# 49 Winding Oak Drive, Okatie, SC 29909

> **TL;DR:** 3bd/4ba single family, $689,900 ($241/sqft), built 1995, 2,867 sqft.
> View, A/C. Est. $6,553/mo. Listed 274 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $689,900 |
| Price/sqft | $241 |
| Bedrooms | 3 |
| Bathrooms | 3 full, 1 half |
| Square Feet | 2,867 |
| Year Built | 1995 |
| Lot Size | 21,780 sqft (0.50 acres) |
| Property Type | Single Family (Single Family Residence) |
| Status | Active |
| Days on Market | 274 |

## Why This Home Stands Out

- **Views** - Golf Course

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Principal & Interest (20% down, 30-year at 6.5%) | $3,489 |
| Estimated Insurance | $201 |
| HOA | $2,863 |
| **Total** | **$6,553** |

## Key Amenities

- View
- A/C

## Property Highlights

- Built in 1995
- 0.50 acre lot

## Description

### Agent Description
A rare chance to live in one of South Carolina's most prestigious island communities at a fraction of current market values. Set on approximately half an acre overlooking the Magnolia course's 3rd green, this 2,867 square-foot ranch offers a generous primary suite, dedicated office, formal dining, fireplace, wet bar + private bonus suite above the garage. Cathedral and tray ceilings w/ oversized windows bring natural light throughout the living spaces, while the rear deck connects the home directly to its golf setting. For buyers who value room, privacy and the ability to personalize rather than pay a premium for another's renovation, 49 Winding Oak presents a compelling entry point into Callawassie's Lowcountry lifestyle. Seller to offer buyer $37,500 in closing costs w/acceptable offer.

## Location

- **Address:** 49 Winding Oak Drive, Okatie, SC 29909
- **County:** Beaufort
- **Neighborhood:** Callawassie Island
- **Coordinates:** 32.329058, -80.865237
- **Google Maps:** https://www.google.com/maps?q=32.329058,-80.865237

## Listing Agent

- **Name:** Alec Smith · **License:** 101135
- **Brokerage:** Charter One Realty
- **Phone:** 9176481704
- **Broker Phone:** (843) 785-4460
- **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/49-Winding-Oak-Dr_Okatie_SC_29909_M59957-19576?f=listhub&s=BCARSC&m=193784&c=propsimple)

## Photos

![49 Winding Oak Drive - Photo 1](http://lh.rdcpix.com/a007b77cfc2e8763e50cb91788d02f7fl-f1779542568r.jpg)

![49 Winding Oak Drive - Photo 2](http://lh.rdcpix.com/a007b77cfc2e8763e50cb91788d02f7fl-f1011966564r.jpg)

![49 Winding Oak Drive - Photo 3](http://lh.rdcpix.com/a007b77cfc2e8763e50cb91788d02f7fl-f2251223193r.jpg)

![49 Winding Oak Drive - Photo 4](http://lh.rdcpix.com/a007b77cfc2e8763e50cb91788d02f7fl-f6959720r.jpg)

![49 Winding Oak Drive - Photo 5](http://lh.rdcpix.com/a007b77cfc2e8763e50cb91788d02f7fl-f202999677r.jpg)

![49 Winding Oak Drive - Photo 6](http://lh.rdcpix.com/a007b77cfc2e8763e50cb91788d02f7fl-f111572684r.jpg)

![49 Winding Oak Drive - Photo 7](http://lh.rdcpix.com/a007b77cfc2e8763e50cb91788d02f7fl-f4151053483r.jpg)

![49 Winding Oak Drive - Photo 8](http://lh.rdcpix.com/a007b77cfc2e8763e50cb91788d02f7fl-f1246368047r.jpg)

![49 Winding Oak Drive - Photo 9](http://lh.rdcpix.com/a007b77cfc2e8763e50cb91788d02f7fl-f3994702463r.jpg)

![49 Winding Oak Drive - Photo 10](http://lh.rdcpix.com/a007b77cfc2e8763e50cb91788d02f7fl-f3212110794r.jpg)

![49 Winding Oak Drive - Photo 11](http://lh.rdcpix.com/a007b77cfc2e8763e50cb91788d02f7fl-f425536399r.jpg)

![49 Winding Oak Drive - Photo 12](http://lh.rdcpix.com/a007b77cfc2e8763e50cb91788d02f7fl-f1015737067r.jpg)

![49 Winding Oak Drive - Photo 13](http://lh.rdcpix.com/a007b77cfc2e8763e50cb91788d02f7fl-f1450702460r.jpg)

![49 Winding Oak Drive - Photo 14](http://lh.rdcpix.com/a007b77cfc2e8763e50cb91788d02f7fl-f528227757r.jpg)

![49 Winding Oak Drive - Photo 15](http://lh.rdcpix.com/a007b77cfc2e8763e50cb91788d02f7fl-f799881341r.jpg)

![49 Winding Oak Drive - Photo 16](http://lh.rdcpix.com/a007b77cfc2e8763e50cb91788d02f7fl-f1057803095r.jpg)

![49 Winding Oak Drive - Photo 17](http://lh.rdcpix.com/a007b77cfc2e8763e50cb91788d02f7fl-f1987493838r.jpg)

