Edgartown - Downtown
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Welcome to Edgartown! Downtown Edgartown stretches from the Triangle to the harbor and includes the historic Village. Edgartown is the oldest settlement on the island and was once a prosperous whaling port that has reemerged as a charming village, characterized by elegant historic homes and a picturesque harbor. The historic Village is intersected with side streets lined with stately homes built by the whaling captains and is carefully preserved. Main Street looks the way a Main Street in a small New England town should look: a one-way street with a few blocks of inns, shops, art galleries, restaurants, and churches. Downtown Edgartown is a popular and sought after location for vacationers as it's entirely walkable - stroll to Main Street for morning coffee and people watch from a park bench, grab a lobster roll on the harbor and do some shopping, enjoy a late afternoon charter down Katama Bay or spend the day at Lighthouse Beach or Fuller Street beach where you can watch the boats coming and going. We have lots of rental options in the downtown area and we'd love to help you find the perfect home for your vacation!
118 properties available
This property is just three blocks from downtown Edgartown, situated on a quiet lane with views of Sheriff's Meadow. The house features four bedrooms, a kitchen, a dining room, and a large living area with floor-to-ceiling windows that allow plenty of natural light. It also includes an entertainment center equipped with a TV, DVD player, and VCR, a
Edgartown Downtown 90
This property is just three blocks from downtown Edgartown, situated on a quiet lane with views of Sheriff's Meadow. The house features four bedrooms,... Read More
This property is just three blocks from downtown Edgartown, situated on a quiet lane with views of Sheriff's Meadow. The house features four bedrooms,... Read More
With sprawling views of Sheriff's Meadow and a lovely distant water view from the deck of this shingled Saltbox and many of the interior rooms, this house is in a perfect location, just a few blocks from the heart of Edgartown Village and 1500 feet from Fuller Street Beach. The main house has four bedrooms, four bathrooms, a casual slate floor dini
Edgartown Downtown 106
With sprawling views of Sheriff's Meadow and a lovely distant water view from the deck of this shingled Saltbox and many of the interior rooms, this h... Read More
With sprawling views of Sheriff's Meadow and a lovely distant water view from the deck of this shingled Saltbox and many of the interior rooms, this h... Read More
A spectacular compound on the corner of South Summer Street and Captain's Walk, a private way which connects South Summer and South Water Streets, and five minutes to Main Street, and all of the best shops and restaurants. Offering five ensuite bedrooms, including a private bedroom and bath in the carriage house, the main house features a large gre
Edgartown Downtown 173
A spectacular compound on the corner of South Summer Street and Captain's Walk, a private way which connects South Summer and South Water Streets, and... Read More
A spectacular compound on the corner of South Summer Street and Captain's Walk, a private way which connects South Summer and South Water Streets, and... Read More
This classic Edgartown five-bedroom, five-bath Captains home has been reinvented and updated to offer modern-day amenities with a gourmet kitchen, multiple living spaces and five bedrooms, including three ensuite on the second floor; bedrooms four and five on the third floor share a hallway bath. Set in from North Water Street, there are peaks of w
Edgartown Downtown 8
This classic Edgartown five-bedroom, five-bath Captains home has been reinvented and updated to offer modern-day amenities with a gourmet kitchen, mul... Read More
This classic Edgartown five-bedroom, five-bath Captains home has been reinvented and updated to offer modern-day amenities with a gourmet kitchen, mul... Read More
Charming two-bedroom home close to the heart of downtown Edgartown. Featuring an updated kitchen that flows seamlessly into a cozy living area, this home is filled with natural light, creating an inviting place to relax after a day out. The two bedrooms share a hall bathroom that connects conveniently to the laundry room.
