Over five acres of privacy in one of the Island's most sought-after settings. This 5.15-acre parcel offers a rare opportunity to build a primary residence and accessory structure on old farmland surrounded by large, mature trees. Idyllic stonewalls run along some of the property lines. 
Large parcel size and building envelope ensures that the character of the neighborhood endures. Adjacent Land Bank trails invite quiet walks through scenic landscapes right from your doorstep. Close by is the Manaquayak Preserve, otherwise known as Ice House Pond, to enjoy a summer swim a short distance away. 
Soil testing has been completed. Buyers responsibility to install utilities, well & septic.

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60A Davis Look Road

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Tucked away on a quiet street in coveted West Chop, this pristine property offers exceptional privacy, stunning scenery, and easy access to downtown Vineyard Haven. Designed for effortless indoor-outdoor living, this sophisticated compound combines timeless charm with every modern amenity. The first floor features an inviting open-concept layout ideal for both relaxed family living and entertaining. The kitchen overlooks the dining area, an intimate sitting area, and a versatile game and reading area beyond. The spacious TV and family room features custom built-in bookcases and French doors that open onto a bluestone patio and the pool area beyond. A generous screened porch provides additional living space. Completing the first floor is a large guest bedroom with an ensuite bath, along with a powder room, pantry, mudroom, and laundry room. Upstairs, the gracious primary suite features vaulted ceilings, a sitting area, and a luxurious bath with a soaking tub. There are two additional guest bedrooms, each with an ensuite bath. A private sun deck overlooks the pool and beautifully landscaped grounds, offering a wonderful spot to relax and enjoy distant water views. A dedicated office with water views toward Woods Hole and the Elizabeth Islands provides an inspiring setting for work or quiet retreat. Above the garage, a separate one-bedroom apartment offers a full kitchen, bath, and laundry, with convenient interior and exterior access. The living space in the apartment is currently being used as the sixth bedroom. Outside, the property transforms into a private oasis. The upper garden patio features an inviting sofa seating, while a stone staircase leads down to the heated 20' x 40' pool with spa. The expansive pool terrace is furnished with comfortable loungers and the pool cabana provides additional seating and a welcome retreat from the sun, all surrounded by lush, mature plantings. Other amenities include a gym, two enclosed outside showers and a pool powder room. With its exceptional privacy, generous living spaces, water views, pool and cabana, guest accommodations, this stunning property is truly one of the Grand Dames of West Chop.

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59 Hagerty Drive

This newly constructed, 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 proportioned interiors that flow seamlessly from one space to the next. The inviting front foyer opens to a gracious living room with fireplace and French doors leading to a deep, covered porch complete with its own fireplace. The 1st floor continues to a private den with fireplace, while the dining room and spacious kitchen/family room complete the main living spaces. Abundant windows and French doors throughout the 1st floor provide an effortless connection to the covered porch and the beautifully landscaped grounds.
The 2nd floor offers 4 well-appointed bedrooms and 3 full baths providing comfortable accommodations, with most bedrooms offering access to private 2nd-floor decks. The finished lower level adds a 5th bedroom with en-suite bath, along with a TV area and billiards room. Numerous window wells bring natural light to this inviting additional living space. Outside, mature plantings, established gardens, and thoughtfully designed outdoor spaces create a private and serene setting. The property features a swimming pool, jacuzzi, entertaining patio with grill area, large outdoor shower, and lushly landscaped rear yard. An attached one-car garage adds convenience. Offered turnkey, this exceptional property combines timeless architecture, superior construction, sophisticated amenities, and a prime location within easy reach of all that Edgartown has to offer.

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15 Tilton Way

Set amongst beautifully landscaped grounds and vibrant gardens, this inviting Chappaquiddick retreat offers a wonderful sense of privacy and tranquility. Stunning hydrangeas frame the property, also complemented by mature trees, colorful blooms, and established gardens, creating a beautiful setting throughout the seasons. Multiple outdoor spaces invite relaxing and entertaining, with a heated saltwater pool, completed in 2025, serving as the centerpiece. Inside, warm and inviting living spaces are filled with natural light, while shiplap details and a relaxed coastal aesthetic give the home a classic island feel. Vaulted ceilings and thoughtful attention to detail enhance the home’s comfortable, refined character, while a thoughtfully designed single-level layout offers the ease and convenience of true first-floor living, with a private primary suite and separate guest wing providing an ideal sense of space and privacy. The detached studio with workshop is a hobbyist’s dream, overlooking the pool and offering a versatile space for creative pursuits, hobbies, or use as a pool cabana.

