Active
3 beds1,598 sqft$1,158/sqft
171 Upper Main St, Edgartown, MA 02539
Est: $9,590/moGet pre-approved
Single FamilyProperty Type
0.78 acresLot Size
1920Year Built
$1,158/sq ftPrice per sq ft

Description

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 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.
Days on Market Listed Today
  • Listed by: Bonnie Pierce • Wallace & Co. Sotheby's
Last updated: 08/31/2026 10:21 PM • Source: LINK, MLS#: 44893

Location

Listing Courtesy of Wallace & Co. Sotheby's, Bonnie Pierce
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$9,590 per month

30 year fixed, 6.55% Interest

Principal and Interest

$9,403

Property Taxes

$187

HOA Dues

$0

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Property Information for 171 Upper Main Street

Property Details
  • Taxes: $2,244 / year
  • MLS Type: 1 Family / Single Family Residence
  • County: Dukes County
  • Zoning: R5
  • View: None, Trees/Woods
Building Information
  • Year Built: 1920
  • Lot Size: 0.78 AC / 33,829 SF
Summary
Location and General Information
  • Latitude: 41.3929434
  • Longitude: -70.520738
  • Listing ods: PubBch, Cov, Garden, Porch
  • MLS Area Major: 2
Taxes and HOA Information
  • Tax Assessed Value: $176,200.00
  • Tax Lot: 119.1
  • Tax Map Number: 20A
  • Tax Other Annual Assessment Amount: $729,100.00
  • Tax Year: 2026
Parking
  • Parking Features: Ample parking
Property
Lot Information
  • Lot Features: Lovely private yard
  • Property Type: 1 Family
Property and Assessments
  • Photos Count: 11
  • Deed No: 1501
  • Approval Status: -1
  • Reviewed: Yes
Utilities
  • Sewer: Twn
  • Utilities: Cbl
  • Water Source: Town
Interior and Exterior Features
Exterior Features
  • Exterior Features: PubBch, Cov, Garden, Porch
Interior Features
  • Main Level Bedrooms: 0
  • Rooms Total: 7
  • Appliances: Stove: Yes, Washer: Yes
  • Fireplace Features: Yes
  • Fireplace: No
  • Flooring: hardwood
  • Furnished: Unfurnished
  • Heating: OFHW
  • Interior Features: Ins,OSh, Floor 1: Kitchen, living room, dining room and bathroom, Floor 2: 3 bedroom and bathroom

Property History for 171 Upper Main Street

DateEvent & SourcePriceAppreciation
Aug 31, 2026

Listed (Active)

LINK #44893

$1,850,000
Aug 31, 2026

Listed (Active)

LINK #44897

$1,850,000
Aug 31, 2026

Listed (Active)

LINK #44417

$1,950,000
DateEvent & SourcePrice
08/31/2026

Listed (Active)

LINK #44893

$1,850,000
08/31/2026

Listed (Active)

LINK #44897

$1,850,000
08/31/2026

Listed (Active)

LINK #44417

$1,950,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 171 Upper Main Street

Taxable ValueLand$627,500Additions$216,200Total$843,700
Tax Record2025$2,236 ($186 / month)
Home Facts
Lot Size61,855 SqFtStyleMulti-Family Dwelling (2-4)CountyDUKESAPNEDGA M:020A B:0119 L:1

Schools near 171 Upper Main Street

This home is within Edgartown School District.
Rating
School
Type
Grades
Distance
Public - PK to 8
Public - 9 to 12
Rating
School
Distance
Edgartown Elementary School
PublicPK to 8

Martha's Vineyard Regional High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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171 Upper Main Street is a single family home for sale in Edgartown, MA 02539. This listing's school districts are Edgartown School District, Marthas Vineyard School District. Nearby schools include Edgartown Elementary School and Martha's Vineyard Regional High School. 171 Upper Main Street is a 3-bed, 2-bath, 1,598 sqft single family home built in 1920.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Wallace & Co. Sotheby's, Bonnie Pierce

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. The property listing data and information, and the images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the images, set forth herein.