16 Chicago St

Dewey Beach, DE 19971

$5,250,000.00

price

5

beds

4/2

baths

0.11 acres

lot size

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.

General Details

StatusActive Under Contract
List Price$5,250,000.00
Address16 Chicago St
Dewey Beach DE 19971
MLS NumberDESU2116884
Beds5
Baths4/2
Lot Size (Acres)0.11
Lot Size (Sq. Ft.)5000.00
Levels/Stores3
GarageYes
Structure TypeDetached
New ConstructionNo
Builder NameDewson
Year Built2000
StyleCoastal
Tax ID334-20.14-161.00
Ownership InterestFee Simple
AgentKimberly Lear Hamer
BrokerageMonument Sotheby's International Realty

Location

Latitude38.69987000
Longitude-75.07505000
In City LimitsYes
MLS AreaLewes Rehoboth Hundred (31009)
School DistrictCAPE HENLOPEN

Water Access

WaterfrontNo

Associaton/HOA

HOANo
Condo/Coop AssociationNo
Senior CommunityNo

Utilites Information

Water SourcePublic
Sewer/SepticPublic Sewer
Central AirYes
Cooling TypeCentral A/C,Zoned
Cooling FuelElectric
Heating FuelPropane - Leased
Hot WaterPropane

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Monument Sotheby's International Realty

Courtesy of: Monument Sotheby's International Realty

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Date last updated: 09/02/2026 04:00:10 AM