149 Litchfield Road

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’s Vineyard property from the ground up. With multiple possibilities for residential and recreational amenities, these parcels offer a unique opportunity for buyers, builders, or investors looking to bring their vision to life in Edgartown. Subject to applicable approvals. No drive-bys, appointments only

2 & 6 Clements Way

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, this .66 acre property features two side-by-side cottages dating back to the 1940s and captures the relaxed character of an earlier Vineyard. 
The larger cottage is a quintessential Vineyard retreat with beautiful direct waterviews from the Main living areas, dining area and porch. Upstairs, a sitting area and small upper deck provide exceptional views across Sengekontacket Pond to State Beach extending out towards Cape Cod. The porch and the spacious lush side yard with lawn and lovely plantings, offer an inviting setting for morning coffee, summer dinners, entertaining, or simply enjoying the changing light and activity on the water. The larger cottage has an established rental history. An attractive option for seasonal rental income. 
The second smaller cottage offer the opportunity for a new owner to renovate and make the space their own as additional living space, a guest cottage or studio, subject to applicable approvals. 
Another compelling option is to explore removing the cottages and combining the existing square footage together with a percentage of additional square footage as allowed, to create one larger residence to take full advantage of this extraordinary waterfront setting. Any renovations, expansion or redevelopment would be subject to all applicable approvals and zoning regulations. 
Additionally, just a stone's throw away, the nearby boat landing provides convenient access to the pond, with openings into the Nantucket Sound, for launching kayaks, paddleboards and trailered boats. putting one of the Vineyard's most beautiful waterways practically at your doorstep. 
With two cottages, acreage, established rental history, convenient boating access and remarkable views.#49 The Boulevard offers a special opportunity to enjoy a classic Vineyard property today while imagining and planning its possibilities for the future.

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49 The Boulevard

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, providing an extraordinary sense of privacy and protected open space.

Located in a well-established Katama neighborhood, the property captures the essence of the island lifestyle, with the sights, sounds, and salt air of the Atlantic Ocean close by. Just minutes from South Beach and Wilson’s Landing, easily enjoy swimming, boating, fishing, and long summer days by the water. A remarkable opportunity to build in one of the Vineyard’s most coveted settings, with expansive protected land and the beauty of Katama all around.

8 Turkeyland Cove Road

This enchanting artist-designed property is tucked away on 2.9 private acres in West Tisbury, a thoughtfully composed retreat with pastoral meadows, mature landscaping, and an unmistakable sense of intention and sophisticated taste. The two-bedroom, two-bathroom Main House is complemented by a spacious two-bedroom, one-bathroom Guest Studio with a fireplace, offering a combined 3,771 square feet of living space. A gunite swimming pool, gardens, expansive lawn areas, outdoor shower, and one-car garage complete the setting. Renovated in 2013 and equipped with central air conditioning, the property feels wonderfully secluded while remaining centrally located for convenient access to both up and down Island destinations. Future expansion to 12 bedrooms is possible with a septic upgrade, although the current system meets all regulations. Enjoy effortless access to Lambert’s Cove Beach, 7a Foods, North Tisbury Farm, State Road Restaurant, and all the iconic West Tisbury landmarks.

99 Oak Lane

COMING SOON: 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 incorporated custom design elements and elevated finishes throughout the home, creating a residence that feels both distinctive and effortlessly livable. A dramatic wall of glass fills the open-concept great room with natural light and creates a seamless connection to the outdoor entertaining spaces. Designed for everyday comfort as well as memorable gatherings, the main level features spacious living and dining areas anchored by a gas fireplace and custom built-ins. The chef’s kitchen is equally impressive, with marble countertops, commercial-style stainless and integrated appliances, an oversized center island, beverage refrigerator, and a wall of sliding glass panels that opens to a poolside bar. A luxurious first-floor primary suite, private office, laundry area, and powder room complete this level. The home offers five bedrooms and four-and-one-half baths, including a second en suite primary bedroom on the upper level. Two additional upstairs bedrooms share a thoughtfully designed Jack-and-Jill bath, while the finished lower level provides a fifth bedroom, full bath, and expansive game and media room with pool and ping-pong tables—creating flexible space for guests, recreation, or extended stays. Outside, the property transforms into an entirely private, resort-style retreat. A heated 16-by-38-foot gunite saltwater pool with a generous sun shelf is surrounded by an expansive bluestone patio, multiple lounge and dining areas, a fire table, and a separate wood-burning fire pit. Manicured grounds, thoughtful landscaping, an enclosed outdoor shower, and broad lawn areas complete the setting. In addition to its appeal as a refined island residence, the property has a strong rental income history, offering an attractive opportunity for buyers seeking both personal enjoyment and investment potential. The home is being offered turnkey with indoor and outdoor furnishings, allowing the next owner to begin enjoying the property—or continue its successful rental use—with ease. ***NOTE: Showings to commence on Sunday, August 23rd.

