(609) 284-4638

Single Family Residence For Sale - 105 CHICAGO ST, DEWEY BEACH, DE 19971

105 CHICAGO ST, DEWEY BEACH, 19971, DE
Listing photo 2
Listing photo 3
Listing photo 4
Listing photo 5
Listing photo 6
Listing photo 7

Explore this Property

105 Chicago Street, Dewey Beach, DE Experience exceptional coastal living in this stunning 7-bedroom, 7-bathroom luxury home, ideally located just steps from the beach in the heart of Dewey Beach. Designed for comfort, entertaining, and multi-generational living, this remarkable property offers expansive indoor and outdoor spaces with high-end finishes throughout. The highlight of the home is the spacious rooftop deck, where you can entertain guests, soak up the sun, or simply unwind while enjoying beautiful panoramic beach views. Just minutes from both Dewey Beach and Rehoboth Beach, you'll have easy access to award-winning restaurants, boutique shopping, nightlife, and everything the Delaware beaches have to offer. Inside, you'll find a thoughtfully designed floor plan featuring a gourmet kitchen with premium stainless steel appliances, a second kitchen for added convenience, a butler's pantry, breakfast area, wine storage, wet bar, and generous dining and living spaces. The home also offers an elevator, entry-level bedroom, family room off the kitchen, walk-in closets, upgraded countertops, wood flooring, recessed lighting, intercom, whole-home sound system, and luxurious primary suites with spa-inspired baths, including jetted tubs and oversized stall showers. Three gas fireplaces with elegant glass doors create warm and inviting gathering spaces, while dual laundry areas on both the upper and lower levels provide everyday convenience. Additional premium features include: Energy-efficient appliances and tankless water heater Air filtration system Security system and smoke detectors 36-inch-plus wide hallways and an oversized 84-inch garage door for enhanced accessibility Insulated six-panel doors and energy-efficient double-pane, vinyl-clad windows with screens Ceiling fans, window treatments, and abundant storage throughout The exterior is equally impressive, showcasing extensive hardscaping, professional landscaping with underground irrigation, exterior lighting, floodlights, gutter system, chimney caps, and an outdoor shower—perfect after a day at the beach. Multiple balconies, screened porches, and the expansive rooftop deck provide exceptional outdoor living spaces to enjoy coastal breezes and scenic views. Property Highlights 7 Bedrooms 7 Bathrooms Spacious rooftop deck with beautiful beach views Gourmet kitchen plus second kitchen Elevator 3 Gas fireplaces Wine storage and wet bar Multiple balconies and screened porch Outdoor shower Extensive hardscaping and irrigation system No HOA pool to maintain Prime location near Dewey Beach, Rehoboth Beach, restaurants, shopping, and local attractions This extraordinary beach home combines luxury, functionality, and an unbeatable location, making it an exceptional primary residence, vacation retreat, or investment opportunity.

MLS# DESU2116162
Mann & Sons, Inc.
Active For Sale Residential
$4,200,000
7 beds • 7 baths • 7136 sqft
Single Family Residence
Detached
1974 Year built
77 days on market

Property Features

Area
7136
Roof
Architectural Shingle,Flat,Pitched
Type
RES
View
Ocean
Acres
0.15
Style
Coastal
Cooling
Central A/C
Heating
Heat Pump - Gas BackUp,Heat Pump(s),Other
Lot Size
66.00 x 100.00
Stories
4
Sub Type
SingleFamilyResidence
Bedrooms
7
Flooring
Carpet,Ceramic Tile,Hardwood
Bathrooms
7
Baths Full
7
Year Built
1974
Area Source
Estimated
Fireplaces
3
Foundation
Block
Sub Type Text
Detached
Subdivision
REHOBOTH BY THE SEA
Construction
Masonry,Asphalt,Batts Insulation,Blown-In Insulation,Concrete,CPVC/PVC,Frame,Shake Siding,Stick Built,Tile,Vinyl Siding
Garage Spaces
2
Accessibility
36"+ wide Halls,>84" Garage Door
Exterior Features
Chimney Cap(s),Extensive Hardscape,Exterior Lighting,Flood Lights,Gutter System,Lawn Sprinkler,Outside Shower,Roof Deck,Street Lights,Underground Lawn Sprinkler
Interior Features
Attic,2nd Kitchen,Air Filter System,Bathroom - Stall Shower,Bathroom - Tub Shower,Breakfast Area,Butlers Pantry,Carpet,Ceiling Fan(s),Combination Kitchen/Dining,Dining Area,Elevator,Entry Level Bedroom,Family Room Off Kitchen,Floor Plan - Traditional,Intercom,Kitchen - Country,Kitchen - Galley,Kitchen - Gourmet,Pantry,Primary Bath(s),Recessed Lighting,Sound System,Upgraded Countertops,Walk-in Closet(s),Wet/Dry Bar,Window Treatments,Wine Storage,Wood Floors
Lot Size Area Units
Square Feet

Location

Directions: From RT1 turn at Fifer Store follow to Chicago Street follow toward OCEAN home is on left see sign in yard.

