
440 Woodland Shores Road · Charleston, SC 29412
Nestled beneath mature live oaks on one of James Island's sought-after, sidewalk-lined streets, this charming Lowcountry property offers a rare combination of location, flexibility and income-producing potential. Situated on approximately half an acre just minutes from Downtown Charleston and Folly Beach, the property includes a beautifully furnished main residence and a separate, detached guest cottage--both currently operating as successful short-term rentals.The light-filled main home features hardwood floors throughout, an easy-flowing floor plan and inviting Lowcountry character.The spacious .50-acre lot has not been subdivided, unlike many properties along the street, preserving the space and separation that make this property so unique.
A large covered carport provides flexible storage for vehicles, a boat or golf cart, while a separate shed with electricity offers additional storage and workspace. The main residence also features an encapsulated crawlspace.
Conveniently located near Charleston County parks, the Charleston Municipal Golf Course, local restaurants and shopping, with Downtown Charleston and Folly Beach both just minutes away, this is a rare opportunity to own a versatile James Island property offering two distinct living spaces, established short-term-rental use and an exceptional Lowcountry setting.
Features & Amenities
Location
Property boundary from county GIS
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Neighborhood Snapshot
U.S. Census Bureau, ACS 5-year estimatesWalk Score®, Bike Score® and Transit Score® provided by Walk Score.
Neighborhood data describes this home's U.S. Census tract and is provided for information only. Statistics describe an area, not any individual property or its residents.
Pricing History
| Date | Event | Price | Change |
|---|---|---|---|
| Feb 19, 2026 | Price Change | $1,145,000 | — |
Monthly Cost Estimate
* Estimates only. Actual rates, payments, and terms vary. Consult a licensed mortgage professional.
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Last Updated: Sep 3, 2026