Edgartown Properties for Sale
Address: 56 North Summer Street | Town: Edgartown | Link ID: 44194
Price: $21,500,000 | Status: Active
A rare legacy offering in the heart of Edgartown Village, this extraordinary in-town compound is among the largest of its kind on Martha’s Vineyard. Originally built in 1835 and masterfully renovated by renowned architect Patrick Ahearn, the estate seamlessly blends historic character with refined... Click here for more details
Address: 33 Boldwater Road | Town: Edgartown | Link ID: 44437
Price: $19,900,000 | Status: Active
Experience the timeless beauty of Martha's Vineyard from this luxurious waterfront retreat where the landscape feels so effortlessly connected to daily life. This property embodies understated luxury and timeless design, featuring a meticulously crafted stone residence and guest house. The setting ... Click here for more details
Address: 12 Calebs Pond Lane | Town: Edgartown | Link ID: 44732
Price: $17,500,000 | Status: Active
This stunning custom-built waterfront estate offers sweeping views of Edgartown Harbor and exceptional craftsmanship throughout. Set on a private Chappaquiddick compound, the property features a beautifully designed main house, a separate one-bedroom guest house, a pool and spa, and expansive outdoo... Click here for more details
Address: 114 North Water Street | Town: Edgartown | Link ID: 44182
Price: $16,900,000 | Status: Active
Edgartown Village Compound with Harbor Views: Positioned in the heart of Edgartown’s historic district, 114 North Water Street is a newly complete, move-in-ready property offering views of Edgartown Harbor. A rare combination of scale, craftsmanship, and location. The offering includes eight bedro... Click here for more details
Address: 14 Starbuck Neck Road & 23 Thayer Street | Town: Edgartown | Link ID: 44741
Price: $15,250,000 | Status: Active
Introducing a landmark property in Edgartown’s Starbuck Neck enclave, just one tenth of a mile to Fuller Street Beach. Included in this sale is an adjoining vacant buildable lot. 14 STARBUCK NECK features a 7-bedroom house with 5 full bathrooms, garage, and plunge pool. Known as the Tower House, t... Click here for more details
Address: 211 Upper Main Street & 26 Curtis Lane | Town: Edgartown | Link ID: 42624
Price: $14,900,000 | Status: Active
Unique opportunity to purchase two adjoining lots at 211 Upper Main Street and 26 Curtis Lane in Downtown Edgartown. 211 Upper Main St., Edgartown is a 15 bedrooms, 18 full baths, 2 half baths building with two large artist/fitness studios attached. It is in the B1 Commercial zoning district. Each... Click here for more details
Address: 91 Plantingfield Way | Town: Edgartown | Link ID: 44647
Price: $14,000,000 | Status: Pending
EDGARTOWN WATERFRONT — Located within one of Edgartown's most coveted enclaves, where properties are rarely offered, this exceptional 2.3-acre waterfront property encompasses over 240 feet of private sandy beach on Eel Pond and presents a rare opportunity to create a legacy family compound. The e... Click here for more details
Address: 14 Cow Bay Road | Town: Edgartown | Link ID: 44402
Price: $14,000,000 | Status: Active
Set within the prestigious Cow Bay Association, one of the island’s most exclusive and sought-after enclaves, this extraordinary 1.5-acre estate embodies the pinnacle of refined coastal living. Accessed via private road through protected land, the property includes access to over 2,000 feet of pri... Click here for more details
Address: 2 Old Farms Trail | Town: Edgartown | Link ID: 44039
Price: $12,500,000 | Status: Active
Thirty-eight (38 acres) of available land in Edgartown! This is a truly extraordinary and increasingly rare opportunity to own thirty-eight (38) acres of contiguous land in Edgartown. Come create a landmark estate or private compound in one of Edgartown’s most sought-after locations. Perfectly pos... Click here for more details
Address: 139 Chappaquiddick Road and 75 Landing Place Road | Town: Edgartown | Link ID: 44777
Price: $12,250,000 | Status: Active
You truly can have it all—just over a mile from the Chappaquiddick Ferry and the shops and restaurants of Edgartown Village yet set along one of the most spectacular stretches of beach, with a 190' private dock with mooring and sweeping views across Edgartown Outer Harbor to the iconic Edgartown L... Click here for more details
Address: 14 Thayer Street | Town: Edgartown | Link ID: 44225
Price: $10,995,000 | Status: Active
An exceptional offering in the heart of Edgartown Village, 14 Thayer Street presents the rare combination of estate-scale grounds, privacy, and an in-town location. Set across an extraordinary 0.62-acre double lot, the property unfolds as a private retreat just moments from the harbor, shops, galler... Click here for more details
Address: 14 Trapps Pond Road | Town: Edgartown | Link ID: 44424
Price: $10,850,000 | Status: Active
Located on nearly 2-acres in the exclusive and newly created Trapps Pond Preserve, is this grand luxuriously appointed home. This is one of four homes being built and will be the first to be completed. Every room in the house is on a scale not often afforded in a Vineyard home, with 10 ft coffered c... Click here for more details
Address: 25 Lelands Path | Town: Edgartown | Link ID: 44492
Price: $9,995,000 | Status: Active
YOUR OWN PRIVATE WATERFRONT OASIS: CAPTIVATING ESTATE LIVING. This extraordinary Katama Bay waterfront retreat blends timeless coastal architecture, refined interiors, and the natural beauty of Chappaquiddick in unforgettable fashion. Designed by noted architect Patrick Ahearn, this magnificent resi... Click here for more details
Address: 12 Boldwater Road | Town: Edgartown | Link ID: 45000
Price: $9,950,000 | Status: Active
A winding approach through 9.8 acres sets the tone for 12 Boldwater Road: a private Edgartown estate of uncommon scale and distinction. At its heart stands a seven-bedroom, ten-bath residence designed by Robert A.M. Stern. A gracious foyer introduces light-filled interiors, a dramatic post-and-beam ... Click here for more details
