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About This Home

This 3-bedroom, 4-bathroom single family at 49 Winding Oak Drive in Okatie, SC is listed for $799,000 ($279 per sqft). Built in 1995, the home offers 2,867 sqft of living space on a 0.50 acres lot.

Agent 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.

Key Features

  • Built in 1995
  • 0.50 acre lot

Property Details

3 full, 1 half
1995

Amenities

ViewA/C

Monthly Cost Estimate

$7,136/mo

20% down · 6.5% · 30 years

Principal$578
Interest$3,462
Insurance$233
HOA$2,863

Estimates only. Actual payments may vary.

Location

49 Winding Oak Drive

Okatie, SC 29909

Features & Amenities

Interior Features

Ceiling Fan(s)Central VacuumCathedral Ceiling(s)Entrance FoyerPantrySmart ThermostatTray Ceiling(s)Wet Bar

Exterior Features

Rain Gutters

Property Details

Flooring

WoodTileCarpet

Construction

Stucco Cedar

Views

Golf Course

Pool Features

DeckPorch

Parking

DrivewayGarage

Heating

CentralHeat Pump (Heating)Electric (Heating)

Cooling

Heat PumpElectricCentral Air

Appliances

Electric RangeBuilt-In Electric OvenAuto/Gar/OpenerCable TV/AvailableDishwasherDisposalDryerIce MakerMicrowaveRefrigeratorWasherWet-Bar

Questions & Answers

This 3-bedroom, 4-bathroom single family at 49 Winding Oak Drive is listed at $799,000 ($279/sqft). The estimated monthly payment is $6,325 based on 20% down at 6.5% interest.

HOA fees are $2863/month.

Key features include: Built in 1995, 0.50 acre lot. Interior Features: Ceiling Fan(s), Central Vacuum, Cathedral Ceiling(s). Exterior Features: Rain Gutters.

This property is listed by Alec Smith and can be reached at 9176481704 or alecsmith@charteronerealty.com.

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AS

Alec Smith

Agent at Charter One Realty

(917) 648-1704

Listed by Charter One Realty

MLS# 193784· Source: listhub· Updated 115 days ago

Copyright © 2026 Lowcountry Regional MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

49 Winding Oak Drive, Okatie, SC 29909

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