$14,900,000
344 Bayley Road
Charleston, SC 29492
MLS# 26015048
5 beds  |  6 baths  |  6239 sqft


344 Bayley Rd
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Property Description
A rare convergence of unparalleled design, coveted location, and effortless luxury. From the moment of arrival, the architecture and design almost seem to announce itself. Inspired by earthy hues, dramatic contrast, and timeless warmth, this home is equal parts showstopper and sanctuary. As you arrive, a stunning grand oak canopies the floating walkway and staircase that lead to a dramatic herringbone tile landing, and soaring panels of steel and glass with a ten-foot pivot door. Step inside to a continuation of the dramatic entry where the axial sightline carries the eye straight through the home to the shimmering waters of Ralston Creek, a breathtaking first impression, entirely by design.

Details
Maps
Contract Info
Primary Structure List Price/SqFt: 2388.2
Sub-Type: Single Family Detached
MLS List Date: 2026-05-24
Status: Active
List Price: $14,900,000
Current Price: $14,900,000
Location, Tax & Legal
Subsection: Captains Island
Legal Description: Lot Ff-B 10Di Parcel Ff
Tax Map #: 2760202037
Street #: 344
Street Name: Bayley
Street Suffix: Road
County: Berkeley
State: SC
Zip Code: 29492
Area: 77 - Daniel Island
Tax District: 11 - City of Charleston
Subdivision: Daniel Island Park
Elementary School: Daniel Island
Middle School: Philip Simmons
High School: Philip Simmons
Directions: Island Park Drive to Rhoden Island Dr., to left onto Captains Island Dr., to left on Bayley. Home is on left.
General Property Info
Primary Bedroom – Main Level: Yes
Stories: 2
HOA Fee: Yes
HOA Frequency: Annually
HOA $: 1074
Ownership: Fee Simple
Potential Short Sale: No
Other Structures Y/N: No
Bedrooms: 5
Baths - Full: 5
Baths - Half: 2
Baths - Total: 6
Primary Structure Apx SqFt: 6239
Year Built: 2023
Acreage: 0.55
Tax/Fees
Special Assessment: No
Taxes: 29129.29
Regime Fee: No
SqFt Source
Hired Measurement: 1
Roof
Metal: 1
Lot Description
.5 - 1 Acre: 1
Cul-De-Sac: 1
Marshfront: 1
Marshview: 1
Waterfront - Deep: 1
Misc Exterior
Balcony: 1
Boatlift: 1
Deck: 1
Dock - Existing: 1
Dock - Floating: 1
Elevator Shaft: 1
Fence - Partial: 1
Gazebo: 1
Lawn Irrigation: 1
Outdoor Shower: 1
Patio: 1
Pool - Elevated: 1
Pool - In Ground: 1
Porch - Front Porch: 1
Porch - Rear: 1
Porch - Screened: 1
Rain Gutters: 1
Sauna: 1
Special Yard Lights: 1
Workshop: 1
Exterior
Cement Plank: 1
Stucco: 1
SF Detached Style
Contemporary: 1
Traditional: 1
Other: 1
Attic Features
Unfinished: 1
Foundation
Elv. Construction: 1
Garage/Parking
5 Car Garage: 1
Off-Street Parking: 1
Stories/Levels
2 Stories: 1
Equipment/Appliances
Ceiling Fan: 1
Dishwasher: 1
Dryer: 1
Garage Door Opener: 1
Hot Tub/Spa: 1
Microwave: 1
Range Hood: 1
Refrigerator: 1
Stacked Washer/Dryer: 1
Washer: 1
Other: 1
Cooling
Central Air: 1
Heat
Forced Air: 1
Rooms
Bonus: 1
Foyer: 1
Laundry: 1
Living/Dining Combo: 1
Media: 1
Office: 1
Sauna: 1
Amenities
Club Membership Available: 1
Dog Park: 1
Exercise Area: 1
Golf Course: 1
Golf Membership Available: 1
Park: 1
Pickleball Court: 1
Pool: 1
Tennis Court(s): 1
Trash: 1
Walk/Jog Trails: 1
Other: 1
Assumable
No: 1
Primary Bedroom
Downstairs: 1
Garden Tub/Shower: 1
Multiple Closets: 1
Walk-In Closets: 1
Proposed Financing
Cash: 1
Conventional Loan: 1
Misc Interior
Ceilings - 9'+: 1
Elevator: 1
Free-Standing Tub/Shower: 1
Garden Tub/Shower: 1
Kitchen Island: 1
Sauna: 1
Walk-In Closets: 1
Wet Bar: 1
Window Treatments - All: 1
New Owned
Pre-Owned: 1
Floors
Brick: 1
Ceramic Tile: 1
Marble: 1
Stone: 1
Wood: 1
FP Desc/Location
Two: 1
Great Room: 1
Other (Use Remarks): 1
Possession
At Closing: 1
Showing Instructions
Contact Listing Agent: 1
Water/Sewer
Public Sewer: 1