Address: 29 Slough Cove Road | Town: Edgartown | Link ID: 44533
Price: $9,495,000 | Status: Active
TIMELESS ARCHITECT-DESIGNED KATAMA RETREAT MADE FOR SUMMER LIVING. At the end of a long private drive, tucked into a quiet 1.5-acre setting near South Beach, this Patrick Ahearn-designed Katama estate feels like a true Vineyard retreat . . . elegant, relaxed, and made for gathering. The home bring... Click here for more details
Address: 4 Jacobs Neck Road | Town: Edgartown | Link ID: 44443
Price: $8,900,000 | Status: Active
Great Potential with Pond & Beach Access ~ Set on ten private wooded acres in the Boldwater community, this unique property combines privacy, flexibility, and exceptional potential. It includes a beautifully appointed guest house ready to enjoy, plus an approximately 5,400 sq. ft. structure offering... Click here for more details
Address: 4 Sand Plain Way | Town: Edgartown | Link ID: 44837
Price: $8,750,000 | Status: Active
This truly remarkable Chappaquiddick property offers a rare opportunity to step back in time and experience the quintessential character of Martha’s Vineyard. The original historic home, built in 1892, is distinguished by its signature four-story tower with 270-degree water views and gracious wrap... Click here for more details
Address: 15 Tilton Way | Town: Edgartown | Link ID: 44860
Price: $8,250,000 | Status: Active
This traditionally styled residence offers exceptional quality and craftsmanship in a coveted Edgartown location, situated on a corner lot just blocks from downtown and the harborfront. Thoughtfully designed for both elegant entertaining and relaxed island living, the home features beautifully propo... Click here for more details
Address: 9 Suttons Way | Town: Edgartown | Link ID: 44296
Price: $7,999,000 | Status: Active
Nestled in an enviable Katama setting, this masterfully designed shingle-style farmhouse compound epitomizes the peak of casual Vineyard luxury across a manicured coastal landscape. From the sprawling covered entry porch, the front door opens into an impeccably choreographed layout where a grand ent... Click here for more details
Address: 2 Lexington Avenue | Town: Edgartown | Link ID: 44051
Price: $7,695,000 | Status: Active
NEW CONSTRUCTION: Experience modern Katama luxury in this thoughtfully designed new construction by Morgan Studio, a husband-and-wife–led boutique design firm. A turn-key offering for elevated indoor-outdoor living, the residence features soaring ceilings, a fluid floor plan with multiple gatherin... Click here for more details
Address: 16 Witchwood Lane | Town: Edgartown | Link ID: 44962
Price: $7,495,000 | Status: Active
Situated down a long private driveway, this renovated 3.5-acre Katama estate offers a rare opportunity to acquire a turnkey property with a deep-water dock slip on Katama Bay. Impeccably executed throughout, the estate showcases exceptional craftsmanship, distinctive materials, top-of-the-line appli... Click here for more details
Address: 96 South Summer Street | Town: Edgartown | Link ID: 44669
Price: $7,250,000 | Status: Pending
In the heart of historic Edgartown Village, where charming streets lead to the harbor and every café, boutique, and restaurant is just moments away, this exceptional turnkey residence offers the quintessential Martha's Vineyard lifestyle. Masterfully built by one of the Island's most respected buil... Click here for more details
Address: 8 Beach Plum Meadows | Town: Edgartown | Link ID: 44844
Price: $7,250,000 | Status: Active
BEACH PLUM MEADOWS: ARCHITECTURAL KATAMA COMPOUND NEAR SOUTH BEACH. Set on more than 1.6 acres in the coveted Beach Plum Meadows enclave, this distinctive property combines classic coastal architecture, private compound living, and distant views across the Katama plains to the Atlantic Ocean—all l... Click here for more details
Address: 2 Noras Lane | Town: Edgartown | Link ID: 44348
Price: $7,200,000 | Status: Pending
Located in the highly sought-after Nora’s Meadow community in Edgartown, this exceptional coastal property offers the rare combination of privacy, acreage, and close proximity to downtown Edgartown, South Beach, and the Katama bike path. Set on 1.8 beautifully landscaped acres, this custom home wa... Click here for more details
Address: 5 Atlantic Drive | Town: Edgartown | Link ID: 43352
Price: $6,750,000 | Status: Active
Located in one of Katama’s most coveted neighborhoods, this 2.11-acre parcel offers stunning ocean views and a direct path to South Beach. Surrounded by high-end homes and just minutes from Edgartown Village, it’s an ideal setting for a custom-built retreat with room for a four bedroom residence... Click here for more details
Address: 38 Simpsons Lane | Town: Edgartown | Link ID: 44764
Price: $6,650,000 | Status: Active
This classic Edgartown Colonial is ideally situated in the heart of the village, just a short stroll from Fuller Street Beach, as well as Edgartown's acclaimed restaurants, boutiques, and harbor. Designed for comfortable coastal living and effortless entertaining, the open-concept floor plan flows s... Click here for more details
Address: 3 Somerset Lane | Town: Edgartown | Link ID: 44089
Price: $6,595,000 | Status: Pending
Introducing 3 Somerset Lane, one of 4 newly built residences in an exclusive new enclave in the heart of Katama. This beautifully crafted new construction home, built by respected Island builder Adam Moran Construction, showcases nearly 4,000 square feet of thoughtfully designed living space, execu... Click here for more details
Address: 31 North Summer Street | Town: Edgartown | Link ID: 38809
Price: $6,500,000 | Status: Active
Newly renovated commercial and residential building in Edgartown. Located on N. Summer St., less than a block off Main Street, this handsome building is finishing a complete renovation. The building includes 2 commercial spaces and 2 apartments each with their separate entrances, parking spaces in t... Click here for more details
