Property photo 1
Property photo 2
Property photo 3
Property photo 4
Property photo 5
4 Beds
6 Baths
4,123 sqft

$5,250,000

14 CHICAGO STREET, DEWEY BEACH DE, 19971

Price per sqft$1,273.34
Built in2017
Property size4,123 sqft
Property typeResidential

Overview

Active

Active-bright

Listed Nov 10, 2026

Updated 3h ago

Stunning ocean views, beautifully appointed interiors, and inviting outdoor spaces define this exceptional custom home in Rehoboth by the Sea. Built in 2017 and located just steps from the ocean, this meticulously maintained residence blends detailed craftsmanship with the relaxed elegance of coastal living. A welcoming foyer introduces custom moldings, thoughtfully designed built-ins, and a soft coastal color palette carried throughout the home. The entry level features a casual recreation room, a guest bedroom with a private en-suite bath, and a laundry room complete with a dog-washing station. An elevator serves all three levels, adding everyday convenience and a spacious two-car garage—a distinctive offering at the beach—provides ample room for your beach vehicle, beach toys and essentials. The striking staircase framed by a wall of windows leads to the main living level, where hardwood floors, high ceilings, designer lighting, classic fireplace, and abundant natural light complement beautiful ocean views. The open living space flows effortlessly into a gourmet kitchen featuring Wolf and Sub-Zero appliances, extensive cabinetry, and an oversized island topped with elegant quartz countertops. An adjoining formal dining area provides a welcoming setting for gatherings, while a spacious library with a wall of built-in cabinetry offers a refined retreat or home office with relaxing ocean views and privacy. The third level includes two spacious guest bedrooms, each with a private en-suite bath, along with an additional laundry closet. The impressive primary suite features ocean views, vaulted ceilings, hardwood floors, a generous walk-in closet, and a spa-inspired bath with dual sinks and a distinctively tiled walk-in shower. A private sitting room is ideal when hosting a house full of guests, creating the perfect escape! This room also adds flexible space that can easily be transitioned to a 5th bedroom with ocean views. Outdoor living at 14 Chicago is equally compelling, with open-air sun decks, an airy covered front porch overlooking the ocean, and a spacious screened porch featuring vinyl window panels for extended seasonal enjoyment. A private rear yard adds another inviting setting for outdoor relaxation and gatherings. From morning coffee in the salt air to evenings spent gathering after a day at the beach, these spaces create a natural extension of the home’s interior. Never rented and beautifully cared for, this distinctive property offers an exceptional opportunity to enjoy ocean-block living in Rehoboth by the Sea.

$34,928/mo

Est. mortgage payment based on a $5,250,000 home price.

All estimates are provided by Luxury Presence for informational purposes only. Actual amounts may vary.

Additional information

MLS® ID
DESU2123522

Interior Features

Bedrooms
4
Bathrooms
6
Fireplace
Yes
Cooling
Yes
Heating
Yes
Basement
No

Exterior Features

Lot Size
0.11 Acres

Other Property Details

Taxes
$4,410
Tax Frequency
Annually
Garage
Yes
View
Yes
Pets Allowed
Yes
55+/Senior Community
No
MLS provider logo

Listed by Jack Lingo - Rehoboth
Listing Contact: 3022266417 

The IDX display contains information sourced from the Bright MLS, Inc. as of 11/10/2026. This data is intended solely for personal, non-commercial use and is not to be utilized for any other purposes except to identify potential properties for purchase. Although the MLS data displayed is typically considered reliable, it is not guaranteed to be accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and are advised to conduct their own investigations or seek professional assistance. Other sources besides the Listing Agent may have contributed to the MLS data presented. Unless expressly specified in writing, the Broker/Agent has not confirmed any information obtained from external sources. The Broker/Agent may or may not have acted as the Listing and/or Selling Agent and cannot guarantee the accuracy of property locations displayed on any map. Any compensation offers are solely made to participants of the MLS where the listing is registered.

©2026 Bright MLS, Inc. all rights reserved.

Data last updated on 11/10/2026 at 8:11 PM UTC

 

Keller Williams Realty® Centre

Powered by Luxury Presence