2 Chicago St

Dewey Beach, DE 19971
  • $5,400,000

    Price
  • 6

    Bed
  • 5.5

    Bath
  • 2,666

    SqFt

About the Listing LINGO0 - 3260187,3256990

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.

Listing Highlights for 2 Chicago St

Status Active
Days on Site 40
Property Type Residential
MLS ® DESU2077352
Year Built 1988
Total Square Footage 2,666
Lot/Acreage 0.11
County Sussex
Building Name NONE AVAILABLE
School District Cape Henlopen

Interior Details

  • Bedrooms: 6
  • Bathrooms: 5 Full / 1 Half
  • Appliances: Exhaust Fan, Range Hood, Oven/Range - Electric, Dishwasher, Disposal, Dryer, Microwave, Washer, Refrigerator, Icemaker
  • Air Cond: Central A/C,Zoned
  • Heating: Heat Pump(s)
  • Fireplaces: 1, 1 Fireplace
  • Floor: Ceramic Tile,Wood
  • Above Ground Sq Ft: 2666
  • Below Ground Sq Ft: 0
  • Basement:
  • Other: Ceiling Fan(s),Window Treatments,Combination Kitchen/Dining,Primary Bedroom - Ocean Front,Upgraded Countertops,Wood Floors,No Pet Restrictions,Pets Allowed,Main Floor Bedrooms: 2
  • Water: Public

Exterior Details

  • Lot Description: Corner,Premium,Not New Construction,Horse Property: No,Waterfront,In City Limits
  • Garage Capacity: N/A
  • Parking Spaces: 3
  • Lot Dimensions: 50 x 100
  • Zoning: TN
  • Roof: Metal
  • Others: Gutter System,Outside Shower,Roof Deck,Very Good
  • Sewer: Public Sewer
  • Parking Features: Asphalt Driveway,Crushed Stone,Off Street,3+ Spaces,2+ Spaces,1+ Spaces

Financial Details

  • Tax Amount: $6,705
  • Taxes w/Assessments: N/A
  • Tax/Property ID: N/A
  • Tax Year: 2025

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2 Chicago St Dewey Beach, DE 19971

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Originating MLS: BRIGHT_MAIN

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