Market Area: Lewes Rehoboth Hundred (31009)

Schools

District
CAPE HENLOPEN
High School
CAPE HENLOPEN

Properties in Dewey Beach

Explore other available properties in Dewey Beach.

123 BELLEVUE ST #3, DEWEY BEACH, 19971, DE
For Sale

123 BELLEVUE ST #3

DEWEY BEACH, DE 19971

4 Beds  |  2 Baths  |  2500 Sq Ft

$1,590,000
1 READ AVE #116D, DEWEY BEACH, 19971, DE
For Sale

1 READ AVE #116D

DEWEY BEACH, DE 19971

1 Beds  |  1 Baths  |  354 Sq Ft

$65,000
100 COLLINS ST #309, DEWEY BEACH, 19971, DE
For Sale

100 COLLINS ST #309

DEWEY BEACH, DE 19971

2 Beds  |  2 Baths  |  1439 Sq Ft

$1,325,000
100 COLLINS ST #108, DEWEY BEACH, 19971, DE
For Sale

100 COLLINS ST #108

DEWEY BEACH, DE 19971

2 Beds  |  2 Baths  |  1248 Sq Ft

$1,595,000
1432 W BAYARD AVE, DEWEY BEACH, 19971, DE
For Sale

1432 W BAYARD AVE

DEWEY BEACH, DE 19971

10 Beds  |  9 Baths  |  4594 Sq Ft

$5,199,000
14 SWEDES ST, DEWEY BEACH, 19971, DE
For Sale

14 SWEDES ST

DEWEY BEACH, DE 19971

7 Beds  |  6 Baths  |  2750 Sq Ft

$2,950,000
1 READ AVE #113A, DEWEY BEACH, 19971, DE
For Sale

1 READ AVE #113A

DEWEY BEACH, DE 19971

1 Beds  |  1 Baths  |  476 Sq Ft

$73,000
38447 CAROLINA ST, DEWEY BEACH, 19971, DE
For Sale

38447 CAROLINA ST

DEWEY BEACH, DE 19971

3 Beds  |  1 Baths  |  1208 Sq Ft

$1,299,000
25 NEW ORLEANS ST, DEWEY BEACH, 19971, DE
For Sale

25 NEW ORLEANS ST

DEWEY BEACH, DE 19971

5 Beds  |  2 Baths  |  1500 Sq Ft

$1,695,000
120 HOUSTON ST, DEWEY BEACH, 19971, DE
For Sale

120 HOUSTON ST

DEWEY BEACH, DE 19971

5 Beds  |  4 Baths  |  3668 Sq Ft

$2,599,000

Your Next Move Starts Here

Let’s talk real estate.

Tell me where you are in the process. We’ll talk through the next step together.

Call Kelcey Text Kelcey

These links open your phone or messaging app. Nothing is sent automatically.

Your Home Search

A good place to start.

Live MLS search is not connected in this preview. No live properties have been searched. You can share your search preferences with Kelcey using the links below.

Call Kelcey Text my search

Opening the message does not send it. Review it in your messaging app before sending.

Property Card Preview

Illustrative property image from the design

This card reproduces mockup content. The image is illustrative, and the price, status and availability have not been verified. Ask Kelcey for current details.

Call Kelcey Text Kelcey

Meet Kelcey

A personal approach to your next move.

I’m Kelcey Brown, a REALTOR® with Jack Pedersen Realty. I help buyers and sellers navigate real estate across South Jersey with clear communication, thoughtful preparation and support from the first conversation through closing.

Buying your first home, preparing to sell or considering an investment? Let’s start with your goals and build a plan around them.

Call Kelcey Text Kelcey

Helpful Next Steps

Start with a plan.

Meet Kelcey

Let’s make your next move.

No introduction video is connected to this preview yet. Meet Kelcey through a quick conversation in the meantime.

Call Kelcey Text Kelcey

Legal Notice

Privacy & accessibility

We are committed to providing a website that is accessible to the widest possible audience, regardless of technology or ability. We are actively working to increase the accessibility and usability of our website and in doing so adhere to many of the available standards and guidelines.

Your privacy is important to us. Any personal information you provide to us through this website will be used to respond to your inquiries and provide you with requested information about real estate services. We do not sell or share your personal information with third parties for their marketing purposes.

Jack Pedersen Realty is an equal opportunity employer and supports the Fair Housing Act and equal opportunity housing. All information is deemed reliable but not guaranteed.

For questions regarding our privacy practices or for assistance with website accessibility, please contact Kelcey Brown at the information provided below.

Call Kelcey Text Kelcey