# 49 Winding Oak Drive, Okatie, SC 29909

> **TL;DR:** 3bd/4ba single family, $679,000 ($237/sqft), 2,871 sqft.
> Fireplace. Est. $3,631/mo.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $679,000 |
| Price/sqft | $237 |
| Bedrooms | 3 |
| Bathrooms | 3 full, 1 half |
| Square Feet | 2,871 |
| Property Type | Single Family (Other) |
| Status | Active |
| Days on Market | 0 |

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Principal & Interest (20% down, 30-year at 6.5%) | $3,433 |
| Estimated Insurance | $198 |
| **Total** | **$3,631** |

## Key Amenities

- Fireplace

## Property Highlights

- Fireplace

## Description

### Agent Description
Under $700K and overlooking the Magnolia course's 3rd green, 49 Winding Oak offers a move-in ready entry into one of South Carolina's most prestigious island communities. Set on approximately half an acre, this 2,867 square-foot single-level residence is filled with natural light and Lowcountry ease. Cathedral and tray ceilings rise above living spaces framed by oversized windows, creating an airy backdrop for both quiet evenings and gracious entertaining. A fireplace and wet bar warm the gathering areas, while formal dining invites long dinners with family and friends. The primary suite is a generous private retreat, and a dedicated office supports work from home with ease. Above the garage, a private bonus suite offers a welcoming space for guests or a flexible retreat of your own. Step out to the rear deck and the golf course becomes an extension of everyday living. Ready to enjoy from the day you arrive, with room to make it your own over time, this is an inspired beginning to your Callawassie Island story.

## Location

- **Address:** 49 Winding Oak Drive, Okatie, SC 29909
- **County:** Beaufort
- **Coordinates:** 32.329061, -80.86524
- **Google Maps:** https://www.google.com/maps?q=32.329061,-80.86524

## Listing Agent

- **Name:** Joseph Kearney
- **Brokerage:** Coastal Real Estate Solutions II
- **Broker Phone:** (541) 420-5271
- **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/49-Winding-Oak-Dr_Okatie_SC_29909_M59957-19576?f=listhub&s=HHMLSSC&m=513676&c=propsimple)

## Photos

![49 Winding Oak Drive - Photo 1](http://lh.rdcpix.com/910205e74d4c25eedb52c34419660d66l-f2942518555r.jpg)

![49 Winding Oak Drive - Photo 2](http://lh.rdcpix.com/910205e74d4c25eedb52c34419660d66l-f784560264r.jpg)

![49 Winding Oak Drive - Photo 3](http://lh.rdcpix.com/910205e74d4c25eedb52c34419660d66l-f1652613487r.jpg)

![49 Winding Oak Drive - Photo 4](http://lh.rdcpix.com/910205e74d4c25eedb52c34419660d66l-f3823192765r.jpg)

![49 Winding Oak Drive - Photo 5](http://lh.rdcpix.com/910205e74d4c25eedb52c34419660d66l-f2046798736r.jpg)

![49 Winding Oak Drive - Photo 6](http://lh.rdcpix.com/910205e74d4c25eedb52c34419660d66l-f692363356r.jpg)

![49 Winding Oak Drive - Photo 7](http://lh.rdcpix.com/910205e74d4c25eedb52c34419660d66l-f2428382141r.jpg)

![49 Winding Oak Drive - Photo 8](http://lh.rdcpix.com/910205e74d4c25eedb52c34419660d66l-f1144121060r.jpg)

![49 Winding Oak Drive - Photo 9](http://lh.rdcpix.com/910205e74d4c25eedb52c34419660d66l-f1542905951r.jpg)

![49 Winding Oak Drive - Photo 10](http://lh.rdcpix.com/910205e74d4c25eedb52c34419660d66l-f2160718469r.jpg)

![49 Winding Oak Drive - Photo 11](http://lh.rdcpix.com/910205e74d4c25eedb52c34419660d66l-f3488243415r.jpg)