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37 Plain Field Way

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 a newly constructed building completed in 2017, offering exceptional turn-key condition. The thoughtfully designed space includes a fully equipped commercial kitchen, expansive retail area, immaculate food preparation space, office, and ample storage, making it well-suited for a variety of retail and food service operations. The property's outdoor amenities further enhance its appeal, highlighted by an impressive 1,800 sq. ft. wraparound porch and approximately 4,300 sq. ft. of outdoor space for special events. An additional benefit is 25 dedicated on-site parking spaces, providing convenience for customers and staff alike. Renowned for its selection of local produce, gourmet foods, and specialty items, the Katama General Store has established itself as a beloved destination for both residents and visitors. The offering also includes a seasonal beer and wine license, transferable upon approval by the Town of Edgartown, creating additional opportunities for future business growth and expanded operations. The Katama General Store represents a truly unique opportunity to own an iconic, turnkey commercial property in a highly visible and sought-after Martha's Vineyard location.

170 Katama Road

Welcome to 27 Island Inn, Unit 27F, a comfortable studio offering the perfect combination of a Martha’s Vineyard getaway and rental opportunity. Accommodating up to four guests, this inviting unit features two double beds, one full bath, a convenient kitchenette, cable TV and free WiFi. Island Inn is a seasonal resort, open April through October, offering a relaxed, pet-friendly setting with a heated outdoor pool, 3 association clay tennis courts, grilling areas, fire pits and spacious grounds. Directly next door is the popular pet-friendly Noman’s, featuring outdoor dining, cocktails, lawn games and entertainment. Ideally located between Oak Bluffs and Edgartown, just minutes from beaches, golf, shops, restaurants, ferries and Oak Bluffs Harbor. On-site Gulph Creek Management handles virtually every aspect of the rental operation, including bookings, guest coordination, cleaning, repairs and maintenance, making ownership easy and convenient. Just bring your luggage and enjoy your piece of paradise! Ideal as a Vineyard getaway, investment, or combination of personal use and rental income. Showings during turnovers only, 10AM–3PM. Proof of funds required.

33 Island Inn Road 27F

Welcome to 27 Island Inn, Unit 10C, a comfortable one-bedroom, one-bath Martha’s Vineyard retreat offering an ideal combination of personal enjoyment and rental opportunity. Accommodating up to four guests, 10C features a queen bedroom, sofa bed, cozy living area, well-equipped kitchenette. A unique feature is the adjoining door to Unit 9C, a studio with two double beds, full bath and kitchenette. Units 9C and 10C are being offered for sale separately, with the opportunity to purchase both together—perfect for extended family, guests, or expanded rental possibilities while still allowing each unit to be used independently. Island Inn is a seasonal resort, open April through October, offering a relaxed, pet-friendly setting with a heated outdoor pool, 3 association clay tennis courts, grilling areas, fire pits and spacious grounds. Directly next door is the popular pet-friendly Noman’s, featuring outdoor dining, cocktails, lawn games and entertainment. Ideally located between Oak Bluffs and Edgartown, just minutes from beaches, golf, shops, restaurants, ferries and Oak Bluffs Harbor. On-site Gulph Creek Management handles virtually every aspect of the rental operation, including bookings, guest coordination, cleaning, repairs and maintenance. Just bring your luggage and enjoy your piece of paradise! Ideal as a Vineyard getaway, investment, or combination of personal use and rental income. Showings during turnovers only, 10AM–3PM. Proof of funds required.

27 Island inn Road 10C

Welcome to Unit 38G at the Island Inn, offering resort-style living in an exceptional Oak Bluffs location just steps from the beach. This desirable ground-floor end unit features a large glass slider opening to the patio, with stairs leading to the heated outdoor pool just a few feet away. Accommodating up to six guests, the unit features one bedroom with a queen bed, a separate sleeping area partially divided by a 4' wall with two single beds, a sofa bed, 1.5 baths, and a small kitchen with a two-burner cooktop. The Island Inn is a seasonal resort community, open April–October, with beautifully maintained grounds, heated pool, three association clay tennis courts, outdoor fire pits, and easy access to downtown Oak Bluffs, beaches, restaurants, shops, ferries, golf, and boating. The popular Noman’s outdoor family restaurant is directly next door, offering dining, cocktails, lawn games, live entertainment, and a pet-friendly atmosphere. Gulph Creek Management is conveniently located on site and handles rentals, bookings, cleaning, repairs, and maintenance. Just bring your luggage and enjoy your piece of paradise! Ideal as a Vineyard getaway, investment, or combination of personal use and rental income. Showings during turnovers only, 10AM–3PM. Proof of funds required.

