49 High Street, Edgartown, MA 02539
Property image
Property image
SOLD
SEP 1, 2026

$3,650,800

Trulia Estimate
  • 5 Beds
  • 3 Baths
  • 2,733 sqft (on 0.38 acres)

49 High Street, Edgartown, MA 02539

Est. Refi. Payment $21,263/mo*
Refinance Your Home
Currently Off Market - Sold Sep 1, 2026 for $3,650,000 (9% below list price)

Home Value

Trulia Estimate
$3.65M
Since last month
Decreased$31K (-0.8%)
Since last year
Increased$475K (+14.7%)
Since last sale
Increased$53K (+1.4%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +139% in the last 10 years
MonthEstimated value
2026
September 2026$3.7M
August 2026$3.73M
July 2026$3.73M
June 2026$3.9M
May 2026$3.36M
April 2026$3.23M
March 2026$3.23M
February 2026$3.2M
January 2026$3.15M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
8 High St, Edgartown, MA
0.15
Single-Family Home
$3,600,000
02/12/26
5
4
3,840
69 School St, Edgartown, MA
0.08
Single-Family Home
$3,600,000
09/02/26
7
3.5
2,461
31 North St, Edgartown, MA
0.28
Single-Family Home
$4,300,000
08/17/26
4
4
3,299
160 Katama Rd, Edgartown, MA
0.38
Single-Family Home
$3,867,650
11/21/25
4
3.5
3,000
46 High St, Edgartown, MA
0.02
Single-Family Home
$4,850,000
10/20/25
4
4.5
2,955
44 Plantingfield Way, Edgartown, MA
0.47
Single-Family Home
$3,400,000
05/26/26
4
2.5
2,300
13 Plantingfield Way, Edgartown, MA
0.35
Single-Family Home
$3,600,000
08/24/26
4
3
2,108
2 Green Ave, Edgartown, MA
0.23
Single-Family Home
$2,470,000
12/31/25
4
3.5
2,351
99 Cooke St, Edgartown, MA
0.21
Single-Family Home
$3,250,000
05/15/26
4
4
1,590

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
46 High St, Edgartown, MA 02539
0.02
$4,677,100
4
4.5
2,955
Off Market
43 Peases Point Way S, Edgartown, MA 02539
0.07
$8,575,000
4
6
5,458
Recently Sold
69 School St, Edgartown, MA 02539
0.08
$3,600,000
7
3.5
2,461
Recently Sold
60 School St, Edgartown, MA 02539
0.08
$2,432,300
3
0.5
1,388
Off Market
95 School St, Edgartown, MA 02539
0.08
$4,627,400
4
3.5
2,161
Off Market
96 S Summer St, Edgartown, MA 02539
0.11
$7,250,000
4
5
3,282
For Sale
37 Cooke St, Edgartown, MA 02539
0.15
$6,247,300
6
6.5
5,485
Off Market
52 S Summer St, Edgartown, MA 02539
0.15
$9,250,000
6
6
6,135
Recently Sold
60 Davis Ln, Edgartown, MA 02539
0.15
$4,682,200
5
5
3,515
Off Market
57 S Summer St, Edgartown, MA 02539
0.15
$4,077,000
4
3
2,181
Off Market
99 S Summer St, Edgartown, MA 02539
0.13
$4,173,500
3
2
1,800
Off Market

Local Information

  • Map ViewExplore the area around 49 High Street.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1920
0.38 acre lot
2,733 sqft
$1,336/sqft
Garage

About this House

What's unique:Oversized garageGenerous lot size
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.
49 High Street, Edgartown, MA 02539 is a 5 bedroom, 3 bathroom, 2,733 sqft single-family home built in 1920. It last sold for $3,650,000 on Sep 1, 2026 (9% below the $3,995,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $3,650,800.
Last check for updates: about 10 hours ago
Listed by Alyssa M Halisky, (508) 525-2584
Wallace & Co. Sotheby's International Realty
Bought with: Member Non, cci.unknownoffice
Source: CCIMLS, MLS#22603145

Home Details for 49 High Street

Interior Features

Interior Details
Number of Rooms: 15
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 3Number of Bathrooms (full): 3
Appliances & Utilities
Appliances: Water Heater
Heating & Cooling
Heating: Oil,OtherNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Oil
Fireplace & Spa
Number of Fireplaces: 1
Windows, Doors, Floors & Walls
Flooring: Wood
Levels, Entrance, & Accessibility
Stories: 2Floors: Wood

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: PorchFencing: PartialExterior: Outdoor Shower
Parking & Garage
Number of Garage Spaces: 2Has a GarageNo Attached GarageHas Open ParkingParking Spaces: 4Parking: Detached,Storage,Driveway,Paved
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 29

