$5,250,000

16 CHICAGO ST, Dewey Beach, DE 19971

  • 5 beds |
  • 6 baths |
  • 4,500 sqft
  • Property Icon Single-Family Home
  • Property Year Built Icon Built in 2000
  • Property Lot Size Icon4,792sqft lot
  • Property Parking Icon 2 car garage
  • Property Price Per Square Feet Icon $1,167/sqft
  • Property List Date Icon Listed 3 days ago

Property Description

Coastal Luxury with Ocean Views & Breezes! Experience the perfect blend of luxury, comfort, and coastal charm in this stunning, professionally renovated beach retreat. Designed for effortless indoor-outdoor living, this exceptional home captures sweeping Atlantic Ocean views, refreshing sea breezes, and sophisticated designer finishes throughout. Ideally situated on a fee simple ocean block lot in the sought-after Rehoboth by the Sea community in Dewey Beach, this remarkable residence was completely reimagined in 2020 by renowned architect Tony Beto and custom home builder Dewson. The extensive renovation included a new roof, siding, HVAC systems, decks, and beautifully redesigned interior and exterior living spaces. The welcoming foyer opens to a spacious first level featuring four generously sized bedrooms, including three private ensuite bedrooms. This level also offers a large laundry room complete with a built-in dog washing station, a convenient powder room, elevator access, and two outdoor living areas designed for gathering, relaxing, and enjoying the coastal lifestyle. Upstairs, the open-concept living space is both elegant and inviting. The gourmet kitchen, complete with high-end appliances and an oversized walk-in pantry, flows seamlessly into the dining area and spacious great room. A cozy fireplace anchors the space, while sliding glass doors lead to a covered deck with a pergola and panoramic ocean views—creating the perfect setting for entertaining or simply unwinding by the sea. The luxurious owner's suite is a private sanctuary featuring its own deck, a double-sided fireplace, and a spa-inspired bath with a soaking tub, oversized tiled shower, dual vanities, and a private water closet. The ground level offers a spacious garage with coated floors, abundant storage, an outdoor shower, and a private fenced backyard—ideal for pets, outdoor enjoyment, or quiet relaxation after a day at the beach. Every detail of this home reflects exceptional craftsmanship and thoughtful design. Highlights include cathedral ceilings, hardwood flooring, custom millwork, shiplap accents, wainscoting, designer wallpaper, exquisite tilework, on-demand hot water, central vacuum, an elevator, and premium finishes throughout. Professionally furnished and offered move-in ready, this extraordinary coastal home is equally suited as a full-time residence, luxurious vacation retreat, or exceptional investment property with strong rental potential. Schedule your private showing or take the video tour to experience this extraordinary ocean-block retreat for yourself.

Listing Status:
Active
Data Last Updated:
July 27, 2026 at 7:18AM
Listing Office:
Monument Sotheby's International Realty : 3022276767
Listing Agent:
Kimberly Lear Hamer : 3027459914
MLS ID:
DESU2116884
  • General: PantryCeiling Fan(s)ElevatorWindow Treatments
  • Rooms: Dining RoomPrimary BedroomBedroom 2Bedroom 3Bedroom 4Bedroom 5KitchenFoyerGreat RoomLaundryStorage RoomBathroom 2Bathroom 3Primary BathroomFull BathHalf Bath
  • Appliances: DishwasherDisposalDryer - ElectricMicrowaveOven/Range - GasRange HoodRefrigeratorWasher
  • Laundry: Main Floor
  • Flooring: CarpetHardwoodTile brick
  • A/C: Central A/CZoned
  • Heating: Forced AirHeat Pump(s)Propane - Leased
  • Fireplace: Gas/PropaneFireplaceFireplaces: 2
  • Disability Feature: Elevator
  • General: Lawn SprinklerOutside ShowerAbove Grade
  • Style: Coastal
  • Other Structures: BalconyDeck
  • Parking: Crushed Stone
  • Roofing: Architectural Shingle
  • General: Stick Built3Pilings
  • Originating MLS: BRIGHT_MAIN
  • School District: CAPE HENLOPEN
  • County: SUSSEX-DE
  • Zoning: RESIDENTIAL334-20.14-161.00
  • View: Ocean
  • Water: Public
  • Sewer: Public Sewer
  • Source: BRIGHT_MAIN
  • Exclusions: ArtworkDecorDishesGlasswareUtensilsPersonal ItemsBikesBeach Chairs.

This listing courtesy of Kimberly Lear Hamer , Monument Sotheby's International Realty

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

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