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2 Chicago St, 
Dewey Beach, DE 19971

$5,400,000


6

Beds


6

Baths


2,666

Sq Ft


Single Family


Virtual Tour

Active

Listed by

Shaun Tull

Bryce Lingo

Jack Lingo - Rehoboth

Last updated:

September 29, 2025, 02:04 PM

MLS#

DESU2077352

Source:

BRIGHTMLS

About This Home

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.

Home Facts

Single Family

6 Baths

6 Bedrooms

Built in 1988

Price Summary

5,400,000

$2,025 per Sq. Ft.

MLS #:

DESU2077352

Last Updated:

September 29, 2025, 02:04 PM

Added:

4 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

6

Bathrooms

Total Bathrooms:

6

Full Bathrooms:

5

Interior

Living Area:

2,666 Sq. Ft.


Structure

Structure

Architectural Style:

Coastal, Contemporary

Building Area:

2,666 Sq. Ft.

Year Built:

1988


Lot

Lot Size (Sq. Ft):

4,791


Finances & Disclosures

Finances

Price:

$5,400,000

Price per Sq. Ft:

$2,025 per Sq. Ft.

Source:BRIGHTMLS
The information being provided by Bright MLS is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The information is deemed reliable but not guaranteed and should therefore be independently verified. © 2025 Bright MLS All rights reserved.

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