344 Bayley Road, Charleston, SC, 29492

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$14,900,000
New Listing

344 Bayley Road
Charleston, SC 29492

For Sale|Single Family Residence|Active
5
Beds
7
Total Baths
5
Full Baths
2
Partial Baths
6,239
SqFt
$2,388
/SqFt
2023
Built
Subdivision:
Daniel Island Park
County:
Berkeley
Listing courtesy of Carolina One Real Estate
344 Bayley Road344 Bayley Road344 Bayley Road344 Bayley Road
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Monthly Payment (Est.)

$67,980
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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.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.

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Listing Snapshot
Price 
$14,900,000
Days On Site 
0 Days
Bedrooms 
5
Inside Area (SqFt) 
6,239 sqft
Total Baths 
7
Full Baths 
5
Partial Baths 
2
Lot Size 
0.55 Acres
Year Built 
2023
MLS® Number 
26015048
Status 
Active
Property Tax 
$29,129.29
HOA/Condo/Coop Fees 
$89.5 monthly
Sq Ft Source 
N/A
Friends & Family
Recent Activity
6 hours agoListing updated with changes from the MLS®
24 hours agoListing first seen on site
General Features
Acres 
0.55
Foundation 
Raised
Garage 
Yes
Garage Spaces 
5
Levels 
Two
Parking 
Off StreetGarage Door Opener
Parking Spaces 
5
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
SqFt Total 
6239
Style 
ContemporaryTraditional
Water Source 
Public
Interior Features
Appliances 
WasherDryerDishwasherMicrowaveOtherRange HoodRefrigeratorWasher/Dryer StackedTankless Water Heater
Cooling 
Ceiling Fan(s)Central Air
Fireplace 
Yes
Fireplace Features 
Great RoomOther
Fireplaces 
2
Flooring 
BrickCeramic TileMarbleStoneWood
Heating 
Forced Air
Interior 
Walk-In Closet(s)High CeilingsElevatorKitchen IslandWet BarCeiling Fan(s)Entrance FoyerSauna
Laundry Features 
Laundry Room
Spa 
Yes
Window Features 
Window CoveringsWindow Treatments
Master Bedroom 
Level - Lower
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Exterior Features
Construction Details 
Cement SidingStucco
Exterior 
BalconyRain GuttersLightingDock
Fencing 
Partial
Lot Features 
Cul-De-SacWaterfront
Other Structures 
GazeboWorkshop
Patio And Porch 
DeckPatioFront PorchScreened
Pool Features 
Outdoor PoolIn GroundPrivate
Private Pool 
Yes
Roof 
Metal
Spa 
Yes
Waterfront 
Yes
Waterfront Features 
Waterfront
Windows/Doors 
Window CoveringsWindow Treatments
Community Features
Association Dues 
1074
Community Features 
Fitness CenterOtherParkPoolTennis Court(s)
Financing Terms Available 
CashConventional
HOA Fee Frequency 
Annually
MLS Area 
77 - Daniel Island
Schools
School District
Unknown
Elementary School
Daniel Island
Middle School
Philip Simmons
High School
Philip Simmons
Listing courtesy of Carolina One Real Estate



Listing information is provided by Participants of the CHS Regional MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Copyright 2026, CHS Regional MLS.
Last checked: 2026-05-25 05:52 PM UTC

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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