Public Water: 1
Green Features
Tankless Water Heater: 1
Property Features
SqFt Source: Hired Measurement
SF Detached Style: Contemporary; Traditional; Other
Lot Description: .5 - 1 Acre; Cul-De-Sac; Marshfront; Marshview; Waterfront - Deep
Misc Exterior: Balcony; Boatlift; Deck; Dock - Existing; Dock - Floating; Elevator Shaft; Fence - Partial; Gazebo; Lawn Irrigation; Outdoor Shower; Patio; Pool - Elevated; Pool - In Ground; Porch - Front Porch; Porch - Rear; Porch - Screened; Rain Gutters; Sauna; Special Yard Lights; Workshop
Roof: Metal
Exterior: Cement Plank; Stucco
Attic Features: Unfinished
Foundation: Elv. Construction
Misc Interior: Ceilings - 9'+; Elevator; Free-Standing Tub/Shower; Garden Tub/Shower; Kitchen Island; Sauna; Walk-In Closets; Wet Bar; Window Treatments - All
New Owned: Pre-Owned
Rooms: Bonus; Foyer; Laundry; Living/Dining Combo; Media; Office; Sauna
Primary Bedroom: Downstairs; Garden Tub/Shower; Multiple Closets; Walk-In Closets
Cooling: Central Air
Floors: Brick; Ceramic Tile; Marble; Stone; Stone; Wood
Heat: Forced Air
Possession: At Closing
Showing Instructions: Contact Listing Agent
Amenities: Club Membership Available; Dog Park; Exercise Area; Golf Course; Golf Membership Available; Park; Pickleball Court; Pool; Tennis Court(s); Trash; Walk/Jog Trails; Other
Proposed Financing: Cash; Conventional Loan
Assumable: No
Green Features: Tankless Water Heater
Supplements
Wide-plank white oak hardwood floors anchor the principal living spaces, giving way to the dramatic and expansive great room and dining room space. The expansive wall of sliding glass truly blurs the boundary between interior and exterior. No detail was left to chance and no surface went unconsidered. This space features a custom mitered marble entry, custom lighting fixtures, arched detail doors, a statement stone fireplace, and custom shelving with backlit niches. The kitchen is a true architectural centerpiece. Its entry is defined by a bespoke steel and glass partition. Dramatic stone is used both on the island and the statement range hood. The meticulous custom cabinetry, brick focal wall, professional grade appliances and the endless detail accents, are orchestrated with seamless intention. Twin arches lead to the scullery appointed with a secondary cooking suite, an instant hot water tap, Elkay bottle filler, a private desk area, and abundant storage space with a rolling library ladder to ensure every inch is easily accessible. The Owner's private primary wing is accessed through a dramatic corridor. Trim artisans painstakingly hand created this custom fluted wood entry that is highlighted by a tiled barrel ceiling and marble pendant lights; it's an architectural moment unto itself. The bedroom's warmth, striking ceiling, and private water view deck, make this sanctuary truly sublime. The Owner's bath is a work of art that is defined by its travertine and marble floor and its floor-to-ceiling tile walls with dual arched shower entry that features an exquisite private water view. The freestanding soaking tub, custom vanities, soaring ceilings, and his-and-her luxury closets, all work harmoniously with this space. Her custom closet is a true boutique unto itself, complete with a private Clearlight infrared sauna. The home office was designed as a private, well curated space with rich organic texture. The blend of sunlit sanctum and atmospheric dark pallet is superb. A jaw dropping hallway meets a light-filled tower of glass, together, an architectural sculpture in themselves. The staircase features open white oak treads cantilevered from a black steel spine and glass panel railings -- all rising through a soaring tower of floor-to-ceiling windows framed by wood and steel that floods the space with natural light. The