Property

Dewey Beach, DE 19971 2 Chicago Street

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Presented By: Jack Lingo - Rehoboth
  • MLS# DESU2077352
  • 09/24/2025
  • Request Tour
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  • Beds • 6
  • Full/Half Baths • 5 / 1
  • SQFT • 2,666

Home Details

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 areasall 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, youll 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 birds-eye view of the coastlinean unforgettable setting for stargazing or enjoying fireworks on July 4th. Rehoboth by the Sea is one of the Delaware coasts 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 communitymaking this a truly rare opportunity to own a piece of coastal paradise.
Presented By: Jack Lingo - Rehoboth

Interior Features for 2 Chicago Street

Bedrooms

Bedrooms Count All Upper Levels4
Bedrooms Count Upper Level 10
Bedrooms Count Upper Level 24
Main Level Bedrooms2
Total Bedrooms6

Bathrooms

Bathrooms Half Upper Level 20
Bathrooms Half Upper Level 11
Bathrooms Half Main Level0
Bathrooms Half All Upper Levels1
Bathrooms Full Upper Level 23
Bathrooms Full Upper Level 10
Bathrooms Full All Upper Levels3
Bathrooms Count Upper Level 23.00
Bathrooms Count Upper Level 11.00
Bathrooms Count All Upper Levels4
Half Baths1
Total Baths6

Other Interior Features

LivingAreaSourceEstimated
Below Grade Unfin Area UnitsSquare Feet
Below Grade Unfin SQFT0
Below Grade Unfin SQFT SourceAssessor
Above Grade Finished Area2666
Above Grade Finished Area SourceEstimated
Above Grade Finished Area Unit TypeSquare Feet
Basement (Y/N)No
Below Grade Finished Area0
Below Grade Finished Area SourceAssessor
Below Grade Finished Area Unit TypeSquare Feet
Central Air Y/NYes
Fireplace Y/NYes
FlooringCeramic Tile, Wood
Heating FuelElectric
Heating Y/NYes
Hot WaterElectric
Interior AmenitiesCeiling Fan(s), Window Treatments, Combination Kitchen/Dining, Primary Bedroom - Ocean Front, Upgraded Countertops, Wood Floors
Laundry TypeLower Floor
Total Fireplaces1
Window FeaturesBay/Bow, Double Hung

Other Rooms

Entry Level1

General for 2 Chicago Street

Acceptable FinancingCash, Conventional
AccessibilityNone
Additional Parcels Y/NNo
AppliancesExhaust Fan, Range Hood, Oven/Range - Electric, Dishwasher, Disposal, Dryer, Microwave, Washer, Refrigerator, Icemaker
Architectural StyleCoastal, Contemporary
Bathrooms Count Main Level2.00
Bathrooms Full Main Level2
Body of WaterAtlantic Ocean
Building NameNONE AVAILABLE
CityDEWEY BEACH
Condo/Coop Association Y/NNo
Construction MaterialsFrame
Cool FuelElectric
CoolingCentral A/C, Zoned
CountySUSSEX
DirectionsKing Charles Avenue to east on Chicago Street. Oceanfront - corner, south side of street.
DisclosuresProp Disclosure
Electric200+ Amp Service
ExclusionsArtwork, some furniture, and staging items
Facing DirectionNorth
Federal Flood ZoneVE
Full Baths5
Garage Y/NNo
Green Energy GenerationPV Solar Array(s) Owned
HOANo
HeatingHeat Pump(s)
Lease Considered Y/NNo
Legal SubdivisionRehoboth By The Sea
Levels3
Living Area2666
Location TypeOceanfront
Lot Size Square Feet5000.00
Lot Size UnitsSquare Feet
MLS AreaLewes Rehoboth Hundred (31009)
ModificationTimestamp2025-09-26T10:47:22
New ConstructionNo
Other StructuresAbove Grade, Below Grade
OwnershipFee Simple
Patio/Porch FeaturesDeck(s), Porch(es), Balcony, Roof
PossessionSettlement
Price Per Sq Ft Total AG2025.51
Property ConditionVery Good
Property TypeResidential
RoofMetal
School DistrictCAPE HENLOPEN
Security FeaturesSmoke Detector
Senior Community Y/NNo
SewerPublic Sewer
Standard StatusActive
StatusACTIVE
Structure TypeDetached
Subdivision NameREHOBOTH BY THE SEA
Sussex DE QuadrantsEast of Rt 1
Tax Annual Amount6705.2
Tax Year2025
Total SQFT2666
UtilitiesCable TV, Sewer Available, Water Available
Vacation Rental Y/NNo
ViewOcean, Panoramic
Virtual TourClick here
Water Access Y/NYes
Waterfront FeaturesSandy Beach
Year Built1988
Year Built SourceAssessor
ZoningTN

Exterior for 2 Chicago Street

Exterior AmenitiesGutter System, Outside Shower, Roof Deck
Foundation DetailsSlab
InclusionsSome furnishings
Land Use Code999
Lot Dimensions50 x 100
Lot FeaturesCorner, Premium
Lot Size Acres0.11
Lot Size SourceEstimated
LotDimensionsSourceEstimated
Navigable Water Y/NYes
Number of Docks
Off Street - # of Spaces3
Parking FeaturesAsphalt Driveway, Crushed Stone
PoolNo Pool
Road ResponsibilityCity/County
Total Parking Spaces3
Type of ParkingOff Street
Water Access FeaturesPublic Beach
Water Body TypeOcean
Water Oriented Y/NYes
Water SourcePublic
Water View Y/NYes
Waterfront Y/NYes

Additional Details

Price History

Aneesa Khan

Associate
Price $5,400,000
MLS#DESU2077352
List Date 09/24/2025
Property Type Single Family
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