Edgartown Classified Ad Listings

9 Chickawaukee St. Offered fully furnished, this beautifully updated four-bedroom, two-bath home is a rare turnkey opportunity in Oak Bluffs. Thoughtfully updated and meticulously maintained, it is equally well suited as a year-round residence, vacation retreat, or investment property. Located just 0.8 miles from downtown Oak Bluffs, the home offers convenient access to beaches, restaurants, sh...

95 Hines Point Rd. JUST APPROVED FOR A 4 BDR SEPTIC SYSTEM. A rare opportunity, this Hines Point waterfront compound offers expansive views of the Lagoon and 100 feet of private beach. The home was built and has been enjoyed by the same family for gathering and summer recreation over generations. The main house offers an open first floor layout with high ceilings and large windows facing the wa...

224 North Rd # CH248. THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! A modern summer retreat is nestled high on a knoll off North Rd in picturesque Chilmark. Here in this stunning contemporary ranch you will find the upmost in Luxury. Each room is exciting, charming and has a simplistic yet artistic style. The entire house is accented with beautiful light pine flooring that pairs perfectly with th...

10 Squeteague Harbor Rd. At the end of a long private drive, this distinctive Cataumet retreat enjoys sweeping views of Squeteague Harbor, with almost every bedroom overlooking the water. A cedar stairway winds through the landscape toward the shore, where a licensed outhaul mooring offers easy access to the harbor. Enjoy a leisurely stroll along the shore to Squeteague Harbor Beach or Lawrence...

261 Quissett Ave. Proudly offered a rare opportunity for a legacy home to become uniquely your own. Originally built as part of the wave of "summer cottages" in 1890 in the Quissett area of Woods Hole, this shingle style Gambrel home sits high on a hill with a generous 2.62-acre private lot. Across the street, a deeded right of way leads you to your private stone dock on Quissett harbor. A year...

36 Baptiste Ln. This brand new 3-bed, 2.5-bath ranch-style home with a 2-car garage, sits on a level acre lot, overlooking nearly 7 acres of peaceful conservation land. Step inside to an open layout with high ceilings and custom moldings. Hardwood floor throughout the main living area and designer tile in the bathrooms. Luxury Thermador appliances in the kitchen and a living room with built-ins...

80 Gansett Rd. Privately set on 1.95 beautifully landscaped acres in the coveted Gansett neighborhood of Woods Hole, this distinguished 1930 Colonial estate captures the essence of refined Cape Cod living. Days unfold between the heated saltwater pool, expansive lawns, private association beach overlooking Quissett Harbor, and deeded access to Little Gansett Beach, while the restaurants, cafes,...

35 Ashumet Rd # 17A. Condo for sale in Mashpee, MA for $349,000 with 2 bedrooms and 1 full bath. This 864 square foot condo was built in 1984.. I am pleased to share the details for this beautifully renovated 2-bedroom condo in Oak Hollow. It is completely move-in ready, plus the sale can also include all of the new furnishings! Step inside the front door into the south facing living room and s...

66 Woodland Trl Unit 66. If you love one floor living with soaring ceilings, great amenities and a Cape Cod lifestyle this home is for you! The sunlit country kitchen has a gas fireplace, wood floors, granite counters, loads of storage, and a slider to the spacious deck. The space is amazing! The unit is perched a short distance to the heated pool, 2 dinghy docks, clubhouse, tennis and pickleba...

141 North Rd # CH202. THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $2,700. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Chilmark Cottage Perfection!!! You will love this quaint Vineyard Style Cottage that has been meticulously designed to include all the amenities one could imagine. This vintage charmer really boasts a lot of Style. Inside you will find really beaut...

27 Double Ox Rd. Set on a private 1.34-acre parcel along a winding paved road in Oak Bluffs, this exceptional to-be-built luxury residence offers the perfect blend of modern sophistication and island charm. The home features over 3,200 square feet of beautifully crafted living space, including a first-floor primary suite, open-concept great room, gourmet kitchen with pantry, and seamless indoor...

511 E Palmer Avenue. Multi-Family Home for sale in Falmouth, MA for $849,000 with 4 bedrooms and 2 full baths, 1 half bath. This 2,373 square foot home was built in 1934 on a lot size of 0.99.. Welcome to this highly desirable, move-in-ready property offering the perfect blend of charm, space, and versatility! Featuring a spacious 3-bedroom, 1.5-bath main house and a separate 1-bedroom, 1-bath ...

22 Old Lighthouse Rd. This spacious 5-bedroom, 3-bathroom home is located in a quiet enclave off Main Street, Vineyard Haven. Just half a mile to the vibrant restaurant and shopping scene in the village, and even closer to the library, Owen Little Beach, and Yacht Club. Thoughtfully designed across three finished levels featuring hardwood floors, a cozy fireplace, and a seamless layout, the hom...

35 S Bowl Rd. Rare opportunity in the Seven Gates Farm community of Chilmark. Designed by acclaimed architects Jane and Christian Langmuir, this exceptional home is nestled on 5.3 acres of beautifully landscaped grounds. Thoughtfully designed to embrace warmth, natural light, and its surrounding environment, the three-bedroom residence seamlessly blends natural elements with contemporary archit...

384 Middle Ch Rd # 222. THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $10,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This gracious Vineyard elongated Cape overlooks the Keith Farm and the Atlantic Ocean beyond. The gourmet kitchen has just been beautifully renovated and is a dream. The living areas are all decorated with charm and all have views. The separate ...

33 Alyssa Ln. Country Living so close to Town! Lovely 4 Bedroom 2,304 sq ft Colonial Cape with Garage and lower level living space. Open kitchen, dining and entertainment area. Sliders open to Large side deck. High Ceilings Wood floors Living Room with additional nook. Half bath. Interior stairs to lower level with office/bedroom, half bath, private exterior entrance and garage. 2nd floor has l...

19 Perkins Ave. Located under a mile from the heart of downtown Oak Bluffs, this charming property offers endless potential in a highly convenient location. Set on a level lot, the home is ready for its next chapter - whether as a summer getaway or year-round residence. Enjoy easy access to town, beaches, ferries, restaurants, and shops while creating your own vision in this classic Island sett...

Old Country Ln. Discover peace and privacy without sacrificing location. Nestled under a serene natural tree canopy, this central wooded parcel provides a quiet setting just minutes from local shops, dining, and beautiful beaches. Ready for your custom vision.

16 Frog Holw. Downtown Vineyard Haven with Harbor Views. Positioned between the energy of Main Street and the quiet prestige of West Chop, this location delivers a rare balance of downtown access, privacy, and harbor frontage. Built in 2015, the three-bedroom, two-bath modern ranch is designed for easy first-floor living with expansive water views. Wide, harbor-facing windows showcase the meado...

9 Winchester Dr. Enjoy effortless single-level living in this beautifully updated home nestled within a desirable waterfront community offering an association beach and rights-of-way to the water. Thoughtfully refreshed throughout, this inviting three-bedroom residence offers the perfect blend of comfort, style, and relaxed Cape Cod living. The bright, open living area flows seamlessly into a w...