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$3,075,000
3 Beds ⋅ 2 Baths ⋅ 73567342 MLS
Katama at its best! Set in one of Martha’s Vineyard’s most coveted locations, 21 Vickers Street is a classic beach home with an effortless connection to everything that makes Katama so special. Just one mile from South Beach, with the bike path, Katama General Store, and Edgartown Village close by, this updated, move-in-ready home puts the best of the Island within easy reach. A newly installed pool and expansive yard create a private setting for summer days and long afternoons outdoors. Inside, the kitchen features an inviting banquet dining area and opens to a spacious cathedral-ceilinged family room with sliders to the back deck, outdoor shower, pool, and yard. A separate living room provides another gathering space, while a first-floor bedroom and full bath offer flexibility for family and guests. Upstairs, two generous bedrooms share a full bath. The full basement provides ample storage for bicycles, beach chairs, paddleboards, and all the essentials of Vineyard life. With the ability to tie into town sewer for up to six bedrooms, the property also offers exciting possibilities for the future. The very best of Katama comes together here with a coveted location, a classic Vineyard home, and an easy way to enjoy everything that makes summer on Martha’s Vineyard so special. Sale is contingent on seller finding another home.

21 Vickers Street, Edgartown

Listing courtesy of Listing Agent: Stephanie Roache from Listing Office: Donnelly + Co..
$1,500,000
3 Beds ⋅ 2 Baths ⋅ 73559452 MLS
CHAPPAQUIDDICK – Opportunity awaits on this conforming 3-acre parcel, featuring a year-round home with a 5-bedroom septic system, offering exceptional potential for future expansion, including a guest house. Privately tucked away off the main road, yet conveniently located just minutes from the Chappaquiddick Community Center, the Ferry, Wasque Beach, and Quammox Preserve with its public access to Katama Bay, this property is perfectly positioned to enjoy the best of Chappy. Abutting conservation land, with the Cross Chappy Trail and Pocha Pond Reservation just outside your door, it offers direct access to some of the island's most treasured natural landscapes. The home's efficient floor plan features a first-floor bedroom, open living spaces, and a cozy sunroom, creating the perfect retreat to enjoy all that Chappaquiddick has to offer today, while providing outstanding opportunities for future expansion.

8 Pip'n Circle, Edgartown

Listing courtesy of Listing Agent: Katie Donahue & Rachel Serwa Group from Listing Office: Sandpiper Realty, Inc..
$2,595,000
2 Beds ⋅ 2 Baths ⋅ 73553678 MLS
LUXURIOUS LIVING AWAITS at the iconic Harbor View Hotel Captain Collins Cottage. Unit 22 at 131 N. Water Street is a beautifully appointed 960± sq. ft., second-floor condominium featuring 2 bedrooms and 2 baths in the heart of Edgartown. This fully managed, turnkey residence offers effortless Vineyard ownership with access to the Harbor View Hotel’s renowned amenities and services. Coastal-inspired interiors feature high ceilings, abundant natural light, a propane fireplace, and an inviting open living area. The well-equipped kitchenette includes a microwave, and refrigerator/freezer. An in-unit washer/dryer, outdoor shower, and elevator access add everyday convenience. Owners enjoy concierge services, daily housekeeping, a fitness center, heated salt-water pool, gas fire pits, and exceptional hospitality. A rare opportunity to own a luxury residence at one of Martha’s Vineyard’s most celebrated destinations.

131 North Water St-Collins Cottage Unit 22, Edgartown

Listing courtesy of Listing Agent: Michele Lawlor from Listing Office: Corcoran Property Advisors.
$1,975,000
2 Beds ⋅ 2 Baths ⋅ 73553679 MLS
LUXURIOUS LIVING AWAITS at the iconic Harbor View Hotel Captain Collins Cottage. Unit 94 at 131 N. Water Street is a beautifully appointed 730± sq. ft., second-floor condominium featuring 2 bedrooms and 2 baths in the heart of Edgartown.This fully managed, turnkey residence offers effortless Vineyard ownership with access to the Harbor View Hotel’s renowned amenities and services. Coastal-inspired interiors feature high ceilings, abundant natural light, a propane fireplace, and an inviting open living area. The well-equipped kitchenette includes a microwave, and refrigerator/freezer. Owners enjoy concierge services, daily housekeeping, a fitness center, heated salt-water pool, and gas fire pits.This landmark property offers a rare opportunity to enjoy the Vineyard lifestyle with convenience and peace of mind. Unit 94 combines convenience and a sought-after Edgartown address making it an ideal retreat for those seeking an extraordinary living experience.

