$699,900
$244/sq ft49 Winding Oak Drive · Okatie, SC 29909
3
Beds
3.5
Baths
2,867
Sq Ft
1995
Built
What stands out
- Golf Course views
- Attached garage
- Private pool
- Outdoor living: Deck, Front Porch, Rear Porch
- Accepts VA financing
- 0.5-acre lot
Highlights are generated from the property's MLS facts. See the full listing description and details below.
Listing description
This home now represents one of the finest values on Callawassie Island, granting a buyer flexibility to improve and elevate the property to their liking. 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 with ba…
Estimated monthly payment
Adjust the numbers to fit your situation
Estimated monthly payment
$5,333/mo
This is an estimate for planning only — not a loan quote or commitment to lend. It excludes PMI/MIP, VA funding fee, flood insurance, and closing costs, and your actual payment depends on your lender, credit, taxes, insurance, HOA dues, and qualifications. Property tax shown is the latest MLS-reported annual amount and may change after a sale or reassessment. Confirm all figures with a licensed lender.
Facts & features
Interior
- Bedrooms
- 3
- Full Baths
- 3
- Half Baths
- 1
- Living Area
- 2,867 sq ft
- Flooring
- Carpet, Tile, Wood
- Appliances
- Electric Range, Microwave, Dishwasher, Refrigerator, Disposal, Ice Maker, Vent Exhaust Fan, Wet-Bar, Auto/Gar/Opener, Cable TV/Available, Dryer, Washer, Built-In Electric Oven
- Heating
- Electric, Heat Pump, Central
- Cooling
- Electric, Heat Pump, Central Air
- Water Heater
- Electric, More Than One
- Interior Features
- Ceiling Fan(s), Central Vacuum, Cathedral Ceiling(s), Entrance Foyer, Pantry, Smart Thermostat, Tray Ceiling(s), Wet Bar
Exterior & Lot
- Lot Size
- 0.5 acres
- Construction
- Cedar, Stucco
- Foundation
- Crawl
- Roof
- Composition
- Parking
- Attached, Driveway, Garage, Garage Faces Side, Paved
- Porch / Patio
- Deck, Front Porch, Rear Porch
- Pool
- Community
- View
- Golf Course
- Exterior Features
- Rain Gutters
Utilities
- Water
- Public
- Sewer
- Public Sewer
Community & HOA
- HOA Fee
- $2,863 / annually
- Regime Fee
- Yes
Financial & Terms
- List Price
- $699,900
- Price / Sq Ft
- $244
- Annual Taxes
- $5,596
- Financing Accepted
- Conventional, Va Loan, Cash
- Zoning
- PUD
Listing activity
On the market for 165 days.
Price Reduced
May 26, 2026
Status: Active
Jan 9, 2026
Came on market
Jan 9, 2026
Listed for sale
Dec 16, 2025
Source: Lowcountry Regional MLS. Price-change dates are shown without prior amounts; contact us for the complete history.
Location
49 Winding Oak Drive, Okatie, SC 29909
Near military installations
Distances are approximate straight-line estimates from the property's coordinates, not drive times. Ask us about real commutes and PCS timing.
Schools
School assignments and attendance boundaries should be verified with the local district — they can change and aren't guaranteed by this listing.
This area is generally served by the Beaufort County School District. We're happy to confirm the exact assigned schools for this address — just ask.
Explore the area
Thinking about this home?
Before you schedule a showing, it helps to know what to look for. As your buyer's agent, we'll help you evaluate:
- Whether the price holds up against recent comparable sales
- Condition, age of major systems, and likely inspection issues
- Flood zone, insurance cost, and wind/hazard exposure
- Resale outlook and how the home compares in its market
- VA loan fit, financing options, and your real monthly budget
- Offer strategy, contingencies, and a realistic closing timeline
Presented by
The Faris Group
eXp Realty
Local Beaufort Lowcountry agents. We represent buyers across Beaufort, Lady's Island, Port Royal, Bluffton, and the surrounding military communities — and we'll tell you straight whether a home is right for you.
Listing courtesy of Alec Smith, Charter One Realty.
Listing data last updated June 10, 2026.
Listing data provided by the Lowcountry Regional MLS. Information is deemed reliable but not guaranteed. All measurements are approximate.
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Listing data provided by the Lowcountry Regional MLS. Information is deemed reliable but not guaranteed. All measurements are approximate.