Dukes County MA Homes for Sale & Real Estate

Home for Sale

A must see property located in the heart of Vineyard Haven. This three-bedroom, two bath, colonial style condo boasts expansive living spread over three floors. Completed in 2019, this energy efficient 1682 sq ft home includes a 5 KW solar PV system. The open layout of the first floor includes a modern, galley style kitchen with stainless steel appliances and extensive counter space. The three bedrooms located on the second floor include the primary bedroom with an amazing third floor loft. The loft spans the length of the home and offers distant water views of Lagoon Pond and Vineyard Haven Harbor at opposite ends. The house is surrounded by unbelievable, professionally landscaped yards with ornamental trees, a grape arbor, herb garden, planting beds, cobblestone walls, front and back lawns, and over 1500 sq ft of brick paver walkways and patio spaces. The property is fully fenced and provides the owners with a private oasis in the heart of downtown Vineyard Haven.

Home for Sale

You found your perfect Edgartown home! Stunning 4 BR 2 Bath cape. Contractors own built and owned home. It has been meticulously maintained. Located on a beautiful, spacious, landscaped private lot. Sits on a quiet paved dead end street w/ easy access to all islands towns, beaches, bike paths, state forest & public transportation. Perfect blend of comfort, convenience & privacy. Its a great space for family gatherings & entertaining w/ a large eat in kitchen, stainless appliances & granite counters. The living area is bright & open with hardwoods & a fireplace. One BR on 1st FL,. 2nd FL has a large master BR , 2 additional BRs & a full bath. Full unfinished basement. It has so many possibilities for additional living space! The lot can accommodate a future detached garage, studio, or swimming pool subject to town approval. The home has a 4 bedroom septic system. Whether youre looking for a Vineyard residence or seasonal rental opportunity dont miss out on this remarkable home.

Home for Sale

Welcome to this professionally designed, fully renovated gem! This 5 bedroom, 3-1/2 bath home is a stunning blend of classic charm and modern luxury! Brand new kitchen, new bathrooms, living areas - adorned with high-end modern finishes and fixtures; new porch, deck, landscaping and more! This home is conveniently located 1 mile away from downtown Vineyard Haven which offers restaurants, shopping, theaters, beaches and ferries! Don't miss the opportunity to make this exceptional property your own.

Home for Sale

Move right into this meticulously maintained Edgartown property on .51 acres with room for a pool. One of four homes situated on a private dead-end street, the property is surrounded by 350 acres of Conservation land. Centrally located, just minutes to the beach, Edgartown Historic Village, and proximity to the bike path, this fully furnished home is being sold turnkey and is the ideal Vineyard retreat. Enjoy the propertys many features which include a large inviting wrap-around porch and a roomy screened porch. The living room with a gas fireplace is perfect for entertaining. The spacious kitchen flows into the adjoining dining room. The first floor contains a primary ensuite bedroom and a powder room with laundry complete this floor. There is a second luxurious primary ensuite on the second floor and two additional bedrooms share a large bathroom with a double-sink vanity. There is a full unfinished basement with enormous storage and the shed is ideal for bikes and beach items.

Home for Sale

Welcome to this beautiful in-town oasis! With a brand new gunite pool with integrated spa, this charming four bedroom home shines in downtown Edgartown. Perfect for a variety of buyers with an established rental history (summertime rate consistently at $20,000/week), this home is a fabulous gathering place and a true gem. The first floor is exceptionally sunny and open, with a high-ceilinged foyer and bright wood floors. There is a primary suite on the first floor and two large bedroom suites on the second floor. The lower level is also finished with a fourth bedroom and bathroom. The pool was completed in 2022 by Easton Pools, with elegant bluestone and landscape creating the perfect summertime sanctuary. Most furnishings can be included. Realize the dream of owning in-town with this exceptional offering!

