Edgartown Real Estate

MLS Number 41186

• Residential
• Mls Status Active
• Bedrooms 9
• Bathroom 9.5
• Acreage 0.3282

Welcome to this exquisite North Water Street Captain's compound, where luxury meets charm. Originally known as the Captain Silva house, this remarkable property offers a 7-bed, 7.5-bath main house, set to be completed by Spring 2024. Additionally, the property offers a charming 1-bed, 1-bath guest house spanning 900 square feet and a 2-car carriage house featuring a 1-bed, 1-bath living space of 400 square feet, both of which are Spring 2023 new constructions. With captivating harbor views, this generational home is a true masterpiece designed by renowned architect Patrick Ahearn, reimagined with timeless design and modern finishes. Indulge in the ultimate relaxation with a 16’ x 32’ saltwater pool and spa, complemented by a pool cabana, all set in a private backyard oasis. History intertwines with contemporary living, creating an extraordinary and must-see property. Don't miss the opportunity to call this exceptional home yours, where cherished memories await to be made.

Listed by Compass | Point B

MLS Number 41189

• Residential
• Mls Status Active
• Bedrooms 8
• Bathroom 5.5
• Acreage 0.4

Located in the heart of historic North Water Street lies this classic 8-bedroom home on an oversized lot with a deep-water pier. The largely original, 1860’s building represents one of the last untouched Edgartown harbor front homes. The first floor features a water facing living room, dining room and wonderful wide covered porch, all with amazing views of Edgartown Harbor and Chappaquiddick. The second floor has two water facing master suites, four smaller bedrooms and the third floor has additional living space with two bedrooms, bath and storage. The formal street side landscaping offers a boxwood lined brick path to the front doorway and includes three oversized parking spaces. The water side offers gorgeous, formal gardens surrounding a patio, brick garden walls and an expansive lawn leading to the private pier and the ornamental boathouse. This is an amazing opportunity to acquire a significant harbor front home with boating access, located blocks away from the historic downtown area. Please call to view this very special Edgartown harbor front property.

Listed by Landvest MV

MLS Number 41191

• Residential
• Mls Status Active
• Bedrooms 8
• Bathroom 8.5
• Acreage 0.57

This grand in-town estate is one of the finer properties in the Edgartown village. Located at the end of Peases Point Way, under mature shade trees with a peak of Fuller Street Beach lies the entrance to this oversized lot with its many improvements. Classically designed architecture with floor plans and flow that are desired for today’s lifestyles are implemented throughout the four buildings on the property. The main house has 8,312 sq ft of living space on 4 levels. The home features expansive living areas that flow perfectly to one another. There are 5-bedrooms and 5.5-baths in addition to a beautiful master suite with cathedral ceiling, fireplace and private deck overlooking the rear yard. The large living/dining room have tall, coffered ceilings, an incredible Lew French stone fireplace and beautiful views to the gardens. The large cathedral ceiling kitchen is a chef’s dream with huge center island and a breakfast room which leads to a covered porch with fireplace. The lower level has a large recreational room with theatre, full bar, gym, and billiards/game room. Complimenting the property is a 2-bedroom/2-bath guest house with full living room, kitchen and fireplace, a pool/jacuzzi, pool house and 2-car carriage house with apartment above round out the property. The shade trees, courtyard, private terraces, Bocce court, fire pit, expansive lawns and impeccable gardens complete this amazing offering.

Listed by Landvest MV

MLS Number 41086

• Residential
• Mls Status Active
• Bedrooms 6
• Bathroom 6
• Acreage 4.8

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 2556 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. Held by the same owner for the past 30 years, this property is an opportunity not to be missed.

Listed by Compass | MV Team

MLS Number 41179

• Residential
• Mls Status Active
• Bedrooms 6
• Bathroom 5.5
• Acreage 5.2

Exquisite Waterfront Retreat: A Post and Beam Architect Designed Home. Escape to this breathtaking waterfront retreat, a post and beam architect designed home, set on a private peninsula offering captivating 360-degree waterviews. This remarkable property spans over five private acres of pristine land, ensuring complete tranquility and seclusion. The primary residence offers an open-concept layout that seamlessly blends a world of natural beauty with soaring ceilings, exposed wooden beams, and large windows that invite an abundance of natural light, providing a warm and inviting atmosphere. Enjoy a seamless indoor-outdoor flow with wrap-around decks and screened porches that offer the perfect vantage point to witness breathtaking sunsets and sunrises over the shimmering waters. A focal point of the main living area is the free-standing stone fireplace, perfect for creating a cozy ambiance during cooler summer evenings. Every window of this magnificent home frames picturesque views of the surrounding waterscape, showcasing the beauty of nature in every direction. Whether it's the gentle lapping of the waves or the sound of wildlife, this serene location is a haven for relaxation and inspiration. Indulge in a lifestyle that is unparalleled, where sunsets and sunrises become a daily spectacle, and the beauty of the outdoors is ever-present. This one-of-a-kind four bedroom post and beam architect designed home, accompanied by its charming two bedroom guest house, awaits your arrival. Don't miss the opportunity to own this masterpiece and experience the true essence of waterfront living on Martha’s Vineyard. Arrange your private tour today and make this extraordinary property your very own.

