$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.
FEMA Zone X — minimal flood hazard. Flood insurance is not federally required (lenders may still recommend a low-cost preferred policy).
Source: FEMA National Flood Hazard Layer.
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…
Your all-in monthly cost (est.)
Adjust the numbers to fit your situation
SC taxes a primary residence at a 4% ratio with a school-tax exemption — far lower than the 6% investor rate.
Freddie Mac 30-yr avg (FRED), as of 2026-07-09 — a benchmark, not your rate.
Estimated all-in monthly
$5,154/mo
This is an estimate for planning only — not a loan quote or commitment to lend. Assumes a $699,900 price, 0% down, 6.49% rate over 30 years, and SC owner-occupied 4% + school exemption property tax. It excludes PMI/MIP, the VA funding fee, and closing costs. For reference, the current tax on record (MLS) is about $5,596/yr — that reflects the present owner's assessment, which may differ from yours. Confirm every figure 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 185 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.
How the price compares
Recent nearby sales of similar homes
| Sold home | Sold price | $/sqft | Closed |
|---|---|---|---|
| 2 S Oak Forest Drive, Okatie, SC 299093 bd · 2,772 sqft | $835,000 | $301 | Jul 2026 |
| 83 Osprey Circle, Okatie, SC 299093 bd · 2,722 sqft | $879,000 | $323 | Jun 2026 |
| 108 Fernleaf Lane, Okatie, SC 299093 bd · 2,677 sqft | $875,000 | $327 | May 2026 |
| 7 Greeters Lane, Okatie, SC 299093 bd · 3,156 sqft | $1,360,000 | $431 | Jul 2026 |
| 91 Winding Oak Drive, Okatie, SC 299093 bd · 3,250 sqft | $700,000 | $215 | Apr 2026 |
Recent closed sales of similar homes nearby (this list price is $699,900). Selected by size, beds, and recency from the MLS — a quick read, not a formal appraisal or CMA.
Get a full comparative market analysisAsk anything about this home
Honest answers from this listing's data
I answer only from this home's real data — price, flood zone, taxes, history. If I don't know something, I'll say so and connect you with an agent. (AI assistant, not a licensed agent.)
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.
Getting around
Downtown Beaufort
~13.4 mi
Bluffton
~6.4 mi
Hilton Head Island
~10.2 mi
Approximate straight-line distances, 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 July 7, 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.