Home for Sale

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

Home for Sale

Coastal Charm With Edgartown Harbor And Lighthouse Views - Located in the heart of historic Edgartown Village, this exquisite property, designed by renowned architect Patrick Ahearn, captures the essence of village living. Spanning four floors of finished living space, totaling 6,340 square feet, the property features French doors that open out to multiple decks and porches, six bedrooms with en suite baths, plus a detached Carriage House with a private bedroom and full bath. The interior features beautiful heart pine floors, beaded board, raised paneling, custom built-ins, and millwork, adding a touch of sophistication to every room. The main level includes a formal living room and dining room, a gourmet kitchen, complete with a center island, top-grade appliances, and a separate butler's pantry. Cozy up by one of the four wood-burning fireplaces. Offered furnished plus the perfect beach cruiser, a rare and fully-restored Land Rover Defender, NATO model, valued at $150,000.

Home for Sale

Privately located alongside the first and second hole of the Mink Meadows Golf Club golf course, this architectural home in coveted Mink Meadows on 2.12 acres, is in close proximity to the West Chop Club, MINK MEADOWS PRIVATE ASSOCIATION BEACH ACCESS, and the Mink Meadows Golf Club. Recently updated by the owner/accredited architect for Hutker Architects, ample attention to detail was taken into account for each meticulous and thoughtfully designed upgrade. The property is attractively adorned with established plantings and a mix of aesthetically maintained trees and flower beds. Main house consists of 3-bedrooms, 2.5 bathrooms with an open floor plan and expansive screened in porch with built in high end heaters for year-round use and enjoyment. A second annex structure accompanies the property which can be used as a yoga studio, office or creative space with a loft above. An oversized garage allows for one car and a small boat, with storage space above, offers a well rounded property

Home for Sale

Set privately in the heart of Chappaquiddick, this property offers a rare combination of exceptional landscaping with a refined home that exudes quality. While beaches, trails, and even downtown Edgartown are readily available, this property is a standalone oasis. On the exterior the home greets with high-end materials, including cedar shingle roof and siding, copper accent, and Azek trim. Multiple entrances lend naturally to indoor/outdoor living, allowing for enjoyment of bluestone patios, Ipe deck, flower and vegetable gardens, and open lawns. The interior of the home centers on a cathedral-ceiling great room, with fieldstone fireplace and chefs kitchen at opposite ends. The primary suite is private, yet conveniently located, with a luxurious bathroom and walk-in closets. Two additional bedrooms are set on a separate wing of the house, each with private bathrooms. There is also a two-car garage and studio/workshop that is beautifully finished.

Home for Sale

Discover tranquility on Martha's Vineyard with this 4BR, 2.5BA Cape-style home, privately set on 1.65 acres with deeded Lake Tashmoo beach access. An open layout features a spacious kitchen with new quartz counters, flowing into living/dining areas and a deck overlooking serene landscapes. Designed by a landscaper owner, the outdoor setting is a natural oasis. The main level includes a primary suite and mudroom with laundry. Upstairs hosts 3 bedrooms and a bath. Amenities include a full basement, propane HVAC, outdoor shower, sunset-viewing front porch, nearby tennis courts and public boat launch. A unique blend of privacy, comfort, and exclusive beach access.

Home for Sale

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

Home for Sale

CHARMING CHILMARK- This sweet, sunny home comes with deeded access to Chilmark Pond and South Shore Beach. Kayak, paddleboard, sail, or motor across the pond to one of Chilmark's most pristine private beaches. The location is also convenient, being centrally located and close to West Tisbury Center, Grey Barn, the Yoga Barn, Chilmark Center, Beetlebung Farm, Chilmark Store, and Chilmark Tavern. This three-bedroom post and beam has an efficient Viessmann heating system and a mini-split for AC. The three-acre lot has been thoughtfully landscaped, providing a serene and picturesque setting.Additionally, per Chilmark zoning regulations, there is potential for expansion, allowing for a total of 3,500 square feet and up to six bedrooms with the necessary permits and an upgraded septic system. If a pool is on the wishlist, there is also room for that with a special permit. This property has a lot of opportunities to create your vision, enjoying all Chilmark has to offer.

