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$599,000 Sale Pending

  • For Sale
  • Pending
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,398 Sq. Ft.
  • 2 Car Garage
  • Updated 10 days ago
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Welcome to Callawassie Island, a private gated island sanctuary community with numerous amenities. With a new roof, this spacious 3 bedroom, 2.5 bath one level is perfectly framed by sweeping views of Spanish moss-draped oaks and the Tom Fazio "Palmetto" course. Sunlight filters through generous windows, illuminating architectural details. With vaulted ceilings and a wall of windows, the inviting great room is anchored by the fireplace. Entertaining is easy with the spacious dining area open to the kitchen. The kitchen showcases custom wooden cabinetry and a walk-in pantry. The tranquil primary suite overlooks the wide views and offers a jetted spa tub, walk-in shower and dual vanities. A large two car garage with a dedicated golf cart bay, this home is priced for you to add your personal touches.

Full Property Details for 9 Winding Oak Dr

General

  • Price: $599,000
  • Status: Pending
  • Type: Single Family
  • Source: 2263
  • MLS ID: 502567
  • Updated: 1/7/2026
  • Added to Site: 65 day(s) ago

Interior

  • Number of Rooms: 1
  • Interior Features: Ceiling Fan(s), Cathedral Ceiling(s), High Ceilings, Main Level Primary, Pull Down Attic Stairs, Smooth Ceilings, Vaulted Ceiling(s), Entrance Foyer, Pantry
  • Appliances: Dryer, Dishwasher, Microwave, Oven, Refrigerator, Stove, Washer
  • Furnishings: Unfurnished
  • Flooring: Carpet, Tile, Wood

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 3

Additional Information

  • Shared Amenities: Clubhouse, Restaurant, Tennis Court(s)
  • Security/Safety: Smoke Detector(s)

Exterior

  • Exterior Features: Paved Driveway

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Parking Features: Driveway, Garage, Two Car Garage

Location

  • County: Beaufort
  • Subdivision: CALLAWASSIE ISLAND

Community

  • Community Name: Callawassie Island

Heating & Cooling

  • Central air: Yes
  • Air Conditioning: Yes
  • Cooling Type: Central Air, Electric
  • Heating Type: Electric

Utilities

  • Water: Community/Coop

Structural Information

  • Architectural Style: One Story
  • Detached/Attached: Detached
  • Model: Callawasie
  • Construction: Wood Siding
  • Roof: Asphalt
  • Windows: Other
  • Stories/Levels: 1
  • Square Feet: 2,398
  • Living Area: 2,398 Sq. Ft.
  • Year Built: 2000

Lot Features

  • Property View: Golf Course
  • Lot Features: 1/2 to 1 Acre Lot

Financial Considerations

  • Terms: Cash, Conventional

Disclosures and Reports

  • Special Conditions: None
  • Lot Number: 5

Listed by Keller Williams Realty (322), Drake Real Estate Team (843) 422-7500

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Listing agent

— 9 Winding Oak Dr —

  • Drake Real Estate Team

    Keller Williams Realty (322)

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 9 Winding Oak Dr

School District:Beaufort County School District
NameGradesDistance
Okatie Elementary School
53 Cherry Point Road, Bluffton, SC 29909
PK-54 mi
Bluffton Middle School
30 New Mustang Drive, Bluffton, SC 29910
6-85.3 mi
May River High
601 New Riverside Road, Bluffton, SC 29910
9-1210.1 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 9 Winding Oak Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
11/12/2025
Listed
$599,000
113.93%
MLS
5/08/2017
Sold
$280,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 9 Winding Oak Dr

Year
Property Taxes
Change
Tax Assessment
Change
2024
$4,563
—
$18,320
—
2023
$4,563
10%
$18,320
15%
2022
$4,143
2%
$15,930
—
2021
$4,057
5%
$15,930
—
2019
$3,871
6%
$15,930
—
2018
$3,666
178%
$15,930
30%
2017
$1,321
2%
$12,210
—
2016
$1,299
2%
$12,210
—
2015
$1,272
6%
$12,210
-96%
2014
$1,200
1%
$305,200
2400%
2013
$1,194
—
$12,210
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Keller Williams Realty (322), Drake Real Estate Team (843) 422-7500

9 Winding Oak Drive, Okatie, SC 29909 (MLS# 502567) is a Single Family property with 3 bedrooms, 2 full bathrooms and 1 partial bathroom. 9 Winding Oak Drive is currently listed for $599,000 and was received on November 12, 2025. Want to learn more about 9 Winding Oak Drive? Do you have questions about finding other Single Family real estate for sale in Okatie? You can browse all Okatie real estate or contact a Coldwell Banker agent to request more information.

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