![49 Winding Oak Drive - Photo 18](http://lh.rdcpix.com/a007b77cfc2e8763e50cb91788d02f7fl-f3798162856r.jpg)

![49 Winding Oak Drive - Photo 19](http://lh.rdcpix.com/a007b77cfc2e8763e50cb91788d02f7fl-f327454803r.jpg)

![49 Winding Oak Drive - Photo 20](http://lh.rdcpix.com/a007b77cfc2e8763e50cb91788d02f7fl-f3838721151r.jpg)

![49 Winding Oak Drive - Photo 21](http://lh.rdcpix.com/a007b77cfc2e8763e50cb91788d02f7fl-f3048519237r.jpg)

![49 Winding Oak Drive - Photo 22](http://lh.rdcpix.com/a007b77cfc2e8763e50cb91788d02f7fl-f2046654869r.jpg)

![49 Winding Oak Drive - Photo 23](http://lh.rdcpix.com/a007b77cfc2e8763e50cb91788d02f7fl-f1076913751r.jpg)

![49 Winding Oak Drive - Photo 24](http://lh.rdcpix.com/a007b77cfc2e8763e50cb91788d02f7fl-f4084729300r.jpg)

![49 Winding Oak Drive - Photo 25](http://lh.rdcpix.com/a007b77cfc2e8763e50cb91788d02f7fl-f372101857r.jpg)

![49 Winding Oak Drive - Photo 26](http://lh.rdcpix.com/a007b77cfc2e8763e50cb91788d02f7fl-f2570901154r.jpg)

![49 Winding Oak Drive - Photo 27](http://lh.rdcpix.com/a007b77cfc2e8763e50cb91788d02f7fl-f1200127933r.jpg)

![49 Winding Oak Drive - Photo 28](http://lh.rdcpix.com/a007b77cfc2e8763e50cb91788d02f7fl-f2550595086r.jpg)

![49 Winding Oak Drive - Photo 29](http://lh.rdcpix.com/a007b77cfc2e8763e50cb91788d02f7fl-f751358037r.jpg)

![49 Winding Oak Drive - Photo 30](http://lh.rdcpix.com/a007b77cfc2e8763e50cb91788d02f7fl-f3110324370r.jpg)

![49 Winding Oak Drive - Photo 31](http://lh.rdcpix.com/a007b77cfc2e8763e50cb91788d02f7fl-f2033766548r.jpg)

![49 Winding Oak Drive - Photo 32](http://lh.rdcpix.com/a007b77cfc2e8763e50cb91788d02f7fl-f2350119769r.jpg)

![49 Winding Oak Drive - Photo 33](http://lh.rdcpix.com/a007b77cfc2e8763e50cb91788d02f7fl-f3316229831r.jpg)

![49 Winding Oak Drive - Photo 34](http://lh.rdcpix.com/a007b77cfc2e8763e50cb91788d02f7fl-f1371259711r.jpg)

![49 Winding Oak Drive - Photo 35](http://lh.rdcpix.com/a007b77cfc2e8763e50cb91788d02f7fl-f1333922410r.jpg)

![49 Winding Oak Drive - Photo 36](http://lh.rdcpix.com/a007b77cfc2e8763e50cb91788d02f7fl-f359470324r.jpg)

![49 Winding Oak Drive - Photo 37](http://lh.rdcpix.com/a007b77cfc2e8763e50cb91788d02f7fl-f2526554916r.jpg)

![49 Winding Oak Drive - Photo 38](http://lh.rdcpix.com/a007b77cfc2e8763e50cb91788d02f7fl-f2753440315r.jpg)

![49 Winding Oak Drive - Photo 39](http://lh.rdcpix.com/a007b77cfc2e8763e50cb91788d02f7fl-f580921621r.jpg)

![49 Winding Oak Drive - Photo 40](http://lh.rdcpix.com/a007b77cfc2e8763e50cb91788d02f7fl-f1205119540r.jpg)

![49 Winding Oak Drive - Photo 41](http://lh.rdcpix.com/a007b77cfc2e8763e50cb91788d02f7fl-f3767419192r.jpg)

![49 Winding Oak Drive - Photo 42](http://lh.rdcpix.com/a007b77cfc2e8763e50cb91788d02f7fl-f1875620994r.jpg)

![49 Winding Oak Drive - Photo 43](http://lh.rdcpix.com/a007b77cfc2e8763e50cb91788d02f7fl-f3820207583r.jpg)

![49 Winding Oak Drive - Photo 44](http://lh.rdcpix.com/a007b77cfc2e8763e50cb91788d02f7fl-f114358919r.jpg)

![49 Winding Oak Drive - Photo 45](http://lh.rdcpix.com/a007b77cfc2e8763e50cb91788d02f7fl-f1332612334r.jpg)

![49 Winding Oak Drive - Photo 46](http://lh.rdcpix.com/a007b77cfc2e8763e50cb91788d02f7fl-f3361643555r.jpg)

---

**MLS#:** 193784 | **Updated:** 2026-09-15
**Source:** listhub

*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.*

[View on PropertySimple](https://www.propertysimple.ai/listing/49-winding-oak-drive-okatie-sc-29909-c193784)

---

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}
```