This expansive historic compound in the heart of Edgartown Village blends timeless charm with modern luxury. Just steps from top restaurants and shops, the home has been fully renovated by Stern McCafferty Architecture + Interiors, pairing contemporary design with classic architectural detail. Inside, open-plan living spaces create an effortless flow for entertaining, with a sleek kitchen and dining area leading through French doors to a beautifully landscaped patio for outdoor dining. Beyond, manicured gardens and a lush lawn frame a striking 42' x 18' pool, offering a private outdoor retreat. The second floor features four spacious bedrooms, including a serene primary suite with office, ensuite bath, and private deck overlooking the pool. The third floor adds a large sleeping area, full bath, and sunlit deck. A rare opportunity on North Water Street.
This classic New England home in Katama offers a refined blend of timeless architecture and modern comfort, set on a spacious, beautifully landscaped lot. The main house features three well-appointed bedrooms, including a light-filled primary suite and inviting guest rooms designed for comfort and privacy. The open-concept living area is ideal for entertaining, highlighted by a cozy fireplace and large windows overlooking the manicured grounds. French doors lead to a deck perfect for outdoor dining and relaxation. A state-of-the-art media room with plush seating and a large screen provides the ultimate space for movie nights or game days, with a wine cellar just steps away. The carriage house includes a three-car garage with a spacious one-bedroom apartment above. Located beside Sheriff’s Meadow Conservation land with public access to Katama Bay, and just minutes to South Beach and downtown Edgartown.
END UNIT WITH PRIVATE DRIVEWAY IN TASHMOO WOODS. Well-maintained 3BR/3BA condo offering rare privacy, space, and a single-family feel in one of Vineyard Haven’s most desirable communities. End unit with private driveway, one-car garage, and extra storage. Mature plantings, including 24 added trees, enhance the setting. Open layout with granite kitchen and high-end appliances flows to dining area and private deck overlooking woodlands. Living room with wood-burning fireplace. First-floor bedroom and full bath add flexibility. Upstairs, primary suite with soaking tub and separate shower; second bedroom with nearby full bath. Recent updates include new 30-year roof and gutters (April, 2026). Amenities include tennis, heated pool, playground, basketball, private dock on Lake Tashmoo, and beach access, plus full exterior maintenance and landscaping for easy, turnkey living.
Fresh, stylish, and fun best describe this inviting four-bedroom Edgartown home with a newly completed pool! Thoughtfully renovated from top to bottom, the interior offers warm, functional living spaces where every detail has been carefully considered. The same level of attention carries outdoors to a true backyard oasis, complete with a heated saltwater pool, multiple patios, a pergola, and an expansive lawn perfect for entertaining or relaxing. Connected to town sewer, the property is approved for up to seven bedrooms—offering exceptional flexibility for future expansion and added value. The location affords both privacy and convenience, with all downtown amenities and South Beach within easy reach. Whether for personal enjoyment or as an investment opportunity, this turn-key property checks all the boxes.
This distinguished home in Edgartown’s Bold Meadow neighborhood features light-filled interiors highlighted by south-facing windows in a cathedral-ceilinged Great Room that flows into a new sunroom. The main house offers 3 bedrooms, complemented by a spacious detached 900-sf guest apartment above an oversized garage, ideal for hosting. Recent upgrades include a renovated kitchen, updated primary bath, and thoughtfully integrated sunroom. Set on 1.5 acres with greenbelt on three sides, the property offers privacy, expansion potential, and room for a future pool. A full-height basement provides additional possibilities such as a media room or gym. Located less than 3 miles to Edgartown Village and close to Morning Glory Farm, the home also benefits from 30 SunPower solar panels for energy efficiency. Move-in ready and meticulously maintained
Nestled on a private 1.7-acre parcel in the Bold Meadow neighborhood, this classic Cape offers a perfect blend of comfort and Vineyard charm. Surrounded by mature woodlands, association land, and State Forest, the property provides a serene retreat just moments from Edgartown. The main level is thoughtfully designed for both relaxation and entertaining, featuring a formal living room with a fireplace and a separate TV/family room. The kitchen includes stainless steel appliances, quartz countertops, and a breakfast bar. An eat-in area opens to a spacious mahogany deck, complete with outdoor seating and beautifully landscaped gardens. The first-floor primary suite features vaulted, beamed ceilings and offers a private retreat with an en-suite bath. An additional bedroom/office and a fully renovated hall bath are also located on this level. Upstairs, 2 guest bedrooms share a full bath, while a loft above the two-car garage provides a flexible bonus space.