131 North Water St-Huxford Cottage Unit 94, Edgartown

Listing courtesy of Listing Agent: Michele Lawlor from Listing Office: Corcoran Property Advisors.
$2,425,000
2 Beds ⋅ 2 Baths ⋅ 73553676 MLS
LUXURIOUS LIVING AWAITS at the iconic Harbor View Hotel Captain Collins Cottage. Unit 62 at 131 N. Water Street is a beautifully appointed 865± sq. ft., second-floor condominium featuring 2 bedrooms and 2 baths in the heart of Edgartown. This fully managed, turnkey residence offers effortless Vineyard ownership with access to the Harbor View Hotel’s renowned amenities and services. Coastal-inspired interiors feature high ceilings, abundant natural light, a propane fireplace, and an inviting open living area. The well-equipped kitchenette includes a cook-top stove, microwave, and refrigerator/freezer. An outdoor shower adds to everyday convenience. Owners enjoy concierge services, daily housekeeping, a fitness center, heated salt-water pool and gas fire pits.This landmark property offers a rare opportunity to enjoy the Vineyard lifestyle with convenience and peace of mind.

131 North Water St -Rowley Cottage Unit 62, Edgartown

Listing courtesy of Listing Agent: Michele Lawlor from Listing Office: Corcoran Property Advisors.
$1,395,000
3 Beds ⋅ 2 Baths ⋅ 73549401 MLS
Contemporary Island Retreat - A smart opportunity for buyers seeking a low-maintenance Vineyard home near Edgartown Village, this contemporary retreat offers convenient access to shopping, services and the bike path connecting the three down-Island towns. Ideal as a year-round residence, seasonal getaway or potential vacation rental, the home features an open living and dining area, efficient kitchen and welcoming living room with wood-burning fireplace. Outdoor living includes a sunny south-facing front deck, newer rear deck for grilling and dining, and a second-floor balcony perfect for morning coffee. Natural landscaping keeps upkeep simple, while a detached Party/Game Shed with French doors opens to the backyard and firepit area, offering flexible bonus space for entertaining, remote work or relaxing after a day at the beach or in town.

44 Prices Way, Edgartown

Listing courtesy of Listing Agent: Wendy Harman from Listing Office: Compass.
$3,495,000
2 Beds ⋅ 2 Baths ⋅ 73545630 MLS
Set on an exceptional .65 -acre parcel, this rare offering combines privacy, space, and an unbeatable location just moments from town and the water. The expansive lot offers a unique opportunity to expand and create a custom estate tailored to your vision. Surrounded by mature landscaping and generous outdoor space, the property offers a peaceful retreat while remaining conveniently close to shops, dining, beaches, and waterfront activities. Whether you're seeking a year-round residence, a seasonal escape, or an investment with long-term upside, this property presents endless possibilities in one of the area's most desirable settings.

48 Plantingfield Way, Edgartown

Listing courtesy of Listing Agent: Julia Smith from Listing Office: Donnelly + Co..
$2,495,000
1 Beds ⋅ 2 Baths ⋅ 73540958 MLS
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.

218 Upper Main Street, Edgartown

Listing courtesy of Listing Agent: Madelyn Silvia from Listing Office: Wallace & Co. Sotheby's International Realty.
$2,895,000
3 Beds ⋅ 2 Baths ⋅ 73511131 MLS
Set in a private community, Sweetened Water Farm offers the pastoral charm of Martha's Vineyard's rural up-island, just minutes from the energy of downtown Edgartown. Residents share access to the association's horse barn and common pastures, ideal for keeping horses or other livestock, adding to the farm's authentic agrarian character. This custom-built home is a true Vineyard gem, crafted over time by local artisans and set against sweeping pastoral views. The main house currently offers 3 bedrooms and 2 bathrooms, with the potential to expand to 6 bedrooms, as approved by the Edgartown Board of Health and Building Department. Inside, the home tells its own story: African mahogany millwork in the library, massive fieldstone fireplaces, and a Jotul wood stove . Built to the same exacting standard, the barn and garage include a custom wood-fired sauna and a two-room office on the second floor.

24 Beetle Swamp Rd, Edgartown

Listing courtesy of Listing Agent: Kathleen Dawson from Listing Office: Donnelly + Co..
$1,625,000
4 Beds ⋅ 2 Baths ⋅ 73483009 MLS
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

58 Road To The Plains, Edgartown

Listing courtesy of Listing Agent: Stephanie Roache from Listing Office: Donnelly + Co..
$11,000
4 Beds ⋅ 2 Baths ⋅ 73193875 MLS
**SUMMER RATE$ 9,500-$11,000 WEEKLY** Freshly remodeled 4 bed, 2 full bath coastal cape with all new furnishings, flawless finishes, large private yard, close to South Beach, bike path and downtown Edgartown. Large family room with vaulted ceiling and large TV , gorgeous kitchen with all new stainless appliances, vaulted ceilings, sky lights, custom blue stone countertop, island eatery, and wine cooler. Formal dining for 8. First floor primary King suite with vaulted ceilings, fabulous closets and flat screen TV. Additional 1st floor queen guest room and shared bath with dual sinks, luxurious shower and power room. 2nd floor features two additional guest rooms; one queen with flatscreen TV and two twins and shared full bath. Internet, A/C and multiple flat screen TVs. Lush private rear yard, outdoor living/dining, wooden rocking chairs, BBQ grill and outdoor shower atop the rear deck. Off-street parking for 4. Prices vary weekly $9,500-$11,000/wk plus tax and security. Inquire.

