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$5,400,000
26 Days On Site

2 CHICAGO STREET
DEWEY BEACH, DE 19971

For Sale|Single Family Residence|Active
6
Beds
6
Total Baths
5
Full Baths
1
Partial Bath
2,666
SqFt
$2,026
/SqFt
1988
Built
Subdivision:
REHOBOTH BY THE SEA
County:
SUSSEX
Listing courtesy of Jack Lingo - Rehoboth

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2 CHICAGO STREET2 CHICAGO STREET2 CHICAGO STREET2 CHICAGO STREET
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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.

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Listing Snapshot
Price 
$5,400,000
Days On Site 
26 Days
Bedrooms 
6
Inside Area (SqFt) 
2,666 sqft
Total Baths 
6
Full Baths 
5
Partial Baths 
1
Lot Size 
0.11 Acres
Year Built 
1988
MLS® Number 
DESU2077352
Status 
Active
Property Tax 
$6,705.2
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Estimated
Friends & Family
Recent Activity
4 weeks agoListing updated with changes from the MLS®
4 weeks agoStatus changed to Active
4 weeks agoListing first seen on site
General Features
Acres 
0.11
Direction Faces 
North
Energy Features 
Solar
Foundation 
Slab
Levels 
Three Or More
Parking 
AsphaltOff StreetGravel
Parking Spaces 
3
Pets 
Yes
Property Sub Type 
Single Family Residence
Security 
Smoke Detector(s)
Sewer 
Public Sewer
Special Circumstances 
Standard
SqFt Above 
2666
SqFt Total 
2666
Style 
CoastalContemporary
Utilities 
Cable AvailableSewer AvailableWater Available
Water Source 
Public
Zoning 
TN
Interior Features
Appliances 
Electric RangeElectric OvenElectric Water HeaterExhaust FanRange HoodDishwasherDisposalDryerMicrowaveWasherRefrigeratorIce Maker
Cooling 
Central AirCeiling Fan(s)ZonedElectric
Electric 
200+ Amp Service
Fireplace 
Yes
Fireplaces 
1
Flooring 
WoodCeramic Tile
Heating 
Exhaust FanElectricHeat Pump
Interior 
Ceiling Fan(s)
Laundry Features 
Lower Level
Main Level Bedrooms 
2
Window Features 
Window CoveringsBay Window(s)Window Treatments
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Exterior Features
Construction Details 
Frame
Exterior 
BalconyRain Gutters
Frontage 
Waterfront
Lot Features 
Corner LotWaterfront
Patio And Porch 
DeckPorch
Pool Features 
None
Roof 
Metal
View 
WaterOceanPanoramic
Waterfront 
Yes
Waterfront Features 
Ocean FrontBeach Access
Waterview 
WaterOceanPanoramic
Windows/Doors 
Window CoveringsBay Window(s)Window Treatments
Community Features
MLS Area 
Lewes Rehoboth Hundred (31009)
School District 
CAPE HENLOPEN
Schools
School District
CAPE HENLOPEN
Elementary School
Unknown
Middle School
Unknown
High School
Unknown
Listing courtesy of Jack Lingo - Rehoboth



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Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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