Edgartown, MA 02539 171 Upper Main Street

171 Upper Main Street Edgartown, MA - Image 1171 Upper Main Street Edgartown, MA - Image 2171 Upper Main Street Edgartown, MA - Image 3
6 more
171 Upper Main Street Edgartown, MA - Image 4171 Upper Main Street Edgartown, MA - Image 5171 Upper Main Street Edgartown, MA - Image 6171 Upper Main Street Edgartown, MA - Image 7171 Upper Main Street Edgartown, MA - Image 8171 Upper Main Street Edgartown, MA - Image 9171 Upper Main Street Edgartown, MA - Image 10
Presented By: Bonnie Pierce with Wallace & Co. Sotheby's -
  • MLS# 44893
  • 08/31/2026
  • Request Tour
  • Request Info
  • Beds • 3
  • Baths • 2
  • SQFT • 1,598

Home Details

A Rare in-town Edgartown Opportunity — Create Your Own Private Compound At the end of a long private driveway close to downtown Edgartown, this property offers a unique opportunity to create a special island retreat. The beginning of the driveway is less than a third of a mile to the very heart of the village! The expansive grounds offer the opportunity to create a new main residence with swimming pool. The existing antique home provides wonderful potential to be thoughtfully restored and used as a guest house. The property can legally support 7 bedrooms between the two structures, providing ample room for family and guests while maintaining the character and charm of an Edgartown property. Imagine a beautifully designed main residence complemented by a separate guest house, with a private pool creating the perfect setting for summer entertaining and relaxed island living.
Presented By: Bonnie Pierce with Wallace & Co. Sotheby's -

Interior Features for 171 Upper Main Street

Bedrooms

Main Level Bedrooms0
Total Bedrooms3

Bathrooms

Half Baths

Other Interior Features

BasementCape cod
Fireplace FeaturesYes
Fireplace Y/NNo
Flooringhardwood
Furnished Y/NUnfurnished
Interior AmenitiesIns, OSh, Floor 1: Kitchen, living room, dining room and bathroom, Floor 2: 3 bedroom and bathroom

General for 171 Upper Main Street

AppliancesStove: Yes, Washer: Yes
Building Area UnitsSquare Feet
CityEdgartown
Full Baths2
HeatingOFHW
Lot Size Square Feet33829
MLS Area2
Property SubtypeSingle Family Residence
Property Type1 Family
SewerTwn
Standard StatusActive Under Contract
StatusC
Tax Annual Amount2244
Tax Assessed Value176200
Tax Lot119.1
Tax Year2026
TaxOtherAnnualAssessmentAmount729100
Total Rooms7
UtilitiesCbl
ViewNone, Trees/Woods
Year Built1920
ZoningR5

Exterior for 171 Upper Main Street

Building Area Total1598
Exterior AmenitiesPubBch, Cov, Garden, Porch
Frontage TypeNone
Lot FeaturesLovely private yard
Lot Size Acres0.7766
Lot Size Area0.7766
Parking FeaturesAmple parking
Water SourceTown

Additional Details

Price History

Tammy King

Price $1,850,000
MLS#44893
List Date 08/31/2026
Property Type Single Family
Phone 774.563.3897
Request Tour
Request Info

Similar Properties to 171 Upper Main Street