$4,700,000
SOLD MAY 1, 2026

2 Chicago St Dewey Beach, DE 19971

6 Beds
5.5 Baths
2,666 Sq Ft
5,000 Sq Ft Lot Lot

Sale Details

Date Sold: May 1, 2026

$1,763 Per Sq Ft

13% Below List Price

166 on Market

Highlights

  • 50 Feet of Waterfront
  • Ocean View
  • Access to Tidal Water
  • Rehoboth Elementary School Rated A
  • Primary bedroom faces the ocean
  • Sandy Beach

About This Home

As of May 2026

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.

Last Agent to Sell the Property

Shaun Tull

(302) 227-3883 shaun@rbre.com Jack Lingo - Rehoboth Brokerage Phone: 3022273883 License #RS-0016284 Listed on: 09/26/2025

Jack Lingo - Rehoboth

Co-Listed By

Bryce Lingo

(302) 227-3883 bryce@rbre.com Jack Lingo - Rehoboth Brokerage Phone: 3022273883 License #RA-0001746

Last Buyer's Agent

Brian Barrows

(302) 227-6767 justin.healy@msir.net Monument Sotheby's International Realty License #RA-0020621

Monument Sotheby's International Realty

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $6,705

Year Built

  • Built in 1988

Lot Details

  • 5,000 Sq Ft Lot
  • Lot Dimensions are 50 x 100
  • 50 Feet of Waterfront
  • Ocean Front
  • Home fronts navigable water
  • Sandy Beach
  • Public Beach
  • North Facing Home
  • Premium Lot
  • Corner Lot
  • Property is in very good condition
  • Property is zoned TN

Property Views

  • Ocean
  • Panoramic

Home Design

  • Coastal Architecture
  • Contemporary Architecture
  • Entry on the 1st floor
  • Slab Foundation
  • Frame Construction
  • Metal Roof

Interior Spaces

  • 2,666 Sq Ft Home
  • Property has 3 Levels
  • Ceiling Fan
  • 1 Fireplace
  • Double Hung Windows
  • Bay Window
  • Combination Kitchen and Dining Room
  • Fire and Smoke Detector

Kitchen

  • Electric Oven or Range
  • Range Hood
  • Microwave
  • Ice Maker
  • Dishwasher
  • Upgraded Countertops
  • Disposal

Flooring

  • Wood
  • Ceramic Tile

Bedrooms and Bathrooms

  • Primary bedroom faces the ocean

Laundry

  • Laundry Room
  • Laundry on lower level
  • Dryer
  • Washer

Parking

  • 3 Parking Spaces
  • Gravel Driveway

Outdoor Features

  • Outdoor Shower
  • Access to Tidal Water
  • Water Access
  • Property is near an ocean
  • Balcony
  • Rooftop Deck
  • Rain Gutters
  • Porch

Utilities

  • Zoned Heating and Cooling
  • Heat Pump System
  • Vented Exhaust Fan
  • 200+ Amp Service
  • Electric Water Heater
  • Municipal Trash
  • Cable TV Available

Additional Features

  • Solar owned by seller
  • Flood Risk

Community Details

  • No Home Owners Association
  • Rehoboth By The Sea Subdivision

Listing and Financial Details

  • Assessor Parcel Number 334-20.14-156.00

Home Details

Home Type

Single Family

Est. Annual Taxes

$6,705

Year Built

Built in 1988

Lot Details

5,000 Sq Ft Lot

Listing Details

  • Property Type: Residential
  • Structure Type: Detached
  • Architectural Style: Coastal, Contemporary
  • Sussex De Quadrants: East of Rt 1
  • Ownership: Fee Simple
  • Exclusions: Artwork, some furniture, and staging items
  • Inclusions: Some furnishings
  • New Construction: No
  • Story List: Main, Upper 1, Upper 2
  • Expected On Market: 9/26/2025 12:00:00 AM
  • Federal Flood Zone: Yes
  • Year Built: 1988
  • Automatically Close On Close Date: No
  • Special Features: VirtualTour
  • Property Sub Type: Detached

Interior Features

  • Appliances: Exhaust Fan, Range Hood, Oven/Range - Electric, Dishwasher, Disposal, Dryer, Microwave, Washer, Refrigerator, Icemaker
  • Entry Floor: 1
  • Flooring Type: Ceramic Tile, Wood
  • Interior Amenities: Ceiling Fan(s), Window Treatments, Combination Kitchen/Dining, Primary Bedroom - Ocean Front, Upgraded Countertops, Wood Floors
  • Window Features: Bay/Bow, Double Hung
  • Fireplaces Count: 1
  • Fireplace: Yes
  • Wall Ceiling Types: Dry Wall
  • Foundation Details: Slab
  • Levels Count: 3
  • Basement: No
  • Laundry Type: Lower Floor
  • Total Sq Ft: 2666
  • Living Area Sq Ft: 2666
  • Price Per Sq Ft: 1798.57
  • Above Grade Finished Sq Ft: 2666
  • Above Grade Finished Area Units: Square Feet

Beds/Baths

  • Bedrooms: 6
  • Main Level Bedrooms: 2
  • Total Bathrooms: 6
  • Full Bathrooms: 5
  • Half Bathrooms: 1
  • Main Level Bathrooms: 2.00
  • Upper Level Bathrooms: 4
  • Upper Level Bathrooms: 1.00
  • Upper Level 2 Bathrooms: 3.00
  • Main Level Full Bathrooms: 2