Address: 68 Turkeyland Cove Road | Town: Edgartown | Link ID: 43956
Price: $6,250,000 | Status: Pending
Nestled in one of Edgartown's most sought-after waterfront neighborhoods, Turkeyland Cove offers the best of both worlds: a tranquil, nature-immersed sanctuary that feels miles from anywhere, yet remains moments from everything Martha's Vineyard has to offer. This exclusive enclave strikes a perfect... Click here for more details
Address: 118 South Water Street | Town: Edgartown | Link ID: 44724
Price: $6,250,000 | Status: Pending
Built in 1900, this beautiful South Water Street home is ideally located where the road begins its gentle rise up the hill. The original street-facing portion of the residence showcases classic Victorian architecture, complete with a charming covered front porch that reflects its timeless character.... Click here for more details
Address: 4 Somerset Lane | Town: Edgartown | Link ID: 44087
Price: $5,950,000 | Status: Active
Refined New Construction in Katama. Introducing the fourth custom built residence in the new Somerset development. This exceptional new construction represents a sophisticated interpretation of modern Martha’s Vineyard living. With nearly 3,500 sq ft, the beautifully appointed 4-bedroom, 4.5 b... Click here for more details
Address: 26 Curtis Lane | Town: Edgartown | Link ID: 42623
Price: $5,900,000 | Status: Active
Exceptional 8 bedroom home with attached artist/fitness barn studios. Each bedroom includes a en-suite bathroom. The kitchen/dining area includes: 3 refrigerators and 6 freezer drawers, a 5-burner gas stove and oven, dishwasher and microwave. Finished basement (1,000 square feet). Basement includes... Click here for more details
Address: 37 Plain Field Way | Town: Edgartown | Link ID: 44835
Price: $5,795,000 | Status: Pending
SOPHISTICATED KATAMA RETREAT WITH POOL AND CUSTOM FINISHES. Tucked at the end of a lightly traveled road, this modern farmhouse offers an exceptional combination of sophisticated design, generous living spaces, and complete backyard privacy. Working closely with the builder, the owners thoughtfully ... Click here for more details
Address: 98 Edgartown Bay Road | Town: Edgartown | Link ID: 44964
Price: $4,995,000 | Status: Active
COASTAL LUXURY IN KATAMA — EXCEPTIONAL LIVING NEAR SOUTH BEACH. Set in one of Katama’s most coveted locations, where the sound of the ocean drifts in and South Beach is within easy reach, this distinctive coastal contemporary was thoughtfully designed to maximize natural light, energy efficiency... Click here for more details
Address: 31 Butlers Cove Road | Town: Edgartown | Link ID: 44722
Price: $4,850,000 | Status: Active
This charming farmhouse lies on 3-acres of land overlooking the expansive fields and horse stables, inside the gates of the exclusive Herring Creek Farm Association. The home is in lovely original form and features a large living room with fireplace, dining room, 4 bedrooms and 2 baths. Built in 191... Click here for more details
Address: 9 Marthas Way | Town: Edgartown | Link ID: 44053
Price: $4,600,000 | Status: Active
ONE MILE FROM HISTORIC EDGARTOWN VILLAGE; Welcome to this NEWLY CONSTRUCTED gorgeous gambrel home with a POOL that is close to SOUTH BEACH and EDGARTOWN VILLAGE! This home sits upon a flat, beautiful parcel of land with mature trees. The facade of the home presents an inviting covered porch with fre... Click here for more details
Address: 170 Katama Road | Town: Edgartown | Link ID: 44853
Price: $4,450,000 | Status: Active
Ideally situated just one-half mile from historic downtown Edgartown on the main access road to South Beach, the Katama General Store presents a rare opportunity to acquire a premier commercial property in one of Martha's Vineyard's most desirable locations. Set on 0.67 acres, the property features ... Click here for more details
Address: 32 Marthas Road | Town: Edgartown | Link ID: 44990
Price: $4,195,000 | Status: Active
PHOTOS COMING SOON-Nestled within Edgartown’s coveted Katama/Island Grove enclave, 32 Martha’s Road is a masterfully crafted 2023 modern farmhouse where elevated design meets the effortless elegance of Vineyard living. Built by renowned island builder Shawn Chapps, this five-bedroom residence is... Click here for more details
Address: 148 Katama Road | Town: Edgartown | Link ID: 44904
Price: $4,100,000 | Status: Active
A rare mixed-use property on Katama Road, set right between downtown Edgartown and South Beach! Two residential apartments above — a 2BR and a 3BR, each with their own walk-up deck, in-unit laundry and dedicated parking. Both are occupied month-to-month under self-extending leases, giving a new ow... Click here for more details
Address: 148 Katama Road | Town: Edgartown | Link ID: 44906
Price: $4,100,000 | Status: Active
A rare mixed-use property on Katama Road, set right between downtown Edgartown and South Beach! Two residential apartments above — a 2BR and a 3BR, each with their own walk-up deck, in-unit laundry and dedicated parking. Both are occupied month-to-month under self-extending leases, giving a new ow... Click here for more details
Address: 33 Main Street | Town: Edgartown | Link ID: 44879
Price: $3,995,000 | Status: Active
Rare opportunity to own a prominent commercial property on Main Street in the heart of downtown Edgartown. The first floor offers approximately 1,300 square feet of open retail space with excellent visibility on one of Martha’s Vineyard’s premier shopping streets. The second floor includes a two... Click here for more details
Address: 23 Beetle Swamp Road | Town: Edgartown | Link ID: 44127
Price: $3,995,000 | Status: Active
Sweetened Water Farm ~ Just off the main road, past an idyllic horse barn and conserved association land, you’ll find this eight-bedroom residence that sits prominently on 2.4 acres. The sprawling main house, an expanded classic Cape featuring separate living areas, both inside and out, and six b... Click here for more details
Address: 10 Pease Point Road | Town: Edgartown | Link ID: 44592
