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$715,000

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,204 Sq. Ft.
  • 2 Car Garage
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Beautifully updated one-level ranch overlooking the prestigious Magnolia #5, this exceptional home offers effortless slab-on-grade living in the heart of Callawassie Island. Meticulously maintained and move-in ready, it is perfectly suited as either a full-time residence or an idyllic Lowcountry retreat. Thoughtfully enhanced throughout, the home interior features a designer kitchen with new appliances, new ceiling fans and light fixtures, new Hunter Douglas plantation shutters, and fresh interior paint. The exterior offers new gutters with gutter guards, new exterior light fixtures, copper rain chains, elegant new front entry doors, decorative crosshead window moldings plus more, creating a timeless blend of style and functionality. The inviting Carolina Room serves as a peaceful year-round extension of the living space, overlooking a completely redesigned backyard with lush landscaping that provides a private setting for relaxing or entertaining. Beautifully landscaped from front to back, every detail reflects pride of ownership and exceptional care. Located within the private, gated community of Callawassie Island, residents enjoy an unparalleled lifestyle with 27 holes of Tom Fazio-designed championship golf, tennis, pickle ball, fitness facilities, community docks, swimming pools, dining, and miles of breathtaking marsh front scenery. Ideally situated between Beaufort, Bluffton, Hilton Head, and Savannah, this remarkable home offers the perfect combination of privacy, luxury, and convenience. Furnishings and Golfcart are negotiable.

Full Property Details for 89 Winding Oak Dr

General

  • Price: $715,000
  • Status: Active
  • Type: Single Family
  • Source: 2263
  • MLS ID: 511821
  • Updated: 8/22/2026
  • Added to Site: 41 day(s) ago

Interior

  • Interior Features: Attic, Tray Ceiling(s), Ceiling Fan(s), Cathedral Ceiling(s), Fireplace, High Ceilings, Main Level Primary, Multiple Closets, Pull Down Attic Stairs, Separate Shower, Cable TV, Vaulted Ceiling(s), Wood Burning Stove, Window Treatments, Entrance Foyer, Eat-in Kitchen
  • Fireplace(s): Wood Burning Stove
  • Appliances: Dryer, Dishwasher, Disposal, Microwave, Oven, Refrigerator, Self Cleaning Oven, Stove, Washer
  • Furnishings: Unfurnished
  • Flooring: Engineered Hardwood, Tile

Rooms

Bathrooms

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

Bedrooms

  • Total Bedrooms: 3

Additional Information

  • Shared Amenities: Basketball Court, Bocce Court, Clubhouse, Dock, Dog Park, Fitness Center, Fire Pit, Golf Course, Barbecue, Playground, Pickleball, Pool, Restaurant, Guard, Tennis Court(s)
  • Shared Pool: Yes
  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Heated, Lap, Propane Heat, Private, Community
  • Security/Safety: Smoke Detector(s)
  • Equipment: Satellite Dish

Exterior

  • Exterior Features: Sprinkler/Irrigation, Paved Driveway, Porch, Rain Gutters
  • Porch/Patio/Deck: Rear Porch, Enclosed, Front Porch, Porch

Parking

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

Location

  • County: Beaufort
  • Subdivision: CALLAWASSIE ISLAND

Community

  • Community Name: Callawassie Island
  • Pets Allowed: Yes

Heating & Cooling

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

Utilities

  • Water: Public, Private

Structural Information

  • Architectural Style: One Story
  • Detached/Attached: Detached
  • Model: Custom
  • Construction: Wood Siding
  • Roof: Asphalt
  • Windows: Other, Screens, Window Treatments
  • Stories/Levels: 1
  • Square Feet: 2,204
  • Living Area: 2,204 Sq. Ft.
  • Year Built: 1991

Lot Features

  • Property View: Golf Course
  • Lot Size: .5568
  • Lot Features: 1/2 to 1 Acre Lot

Green Features

  • Indoor Air Quality: Ventilation

Financial Considerations

  • Terms: Cash, Conventional

Disclosures and Reports

  • Special Conditions: None
  • Lot Number: 4

Listed by Coastal Real Estate Solutions II, Andrew Seivold (843) 812-6744

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Listing agent

— 89 Winding Oak Dr —

  • Andrew Seivold

    Coastal Real Estate Solutions II

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 89 Winding Oak Dr

School District:Beaufort County School District
NameGradesDistance
Okatie Elementary School
53 Cherry Point Road, Bluffton, SC 29909
PK-53.7 mi
Bluffton Middle School
30 New Mustang Drive, Bluffton, SC 29910
6-84.8 mi
May River High
601 New Riverside Road, Bluffton, SC 29910
9-129.5 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 89 Winding Oak Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
7/30/2026
Listed
$715,000
180.39%
MLS
4/14/2021
Sold
$255,000
—
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 89 Winding Oak Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$4,801
2%
$18,970
—
2024
$4,721
—
$18,970
—
2023
$4,721
12%
$18,970
72%
2021
$4,199
-2%
$11,000
—
2022
$4,288
2%
$11,000
-33%
2021
$4,199
62%
$16,500
56%
2019
$2,600
-12%
$10,560
-17%
2018
$2,956
1%
$12,770
5%
2017
$2,932
2%
$12,140
—
2016
$2,882
263%
$12,140
50%
2015
$795
8%
$8,100
-96%
2014
$737
1%
$202,400
2399%
2013
$733
—
$8,100
—
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

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Listed by Coastal Real Estate Solutions II, Andrew Seivold (843) 812-6744

89 Winding Oak Drive, Okatie, SC 29909 (MLS# 511821) is a Single Family property with 3 bedrooms, 2 full bathrooms and 1 partial bathroom. 89 Winding Oak Drive is currently listed for $715,000 and was received on July 30, 2026. Want to learn more about 89 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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