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Sold for $4,935,000
  • $4,935,000

    16 Chicago St, Dewey Beach, DE 19971

    5beds
    4,500sqft
    Single Family Residence
    Built in 2000
    5,000 Square Feet Lot
    $4,946,000 Zestimate®
    $1,097/sqft
    $-- Estimated rent

    Home value

    $4,946,000

    $4.70M - $5.19M

    Not available

    Zestimate® history
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    What's special

    Outdoor showerPrivate fenced backyardNew roofRefreshing sea breezesElevator accessSweeping atlantic ocean viewsCentral vacuum
    Coastal Luxury with Ocean Views & Breezes! Experience the perfect blend of luxury, comfort, and coastal charm in this stunning, professionally renovated beach retreat. Designed for effortless indoor-outdoor living, this exceptional home captures sweeping Atlantic Ocean views, refreshing sea breezes, and sophisticated designer finishes throughout. Ideally situated on a fee simple ocean block lot in the sought-after Rehoboth by the Sea community in Dewey Beach, this remarkable residence was completely reimagined in 2020 by renowned architect Tony Beto and custom home builder Dewson. The extensive renovation included a new roof, siding, HVAC systems, decks, and beautifully redesigned interior and exterior living spaces. The welcoming foyer opens to a spacious first level featuring four generously sized bedrooms, including three private ensuite bedrooms. This level also offers a large laundry room complete with a built-in dog washing station, a convenient powder room, elevator access, and two outdoor living areas designed for gathering, relaxing, and enjoying the coastal lifestyle. Upstairs, the open-concept living space is both elegant and inviting. The gourmet kitchen, complete with high-end appliances and an oversized walk-in pantry, flows seamlessly into the dining area and spacious great room. A cozy fireplace anchors the space, while sliding glass doors lead to a covered deck with a pergola and panoramic ocean views—creating the perfect setting for entertaining or simply unwinding by the sea. The luxurious owner's suite is a private sanctuary featuring its own deck, a double-sided fireplace, and a spa-inspired bath with a soaking tub, oversized tiled shower, dual vanities, and a private water closet. The ground level offers a spacious garage with coated floors, abundant storage, an outdoor shower, and a private fenced backyard—ideal for pets, outdoor enjoyment, or quiet relaxation after a day at the beach. Every detail of this home reflects exceptional craftsmanship and thoughtful design. Highlights include cathedral ceilings, hardwood flooring, custom millwork, shiplap accents, wainscoting, designer wallpaper, exquisite tilework, on-demand hot water, central vacuum, an elevator, and premium finishes throughout. Professionally furnished and offered move-in ready, this extraordinary coastal home is equally suited as a full-time residence, luxurious vacation retreat, or exceptional investment property with strong rental potential. Schedule your private showing or take the video tour to experience this extraordinary ocean-block retreat for yourself.

    Zillow last checked:

    Listing updated:

    Listed by:

    Kim Hamer 302-745-9914,

    Monument Sotheby's International Realty

    Bought with:

    JOSEPH LINGO, RS-0016460

    Patterson-Schwartz-Rehoboth

    Source: Bright MLS,MLS#: DESU2116884MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 5
    • Bathrooms: 6
    • Full bathrooms: 4
    • 1/2 bathrooms: 2
    • Main level bathrooms: 4
    • Main level bedrooms: 4
    Rooms
    • Room types: Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Kitchen, Foyer, Great Room, Laundry, Storage Room, Bathroom 2, Bathroom 3, Primary Bathroom, Full Bath, Half Bath
    Primary bedroom
    • Features: Balcony Access, Cathedral/Vaulted Ceiling, Ceiling Fan(s), Fireplace - Gas, Primary Bedroom - Sitting Area, Walk-In Closet(s), Window Treatments
    • Level: Upper
    Bedroom 2
    • Level: Main
    Bedroom 3
    • Level: Main
    Bedroom 4
    • Level: Main
    Bedroom 5
    • Level: Main
    Primary bathroom
    • Features: Soaking Tub, Bathroom - Walk-In Shower, Countertop(s) - Quartz, Fireplace - Gas
    • Level: Upper
    Bathroom 2
    • Level: Main
    Bathroom 3
    • Level: Main
    Dining room
    • Features: Cathedral/Vaulted Ceiling, Flooring - HardWood
    • Level: Upper
    Foyer
    • Level: Lower
    Foyer
    • Level: Main
    Other
    • Level: Main
    Great room
    • Features: Balcony Access, Cathedral/Vaulted Ceiling, Fireplace - Gas, Flooring - HardWood
    • Level: Upper
    Half bath
    • Level: Main
    Half bath
    • Level: Upper
    Kitchen
    • Features: Countertop(s) - Quartz, Kitchen - Propane Cooking, Pantry
    • Level: Upper
    Laundry
    • Level: Main
    Storage room
    • Level: Lower
    Heating
    • Forced Air, Heat Pump, Propane
    Cooling
    • Central Air, Zoned, Electric
    Appliances
    • Included: Dishwasher, Disposal, Dryer, Microwave, Oven/Range - Gas, Range Hood, Refrigerator, Washer, Water Heater
    • Laundry: Main Level, Laundry Room
    Features
    • Pantry, Ceiling Fan(s), Elevator, Vaulted Ceiling(s)
    • Flooring: Carpet, Hardwood, Tile/Brick
    • Windows: Window Treatments
    • Has basement: No
    • Number of fireplaces: 2
    • Fireplace features: Gas/Propane
    Interior area
    • Total structure area: 5,500
    • Total interior livable area: 4,500 sqft
    • Finished area above ground: 4,500

