Buy
  • Alabama Alaska Arizona Arkansas California Colorado Connecticut Delaware Florida Georgia Hawaii Idaho Illinois Indiana Iowa Kansas Kentucky Louisiana Maine Maryland Massachusetts Michigan Minnesota Mississippi Missouri Montana Nebraska Nevada New Hampshire New Jersey New Mexico New York North Carolina North Dakota Ohio Oklahoma Oregon Pennsylvania Rhode Island South Carolina South Dakota Tennessee Texas Utah Vermont Virginia Washington West Virginia Wisconsin Wyoming
    Canada Listings (224)
    Mexico Listings (15)
    Advanced Search
Sell Find an Agent
BarrierFreeHome.com BarrierFreeHome.com
My Account
  • Login
  • Manage My Real Estate Ads
  • Manage My Search Profile / Auto Notify
  • My Account Info
  • Manage My Favorites
Advertise Join
  • Buy
  • Sell
  • Find an Agent
  • My Account
    • Login
    • Manage My Real Estate Ads
    • Manage My Search Profile / Auto Notify
    • My Account Info
    • Manage My Favorites
  • Advertise
  • Join
Back to Search Back to Listing BarrierFreeHome.com logo
Share
BarrierFreeHome.com logo
Ad #7591022
MLS #DESU2116162
Listing photo

105 Chicago Street, Dewey Beach, DE Experience exceptional

105 CHICAGO St, Dewey Beach, Delaware, 19971
$4,800,000
7Beds
7Baths
7,136Sqft
0.150Acres

About this property

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 shower-perfect 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.

Property Features

7 Beds
7 Baths
7,136 Sqft
Built in 1974
0.150 Acres
4 Stories
Driveway, Garage - Attached, Off Street
Siding: Masonry, Asphalt, BattsInsulation, BlownInInsulation, Concrete, CPVC/PVC, Frame, Shake Siding, Stick Built, Tile, Vinyl Siding
Has Fireplace
Natural Gas, Heat Pump (Heating)
$5,522 / yr property tax
Sussex County
REHOBOTH BY THE SEA Community

Additional Photos

Additional listing photo 1
Additional listing photo 2
Additional listing photo 3
Additional listing photo 4

Contact Information

BRUCE WRIGHT

Mann & Sons, Inc. REALTORS®

302-542-7651

Location

Map
Listing Agent: BRUCE WRIGHT (License #: RS-0016583) 302-542-7651
Broker: Mann & Sons, Inc. REALTORS® 302-470-7600 Listing Site
Copyright © 2026 Bright MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
BarrierFreeHome.com
Printed Jul 24, 2026

Photo Gallery

105 Chicago Street, Dewey Beach, DE Experience exceptional - photo 1
105 Chicago Street, Dewey Beach, DE Experience exceptional - photo 2
105 Chicago Street, Dewey Beach, DE Experience exceptional - photo 3
105 Chicago Street, Dewey Beach, DE Experience exceptional - photo 4
105 Chicago Street, Dewey Beach, DE Experience exceptional - photo 5
105 Chicago Street, Dewey Beach, DE Experience exceptional - photo 6
105 Chicago Street, Dewey Beach, DE Experience exceptional - photo 7
105 Chicago Street, Dewey Beach, DE Experience exceptional - photo 8
105 Chicago Street, Dewey Beach, DE Experience exceptional - photo 9
105 Chicago Street, Dewey Beach, DE Experience exceptional - photo 10
105 Chicago Street, Dewey Beach, DE Experience exceptional - photo 11
105 Chicago Street, Dewey Beach, DE Experience exceptional - photo 12
105 Chicago Street, Dewey Beach, DE Experience exceptional - photo 13
105 Chicago Street, Dewey Beach, DE Experience exceptional - photo 14
105 Chicago Street, Dewey Beach, DE Experience exceptional - photo 15
105 Chicago Street, Dewey Beach, DE Experience exceptional - photo 16
105 Chicago Street, Dewey Beach, DE Experience exceptional - photo 17
105 Chicago Street, Dewey Beach, DE Experience exceptional - photo 18
105 Chicago Street, Dewey Beach, DE Experience exceptional - photo 19
105 Chicago Street, Dewey Beach, DE Experience exceptional - photo 20
105 Chicago Street, Dewey Beach, DE Experience exceptional - photo 21
105 Chicago Street, Dewey Beach, DE Experience exceptional - photo 22
105 Chicago Street, Dewey Beach, DE Experience exceptional - photo 23
105 Chicago Street, Dewey Beach, DE Experience exceptional - photo 24
105 Chicago Street, Dewey Beach, DE Experience exceptional - photo 25
105 Chicago Street, Dewey Beach, DE Experience exceptional - photo 26
105 Chicago Street, Dewey Beach, DE Experience exceptional - photo 27
105 Chicago Street, Dewey Beach, DE Experience exceptional - photo 28
105 Chicago Street, Dewey Beach, DE Experience exceptional - photo 29
105 Chicago Street, Dewey Beach, DE Experience exceptional - photo 30
105 Chicago Street, Dewey Beach, DE Experience exceptional - photo 31
105 Chicago Street, Dewey Beach, DE Experience exceptional - photo 32
105 Chicago Street, Dewey Beach, DE Experience exceptional - photo 33
105 Chicago Street, Dewey Beach, DE Experience exceptional - photo 34
105 Chicago Street, Dewey Beach, DE Experience exceptional - photo 35
105 Chicago Street, Dewey Beach, DE Experience exceptional - photo 36
105 Chicago Street, Dewey Beach, DE Experience exceptional - photo 37
105 Chicago Street, Dewey Beach, DE Experience exceptional - photo 38
105 Chicago Street, Dewey Beach, DE Experience exceptional - photo 39
105 Chicago Street, Dewey Beach, DE Experience exceptional - photo 40
105 Chicago Street, Dewey Beach, DE Experience exceptional - photo 41
105 Chicago Street, Dewey Beach, DE Experience exceptional - photo 42
105 Chicago Street, Dewey Beach, DE Experience exceptional - photo 43
105 Chicago Street, Dewey Beach, DE Experience exceptional - photo 44
105 Chicago Street, Dewey Beach, DE Experience exceptional - photo 45
105 Chicago Street, Dewey Beach, DE Experience exceptional - photo 46
105 Chicago Street, Dewey Beach, DE Experience exceptional - photo 47
105 Chicago Street, Dewey Beach, DE Experience exceptional - photo 48
105 Chicago Street, Dewey Beach, DE Experience exceptional - photo 49
105 Chicago Street, Dewey Beach, DE Experience exceptional - photo 50

