BMN Boston

Get our mobile app!

Download on the App Store

49 High Street, Edgartown MA 02539

Edgartown, MA 02539 • Edgartown - Downtown Edgartown
$3,995,000
Est. $20,969/month
5
Beds
3
Baths
2,733
Sq Ft
$1,462
Price/Sq Ft
0.38
Acres
1920
Year Built
2
Garage Spaces
13
Days on Market
Active Listed Jun 26, 2026 • MLS# 73542542 Copied! • Updated Jul 2, 2026

About this home

A rare opportunity to create a premier in-town compound in one of Edgartown’s most desirable locations. Set on High Street, just moments from downtown Edgartown, this exceptional 16,000+ square foot lot offers tremendous potential to create a substantial five-bedroom residence while enjoying the convenience and charm of village living. The property currently features a 4 bedroom main house, attached 1 bedroom apartment, and an oversized garage with an attached 556-square-foot barn. The property provides a unique foundation for expansion, renovation, or a thoughtfully designed new build. With its generous lot size and coveted location, 49 High Street presents a rare opportunity to create a legacy property within walking distance of Edgartown’s shops, restaurants, harbor, and village amenities.

View in the App

Save this property, schedule tours instantly, and get alerts when the price drops

Scan to download BMN Boston app Scan with phone
Get the full experience in the BMN Boston app

BMN Estimate

Get the number an algorithm can't give you

A free agent CMA factors in condition, upgrades, and the street — the things comps alone can't see.

Recently Sold Nearby

Property History

Property Timeline

🏠
Listed for Sale
Jun 26, 2026
$3,995,000
Original listing
Agent: Alyssa Halisky Office: Wallace & Co. Sotheby's International Realty

Tax History

Year Taxes Assessment
2026 $6,822 $2,751,000

Financial Details

Annual Property Tax
$6,822
Tax Year 2026
Assessed Value
$2,751,000

Facts & Features

2 Car Garage

Home Facts

Type Residential
Style Single Family Residence
Year Built 1920
Living Area 2,733 sq ft
Lot Size 0.38 acres
Bedrooms 5
Full Baths 3
Total Rooms 15

Interior

Heating Oil
Cooling None
Flooring Wood
Appliances Water Heater, Range, Dishwasher, Refrigerator, Washer, Dryer
Fireplace None
Fireplaces 1
Basement Partial
Laundry None
Features None

Exterior

Construction None
Architecture Cottage
Roof Shingle
Features Porch, Storage, Outdoor Shower
Pool None
Spa None
Fencing None
Patio/Porch Porch
Garage Spaces 2
Has Garage Yes
Features Detached, Storage, Off Street
Total Spaces 6
Electric None
Water Public
Sewer Public Sewer
Gas None
Other None
Annual Tax $6,822
Assessed Value $2,751,000
Fee Includes None
Amenities None
Optional Fee Includes None
Seller Disclosures None
Possession None
Accepted Financing None
Structure Type []
Sq Ft Source Measured
Documents None
County Dukes
Total market time (incl. prior listings) 6 days

Property Overview

Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1920
Bedrooms
5
Full Bathrooms
3
Living Area
2,733 sq ft
Total Rooms
15

Room Details

Other Floor

Bathroom1
Bedroom5
Bedroom4
Bedroom3
Dining Room
Kitchen
Bathroom2
Bedroom2
Living Room
Bathroom3
Master Bedroom
Office
Family Room
Master Bathroom

Interior Features

Flooring: Wood
Appliances: Water Heater, Range, Dishwasher, Refrigerator, Washer, Dryer
Interior Features:
Windows:
Basement: Partial
Laundry:
Security:

Construction & Materials

Style: Cottage
Year Built: 1920
Structure Type:
Exterior Materials:
Roof: Shingle
Foundation: Block

Heating, Cooling & Utilities

Heating: Oil
Cooling: None
Hot Water:
Water Source: Public
Sewer: Public Sewer
Energy Features:

Exterior & Lot

Exterior Features: Porch, Storage, Outdoor Shower
Patio & Porch: Porch
Fencing:
Other Structures:
Lot Features: Level
Road Surface:

Parking & Garage

Garage Spaces: 2
Total Parking Spaces: 6
Parking Features: Detached, Storage, Off Street

Special Features

Fireplaces: 1
Fireplace Type:
Community Amenities: Public Transportation, Shopping, Park, Walk/Jog Trails, Bike Path, Public School

Nearby Schools

School information not available for this location.

Monthly Payment Calculator

Monthly Payment
$0
Principal, interest, taxes & insurance
Loan Amount
$0
After down payment
Total Interest
$0
Over life of loan
Total Cost
$0
Including down payment
%
Down: $0
%

Monthly Payment Breakdown

Principal & Interest $0
Property Tax $569
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
Total interest paid $0

Rate Impact

-0.5% Rate
$0/mo
Save $0/mo
Current Rate
$0/mo
+0.5% Rate
$0/mo
Cost $0/mo

Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

Location

Loading map...

Neighborhood

Edgartown - Downtown Edgartown

49 High Street, Edgartown MA 02539

Edgartown, MA 02539

Listing Information

Listing Agent Alyssa Halisky
Listing Office Wallace & Co. Sotheby's International Realty
Office Phone 508-627-3313
Agent MLS ID CN262458
Office MLS ID AN9542
Listing Data Updated Jul 2, 2026 11:48 AM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

Contact Us

BMN Boston Real Estate
BMN Boston Real Estate
Douglas Elliman
Ask about this property — free, no obligation.

Similar Homes for Sale

Comparable Properties

Customize Comparable Search

Finding comparable properties...

Market Analytics for Edgartown, MA

Real-time market trends and pricing data for this area

49 High Street, Edgartown MA 02539 - Photo 1 49 High Street, Edgartown MA 02539 - Photo 2 49 High Street, Edgartown MA 02539 - Photo 3 49 High Street, Edgartown MA 02539 - Photo 4 49 High Street, Edgartown MA 02539 - Photo 5 49 High Street, Edgartown MA 02539 - Photo 6 49 High Street, Edgartown MA 02539 - Photo 7 49 High Street, Edgartown MA 02539 - Photo 8 49 High Street, Edgartown MA 02539 - Photo 9 49 High Street, Edgartown MA 02539 - Photo 10 49 High Street, Edgartown MA 02539 - Photo 11 49 High Street, Edgartown MA 02539 - Photo 12 49 High Street, Edgartown MA 02539 - Photo 13 49 High Street, Edgartown MA 02539 - Photo 14 49 High Street, Edgartown MA 02539 - Photo 15
BMN Boston Real Estate

BMN Boston Real Estate

Douglas Elliman

Your message will be sent to BMN Boston Real Estate.

Schedule a Tour