Edgartown Real Estate

Welcome to Edgartown, a picturesque gem nestled on Martha’s Vineyard in Dukes County, Massachusetts. Known for its charming streets lined with historic whaling captains' homes, this enchanting town offers a unique blend of rich history and stunning natural beauty. Edgartown is not just a destination; it’s a lifestyle that invites you to savor every moment.

As one of the oldest towns on Martha’s Vineyard, Edgartown boasts a vibrant maritime heritage. The iconic Edgartown Lighthouse, perched at the entrance of the harbor, serves as a beacon of the town’s storied past and is a favorite spot for both locals and visitors to capture breathtaking sunsets. The town’s scenic waterfront is perfect for leisurely strolls, where you can admire the elegant yachts and sailboats that dot the harbor.

Edgartown is also home to beautiful beaches, including the renowned South Beach and the tranquil State Beach, where you can bask in the sun or enjoy a refreshing swim in the Atlantic Ocean. The town’s thriving arts scene, gourmet dining options, and boutique shopping add to its allure, making it a delightful place to live or visit.

Whether you’re drawn to the quaint charm of its historic architecture, the vibrant community events, or the stunning natural landscapes, Edgartown offers a unique blend of coastal living and cultural richness. Explore the possibilities of calling this enchanting town home, where every day feels like a vacation in paradise. Discover the magic of Edgartown, where history meets the sea!

Newest Listings in Edgartown

$7,250,000

4 Beds ⋅ 6 Baths ⋅ 73577118 MLS

Located in the heart of Edgartown Village, this exceptional turnkey home offers timeless New England architecture, modern luxury, and an unbeatable in-town lifestyle. Built by a renowned Island builder, the thoughtfully designed residence features beautifully finished living spaces, four bedrooms, four full baths, and a powder room. The chef's kitchen opens to inviting living and dining areas that flow seamlessly to a private backyard oasis with a heated in-ground pool, bluestone patio, and professionally landscaped grounds—perfect for entertaining and relaxing. The finished lower level provides valuable bonus living space with a family/media room with a full bath and work out room adding an addtional 1,628 square feet of living space to the generous floor plan. Just moments from Main Street, the harbor, beaches, shops, and restaurants, this impeccably maintained property offers the ideal combination of luxury, comfort, and convenience in one of Edgartown's most sought-after locations.

96 South Summer Street, Edgartown

$4,100,000

5 Beds ⋅ 4 Baths ⋅ 22604551 MLS

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-tomonth under self-extending leases, giving a new owner flexibility. The first floor was home to an HVAC company for nearly a decade and is now vacant and ready for its next owner: roughly 1,253 sq.ft. of office with high efficiency heat pump & A/C, plus 1,148 sq.ft. of garage and storage. Ample on-site parking with 25 designated spaces & a loading dock for your business needs. The current owners have put significant capital improvements into the building since 2017 — solar, electrical, roof,windows, integrated fire & security systems, mechanical & irrigation systems, and apt. renovations. This property has a long history of permitted commercial use well before these owners. The Edgartown Zoning Board of Appeals granted a special permit in 2016 for the operation of a small-scale business in a residential neighborhood, and that permit predates the current owners' purchase. A buyer will need approval from the town to continue commercial use. first-floor office 1,253 · garage and storage 1,148 · second floor 2,401 · deck 251. Floor plan dimensions are approximate. Buyer to verify all measurements, square footage, systems and permitted use. Commercial permit needs Edgartown approval.

148 Katama Road, Edgartown

$2,650,000

3 Beds ⋅ 3 Baths ⋅ 22604449 MLS

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 equally suited to quiet Island weekends, a house full of summer guests or comfortable year-round living. At the heart of the home is a beautifully remodeled kitchen, completed in 2023 and designed to be part of daily life rather than separate from it. From here, the home unfolds into a spacious living room warmed by a propane fireplace, a formal dining room and a separate sitting room—giving family and guests the increasingly rare luxury of having both places to come together and places to retreat. Three large bedrooms provide comfortable private quarters, while an open loft creates another flexible destination for working, reading, watching a movie or simply escaping the activity downstairs. Below, a substantial unfinished basement with high ceilings and both interior and exterior access provides exceptional storage and flexibility for the future. Summer living extends naturally outdoors. A generous back deck overlooks the wooded acre-plus setting, offering a private place for morning coffee, long dinners and evenings under the Vineyard sky. And after a day spent at the beach, there is perhaps no more quintessentially Island pleasure than coming home to an outdoor shower. Beyond the property, Woodhaven offers something increasingly difficult to find: a neighborhood setting surrounded by nature with access to trails connecting the Manuel F. Correllus State Forest - opening miles of the Island for walking, running and biking. Private without being isolated, spacious without feeling overwhelming, and thoughtfully updated where it matters most, 10 Woodhaven Drive offers a relaxed approach to Edgartown living—and a home designed to be enjoyed well beyond the summer season.

