traditional home and the architectural details and upscale amenities the modern buyer desires. With over 4,600 sq ft of living space on three levels, 4 bedrooms and 4.5 baths, and a private backyard with a gunite swimming pool, the home offers plenty of room for you, your family, and houseguests. The 1700 sq ft lower level with 9 ft ceilings can also be finished off to provide additional living space, a media room, and a bedroom suite. Attention to many high-end details too numerous to list including custom Carrara marble stone bathrooms, chef's kitchen with a 3-inch thick marble kitchen island countertop, smart home system, hardwood flooring, high efficient heat and central air conditioning, on-demand hot water, central vacuum and much more. The location is extremely convenient, with the harbor front just down Main Street along with the shops, restaurants, and galleries in the village and in an area of substantial new homes that are part of the expanding village center. This is a must-see! Call today!

183 Upper Main 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

LAGOON POND SANCTUARY-
Enchanting Private home just a short walk to LAGOON!  Walk out your back gate and follow the trail to sailing, paddle boarding & kayaking. Property overlooks 20 AC of nature preserve trails, leading directly to the Lagoon. This charming 3-bedroom, 2-bathroom home is nestled in the heart of this picturesque island & offers the perfect blend of location, comfort, style, & tranquility. 
Stepping through the front door, you'll be greeted by the warm & inviting atmosphere. The living room features a striking cathedral ceiling adorned w/ fireplace, providing a cozy focal point for gatherings. The resurfaced hardwood floors seamlessly flow through the spacious living & dining rooms & continue throughout the first floor bedroom. 
Here you'll find the he master bedroom, a true sanctuary in it's own right. It boasts its own fireplace, ensuite bathroom, & generous walk-in closet. Imagine unwinding on the comfy window bench in your private haven after a day of exploring the beauty that Martha's Vineyard has to offer.
A country kitchen, a culinary enthusiast's delight, has been tastefully updated w/ open shelving & features terra cotta tiles, adding a touch of rustic charm. Adjacent is the mudroom/laundry room, with its own entrance, & 2nd attractive full bath, ensuring  convenience in your daily routine.
This 1.5-story gem has more to offer upstairs, w/ a spacious two level bedroom w/cathedral ceiling & separate study/playroom, providing versatile spaces for work, play, or relaxation.
 The 3rd bedroom, adorned w/charming barn door, offers privacy and convenience & could double as an office w/its own entrance & brick patio.
A wonderful  screened-in porch provides the perfect spot to relax, unwind, and share stories with friends and family.Step outside to the newly constructed mahogany deck, where you can bask in the island breeze and listen to the birds, enjoying the serene surroundings. 
The property is a nature lover's paradise, with a trail leading to the lagoon and connecting to walking trails, you'll have the luxury of enjoying the beauty of nature right in your own backyard. An absolute tranquil setting.
A new enhanced Title V septic system has just been installed, as have many more quality upgrades. This Martha's Vineyard retreat offers a unique combination of comfort, convenience, & natural beauty a rare find on this coveted island.  staged by Ocean breeze bedding furniture available for sale thru company

76 Circuit Avenue

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

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

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

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!
With its prime location and strong rental income history, this property can serve as both your idyllic vacation retreat and a smart real estate investment.
Don't miss the garage and surprise bonus area.
Come experience the timeless allure of Martha's Vineyard, and make this extraordinary property your island haven. Summer leases are in place and income will transfer to the buyer. OWNER FINANCING IS AVAILABLE.

3 Canonicus Avenue

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

TASHMOO WOOD CONDOMINIUM - NEWLY RENOVATED. A Rare Find! Undoubtedly the most comprehensive update of a Tashmoo Condo that has come to market in recent years.  This striking tri-level condo in WEST CHOP is move in ready!  Architecturally Dramatic, Exceptionally Bright, Surprisingly Spacious, three floors including a Finished Basement.  Double height living room with wood burning fireplace, hardwood floors and access to 39' wide deck overlooking treed common land.  Dining room, with built-in shelves on either side of a lovely window seat, leads to new Kitchen. White cabinets, beautiful Quartz counters with tiled backsplash, Custom Island with Quartz counter & Stainless Steel appliances. Cosy den off kitchen with second door to the huge deck. Powder room with new vanity. Hardwood floors throughout.  Main staircase has been refinished with new wood treads and risers.  2ND FLOOR:  PRIMARY BEDROOM SUITE: New Hardwood floors, Vaulted ceilings, bank of windows facing treed common land. ENSUITE with custom tiled floor, new Soaking Tub, new Double Vanity with marble counters & separate custom tiled shower with frameless glass.   BEDROOM SUITE #2: Also vaulted ceilings, private bathroom, custom tiled shower with frameless glass, custom tiled floor. New paintwork throughout.  LOWER LEVEL: THIRD BEDROOM w/egress window and walk in closet.  Second room in addition to third bedroom which can be used as an office and also has an egress window.  New Lifeproof vinyl flooring and paintwork throughout.  Full bathroom with tub-shower and tiled floors.  Linen closets.  Separate Basement storage -  with walk out. One car garage with storage area.  Association Heated Swimming Pool, Two Tennis courts, Basketball, Association Dock, Private, Beautiful Association Beach Vineyard Sound, all set on more than 100 acres of Association land.  Close to Mink Meadows Golf, Vineyard Haven Yacht Club, minutes to downtown VH, shopping, restaurants and the Ferry! A must see. Easy to show.  (Buyer can select cabinet handles).

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176 Sandpiper Lane 11

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

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

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

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

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

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

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 hosting large gatherings. A romantic, solid homestead of great character and beauty... A world unto itself.

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