29 Mercier Way, Edgartown

Listing courtesy of Listing Agent: Allison Cameron Parry from Listing Office: Douglas Elliman Real Estate - Nantucket.
$5,500
3 Beds ⋅ 2 Baths ⋅ 73125953 MLS
THIS PROPERTY IS A WEEKLY VACATION RENTAL PROPERTY. The home’s timeless interior offers a sitting room with a wood-burning fireplace, a hallway opening to a large, bright, modern kitchen featuring a Viking range and large dining table. Ample counter space and a wall of built-ins are the perfect complement to family and friends that enjoy cooking together. A gas grill and outdoor seating are only a few steps away from the kitchen. The adjacent family room features a gas fireplace, flat screen TV, generous seating and a unique wall of open shelving that defines the space into the spacious primary suite. Two large bedrooms and a full bath on the second floor round out this charming getaway. In true Vineyard style, two outdoor showers flank the home. This home is equipped with everything you need for a day on South Beach, State Beach or nearby Long Point. Perfect for a family vacation or a couples getaway, your home away from home awaits.

2 Fishermans Knot Rd Ed309 Unit 1, Edgartown

Listing courtesy of Listing Agent: Karen M. Overtoom from Listing Office: Karen M. Overtoom R.E..
$13,600
2 Beds ⋅ 2 Baths ⋅ 73120956 MLS
THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! Enjoy this well appointed and immaculately clean two bedroom condo located just steps from the association pool and a short drive to South Beach with its gorgeous white sands. An open living room, kitchen and dining room with walk-out access to the deck and back yard offer plenty of gathering spaces to enjoy your company over meals, snacks and games while you cool off inside in the air conditioning from a day of shopping and sun bathing. A small desk in the downstairs bedroom can be used as an office space with wifi connection throughout the condo and the basement offers one more gathering space where children can go enjoy a movie, work on a puzzle or play games. While there is no outdoor shower, there are two full bathrooms indoors: one upstairs and one downstairs, both have a shower and tub. We hope you will find it to be a place to return year after year.

1 Meetinghouse Village Way Unit 1 ED335, Edgartown

Listing courtesy of Listing Agent: Karen M. Overtoom from Listing Office: Karen M. Overtoom R.E..
$11,000
3 Beds ⋅ 2 Baths ⋅ 72843823 MLS
THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $2,750. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This is an inviting and affordable home with air-conditioning. As you see from the pictures the sun is welcomed through many sliders and windows. Inside the furnishings are simple but well chosen. There is a splitter in the living area that cools the downstairs. The kitchen is fully equipped. The living and dining room are open concept with hardwood floors have cathedral ceilings with overhead fans. The main floor features a full bath, washer/dryer, and two bedrooms each offering a pair of twins. Each bedroom has it's own splitter A/C and plenty of fans to circulate the air. Upstairs there is a bedroom with a king size bed and a slider to a small balcony. Next to the king bedroom is a private sitting room.

15 Price's Way Ed322, Edgartown

Listing courtesy of Listing Agent: Karen M. Overtoom from Listing Office: Karen M. Overtoom R.E..
$14,000
4 Beds ⋅ 2 Baths ⋅ 72843793 MLS
THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $3,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This updated contemporary is located in Katama area and a short bike ride to South Beach. There are 4 bedrooms, 1 down and 3 up, and a beautiful kitchen/dining which opens to a large living room. The house has a nice deck on the front and owners have added a deck off the kitchen as well.There is a wonderful screened porch off living room. A very quiet location and easy ride into town.

175 Meetinghouse Way Ed321, Edgartown

Listing courtesy of Listing Agent: Karen M. Overtoom from Listing Office: Karen M. Overtoom R.E..
$16,400
3 Beds ⋅ 2 Baths ⋅ 72843863 MLS
THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $4,100. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Lovely Edgartown Bay Road area. This 3 bedroom newly decorated home is very close to South Beach. Easy access to town. Large grassy yard for the kids to play on.

20 Katama Bay Rd Ed350, Edgartown

Listing courtesy of Listing Agent: Karen M. Overtoom from Listing Office: Karen M. Overtoom R.E..

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