Listed by Vineyard Village Realty

MLS Number 41236

• Residential
• Mls Status Active
• Bedrooms 5
• Bathroom 4.5
• Acreage 35.2

Spectacular 35 acre Boldwater Association waterfront estate on Edgartown Great Pond with breathtaking views over 1,000 ft wide low brushy pond front terrain and across the 3/4 mile wide Lyles Bay, dreamy Swan Neck Point, the 1 1/2 mile wide main pond and barrier beach to the ocean beyond. The handful of well pruned trees on the property enhance the water views. The sophisticated and charming quality house was built by Andrew Flake, arguably the finest Vineyard builder over the last 40 years. Mark Hutker created an innovative design with an arc shape nautical theme so every room faces the water. The 3 second floor bedrooms enjoy large terraces and the first floor primary bedroom opens to a nice deck and quiet garden sanctuary. The handmade luxury kitchen cabinetry and extensive woodworking were done by Smallbone, a British Company noted for time honored design and craftsmanship. Adding to this estate, reflecting decades of careful planning and development, is a lovely private pool and pool house, 4 room guest suite over the garage with large deck, two stone wall enclosed specimen fruit tree meadows, a large field circled by a grand stone wall, a idyllic lily pond and two miles of private trails. Last but not least, are 14+ abutting sub-dividable acres with road frontage for 3-4 lots. Keep boats and small craft on your mooring at waters edge for a short trip to the 3,000 ft Boldwater private beach. Boldwater is 30 homesites on 450 acres with 150 acres of conservation and abuts approximately 1,500 acres of conservation lands and a few large estates. A most remarkable rural area convenient to town and the airport.

Listed by Tea Lane Associates

MLS Number 41159

• Residential
• Mls Status Active
• Bedrooms 4
• Bathroom 6
• Acreage 0.24

43 Peases Point Way South is where warmth and style meet sophistication, creating a truly one-of-a-kind living experience in the heart of Edgartown Village. Once you step through the gated arbor, you are welcomed by a lovely courtyard, creating the first of many unexpected and special moments carefully planned to provide the utmost privacy and tranquility, whether indoors or out. The Patrick Ahearn-designed home, just a short stroll away from Main Street shops, restaurants and the scenic Edgartown harbor, is elevated by its exceptional interior finishes and distinctive floor plan. Unparalleled luxury is carried through all levels of living, including an awe-inspiring outdoor space anchored by a remarkable salt water pool with a sunken fire pit and unique custom glass wall feature. Perfectly curated and luxurious furnishings only further enhance each space, making a turn-key opportunity possible. Completed in 2023, this phenomenal property has set a new elite standard.

Listed by Sandpiper Realty

MLS Number 40757

• Residential
• Mls Status Active
• Bedrooms 4
• Bathroom 5
• Acreage 1.53

LUXURIOUS COUNTRY ESTATE IN KATAMA. Sited at the end of a long private drive, amid a bucolic 1.5-acre meadow setting and lush perennial gardens, this elegant country estate, designed by noted architect Patrick Ahearn, offers the epitome of luxurious living in Katama. The home’s timeless and charming character is highlighted by thoughtful, top-notch architectural details and styling throughout -- with vaulted ceilings in every room of the house -- and custom millwork and paneling, antique rough hewn beams, and more. In addition, the well-designed floor plan features multiple living areas that open out to a central courtyard with bluestone terrace, an outdoor wood-burning fireplace and an 18'x36' gunite swimming pool with built-in whirlpool spa. The property is ideally located near South Beach, with the sounds of the ocean nearby. Furnishings, artwork and accessories are available separately for a turnkey and move-in ready purchase opportunity.

Listed by Compass | Point B

MLS Number 41343

• Residential
• Mls Status Active
• Bedrooms 5
• Bathroom 5.5
• Acreage 0.56

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. This property offers both tranquility and convenience. Just moments away from the charming shops and restaurants of downtown Edgartown, and a short distance from the island's pristine beaches. A well rounded offering that should not be overlooked!

Listed by Wallace & Co. Sotheby's

MLS Number 41291

• Residential
• Mls Status Active
• Bedrooms 4
• Bathroom 5
• Acreage 1.03

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

Listed by Wallace & Co. Sotheby's

MLS Number 41016

• Residential
• Mls Status Active
• Bedrooms 6
• Bathroom 7
• Acreage 0.2979

Nestled in the heart of Edgartown Village, this property, known as the Captain Ellsworth West House, boasts a rich historical legacy while showcasing exceptional craftsmanship, making it one of the most remarkable homes in the area. This renovated Captain's home seamlessly combines historic charm with modern elements, resulting in a truly captivating residence. Originally built in the 1860s, the house underwent a meticulous renovation orchestrated by Hutker Architects in 2013, breathing new life into its storied past. The main house spans four floors, providing expansive living spaces. Stepping onto the private covered porch, one is greeted by the warmth of an inviting porch, wood-burning fireplace and breathtaking views of the exquisitely landscaped grounds. This exceptional property encompasses over 7,000 square feet of thoughtfully designed living space, making it an ideal in-town compound for discerning buyers seeking a spacious and comfortable home for hosting family and friends. Adjacent to the main house stands a detached two-story Carriage House, which adds another layer of luxury and functionality to the property. A pool cabana provides a convenient space for relaxation. The private outdoor living area, complete with a gunite pool, built-in whirlpool spa, and a serene bluestone terrace, is ideal for lounging poolside. This home is poised to create cherished memories for years to come.

Listed by Wallace & Co. Sotheby's