Property Information

Year Built
Year Built: 1920
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Shingle SidingDoes Not Include Home Warranty
Property Information
Parcel Number: EDGA M:0020 B:0132 L:0001

Price & Status

Price
List Price: $3,995,000Price Per Sqft: $1,336/sqft

Active Status

MLS Status: Closed

Location

Direction & Address
City: Edgartown

Building

Building Area
Building Area: 2733 Square Feet

HOA

No HOA

Lot Information

Lot Area: 0.38 acres

Listing Info

Special Conditions: None

Miscellaneous

Mls Number: 22603145Showing Requirements: Call Listing Agent

Price and Tax history

DateEventPrice
Sep 1, 2026
Source: CCIMLS #22603145
Sold
$3,650,000
Aug 14, 2026
Source: MLS PIN #73542542
Pending
$3,995,000
Jul 31, 2026
Source: MLS PIN #73542542
Contingent
$3,995,000
Jul 31, 2026
Source: CCIMLS #22603145
Pending
$3,995,000
Jun 25, 2026
Source: LINK #44561
Listed For Sale
$3,995,000

Market trends in Edgartown

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
68
1MoM

Around this home

View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Edgartown

At least 17 Trulia users voted on each feature.

  • 89 % Say they plan to stay for at least 5 years

  • 85 % Say people would walk alone at night

  • 81 % Say it's dog friendly

  • 76 % Say yards are well-kept

  • 75 % Say car is needed

  • 70 % Say it's quiet

  • 68 % Say there's wildlife

  • 67 % Say kids play outside

  • 60 % Say it's walkable to restaurants

  • 59 % Say neighbors are friendly

  • 56 % Say there's holiday spirit

  • 52 % Say it's walkable to grocery stores

  • 52 % Say parking is easy

  • 46 % Say there are sidewalks

  • 46 % Say streets are well-lit

  • 36 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Some restaurants are dog-friendly but many are not. During the summer months, many shops provide water bowls outside "
    0
    Flag
  • Jordan N.
    "Great area with a nice friendly feel. Beach houses and plenty of shops. Bike trails are here as well. "
    2
    Flag
  • Adriannen1114
    "Beautiful place! Lovely neighborhoods and very safe. The kind of place you want to live and or visit. Absolutely lovely. Everywhere you go there is another amazing fun spot. "
    0
    Flag
  • Olivia G.
    "I live in Edgartown and I work in OB. I work 7 miles from my home and I drive down one of the most beautiful roads I’ve ever seen. "
    0
    Flag
  • Rob F.
    "Great community support and programming for families and children. Although, housing is expensive. "
    0
    Flag
  • Megan S.
    "I leave close to e everything summer time is a cool time to enjoy it bad Martha’s live music winter very quiet and private "
    0
    Flag
  • Megan S.
    "I live in good neighborhoods very close to donoramas peaceful location very close to everything I need I don’t know much about people round but This is my opinion about it "
    5
    Flag
  • Mvrock17
    "My neighborhood is really great and has bike path beautiful roads in trees laying it all the way down into town it seems like every year improvements are made to make it better right now so"
    4
    Flag
  • Unspecified
    "Business area but after five gets quiet. Very close to everything you need is walking distance. Busses are near to go to the other towns. Short walk to a beach. "
    0
    Flag
  • Frank M. M.
    "I live and work in Edgartown and know this to be one of the top areas vacationers like to rent in. Edgartown Estates is well managed, clean, and known to be a "go to" place for vacationers wanting the Beach and In-town experience with easy access."
    0
    Flag

LGBTQ Local Legal Protections

All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Detailed information about real estate listings held by brokerage firms other than CC&I Assoc. of REALTORS®, Inc. includes the name of the listing company. Neither the listing company nor CC&I Assoc. of REALTORS®, Inc. shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. This site was last updated 2026-09-23 10:33:16 PDT. All properties are subject to prior sale, changes, or withdrawal. Copyright 2026© Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved.

Frequently asked questions about 49 High Street

  • What is 49 High Street estimated to be worth?
    Trulia's estimated value for 49 High Street in Edgartown, MA is $3,650,800.
  • What is the price history for 49 High Street?
    49 High Street in Edgartown, MA last sold for $3,650,000 in September 2026.
  • Is Edgartown a buyer's or seller's market?
    Edgartown is currently a buyer's market, based on recent for-sale activity.
  • What do residents say about Edgartown?
    Residents describe Edgartown, MA as established, dog-friendly, and well-kept. Most residents say you need a car. See recently sold homes in Edgartown, MA.
  • How big is the lot at 49 High Street?
    The lot at 49 High Street in Edgartown, MA is about 0.38 acres (16,460 sq ft).
  • Does 49 High Street have a garage?
    Yes, 49 High Street in Edgartown, MA has a garage.

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