Price Reduction - Views - Primary on Main - Eco Friendly
Address
105 Chicago Street, Dewey Beach, DE
Price
$ 4,200,000
Property Attributes
- MLS#DESU2116162
- TypeSingle Family
- Listing Status ACTIVE
- CountySUSSEX
- CityDewey Beach
- AreaLewes Rehoboth Hundred
- NeighborhoodRehoboth By The Sea
- Zip19971
- StyleCoastal
- Year Built1974
- Taxes$ 5522
- Price$ 4,200,000
- Bedrooms7
- Full Bathrooms7
- Half Bathrooms0
- Sqr Footage7136
- Lot Size0.15 Acres
Data Source:
Bright MLS
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 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.
| High School |
|---|
| Cape Henlopen High School |
| Price History | |
|---|---|
| 7/15/2026 | Listed $4,800,000 |
| 7/27/2026 | 9$4,400,000 |
| 8/13/2026 | 5$4,200,000 |
General Features
| 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 | No |
| Property Type | Residential |
| HOA | No |
| Subdivision Name | REHOBOTH BY THE SEA |
| Facing Direction | South |
| Garage Y/N | Yes |
| Water Access Y/N | No |
| 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 | No |
| 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 | No |
| Property Condition | Excellent |
| Structure Type | Detached |
| Condo/Coop Association fee Y/N | No |
| Bathrooms Full Main Level | 7 |
| Bathrooms Count Main Level | 7.00 |
| Price Per Sq Ft Total AG | 669.43 |
| Acceptable Financing | Cash,Conventional,FHA,VA,USDA |
| Additional Parcels Y/N | No |
| Historic Y/N | No |
| Lease Considered Y/N | No |
| Vacation Rental Y/N | No |
| Total SQFT | 7136 |
| Sussex DE Quadrants | East of Rt 1 |
| Standard Status | Active |
| Year Built Source | Assessor |
| Legal Subdivision | Rehoboth By The Sea |
Interior Features
| Interior Amenities | 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 Bedro |
|---|---|
| Heating Fuel | Electric,Geo-thermal,Propane - Leased |
| Basement | Partial |
| Flooring | Carpet,Ceramic Tile,Hardwood |
| Total Fireplaces | 3 |
| Fireplace Features | Fireplace - Glass Doors,Gas/Propane |
| Hot Water | Propane,Electric,Multi-tank |
| Basement (Y/N) | Yes |
| Heating Y/N | Yes |
| Window Features | Double Hung,Double Pane,Energy Efficient,Insulated,Screens,Sliding,Vinyl Clad |
| Fireplace Y/N | Yes |
| Above Grade Finished Area | 6274 |
| Central Air Y/N | Yes |
| Total Bedrooms | 7 |
| Below Grade Finished Area | 862 |
| Main Level Bedrooms | 7 |
| Below Grade Finished Area Unit Type | Square Feet |
| LivingAreaSource | Estimated |
| Laundry Type | Lower Floor,Upper Floor |
| Below Grade Unfin Area Units | Square Feet |
| Below Grade Unfin SQFT Source | Assessor |
| 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 |
Exterior Features
| 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 |
| Total Parking Spaces | 8 |
| Garage Features | Garage - Side Entry,Garage Door Opener,Inside Access,Oversized |
| Type of Parking | Attached Garage,Driveway,Off Street,Other |
| Land Use Code | 1 1 |
| Foundation Details | Block |
| Spa | No |
| Water View Y/N | Yes |
| Lot Dimensions | 66.00 x 100.00 |
| Lot Size Acres | 0.15 |
| Road Surface Type | Black Top |
| Lot Size Source | Assessor |
| Waterfront Y/N | No |
| Door Features | Six Panel,Insulated |
| Soil Types | Unknown |
| Road Responsibility | Public |
| Horse Y/N | No |
| Navigable Water Y/N | No |
| Water Oriented Y/N | No |
| # of Attached Garage Spaces | 2 |
| LotDimensionsSource | Assessor |
Amenities
- Foreclosure
- Views
- Short Sale
- New Construction
- Adult 55+
- Lease To Own
- No HOA Fees
- Furnished
- Primary On Main
- Air Conditioning
- Seller Finance
- Green
- Fixer Upper
- Horse
- Golf
- Fireplace
- Deck
- Garage
- Basement
- Pool
Property vs Single Family Average in 19971
Price
Taxes
Year Built
Visits
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