49 High Street
Edgartown, MA 02539
- 5 Beds
- 3 Baths
- 2,733 sqft (on 0.38 acres)
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
-- mins to
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
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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 |
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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 |
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Cumulative Days on Market: 29Days on Market: 42 |
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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 |
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Price List Price: $3,995,000Price Per Sqft: $1,462 |
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MLS Status: Pending/Continue to Show |
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Direction & Address City: Edgartown |
School Information Elementary School District: Martha's VineyardJr High / Middle School District: Martha's VineyardHigh School District: Martha's Vineyard |
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Listing Agent Listing ID: 22603145 |
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Building Area Building Area: 2733 Square Feet |
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No HOA |
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Lot Area: 0.38 acres |
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Special Conditions: None |
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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
Market trends in Edgartown
Last updated June 2026
Avg. sale price
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Sale-to-List Price
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Price per sq ft
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Available listings
64
1MoM
Price History for 49 High Street
| Date | Price | Event | Source |
|---|---|---|---|
| 07/31/2026 | $3,995,000 | Contingent | MLS PIN #73542542 |
| 07/31/2026 | $3,995,000 | Pending | CCIMLS #22603145 |
| 06/25/2026 | $3,995,000 | Listed For Sale | LINK #44561 |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| 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.Assigned Schools
These are the assigned schools for 49 High Street.
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.
LGBTQ Local Legal Protections
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.