Price: $3,850,000 | Status: Active
PRIME 1.14 ACRE PROPERTY IN EDGARTOWN This conforming R-20 lot offers an exceptional canvas for your estate planning vision. Positioned at the end of a private drive, on an elevated parcel amid a neighborhood of distinguished new homes, the original three-bedroom, two-bath residence provides a found... Click here for more details
Address: 10 Pease Point Road | Town: Edgartown | Link ID: 44472
Price: $3,850,000 | Status: Active
PRIME 1.14 ACRE PROPERTY IN EDGARTOWN This conforming R-20 lot offers an exceptional canvas for your estate planning vision. Positioned on an elevated parcel amid a neighborhood of distinguished new homes, the original three-bedroom, two-bath residence provides a foundation from which to create a tr... Click here for more details
Address: 8 Turkeyland Cove Road | Town: Edgartown | Link ID: 44807
Price: $3,650,000 | Status: Active
Set in the heart of Katama, this exceptional 5.5-acre building lot offers a rare opportunity to create a private island retreat surrounded by nature and conservation land. The property is bordered by 87 acres of Sheriffs Meadow conservation land and an additional 75 acres of town-owned land, providi... Click here for more details
Address: 128 West Tisbury Road | Town: Edgartown | Link ID: 44690
Price: $3,650,000 | Status: Pending
Set against roughly ten acres of undeveloped meadow, this beautifully renovated Colonial delivers a coveted Vineyard experience: countryside privacy just minutes from the heart of Edgartown. Bike to Main Street or coast down to Morning Glory Farm, then return to the calm of a home wrapped in open fi... Click here for more details
Address: 19 Kitts Field Circle | Town: Edgartown | Link ID: 42706
Price: $3,500,000 | Status: Active
Old World Vineyard Charm Meets Modern Katama Living. Welcome to this beautifully crafted Katama family compound, a private, thoughtfully designed estate offering timeless elegance and exceptional amenities. Nestled near Edgartown Village, this stunning property includes a four-bedroom main residence... Click here for more details
Address: 0 Pocha Road Extension | Town: Edgartown | Link ID: 43325
Price: $3,495,000 | Status: Active
CHAPPAQUIDDICK - Dynamic views of Poucha Pond, barrier dunes, and the waters of the Atlantic are enjoyed from this 11+ acre building lot. The close to ½ mile of private pond frontage provides easy access for swimming, kayaking, paddle boarding, and everything in between. Sheltered amongst 200 acres... Click here for more details
Address: 62 Schoolhouse Road | Town: Edgartown | Link ID: 44926
Price: $3,400,000 | Status: Active
Ideally situated between South Beach and Edgartown Village, this newly renovated Katama compound offers exceptional flexibility for personal use and rental income.The four-bedroom contemporary main house features a newly constructed, expansive great room with a cathedral ceiling and an abundance of ... Click here for more details
Address: 2 & 6 Clements Way | Town: Edgartown | Link ID: 44852
Price: $3,300,000 | Status: Active
A compelling opportunity to acquire raw land in Edgartown with exceptional development potential. Lots 4B and 4C based on the plot plan provided, each offer the potential for a five-bedroom residence, ADU/guest house, pool, and pool cabana, providing the flexibility to create a substantial Martha’... Click here for more details
Address: 19 Llewellyn Way | Town: Edgartown | Link ID: 44762
Price: $3,200,000 | Status: Active
Perfectly situated just moments from the bike path, Edgartown Village, and South Beach, this exceptional Edgartown compound offers the best of Vineyard living. The main house is filled with warmth and character, featuring soaring ceilings, exposed beams, and an inviting open living area centered aro... Click here for more details
Address: 8 Atwood Circle | Town: Edgartown | Link ID: 44459
Price: $3,150,000 | Status: Pending
This charming and historic home is ideally situated at the head of Atwood Circle, a private neighborhood just off Dunham Road, and only a short stroll to town. Recently renovated, the residence blends classic character with modern comfort. The main level features a spacious living room, a cozy den w... Click here for more details
Address: 114 Meetinghouse Way | Town: Edgartown | Link ID: 44042
Price: $3,100,000 | Status: Active
3 Acre Katama Building Lot with Existing Guest House. This parcel is ready to be developed into a true Edgartown Compound. The last of three private, forested lots to be offered in this part of the Browns Farm Lane subdivision, two of which have already been sold and developed into breathtaking, su... Click here for more details
Address: 114 Meetinghouse Way | Town: Edgartown | Link ID: 43953
Price: $3,100,000 | Status: Active
3 Acre Katama Building Lot with Existing Guest House. This parcel is ready to be developed into a true Edgartown Compound. The last of three private, forested lots to be offered in this part of the Browns Farm Lane subdivision, two of which have already been sold and developed into breathtaking, sub... Click here for more details
Address: 21 Vickers Street | Town: Edgartown | Link ID: 42743
Price: $3,075,000 | Status: Active
Katama at its best ~ WITH A POOL! Set in one of Martha’s Vineyard’s most coveted locations, 21 Vickers Street is a classic beach home with an effortless connection to everything that makes Katama so special. Just one mile from South Beach. With the bike path, Katama General Store, and Edgartown ... Click here for more details
Address: 15 & 27 Pennywise Path | Town: Edgartown | Link ID: 42642
Price: $3,000,000 | Status: Pending
PRIME 5-ACRE LOT - R20 ZONE EDGARTOWN Introducing a rare opportunity to own a piece of the island (currently two parcels) close to all Edgartown has to offer. This spectacular level lot is situated along Edgartown Road and provides the perfect setting to create a private retreat or a potential subd... Click here for more details
Address: 24 Myober Lane | Town: Edgartown | Link ID: 44991
