Stunning ocean views, beautifully appointed interiors, and inviting outdoor spaces define this exceptional custom home in Rehoboth by the Sea. Built in 2017 and located just steps from the ocean, this meticulously maintained residence blends detailed craftsmanship with the relaxed elegance of coastal living. A welcoming foyer introduces custom moldings, thoughtfully designed built-ins, and a soft coastal color palette carried throughout the home. The entry level features a casual recreation room, a guest bedroom with a private en-suite bath, and a laundry room complete with a dog-washing station. An elevator serves all three levels, adding everyday convenience and a spacious two-car garage—a distinctive offering at the beach—provides ample room for your beach vehicle, beach toys and essentials. The striking staircase framed by a wall of windows leads to the main living level, where hardwood floors, high ceilings, designer lighting, classic fireplace, and abundant natural light complement beautiful ocean views. The open living space flows effortlessly into a gourmet kitchen featuring Wolf and Sub-Zero appliances, extensive cabinetry, and an oversized island topped with elegant quartz countertops. An adjoining formal dining area provides a welcoming setting for gatherings, while a spacious library with a wall of built-in cabinetry offers a refined retreat or home office with relaxing ocean views and privacy. The third level includes two spacious guest bedrooms, each with a private en-suite bath, along with an additional laundry closet. The impressive primary suite features ocean views, vaulted ceilings, hardwood floors, a generous walk-in closet, and a spa-inspired bath with dual sinks and a distinctively tiled walk-in shower. A private sitting room is ideal when hosting a house full of guests, creating the perfect escape! This room also adds flexible space that can easily be transitioned to a 5th bedroom with ocean views. Outdoor living at 14 Chicago is equally compelling, with open-air sun decks, an airy covered front porch overlooking the ocean, and a spacious screened porch featuring vinyl window panels for extended seasonal enjoyment. A private rear yard adds another inviting setting for outdoor relaxation and gatherings. From morning coffee in the salt air to evenings spent gathering after a day at the beach, these spaces create a natural extension of the home’s interior. Never rented and beautifully cared for, this distinctive property offers an exceptional opportunity to enjoy ocean-block living in Rehoboth by the Sea.
Accepting backups
$5,250,000
14 Chicago St, Dewey Beach, DE 19971
4beds
4,123sqft
Single Family Residence
Built in 2017
5,000 Square Feet Lot
$-- Zestimate®
$1,273/sqft
$-- HOA
What's special
Casual recreation roomClassic fireplaceSoft coastal color paletteThoughtfully designed built-insBeautiful ocean viewsStunning ocean viewsOpen living space
- 4 days
- 370
- 35
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
SHAUN TULL 302-226-6417,
Jack Lingo - Rehoboth (302) 227-3883,
Listing Team: Bryce Lingo & Shaun Tull Team, Co-Listing Team: Bryce Lingo & Shaun Tull Team,Co-Listing Agent: Amanda Ryan 302-227-3883,
Jack Lingo - Rehoboth
Source: Bright MLS,MLS#: DESU2123522
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 6
- Full bathrooms: 4
- 1/2 bathrooms: 2
- Main level bathrooms: 1
Rooms
- Room types: Living Room, Dining Room, Primary Bedroom, Sitting Room, Bedroom 2, Bedroom 3, Kitchen, Family Room, Library, Bedroom 1, Sun/Florida Room, Laundry, Bathroom 1, Bathroom 2, Bathroom 3, Primary Bathroom
Primary bedroom