21 island Inn Road 38G

Welcome to 27 Island Inn, Unit 9C, an inviting Martha’s Vineyard retreat offering the perfect combination of personal enjoyment and rental opportunity. This comfortable studio accommodates up to four guests with two double beds, a full bath, kitchenette with a 2-burner cooktop, cable TV and free WiFi. A unique opportunity is adjoining Unit 10C, a separate 1-bedroom, 1-bath suite accommodating up to four guests with a queen bed, sofa bed, cozy living area, well-equipped kitchenette with 2-burner cooktop, and patio/deck. Units 9C and 10C can be enjoyed separately or together through the adjoining door. Each is being offered for sale separately, with the opportunity to purchase both together—ideal for additional family, guests or expanded rental possibilities. Island Inn is a seasonal resort, open April through October, offering a relaxed, pet-friendly setting with a heated outdoor pool, 3 association clay tennis courts, grilling areas, fire pits and spacious grounds. Directly next door is the popular and pet-friendly Noman’s, offering outdoor dining, cocktails, lawn games and entertainment. Ideally located between Oak Bluffs and Edgartown, you’re minutes from beaches, golf, shops, restaurants, ferries and Oak Bluffs Harbor. On-site Gulph Creek Management handles virtually every aspect of the rental operation, including bookings, guest coordination, cleaning, repairs and maintenance. Just bring your luggage and enjoy your piece of paradise! Ideal as a Vineyard getaway, investment, or combination of personal use and rental income. Showings during turnovers only, 10AM–3PM. Proof of funds required.

27 Island Inn Road 9C

HINES POINT WATERFRONT GEM with 85 feet of frontage on the Lagoon, offering ever-changing water views and the perfect vantage point to watch the Steamship Authority ferries arrive in Vineyard Haven Harbor. Enjoy the charming, timeless cottage with a one-car garage as an idyllic summer retreat, or bring your Vineyard vision to life with beautiful architectural plans by Sullivan + Associates Architects. Perched atop a gentle embankment, this exceptional property captures expansive views of the Lagoon, harbor, and town. A private staircase leads to the water's edge, where you can launch a kayak, paddleboard, or small boat and explore the Lagoon and beyond. Just a short stroll to the Martha's Vineyard Museum, downtown Vineyard Haven, shops, restaurants, and the ferry, this is a rare opportunity to own in one of the Island's most coveted waterfront locations.

36 Hines Point Road

Set amid the rolling farmlands of Chilmark, this beautiful parcel offers an exceptional opportunity to create your own island retreat. Framed by stone walls, wooded surroundings, and open meadow views, the property combines privacy and natural beauty in a serene rural setting with glacial erratics and trails winding throughout. Elevated and peaceful, this is a rare opportunity to build a home that captures the timeless character, tranquility, and extraordinary beauty of Chilmark.

0 Cencelle

Vineyard Haven- Walk to the Ferry from this 2 bedroom condo with pool. Located near the downtown area a desirable place for a rental property or live there year-round. The property features common grounds, picnic tables, and seating by the pool to relax and enjoy the outdoors.

124 Skiff Avenue G11

Great Location! Cape Cod style home on a private dead end road close to Tashmoo Landing.
Open concept kitchen to dining room. Three bedrooms and one full, one half bath. Full basement adds additional 768 SF, with egress walkout door. Includes two lots. The house has two electric fired heat pumps for heating and cooling. Additional backup heat is forced hot water baseboard, and propane monitors, one on the first floor and one in the basement. The property is in the Tashmoo Watershed and will need an enhanced system installed by the buyer. This is a fantastic area just minutes to Tashmoo landing, tennis, pickleball, not far from Mink Meadows Golf, Downtown Main Street and the Ferry Terminal.

74 Chase Lane

Price:$1,600,000

Price:$6,150,000

Price:$8,250,000

Price:$4,725,000

Price:$3,300,000

Price:$2,850,000

Price:$3,650,000

Price:$2,200,000

Price:$5,795,000

Price:$4,450,000

Price:$260,000

Price:$310,000

Price:$527,500

Price:$287,500

Price:$3,100,000

Price:$1,275,000

Price:$725,000

Price:$945,000

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