258 Edgartown-Vineyard Haven Rd, Edgartown MA 02539
Edgartown, MA 02539 • Edgartown
$3,875,000
Est. $20,044/month
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About this home
EXCEPTIONAL MIXED-USE INVESTMENT AND OWNER-OCCUPANT OPPORTUNITY JUST MINUTES FROM HISTORIC EDGARTOWN ON BEAUTIFUL MARTHA'S VINEYARD! This meticulously maintained 6,712 SF property offers three commercial units plus a residential apartment with an additional side attic future expansion potential to add an additional apartment. Commercial spaces include a dental practice with finished lower level (full bath, kitchenette, living area & bedroom, and storage room), a Pilates studio with reception area, two studios & half bath, and a commercial catering kitchen with a full basement prep/expansion kitchen and half bath. The spacious 1+ bedroom condo features open-concept living, kitchen, bonus room (area with built in couch/bed) & full bath. Unfinished attic includes architectural plans for a second residential apartment - enhancing future value and income potential. Ideal for medical, dental, restaurant, wellness, professional offices, retail, creative studios or investors. Property has town water and sewer - a great bonus. Ample on-site parking, flexible layout, and an outstanding Edgartown location just outside the Historic District.
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Property History
Property Timeline
Listed for Sale
Aug 15, 2026
$3,875,000
Original listing
Agent: Condon-Droney Team
Office: Gilmore Murphy Realty LLC
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 08/15/2026 | 🏠 Listed for Sale | $3,875,000 | - | - | Original listing |
Tax History
| Year | Taxes | Assessment |
|---|---|---|
| 2025 | $2,995 | — |
Financial Details
Annual Property Tax
$2,995
Tax Year 2025
Facts & Features
Home Facts
Type
Commercial Sale
Year Built
1986
Living Area
6,712 sq ft
Lot Size
0.31 acres
Investment Metrics
Gross Income
$150,000
Interior
Heating
None
Cooling
None
Flooring
None
Appliances
None
Fireplace
None
Basement
None
Laundry
None
Features
None
Exterior
Construction
None
Architecture
None
Roof
None
Features
None
Pool
None
Spa
None
Fencing
None
Patio/Porch
None
Parking
Features
None
Utilities
Electric
None
Water
None
Sewer
None
Gas
None
Other
Public Water, Public Sewer
Financial
Annual Tax
$2,995
HOA & Community
Fee Includes
None
Amenities
None
Optional Fee Includes
None
MA Disclosures
Seller Disclosures
Square Footage On Floor Plans Are Approximate And Are For Marketing Purposes Only But Deemed Reliable.
Additional Details
Possession
None
Accepted Financing
None
Structure Type
[]
Documents
None
County
Dukes
Property Overview
Listing Type
For Sale
Year Built
1986
Living Area
6,712 sq ft
Floor Layout
Interactive room guide
Floor Layout
Display Options
Room Markers
BABathroom (4)
BRBedroom (5)
DDining (1)
KKitchen (1)
LLiving (2)
OOffice (1)
Conceptual diagram based on MLS room data. It is not to scale and is not a substitute for architectural plans or on-site measurements.
Interior Features
Flooring:
Appliances:
Interior Features:
Windows:
Basement:
Laundry:
Security:
Construction & Materials
Year Built:
1986
Structure Type:
Exterior Materials:
Roof:
Foundation:
Heating, Cooling & Utilities
Heating:
Cooling:
Hot Water:
Water Source:
Sewer:
Energy Features:
Exterior & Lot
Exterior Features:
Patio & Porch:
Fencing:
Other Structures:
Lot Features:
Road Frontage:
0.00 ft
Road Surface:
Parking & Garage
Parking Features:
Nearby Schools
School District
Edgartown School District local
School Safety
2024-25
0.0%
Very Low (Safest)
5.5% below state avg
Elementary Schools
2 schools
B+
Edgartown Elementary School
0.6 mi
|
#121 of 352
|
Score: 47.3
Improved 45 spots from last year
-10.9 below state avg
357 students
Diverse
Rising School
Grades PK-08
A-
Oak Bluffs Elementary School
4.0 mi
|
#105 of 352
|
Score: 49.0
Improved 16 spots from last year
-9.2 below state avg
402 students
Diverse
Grades PK-08
High Schools
1 school
A-
Martha's Vineyard Regional High School
3.6 mi
|
#95 of 346
|
Score: 60.5
Improved 49 spots from last year
+2.3 above state avg
744 students
Diverse
19 sports
• 1,209 athletes
Strong AP Program
Rising School
Career Tech Programs
College Ready Curriculum
Grades 09-12
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Monthly Payment Breakdown
Principal & Interest
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Property Tax
$250
Homeowners Insurance
$200
PMI (if <20% down)
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Loan Summary
Total of 360 payments
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Payment Over Time
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
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Neighborhood
Edgartown
258 Edgartown-Vineyard Haven Rd, Edgartown MA 02539
Edgartown, MA 02539
Listing Information
Listing Agent
Condon-Droney Team
Listing Office
Gilmore Murphy Realty LLC
Office Phone
617-323-7330
Agent MLS ID
TM343462
Office MLS ID
AN4930
Listing Data Updated
Aug 15, 2026 2:16 PM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.
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