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Back 2 Chicago St
Off Market

2 Chicago St

Dewey Beach DE 19971

6
6
3
2666 sq. ft.
5000 sq. ft.
Single-Family
Last sold for $4,700,000
SHAUN TULLSHAUN TULL, last sold this property on 01 May 2026 after 217 days on market.

Overview

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

6 bedrooms
6 bathrooms
3 carspaces
2666 sq. ft. floor area
5000 sq. ft. lot size
Single-Family

Estimated Value

Based on this property and similar 6 bedroom single-family properties sold in Dewey Beach over the last 12 months, the estimated median property value of 2 Chicago St is $2.2m.

Median value
$2.2m
Estimated value range
$480k - $6.7m
Median days on market
58
Estimated value trend
-9%
decrease over the last 12 months
Average days on market is based on recent, comparable sales in Dewey Beach. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 2 Chicago St

2026
Sold
$4,700,000
01 May 2026 by SHAUN TULL, of Jack Lingo - Rehoboth
2013
Sold
$2,800,000
15 Feb 2013

Happy sellers in Dewey Beach

82%
82% of sellers in Dewey Beach reported that their sale price either exceeded or met their price expectations.

Dewey Beach stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 26 reviews in Dewey Beach over the last 12 months.

Local market activity for 6 bedroom single-family properties in Dewey Beach

In the last 12 months, 14 six-bedroom single-family properties similar to 2 Chicago St, have been sold.

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Dewey Beach

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Linda Bova

Sellers who recommend Linda Bova have praised them for being local expert, clear communication, reliable, responsive, supportive, friendly, and dedicated

  •   5   (160 reviews)
  •  19 Reviews in Dewey Beach
  •  32 Sales in Dewey Beach
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MITCH SELBIGER

MITCH SELBIGER is a recommended agent for Dewey Beach.  They have 8 local sales and collected 6 local reviews across the last 12 months.

  •   5   (20 reviews)
  •  6 Reviews in Dewey Beach
  •  8 Sales in Dewey Beach
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Amanda Valcik

Amanda Valcik is a recommended agent for Dewey Beach.  They have 2 local sales and collected 5 local reviews across the last 12 months.

  •   5   (6 reviews)
  •  5 Reviews in Dewey Beach
  •  2 Sales in Dewey Beach
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Joseph Maggio

Sellers who recommend Joseph Maggio have praised them for being local expert, responsive, well-prepared, reliable, clear communication, supportive, and dedicated

  •   5   (50 reviews)
  •  6 Reviews in Dewey Beach
  •  5 Sales in Dewey Beach
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