10 Woodhaven Drive, Edgartown

$4,100,000

22604423 MLS

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-tomonth under self-extending leases, giving a new owner flexibility. The first floor was home to an HVAC company for nearly a decade and is now vacant and ready for its next owner: roughly 1,253 sq.ft. of office with high efficiency heat pump & A/C, plus 1,148 sq.ft. of garage and storage. Ample on-site parking with 25 designated spaces & a loading dock for your business needs. The current owners have put significant capital improvements into the building since 2017 — owned solar, electrical, roof, integrated fire & security systems, mechanical & irrigation systems, and apt. renovations. This property has a long history of permitted commercial use well before these owners. The Edgartown Zoning Board of Appeals granted a special permit in 2016 for the operation of a small-scale business in a residential neighborhood, and that permit predates the current owners' purchase. A buyer will need approval from the town to continue commercial use.

148 Katama Road, Edgartown

$1,175,000

3 Beds ⋅ 1 Baths ⋅ 73570229 MLS

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 highlighting the beautiful views and natural light. Sliding doors open to a grill area and wide wraparound deck spanning three sides of the house — ideal for entertaining or relaxing outdoors. Large outdoor shower. Half-acre lot; Title V passed for 3 bedrooms. Prime location on Hamblen Way, convenient to the trails and conservation land at the Caroline Tuthill Preserve, with bike path access to Edgartown, Oak Bluffs, Vineyard Haven, and Bend in the Road Beach. Just half a mile to Upper Main Street's shops and restaurants, six-tenths of a mile to historic Edgartown Village and the waterfront. Private and peaceful, yet close to it all. Ring camera in use.

23 Hamblen Way, Edgartown

$5,795,000

5 Beds ⋅ 6 Baths ⋅ 73569858 MLS

Sophisticated Katama Retreat with Pool and Custom Finishes - Tucked at the end of a lightly traveled road, this modern farmhouse blends sophisticated design, generous living spaces, and exceptional backyard privacy. Thoughtfully customized by the owners in collaboration with the builder, the home features distinctive design details and elevated finishes throughout. A dramatic wall of glass fills the open-concept great room with natural light and connects seamlessly to the outdoor entertaining areas. Spacious living and dining spaces are anchored by a gas fireplace and custom built-ins. The chef’s kitchen features marble countertops, commercial-style stainless and integrated appliances, an oversized center island, beverage refrigerator, and sliding glass panels opening to a poolside bar. A luxurious first-floor primary suite, private office, laundry area, and powder room complete the main level. The home offers five bedrooms and four-and-one-half baths, including a second en suite primary bedroom upstairs. Two additional upper-level bedrooms share a well-designed Jack-and-Jill bath. The finished lower level includes a fifth bedroom, full bath, and expansive game/media room with pool and ping-pong tables, providing flexible space for guests and recreation. Outside, the property becomes a private resort-style retreat with a heated 16-by-38-foot gunite saltwater pool and generous sun shelf. An expansive bluestone patio offers multiple lounge and dining areas, a fire table, and a separate wood-burning fire pit. Manicured grounds, thoughtful landscaping, broad lawn areas, and an enclosed outdoor shower complete the setting. With a strong rental income history, the property offers compelling potential for personal enjoyment and investment. Offered turnkey with indoor and outdoor furnishings for immediate enjoyment or continued rental use.

37 Plain Field Way, Edgartown

$3,075,000

3 Beds ⋅ 2 Baths ⋅ 73567342 MLS

Katama at its best! 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 Village close by, this updated, move-in-ready home puts the best of the Island within easy reach. A newly installed pool and expansive yard create a private setting for summer days and long afternoons outdoors. Inside, the kitchen features an inviting banquet dining area and opens to a spacious cathedral-ceilinged family room with sliders to the back deck, outdoor shower, pool, and yard. A separate living room provides another gathering space, while a first-floor bedroom and full bath offer flexibility for family and guests. Upstairs, two generous bedrooms share a full bath. The full basement provides ample storage for bicycles, beach chairs, paddleboards, and all the essentials of Vineyard life. With the ability to tie into town sewer for up to six bedrooms, the property also offers exciting possibilities for the future. The very best of Katama comes together here with a coveted location, a classic Vineyard home, and an easy way to enjoy everything that makes summer on Martha’s Vineyard so special. Sale is contingent on seller finding another home.

21 Vickers Street, Edgartown

$2,395,000

4 Beds ⋅ 3 Baths ⋅ 73567153 MLS

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 new backyard retreat. From quiet mornings by the pool to leisurely dinners beneath the pergolas, the property offers a welcoming setting for enjoying the Vineyard lifestyle. The pool features a sun shelf and built-in seating and is surrounded by an expansive stone terrace with generous room for lounging and entertaining. Two pergola pavilions create a stylish open-air living area with dedicated lounge and dining spaces, while an outdoor shower completes the resort-like setting. An expanded rear deck provides an easy connection between the home and its impressive outdoor amenities. Inside, thoughtful renovations have created bright, comfortable spaces for everyday living and gathering. The redesigned kitchen features crisp white cabinetry, marble countertops, stainless-steel appliances, and an extended marble breakfast bar that connects the kitchen and dining areas while providing additional seating and workspace. Hardwood floors run throughout both levels, and air conditioning has been added for year-round comfort. The first floor also includes a renovated full bath and a new laundry room with front-loading appliances. Upstairs, a newly created primary suite offers privacy and a beautifully finished bath with a large custom-tiled shower. Two additional bedrooms feature new hardwood floors and fresh paint and share a completely renovated full bath. Further improvements include a new front stoop, Bluetooth-controlled irrigation, and a two-car garage with its own rear deck and outdoor shower, adding convenience for island living. Connected to town sewer with capacity for seven bedrooms, the property presents valuable future expansion possibilities. An established rental income history offers additional flexibility for buyers interested in combining personal enjoyment with income-producing potential. With its renovated interiors, exceptional pool setting, multiple outdoor gathering spaces, and room to envision what comes next, this distinctive Edgartown retreat is ready for memorable days and evenings on Martha's Vineyard.

