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Property Description

This stylish and sunlit beach retreat is located in the coveted Ditch Plains neighborhood-just steps from the ocean and one of Montauk's most iconic surf spots. With three cozy bedrooms and two full bathrooms, the home is designed for a relaxed coastal lifestyle. The fully equipped kitchen features sleek stainless steel appliances, and the open living room offers a bright, inviting atmosphere with expansive glass walls and a fireplace. In 2025, the home underwent significant upgrades, including a new roof, new skylights, upgraded insulation, a new Bilco door, and improvements to the foundation and crawl space-along with the installation of a dehumidifier system for enhanced comfort and efficiency. After a day at the beach, rinse off in the outdoor shower, then unwind in the private, fenced-in yard-perfect for lounging or outdoor games. A front deck and back patio provide ideal spaces to soak up the sun or enjoy meals al fresco. And with the beach just a short stroll away, there's no need to worry about parking-simply walk out and embrace the Ditch Plains surf and sand.

Overview

Property Status
Sold
Date Sold
November 5, 2025
Lot Size
7,405.2 Sq.Ft.
MLS ID
11538875
Property Type
Residential
Year Built
1965

Features & Amenities

Neighborhood
Montauk
Stories
1
Water Source
Public (Water Source)
Heat Type
Forced Air
Fireplace
Wood Burning Stove
Appliances
Washer, Stainless Steel Appliance(s), Range, Refrigerator, Dishwasher
Sewer
Septic Tank
School District
000000
Sales Price
$2,520,000
Real Estate Tax
$5,120/yr

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21 Flagg Avenue

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  • CallChris Coleman

    License # 40CO1097225

    (516) 445-1513
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