Back 16 Chicago St
Off Market

16 Chicago St

Dewey Beach DE 19971

5
6
6
5500 sq. ft.
5000 sq. ft.
Single-Family
Last sold for $4,935,000
Kimberly HamerKimberly Hamer, last sold this property on 10 September 2026 after 45 days on market.

Overview

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.

Features

5 bedrooms
6 bathrooms
6 carspaces
2 garage spaces
5500 sq. ft. floor area
5000 sq. ft. lot size
Single-Family

Estimated Value

Based on this property and similar 5 bedroom single-family properties sold in Dewey Beach over the last 12 months, the estimated median property value of 16 Chicago St is $1.43m.

Median value
$1.43m
Estimated value range
$590k - $6.5m
Median days on market
22
Estimated value trend
2%
increase over the last 12 months
Average days on market is based on recent, comparable sales in Dewey Beach. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 16 Chicago St

2026
Sold
$4,935,000
10 Sep 2026 by Kimberly Hamer, of Ocean Atlantic Sotheby's International Realty

Happy sellers in Dewey Beach

79%
79% of sellers in Dewey Beach reported that their sale price either exceeded or met their price expectations.

Dewey Beach stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 21 reviews in Dewey Beach over the last 12 months.

Local market activity for 5 bedroom single-family properties in Dewey Beach

In the last 12 months, 53 five-bedroom single-family properties similar to 16 Chicago St, have been sold.

This represents a 12% increase in five-bedroom single-family properties sales when compared to the previous 12 months.

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