$4,800,000

7
Beds
7
Baths
7,136
Sqft

105 CHICAGO St, Dewey Beach, Delaware, 19971

By contacting this agent you agree to these Terms and Conditions.
Home Delaware Dewey Beach
105 Chicago Street, Dewey Beach, DE Experience exceptional - photo 1
105 Chicago Street, Dewey Beach, DE Experience exceptional - photo 2
105 Chicago Street, Dewey Beach, DE Experience exceptional - photo 3
105 Chicago Street, Dewey Beach, DE Experience exceptional - photo 4
105 Chicago Street, Dewey Beach, DE Experience exceptional - photo 5
MLS# DESU2116162
Home For Sale

105 Chicago Street, Dewey Beach, DE Experience exceptional

$4,800,000

105 CHICAGO St, Dewey Beach, Delaware, 19971

7
Beds
7
Baths
7,136
Sqft
0.150
Acres
$4,800,000
105 CHICAGO St, Dewey Beach, Delaware, 19971
7 Beds
7 Baths
7,136 Sqft
0.150 Acres

Accessibility Features

Accessible Elevator Installed
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 shower-perfect 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.
8 days
on BarrierFreeHome.com
13
views
0
saves

Property Details

HOME DETAILS

7 Beds
7 Baths
7,136 Sqft
Built in 1974
0.150 Acres
4 Stories

EXTERIOR

Driveway, Garage - Attached, Off Street
Siding: Masonry, Asphalt, BattsInsulation, BlownInInsulation, Concrete, CPVC/PVC, Frame, Shake Siding, Stick Built, Tile, Vinyl Siding

INTERIOR

Has Fireplace
Natural Gas, Heat Pump (Heating)

FINANCIAL & COMMUNITY

$5,522 / yr property tax
Sussex County
REHOBOTH BY THE SEA Community
See More Details

Location

Map
Open in Google Maps

Mortgage Calculator

Ad Statistics

Ad Number
7591022
Viewed
13 times
Listing Status
Active
Added
Jul 16, 2026
Last Refresh
Jul 24, 2026 04:01:17 PM

Listing Information

Data Source
Bright MLS
Source Property ID
DESU2116162
Listing Agent: BRUCE WRIGHT (License #: RS-0016583) 302-542-7651
Broker: Mann & Sons, Inc. REALTORS® 302-470-7600 Listing Site
Copyright © 2026 Bright MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Request Information

By proceeding, you authorize Dream Home Network Inc., its service providers (including real estate professionals such as Brokers, Listing Agents, Buyers Agents, and local referral partners), its affiliates, and other real estate professionals that may not be associated with Dream Home Network, to contact you using the contact details you provided, via email, phone call, and text (SMS), including using automated dialing technology and prerecorded and artificial voice, for marketing or advertising purposes, including contacting you about your inquiry and other home-related matters. You understand that your consent to the foregoing is not a condition of any purchase. Message and data rates may apply. This consent applies even if you are on a corporate, state or national Do Not Call list. Dream Home Network Inc. may share information about your recent and future site activity with its affiliates and service providers (including real estate professionals such as Brokers, Listing Agents, Buyers Agents, and local referral partners) to help them better understand what you are looking for in a property. To opt-out at any time you can reply "STOP" or contact Dream Home Network Inc. at csv@dreamhomenetwork.com.

Start advertising today

Explore options for real estate agents and homeowners advertising on BarrierFreeHome.com
Sell Your Home

Explore Similar Properties

No similar properties found.