Home for Sale

Long Point Beach ~ Main House and Guest House. Centrally located and convenient to all island towns this 5.4 acre property offers privacy between the two dwellings. The expansive Main House sits on a knoll with a large lawn for family fun as well as a basketball court. There are two master ensuite bedrooms (first and second floors) along with two additional bedrooms and an office space on the second floor. The spacious eat-in kitchen offers enough room for table with seating for 8. Rounding out the first floor is a living room open to the dining room and a separate family room with office nook. The Guest House, built in 2007 is privately located across the street with a large yard and deck for your outdoor enjoyment. You will find an open kitchen/living area, two bedrooms and a full bath all on the first floor. There is a full basement and large attic for storage. Expansion is possible.

Home for Sale

Welcome to a delightful Cape-style home nestled in this serene and picturesque area. This beautiful property offers the perfect blend of classic charm and modern comfort, making it an ideal retreat for those seeking the quintessential Vineyard experience. Situated on a peaceful, tree-lined cul-de-sac, this home has a tranquil and private setting, perfect for relaxing and enjoying the Island's natural beauty. It is steps away from scenic Short Cove hiking trail and Nature Preserve.A lovely backyard offers a hot tub, two large decks for gatherings, outdoor dining, gardening, and recreation, surrounded by natural beauty and mature trees.The property's central location provides easy access to Alley's General Store, restaurants, Polly Hill Arboretum and Long Point and Lambert's Cove Beaches.Whether you're seeking a year-round residence, a seasonal getaway and/or an investment property, don't miss the chance to make this island retreat your own.

Home for Sale

Uncover unparalleled Marthas 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 man-made pond and Amish barn, a testament to craftsmanship and tradition. Located in the exclusive Boldwater Association, residents will enjoy, tennis, a boat landing, and a private Atlantic Ocean beach.

Home for Sale

Welcome to the luxurious penthouse, two-bedroom en-suite Captain Collins Cottage at the Harbor View Hotel, in the historic village of Edgartown. This exquisite penthouse captains cottage stands out as the only captain's cottage with a private elevator. The private elevator opens to a foyer area that separates the great room from the primary bedroom. The great room area offers a living room with custom built in shelving, a gas fireplace, a dining area with a built-in bar area, and a stunning palladian wall of glass as the backdrop. The great room offers two private balconies, both of which offer water views. The primary bedroom also offers water views. The primary bedroom has a custom built in window seat and a television hidden from view that rises from the bed.This penthouse offers a custom kitchenette with a two burner stovetop, a dishwasher drawer, a built-in microwave, half refrigerator and a porcelain farmers sink. As a resident youll have access to concierge services!

Home for Sale

This 3 + acre Lower Makonikey lot with mature trees is a short distance away from a deeded private association beach. A quit friendly community with protective covenants. The lot has been surveyed and a building envelope has been established. To date no testing or septic design has been performed.

Home for Sale

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

Home for Sale

CHILMARK SOUTH SHORE WATER VIEW. This Squibnocket gem is a Hutker Arhictect-designed family compound, main house,& guest house on 4.5 acres. Live the ultimate up-Island life with captivating water views in every direction. The home is pristine and private, with many unique features. The chef's kitchen and dining area are serene, bright, and functional. Step up to what might be the best panorama in all of Chilmark, featuring views of the South Shore beach, Quitsa, Menemsha Pond, and Vineyard Sound. A stately wood-burning stone fireplace centers the one-of-a-kind living room that overlooks the oversized lap pool, expansive stone patio area, and dining space for outdoor enjoyment. The stunning main house has 4 bedrooms and 3 baths. The primary bedroom is on the main level and has its own fireplace, ensuite bathroom, walk-in closet, and direct access to the outdoor shower. Take a quick walk down the hill to stunning Squibnocket Beach for a dip in the surf.

