2 Chicago Street, Dewey Beach, DE 19971

$4,700,000
6
BD
6
BA
2,666
SqFt

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Sold Price
$4,700,000
List Price
$4,795,000
Closing Date
May 01, 2026
Days on Market
167
Status
CLOSED
MLS#
DESU2077352
Bedrooms
6
Bathrooms
6
Full Baths
5
Half Baths
1
Living Area
2,666
Lot Size (Acres)
0.11
Style
Coastal, Contemporary
Year Built
1988
County
Sussex
School District
Cape Henlopen

Property Description

Rare oceanfront opportunity in Rehoboth by the Sea. Discover unparalleled coastal living at 2 Chicago Street, an oceanfront retreat in the highly coveted community of Rehoboth by the Sea on the north end of Dewey Beach. This exceptional 6-bedroom, 5.5-bath home offers sweeping panoramic views from nearly every room, with a private dune crossover that leads directly to the wide, sandy beach. The first level welcomes you with a bright entry foyer, two bedrooms (including a flexible oceanfront space ideal for a den, exercise room, or guest suite), two full baths, and a convenient laundry room. Upstairs, the recently updated kitchen shines with quartz counters, stainless steel appliances, and custom cabinetry, seamlessly flowing into the dining and living areas—all framed by walls of windows showcasing endless ocean vistas. Step outside to the expansive oceanfront deck, perfect for sunrises, gatherings, and salty breezes. A private office with sweeping north-facing views completes this level. On the third floor, you’ll find four additional bedrooms and three full baths, including the oceanfront primary suite with its own balcony for uninterrupted sunrise views. The rooftop deck crowns the home, offering a bird’s-eye view of the coastline—an unforgettable setting for stargazing or enjoying fireworks on July 4th. Rehoboth by the Sea is one of the Delaware coast’s most sought-after neighborhoods, known for its wide beaches, relaxed atmosphere, and close proximity to both Rehoboth and Dewey Beach attractions. Currently, 2 Chicago Street stands as the only oceanfront property available in either community—making this a truly rare opportunity to own a piece of coastal paradise.

Additional Information

Area
Lewes Rehoboth Hundred (31009)
Subdivision
Rehoboth By The Sea
Taxes
$6705.2
Interior Features
Ceiling Fan(s), Window Treatments, Combination Kitchen/Dining, Primary Bedroom - Ocean Front, Upgraded Countertops, Wood Floors
School District
Cape Henlopen
Fireplaces
1
Flooring
Ceramic Tile, Wood
Exterior Features
Gutter System, Outside Shower, Roof Deck
View
Ocean, Panoramic
Heating
Heat Pump(s)
Heating Fuel
Electric
Cooling
Central A/C, Zoned
Roof
Metal
Utilities
Cable TV, Sewer Available, Water Available
Water
Public
Sewer
Public Sewer

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Listing courtesy of Jack Lingo - Rehoboth. Contact:

Selling Office: .