16 Chicago St Dewey Beach, DE 19971
Dewey Beach AreaEstimated payment $29,250/month
Highlights
- Very Popular Property
- Building is oceanfront but unit may not have water views
- Deck
- Ocean View
- Coastal Architecture
- Cathedral Ceiling
About This Home
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 Agent
(302) 227-6767 justin.healy@msir.net Monument Sotheby's International Realty Brokerage Phone: 3022276767 License #RS-0013968 Listed on: 07/24/2026
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $5,068
Year Built
- Built in 2000 | Remodeled in 2020
Lot Details
- 5,000 Sq Ft Lot
- Lot Dimensions are 50 x 100
- Building is oceanfront but unit may not have water views
- Landscaped
- Sprinkler System
- Property is in excellent condition
Parking
- 2 Car Attached Garage
- 4 Driveway Spaces
- Garage Door Opener
- Gravel Driveway
- Off-Street Parking
Home Design
- Coastal Architecture
- Architectural Shingle Roof
- Piling Construction
- Stick Built Home
Interior Spaces
- Property has 3 Levels
- 1 Elevator
- Furnished
- Cathedral Ceiling
- Ceiling Fan
- 2 Fireplaces
- Gas Fireplace
- Window Treatments
- Entrance Foyer
- Great Room
- Dining Room
- Storage Room
- Ocean Views
- Monitored
Kitchen
- Gas Oven or Range
- Range Hood
- Microwave
- Dishwasher
- Disposal
Flooring
- Wood
- Carpet
- Tile or Brick
Bedrooms and Bathrooms
- Soaking Tub
Laundry
- Laundry Room
- Laundry on main level
- Electric Dryer
- Washer
Accessible Home Design
- Accessible Elevator Installed
Outdoor Features
- Outdoor Shower
- Balcony
- Deck
Utilities
- Forced Air Zoned Cooling and Heating System
- Heat Pump System
- Heating System Powered By Leased Propane
- Propane Water Heater
Community Details
- No Home Owners Association
- Built by Dewson
- Rehoboth By The Sea Subdivision
Listing and Financial Details
- Assessor Parcel Number 334-20.14-161.00
Map
Home Values in the Area
Average Home Value in this Area
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $5,151 | $58,900 | $11,250 | $47,650 |
| 2024 | $3,222 | $58,900 | $11,250 | $47,650 |
| 2023 | $3,219 | $58,900 | $11,250 | $47,650 |
| 2022 | $3,118 | $58,900 | $11,250 | $47,650 |
| 2021 | $3,092 | $58,900 | $11,250 | $47,650 |
| 2020 | $3,083 | $58,900 | $11,250 | $47,650 |
| 2019 | $3,065 | $58,900 | $11,250 | $47,650 |
| 2018 | $2,587 | $58,900 | $0 | $0 |
| 2017 | $2,477 | $58,900 | $0 | $0 |
| 2016 | $2,388 | $58,900 | $0 | $0 |
| 2015 | $2,284 | $58,900 | $0 | $0 |
| 2014 | $2,267 | $58,900 | $0 | $0 |
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 07/24/2026 07/24/26 | For Sale | $5,250,000 | -- | $1,167 / Sq Ft |
Source: Bright MLS
MLS Number: DESU2116884
APN: 334-20.14-161.00
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Ask me questions while you tour the home.