Home for Sale

Welcome to 70 Tashmoo Avenue, located in the heart of Vineyard Haven, This classic home boasts 5 bedrooms and 4 bathrooms across over 3,200 sq ft of space of living space. Nestled in the perfect in-town Vineyard Haven neighborhood, this residence offers unparalleled convenience. Main Street, Owen Park, the Ferry, Owen Little Way Beach, and the Vineyard Haven Yacht Club are within walking distance. This historic home exudes timeless charm and potential. The property includes a 400 sq ft heated studio. The possibilities are vast. The property sits on a large lot with numerous opportunities, including the potential for subdividing and adding a guest house. Preliminary engineering has already been completed for the subdivision, but town approval is required. Title V inspection has passed, and the property is NOT in the watershed area. Make your vision a reality with a spacious family retreat or a prime investment opportunity.

Home for Sale

Discover the charm of this welcoming 2-bedroom, 1-bathroom ranch, located just a short drive from the lively center of Oak Bluffs. Set on the corner of a quarter-acre lot, the property offers ample opportunity for expansion, allowing you to tailor it into your ideal summer getaway or a cozy year-round haven. The open floor plan sets the stage for effortless customization into the home of your dreams. Outdoors, a ready-to-enjoy deck awaits summer leisure, complemented by an ample area ripe for creating a nice yard. Its exceptional location is approximately two miles from the heart of Oak Bluffs and less than a mile from the town landing, perfect for launching a boat or kayak into Lagoon Pond. The home requires a new septic system and a septic design is readily available for prospective buyers. The responsibility for upgrading the system will fall to the purchaser. For those looking to extend their space even further, the neighboring quarter-acre lot is also on the market for $450,000.

Home for Sale

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

Home for Sale

Live the lifestyle many only dream of in this fabulous 3 bedroom, 2 bathroom, Vineyard Contemporary with easy access to South Beach, Long Point, State Beach, and Morning Glory Farm. This sun-drenched home features hardwood floors, soaring skylit cathedral ceilings and generous spaces to gather with friends and family. Meticulously updated with new energy efficient Pella windows, six state-of-the-art heat pumps/air conditioning mini-splits, oversized water heater, finished basement with custom dehumidification system, and new kitchen appliances. Both bathrooms have been beautifully updated and the outdoor shower is ready to serve summertime guests. There's ample parking with a private driveway and a large shed for storage. An expansive deck & Juliet balcony overlook a backyard with space to relax or play. Whether you're looking for your next investment property or a seasonal retreat, make this Saddle Club gem your home away from home.

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

Home for Sale

Turkeyland Cove: 3-Acre Estate-Sized Parcel In Katama - This beautiful and private building site is one of the last remaining 3-acre parcels in Katama. The property offers a perfect opportunity to create a signature residence, multi-generational retreat, or equestrian dream, with possibilities for a Main House, Carriage House, pool, tennis court and/or barn. The property offers easy access to the Edgartown Great Pond from Wilson's Landing where you can enjoy kayaking, paddle boarding or taking a motorboat to enjoy the sand and surf at the Land Bank barrier beach. This expansive property offers the opportunity to enjoy all the best of Katama living with easy access to Edgartown Village shops, restaurants and more. Improvements: NHESP approvals already obtained and clearing has been done inside the approved building envelope. There is a new electric service off Slough Cove Road, a new well has been installed and 4-bedroom septic design has been approved by the Edgartown Board of Health.

