Picture this: the cottage-style home of your dreams becomes available in one of the area's most esteemed neighborhoods. It's filled with thoughtful design, a welcoming floor plan, and a newly installed pool, spa, and turfed backyard. You tour it, fall in love, and everyone lives happily ever after. That is 321 Bayley Road on Captain's Island.A shrub-lined courtyard welcomes you inside, where wide-plank white oak floors, tall ceilings, and glimpses into the beautifully designed rooms beyond immediately set the tone. The living room is sensational -- spacious and layered with character, featuring an oak-lined coffered ceiling, a slab fireplace surround with modern gas fireballs, designer lighting, custom window seats, and more.Just beyond is the front sunroom, a wallpapered retreat that feels both cozy and sophisticated. Curl up with a good book, work remotely in style, or gather friends around the table for an evening of cards. Conveniently tucked into the rear of the living room, a wet bar keeps entertaining effortless. Designed for both function and beauty, the chef's kitchen delivers on every level. Clean in design yet elevated in finish, the space is outfitted with gourmet appliances, high-end stone surfaces, designer plumbing and lighting fixtures, and ample seating. Dine at the oversized island or in the light-filled breakfast area, each comfortably seating four. Down the hall, a powder room and custom built-in storage area provide the perfect place to organize everyday essentials. The final main living space is a completely charming media lounge. Richly color-drenched and inviting, it's the perfect place to unwind in peace. Need a home office? This room would serve beautifully as one. Open the lounge's French doors and step into a true backyard oasis. Brick stairs lead to the turfed lawn, offering plenty of space for sunbathing, pets to roam safely, and of course, afternoons spent poolside. The chic gunite pool design incorporates fountains cascading from the elevated spa, creating a soothing and entirely private setting. Beyond the rear gate, pond views await, while stone pavers guide you toward the grilling area and main courtyard. Back inside, the owner's wing awaits. This first-floor suite offers a generous bedroom footprint with direct backyard access, dual walk-in closets, and a spa-like en suite bathroom complete with a soaking tub, glass shower, and dual-sink vanity. Just steps away, the playful laundry room features slate tile and wallpapered walls and ceiling. The home offers three additional guest suites -- one on the main level and two upstairs -- each complete with its own en suite bathroom and closet. Like the rest of the home, every space feels warm, stylish, and welcoming. 321 Bayley Road is the kind of home that feels special the moment you walk inside -- grounded, beautifully designed, and effortlessly happy. Don't miss the opportunity to own this one-of-a-kind Captain's Island retreat.
Single-familyProperty Type
2020Year Built
0.26 acresLot Size
$1,155Price/Sq.Ft.
$221/moHOA Dues
1 car garageParking
Listed by • Atlantic Properties Of The LowCountry
Bought with Marjorie Corbin• Corbin & Co at EXP Realty
Est. $5,606 per month, based on comparable rentals
Sale and tax history for 321 Bayley Rd
Sale History
Tax History
Date
Event
Price
Charleston Trident MLS #26022155
Sep 8, 2026
Sold
$3,400,000
$1,155/sq ft
Aug 16, 2026
Contingent
—
Aug 4, 2026
Listed
$3,550,000
$1,206/sq ft
Charleston Trident MLS #24011152
May 2, 2024
Listed
$2,800,000
$951/sq ft
May 1, 2024
Sold
$2,800,000
$951/sq ft
Entered for comp purposes.
Public Records
Apr 30, 2024
Sold
$2,800,000
$951/sq ft
Charleston Trident MLS #18024612
Dec 5, 2018
Sold
$345,000
$117/sq ft
Nov 13, 2018
Pending
—
Aug 31, 2018
Listed
$365,000
$124/sq ft
+10
This homesite overlooks a scenic pond with ancient live oaks and native greenery and is located on the highly desirable Captain's Island.Nearby is a future neighborhood kayak launch on Ralston Creek and nature trails that will connect to a park and a neighborhood amenity building on the Wando River. Captain's Island is a new, very exclusive neighborhood on a 90-acre island accessed from Daniel Island Park by bridge. Neighborhood includes docks, trails, parks, ponds and natural areas and neighborhood-specific architectural guidelines calling for a relaxed, coastal design style. Development plans include amenities exclusively for Captain's Island residents. Buyer pays a one-time neighborhood enhancement fee of .5% x sales price to Daniel Island Community Fund at closing and an estoppel fee to the Daniel Island Property Owners Association, Inc. Community Fund Disclosure is attached. Daniel Island resale addendum will be required on offer to purchase. To date, Daniel Island has not had any flooding issues during storms.
Charleston Trident MLS #17030177
Dec 15, 2017
Sold
$325,000
$110/sq ft
Nov 15, 2017
Pending
—
Nov 8, 2017
Listed
$325,000
$110/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$17,556 (+144.5%)
$1,512,500 + $1,373,300
$2,885,800
2024
$7,180 (+19.3%)
$1,512,500 + $1,280,400
$2,792,900
2023
$6,018 (−6.6%)
$529,427 + $577,328
$1,106,755
2022
$6,440 (−1.8%)
$343,800 + $597,900
$941,700
2021
$6,558 (−5.6%)
$343,800 + $597,900
$941,700
2020
$6,945 (−1.2%)
$343,800 + $597,900
$941,700
2019
$7,027 (+2.3%)
$343,800
2018
$6,869
$343,800
Public record
Public record
Permits
Beds
—
Baths
—
Stories
—
Lot width
—
Lot depth
—
Lot size
0.26 Acres
Year renovated
—
Sq. Ft.
3,053
Year built
2020
Style
Single Family Residential
County
Berkeley County
APN
276-02-01-036
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Sep 21, 2026.
May 5, 2025 • Final
Fuel gas - single family/duplex dwelling - alteration or addition
Install an underground gas line for a pool heater.
Gas
Pool and hot tub
Apr 2, 2025 • Final
Electrical - single family/duplex dwelling - sub
Electrical
Pool and hot tub
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.
Property details
Parking
Garage Information
Garage: Yes
Parking & Garage Information
Carport Spaces: 0
Parking Features: 1 Car Garage, Detached
Parking Total: 1
Interior
Interior Features
Interior Features: High Ceilings, Kitchen Island, Walk-In Closet(s), Wet Bar, Eat-in Kitchen, Family, Entrance Foyer, Office
Appliances: Dishwasher, Disposal, Gas Cooktop, Range Hood, Refrigerator, Tankless Water Heater