SEARCH STATES
Alabama Alaska Arizona Arkansas California Colorado Connecticut Delaware Florida Georgia Hawaii Idaho Illinois Indiana Iowa Kansas Kentucky Louisiana Maine Maryland Massachusetts Michigan Minnesota Mississippi Missouri Montana Nebraska Nevada New Hampshire New Jersey New Mexico New York North Carolina North Dakota Ohio Oklahoma Oregon Pennsylvania Rhode Island South Carolina South Dakota Tennessee Texas Utah Vermont Virginia Washington West Virginia Wisconsin Wyoming
SERVICES
Buy Buy Advertise
COMPANY
Testimonials About Us Office Locations
SUPPORT
Help Contact Us
ADDITIONAL MARKETS
LakeHouse.com MountainHomes.com BeachHouse.com GolfHomes.com
SUBSCRIBE
Receive notifications for new listings
Subscribe
Facebook YouTube

Dream Home Network Inc.

is committed to ensuring digital accessibility and property listings for individuals with disabilities. All information provided is deemed reliable but is not guaranteed and should be independently verified. We are continuously working to improve the accessibility of our web experience for everyone, and we welcome feedback and accommodation requests. If you wish to report an issue or seek an accommodation, please let us know.

Dream Home Network Inc. Sells leads to DHN Realty Inc. who holds real estate brokerage licenses in Alabama. Listing agents will be sent notification copy of leads on their listings where Dream Home Network Inc. is provided listings via our Feed Provider as required.

© 1997 - 2026 Wheelchair-accessible Housing & Universal Design Homes at Barrier Free Home
Part of Dream Home Network, Inc.
Last updated on 2026.07.24
Terms & Policy

Search Filters
Price
-
0
$100,000
$100,000+
$200,000
$200,000+
$300,000
$300,000+
$400,000
$400,000+
$500,000
$500,000+
$600,000
$600,000+
$700,000
$700,000+
$800,000
$800,000+
$900,000
Any Price
Any Price
Beds & Baths
-
-
Property Type
Sale Status
More Filters
-
-
-
-
Advanced Search

Dewey Beach

Read more
Sort By: Featured
  • Featured
  • Newest
  • Price - Low To High
  • Price - High To Low
  • Sqft - Low To High
  • Sqft - High To Low

Dewey Beach Real Estate Agent Info

About Dewey Beach

Click to activate
Request Information
By proceeding, you authorize Dream Home Network Inc., its service providers (including real estate professionals such as Brokers, Listing Agents, Buyers Agents, and local referral partners), its affiliates, and other real estate professionals that may not be associated with Dream Home Network, to contact you using the contact details you provided, via email, phone call, and text (SMS), including using automated dialing technology and prerecorded and artificial voice, for marketing or advertising purposes, including contacting you about your inquiry and other home-related matters. You understand that your consent to the foregoing is not a condition of any purchase. Message and data rates may apply. This consent applies even if you are on a corporate, state or national Do Not Call list. Dream Home Network Inc. may share information about your recent and future site activity with its affiliates and service providers (including real estate professionals such as Brokers, Listing Agents, Buyers Agents, and local referral partners) to help them better understand what you are looking for in a property. To opt-out at any time you can reply "STOP" or contact Dream Home Network Inc. at csv@dreamhomenetwork.com.
Contact Agent
By contacting this agent you agree to these Terms and Conditions.
Share this Ad
Link copied
Video/Virtual Tour
Loading...
SEARCH STATES
Alabama Alaska Arizona Arkansas California Colorado Connecticut Delaware Florida Georgia Hawaii Idaho Illinois Indiana Iowa Kansas Kentucky Louisiana Maine Maryland Massachusetts Michigan Minnesota Mississippi Missouri Montana Nebraska Nevada New Hampshire New Jersey New Mexico New York North Carolina North Dakota Ohio Oklahoma Oregon Pennsylvania Rhode Island South Carolina South Dakota Tennessee Texas Utah Vermont Virginia Washington West Virginia Wisconsin Wyoming
SERVICES
Buy Buy Advertise
COMPANY
Testimonials About Us Office Locations
SUPPORT
Help Contact Us
ADDITIONAL MARKETS
LakeHouse.com MountainHomes.com BeachHouse.com GolfHomes.com
SUBSCRIBE
Receive notifications for new listings
Subscribe
Facebook YouTube

Dream Home Network Inc.

is committed to ensuring digital accessibility and property listings for individuals with disabilities. All information provided is deemed reliable but is not guaranteed and should be independently verified. We are continuously working to improve the accessibility of our web experience for everyone, and we welcome feedback and accommodation requests. If you wish to report an issue or seek an accommodation, please let us know.

Dream Home Network Inc. Sells leads to DHN Realty Inc. who holds real estate brokerage licenses in Alabama. Listing agents will be sent notification copy of leads on their listings where Dream Home Network Inc. is provided listings via our Feed Provider as required.

© 1997 - 2026 Wheelchair-accessible Housing & Universal Design Homes at Barrier Free Home
Part of Dream Home Network, Inc.
Last updated on 2026.07.24
Terms & Policy