Edgartown Massachusetts homes for sale starting at Fifty Thousand Dollars

$25,000,000 - Edgartown, MA

25 Dock Street Edgartown, MA - UNIQUE OPPORTUNITY IN HISTORIC EDGARTOWN ON MARTHA'S VINEYARD - Seize the chance to possess a truly extraordinary, highly esteemed, and unparalleled property on the East Coast! Edgartown, known for its rich history, nautical charm, and scenic beauty is home to this remarkable property being offered for the first time in over 30 years! Edgartown's deep ties to its seafaring heritage are evident in its picturesque harbor, filled with sailboats, yachts, and fishing vessels. Strolling along the waterfront and enjoying the maritime ambiance is a favorite pastime for visitors and locals alike. Sited at the center of the harbor sits this rare offering featuring a beautifully appointed three-story residence with fabulous views, a two-story clubhouse on the harbor and more than 500 feet of deep-water dockage, capable of accommodating up to ten vessels, including superyachts. Experience the lively lifestyle of coastal living from this custom home featuring two balconies, beautiful hardwood floors, marble bath, custom stone-surround fireplace, and fabulous kitchen with high-end finishes. The waterfront clubhouse is ideal for entertaining guests at the harbor's edge. Utilize the docks for your own private fleet of boats, provide dockage for visiting friends and extended family, lease the slips, or embark on a charter business. The possibilities are endless! This landmark property in Edgartown, with its exceptional location, impressive and private deep-water docks, and refined residence with water's edge clubhouse all combine to create a special destination that captures the essence of Edgartown's vibrant cultural scene with art galleries, boutique shops and fine dining. This is truly a once in a lifetime opportunity. This property, currently known by boaters around the world as Mad Max Marina, has just celebrated their 30th season. The information contained herein has been obtained through sources deemed reliable but cannot be guaranteed as to its accuracy. Buyers are encouraged to do their own due diligence through independent verification.

$16,950,000 - Edgartown, MA

68 N Water Street Edgartown, MA - This expansive historic compound in the heart of Edgartown village offers the perfect blend of old-world charm and modern luxury. Just steps away from Edgartown's finest restaurants and shops, this stunning property has been completely renovated by Stern McCafferty Architecture + Interiors, showcasing a harmonious balance of contemporary design and traditional architectural details. Upon entering, you'll be greeted by a sophisticated interior with open-plan living spaces designed for easy entertaining. The main level features sleek modern furnishings, flowing from the kitchen and dining area through French doors to a beautifully landscaped outdoor patio, ideal for al fresco dining and relaxation. Beyond the patio, a lush lawn and manicured gardens surround an impressive 42' x 18' swimming pool, creating a true outdoor oasis. The second level houses four spacious bedrooms, including a luxurious primary suite with an office, ensuite bath, and a private deck overlooking the pool. The third floor offers a large sleeping area with six twin beds, a full bath, a game area, and French doors leading to a sun-drenched deck.

$9,250,000 - Edgartown, MA

24 Katama Bay View Road Edgartown, MA - 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.

$9,250,000 - Edgartown, MA

1 Field Club Drive Edgartown, MA - 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.

$6,000,000 - Edgartown, MA

10 Puwal Lane Edgartown, MA - KATAMA COMPOUND WITH POOL - TURNKEY. In an enclave of luxury homes in Katama, this newly-built 5 bedroom, 5 bathroom property with three half-baths is being delivered turnkey with fine furnishings and artwork. The home has everything the modern buyer wants, including two primary bedroom suites (one upstairs, one downstairs), all bedrooms with ensuite bathrooms, two laundry rooms, detached guest quarters, high-end music system, a beautiful pool area, the list goes on. In addition to the 4700-sf main house with 4 ensuite bedrooms there is a Carriage House with a bedroom suite upstairs. In 3 years time this detached bedroom can be converted into full guest apartment by converting unfinished space into a living room and kitchen. The Carriage House also includes a poolhouse with half bath and a 2-car garage.

