Seller's Agent in 2026
Shaun Tull
Jack Lingo - Rehoboth
(302) 226-6417
26 in this area
260 Total Sales
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
(302) 227-3883 shaun@rbre.com Jack Lingo - Rehoboth Brokerage Phone: 3022273883 License #RS-0016284 Listed on: 09/26/2025
Co-Listed By
(302) 227-3883 bryce@rbre.com Jack Lingo - Rehoboth Brokerage Phone: 3022273883 License #RA-0001746
Last Buyer's Agent
(302) 227-6767 justin.healy@msir.net Monument Sotheby's International Realty License #RA-0020621
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 | -- |
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 |
| 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 | -- | -- |
| 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 |
Seller's Agent in 2026
Shaun Tull
Jack Lingo - Rehoboth
(302) 226-6417
26 in this area
260 Total Sales
Seller Co-Listing Agent in 2026
Bryce Lingo
Jack Lingo - Rehoboth
(302) 226-6417
19 in this area
290 Total Sales
Buyer's Agent in 2026
Brian Barrows
OCEAN ATLANTIC SOTHEBYS
(302) 228-0204
7 in this area
362 Total Sales
Buyer Co-Listing Agent in 2026
Jennifer Barrows
OCEAN ATLANTIC SOTHEBYS
(302) 841-9505
4 in this area
219 Total Sales
Seller's Agent in 2013
Justin Healy
OCEAN ATLANTIC SOTHEBYS
(302) 542-6610
1 in this area
20 Total Sales
Buyer's Agent in 2013
Christina Haag
Jack Lingo - Rehoboth
(302) 227-3883
1 in this area
29 Total Sales
Source: Bright MLS
MLS Number: DESU2077352
APN: 334-20.14-156.00
Ask me questions while you tour the home.