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Single family home for sale at 2 Chicago St, Dewey Beach, DE 19971 | MLS# DESU2077352 | Listing updated on 2026-03-09
Photo 1 of Single family home for sale at 2 Chicago St, Dewey Beach, DE 19971 | MLS# DESU2077352 | Listing updated on 2026-03-09
Photo 2 of Single family home for sale at 2 Chicago St, Dewey Beach, DE 19971 | MLS# DESU2077352 | Listing updated on 2026-03-09
Photo 3 of Single family home for sale at 2 Chicago St, Dewey Beach, DE 19971 | MLS# DESU2077352 | Listing updated on 2026-03-09
Photo 4 of Single family home for sale at 2 Chicago St, Dewey Beach, DE 19971 | MLS# DESU2077352 | Listing updated on 2026-03-09
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$4,795,000

Monthly Est:$23,866

  • Beds Icon6 Beds
  • Beds Icon
    6 Baths
  • Beds Icon2,666sqft

2 Chicago St, Dewey Beach, DE 19971

$23,866/moEst:

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  • Single Family Residence

  • Built in 1988

  • $-- HOA

  • 5,000 sqft lot

  • $1,799/sq.ft

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.

  • Houzeo last checked: 1 hour ago
  • Listing updated: March 9, 2026 at 5:54 pm
  • Listing Provided by: SHAUN TULL (302) 226-6417 , BRYCE LINGO (302) 226-6417 | Jack Lingo - Rehoboth (302) 227-3883
  • Source: Bright MLS-NJ | MLS#: DESU2077352 Bright MLS-NJ

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Sussex De County

  • City

    Dewey Beach

  • Neighborhood

    --

  • Year Built

    1988

  • HOA Fees

    -

  • Finished Area

    2,666 sqft

  • Lot Size

    5,000 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    Bright MLS

  • MLS Number

    DESU2077352

  • MLS Status

    ACTIVE-BRIGHT

  • Days on Market

    165

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 6

    Bathrooms: 6

Interior

  • Flooring

    Ceramic Tile, Wood

  • Exterior Features

    Gutter System, Outside Shower, Roof Deck

  • Window Features

    Bay/bow, Double Hung

  • Interior Features

    Ceiling Fan(s), Window Treatments, Combination Kitchen/dining, Primary Bedroom Ocean Front, Upgraded Countertops, Wood Floors

  • Heating

    Heat Pump(s)

  • Cooling

    Central A/c, Zoned

  • Appliances

    Exhaust Fan, Range Hood, Oven/range Electric, Dishwasher, Disposal, Dryer, Microwave, Washer, Refrigerator, Icemaker

  • Sewer

    Public Sewer

Construction

  • Year Built

    Year Built: 1988

  • Home type

    Single Family Residence

  • Construction Materials

    Frame

  • Architectural Style

    Coastal, Contemporary

  • Foundation Details

    Slab

  • Property Condition

    Very Good

  • Roof

    Metal

Utilities & Energy

  • Electric

    200+ Amp Service

  • Parking Features

    Asphalt Driveway, Crushed Stone

  • Water Source

    Public

  • Utilities

    Cable Tv, Sewer Available, Water Available

  • Security Features

    Smoke Detector

Other Features

  • Lot Features

    Corner, Premium

  • Patio And Porch Features

    Deck, Porch, Balcony, Roof

  • Subdivision Name

    Rehoboth By The Sea

Price History

DateEventPrice

02/27/2026

Source: mls_logoBright MLS-NJ #DESU2077352

Price Decreased

$4,795,000 -4.00%

$0/sqft

09/26/2025

Source: mls_logoBright MLS-NJ #DESU2077352

Listed for Sale

$4,995,000 -3.94%

$0/sqft

09/26/2025

Source: mls_logoBright MLS-NJ #DESU2077352

Price Decreased

$5,200,000 -3.70%

$0/sqft

09/26/2025

Source: mls_logoBright MLS-NJ #DESU2077352

Price Increased

$5,400,000 +92.86%

$0/sqft

02/15/2013

Source: mls_logoBright MLS-NJ #1000964656

Sold

$2,800,000

$0/sqft

Nearby Homes

Based on information from Bright MLS through Nov 05, 2026, 12:45PM. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. © 2026 Bright MLS, Inc. All Rights Reserved. Click here for more information

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