$5,999,000 - Edgartown, MA

135 The Boulevard & 110 Pilgrim Rd Edgartown, MA - Exceptional Waterfront Living ~ Stunning, active views of Sengekontacket Pond and Nantucket Sound set the tone for this spectacular coastal retreat. Thoughtfully designed to showcase its breathtaking surroundings, the main house captures sweeping vistas from nearly every room. With over 300 feet of frontage, you'll enjoy immediate access to the water for swimming, paddleboarding, kayaking, and a short ride to your mooring. The main level welcomes you into a light-filled living room where commanding water views instantly draw you in. The open layout creates a comfortable and connected space for gathering, with the kitchen thoughtfully positioned at the back of the home. The dining and living areas, anchored by a beautiful stone fireplace, are perfectly oriented to take in the magnificent scenery. Both rooms open to a generous wrap-around deck, ideal for effortless indoor-outdoor entertaining. A stylish half bath completes this level. The fully renovated lower level is dedicated to three inviting bedrooms. The primary suite enjoys a premier location with a private full bath, direct access to the lower deck, and stunning views-even from its private outdoor shower and hot tub. A guest bedroom also enjoys deck access and water views through sliding glass doors, while a third bedroom is located down the hall. A shared full bath and a separate laundry area complete this floor. Set apart for privacy yet with easy access to the main patio, the charming guest house offers a one-bedroom suite with a full bath, a bonus room, and a second-floor loftperfect for guests, a home office, or creative space. A second outdoor shower is located off the adjoining patio, enhancing the island-living experience. A two-bay garage provides ample room for vehicle storage and all your Vineyard essentials. With its unbeatable location, thoughtful layout, and premium amenities, including a classic boat house, this offering is the ultimate expression of Vineyard living - where comfort, nature, and coastal beauty come together in perfect harmony. First Floor: The welcoming foyer is open to the upper level and offers tremendous natural light. The primary suite enjoys premier space and views with slider doors to the fabulous deck overlooking the water. A full bath was fully renovated and boasts a private patio where you will enjoy your outdoor shower and hot tub, taking in the views. A second bedroom also has water views and sliders to the back deck, and the third bedroom is at the front of the house on this level. A shared full bath and a separate laundry complete this floor. Second Floor: The magnificent view empowers this floor. From the moment you enter this space, you are captivated by the views. The layout is designed to capture the essence of the active water views. The dining room and living room provide easy access to the expansive deck where you will spend most of your time. The kitchen is located at the front of the house and is open to the dining room. Complementing this fabulous space is the stone fireplace. What could be better?

$5,500,000 - Edgartown, MA

14 Katama Farm South Road Edgartown, MA - Katama Farm South - En route to this stellar location, enjoy scenic views while passing iconic Katama Farm. Less than a half-mile drive or a quarter mile walk from South Beach, this dynamic compound, which includes a spacious post and beam home and two-story barn, is privately situated on a large, beautifully landscaped, 1.6-acre parcel of land. The home is nearly 3,000 sf in size and the multiple outdoor living spaces really combine to create a special casual indoor/outdoor summer living experience! This is the ultimate spot where privacy is paramount, yet the activity of South Beach is just a short distance away.

$4,950,000 - Edgartown, MA

4 Down Harbor Road Edgartown, MA - Coveted Down Harbor! This 3-bedroom 2-bath home sits in the Down Harbor association in a prime Katama location. This charming home is an entertainer's delight with a spacious yard, a large deck, an outdoor kitchen, pool, and recently built pool house with 2 outdoor showers, 1/2 bath and a storage shed. This home features vaulted ceilings, exposed beams, and a bright kitchen with a breakfast bar open to the dining area. The living room is bathed in natural light with 2 oversized sliding doors to the deck overlooking the pool and outdoor kitchen. A bonus loft offers additional living space. The current homeowners have gone through the approval process for an attached garage with room above, for a maximum bedroom count of 4 on the property. Enjoy exclusive homeowner rights to the association's private beach, dock and mooring field, all rare and desirable amenities. Located between downtown Edgartown and South Beach, this property is perfect for beach lovers and outdoor enthusiasts looking for a retreat with easy access to biking and walking paths. Don't miss out on this prime coastal living opportunity! *Offered fully furnished, less a few owner exclusions*

$4,150,000 - Edgartown, MA

37 Main Street Edgartown, MA - This historic commercial property, built in 1790, is ideally situated in the vibrant heart of Downtown Edgartown. Currently functioning as a blend of retail and residential units, it presents remarkable opportunities for diverse ventures. The property combines exceptional Main Street frontage with a large open lot that abuts Edgartown's primary downtown commons, the Village Green. Whether you aspire to establish your own business or take advantage of the rental market, this property offers an exceptional chance for both ownership and investment that should not be overlooked.

$4,150,000 - Edgartown, MA

4 Boldwater Road Edgartown, MA - A private Edgartown home in the distinguished Boldwater neighborhood on Martha's Vineyard. This property is spread over 8.5 acres of pristine land and fruit trees and includes a 4 bedroom/3.5 bathroom main house and a 1 car garage. A winding drive leads from the road to the main residence which features a generous first floor plan with an open living room with a brick fireplace, dining room, and a kitchen with doors leading out to a welcoming screened porch. This home features a primary bedroom suite and a guest bedroom suite on the first level. Two additional guest bedrooms complete second floor. The exclusive Boldwater Association offers tennis courts, a boat landing on the Edgartown Great Pond, and a private South Shore sandy Atlantic Ocean beach. The Edgartown Great Pond is great for kayaking, paddling and boating.

Edgartown, Massachusetts listings for sale

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