![49 Winding Oak Drive - Photo 12](http://lh.rdcpix.com/910205e74d4c25eedb52c34419660d66l-f2625514225r.jpg)

![49 Winding Oak Drive - Photo 13](http://lh.rdcpix.com/910205e74d4c25eedb52c34419660d66l-f272224245r.jpg)

![49 Winding Oak Drive - Photo 14](http://lh.rdcpix.com/910205e74d4c25eedb52c34419660d66l-f927930313r.jpg)

![49 Winding Oak Drive - Photo 15](http://lh.rdcpix.com/910205e74d4c25eedb52c34419660d66l-f3261763242r.jpg)

![49 Winding Oak Drive - Photo 16](http://lh.rdcpix.com/910205e74d4c25eedb52c34419660d66l-f276711405r.jpg)

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![49 Winding Oak Drive - Photo 18](http://lh.rdcpix.com/910205e74d4c25eedb52c34419660d66l-f3444537825r.jpg)

![49 Winding Oak Drive - Photo 19](http://lh.rdcpix.com/910205e74d4c25eedb52c34419660d66l-f1898634919r.jpg)

![49 Winding Oak Drive - Photo 20](http://lh.rdcpix.com/910205e74d4c25eedb52c34419660d66l-f2303660973r.jpg)

![49 Winding Oak Drive - Photo 21](http://lh.rdcpix.com/910205e74d4c25eedb52c34419660d66l-f541023387r.jpg)

![49 Winding Oak Drive - Photo 22](http://lh.rdcpix.com/910205e74d4c25eedb52c34419660d66l-f3794336806r.jpg)

![49 Winding Oak Drive - Photo 23](http://lh.rdcpix.com/910205e74d4c25eedb52c34419660d66l-f2166585075r.jpg)

![49 Winding Oak Drive - Photo 24](http://lh.rdcpix.com/910205e74d4c25eedb52c34419660d66l-f565972279r.jpg)

![49 Winding Oak Drive - Photo 25](http://lh.rdcpix.com/910205e74d4c25eedb52c34419660d66l-f2448512230r.jpg)

![49 Winding Oak Drive - Photo 26](http://lh.rdcpix.com/910205e74d4c25eedb52c34419660d66l-f1672517141r.jpg)

![49 Winding Oak Drive - Photo 27](http://lh.rdcpix.com/910205e74d4c25eedb52c34419660d66l-f3816850474r.jpg)

![49 Winding Oak Drive - Photo 28](http://lh.rdcpix.com/910205e74d4c25eedb52c34419660d66l-f3805358348r.jpg)

![49 Winding Oak Drive - Photo 29](http://lh.rdcpix.com/910205e74d4c25eedb52c34419660d66l-f2955839316r.jpg)

![49 Winding Oak Drive - Photo 30](http://lh.rdcpix.com/910205e74d4c25eedb52c34419660d66l-f2769687933r.jpg)

![49 Winding Oak Drive - Photo 31](http://lh.rdcpix.com/910205e74d4c25eedb52c34419660d66l-f2123341707r.jpg)

![49 Winding Oak Drive - Photo 32](http://lh.rdcpix.com/910205e74d4c25eedb52c34419660d66l-f629782821r.jpg)

![49 Winding Oak Drive - Photo 33](http://lh.rdcpix.com/910205e74d4c25eedb52c34419660d66l-f1903011879r.jpg)

![49 Winding Oak Drive - Photo 34](http://lh.rdcpix.com/910205e74d4c25eedb52c34419660d66l-f3515437278r.jpg)

![49 Winding Oak Drive - Photo 35](http://lh.rdcpix.com/910205e74d4c25eedb52c34419660d66l-f2327069713r.jpg)

![49 Winding Oak Drive - Photo 36](http://lh.rdcpix.com/910205e74d4c25eedb52c34419660d66l-f371672812r.jpg)