Home for Sale

Never ending views, true relaxation, fishing, boating, beach life and nature are what this property has to offer. The panoramic views cover more than 180 degrees from Buzzard's Bay to Elizabeth Islands, and Vineyard Sound all the way to Martha's Vineyard. This year-round home has been expanded, updated, and lovingly cared for. All you need are your clothes, as the house is being sold fully furnished and thoroughly equipped. The living spaces are generous but comfortable. The house can live large or be very cozy. The deck provides incredible living area w/ample deck furniture. Look thru hydraulic binoculars and see birds on the beach, what fishermen are catching, and who is coming into the harbor. The galley kitchen is very efficient w/a expanded butler's pantry. 3 bedrooms upstairs have private decks and the primary bedroom has a designer bath. A wonderful wine cellar enhances the basement. A gem of a house waiting for its next steward.

Home for Sale

This lovely 1.60 acre wooded parcel is located in an outstanding neighborhood off Lambert's Cove Road with paved roads and easy access to beautiful Lambert's Cove Beach, less than a mile away. This lot is ready to build on. It has been staked, there is an approved septic design for 4 bedrooms, well has been installed and electric and cable are to the lot. This is the chance to build the house of your dreams in a great location that offers peaceful and private surroundings.

Home for Sale

Potential Water View. Hill top with potential water views of Vineyard Sound, original lot sized for possible guest house. Primarily oak forest, huckleberry & blueberries. Bamboo makes great natural borders. Underground water & electric nearby. On bus & bike path, short walk to lagoon. Just over a mile to the VH ferry. Bordered to the west & south- land bank Wampatequa Woods Reservation & Beach Tree Preserve to the Lagoon. Short walk to the water at the end of Park & Cronig Aves. Kayaks to to the harbor for breakfast at the Black Dog, check your lobster pots on the Vineyard Haven jetty. Seller had a 2 ton mooring right off of Cronig Ave. The fishing is fun, when they're biting of course, blue claw crabs, scallops & quahogs near the herring run. 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. The property is being offered "as is".

Home for Sale

Welcome to your pond front oasis at 4 Elisha Lane. This contemporary cape style two-bed, two full bath home offers a serene retreat atop 1.38 acres in central Oak Bluffs. The open-plan layout features cathedral ceilings, skylights, and abundant natural light. The first floor seamlessly transitions from the kitchen with stainless appliances to the living lounge, dining, full bathroom, and office alcove. Step onto the elevated rear deck for outdoor living and dining, overlooking the lush yard and freshwater pond. The primary suite opens to a private covered bluestone patio. A spacious guest bedroom shares a full bathroom with linen and laundry. The finished loft and renovated detached structure provide additional living options. Hydrangea lined driveway, perennial flower and herb gardens surround a custom child's play structure. Privately situated yet easily accessible to town, bike paths, and transit, this location is ideal. With a strong rental history, this property is fully turnkey.

Home for Sale

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

Home for Sale

Discover this Martha's Vineyard gem, a charming cottage nestled near the town and bike paths, yet serenely situated down a country lane. With deeded Lagoon Pond access, enjoy kayaking, boating, and swimming at your leisure. The home features two bedrooms, a flexible additional room, and an inviting open-plan living and dining area. Highlighting the property is a 320 sq ft three-season room, offering extra space for relaxation. Practical amenities include a full walk-out basement for storage or expansion, plus a walk-up attic space. Outdoors, a spacious lawn and shed await your personal touch. Sold as-is; septic system upgrade required by the buyer. Embrace the chance to make this tranquil retreat your own on Martha's Vineyard.

Home for Sale

Waterview and waterfront property that is protected from the elements and set amongst some of the finest homes in Makonikey! Complete with fully approved plans by Moskow Linn Architects for a new 4 bedroom home with pool and 2 bed. carriage house, this private compound includes three existing dwelling structures that were originally built in 1974, 1981 and 1985. There is a northerly view of Vineyard Sound from the home site, along with ready access to an exceptionally sandy north shore beachfront (approx 100 yards from the home site via 50% ownership in 39 Beach Pebble Rd). Take the plans and build as designed or customize as you see fit! An incredible opportunity to create your dream escape in an exceptionally private and tranquil setting.

