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344 Bayley Road, Charleston, SC, 29492

5beds
7baths
6,239sqft
$14,900,000
$2,388price/sqft
$86,728/moest. monthly cost
$3,469,120/yrincome needed

About This Home

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.

Getting Around

0
WalkingCar-Dependent
0
TransitNo Nearby Transit
26
BikeSomewhat Bikeable

Schools

9/10
Daniel Island SchoolGrades K-82.5 mi
7/10
Philip Simmons HighGrades 9-123.5 mi

Construction

Condition

  • Year built: 2023

Materials

  • Foundation: Raised
  • Roof: Metal
  • Construction materials: Cement Siding,Stucco

Type & Style

  • Home type: SingleFamily
  • Architectural style: Contemporary,Traditional
  • Property subType: Single Family Residence

Interior

Appliances

  • Laundry features: Laundry Room

Bedrooms & Bathrooms

  • Bedrooms: 5
  • Bathrooms: 7
  • Full bathrooms: 5
  • 1/2 bathrooms: 2

Features

  • High Ceilings,Elevator,Garden Tub/Shower,Kitchen Island,Walk-In Closet(s),Wet Bar,Ceiling Fan(s),Entrance Foyer,Sauna
  • Window features: Window Treatments
  • Flooring: Brick,Ceramic Tile,Marble,Stone,Wood
  • Number of fireplaces: 2
  • Fireplace features: Great Room,Other,Two
  • Fireplace: Yes

Heating & Cooling

  • Heating features: Forced Air
  • Cooling features: Central Air

Interior Area

  • Total structure area: 6,239
  • Total interior livable area: 6,239 sqft

Property

Features

  • Levels: Two
  • Stories: 2
  • Private pool: Yes
  • Pool features: Pool - Elevated,In Ground
  • Patio & porch: Deck,Patio,Front Porch,Screened
  • Exterior features: Balcony,Boatlift,Dock,Elevator Shaft,Lawn Irrigation,Rain Gutters,Sauna,Lighting
  • Spa features: Hot Tub/Spa
  • Fencing: Partial
  • On waterfront: Yes
  • Waterfront features: Marshfront,Waterfront

Lot

  • Lot size: 0.55 Acres
  • Features: .5 - 1 Acre,Cul-De-Sac

Parking

  • Total spaces: 5
  • Parking features: Garage,Off Street,Garage Door Opener
  • Has garage: Yes
  • Attached garage spaces: 5
  • Covered spaces: 5

Climate Risk is Financial Risk

Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.

Biggest Threats for This Home

  • Hurricane
    HurricaneVery High
  • Coastal Flooding
    Coastal FloodingRelatively High
  • Cold Wave
    Cold WaveModerate
  • Earthquake
    EarthquakeModerate
  • Ice Storm
    Ice StormModerate
  • Lightning
    LightningModerate
  • Wildfire
    WildfireModerate
  • Winter Weather
    Winter WeatherModerate
  • Tsunami
    TsunamiInsufficient Data

How This Home’s Risks Compare

Hurricane
Coastal Flooding
Cold Wave
Earthquake
Ice Storm
Lightning
Wildfire
Winter Weather
Tsunami

FEMA Declared Disasters in Berkeley County and South Carolina

Flood
Hurricane
Mud Landslide
Severe Storm
Tornado
Tropical Storm
Winter Storm

Understanding the Costs

Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.

Estimated Costs Today

MonthlyAnnual
Mortgage $75,342$904,104
Home Insurance *$4,703$56,436
Property Taxes $6,084$73,008
Electricity $599$7,199
Total$86,728$1,040,736
*Does not include cost of any FAIR Plan premiums

Income You'd Need if You Spent...

35% on housing$2,973,531/yr
40% on housing$2,601,840/yr
45% on housing$2,312,746/yr

South Carolina FAIR Plan Programs

South Carolina Wind and Hail Underwriting Association

Covered
HailHail
WindWind
Visit Website →

How Costs Could Change Over Time

Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.

Insurance Growth Rate5-year average: 5.5%
5.5%
0%30.0%
Electricity Growth Rate10-year average: 3.6%
3.6%
0%15.0%
Property Taxes Growth Rate2-year average: 1.1%
1.1%
0%15.0%
Income Spent on Housing
30%
30%45%

Comparing Against the Market

Price Per Sq Ft

$2,388This listing

vs Other Active Listings

Avg $/sqft

ZIP 29492$529
Berkeley County$241

vs Homes Sold Last Month

Median $/sqft

ZIP 29492$422
Berkeley County$192

Current Market Trends

Median Price Per Square Foot

The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.

Historicals for This Listing

Zestimate History ($/sqft)

Price History

DateEventPrice
2026-05-24Listed for sale$14,900,000
2020-08-14Sold$1,325,000

For Sale by Agent

AgentSheryl Scholer
BrokerageCarolina One Real Estate

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