Price: $2,995,000 | Status: Active
In a beautiful coastal setting, this 4-bedroom, 4.5-bath wood-sided contemporary is perched on 1.8 private waterfront acres in Major’s Cove, with frontage on Sengekontacket Pond, and offers a functional floor plan with exceptional views. Expanded over time, the home now includes a primary suite an... Click here for more details
Address: 13 Young Street | Town: Edgartown | Link ID: 44411
Price: $2,950,000 | Status: Active
Tucked in the heart of Katama, this classic beach house captures the essence of coastal living with the sound of the Atlantic just beyond. Designed with a reverse-style floor plan to maximize light, the home offers a seamless blend of comfort and classic Vineyard charm. The main living level is bri... Click here for more details
Address: 23 Thaxter Lane | Town: Edgartown | Link ID: 43634
Price: $2,950,000 | Status: Active
OPEN AND AIRY COASTAL RETREAT WITH EASY ACCESS TO SOUTH BEACH and EDGARTOWN VILLAGE. Welcome to this tri-level contemporary home in the heart of KATAMA. This home offers the perfect blend of spacious indoor-outdoor living with three levels of outdoor decking nestled amongst mature vegetation and a... Click here for more details
Address: 72 Chappaquiddick Avenue | Town: Edgartown | Link ID: 44978
Price: $2,950,000 | Status: Active
Perched atop the highest point on Chappaquiddick, this private compound truly has it all, while still being a short distance from Chappy favorites including the Community Center, Beach Club, Ferry, and Slip Away Farm. Designed for both relaxation and recreation, the property offers endless ways to e... Click here for more details
Address: 24 Beetle Swamp Road | Town: Edgartown | Link ID: 44387
Price: $2,895,000 | Status: Active
Set in a private community, Sweetened Water Farm offers the pastoral charm of Martha's Vineyard's rural up-island, just minutes from the energy of downtown Edgartown. Residents share access to the association's horse barn and common pastures, ideal for keeping horses or other livestock, adding to th... Click here for more details
Address: 131 North Water St | Town: Edgartown | Link ID: 44632
Price: $2,875,000 | Status: Active
LUXURIOUS LIVING AWAITS AT THE ICONIC HARBOR VIEW HOTEL CAPTAIN HUXFORD COTTAGE, Unit 96 at 131 N Water Street in Edgartown, a 1061-square-foot, three-bedroom, three-bath, second & third floor condominium that offers a refined island living experience at the crown jewel of Martha’s Vineyard. The l... Click here for more details
Address: 49 The Boulevard | Town: Edgartown | Link ID: 44828
Price: $2,850,000 | Status: Active
A rare opportunity to own this classic waterfront property on Sengekontacket Pond, offering sweeping 180 degree views across the pond and salt marsh toward the Causeway, the iconic Jaws bridge, State Beach, Nantucket Sound and beyond. Set along the Boulevard, behind a traditional white picket fence... Click here for more details
Address: 2 Bold Meadow Road | Town: Edgartown | Link ID: 44240
Price: $2,850,000 | Status: Active
Nestled on a private 1.7-acre parcel in the peaceful Bold Meadow neighborhood, this classic expanded Cape offers a perfect blend of comfort, space, and Vineyard charm. Surrounded by mature woodlands, association land, and State Forest, the property provides a serene retreat just moments from all tha... Click here for more details
Address: 9 Winter Street | Town: Edgartown | Link ID: 44840
Price: $2,800,000 | Status: Active
Just a block off Main St, Winter Street grew alongside Edgartown's 19th Century maritime and whaling boom. In the mid 2010's local business owners began transforming the corridor, and affectionally dubbed Winter Street the "Left Bank" of Edgartown in comparison to Paris's famous boutique shopping di... Click here for more details
Address: Lot 4B Browns Farm Lane | Town: Edgartown | Link ID: 44450
Price: $2,795,000 | Status: Active
Tucked off Meetinghouse Way, this 3-acre parcel offers an opportunity to create something lasting on the Vineyard. Open pasture sweeps across the property's core, framed by bordering woodland that lends a sense of privacy without sacrificing the light and openness that makes the setting so appealing... Click here for more details
Address: Lot 4A Browns Farm Lane | Town: Edgartown | Link ID: 44447
Price: $2,795,000 | Status: Active
Located off Meetinghouse Way, this 3-acre parcel offers something truly special: room to breathe. Open pasture rolls across the heart of the property, while bordering woodland creates a setting that feels private yet open and airy. The location is less than 2.5 miles from Main Street and South Beach... Click here for more details
Address: 6 Lauras Way | Town: Edgartown | Link ID: 44072
Price: $2,700,000 | Status: Active
Coastal Luxury Meets Versatility in Edgartown Welcome to a rare opportunity to own a brand-new, GORGEOUS, custom-built home in Edgartown, set on a sprawling one-acre plot with a stunning detached 900 sq ft accessory dwelling. The main residence opens to an inviting two-story foyer, leading to an exp... Click here for more details
Address: 205 Meetinghouse Way | Town: Edgartown | Link ID: 44760
Price: $2,700,000 | Status: Pending
Privately nestled amid sweeping gardens and lush natural landscaping, this 3-bedroom, 3-bath home offers the perfect blend of timeless design and refined contemporary living. Thoughtfully curated interiors feature an open-concept living area, a large kitchen with Viking cooktop, Fisher & Paykel dish... Click here for more details
Address: 131 North Water St | Town: Edgartown | Link ID: 44629
Price: $2,595,000 | Status: Active
LUXURIOUS LIVING AWAITS AT THE ICONIC HARBOR VIEW HOTEL CAPTAIN COLLINS COTTAGE, Unit 22 at 131 N Water Street in Edgartown, a 960-square-foot, two-bedroom, two-bath, second floor condominium that offers a refined island living experience at the crown jewel of Martha’s Vineyard. The legendary Harb... Click here for more details
Address: 15 Twenty First Street North | Town: Edgartown | Link ID: 44320
Price: $2,590,000 | Status: Active