Home for Sale

Unparalleled Chappaquiddick waterfront estate complete with deepwater dock, 300-foot private beach, private 3-bedroom guest house and garage/barn, plus the unique added opportunity to acquire the private 17-acre golf course adjacent, also suitable for horses or open space. Designed by award-winning Boston architects Albert-Righter-Tittmann and expertly crafted, this grand yet welcoming home, featured in numerous publications, is a refined modern take on traditional design. Harmonizing with the idyllic coastal scenery, the 5-bedroom main residence captures glorious wide-open views on Nantucket Sound taking in the sunset, legendary yachting regattas and July 4th fireworks. Comfortably styled and beautifully furnished, the inviting light-filled living/entertaining spaces open their doors to the breezy waterside porch. Appointed with classic shiplap paneling, the home also features a gym, sauna and high-efficiency systems. A worlds-away retreat, yet close to Edgartown village.

Home for Sale

Near the end of North Water Street, overlooking Edgartowns picturesque harbor and steps from the iconic lighthouse, sits the most storied hotel on Marthas Vineyard. Built in 1891 and after a top to bottom restoration in 2018 and extensive modernization again in 2021, this charming and sophisticated resort is offering the opportunity of fully managed residences with deeded ownership providing the splendor of Vineyard homeownership without the worry of maintenance and property management. The Harbor View Captains Cottages provide all of the hotels refined amenities. This gorgeous 2- Bedroom, 2-Bathroom, second floor residence is located in Captain Collins Cottage and features fresh and inviting spaces with a private outdoor shower! Owners enjoy a myriad of benefits including dining and lodging discounts at the hotel. There is also a fully managed rental program available.The Harbor View Captains Cottages offer easy and carefree second home ownership.

Home for Sale

Perched on a sunny sloping lot, this 3-bedroom, 2-bath year-round home in a quiet established neighborhood is walking distance to the heart of town and close to everything. Septic can accommodate 4 bedrooms. This home features a newly renovated deck with grilling area and new outdoor shower looking over landscaped side yard and enclosed vegetable garden. On the main level, the kitchen with large island flows into the living room space and includes a newly renovated full bath. On the lower level, 2 bedrooms have walkout access to the property. A detached storage shed and utility closet provide overflow storage or workshop space. Roof shingles are new. Solar panels are on a 25-year transferrable lease. Septic will require upgrades to be compliant with new denitrification requirements.

Home for Sale

Near the end of North Water Street, overlooking Edgartowns picturesque harbor and steps from the iconic lighthouse, sits the most storied hotel on Marthas Vineyard. Built in 1891 and after a top to bottom restoration in 2018 and extensive modernization again in 2021, this charming and sophisticated resort is offering the opportunity of fully managed residences with deeded ownership providing the splendor of Vineyard homeownership without the worry of maintenance and property management. The Harbor View Captains Cottages provide all of the hotels refined amenities. This gorgeous 2- Bedroom, 2-Bathroom, second floor residence is located in Captain Rowley Cottage. There is a private outdoor shower and front and back private porches! Owners enjoy a myriad of benefits including dining and lodging discounts at the hotel. There is also a fully managed rental program available for when owners are not in residence. The Harbor View Captains Cottages offer carefree second home ownership.

Home for Sale

East Chop waterfront Once in a lifetime, a property of this caliber becomes available, with an on-the-water East Chop location, a wide range of amenities, and multi-functional use! Uses include -- 1.) Currently operated as East Chop Harborfront Apartments (6 units), a pre-existing non-conforming use for the past 40+ years, 2.) Use it as a residential home or family compound, or live in a portion and rent a portion, 3.) Potential to convert to condominiums, paperwork presently in process but would be a buyers choice. Located directly on the harbor, this property features outstanding water views of the harbor and sound beyond and is just steps from the tennis club, beaches, ferries to the mainland and downtown. In pristine condition, this 6-unit property includes a 106 ft dock with water/electric for 8 slips and a 40 T at the end for a 9th boat. Parking for 6-7 vehicles at street in front. Built in 1952, the property has had extensive top to bottom renovations.