sun-drenched hallway illuminates an artisanal wall-covering that adds a stunning tactile depth. It leads to the expansive and vaulted media room complete with custom designed sleeping loft space, private nooks, and fabulous spaces to unwind. Upstairs, a reading nook and 4 additional bedrooms and 3 baths are all designed to have their own unique style. Outside, the home delivers a resort-caliber experience at every elevation. The expansive wall of glass (spanning widths unheard-of in Charleston) opens to a sprawling deck with a stone coped infinity-edged pool, hot tub, and flanking pool fire bowls that frame your view to the water, marsh, and spectacular sunsets. The screened porch enjoys all-year opportunity with built-in infrared heaters, ceiling fans, dramatic fireplace, and built-in grill station. A folding pass-through window from kitchen erases the barrier between the kitchen and the screened porch. Separately, a retractable screen also opens to the pool and additional high-top seating. A custom sunken fire lounge is perfectly integrated and invites you to linger long after the sun goes down. A few steps down, arrive at your private deep-water dock on Ralston Creek. The expansive waterfront setup features a covered creekside gazebo, dual drive-on personal watercraft launch ramps, and a state-of-the-art floating dry dock system designed to meticulously preserve your yacht's hull while keeping pristine, panoramic water views unobstructed. An adjacent outdoor shower, putting green, and seating area open into a finished lower-level space with bath. This bonus living space serves as a full-scale entertainment and recreation suite. This raised elevation garage is vast and has 4 dedicated oversized custom bays for luxury automobiles. This three-year labor of artistry and pure intention stands as the pinnacle of livable luxury. This home's architecture bears the signature of principal architect Phil Clarke of Clarke Design Group, was constructed by 18x Prism Award recipient, Novella Homes, and every detail brought to life through the exceptional interior brilliance of JLV Creative's Jessie Vickers. This extraordinary residence has been recognized by Architectural Digest online and is currently gracing the cover of Charleston Style & Design magazine -- fitting tributes to a home that defies category. Conceived without compromise, executed without equal. Spanning an impressive 7,988 square feet, the home features 6,239 square feet of refined main-level living, complemented by 1,749 square feet of finished lower-level recreation space. This home's extensive portfolio of custom features must be experienced firsthand. Captain's Island is an exclusive enclave nestled on the Park Side of Daniel Island, one of the Lowcountry's most coveted communities -- a master-planned island that seamlessly blends the charm of a small town with the sophistication of a world-class destination. Enveloped by vast waterways and just minutes from the storied beauty, exceptional dining, and cultural richness of Charleston, South Carolina. Park Side residents enjoy access to the prestigious Daniel Island Club, offering two championship golf courses, world-class tennis and pickleball facilities, and exclusive private dining that elevates everyday living. For membership details, we invite you to connect with the Daniel Island Club directly. Welcome Home All information is provided to the best of the listing agent's knowledge and is deemed reliable but not guaranteed. Square footage, school districts, and all material details should be independently verified by the Buyer and Buyer's Agent prior to closing.

IDX
Listing Office: Carolina One Real Estate

Last Updated: May - 25 - 2026

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