MLS # DESU2077352
2 chicago st, Dewey Beach, DE 19971
$4,795,000
Single Family Home
Rare oceanfront opportunity in Rehoboth by the Sea. Discover unparalleled coastal living at 2 Chicago Street, an oceanfront retreat in the highly coveted community of Rehoboth by the Sea on the north end of Dewey Beach. This exceptional 6-bedroom, 5.5-bath home offers sweeping panoramic views from nearly every room, with a private dune crossover that leads directly to the wide, sandy beach. The first level welcomes you with a bright entry foyer, two bedrooms (including a flexible oceanfront space ideal for a den, exercise room, o Read More
Property Summary
Status:
Deactive
MLS #:
DESU2077352
Street Address:
2 Chicago St
City, State Zip:
Dewey Beach, DE 19971
County:
Sussex
Community:
Rehoboth By The Sea
Type:
Single Family Home
Area:
2,666 Sq Ft
Price
$4,795,000
Beds:
6
Baths:
5 Full / 1 Half
Garage:
0
Year Built:
1988
# of Stories:
3
Style:
Coastal, Contemporary
Property Description
Rare oceanfront opportunity in Rehoboth by the Sea. Discover unparalleled coastal living at 2 Chicago Street, an oceanfront retreat in the highly coveted community of Rehoboth by the Sea on the north end of Dewey Beach. This exceptional 6-bedroom, 5.5-bath home offers sweeping panoramic views from nearly every room, with a private dune crossover that leads directly to the wide, sandy beach. The first level welcomes you with a bright entry foyer, two bedrooms (including a flexible oceanfront space ideal for a den, exercise room, or guest suite), two full baths, and a convenient laundry room. Upstairs, the recently updated kitchen shines with quartz counters, stainless steel appliances, and custom cabinetry, seamlessly flowing into the dining and living areas—all framed by walls of windows showcasing endless ocean vistas. Step outside to the expansive oceanfront deck, perfect for sunrises, gatherings, and salty breezes. A private office with sweeping north-facing views completes this level. On the third floor, you’ll find four additional bedrooms and three full baths, including the oceanfront primary suite with its own balcony for uninterrupted sunrise views. The rooftop deck crowns the home, offering a bird’s-eye view of the coastline—an unforgettable setting for stargazing or enjoying fireworks on July 4th. Rehoboth by the Sea is one of the Delaware coast’s most sought-after neighborhoods, known for its wide beaches, relaxed atmosphere, and close proximity to both Rehoboth and Dewey Beach attractions. Currently, 2 Chicago Street stands as the only oceanfront property available in either community—making this a truly rare opportunity to own a piece of coastal paradise.Property Details
Bedrooms
Total Bedrooms:
6
BATHROOMS
Bath - Full:
5
Bath - Half:
1
Total Baths:
6
KITCHEN & DINING
- Ceiling Fan(s)
- Window Treatments
- Combination Kitchen/Dining
- Primary Bedroom - Ocean Front
- Upgraded Countertops
- Wood Floors
OTHER ROOMS
Total Rooms:
0
INTERIOR FEATURES
- Ceiling Fan(s)
- Window Treatments
- Combination Kitchen/Dining
- Primary Bedroom - Ocean Front
- Upgraded Countertops
- Wood Floors
Flooring:
Ceramic Tile, Wood
Security and Fire:
Smoke Detector
Furnished:
No
Accessibility:
None
Elevator:
No
Extra Unit:
extraunitdescription
APPLIANCES
- Exhaust Fan
- Range Hood
- Oven/Range - Electric
- Dishwasher
- Disposal
- Dryer
- Microwave
- Washer
- Refrigerator
- Icemaker
HEATING & COOLING
Cooling:
Central A/C, Zoned
Heating:
Heat Pump(s)
Fireplace:
Yes
UTILITES
- Public
- Public Sewer
POOL & SPA
Pool: None
BUILDING & CONSTRUCTION
Style:
Coastal, Contemporary
Floors:
3
Construction Type:
Slab
Exterior Type:
Frame
Foundation:
Slab
Roofing:
Metal
EXTERIOR & LOT FEATURES
- Gutter System
- Outside Shower
- Roof Deck
Views:
Yes - Ocean,Panoramic
Lot Description:
Corner, Premium
Porch And Patio And Deck:
Deck(s), Porch(es), Balcony, Roof
Lot Sq Ft:
5000
Lot Size:
50 x 100
WATERFRONT & WATER ACCESS
Waterfront Description:
Ocean
Waterfront:
Yes
GARAGE & PARKING:
# of Garage Spaces:
0
Parking:
Off Street Asphalt Driveway, Crushed Stone
SCHOOL INFORMATION
School District:
Cape Henlopen
OTHER PROPERTY INFO
City:
Dewey Beach
Area:
Lewes Rehoboth Hundred (31009)
Subdivision:
Rehoboth By The Sea
In City Limits:
Yes
Map Section:
East of Rt 1
New Construction:
No
Historic Distict:
No
Last Price Change:
03/11/2026 04:22:17
# of Day on Market:
167 Days
FINANCE INFO
List Price:
$4,795,000
Annual Property Tax:
$6,705
HOA Fees:
$0
Condo Fees:
$0
Financing Type:
Cash, Conventional
LISTING FIRM
Listed By:
Jack Lingo - Rehoboth
Listing Firm Phone:
2147483647
ASK A QUESTION
Call us at 302-344-9002 or use the form below to contact us regarding this property or to request a private showing.