344 Bayley Rd
Charleston, SC 29492

$14,900,000

Price

Beds

Baths

6,239 Sq. Ft.

$2,388 / Sq. Ft.

6,239

Sq. Ft.

$2,388

per Sq. Ft.

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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...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.

Listed by Carolina One Real Estate • 843-779-8660

Property Details for 344 Bayley Road

Architectural Style

Contemporary, Traditional

Subdivision Name

Daniel Island Park

Waterfront Features

Marshfront, Waterfront - Deep

LISTING UPDATED: 05/25/2026 08:02 AM

Property Details for 344 Bayley Road

Status	Active
MLS #	26015048
Days on Market	10
Taxes	$29,129 / year
HOA Fees	$1,074 / year
Condo/Co-op Fees	-
Property Type	Single Family
MLS Type	Residential / Single Family Detached
Year Built	2023
Lot Size	0.55 AC / 23,958 SF
County	Berkeley County

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Location

Listing Courtesy of Carolina One Real Estate

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Building Information for 344 Bayley Road

Stories2Year Built2023Building Size-Lot Size0.55 AC / 23,958 SF

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$76,765 per month

30 year fixed, 6.36% Interest

Principal and Interest

$74,248

Property Taxes

$2,427

HOA Dues

$90

The Payment Calculator is for illustrative purposes only.

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Property Information for 344 Bayley Road

Summary

Location and General Information

City Region: Captains Island
Latitude: 32.877474

Longitude: -79.88445
Directions: Island Park Drive To Rhoden Island Dr., To Left Onto Captains Island Dr., To Left On Bayley. Home Is On Left.
Waterfront YN: Yes

Taxes and HOA

Tax Map Number: 2760202037

School Information

Elementary School: Daniel Island
High School: Philip Simmons

Middle Or Junior School: Philip Simmons

Parking

Attached Garage YN: None
Carport Spaces: 0.0

Carport YN: False
Covered Spaces: 5.0
Garage Spaces: 5.0
Garage YN: Yes
Parking Features: 5 Car Garage, Off Street, Garage Door Opener
Parking Total: 5.0

Property

Lot Information

Building Area Total: 6239.0
Building Area Units: Square Feet

Foundation Details: Raised
Lot Features: .5 - 1 Acre, Cul-De-Sac, Marshview
Other Structures: No, Gazebo, Workshop
New Construction YN: No

Property and Assessments

Property Attached YN: No
Photos Count: 104

Photo Rights: I own the photos or have the right to use: Yes
Assumable: No

Utilities

Sewer: Public Sewer
Water Source: Public

Interior and Exterior Features

Interior Features

Heating YN: Yes
Bathrooms Half: 2

Cooling: Central Air
Cooling YN: Yes
Fireplace Features: Great Room, Other, Two
Fireplace YN: Yes
Fireplaces Total: 2
Flooring: Brick, Ceramic Tile, Marble, Stone, Wood
Heating: Forced Air
Interior Features: High Ceilings, Elevator, Garden Tub/Shower, Kitchen Island, Walk-In Closet(s), Wet Bar, Ceiling Fan(s), Bonus, Entrance Foyer, Living/Dining Combo, Media, Office, Sauna
Laundry Features: Laundry Room
Room Master Bedroom Features: Garden Tub/Shower, Multiple Closets, Walk-In Closet(s)
Room Master Bedroom Level: Lower
Spa Features: Hot Tub/Spa
Levels: Two
Stories: 2

Exterior Features

Patio And Porch Features: Deck, Patio, Front Porch, Screened
Community Features: Club Membership Available, Dog Park, Fitness Center, Golf Course, Golf Membership Available, Other, Park, Pool, Tennis Court(s), Trash, Walk/Jog Trails

Construction Materials: Cement Siding, Stucco
Exterior Features: Balcony, Boatlift, Dock - Existing, Dock - Floating, Elevator Shaft, Lawn Irrigation, Rain Gutters, Sauna, Lighting
Fencing: Partial
Pool Features: Pool - Elevated, In Ground
Pool Private YN: Yes
Roof: Metal

Property History for 344 Bayley Road

Date	Event & Source	Price	Appreciation
May 24, 2026	Listed (Active) CHS Regional MLS #26015048	$14,900,000	—

Date	Event & Source	Price
05/24/2026	Listed (Active) CHS Regional MLS #26015048	$14,900,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 344 Bayley Road

Taxable ValueLand$60,692Additions$125,656Total$186,348

Tax Record2025$29,129 ($2,427 / month)

Home Facts

Beds0Total Finished SqFt6,090 SqFtAbove Grade Finished SqFt6,090 SqFtStyleSingle Family ResidenceYear Built2023ZoningCHARLESTON -CountyBERKELEYAPN276-02-02-037

Schools near 344 Bayley Road

This home is within Berkeley 01.


Rating	School	Type	Grades	Distance
8/10	Daniel Island School	Public - Serves this home	K to 8	2.5 mi
7/10	Philip Simmons High	Public - Serves this home	9 to 12	3.3 mi
6/10	Howe Hall Aims Elementary School	Public - Choice school	K to 5	10.9 mi
6/10	Cane Bay Middle	Public - Nearby school	5 to 8	20.9 mi
9/10	Berkeley County Middle College High School	Public - Choice school	11 to 12	22.3 mi


Rating	School	Distance
8/10	Daniel Island School PublicK to 8 Serves this home	2.5 mi
7/10	Philip Simmons High Public9 to 12 Serves this home	3.3 mi
6/10	Howe Hall Aims Elementary School PublicK to 5 Choice school	10.9 mi
6/10	Cane Bay Middle Public5 to 8 Nearby school	20.9 mi
9/10	Berkeley County Middle College High School Public11 to 12 Choice school	22.3 mi

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 344 Bayley Road, Charleston, SC 29492

344 Bayley Road is a single family home for sale in Charleston, SC 29492. This property was listed for sale on May 24, 2026 by Carolina One Real Estate, it's currently listed at $14,900,000. This listing's school district is Berkeley 01. Nearby schools include Daniel Island School, Philip Simmons High and Howe Hall Aims Elementary School. 344 Bayley Road is a 5-bed, 7-bath, 6,239 sqft single family home built in 2023.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Carolina One Real Estate

We do not attempt to independently verify the currency, completeness, accuracy or authenticity of the data contained herein. It may be subject to transcription and transmission errors. Accordingly, the data is provided on an “as is” “as available” basis only and may not reflect all real estate activity in the market. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. No financial or legal advice provided. Equal Housing Opportunity. Based on information from one of the following Multiple Listing Services: Charleston Trident MLS, LowCountry Regional and REsides, Inc. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Canopy MLS, High Country Association of REALTORS,© 2024 REsides and LowCountry Regional Inc. All rights reserved. Certain information contained herein is derived from information which is the licensed property of, and copyrighted by, REsides, Inc. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.

344 Bayley RdCharleston, SC 29492

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More information about 344 Bayley Road, Charleston, SC 29492

344 Bayley Rd
Charleston, SC 29492