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.
Captains Island, located between the Ashley River and the Cooper River, is a residential and waterfront Charleston neighborhood with marsh-edge views and private dock streets. Character concentrates around the island’s main entry drive and community dock, where golf carts, kayaks, and porch conversations set the tempo. Low-slung coastal homes and elevated builds line quiet lanes shaped by tidal creeks and live oaks. The setting reads more like a retreat than a grid, with water as the primary landmark. Nearby, the Charleston City Market, Dock Street Theatre, and The Battery act as cultural touchstones for an evening out. Daily rhythms track sunrise paddles and breezy walks along the shoreline.
Provided by Walk Score and Local Logic
Offer insights
344 Bayley Rd · $14,900,000
$14.7M and above
75% chance or better to win
Why $14.7M+ is a strong offer
DAYS ON MARKET
100 days
The average home goes pending in 66 days.
SALE-TO-LIST
99.1%
Most homes are selling 1% below list price.
About offer insights
Property details
Interior
Exterior
Finance
Kitchen
Bathroom
Bedroom
Living
Interior features
High ceilings
Elevator
Garden tub/shower
Kitchen island
Walk-in closets
Wet bar
Ceiling fans
Bonus room
Entrance foyer
Living/dining combo
Media room
Office
Sauna
Bedrooms
5 bedrooms
Primary suite on lower level with garden tub/shower and multiple closets
Bathrooms
7 bathrooms (6.0 total count provided)
Kitchen
Dishwasher
Microwave
Range hood
Refrigerator
Kitchen island
Laundry & utility
Laundry room
Washer
Dryer
Washer/dryer stacked
Tankless water heater
Flooring
Brick
Ceramic tile
Marble
Stone
Wood
Heating & cooling
Central air
Forced air heating
Exterior features
Balcony
Boatlift
Existing dock
Floating dock
Elevator shaft
Lawn irrigation
Rain gutters
Sauna
Exterior lighting
Gazebo
Workshop
Irrigation equipment
Home design
Single family detached residence
Two levels
Fee simple ownership
Located in a cul-de-sac
Approximately 0.5–1 acre lot
Marshfront and deep-water waterfront
Parking
5-car garage
Off-street parking
Garage door opener
No carport spaces
Construction
Metal roof
Utilities
Public sewer
HOA & community
Annual association fee
Club membership available
Dog park
Fitness center
Golf course and golf membership available
Park
Community pool
Tennis courts
Trash service
Walk/jog trails
Electricity and solar
View estimated energy costs and solar savings for this home
344 Bayley Road is a deepwater homesite within Captain's Island, an exclusive new water-oriented neighborhood on Daniel Island. The property is located on Ralston Creek, which allows for the option of a private dock. The homesite boasts scenic creek and marsh views, as well glimpses back to the Ralston Creek golf course in the distance.Residents here will enjoy exclusive amenities on Captain's Island that include parks and trails, the Bell House screen porch and kayak dock on Ralston Creek, all solely for Captain's Island owners. The River Porch, a new amenity on the Wando River, is a spot where residents will be able to gather, relax and immerse themselves in the Lowcountry lifestyle. 344 Bayley Road includes a Daniel Island Club Social membership with the option to upgrade to a Sports or Golf membership. This homesite has a build requirement and may be subject to additional cap fees and other specific assessments, in addition to the standard annual HOA dues.
Year
Property tax
Land + Additions
Assessment*
2025
$29,129 (−2.9%)
$1,517,310 + $3,141,400
$4,658,710
2024
$29,984 (+17.7%)
$1,517,310 + $3,141,400
$4,658,710
2023
$25,467 (−3.4%)
$1,517,310 + $3,141,400
$4,658,710
2022
$26,375 (−0.3%)
$1,319,400
2021
$26,460
$1,319,400
Public record
Public record
Permits
Beds
—
Baths
—
Stories
—
Lot width
—
Lot depth
—
Lot size
0.55 Acres
Year renovated
—
Finished Sq. Ft.
6,090
Unfinished Sq. Ft.
—
Total Sq. Ft.
6,090
Year built
2023
Style
Single Family Residential
County
Berkeley County
APN
276-02-02-037
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jun 29, 2026.
Apr 3, 2024 • Final
Electrical - single family/duplex dwelling - sub
Install all electrical bonding and wiring associated with the construction of a new pool.
Electrical
Pool and hot tub
Aug 9, 2023 • Final
Engineering permit (row) - private
Install a driveway connection, a public sidewalk, and a private walkway connecting to the right of way.
Grading
Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.
Climate risks
6/10 Flood Factor
Estimated 71-79% chance of a flood reaching the building in the next 30 years
3/10 Fire Factor
0.31% chance of being in a wildfire in next 30 years
10/10 Heat Factor
7 days above 105° expected this year, 18 days in 30 years
9/10 Wind Factor
99% chance of strong winds in next 30 years
3/10 Air Factor
3 unhealthy days expected this year, 3 days in 30 years
Provided by First Street
Historical weather
Daniel Island, SC • 29492
Average low and high temperatures (°F)
57
36
64
43
74
51
79
59
83
66
90
73
92
77
88
74
84
69
77
58
72
52
61
42
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
97/ 100
Exceptional sunlight
Sunscore
There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
9.2 hrs
5.9 hrs
JuneDecember
Provided by Shadowmap
Redfin Estimate for 344 Bayley Rd
$13,933,821
$966K under list price of $14.9M
Nearby comparable homes
The Redfin Estimate uses 6 recent nearby sales, priced between $3.5M to $9.3M.