$4,975,000
1484 Old Rosebud Trail
Awendaw, SC 29429
MLS# 26011054
Status: Active Contingent
5 beds  |  5 baths  |  6285 sqft


1484 Old Rosebud Trail, Awendaw, SC 29429
  1 / 143  
1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429 1484 Old Rosebud Trail, Awendaw, SC 29429

Property Description
What if I told you that there is a gentleman's ranch at the edge of Mt. Pleasant in a gated equestrian themed neighborhood, with a barn and stables to board horses on over 4 acres? What if I told you that this multi generational estate has a main house, a carriage house, a large apartment over a 5 car garage, and nearly 2 miles of riding trails? Welcome to 1484 Old Rosebud Tl in Pepper Plantation... an exclusive neighborhood in North Mt. Pleasant where the streets are named after Kentucky Derby champions and every neighbor is a Triple Crown winner. Walking through these private streets you are likely to see horses, ponies, an abundance of wildlife, and a who's - who assortment of residents, many of whom are shaping the course of Charleston. The main house overlooks a fountain on your

Details
Contract Info
Sub-Type: Single Family Detached
MLS List Date: 2026-04-17
Status: Active Contingent
List Price: $4,975,000
Current Price: $4,975,000
Primary Structure List Price/SqFt: 791.57
Location Tax Legal
Tax Map #: 6150000148
Street #: 1484
Street Name: Old Rosebud
Street Suffix: Trail
County: Charleston
State: SC
Zip Code: 29429
Area: 41 - Mt Pleasant N of IOP Connector
Tax District: 12 - Awendaw Consolidated FD
Subdivision: Pepper Plantation
Elementary School: Carolina Park
Middle School: Cario
High School: Wando
Directions: 17N to Chandler Road. Turn left at brick columns (0.4 miles) entrance to Pepper Plantation. Proceed to Gate Entrance, enter gate code. Take first right and take Old Rosebud Trail towards the end of the street.
General Property Info
Bedrooms: 5
Primary Bedroom – Main Level: Yes
Baths - Full: 4
Baths - Half: 2
Baths - Total: 5
Ground Level: Yes
Stories: 1
Primary Structure Apx SqFt: 6285
Year Built: 2018
Acreage: 4.08
Other Structures Y/N: Yes
Potential Short Sale: No
C/R: Yes
Occupancy: Owner
Lease Purchase: No
HOA Fee: Yes
HOA Frequency: Annually
HOA $: 1800
Car Charging Station Details
Location: Garage
Other Structure
Other Structure Type: Other
Other Structure Beds: 1
Other Structure Full Baths: 1
Other Structure Half Baths: 1
Other Structure Apx SqFt: 1500
Property Features
SqFt Source: Builder/Owner
SF Detached Style: Ranch
Lot Description: 2 - 5 Acres; Level; Pond; Wooded
Misc Exterior: Fence - Wooden Enclosed; Lawn Irrigation; Lawn Well; Patio - Covered; Porch - Front Porch; Second Garage; Special Yard Lights; Thermal Windows/Doors; Workshop
Roof: Asphalt Shingle
Exterior: Brick - Solid; Stucco
Foundation: Slab
Misc Interior: Ceiling - Beamed; Ceiling - Cathedral/Vaulted; Ceiling - Smooth; Ceilings - 9'+; Kitchen Island; Walk-In Closets; Window Treatments - All
New Owned: Pre-Owned
Rooms: Bonus; Eat-In-Kitchen; Family; Foyer; Laundry; Living/Dining Combo; Media; Office; Pantry; Separate Dining; Study; Sun
Primary Bedroom: Ceiling Fan; Downstairs; Garden Tub/Shower; Multiple Closets; Sitting Room; Walk-In Closets
Cooling: Central Air
Floors: Ceramic Tile; Wood
Heat: Forced Air; Heat Pump
Possession: At Closing
Utility Suppliers: Berkeley Elect Co-Op; Mt. P. W/S Comm
Amenities: Boat Ramp; Club House; Equestrian Center; Gated; Horses OK; Trash
Proposed Financing: Cash; Conventional Loan
Assumable: No
Supplements
own private pond. The open floorplan features a showcase kitchen with quartz countertops, a custom panel Subzero refrigerator, a Wolf range, an Asko dishwasher, a wine refrigerator, and a large walk in pantry. The great room has a sky high vaulted ceiling with lead windows over the dining area. The master suite in the single-level main house has his and her walk-in closets, an oversized walk-in spa shower, a freestanding soaking tub, dual vanities, and a sitting room. Two additional guest bedrooms along an additional full and half bathroom and a laundry room with ample cabinet space complete the main house living area. Step outside and you overlook 2 large private ponds and a newly built barn and stables. A pool design from Blue Haven Pools is available for a buyer wishing to instal a swimming pool. The guest house is the epitome of luxury with a custom kitchen flooded with natural light, accompanied by spacious living areas upstairs. It even has a dedicated pet washing area. Upstairs, the guest house features an entire floor dedicated to the primary suite, complete with custom-built bookshelves, a custom walk in closet, and an opulent bathroom. The guest house as well as the large apartment over the 5 car garage continue the premium appliance package with a custom panel Subzero refrigerator in the guest house, a Wolf gas range, and Asko dishwashers in both units. The stable quarters are complemented by a Kitchen Aid refrigerator and microwave oven. The large garage is currently used as the ultimate man-cave with 4 large TV's that operate as one. There is a reclaimed wood wall and space for several vehicles, large arcade games, shuffle board, and a putting game to make this the envy of any Saturday afternoon during football season. Additional mechanical upgrades include a deep well sprinkler system, a water filtration system, a propane gas line for a barbecue grill and fire-pit, a Generac generator, landscaping lights, a Control 4 Smart Home system that can be controlled from your phone, an alarm and fire System, and an EV charging station to offset the carbon footprint of your lifted pickup. Pepper Plantation is situated along the Wando River. This idyllic equestrian sanctuary is a short drive to "The Bend" shops and restaurants, 3 minutes from Roper Hospital, 15 minutes to Town Center, and 20 minutes from the Isle of Palms beaches, and 30 minutes to downtown Charleston. Unicorns do exist, and this one is located nestled amongst the horses in Pepper Plantation. We'll leave the lights on for you.

Listing Office: St. Germain Properties LLC

Last Updated: April - 27 - 2026

1484 Old Rosebud Trail, Awendaw, SC 29429 - MLS# 26011054

Properties marked with IDX logo are provided courtesy of Charleston Trident Multiple Listing Service, Inc. The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of the Charleston Trident Multiple Listing Service. Real estate listings held by brokerage firms other than the website owner are marked with the Broker Reciprocity logo or the Broker Reciprocity thumbnail logo and detailed information about them includes the name of the listing brokers. The broker providing this data believes it to be correct, but advises interested parties to confirm them before relying on them in a purchase decision. Information is provided exclusively for consumers' personal, non-commerical use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.


About Me

Josiah Williams was born and raised in the Holy City and loves everything the city has to offer. He believes Charleston has something to offer for everyone; whether you enjoy the outdoors, amazing cuisine or the deep history embedded within this great city.

Contact Info

Josiah Williams Real Estate

3103 Ion Avenue
Sullivan’s Island, SC 29482

Direct: 843.860.0858
Fax: 843.881.0824