Experience the ease of summer living in your own Martha’s Vineyard beach house. Perched atop a rise with sweeping views, abundant natural light, and star-filled skies, this furnished, move-in-ready home offers over 2,600 sq. ft. across four levels. A dramatic 30-foot vaulted foyer leads to a fully renovated chef’s kitchen with Sub-Zero refrigeration, premium stainless appliances, stone counters, and a custom banquette seating 10. The home features a formal dining room, oak floors, a wood-burning stone fireplace featured in Architectural Digest, and a view-facing living room with balcony. The primary suite includes a walk-in closet and en-suite bath with soaking tub and double vanity, plus two additional bedrooms. A spiral staircase leads to a loft lounge with private balcony and two bonus rooms. The walk-out lower level adds flexible space for a gym, office, or lounge. Expansion potential allows up to seven bedrooms, plus guest house, pool, and pool house. Near South Beach, Edgartown.
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 business complete with a fully equipped commercial kitchen on the first floor. Upstairs, you’ll find one bedroom with an ensuite full bathroom, currently being used as the office. There is also an additional room being used for restaurant storage. With the flexibility to convert the property back to residential use, if desired, this is a rare opportunity in a prime location that should not be overlooked! This offering is for the real estate and the business. Please inquire with listing agent for additional details and information.
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. The offering includes eight bedrooms and seven-and-a-half baths across three thoughtfully designed structures: a six-bedroom, five-and-a-half bath main residence, a one-bedroom guest house with full kitchen, and a two-car carriage house with additional living quarters. The property features a private backyard oasis with a 16' x 32' saltwater pool, spa, and pool cabana—an exceptional outdoor setting in Edgartown Village. With furnishings and window treatments included, the home is ready for immediate enjoyment. 114 North Water Street represents a turnkey Edgartown Village estate offering the scale, amenities, and setting that are seldom available in this iconic location.
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 bedrooms, including two first-floor en-suites, overlooks the rolling pastures with grazing horses. Private guest quarters above the detached oversized garage offer additional comfortable accommodations. Sweetened Water Farm combines the tranquility of an up-island location with the convenience of being just moments from the boutiques, restaurants, and harbor of downtown Edgartown. A home for all generations in a setting like no other.
Turnkey Katama Home—Beautifully furnished and move-in ready, this updated coastal retreat offers relaxed Island living with a strong rental history and effortless ownership. Outdoor highlights include a 19-foot heated swim spa and Jacuzzi set on an expansive wood deck, an outdoor shower, bluestone fire pit patio, multiple lounging spaces, decks, and wooded privacy for serene entertaining. Inside, the light-filled kitchen, living and dining area features cathedral ceilings, stainless steel appliances, granite countertops, and modern finishes. Recent improvements include a new roof, renovated bathroom, new maple flooring, refreshed interior, and updated landscaping. The thoughtful layout includes a primary bedroom with private balcony, two first-floor bedrooms with a shared full bath, and town sewer allowing expansion up to six bedrooms. Ideally located near South Beach and just minutes to Edgartown Village and Morning Glory Farm, this is a rare opportunity in a sought-after neighborhood
Courtesy: Wallace & Co. Sotheby's International Realty
508-627-3313
LUXURY COTTAGE STYLE LIVING IN THE VILLAGE WITH A POOL! This updated classic cottage is located in the heart of Edgartown Village, less than a quarter mile to Main Street. Upon arrival, you are greeted by a spacious porch and elegant French door entry that lead you into the dramatic foyer. The open living plan with kitchen, dining, and living area is light and bright. First floor opens out onto a charming brick terrace and fenced backyard, the ideal location for outdoor living and entertaining. The swimming pool is the centerpiece of the backyard space. In this delightful cottage, there are a total of 4 BEDROOMS, each with a full bath. A first-floor primary bedroom suite for comfort and convenience. An elegant staircase leads upstairs to two spacious bedrooms, each with its own private bath. Separating the bedrooms is a charming balcony lined with a wall of ample storage closets, blending style with exceptional functionality. The partially finished lower level includes over 500 square feet of finished space, including a 4th bedroom with its own sitting area, a full bath, and a separate laundry/utility room. There is over 2,000 sq feet of living space in this in-town cottage. Enjoy the benefits of in-town living with easy access to the village's vibrant restaurant and shopping scene, and also take advantage of the strong rental history.
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, substantial residences. Located one mile from Edgartown Great Pond and 2 miles from both South Beach and Edgartown Village. Featuring a custom guesthouse built in 2018, with solid rental history and is outfitted with modern amenities. With a 6-bedroom septic system in place, there’s ample opportunity to build a main house or additional structures, pending necessary town approvals. Expansion to 8 bedrooms possible with septic upgrade. This unique opportunity allows the developer to enjoy Edgartown now while envisioning the full potential.