    Property

    Parking
    • Total spaces: 6
    • Parking features: Garage Door Opener, Crushed Stone, Off Street, Driveway, Attached
    • Attached garage spaces: 2
    • Uncovered spaces: 4
    Accessibility
    • Accessibility features: Accessible Elevator Installed
    Features
    • Levels: Three
    • Stories: 3
    • Patio & porch: Deck
    • Exterior features: Lawn Sprinkler, Outdoor Shower, Balcony
    • Pool features: None
    • Has view: Yes
    • View description: Ocean
    • Has water view: Yes
    • Water view: Ocean
    • Waterfront features: Oceanblock
    Lot
    • Size: 5,000 Square Feet
    • Dimensions: 50 x 100
    • Features: Landscaped
    Details
    • Additional structures: Above Grade
    • Parcel number: 33420.14161.00
    • Zoning: RESIDENTIAL
    • Special conditions: Standard

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Coastal
    • Property subtype: Single Family Residence
    Materials
    • Stick Built
    • Foundation: Pilings
    • Roof: Architectural Shingle
    Condition
    • Excellent
    • New construction: No
    • Year built: 2000
    • Major remodel year: 2020
    Details
    • Builder name: Dewson

    Utilities & green energy

    • Sewer: Public Sewer
    • Water: Public

    Community & HOA

    Community
    • Security: Monitored, Security System
    • Subdivision: Rehoboth By The Sea
    HOA
    • Has HOA: No
    Location
    • Region: Dewey Beach

    Financial & listing details

    • Price per square foot: $1,097/sqft
    • Tax assessed value: $2,287,900
    • Annual tax amount: $5,068
    • Date on market: 7/24/2026
    • Listing agreement: Exclusive Right To Sell
    • Listing terms: Cash,Conventional
    • Inclusions: Furniture, Televisions, Bedding
    • Exclusions: Artwork, Decor, Dishes, Glassware, Utensils, Personal Items, Bikes, Beach Chairs.
    • Ownership: Fee Simple

    Price history

    DateEventPrice
    9/10/2026Sold$4,935,000-6%$1,097/sqft
    Source: Bright MLS #DESU2116884 Report a problem
    8/7/2026Contingent$5,250,000$1,167/sqft
    Source: Bright MLS #DESU2116884 Report a problem
    7/24/2026Listed for sale$5,250,000+99.7%$1,167/sqft
    Source: Bright MLS #DESU2116884 Report a problem
    2/7/2017Listing removed$2,629,000$584/sqft
    Source: MANN & SONS INC #714358 Report a problem
    10/6/2016Listed for sale$2,629,000+511.4%$584/sqft
    Source: MANN & SONS INC #714358 Report a problem
    2/28/2007Sold$430,000$96/sqft
    Source: Agent Provided Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$5,151 +59.9%$1,143,950 +1842.2%
    2024$3,222 +0.1%$58,900
    2023$3,219 +3.2%$58,900
    2022$3,118 +0.8%$58,900
    2021$3,092 +0.3%$58,900
    2020$3,083 $58,900
    2019$3,083 +0.6%$58,900
    2018$3,065 +18.5%$58,900
    2017$2,587 +8.3%$58,900
    2016$2,388 +4.6%$58,900
    2015$2,284 +0.7%$58,900
    2014$2,267 +2.9%$58,900
    2013$2,204 -3.2%$58,900
    2012$2,278 +11%$58,900
    2011$2,051 $58,900
    2010$2,051 -2.8%$58,900
    2009$2,110 $58,900
    2008-- --
    2007-- --
    2006-- --
    2005-- --
    2004-- --
    2003-- --
    2002-- --
    2001-- --
    Find assessor info on the county website

    Neighborhood: 19971

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • 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.

    Sell for more on Zillow
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    $4,946,000
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    With Zillow Showcase(estimated)
    $5,044,920
    Sell for more on Zillow
    Get a Zillow Showcase℠ listing at no additional cost and you could sell for .
    $4,946,000
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    +$98,920
    With Zillow Showcase(estimated)
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