Located on a quiet street just moments from Edgartown Village, this versatile compound offers a rare combination of privacy, flexibility, and proximity to some of the Island’s most treasured outdoor amenities. Set on over a half-acre, the property features a main residence and a detached guest ho... Click here for more details
Address: 9 Codman Spring Road | Town: Edgartown | Link ID: 44843
Price: $2,500,000 | Status: Active
Charming four bedroom property set on 0.88 acres along Codman Spring Road, offering a convenient location with easy access to Edgartown Village, Morning Glory, South Beach and all other island towns. Surrounded by beautiful gardens, the home features an expansive wraparound deck ideal for outdoor li... Click here for more details
Address: 77 Sixth Street North | Town: Edgartown | Link ID: 44809
Price: $2,500,000 | Status: Active
WATERVIEWS of Sengenotacket when you pull out of the driveway at 77 SIXTH STREET NORTH, EDGARTOWN. NEW CONSTRUCTION, with an anticipated completion date in MARCH of 2027; just in time to bring in the 2027 SPRING/SUMMER SEASON! The first floor entry offers an inviting two story foyer which opens to t... Click here for more details
Address: 10 Woodhaven Drive | Town: Edgartown | Link ID: 44915
Price: $2,500,000 | Status: Active
Edgartown - Room to Live. Space to Breathe. Tucked into more than an acre of peaceful woodland, 10 Woodhaven Drive is the kind of Vineyard home that invites you to settle in and stay awhile. Generous rooms, multiple gathering spaces and an easy connection to the outdoors create a home that feels equ... Click here for more details
Address: 9 North Neck Road | Town: Edgartown | Link ID: 42665
Price: $2,495,000 | Status: Active
COMMANDING WATER VIEWS ON CHAPPAQUIDDICK - This beloved fishing cottage rests high above one of the premier fishing areas on the island of Chappaquiddick. Set apart from the hustle and bustle of downtown, but within easy reach of all Edgartown offers, the pristine views over the wilds of Cape Pogue ... Click here for more details
Address: 218 Upper Main Street | Town: Edgartown | Link ID: 43527
Price: $2,495,000 | Status: Active
Located on Upper Main Street in Edgartown’s BII zoning district, this versatile property is currently home to Lucky Hank’s restaurant. Set on a desirable lot with a large private parking area, and in a coveted high-visibility location. The building offers a turnkey restaurant space and thriving ... Click here for more details
Address: 99 The Boulevard | Town: Edgartown | Link ID: 44577
Price: $2,455,000 | Status: Active
Welcome to a beautifully renovated custom contemporary colonial located just 1/3 mile from the Sengekontacket Pond boat landing. Perfect for kayaking, paddleboarding, and coastal living, this builder-owned home seamlessly blends classic Vineyard charm with modern luxury. The bright, open-concept ma... Click here for more details
Address: 131 North Water St | Town: Edgartown | Link ID: 44630
Price: $2,425,000 | Status: Active
LUXURIOUS LIVING AWAITS AT THE ICONIC HARBOR VIEW HOTEL CAPTAIN ROWLEY COTTAGE, Unit 62 at 131 N Water Street in Edgartown, a 895-square-foot, two-bedroom, two-bath, second floor condominium that offers a refined island living experience at the crown jewel of Martha’s Vineyard. The legendary Harbo... Click here for more details
Address: 105 Whalers Walk | Town: Edgartown | Link ID: 44872
Price: $2,395,000 | Status: Pending
RENOVATED EDGARTOWN RETREAT WITH POOL, TERRACE + OUTDOOR ENTERTAINING PAVILIONS. Designed for relaxed indoor-outdoor living, this recently renovated four-bedroom, three-bath Edgartown home is set on just under an acre and centered around an exceptional backyard retreat. The heated saltwater pool wit... Click here for more details
Address: 60 Crocker Drive | Town: Edgartown | Link ID: 44200
Price: $2,300,000 | Status: Active
Close to South Beach! Close to Katama Airpark and nestled in the heart of Katama, 60 Crocker Drive offers a discerning buyer a unique opportunity to renovate a house and guest house. Bring your creativity. With 2 pre-existing structures and a total of 3 bedrooms, you can renovate the existing struc... Click here for more details
Address: 76 Washque Avenue | Town: Edgartown | Link ID: 43708
Price: $2,299,000 | Status: Active
This stunning reverse-contemporary four-bedroom custom home is perfectly situated in one of Chappaquiddick’s most sought-after locations. Designed with an expansive open-concept floor plan, the airy and inviting living area flows seamlessly onto a generous wraparound deck, where sweeping, bird’s... Click here for more details
Address: 2 Old Poucha Road | Town: Edgartown | Link ID: 44634
Price: $2,295,000 | Status: Active
Tucked away down a quiet country road, this one-of-a-kind Chappaquiddick retreat invites you to exhale the moment you arrive. With no visible neighbors and the sounds of nature all around, the property offers a rare sense of privacy, peace, and timeless island charm. Built in an era when homes were... Click here for more details
Address: 81 Whalers Walk | Town: Edgartown | Link ID: 44085
Price: $2,225,000 | Status: Active
Imagine owning your own beach house on Martha’s Vineyard, ready for summer fun. Perched atop a rise that captures sweeping views over the property, floods interiors with natural light, and opens to a spectacular night sky, this furnished move-in-ready home delivers the Vineyard lifestyle you've be... Click here for more details
Address: 7 Pip'n Circle | Town: Edgartown | Link ID: 44218
Price: $2,195,000 | Status: Active
A true Chappaquiddick escape — where the outdoors is as much a part of the home as anything inside. Tucked within three acres of park-like grounds, meadows and woodland, this rustic yet comfortable compound of two log houses is built for friends and family who love the land, the water, and everyth... Click here for more details
Address: 131 North Water St | Town: Edgartown | Link ID: 44631
Price: $1,975,000 | Status: Active