NEWLY BUILT 4-BEDROOM HOME WITH POOL,10 Minute walk TO TOWN, beautifully furnished home featuring a heated saltwater pool and a 20' x 30' entertainment barn.The home offers two floors of living space with 3.5 bathrooms, an open kitchen and family room, a dining area overlooking the pool, and two laundry areas. The sleeping arrangements include an upstairs primary suite with private bath. Also upstairs are two guest bedrooms that share a full bathroom. The first-floor guest suite provides added privacy with an ensuite bathroom. The open family room, complete with a fireplace, 57" TV, and SONOS sound system, flows seamlessly into the fully equipped kitchen, which features a large island and pantry. The dining area seats eight to ten guests and offers a lovely view of the pool. Outside, a private backyard oasis awaits with a heated saltwater pool, outdoor shower, BBQ area, and a spacious entertainment barn. Offered fully furnished, excluding artwork, and boasts a strong rental history.
Welcome to the opportunity to own a brand-new, GORGEOUS, custom-built home in Edgartown, set on a one-acre plot with a detached 900 sq ft accessory dwelling. The main residence opens to an inviting two-story foyer, leading to an expansive, living room featuring a wall of glass sliders. The gourmet kitchen is a chef’s dream, boasting Bosch appliances, a large quartz-topped island with seating for four. The first floor hosts a primary suite with a luxurious private bath. Upstairs, you’ll find a cozy second living room and two spacious guest suites, each with private baths. The property includes a 900 sq ft detached accessory dwelling, complete with full kitchen, bath, and bedroom. With one acre of land, this property is poised for a future pool. Ready for your 2026 occupancy! Note: This property is subject to M.G.L. Chapter 40A Section 6 of the Affordable Homes Act: Single-family residence not to exceed 1,850 sq ft of heated living area, min. 3 bedrooms, no short-term rentals.
Courtesy: Portfolio Properties
508-627-7005
Being Sold Turnkey/furnished. Prime Edgartown Location close to Downtown Edgartown dining, shopping, Edgartown Golf Club and many popular beaches. This four bedroom home features four private bedrooms all with en suite full baths. Two bedrooms on the first floor and two bedrooms on the second floor. Bright, sunny kitchen with large tall windows and vaulted ceiling. The sunroom leads to the backyard and deck area perfect for outside entertaining. Large detached garage with a loft offers ample storage for your island car, bikes, kayaks and beach gear. Spacious yard ideal for children and pets. Being Sold Turnkey, excluding books and select personal items. Contact listing Agent to schedule a showing.
Courtesy: The Agency Martha's Vineyard
508-627-7320
Move-in ready 3-bedroom, 1.5-bathroom house with a warm and welcoming interior. The main level includes an efficient kitchen, living room, dining room with sliders to the mahogany deck and outdoor shower, 1 bedroom, laundry, and convenient half-bath. A one car garage is attached to the main level. The 2 large bedrooms and a full bath are located upstairs. Enjoy the private backyard with its well established perennial gardens, complete with a ''she shed''--perfect for relaxing or entertaining. Great location on a paved road with easy access to kayaking, the bike path, Felix Neck, and Town.
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-eye views capture the natural beauty that surrounds you. Thoughtfully renovated, the home blends modern updates with custom finishes to create a rare balance of style, comfort, and year-round functionality an uncommon find in this idyllic setting. Enjoy direct access to Katama Bay, just a three-minute stroll down the road. Its calm waters and sandy shoreline are ideal for swimming, boating, and shellfishing. Nearby, the Wasque Preserve offers over 200 acres. of pristine conservation land, with scenic trails, abundant wildlife, and direct ocean access. Whether you're seeking a serene coastal retreat, a multi-generational family home, or a proven investment property, 76 Washque has it all. With
Courtesy: LandVest MV
508-627-3757
Located on nearly 2-acres in the exclusive and newly created Trapps Pond Preserve, is this grand luxuriously appointed home. Thisis 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 aVineyard home, with 10 ft coffered ceilings and open/flowing floor plan. There is an abundance of light streaming in from theoversized windows, wonderful craftsmanship throughout and the home that offers 7 bedrooms, all with private baths. The 2-storyliving room features a massive stone fireplace, balconies that look down from the second floor and a grand 20 ft. diameter circularstaircase. There is a huge gourmet kitchen, dining room, lower-level gym, media room and recreation area, are nicely arranged onthe over 8,000 sq. ft. of living space. There is a large parking courtyard, a 3-car garage and swimming pool, all amidst a lushbackdrop of manicured landscaping and mature perimeter vegetation. This incredible newly offered neighborhood is located lessthan a mile to town in one direction and same distance to the white sandy beach at the bend-in-the-road in the other. Due for completion early Fall
New Construction with POOL, GUEST HOUSE and PRIMARY HOME, all within close proximity to Main Street, Edgartown. This four bedroom gambrel homes welcomes you with a two story foyer which opens to a great room with a gourmet kitchen, a bar area and a central island offering seating for at least four. The kitchen flows into the open dining and living room with a gas fireplace. The great room overlooks the outdoor pool and entertaining area. Off the kitchen is a large walk in laundry/pantry room. The 1st floor primary suite has access to the abutting private study. The 2nd floor offers an open lounge area, central to the three bedrooms which all have their own private bathroom. Completing the 2nd floor is a 2 laundry room. Off the 2nd floor lounge area is a set of stairs leading to the 3rd floor lounge. The guest house offers a 1st floor bedroom, a full bath, a kitchen, dining area and lounge area which opens to a deck overlooking the pool area.