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

Home for Sale

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

Home for Sale

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

Home for Sale

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

Home for Sale

Seize the chance to possess a truly extraordinary, highly esteemed, and unparalleled property on the eastern coast! Edgartown, known for its rich history, nautical charm, and scenic beauty is home to this remarkable property being offered for the first time in over 30 years! Sited at the center of the harbor sits this rare offering featuring a beautifully appointed three-story residence with fabulous views, a two-story clubhouse on the harbor and more than 500 feet of deep-water dockage, capable of accommodating up to ten vessels, including superyachts. The waterfront clubhouse is ideal for entertaining guests at the harbors edge. Utilize the docks for your own private fleet of boats, provide dockage for visiting friends and extended family, lease the slips, or embark on a charter business. The possibilities are endless! This property, currently known by boaters around the world as Mad Max Marina, has just celebrated their 30th season.

Home for Sale

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

Home for Sale

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

Home for Sale

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

Home for Sale

Located on East Chop, in pristine condition and just a short walk to the beaches, tennis courts, yacht club/harbor, downtown restaurants and the ferries, is this contemporary style 2-bedroom main house, being sold furnished plus detached 1-bedroom/1-bathroom. The main house modern design features radiant floor heating, cathedral ceilings, modern kitchen, a central concrete block wall behind the floor to ceiling wood burning Rais-Wittus Shaker bench wood stove and access to exterior decks from both the main entrance and the downstairs bedroom. The steel staircase to the second floor is showcased by a wall of light from the hallway. The second floor features an ensuite master bedroom that has its own balcony deck with outdoor shower. It is located on 10,000 sq. ft. (0.23 acres), that includes a front and side yard and parking for 2-3 vehicles. New Title V septic installed 2022.

Home for Sale

EDGARTOWN - NEW CONSTRUCTION - COMPLETE! Set things in motion to Purchase this beautiful custom home for SUMMER OF 2024! Built on a lovely lot, impressive curb appeal, highlighted by gorgeous stone walls, w/plenty of parking on more than half an acre, only a short drive to downtown Edgartown. Luxury home w/Three Bedroom Suites, Loft & Office. Open floor plan w/multiple living areas. Custom Kitchen w/large Carrera Marble Island & Soapstone counters, Stainless Steel appliances, Breakfast Area for casual dining w/French Doors leading to Mahogany Deck w/Pergola & Blue Stone Patio for additional outdoor living. Ground Floor Suite, coffered ceilings, hardwood floors, Private Bath w/custom tile. Powder room & 1st Laundry. Upstairs 2 additional Bedroom Suites, Loft, plus a separate office. Shared full guest bath, 2nd laundry. Hardwood Floors, Central Air throughout. Full Basement may be finished, Pool may be added at extra charge.. Outdoor shower, Irrigation System. Quality to be seen!!

Home for Sale

Casual Elegance On Katama Bay - Welcome to 25 Lelands Path on Katama Bay, a stunning property that embodies the perfect blend of casual elegance and serene waterfront living on Chappquiddick. This magnificent home offers over 7,200 square feet of living space, six bedrooms, all with en suite baths, and a three-room Owner's Suite with sweeping water views and a private second-floor deck. The screened porch overlooks Katama Bay, providing space for al fresco summer meals and enjoying evening sunsets. With over 320 feet of frontage on Katama Bay, this home offers ample opportunities for sailing, boating, paddleboarding, and more. The home was designed by architect Patrick Ahearn and is being offered turnkey, including hand-selected furnishings and accessories by interior designer Jon Hattaway of MJ Berries Design in Boston. Embrace the tranquility of life on Chappy and create your signature coastal haven at this stunning Chappy waterfront retreat on Katama Bay.