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For sale
  • $24,499,000

    121 Flyway Dr, Kiawah Island, SC 29455

    6beds
    11,911sqft
    : 
    $145,034/mo
    Get pre-qualified
    Single Family Residence
    Built in 2017
    -- sqft lot
    $21,629,200 Zestimate®
    $2,057/sqft
    $-- HOA

    What's special

    Private boardwalkDedicated drying nookAmple cabinetryWalk-in closetWalk-in shower
    Welcome to 121 Flyway Drive, a one of a kind oceanfront estate spanning 11,911 square feet and showcases 115 feet of immaculate beach frontage, a private boardwalk, covered and open-air infinity pool with built-in spa, second-story summer kitchen and outdoor dining room facing out to the Atlantic, three-story coach house with two-car guest garage, and a side-entry garage fitting 10+ cars beneath the main house. The three-bedroom coach house with its ground-level breezeway sits first on the property, providing extra privacy for the main house. The exceptionally large seaside homesite of 1.128 acres includes plentiful outdoor living areas, including an upper-level balcony overlooking the Atlantic, covered and open pool deck, rear lawn with putting green and life-size chess set flanked by an infinity pool waterfall and sea dunes, and a Japanese dry garden with meticulously swirling gravel, streams of dark river rock, and sculptural stones. The front porch is a work of art with art deco elements and metal bubble-drift balustrades. The outdoor kitchen features two walls of custom cabinetry, a Wolf® grill with hood exhaust and Wolf® side burners, a Sub-Zero® undercounter outdoor fridge, an icemaker, and a stainless undermount sink. Nothing has been left to chance inside. Every impeccable detail serves a purpose. 12–18-foot ceilings with walls of windows bring the ocean into the living space 365 days a year, while polished stone or wide-plank oak flooring run throughout the main living spaces of the main house. All bedrooms in both the main house and guesthouse include a wall of expansive floor-to-ceiling windows, and all guest baths include sleek white vanities and gorgeously tiled alcove showers with frameless rain glass. First Floor Overview The first floor is thoughtfully designed as a private retreat entertainment space for everyday living, blending comfort, functionality, and wellness-focused spaces. A pivot door provides a dramatic, luxurious entrance to the spacious guest living room of the first level. Currently furnished as a game room with a glass-fronted bar, it enjoys ocean views through a wall of glass opening to the pool deck. It’s flanked by a bedroom suite, office, fitness room, personal salon and spa. Also included on this floor is a pool changing room and a “what-do-you-need” closet as well. Bedroom Suite One • Front east location with private Japanese rock garden views • King bed beneath clerestory windows • Walk-in closet • Windowed bath with floating vanity and large walk-in shower Bedroom Suite Two • Accommodates three with twin beds • Treetop views • Ensuite bath with dual sinks, separate mirrors • Valiryo™ air-column body dryer for a hands-free, hygienic drying experience • Walk-in shower • Kitchenette complete with microwave, refrigerator and custom cabinetry Kitchen & Laundry • Windowed space with stainless side-by-side refrigerator (with dispenser), sink, and microwave • Ample cabinetry • Twin stacked washers and dryers • Dedicated drying nook Private Office One • Ocean views • Wall of white floating shelves • Built-in desk with custom floor-to-ceiling cabinetry • Conversation area with seating for four • Custom auto blinds Fitness Room • Wall of windows with natural, tree-dappled light • Black matte workout flooring • Ballet bar and mirrored wall • Free weights, stationary bicycle, and TRX™ system Personal Salon & Spa • Full-size salon station • Dedicated massage table Pet Salon • Complete with pet shower and bathing area with doors that go to the garage or outside Second Floor Overview The second level serves as the heart of the home—an expansive, light-filled living environment with 18-foot ceilings in the living room and music/gallery areas, dining room, two kitchens, a private office and a private primary suite, all oriented to capture sweeping 120° views of the Atlantic. Living Room • Walls of glass framing ocean views • Eighteen-foot ceilings with high-gloss stone flooring • Ten-foot linear fireplace set within a dry-stacked ledgestone feature wall with television • Generous central seating area for large gatherings • Glass entrance to a large outdoor patio overlooking the pool and views of the ocean • Security camera presence throughout Gallery & Music Room • Open gallery space with exceptional acoustics—ideal for art display or performances • Can be enclosed with large pocket doors • Adjacent music room with wall of windows • Space designed to accommodate two baby grand pianos • Flexible space that could be an art gallery, third office or music area Dining Room • Southwest placement with floor-to-ceiling glass on three sides • Direct access to glass-railed balcony overlooking the Atlantic • Linear raindrop crystal chandelier • Glass-enclosed wine alcove showcasing included collection Gourmet Kitchen • Sleek, high-gloss white cabinetry and countertops • Large center island with prep sink, Miele® dishwasher, and six-burner gas cooktop • Breakfast banquette seating • Appliance wall with Miele® dual ovens, microwave, and speed ovens, plus primary sink • Paneled Thermador® side-by-side refrigerators and Thermador freezer and concealed coffee nook Scullery Kitchen • Oversized prep space with center island and breakfast bar • Undercounter microwave and stainless sink • Viking® professional appliances including refrigerator, dishwasher, and six-burner dual-oven range with griddle and pot filler Second Private Office • Windowed workspace with custom white cabinetry • Built-in desk and seating nook with reading lamps • Bar sink • Concealed stacked washer and dryer Premier Primary Suite (Private Wing) • Entirely separate wing for privacy • Bedroom with wall of windows overlooking the ocean • Floor-to-ceiling glass opening to the balcony Contemporary Bath: Dressing Room One: o Clerestory-lit bath with floating vanity, sculptural fixtures, and walk-in shower o Valiryo body drying system o Dressing room with chandelier, custom built-ins, center island, and safe o Makeup station, concealed jewelry storage, cedar-lined closet o Private stacked washer and dryer Contemporary Bath Two • Dressing room with center island and full-height shelving • Bath with floating vanity, mirrored cabinetry towers • Steam shower with rain showerhead and auto toilet • Statement chandelier Additional Features • Private stair entrance with tray ceiling, cove lighting, and pendant chandelier • Powder room with reflective wall finishes, carved stone vessel sink, and ceiling-mounted faucet • Command4 ® whole house audio and lighting system Coach House The coach house is entered via a locked door in the breezeway opening to a lighted-tread staircase. Another two-car garage provides convenience. On the main level is a living room easily seating eight in cushioned comfort and natural light from walls of floor-to-ceiling windows to opposite sides. The space’s kitchenette includes a wall of clean-lined white cabinetry, stainless sink, Miele® built-in coffee system and wall oven, paneled dishwasher, and paneled full-size bottom-freezer refrigerator. A stacked washer and dryer are concealed behind cabinetry. The living room is flanked by two-bedroom suites, each with light streaming in from two directions: a wall of windows in the bedroom and another in a chandeliered bath. The first suite contains an upholstered king bed; the second includes three twin beds with shared nightstands and headboard wall. The spacious primary suite lies upstairs on the third floor. It includes its own mini kitchenette with bar sink and microwave, rows of wide windows on opposite walls, and chandeliered bath with alcove shower. Beyond every thoughtful amenity and polished detail, this residence reveals its true allure in the way it reflects a modern beauty—effortless, confident, and quietly captivating. It is a space that doesn’t merely impress, but resonates, where clean lines meet warm textures and innovation blends seamlessly with comfort. Here, contemporary elegance is not just seen but felt—an understated luxury that invites you to live beautifully, every single day. A Kiawah Island Club Golf Membership is available with the purchase of this property, giving Members access to world-class golf at Cassique and River Course, along with an unmatched collection of amenities including a 9,000-square-foot fitness facility, beach clubs overlooking the ocean, five-star dining experiences, spa, boathouse, Marsh House, and a bed & breakfast located in downtown Charleston. All information deemed reliable but not guaranteed and should be independently verified.
    95 days
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    3,975
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    110
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    Zillow last checked:

