$999,000
18 Windsor Drive
Edgartown, MA, 02539
Welcome to this light-filled Vineyard Cape brimming with potential, offering an open layout and abundant natural light. Vaulted ceilings enhance the spacious living and dining area, creating an airy setting for relaxing or entertaining. The kitchen flows seamlessly to an outdoor deck, ideal for summer gatherings and al fresco dining. Two bedrooms and a full bathroom with laundry complete the first floor. Upstairs, you’ll find a generous primary bedroom with abundant closet space, an additional full bathroom, and a cozy loft-style den overlooking the main living area. Centrally located just moments from the bike path, with easy access to Edgartown, nearby beaches, and all down-Island amenities, this property presents a wonderful opportunity to make it your own. With a 4-bedroom septic in place there is potential room for expansion. The property is being sold “AS IS”.
Property Details
Price:
$999,000
MLS #:
73489567
Status:
Pending
Beds:
3
Baths:
2
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
Mar 20, 2026
Finished Sq Ft:
1,294
Total Sq Ft:
1,294
Lot Size:
27,700 sqft / 0.64 acres (approx)
Year Built:
1981
Schools
Interior
Above Grade Finished Area
1294
Appliances
Electric Water Heater, Range, Dishwasher, Microwave, Refrigerator, Washer, Dryer
Bathrooms
2 Full Bathrooms
Cooling
Window Unit(s)
Flooring
Carpet, Laminate, Wood Laminate, Flooring – Wall to Wall Carpet
Heating
Electric
Interior Features
Den
Laundry Features
Electric Dryer Hookup, Washer Hookup
Main Level Bedrooms
2
Exterior
Architectural Style
Cape
Community Features
Public Transportation, Shopping, Walk/Jog Trails, Bike Path, House of Worship
Construction Materials
Conventional (2×4-2×6)
Exterior Features
Deck – Wood
Lot Features
Wooded, Cleared, Level
Open Parking Spaces
3
Open Parking YN
1
Parking Features
Unpaved
Parking Spots
3
Parking Total
3
Patio And Porch Features
Deck – Wood
Roof
Shingle
Financial
Tax Year
2026
Taxes
$2,782
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
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Map
Current real estate data for Single Family in Edgartown as of May 04, 2026
35
Single Family Listed
310
Avg DOM
1,572
Avg $ / SqFt
$4,855,943
Avg List Price
Community
- Address18 Windsor Drive Edgartown MA
- CityEdgartown
- CountyDukes
- Zip Code02539
Subdivisions in Edgartown
Similar Listings Nearby
Property Summary
- 18 Windsor Drive Edgartown MA is a Single Family for sale in Edgartown, MA, 02539. It is listed for $999,000 and features 3 beds, 2 baths, and has approximately 1,294 square feet of living space, and was originally constructed in 1981. The current price per square foot is $772. The average price per square foot for Single Family listings in Edgartown is $1,572. The average listing price for Single Family in Edgartown is $4,855,943. To schedule a showing of MLS#73489567 at 18 Windsor Drive in Edgartown, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of Donnelly + Co.. The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
18 Windsor Drive
Edgartown, MA