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105 Chicago Street Dewey Beach, DE $ 4,800,000
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$ 4,800,000 Get more info
105 Chicago Street
$ 4,800,000
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105 Chicago Street

Dewey Beach, DE, 19971
$ 4,800,000
Bedrooms7 Baths7.0 Sq 7,136

Monthly Estimate*

$ 30,308

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Single Family Home for sale in Dewey Beach, DE

for $4,800,000 with 7 bedrooms and 7 full baths. This 7,136 square foot home was built in 1974 on a lot size of 0.15.

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 showerperfect 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.

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Single Family Active

Price

$ 4,800,000

Bedrooms

7

Full Bath

7

Property Type

Single Family

Taxes

$ 5,522

Style

Coastal

Lot Size

0.15

Year Built

1974

Town/City

Dewey Beach

County/Region

Sussex

MLS | Web ID

DESU2116162
Features
General
Living Area 7136
Sewer Public Sewer
Heating Heat Pump - Gas BackUp Heat Pump(s) Other
Cooling Central A/C
Utilities Cable TV Phone Propane Sewer Available Water Available
Possession Settlement
Roof Architectural Shingle Flat Pitched
Appliances 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 -
Zoning TN
Garage Spaces 2.00
Patio/Porch Features Balconies- Multiple Porch(es) Roof Screened
Architectural Style Coastal
Security Features Security System Smoke Detector
Construction Materials Masonry Asphalt Batts Insulation Blown-In Insulation Concrete CPVC/PVC Frame Shake Siding Stick Built Tile Vinyl Siding
School District CAPE HENLOPEN
Year Built 1974
Electric 200+ Amp Service
View Ocean
Levels 4
Tax Year 2025
Ownership Fee Simple
Cool Fuel Electric
Building Name NONE AVAILABLE
Accessibility 36 + wide Halls >84 Garage Door
County SUSSEX
New Construction N
Property Type Residential
HOA N
Subdivision Name REHOBOTH BY THE SEA
Facing Direction South
Garage Y/N Y
Water Access Y/N N
Other Structures Above Grade Below Grade
Full Baths 7
Status ACTIVE
Directions From RT1 turn at Fifer Store follow to Chicago Street follow toward OCEAN home is on left see sign in yard.
City DEWEY BEACH
Disclosures Flood Zone Lead Based Paint - Federal Prop Disclosure Radon
Senior Community Y/N N
MLS Area Lewes Rehoboth Hundred (31009)
Lot Size Units Square Feet
Lot Size Square Feet 6534.00
Tax Annual Amount 5522.0
Home Warranty Y/N N
Property Condition Excellent
Structure Type Detached
Condo/Coop Association fee Y/N N
Bathrooms Full Main Level 7
Bathrooms Count Main Level 7.00
Price Per Sq Ft Total AG 765.06
Acceptable Financing Cash Conventional FHA VA USDA
Additional Parcels Y/N N
Historic Y/N N
Lease Considered Y/N N
Vacation Rental Y/N N
Sussex DE Quadrants East of Rt 1
Standard Status Active
Year Built Source Assessor
Legal Subdivision Rehoboth By The Sea
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Interior
Interior Amenities 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 Elev
Heating Fuel Electric Geo-thermal Propane - Leased
Basement Partial
Flooring Carpet Ceramic Tile Hardwood Laminate Plank
Total Fireplaces 3
Fireplace Features Fireplace - Glass Doors Gas/Propane
Hot Water Propane
Basement (Y/N) Y
Heating Y/N Y
Window Features Double Hung Double Pane Energy Efficient Insulated Screens Sliding Vinyl Clad
Fireplace Y/N Y
Above Grade Finished Area 6274
Central Air Y/N Y
Total Bedrooms 7
Below Grade Finished Area 862
Main Level Bedrooms 7
Below Grade Finished Area Unit Type Square Feet
Laundry Type Lower Floor Upper Floor
Below Grade Finished Area Source Estimated
Above Grade Finished Area Source Estimated
Above Grade Finished Area Unit Type Square Feet
Total Baths 7
Number of Elevators 1
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Exterior
Exterior Amenities Chimney Cap(s) Extensive Hardscape Exterior Lighting Flood Lights Gutter System Lawn Sprinkler Outside Shower Roof Deck Street Lights Underground Lawn Sprinkler
Pool No Pool
Fencing Panel Rear
Water Source Public
Garage Features Garage - Side Entry Garage Door Opener Inside Access Oversized
Type of Parking Attached Garage Driveway Off Street Other
Foundation Details Block
Spa N
Water View Y/N Y
Lot Dimensions 66.00 x 100.00
Lot Size Acres 0.15
Road Surface Type Black Top
Lot Size Source Assessor
Waterfront Y/N N
Door Features Six Panel Insulated
Soil Types Unknown
Road Responsibility Public
Horse Y/N N
Navigable Water Y/N N
Water Oriented Y/N N
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Internal Only
Street Number 1 105
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* Excluded Features
List By
Mann & Sons, Inc.

Broker

brucewright@mchsi.com

Email

Affordability Calculator

$30,768
Per Month
99%
1%
0%
Monthly Principal & Interest
$30,308
Monthly Property Taxes
$460
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
2314408 Elementary School
2314409 Middle School
Cape Henlopen High School High School
See complete school information
Pricing History
DatePricePrice ChangeDescription
7/15/2026$4,800,000 Listed Price

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105 Chicago Street, Dewey Beach, DE, 19971 is a Single Family Home for sale at $4,800,000 with 7,136 sqft and a lot size of 0.15. 105 Chicago Street has 7 bedrooms, 7.0 baths, and was built in 1974. The property's zip code is 19971 which is in Dewey Beach, DE

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