Step outside to a spaciou
Edgartown Downtown 131
Charming two-bedroom home close to the heart of downtown Edgartown. Featuring an updated kitchen that flows seamlessly into a cozy living area, this h... Read More
Charming two-bedroom home close to the heart of downtown Edgartown. Featuring an updated kitchen that flows seamlessly into a cozy living area, this h... Read More
This charming Guest House has sprawling views of Sheriff's Meadow and a lovely distant water view, situated just a few blocks from the heart of Edgartown Village and 1500 feet from Fuller Street Beach. The single-level cottage has an open living area with a sofa bed for additional sleeping and access to the enclosed patio area. The Kitchen and Dini
Edgartown Downtown 107
This charming Guest House has sprawling views of Sheriff's Meadow and a lovely distant water view, situated just a few blocks from the heart of Edgart... Read More
This charming Guest House has sprawling views of Sheriff's Meadow and a lovely distant water view, situated just a few blocks from the heart of Edgart... Read More
As you head out of town down a private dirt road lined with glimpses of the ocean and sprawling lawns, you round a corner and find a house where the ocean envelopes you. The view from the driveway looks out to the front lawn, porch, patio, pool and ocean. A well-thought out design with an emphasis on private spaces, multiple living spaces both ind
Edgartown Downtown 109
As you head out of town down a private dirt road lined with glimpses of the ocean and sprawling lawns, you round a corner and find a house where the o... Read More
As you head out of town down a private dirt road lined with glimpses of the ocean and sprawling lawns, you round a corner and find a house where the o... Read More
This North Summer Street property features a charming five-bedroom home that blends classic character with modern conveniences and easy access to Downtown Edgartown. The updated kitchen is user-friendly and opens into a lovely dining area. This space flows into a casual family room with a sectional couch large enough for the whole group. The covere
Edgartown Downtown 65
This North Summer Street property features a charming five-bedroom home that blends classic character with modern conveniences and easy access to Down... Read More
This North Summer Street property features a charming five-bedroom home that blends classic character with modern conveniences and easy access to Down... Read More
Beautiful three-bedroom colonial-style home on a large lot with mature landscaping. It is within a short distance of Fuller Street Beach. The property features sweeping views of Nantucket Sound. Additionally, about ten acres of oceanfront conservation land enhance the sense of privacy and space. Each bedroom offers distant views of the water, while
Edgartown Downtown 199
Beautiful three-bedroom colonial-style home on a large lot with mature landscaping. It is within a short distance of Fuller Street Beach. The property... Read More
Beautiful three-bedroom colonial-style home on a large lot with mature landscaping. It is within a short distance of Fuller Street Beach. The property... Read More
Located on a quiet street, this area is the best kept secret in Edgartown! Just a half a mile into Edgartown Village and through town and on to Fuller Street or Light House Beach! Easily bike to other beaches and island attractions. This studio apartment is located on the second story of the garage. Lower level garage is used for storage space only
Edgartown Downtown 114
Located on a quiet street, this area is the best kept secret in Edgartown! Just a half a mile into Edgartown Village and through town and on to Fuller... Read More
Located on a quiet street, this area is the best kept secret in Edgartown! Just a half a mile into Edgartown Village and through town and on to Fuller... Read More
Edgartown Downtown 15
One of the most beautiful homes on North Water Street -- this seven bedroom historic Captain's Home, designed by Tracker Interiors, features multiple ... Read More
One of the most beautiful homes on North Water Street -- this seven bedroom historic Captain's Home, designed by Tracker Interiors, features multiple ... Read More
A beautiful, newly built home with stunning views over Edgartown Golf Club. The spaces blend together effortlessly, allowing for easy transitions and continuous conversations. This home offers crisp decor, a gracious and comfortable living area, a cozy dining area, and a stunning kitchen with stainless steel Viking appliances, luxurious countertops
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Edgartown Downtown 86
A beautiful, newly built home with stunning views over Edgartown Golf Club. The spaces blend together effortlessly, allowing for easy transitions and ... Read More
A beautiful, newly built home with stunning views over Edgartown Golf Club. The spaces blend together effortlessly, allowing for easy transitions and ... Read More
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