![49 Winding Oak Drive - Photo 37](http://lh.rdcpix.com/910205e74d4c25eedb52c34419660d66l-f197366604r.jpg)

![49 Winding Oak Drive - Photo 38](http://lh.rdcpix.com/910205e74d4c25eedb52c34419660d66l-f3774912924r.jpg)

![49 Winding Oak Drive - Photo 39](http://lh.rdcpix.com/910205e74d4c25eedb52c34419660d66l-f3125949955r.jpg)

![49 Winding Oak Drive - Photo 40](http://lh.rdcpix.com/910205e74d4c25eedb52c34419660d66l-f464984337r.jpg)

![49 Winding Oak Drive - Photo 41](http://lh.rdcpix.com/910205e74d4c25eedb52c34419660d66l-f1516430638r.jpg)

![49 Winding Oak Drive - Photo 42](http://lh.rdcpix.com/910205e74d4c25eedb52c34419660d66l-f494686206r.jpg)

![49 Winding Oak Drive - Photo 43](http://lh.rdcpix.com/910205e74d4c25eedb52c34419660d66l-f377236615r.jpg)

![49 Winding Oak Drive - Photo 44](http://lh.rdcpix.com/910205e74d4c25eedb52c34419660d66l-f1729726135r.jpg)

![49 Winding Oak Drive - Photo 45](http://lh.rdcpix.com/910205e74d4c25eedb52c34419660d66l-f2062035825r.jpg)

![49 Winding Oak Drive - Photo 46](http://lh.rdcpix.com/910205e74d4c25eedb52c34419660d66l-f1661896073r.jpg)

![49 Winding Oak Drive - Photo 47](http://lh.rdcpix.com/910205e74d4c25eedb52c34419660d66l-f1103467958r.jpg)

![49 Winding Oak Drive - Photo 48](http://lh.rdcpix.com/910205e74d4c25eedb52c34419660d66l-f2280140426r.jpg)

![49 Winding Oak Drive - Photo 49](http://lh.rdcpix.com/910205e74d4c25eedb52c34419660d66l-f2161398351r.jpg)

![49 Winding Oak Drive - Photo 50](http://lh.rdcpix.com/910205e74d4c25eedb52c34419660d66l-f68446037r.jpg)

![49 Winding Oak Drive - Photo 51](http://lh.rdcpix.com/910205e74d4c25eedb52c34419660d66l-f3836589829r.jpg)

![49 Winding Oak Drive - Photo 52](http://lh.rdcpix.com/910205e74d4c25eedb52c34419660d66l-f4103248534r.jpg)

![49 Winding Oak Drive - Photo 53](http://lh.rdcpix.com/910205e74d4c25eedb52c34419660d66l-f90440398r.jpg)

![49 Winding Oak Drive - Photo 54](http://lh.rdcpix.com/910205e74d4c25eedb52c34419660d66l-f2551384819r.jpg)

![49 Winding Oak Drive - Photo 55](http://lh.rdcpix.com/910205e74d4c25eedb52c34419660d66l-f4219183597r.jpg)

![49 Winding Oak Drive - Photo 56](http://lh.rdcpix.com/910205e74d4c25eedb52c34419660d66l-f3959449874r.jpg)

![49 Winding Oak Drive - Photo 57](http://lh.rdcpix.com/910205e74d4c25eedb52c34419660d66l-f528335228r.jpg)

![49 Winding Oak Drive - Photo 58](http://lh.rdcpix.com/910205e74d4c25eedb52c34419660d66l-f3002730921r.jpg)

![49 Winding Oak Drive - Photo 59](http://lh.rdcpix.com/910205e74d4c25eedb52c34419660d66l-f3635498656r.jpg)

---

**MLS#:** 513676 | **Updated:** 2026-10-28
**Source:** listhub

*Copyright © 2026 REsides, Inc. 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-29909-5343cbac8a7647129b3bd652cc587749)

---

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