LUXURIOUS LIVING AWAITS AT THE ICONIC HARBOR VIEW HOTEL CAPTAIN HUXFORD COTTAGE, Unit 94 at 131 N Water Street in Edgartown, a 730-square-foot, two-bedroom, two-bath, second floor condominium that offers a refined island living experience at the crown jewel of Martha’s Vineyard. The legendary Harb... Click here for more details
Address: 171 Upper Main Street/9 Curtis Lane | Town: Edgartown | Link ID: 44417
Price: $1,950,000 | Status: Active
A Rare Edgartown Opportunity — Privacy, Proximity & Possibility. Tucked away at the end of a private setting on Upper Main Street, this almost one acre parcel offers a rare opportunity to create your own Edgartown retreat within easy walking distance of downtown. Set well back from the road, the p... Click here for more details
Address: 4 Cormorant Circle | Town: Edgartown | Link ID: 44940
Price: $1,925,000 | Status: Active
Tucked at the end of a quiet cul-de-sac in the desirable Island Grove neighborhood of Edgartown, this charming three-bedroom, (plus bonus space and 6 bedroom sewer capacity), two-bathroom residence offers a private setting, association amenities and excellent proximity to Edgartown Village and Katam... Click here for more details
Address: 2 Farmers Road | Town: Edgartown | Link ID: 44752
Price: $1,900,000 | Status: Pending
This house and guesthouse combination are situated in a very special location, equidistant between town and South Beach. A short bike ride to both. The neighboring properties are quite impressive. Across the lane is over 28 acres of Edgartown Conservation Commission land. The property currently has ... Click here for more details
Address: 42 Bold Meadow Road | Town: Edgartown | Link ID: 44950
Price: $1,875,000 | Status: Active
A peaceful retreat close to Edgartown's amenities, thoughtfully updated and refreshed with a new kitchen and light-filled living spaces, this four bedroom three bath home offers an easy, relaxed setting for family and guests. The main body of the home features one downstairs bedroom with two additi... Click here for more details
Address: 171 Upper Main Street | Town: Edgartown | Link ID: 44893
Price: $1,850,000 | Status: Pending
A Rare in-town Edgartown Opportunity — Create Your Own Private Compound At the end of a long private driveway close to downtown Edgartown, this property offers a unique opportunity to create a special island retreat. The beginning of the driveway is less than a third of a mile to the very heart of... Click here for more details
Address: 32 Norton Orchard Road | Town: Edgartown | Link ID: 44049
Price: $1,850,000 | Status: Active
Discover this turnkey Edgartown home in a prime location near downtown dining and shopping, Edgartown Golf Club, and popular beaches. The refreshed interior features modern flooring, modern LED lighting, bathroom, and a bright kitchen with dark green granite countertops, tall windows, and a vaulted ... Click here for more details
Address: 4 Farm Way | Town: Edgartown | Link ID: 44894
Price: $1,825,000 | Status: Active
Two complete homes on one acre in Edgartown's Smith Hollow neighborhood — a rare find. Set at the end of a paved cul-de-sac, the property gives each house its own septic system, its own landscaped yard, and enough separation for real privacy. The main house has four bedrooms and two baths, along w... Click here for more details
Address: 99 Old Purchase Road | Town: Edgartown | Link ID: 44556
Price: $1,775,000 | Status: Active
Set at the end of a cul-de-sac, this property offers a peaceful setting on .71 acres, with easy access to more than 25 acres of Land Bank conservation land. Morning Glory Farm is just a short distance away, offering a wonderful connection to the seasonal beauty and character of the Island. The bike ... Click here for more details
Address: 14 Donaldbin Close | Town: Edgartown | Link ID: 44846
Price: $1,750,000 | Status: Active
Tucked into a quiet neighborhood and surrounded by mature trees, this home sits elevated on a 0.84-acre lot. With an open floorplan, the kitchen, dining, and living areas flow comfortably together, enhanced by vaulted ceilings, a stone gas fireplace, and French doors that bring in abundant natural ... Click here for more details
Address: 21 Schoolhouse Road | Town: Edgartown | Link ID: 44164
Price: $1,696,000 | Status: Active
Located in the heart of Katama between South beach and Edgartown Village. Biking or walking distance along the the shared use path to beach or town. With 2 first floor bedrooms along with a full bath for one floor living. Second floor has 2 more bedrooms, bath along with a loft area for extra bed sp... Click here for more details
Address: 63 Division Road | Town: Edgartown | Link ID: 44439
Price: $1,650,000 | Status: Active
LOT #4 - The last lot available in this 5-lot Edgartown subdivision! 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 new resid... Click here for more details
Address: 31 Dodgers Hole Road | Town: Edgartown | Link ID: 44919
Price: $1,625,000 | Status: Active
Dodgers Hole - Delightful contemporary cape style home, centrally located, suitable for seasonal or year-round use. The privately sited half acre lot features a first floor primary bedroom with en-suite bath, a light filled eat-in kitchen, central A/C, full unfinished basement, a detached 18'x24' s... Click here for more details
Address: 58 Road to the Plains | Town: Edgartown | Link ID: 44116
Price: $1,625,000 | Status: Pending
Turnkey Katama Retreat – Welcome to this beautifully appointed, fully furnished home, offering the perfect blend of relaxed coastal living and effortless ownership. With a strong rental history and thoughtful upgrades throughout, this property is an exceptional opportunity as a year-round residenc... Click here for more details
Address: 8 Pip'n Circle | Town: Edgartown | Link ID: 44783
Price: $1,500,000 | Status: Active
CHAPPAQUIDDICK – Opportunity awaits on this conforming 3-acre parcel, featuring a year-round home with a 5-bedroom septic system, offering exceptional potential for future expansion, including a guest house. Privately tucked away off the main road, yet conveniently located just minutes from the Ch... Click here for more details