Exterior Features

  • Other Structures: Above Grade, Below Grade
  • Construction Materials: Frame
  • Exterior Features: Gutter System, Outside Shower, Roof Deck
  • Roof: Metal
  • View: Ocean, Panoramic
  • Water Access Features: Public Beach
  • Water Access: Yes
  • Water Body Name: Atlantic Ocean
  • Water Body Type: Ocean
  • Waterfront: Yes
  • Water Oriented: Yes
  • Pool: No Pool
  • Tidal Water: Yes
  • Water View: Yes
  • Water Frontage In Feet: 50

Garage/Parking

  • Garage: No
  • Parking Features: Asphalt Driveway, Crushed Stone
  • Total Garage And Parking Spaces: 3
  • Type Of Parking: Off Street
  • Off Street Parking Spaces: 3

Utilities

  • Central Air Conditioning: Yes
  • Cooling Fuel: Electric
  • Cooling Type: Central A/C, Zoned
  • Electric Service: 200+ Amp Service
  • Heating Fuel: Electric
  • Heating Type: Heat Pump(s)
  • Heating: Yes
  • Hot Water: Electric
  • Security: Smoke Detector
  • Sewer/Septic System: Public Sewer
  • Utilities: Cable Tv, Sewer Available, Water Available
  • Water Source: Public
  • Municipal Trash: Yes
  • Internet Services: Cable

Condo/Co-op/Association

  • Condo Co-Op Association: No
  • HOA: No
  • Senior Community: No

Schools

  • School District Source: Listing Agent

Lot Info

  • Additional Parcels: No
  • Lot Features: Corner, Premium
  • Lot Size Acres: 0.11
  • Lot Dimensions: 50 x 100
  • Lot Size Units: Square Feet
  • Lot Sq Ft: 5000.00
  • Outdoor Living Structures: Deck(s), Porch(es), Balcony, Roof
  • Property Condition: Very Good
  • Zoning: TN
  • In City Limits: Yes

Green Features

  • Green Power: Pv Solar Array(s) Owned

Rental Info

  • Lease Considered: No
  • Pets: No Pet Restrictions
  • Pets Allowed: Yes
  • Vacation Rental: No

Tax Info

  • Tax Annual Amount: 6705.20
  • Assessor Parcel Number: 334-20.14-156.00
  • County Tax Payment Frequency: Annually
  • Tax Year: 2025

Multi Family

  • Federal Flood Zone: VE
  • Waterfront Features: Sandy Beach

MLS Schools

  • School District Name: CAPE HENLOPEN

Ownership History

Date Name Owned For Owner Type

Purchase Details

Closed on
Sep 4, 2024
Sold by
Warren Daniel Y and Foley Kerry A
Bought by
Foley Kerry A

Purchase Details

Listed on
Mar 8, 2012
Closed on
Feb 14, 2013
Sold by
Bieber Carole A
Bought by
Warren Daniel Y and Foley Kerry A
Seller's Agent
Justin Healy
Monument Sotheby's International Realty
Buyer's Agent
Christina Haag
Jack Lingo - Rehoboth
List Price
$2,800,000
Sold Price
$2,800,000

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
4.19%
Original Mortgage
$250,000
Interest Rate
3.43%
Mortgage Type
Purchase Money Mortgage
Source: Public Records

Range of Values:

--
Value Increase
--
Percent Increase
--
Adjusted for Inflation
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List Price
Sold Price
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Purchase History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Type Sale Price Title Company
Deed -- None Listed On Document
Deed -- None Listed On Document
Deed -- None Listed On Document
Deed $2,800,000 --
Source: Public Records

Mortgage History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Status Loan Amount Loan Type
Previous Owner $250,000 Purchase Money Mortgage
Previous Owner $417,000 No Value Available
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft Prior Sale
05/01/2026 05/01/26 Sold $4,700,000 -2.0% $1,763 / Sq Ft
02/27/2026 02/27/26 Price Changed $4,795,000 -4.0% $1,799 / Sq Ft
02/14/2026 02/14/26 Price Changed $4,995,000 -3.9% $1,874 / Sq Ft
11/10/2025 11/10/25 Price Changed $5,200,000 -3.7% $1,950 / Sq Ft
09/26/2025 09/26/25 For Sale $5,400,000 +92.9% $2,026 / Sq Ft
02/15/2013 02/15/13 Sold $2,800,000 0.0% -- View Prior Sale
02/15/2013 02/15/13 Pending -- -- --
03/08/2012 03/08/12 For Sale $2,800,000 -- --
Source: Bright MLS

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $6,448 $64,300 $25,000 $39,300
2024 $3,488 $64,300 $25,000 $39,300
2023 $3,485 $64,300 $25,000 $39,300
2022 $3,375 $64,300 $25,000 $39,300
2021 $3,347 $64,300 $25,000 $39,300
2020 $3,336 $64,300 $25,000 $39,300
2019 $3,319 $64,300 $25,000 $39,300
2018 $2,824 $64,300 $0 $0
2017 $2,704 $64,300 $0 $0
2016 $2,568 $64,300 $0 $0
2015 $2,475 $64,300 $0 $0
2014 $2,457 $64,300 $0 $0
Source: Public Records

Agents Affiliated with this Home

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Map

Source: Bright MLS

MLS Number: DESU2077352

Bright MLS

APN: 334-20.14-156.00

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