- Features: Attached Bathroom, Balcony Access, Cathedral/Vaulted Ceiling, Ceiling Fan(s), Flooring - HardWood, Recessed Lighting, Primary Bedroom - Dressing Area, Primary Bedroom - Sitting Area, Walk-In Closet(s), Window Treatments
- Level: Upper
Bedroom 1
- Features: Attached Bathroom, Ceiling Fan(s), Flooring - Luxury Vinyl Plank, Window Treatments, Crown Molding, Recessed Lighting
- Level: Lower
Bedroom 2
- Features: Attached Bathroom, Balcony Access, Cathedral/Vaulted Ceiling, Flooring - HardWood, Recessed Lighting, Window Treatments, Ceiling Fan(s)
- Level: Upper
Bedroom 3
- Features: Attached Bathroom, Balcony Access, Cathedral/Vaulted Ceiling, Flooring - HardWood, Recessed Lighting, Window Treatments, Ceiling Fan(s)
- Level: Upper
Primary bathroom
- Features: Bathroom - Walk-In Shower, Countertop(s) - Solid Surface, Double Sink, Flooring - Heated, Flooring - Ceramic Tile, Recessed Lighting, Window Treatments
- Level: Upper
Bathroom 1
- Features: Countertop(s) - Solid Surface, Flooring - Ceramic Tile, Window Treatments, Bathroom - Walk-In Shower, Crown Molding, Recessed Lighting
- Level: Lower
Bathroom 2
- Features: Countertop(s) - Solid Surface, Flooring - Ceramic Tile, Window Treatments, Bathroom - Walk-In Shower, Crown Molding
- Level: Upper
Bathroom 3
- Features: Countertop(s) - Solid Surface, Flooring - Ceramic Tile, Bathroom - Tub Shower, Crown Molding
- Level: Upper
Dining room
- Features: Attached Bathroom, Dining Area, Flooring - HardWood, Window Treatments
- Level: Main
Family room
- Features: Attached Bathroom, Ceiling Fan(s), Flooring - Luxury Vinyl Plank, Window Treatments
- Level: Lower
Kitchen
- Features: Balcony Access, Countertop(s) - Quartz, Double Sink, Flooring - HardWood, Kitchen Island, Kitchen - Propane Cooking, Window Treatments
- Level: Main
Laundry
- Features: Flooring - Luxury Vinyl Tile
- Level: Lower
Library
- Features: Balcony Access, Built-in Features, Flooring - HardWood, Window Treatments, Crown Molding, Recessed Lighting
- Level: Main
Living room
- Features: Balcony Access, Built-in Features, Fireplace - Gas, Flooring - HardWood, Window Treatments
- Level: Main
Sitting room
- Features: Balcony Access, Cathedral/Vaulted Ceiling, Crown Molding, Flooring - HardWood, Recessed Lighting, Window Treatments
- Level: Upper
Other
- Features: Ceiling Fan(s), Recessed Lighting
- Level: Main
Heating
- Zoned, Forced Air, Propane, Electric
Cooling
- Central Air, Zoned, Electric
Appliances
- Included: Exhaust Fan, Ice Maker, Extra Refrigerator/Freezer, Refrigerator, Dishwasher, Disposal, Dryer, Microwave, Washer, Range Hood, Oven, Water Heater, Tankless Water Heater, Stainless Steel Appliance(s)
- Laundry: Has Laundry, Lower Level, Washer In Unit, Dryer In Unit, Laundry Room
Features
- Ceiling Fan(s), Bathroom - Tub Shower, Bathroom - Walk-In Shower, Built-in Features, Combination Kitchen/Dining, Combination Kitchen/Living, Crown Molding, Curved Staircase, Dining Area, Entry Level Bedroom, Family Room Off Kitchen, Open Floorplan, Kitchen - Gourmet, Kitchen Island, Primary Bath(s), Recessed Lighting, Upgraded Countertops, Walk-In Closet(s), 9'+ Ceilings, Dry Wall, Vaulted Ceiling(s)
- Flooring: Ceramic Tile, Hardwood, Heated, Luxury Vinyl, Wood
- Doors: Insulated, Sliding Glass
- Windows: Screens, Sliding, Window Treatments
- Has basement: No
- Number of fireplaces: 1
- Fireplace features: Screen, Gas/Propane
Interior area
- Total structure area: 4,713
- Total interior livable area: 4,123 sqft
- Finished area above ground: 4,123
- Finished area below ground: 0
Video & virtual tour
Property
Parking
- Total spaces: 6
- Parking features: Garage Door Opener, Inside Entrance, Garage Faces Front, Oversized, Concrete, Attached, Driveway
