105 CHICAGO ST, Dewey Beach, DE 19971
105 CHICAGO ST, Dewey Beach, DE 19971
105 CHICAGO ST, Dewey Beach, DE 19971
105 CHICAGO ST, Dewey Beach, DE 19971
105 CHICAGO ST, Dewey Beach, DE 19971
105 CHICAGO ST, Dewey Beach, DE 19971
REQUEST A TOUR If you would like to see this home without being there in person, select the "Virtual Tour" option and your advisor will contact you to discuss available opportunities.
In-PersonVirtual Tour
Listed by BRUCE WRIGHT • Mann & Sons, Inc.
$ 4,800,000
Est. payment | /mo

7 Beds

7 Baths

452 SqFt


Save
$ 4,800,000
Est. payment | /mo
Save

7 Beds

7 Baths

452 SqFt

Key Details

Property Type Single Family Home

Sub Type Detached

Listing Status Coming Soon

Purchase Type For Sale

Square Footage 452 sqft

Price per Sqft $10,619

Subdivision Rehoboth By The Sea

MLS Listing ID DESU2116162

Style Coastal

Bedrooms 7

Full Baths 7

HOA Y/N N

Abv Grd Liv Area 452

Year Built 1974

Available Date 2026-07-17

Annual Tax Amount $5,522

Tax Year 2025

Lot Size 6,534 Sqft

Acres 0.15

Lot Dimensions 66.00 x 100.00

Property Sub-Type Detached

Source BRIGHT

Property Description

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.

Location

State DE

County Sussex

Area Lewes Rehoboth Hundred (31009)

Zoning TN

Direction South

Rooms

Basement Partial

Main Level Bedrooms 7

Interior

Interior Features Attic, 2nd Kitchen, Air Filter System, Bathroom - Jetted Tub, 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

Hot Water Propane

Heating Heat Pump - Gas BackUp, Heat Pump(s), Other

Cooling Central A/C

Flooring Carpet, Ceramic Tile, Hardwood, Laminate Plank

Fireplaces Number 3

Fireplaces Type Fireplace - Glass Doors, Gas/Propane

Equipment Built-In Microwave, Built-In Range, Cooktop, Dishwasher, Disposal, Dryer - Electric, Dryer - Front Loading, Energy Efficient Appliances, Icemaker, Intercom, Microwave, Oven - Double, Oven - Self Cleaning, Oven - Single, Oven/Range - Electric, Oven/Range - Gas, Refrigerator, Stainless Steel Appliances, Stove, Washer - Front Loading, Washer, Washer/Dryer Stacked, Water Heater, Water Heater - Tankless

Furnishings No

Fireplace Y

Window Features Double Hung,Double Pane,Energy Efficient,Insulated,Screens,Sliding,Vinyl Clad

Appliance Built-In Microwave, Built-In Range, Cooktop, Dishwasher, Disposal, Dryer - Electric, Dryer - Front Loading, Energy Efficient Appliances, Icemaker, Intercom, Microwave, Oven - Double, Oven - Self Cleaning, Oven - Single, Oven/Range - Electric, Oven/Range - Gas, Refrigerator, Stainless Steel Appliances, Stove, Washer - Front Loading, Washer, Washer/Dryer Stacked, Water Heater, Water Heater - Tankless

Heat Source Electric, Geo-thermal, Propane - Leased

Laundry Lower Floor, Upper Floor

Exterior

Exterior Feature Balconies- Multiple, Porch(es), Roof, Screened

Parking Features Garage - Side Entry, Garage Door Opener, Inside Access, Oversized

Garage Spaces 8.0

Fence Panel, Rear

Utilities Available Cable TV, Phone, Propane, Sewer Available, Water Available

Water Access N

View Ocean

Roof Type Architectural Shingle,Flat,Pitched

Street Surface Black Top

Accessibility 36\"+ wide Halls, >84\" Garage Door

Porch Balconies- Multiple, Porch(es), Roof, Screened

Road Frontage Public

Attached Garage 2

Total Parking Spaces 8

Garage Y

Building

Story 4

Foundation Block

Above Ground Finished SqFt 452

Sewer Public Sewer

Water Public

Architectural Style Coastal

Level or Stories 4

Additional Building Above Grade, Below Grade

Structure Type Dry Wall

New Construction N

Schools

High Schools Cape Henlopen

School District Cape Henlopen

Others

Pets Allowed Y

Senior Community No

Tax ID 334-20.14-133.00

Ownership Fee Simple

SqFt Source 452

Security Features Security System,Smoke Detector

Acceptable Financing Cash, Conventional, FHA, VA, USDA

Horse Property N

Listing Terms Cash, Conventional, FHA, VA, USDA

Financing Cash,Conventional,FHA,VA,USDA

Special Listing Condition Standard

Pets Allowed No Pet Restrictions

Bright MLS (BMLS)
Brandon Windom

"My job is to find and attract mastery-based agents to the office, protect the culture, and make sure everyone is happy! "

+1(302) 465-8055

bwindom2011@yahoo.com

1056 S State St, Dover, DE, 19901, USA

GET MORE INFORMATION

Name
Phone*
Message

Go tour this home

105 CHICAGO ST