This listing courtesy of Alec Smith , Charter One Realty (063L)

$830,000

49 Winding Oak Dr, Okatie, SC 29909

3 beds |
4 baths |
2,867 sqft

Single-Family Home
Built in 1995
0.51acre lot
2 car garage
$290/sqft
Listed 1 month ago

Property Description

Located on one of Callawassie Island's most fabled streets, this heavily updated Island estate was crafted for the avid golfer in mind. Boasting phenomenal views of the newly renovated Tom Fazio Magnolia course Hole 3 green. An entertainers' dream home with an ample kitchen and luxurious wet bar with custom builtins is the icing on the cake for this gem! Further detailed by a grand office, dining room, fireplace, and generously sized primary bedroom. An additional bedroom and full bedroom w/ bathroom over the garage complete this impeccable Southern Belle. Natural light abounds with soaring cathedral and tray ceilings as well as oversized windows. Take pride in living in South Carolina's first certified Wildlife Habitat Community.

Listing Status:: Active
Data Last Updated:: February 18, 2026 at 2:21AM
MLS ID:: 503347

General: AtticWet BarBookcasesTray Ceiling(s)Ceiling Fan(s)Cathedral Ceiling(s)FireplaceHigh CeilingsMain Level PrimaryNew PaintSmooth CeilingsSmart ThermostatVaulted Ceiling(s)Window TreatmentsCentral VacuumEntrance FoyerPantry
Appliances: DryerDishwasherDisposalMicrowaveOvenRangeRefrigeratorWasher
Flooring: CarpetTileWood
A/C: Central AirElectricHeat Pump
Heating: CentralElectricHeat Pump
Eco/Green Feature: Ventilation

General: DeckPaved DrivewayPorch
Style: One and One Half Story
Other Structures: Front PorchRear PorchDeck
Pool: Community
Parking: DrivewayGarageTwo Car Garage

Roofing: Asphalt
Windows: Insulated WindowsWindow Treatments
General: Wood Siding

HOA Amenities: ClubhouseDockDog ParkElevator(s)Fitness CenterBarbecuePlaygroundPickleballPoolRestaurantGuardTennis Court(s)
Originating MLS: HILTONHEAD_HHI
County: Beaufort

View: Golf CourseView

Water: Community/CoopPublic

Source: HILTONHEAD_HHI

This listing courtesy of Alec Smith , Charter One Realty (063L)

Monthly Payment

$Est. Payment

Principal & Interest $
Property Taxes $
Home Insurance $
VA Funding Fee $

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Location

Schools Nearby

Okatie Elementary School

53 Cherry Point Rd, Okatie, SC, 29909

Grades PK-5

3.61 miles away

Bluffton Middle School

30 New Mustang Dr, Bluffton, SC, 29910

Grades 6-8

5.24 miles away

Bluffton High School

12 He McCracken Cir, Bluffton, SC, 29910

Grades 9-12

5.71 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.