49 High Street, Edgartown, MA 02539
Property image
Property image
PENDING
0.38 ACRES

49 High Street
Edgartown, MA 02539

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

$3,995,000

Est. Mortgage $22,257/mo*

$3,995,000

Est. Mortgage $22,257/mo*
5 Beds
3 Baths
2,733 sqft
(on 0.38 acres)

Home Highlights

Parking
Garage
Outdoor
Porch
Climate Control
Heating only
Price/Sqft
$1,462
Listed
42 days ago

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

About this House

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.

Home Details for 49 High Street

Interior Features

Interior Details
Basement: Bulkhead AccessNumber of Rooms: 15
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 3Number of Bathrooms (full): 3Number of Bathrooms (main level): 2
Dimensions and Layout
Living Area: 2733 Square Feet
Appliances & Utilities
Appliances: Electric Water Heater
Heating & Cooling
Heating: OtherNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Other
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
Windows, Doors, Floors & Walls
Flooring: Wood
Levels, Entrance, & Accessibility
Stories: 2Floors: Wood

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: PorchFencing: PartialExterior: Outdoor ShowerFoundation: BlockNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 4Parking: Garage, Open
Frontage
Road Frontage: PublicNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Farm & Range
Frontage Length: 164.00

Days on Market

Cumulative Days on Market: 29Days on Market: 42

Property Information

Year Built
Year Built: 1920
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Other
Building
Construction Materials: Shingle SidingNot a New ConstructionNot Attached PropertyDoes Not Include Home Warranty
Property Information
Condition: ActualParcel Number: EDGA M:0020 B:0132 L:0001

Price & Status

Price
List Price: $3,995,000Price Per Sqft: $1,462

Active Status

MLS Status: Pending/Continue to Show

Location

Direction & Address
City: Edgartown
School Information
Elementary School District: Martha's VineyardJr High / Middle School District: Martha's VineyardHigh School District: Martha's Vineyard

Agent Information

Listing Agent
Listing ID: 22603145

Building

Building Area
Building Area: 2733 Square Feet

HOA

No HOA

Lot Information

Lot Area: 0.38 acres

Listing Info

Special Conditions: None

Miscellaneous

BasementMls Number: 22603145Showing Requirements: Call Listing Agent
Last check for updates: about 19 hours ago
Listing courtesy of Alyssa M Halisky, (508) 525-2584
Wallace & Co. Sotheby's International Realty
Source: CCIMLS, MLS#22603145

Market trends in Edgartown

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
64
1
MoM

Price History for 49 High Street

DatePriceEventSource
07/31/2026$3,995,000ContingentMLS PIN #73542542
07/31/2026$3,995,000PendingCCIMLS #22603145
06/25/2026$3,995,000Listed For SaleLINK #44561

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Property Tax and Assessment

Year2025
Tax$6,282
Assessment$2,370,500
Home facts updated by county records

Comparable Sales for 49 High Street

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.15
Single-Family Home
$3,600,000
02/12/26
5
4
3,840
0.02
Single-Family Home
$4,850,000
10/20/25
4
4.5
2,955
0.38
Single-Family Home
$3,867,650
11/21/25
4
3.5
3,000
0.47
Single-Family Home
$3,400,000
05/26/26
4
2.5
2,300
0.23
Single-Family Home
$2,470,000
12/31/25
4
3.5
2,351
0.15
Single-Family Home
$9,250,000
07/31/26
6
6
6,135
0.21
Single-Family Home
$17,250,000
10/30/25
7
6
4,388
0.26
Single-Family Home
$2,588,000
08/06/26
3
3
1,848
0.21
Single-Family Home
$3,250,000
05/15/26
4
4
1,590
0.79
Single-Family Home
$1,600,000
06/18/26
4
2.5
2,706

Nearby homes

Get a sense of prices in the area by checking nearby homes.
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Assigned Schools

These are the assigned schools for 49 High Street.
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 "
  • Jordan N.
    "Great area with a nice friendly feel. Beach houses and plenty of shops. Bike trails are here as well. "
  • 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. "
  • 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. "
  • Rob F.
    "Great community support and programming for families and children. Although, housing is expensive. "
  • 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 "
  • 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 "
  • 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"
  • 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. "
  • 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."

LGBTQ Local Legal Protections

Frequently asked questions about 49 High Street

  • What is the estimated monthly payment for 49 High Street?
    Based on a $3,995,000 list price with 20% down at today's rates, the estimated monthly payment for 49 High Street in Edgartown, MA is approximately $22,676 (about $20,936 principal & interest, $1,665 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • 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 homes for sale in Edgartown, MA.
  • What are the closest schools to 49 High Street?
    The closest schools to 49 High Street in Edgartown, MA are Edgartown Elementary School (Pre-K/Middle, rated 7/10), Martha's Vineyard Regional High School (rated 6/10).
  • What is 49 High Street estimated to be worth?
    Trulia's estimated value for 49 High Street in Edgartown, MA is $3,731,500.
  • 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.
Alyssa M Halisky, Wallace & Co. Sotheby's International Realty
Agent Phone: (508) 525-2584
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 2022-04-05 08:58:10 PDT. All properties are subject to prior sale, changes, or withdrawal. Copyright 2022© Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved.
49 High Street, Edgartown, MA 02539 is a 5 bedroom, 3 bathroom, 2,733 sqft single-family home built in 1920. This property is currently available for sale and was listed by CCIMLS on Jun 26, 2026. The MLS # for this home is MLS# 22603145.