- Attached garage spaces: 2
- Uncovered spaces: 4
- Details: Garage Sqft: 590
Accessibility
- Accessibility features: Accessible Elevator Installed
Features
- Levels: Three
- Stories: 3
- Exterior features: Extensive Hardscape, Lighting, Rain Gutters, Underground Lawn Sprinkler
- Pool features: None
- Fencing: Partial
- Has view: Yes
- View description: Ocean
- Has water view: Yes
- Water view: Ocean
- Waterfront features: Oceanblock, Ocean
- Body of water: Atlantic Ocean
- Frontage type: Road Frontage
- Frontage length: Road Frontage: 50
Lot
- Size: 5,000 Square Feet
- Dimensions: 50 x 100
- Features: Cleared, Landscaped, Front Yard, Interior Lot, No Thru Street, Premium, Rear Yard
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 33420.14160.00
- Zoning: TOWN
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Coastal
- Property subtype: Single Family Residence
Materials
- HardiPlank Type, Spray Foam Insulation, Stick Built, Mixed
- Foundation: Slab
- Roof: Architectural Shingle,Metal
Condition
- Excellent
- New construction: No
- Year built: 2017
Details
- Builder name: Garrison Homes
Utilities & green energy
- Electric: Circuit Breakers
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Available, Multiple Phone Lines, Phone Available, Propane, Fixed Wireless, Cable
Community & HOA
Community
- Security: Carbon Monoxide Detector(s), Smoke Detector(s), Security System
- Subdivision: Rehoboth By The Sea
HOA
- Has HOA: No
- Amenities included: None
- Services included: None
Location
- Region: Dewey Beach
Financial & listing details
- Price per square foot: $1,273/sqft
- Tax assessed value: $1,990,800
- Annual tax amount: $4,409
- Date on market: 11/10/2026
- Listing agreement: Exclusive Right To Sell
- Listing terms: Cash,Conventional
- Exclusions: Furniture, Artwork, Lamps And Decorative Decor. Some Furnishings May Be Negotiable. Mirror In 2nd Level Powder Room Will Be Excluded.
- Ownership: Fee Simple
- Road surface type: Black Top
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 11/10/2026 | Listed for sale | $5,250,000+57%$1,273/sqft |
Source:  Bright MLS #DESU2123522 Report a problem | ||
| 12/12/2019 | Listing removed | $3,345,000$811/sqft |
Source: Ocean Atlantic Sotheby's International Realty #DESU142644 Report a problem | ||
| 9/6/2019 | Price change | $3,345,000-4.3%$811/sqft |
Source: Ocean Atlantic Sotheby's International Realty #DESU142644 Report a problem | ||
| 6/21/2019 | Listed for sale | $3,495,000$848/sqft |
Source: OCEAN ATLANTIC SOTHEBY'S INTL REALTY #DESU142644 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $4,523 +21.6% | $995,400 +1342.6% |
| 2024 | $3,719 +0.1% | $69,000 |
| 2023 | $3,717 +3.3% | $69,000 |
| 2022 | $3,598 +0.8% | $69,000 |
| 2021 | $3,568 +10.1% | $69,000 |
| 2020 | $3,239 -0.1% | $69,000 |
| 2019 | $3,244 -8.4% | $69,000 |
| 2018 | $3,540 +22% | $69,000 |
| 2017 | $2,902 +214.6% | $69,000 +210.8% |
| 2016 | $922 +4.5% | $22,200 |
| 2015 | $883 +0.7% | $22,200 |
| 2014 | $877 +2.8% | $22,200 |
| 2013 | $853 -8.4% | $22,200 |
| 2012 | $931 +9.8% | $22,200 |
| 2011 | $848 | $22,200 |
| 2010 | $848 -2.6% | $22,200 |
| 2009 | $870 | $22,200 |
| 2008 | -- | -- |
| 2007 | -- | -- |
| 2006 | -- | -- |
| 2005 | -- | -- |
| 2004 | -- | -- |
| 2003 | -- | -- |
| 2002 | -- | -- |
| 2001 | -- | -- |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: 19971
Nearby schools
Schools provided by the listing agent
- Elementary: Rehoboth
- Middle: Beacon
- High: Cape Henlopen
- District: Cape Henlopen
Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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