    Listed by:

    Tricia Flanagan,

    Kiawah Island Real Estate

    Source: Kiawah Island Real Estate,MLS#: a09TP00000RaBrrYAFMLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 6
      • Bathrooms: 8
      • Full bathrooms: 6
      • 1/2 bathrooms: 2
      Features
      • Has basement: No
      Interior area
      • Total structure area: 11,911
      • Total interior livable area: 11,911 sqft

      Property

      Details
      • Parcel number: 2641600005

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Condition
      • Year built: 2017

      Community & HOA

      Community
      • Subdivision: Osprey Beach
      Location
      • Region: Kiawah Island

      Financial & listing details

      • Price per square foot: $2,057/sqft
      • Tax assessed value: $19,486,100
      • Annual tax amount: $49,525
      • Date on market: 4/21/2026
      • Lease term: Contact For Details

        Estimated market value

        $21,629,200

        $20.33M - $22.93M

        $7,573/mo

        Price history

        DateEventPrice
        4/21/2026Listed for sale$24,499,000+456.8%$2,057/sqft
        Source: Kiawah Island Real Estate #a09TP00000RaBrrYAF Report a problem
        5/16/2012Sold$4,400,000-4.2%$369/sqft
        Source: Public Record Report a problem
        4/12/2012Pending sale$4,595,000$386/sqft
        Source: Kiawah Island Real Estate #4290121002 Report a problem
        11/18/2011Listed for sale$4,595,000+13.5%$386/sqft
        Source: Kiawah Island Real Estate #4290121002 Report a problem
        3/6/2008Sold$4,050,000$340/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$49,525 +8%$596,160 +15.4%
        2024$45,851 +3.8%$516,400
        2023$44,173 -0.5%$516,400
        2022$44,380 -74.3%$516,400 -33.6%
        2021$172,882 +1.4%$777,600
        2020$170,471 $777,600 +8%
        2019$170,471 $720,000 +172.7%
        2017$170,471 +197%$264,000
        2016$57,402 +4.1%$264,000
        2015$55,141 +5.6%$264,000
        2014$52,219 --
        2011$52,219 +26%--
        2010$41,443 -5.2%$216,000 -5.3%
        2009$43,700 -21.3%$228,000 -24%
        2008$55,550 +10.5%$300,000
        2006$50,290 +0.1%$300,000
        2005$50,220 +37.9%$300,000 +78.6%
        2004$36,430 +11.5%$168,000
        2003$32,665 +4.6%$168,000
        2002$31,237 +228.2%$168,000 +300%
        2000$9,519 $42,000
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

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        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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        Climate risks

        Neighborhood: 29455

        Getting around

        0 / 100
        Car-Dependent
        25 / 100
        Somewhat Bikeable

        Nearby schools

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