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Down-Island Edgartown

$5,500 - $11,900/wk

Elegant Historic Retreat in the Heart of Edgartown

Welcome to an exceptional Edgartown residence where historic charm meets refined coastal luxury. Ideally located on picturesque South Summer Street in the heart of Edgartown’s historic district, this beautifully preserved four-bedroom home, originally built in 1780, offers an exclusive opportunity to experience the timeless character of Martha’s Vineyard with modern comfort and style.

Set behind a classic white picket fence and surrounded by mature landscaping, the home exudes quintessential New England elegance. Inside, original wide-plank hardwood floors, detailed millwork, and graceful architectural elements reflect the home’s rich heritage while creating a warm and sophisticated atmosphere.

The thoughtfully designed layout offers both comfort and style, featuring a gracious formal living room and an inviting dining area—perfect for relaxed gatherings or elegant entertaining. The recently renovated chef’s kitchen is bright and airy, blending contemporary finishes and modern conveniences with the home’s historic integrity.

The first floor features a serene primary bedroom with a private en-suite bath, offering convenience and privacy. Upstairs, a second spacious primary suite with its own bath provides a luxurious retreat, while two additional guest bedrooms share a beautifully appointed full bath, allowing for comfortable accommodations for family and visitors.

Guests will appreciate the rare convenience of off-street parking for up to three vehicles—an exceptional amenity in the historic district.

Just a short stroll from Edgartown Harbor, pristine beaches, acclaimed restaurants, boutique shopping, and renowned art galleries, this distinguished home offers the ultimate blend of privacy, elegance, and walkable village living. Whether enjoying morning coffee on the porch, sunset walks to the harbor, or evenings in the vibrant village center, this residence provides an unforgettable Martha’s Vineyard escape.

At a glance

Listing # 164684
Town Edgartown
Sq Ft 2300
Bedrooms 4
Sleeps 8
First Floor Bedroom
Yes
Baths 3
Half Baths 1

AVAILABILITY & RATES

Once you have selected available Arrival and Departure dates from the calendars below, you can calculate a quote or submit an inquiry.
Turnover day: Sunday
Arrival Date:
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Clear dates
Owners are currently updating 2026 rates from 2025 and are subject to change. Please call 508.696.9999 or email us to confirm.

RATES

From
To
Weekly
6,000
7,000
9,000
11,900
9,000
7,000
5,500

MORE DETAILS

GENERAL INFO

  • Listing # 164684
  • Check in from 4:00 pm
  • Check out by 10:00 am
  • Town: Edgartown
  • SQ FT: 2300
  • Bedrooms: 4
  • Sleeps: 8
  • Baths: 3
  • Dining Capacity: 8
  • Air Conditioning: Central AC
  • No Smoking
  • Pets Considered

BEDROOM CONFIGURATION

  • 1 King Bed(s)
  • 3 Queen Bed(s)
  • BR 1 - Queen with private bath, 1st Floor
  • BR 2 - King with private bath, 2nd Floor
  • BR 3 - Queen, 2nd Floor
  • BR 4 - Queen, 2nd Floor

KITCHEN

  • Dishwasher
  • Microwave
  • Coffee Maker
  • Toaster
  • Blender
  • Lobster Pot
  • Food Processor

INTERNET / ELECTRONICS

  • Wifi

OUTDOOR

  • Patio
  • BBQ Gas
  • Beach Equipment
  • 6 Dining Capacity (Outside)

HOUSEKEEPING

  • Washer
  • Dryer
  • Iron
  • Ironing Board
  • Vacuum Cleaner
  • Linens Provided

44 South Summer Street, Edgartown

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