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$779,000 -$68,000 (-8.03%) Price Reduced

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 3 Full Baths
  • 2,104 Sq. Ft.
  • 2 Car Garage
  • Updated 1 day ago
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Ideally located midway between Beaufort and Bluffton, this beautifully updated Callawassie Island home was originally renovated in 2020 and further improved in 2025. Filled with natural light, it offers peaceful views of Palmetto Hole Four green on the newly renovated Tom Fazio-designed course. The kitchen features VIKING stainless appliances, and a spacious screened porch creates an inviting layout. A 2023 roof and Wi-Fi-enabled water heater enhance efficiency. Recent interior updates include solid wood closet shelving, new LED lighting, fresh paint, a whole-home audio system, four mounted TVs, and six Ring cameras. The foundation was reinforced with new footer supports in 2024 and passed follow-up inspection with no issues; all 2024 inspection items have been addressed. Freshly painted decks, stairs, and railings complement the home's exterior. Offered furnished and move-in ready, residents enjoy golf, deep-water docks, dining, fitness, pools, tennis, pickleball, bocce, and more.

Full Property Details for 3 Winding Oak Dr

General

  • Price: $779,000
  • Status: Active
  • Type: Single Family
  • Source: 2263
  • MLS ID: 502751
  • Updated: 1/16/2026
  • Added to Site: 65 day(s) ago

Interior

  • Number of Rooms: 1
  • Interior Features: Cathedral Ceiling(s), High Ceilings, Main Level Primary, Pull Down Attic Stairs, Vaulted Ceiling(s), Entrance Foyer, Eat-in Kitchen, New Paint, Workshop
  • Appliances: Convection Oven, Dryer, Dishwasher, Gas Range, Microwave, Refrigerator, Washer
  • Furnished: Yes
  • Furnishings: Furnished
  • Flooring: Engineered Hardwood, Tile

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3

Bedrooms

  • Total Bedrooms: 3

Additional Information

  • Shared Amenities: Clubhouse, Dog Park, Fitness Center, Fire Pit, Golf Course, Garden Area, Playground, Pickleball, Pool, Restaurant, Guard, Tennis Court(s)
  • Shared Pool: Yes
  • Pool: Yes
  • Pool Description: Community

Exterior

  • Exterior Features: Enclosed Porch, Propane Tank - Leased
  • Porch/Patio/Deck: Front Porch, Patio, Porch, Screened

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Parking Features: 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, Heat Pump
  • Heating Type: Central, Electric, Heat Pump

Utilities

  • Water: Community/Coop, Public, Private

Structural Information

  • Detached/Attached: Detached
  • Model: Callawasie
  • Construction: Synthetic Stucco
  • Roof: Asphalt
  • Windows: Other
  • Square Feet: 2,104
  • Living Area: 2,104 Sq. Ft.
  • Year Built: 1998

Lot Features

  • Property View: Golf Course
  • Lot Size: .5245
  • Lot Features: 1/2 to 1 Acre Lot

Financial Considerations

  • Terms: Cash, Conventional, VA Loan

Disclosures and Reports

  • Special Conditions: None
  • Lot Number: 2

Listed by Coastal Real Estate Solutions II (566), Emily Kearney (541) 420-5271 and Coastal Real Estate Solutions II (566), Joseph Kearney (541) 977-7373

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Listing agents

— 3 Winding Oak Dr —

  • Emily Kearney

    Coastal Real Estate Solutions II (566)

  • Joseph Kearney

    Coastal Real Estate Solutions II (566)

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 3 Winding Oak Dr

School District:Beaufort County School District
NameGradesDistance
Okatie Elementary School
53 Cherry Point Road, Bluffton, SC 29909
PK-54.1 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 3 Winding Oak Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
1/16/2026
Price Reduced
$779,000
-8.03%
MLS
11/12/2025
Listed
$847,000
252.92%
MLS
11/13/2019
Sold
$240,000
—
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 3 Winding Oak Dr

Year
Property Taxes
Change
Tax Assessment
Change
2024
$4,387
—
$17,600
—
2023
$4,387
10%
$17,600
15%
2022
$3,983
2%
$15,300
—
2021
$3,901
-16%
$15,300
-21%
2019
$4,661
6%
$19,270
—
2018
$4,416
9%
$19,270
14%
2017
$4,036
2%
$16,850
—
2016
$3,966
5%
$16,850
—
2015
$3,787
3%
$16,850
-94%
2014
$3,691
3%
$280,800
1566%
2013
$3,580
—
$16,850
—
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 Coastal Real Estate Solutions II (566), Emily Kearney (541) 420-5271 and Coastal Real Estate Solutions II (566), Joseph Kearney (541) 977-7373

3 Winding Oak Drive, Okatie, SC 29909 (MLS# 502751) is a Single Family property with 3 bedrooms and 3 full bathrooms. 3 Winding Oak Drive is currently listed for $779,000 and was received on November 12, 2025. Want to learn more about 3 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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