2 Chicago Street Dewey Beach, DE 19971
Listing Courtesy of: BRIGHT IDX / Jack Lingo Rehoboth

  2 Chicago Street Dewey Beach, DE 19971

Active (21 Days)
$5,400,000 (USD)
6
BED
6
BATH
2,666
SQFT

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.

MLS #:
DESU2077352
Taxes
$6,705(2025)
Lot Size
5,000 SQFT
Type
Single-Family Home
Building Name
None Available
Year Built
1988
Style
Contemporary, Coastal
School District
Cape Henlopen
County
Sussex County

Listed By

Shaun Tull, Jack Lingo Rehoboth
Source
BRIGHT IDX
Last checked Oct 16 2025 at 3:00 PM GMT+0000
Bathroom Details
  • Full Bathrooms: 5
  • Half Bathroom: 1
Interior Features
  • Window Treatments
  • Wood Floors
  • Dishwasher
  • Disposal
  • Dryer
  • Microwave
  • Washer
  • Refrigerator
  • Combination Kitchen/Dining
  • Exhaust Fan
  • Icemaker
  • Oven/Range - Electric
  • Upgraded Countertops
  • Walls/Ceilings: Dry Wall
  • Range Hood
  • Ceiling Fan(s)
  • Primary Bedroom - Ocean Front
Subdivision
  • Rehoboth By The Sea
Lot Information
  • Corner
  • Premium
Property Features
  • Above Grade
  • Below Grade
  • Foundation: Slab
Heating and Cooling
  • Heat Pump(s)
  • Zoned
  • Central A/C
Flooring
  • Wood
  • Ceramic Tile
Exterior Features
  • Frame
  • Roof: Metal
Utility Information
  • Utilities: Cable Tv, Water Available, Sewer Available
  • Sewer: Public Sewer
  • Fuel: Electric
  • Energy: Pv Solar Array(s) Owned
Parking
  • Asphalt Driveway
  • Crushed Stone
Stories
  • 3
Living Area
  • 2,666 sqft
Location
   
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Disclaimer: Copyright 2025 Bright MLS IDX. All rights reserved. This information is deemed reliable, but not guaranteed. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated 10/16/25 08:00