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Cale Roberts
REALTOR®
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56 North Summer Street, Edgartown, MA 02539

$21,500,000
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Active
BEDS10 BATHS11 full 3 partial SQUARE FEET7,598 MLS#73517157
STATUSActive PROPERTY TYPEResidential - Single Family SUBDIVISIONDowntown Edgartown

Property Description

A rare legacy offering in the heart of Edgartown Village, this extraordinary in-town compound is among the largest on Marthas Vineyard. Originally built in 1835 and masterfully renovated, it blends historic character with refined modern luxury just moments from Edgartown Harbor, dining, and shopping. Spanning two lots, the property features 10 bedrooms and 14 baths, designed for elegant entertaining and everyday living. The main residence showcases oak floors, nickel board walls, premium appliances, and seamless indoor-outdoor flow with a screened patio. The chefs kitchen includes dual dishwashers, a Miele coffee bar, and wine storage, while a custom bar can convert to a secondary kitchen. Highlights include multiple living areas, en-suite bedrooms, a luxurious primary suite, bunk room, and a finished lower level with media room and wine cellar. Outdoors, a pool, spa, cabana, and carriage house create a private coastal retreat.

56 North Summer Street | MLS# 73517157

This single family home located at 56 North Summer Street, Edgartown, MA 02539 is currently listed for sale with an asking price of $21,500,000. This property was built in 1835 and has 10 bedrooms and 11 full and 3 partial baths with 7598 sq. ft. North Summer Street is located in the Downtown Edgartown subdivision. Search Downtown Edgartown real estate on caleroberts.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Full, Finished
Basement: Yes
Cooling: Central Air
Fenced: Yes
Fireplaces: 3
Garage: 2 car attached
Heating: Central, Forced Air
Home Style: Greek Revival
Lot Size: 0.24 Acres
Roof Type: Wood
Taxes: $17,542
Year Built: 1835

Amenities

Central Vacuum
Wet Bar
Wired for Sound
Porch - Screened
Deck
Deck - Wood
Patio
Pool - Inground Heated
Cabana
Rain Gutters
Hot Tub/Spa
Professional Landscaping
Sprinkler System
Screens
Fenced Yard

Feature Descriptions

Accessibility: No
Appliances: Water Heater, Range, Oven, Dishwasher, Microwave, Refrigerator, Washer, Dryer, Wine Refrigerator
Building Area Total: 7598
Community Features: Public Transportation, Shopping, Walk/Jog Trails, Bike Path
Compensation Based On: N/A
Compensation Broker Transaction: N/A
Compensation Buyer Agency: N/A
Compensation Sub Agency: N/A
Compensation Sub Agency Offered: N/A
Days on Site: 22
Door Features: Insulated Doors, French Doors
Electric: 200+ Amp Service
Exterior: Frame
Fencing: Fenced
Fireplace Y/N: Yes
Flooring: Wood, Tile
GarageY/N: Yes
HeatingY/N: 1
Hot Tub: Yes
Lot Features: Corner Lot, Level
Open Parking Y/N: Yes
Other Structures: Cabana
Parcel Number: 20D,3773868
Parking Features: Attached, Garage Door Opener, Heated Garage, Garage Faces Side, Driveway
Parking Total: 6
Patio And Porch: Screened, Deck, Deck - Wood, Patio
Pool Features: Pool - Inground Heated
Rooms Total: 26
Security: yes
Security Features: Security System
Sewer: Public Sewer
Spa: Yes
Spa Features: Private
Spa Y/N: Yes
Swimming Pool: Yes
Water: Public
Waterfront Features: Harbor, Ocean,3/10 to 1/2 Mile To Beach, Beach Ownership(Public)
Window Features: Insulated Windows, Storm Window(s), Screens

Local Schools

High School: Martha's Vineyard Regional Hs
Middle School: Edgartown School
Elementary School: Edgartown School

Listed By / Shown By

Listed By

Agency Name: Wallace & Co. Sotheby's International Realty
Agent Name: Alyssa Halisky
Agency Phone: 508-627-3313

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Shown By

Agent Name: Cale Roberts
Agent Phone:
Agency Title: Better Homes and Gardens Real Estate The Masiello Group

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Estimated Payment

$ 55,582.35 per month $47,849.68 Principal & Interest $1,461.83 Property Tax $6,270.83 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 06/03/2026. The listing information on this page last changed on 06/03/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Wed 06/03/2026 8:23:37 PM EST) or MLSPIN MLS (last updated Wed 06/03/2026 8:19:43 PM EST) or Prime MLS (last updated Wed 06/03/2026 8:22:30 PM EST) or MREIS (last updated Wed 06/03/2026 8:15:20 PM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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