See Home Value
Dewey Beach 19971
2 CHICAGO STREET
$4,700,000
● House - Off Market

2 CHICAGO STREET

DEWEY BEACH, DE 19971
bedrooms
6 Beds
bathrooms
5 Baths, 1 Half Bath
square feet
2,666 Ft²
$24,104
Est. Monthly
0.52%
Cap Rate

About This Property

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.
Unit Size
2,666 Ft²
Days on Market
-
Land Size
0.11 acres
Price per sqft
$1,799
Property Type
House
Property Taxes
$559
HOA Dues
-
Year Built
1988

Payment Calculator

Cap Rate Calculator

Last updated: 6 months ago (Bright MLS #DESU2077352)

Price History

Date / Event Date Event Price
May 1, 2026 Sold
Sold
Mar 12, 2026 In contract -
In contract
Feb 28, 2026 Price Decreased $4,795,000
↓ $200K (4%)
Price Decreased
Feb 15, 2026 Price Decreased $4,995,000
↓ $205K (3.9%)
Price Decreased
Nov 11, 2025 Price Decreased $5,200,000
↓ $200K (3.7%)
Price Decreased
Show More

Property Highlights

Air Conditioning
Fireplace

Building Info

Overview

    General

  • Year Built: 1988
  • Effective Year Built: 1988
  • Total Rooms: 10
  • Bedroom Count: 4
  • Bathroom Count: 7
  • Partial Bathrooms: 7
  • Bathroom Plumbing Fixtures: 20
  • Building Condition: 0
  • Building Quality: 1
  • Construction Type: 6
  • Building Style: 0
  • Exterior Walls Type: 17
  • Interior Walls Type: 0
  • Roof Shape Type: 1
  • Roof Cover Type: 13
  • Floor Count: 300
  • Floor Cover: 0
  • Basement Type: 9
  • Basement Area: 0
  • Garage Type: 10
  • Garage Square Area: 652
  • Parking Space Count: 2
  • Patio Type: 0
  • Porch Type: 7
  • Pool Type: 0

    Dimensions

  • Lot Size Square Feet: 5,001
  • Lot Size Depth Feet: 500
  • Lot Size Frontage Feet: 1,000
  • Total Building Area: 2,638
  • Gross Building Area: 2,638
  • Building Area: 2,638
  • Building Area Measurement: L

    Heating and Cooling

  • Fireplace Count: 1
  • Air Conditioning: 1
  • Heating: 24
  • Heated Square Feet: 2,638
  • Heating Fuel Type: 0

    Utilities

  • Sewer System: 0
  • Water Service: 0

Building

  • Building Type: 0
  • Property Class: R
  • Subdivision: DEWEY BEACH
  • Land Acres: 0000000115
  • Standard Land Use Code: 1001
  • County Land Use Code: RS
  • Legal Description 1: REHOBOTH BY THE SEA LOT 19 BLK 45

Neighborhood

  • School District Name: Cape Henlopen School District
  • School Tax School District: CAPE HENLOPEN
  • Census Tract: 051103

Zoning

  • Zoning: TN

Geography

  • District: CAPE HENLOPE
  • Parcel: 334-20.14-156.00
  • Block: 45
  • Lot: 19
  • Municipality: 19971
  • Latitude: 38.7
  • Longitude: -75.074

    Address

  • Full Address: 2 Chicago St
  • Address - House Number: 2
  • Address - Street Name: Chicago
  • Address - Suffix Type: St
  • State: DE
  • City Name: Dewey Beach
  • Carrier Code: C009
  • 4-Digit Zip Code: 2306
  • Zip Code: 19971

Valuation

    Tax

  • Tax Year: 2023
  • Tax Amount: $348,506

    Appraisal Valuation

  • Standard Deviation: 0.2178
  • Valuation Date: Sep 13, 2023
  • Confidence Score: 70
  • Final Value: 1,545,896
  • High Value: 1,882,684
  • Low Value: 1,209,109

    Market Valuation

  • Market Total Value: $128,600
  • Market Land Value: $50,000
  • Market Improvement Value: $78,600

    Assessments Valuation

  • Assessed Year: 2023
  • Assessed Total Value: $64,300
  • Assessed Land Value: $25,000
  • Assessed Improvements Value: $39,300

    Sales

  • Current Sale Contract Date: Feb 14, 2013
  • Current Sale Recording Date: Feb 15, 2013
  • Current Sale Price:
  • Current Sale Document Type: 27
  • Current Sale Input Document Number: 6276
Data used for valuation calculations is provided by RealtyHop, and other third party sources

Comparables

Unit
Status
Type
Beds
Baths
ft²
Price/ft²
Asking Price
Listed On
Closing Price
Sold On
HOA + Taxes

About Dewey Beach


Similar Homes for Sale

Currently no similar homes around

Nearby Rentals

Unit for rent at 112 Houston Street, DEWEY BEACH, DE, 19971

$3,000 /mo

  • 3 Beds
  • 1 Bath
  • 1,000 ft²
112 Houston Street #B, DEWEY BEACH, DE, 19971 Listing by Corinne Redick


Frequently Asked Questions

When was property at 2 Chicago Street built and last sold?
The property at 2 Chicago Street was built in 1988 and last sold on Feb 14, 2013 for $2,800,000.
How much is this home worth?
The estimated value of the home located at 2 Chicago Street is $0.
What are some comparable homes to 2 Chicago Street?
There are currently no comparable homes to 2 Chicago Street.