Welcome to this coastal chic farmhouse set in the heart of Katama, a few blocks from the Field Club, close to SOUTH BEACH and close to Edgartown Village. To be built is a four bedroom en-suite home with a heated saltwater POOL. This home sits upon a flat, beautiful parcel of land with mature trees. The facade of the home offers an inviting covered porch with free standing columns, a granite entry step, mahogany decking and shiplapped ceiling. The expansive entry foyer presents with a spectacular great room ahead. The great room offers a large lounge area with a gas fireplace and a wall of sliding glass doors leading to the outdoor entertaining and pool area. The great room opens to the dining room which features a wall of windows. The dining room flows into the gourmet kitchen which features a kitchen island that can seat at least four. From the kitchen area there is easy access to the smartly designed mudroom which offers a walk in pantry with an additional refrigerator, a half bath
Refined, timeless, and unparalleled, 43 Peases Point Way South effortlessly blends warmth, elegance, and sophistication to create a truly distinctive living experience in one of Edgartown's most coveted locations. Designed by celebrated architect Patrick Ahearn, this exceptional residence is just a short stroll from historic Main Street. From the gated arbor entry and tranquil courtyard to the thoughtfully curated interiors and unique floor plan, every detail reflects impeccable craftsmanship and intentional design. The outdoor living space is equally remarkable, featuring a heated saltwater pool, a sunken fire pit, and a show stopping custom glass wall feature. With a strong, proven rental history, this luxurious retreat offers both investment potential and flexibility for today's discerning buyer. A rare and refreshing opportunity in the heart of Edgartown Village.
Courtesy: Sandpiper Realty Inc
508-627-3737
Refined, timeless, and unparalleled, 43 Peases Point Way South effortlessly blends warmth, elegance, and sophistication to create a truly distinctive living experience in one of Edgartown's most coveted locations. Designed by celebrated architect Patrick Ahearn, this exceptional residence is just a short stroll from historic Main Street. From the gated arbor entry and tranquil courtyard to the thoughtfully curated interiors and unique floor plan, every detail reflects impeccable craftsmanship and intentional design. The outdoor living space is equally remarkable, featuring a heated saltwater pool, a sunken fire pit, and a show stopping custom glass wall feature. With a strong, proven rental history, this luxurious retreat offers both investment potential and flexibility for today's discerning buyer. A rare and refreshing opportunity in the heart of Edgartown Village.
Courtesy: Wallace & Co. Sotheby's International Realty
508-627-3313
Nestled in the prestigious Field Club, this extraordinary five-bedroom compound epitomizes luxurious island living. This residence exudes timeless elegance and modern sophistication. Upon entering, the foyer sets the tone with a warm and inviting glow. The main level boasts an open-concept layout, featuring a gourmet chef's kitchen adorned with top-of-the-line appliances, granite countertops, and custom cabinetry. The five spacious bedrooms are thoughtfully positioned throughout the home, providing unparalleled privacy and comfort. The main house features four private bedrooms with three full bathrooms and private balconies. The fifth bedroom is housed over the detached two-car garage. The detached two-car garage not only provides ample storage for vehicles but also features a private one-bedroom suite above, perfect for accommodating guests or serving as a tranquil home office space. The meticulously landscaped grounds are a true masterpiece, featuring a sparkling pool surrounded by a flagstone patio complete with an outdoor dining area and fire pit, making indoor and outdoor living seamless.
Edgartown is located in Massachusetts. Edgartown, Massachusetts 02539has a population of 5,084. Edgartown 02539 is less family-centric than the surrounding county with 26.19% of the households containing married families with children. The county average for households married with children is 27.66%.
The median household income in Edgartown, Massachusetts 02539 is $73,849. The median household income for the surrounding county is $77,392 compared to the national median of $69,021. The median age of people living in Edgartown 02539 is 50.2 years.
The average high temperature in July is 78.9 degrees, with an average low temperature in January of 22.8 degrees. The average rainfall is approximately 47.3 inches per year, with 24.6 inches of snow per year.
