2 Chicago St, DEWEY BEACH, DE

$5,400,000

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6

Beds

Baths

2,666

Square feet

0.11

Acres

About 2 Chicago St

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.

Features of 2 Chicago St

MLS® # DESU2077352
Price $5,400,000
Bedrooms 6
Bathrooms 5.50
Full Baths 5
Half Baths 1
Square Footage 2,666
Acres 0.11
Year Built 1988
Type Residential
Sub-Type Detached
Style Coastal, Contemporary
Status Active

Community Information

Address 2 Chicago St
Area Lewes Rehoboth Hundred (31009)
Subdivision REHOBOTH BY THE SEA
City DEWEY BEACH
County SUSSEX-DE
State DE
Zip Code 19971

Amenities

Amenities CeilngFan(s), Shades/Blinds, Upgraded Countertops, Wood Floors, Master Bedroom - Ocean Front
Utilities Cable TV, Sewer Available, Water Available
Parking Asphalt Driveway, Crushed Stone
View Panoramic, Ocean
Is Waterfront Yes
Waterfront Ocean

Interior

Appliances Exhaust Fan, Range hood, Oven/Range-Electric, Dishwasher, Disposal, Dryer, Microwave, Washer, Refrigerator, Icemaker
Heating Heat Pump(s)
Cooling Central A/C, Zoned
Has Basement No
Fireplace Yes
# of Fireplaces 1
# of Stories 3
Stories 3

Exterior

Exterior Frame
Exterior Features Gutter System, Roof Deck, Deck(s), Porch(es), Balcony, Roof Deck, Outside Shower
Lot Description Corner Lot, Lot Premium
Windows Bay/Bow, Double Hung
Roof Metal
Foundation Slab

School Information

District CAPE HENLOPEN

Additional Information

Date Listed September 26th, 2025
Days on Market 16
Zoning TN
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

OfficeJack Lingo - Rehoboth
Contact Info(302) 227-3883

Listing Map

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