Address: 36 Pine Street | Town: Edgartown | Link ID: 44891
Price: $1,500,000 | Status: Active
Imagine creating your own Vineyard retreat on this almost half-acre parcel, ideally located within walking distance to downtown Edgartown. This property offers the opportunity to build a custom home within a designated building envelope, while a protected no-build area provides an added sense of pri... Click here for more details
Address: 7 Boylston Drive | Town: Edgartown | Link ID: 44920
Price: $1,475,000 | Status: Active
Well-maintained three-bedroom, two-bath home set on a quiet road in a convenient Edgartown location. The property is bordered by more than 100 acres of conservation land, offering a peaceful setting and added privacy while remaining close to Edgartown Village, beaches, bike paths, and everyday ameni... Click here for more details
Address: 17 Chapman Lane | Town: Edgartown | Link ID: 44202
Price: $1,395,000 | Status: Active
OPPORTUNITY KNOCKS: Located within close proximity to Edgartown Village shops, restaurants, parks, and everyday conveniences, this fixer upper offers the rare chance to renovate in a location that truly shines. This property is full of potential for buyers, investors, or renovators looking to create... Click here for more details
Address: 44 Prices Way | Town: Edgartown | Link ID: 44466
Price: $1,395,000 | Status: Active
CONTEMPORARY ISLAND RETREAT. As a smart opportunity for Vineyard buyers seeking a low-maintenance Island home close to Edgartown Village, this contemporary home offers easy access to shopping, services, and the bicycle path connecting the three down-Island towns. Whether used as a year-round residen... Click here for more details
Address: 23 Hamblen Way | Town: Edgartown | Link ID: 44900
Price: $1,175,000 | Status: Pending
Walk or Bike to Edgartown — Renovated & Move-In Ready. Fully furnished 3-bedroom home for year-round or vacation living, new roof & hot water heater, extensively renovated in 2014 (walls, windows, doors, insulation, gutters, siding). Open floor plan with cathedral ceilings and a wall of windows hi... Click here for more details
Address: 37 Dodgers Hole Road | Town: Edgartown | Link ID: 44357
Price: $1,175,000 | Status: Active
This split-level home in the highly desirable Dodger’s Hole neighborhood offers a central location with easy access to VTA bus routes, the bike path, all down-island towns and both South Beach and State Beach. The main level features a bright and open living room, dining area, and kitchen designe... Click here for more details
Address: 15 Chapman Lane | Town: Edgartown | Link ID: 44206
Price: $1,125,000 | Status: Active
OPPORTUNITY ABOUNDS: This conforming parcel offers a great opportunity to build with close proximity to Edgartown Village! This adjoining lot offers ability to connect to Town Water and Sewer (see notes below) creating the perfect setting for your custom dream home or next investment. Located just m... Click here for more details
Address: 34 Curtis Lane | Town: Edgartown | Link ID: 44707
Price: $995,000 | Status: Pending
COMING SOON — EXCITING IN-TOWN EDGARTOWN OPPORTUNITY. Tucked away on a quiet lane at the edge of Edgartown Village, this Curtis Lane property presents a rare opportunity to create a distinctive in-town residence close to village shops, restaurants, galleries, the harbor, and more. Curtis Lane is ... Click here for more details
Address: 25 Coffins Field Road | Town: Edgartown | Link ID: 44041
Price: $995,000 | Status: Active
Per Board of Health approval, this 1.0-acre parcel is approved for the construction of a six-bedroom dwelling. The property is located in a centrally situated neighborhood and abuts conservation land, providing a private setting. Conveniently located near town amenities, beaches, bike paths, a pub... Click here for more details
Address: 21 Clay Pit Road | Town: Edgartown | Link ID: 44651
Price: $896,000 | Status: Active
This home is walk in ready to enjoy while you let your imagination go to work for this ideal property. Located a short walk along the bike path to Post Office square you will find this quiet location is perfect. You feel the old Vineyard charm along this peaceful lane. This represents the best entry... Click here for more details
Address: 51 Chase Road | Town: Edgartown | Link ID: 44409
Price: $890,000 | Status: Pending
Edgartown opportunity! Bring your vision to this two-bedroom, one-bath ranch situated close to the heart of downtown Edgartown. This property presents a rare chance to create value in a highly sought-after location. Just minutes to downtown, with off-street parking for three vehicles, the home feat... Click here for more details
Address: 260 The Boulevard | Town: Edgartown | Link ID: 44037
Price: $825,000 | Status: Pending
Two-bedroom, one bath, renovated cottage in Ocean Heights, Edgartown, offering a classic island “camp” charm with a thoroughly modern interior. Over three phases of work (2001, 2021, 2025), the owners have rebuilt key exterior elements, upgraded major systems, and fully refreshed the living spac... Click here for more details
Address: 23 Calebs Common Lane | Town: Edgartown | Link ID: 44198
Price: $550,000 | Status: Active
CHAPPAQUIDDICK — Just over one acre in the desirable Calebs Common neighborhood, ideally located near the ferry, beach, and Community Center. Enjoy easy access to beaches, miles of walking trails, and the surrounding conservation land that makes Chappy so special. A wonderful opportunity to create... Click here for more details
Address: 240 Chappaquiddick Road | Town: Edgartown | Link ID: 44676
Price: $525,000 | Status: Active
A rare opportunity to own 7.7 acres on the beautiful and sought-after island of Chappaquiddick. This wooded parcel offers exceptional privacy, natural contours, and the quiet, untouched landscape that defines Chappy living. Preliminary information suggests there is potential upland area to support ... Click here for more details