105 Whalers Walk, Edgartown

$2,875,000

3 Beds ⋅ 3 Baths ⋅ 22604139 MLS

LUXURIOUS LIVING AWAITS at the iconic Harbor View Hotel Captain Collins Cottage. Unit 96 at 131 N. Water Street is a beautifully appointed 1061± sq. ft., second and third-floor condominium featuring 3 beds and 3 baths in the heart of Edgartown.This fully managed, turnkey residence offers effortless Vineyard ownership with access to the Harbor View Hotel's renowned amenities and services. Coastal-inspired interiors feature high ceilings, abundant natural light, a propane fireplace, and an inviting open living area. The well-equipped kitchenette includes a cooktop, microwave, and refrigerator/freezer. Owners enjoy concierge services, daily housekeeping, a fitness center, heated salt-water pool, and gas fire pits,.This landmark property offers a rare opportunity to enjoy the Vineyard lifestyle with convenience and peace of mind. Unit 96 combines convenience and a sought-after Edgartown address making it an ideal retreat for those seeking an extraordinary living experience.

131 N Water Street, Edgartown

$1,975,000

2 Beds ⋅ 2 Baths ⋅ 22604140 MLS

LUXURIOUS LIVING AWAITS at the iconic Harbor View Hotel Captain Collins Cottage. Unit 94 at 131 N. Water Street is a beautifully appointed 730± sq. ft., second-floor condominium featuring 2 bedrooms and 2 baths in the heart of Edgartown.This fully managed, turnkey residence offers effortless Vineyard ownership with access to the Harbor View Hotel's renowned amenities and services. Coastal-inspired interiors feature high ceilings, abundant natural light, a propane fireplace, and an inviting open living area. The well-equipped kitchenette includes a microwave, and refrigerator/freezer. Owners enjoy concierge services, daily housekeeping, a fitness center, heated salt-water pool, and gas fire pits.This landmark property offers a rare opportunity to enjoy the Vineyard lifestyle with convenience and peace of mind. Unit 94 combines convenience and a sought-after Edgartown address making it an ideal retreat for those seeking an extraordinary living experience.

131 N Water Street, Edgartown

$2,595,000

2 Beds ⋅ 2 Baths ⋅ 22604141 MLS

LUXURIOUS LIVING AWAITS at the iconic Harbor View Hotel Captain Collins Cottage. Unit 22 at 131 N. Water Street is a beautifully appointed 960± sq. ft., second-floor condominium featuring 2 bedrooms and 2 baths in the heart of Edgartown. This fully managed, turnkey residence offers effortless Vineyard ownership with access to the Harbor View Hotel's renowned amenities and services. Coastal-inspired interiors feature high ceilings, abundant natural light, a propane fireplace, and an inviting open living area. The well-equipped kitchenette includes a microwave, and refrigerator/freezer. An in-unit washer/dryer, outdoor shower, and elevator access add everyday convenience. Owners enjoy concierge services, daily housekeeping, a fitness center, heated salt-water pool, gas fire pits, and exceptional hospitality. A rare opportunity to own a luxury residence at one of Martha's Vineyard's most celebrated destinations. Harbor View Hotel retains a Right of First Refusal as outlined in the Master Deed. An owners caged-in storage area is in the basement.

131 N Water Street, Edgartown

$2,425,000

2 Beds ⋅ 2 Baths ⋅ 22604138 MLS

LUXURIOUS LIVING AWAITS at the iconic Harbor View Hotel Captain Collins Cottage. Unit 62 at 131 N. Water Street is a beautifully appointed 865± sq. ft., second-floor condominium featuring 2 bedrooms and 2 baths in the heart of Edgartown. This fully managed, turnkey residence offers effortless Vineyard ownership with access to the Harbor View Hotel's renowned amenities and services. Coastal-inspired interiors feature high ceilings, abundant natural light, a propane fireplace, and an inviting open living area. The well-equipped kitchenette includes a cook-top stove, microwave, and refrigerator/freezer. An outdoor shower adds to everyday convenience. Owners enjoy concierge services, daily housekeeping, a fitness center, heated salt-water pool and gas fire pits.This landmark property offers a rare opportunity to enjoy the Vineyard lifestyle with convenience and peace of mind. Harbor View Hotel retains a Right of First Refusal as outlined in the Master Deed. Washer/Dryer and dedicated storage area located in Cottage #5.

131 N Water Street, Edgartown

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