440 Woodland Shores Road, Charleston SC 29412 — photo 1 of 56
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$1,100,000

Active

440 Woodland Shores Road, Charleston SC 29412

Charleston, SC 29412View on map

4 bedrooms5 bathrooms2770 sq ftResidential · Single Family Detached

Est. $5,849/mo with 20% down at 6.99%

MLS #25030852

Potential Cost Advantage with Nestor

$27,500

Based on $1,100,000 and a typical 2.5%–3.0% buyer-side compensation. Actual savings vary.

No buyer agent commission requested

You pay a flat $599 fee to Nestor when your offer is accepted — that's it.

Why Nestor flags this home

288 days on market — longer time listed often means the seller is more open to negotiation.

Quick facts

About this home

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.

Property details

Property typeResidential · Single Family Detached
Bedrooms4
Bathrooms5
Square footage2770 sq ft
StatusActive
MLS number25030852
CityCharleston
StateSC
Zip code29412

How buying works with Nestor

1

Get Nestor Certified

Complete identity verification to meet the requirements for requesting showings through Nestor.

2

Schedule your tour

Request showings through Nestor. NovaCasa coordinates the appointment and notifies you when it is confirmed.

3

Make your offer

Nestor helps you build a strong, competitive offer based on comps and market data.

4

Nestor tracks to closing

We manage deadlines, inspections, and keep you on track to close.

Listing information deemed reliable but not guaranteed. © 2026 Nestor. All rights reserved.

$1,100,000

440 Woodland Shores Road, Charleston SC 29412

Charleston, SC 29412

4 bd5 ba2770 sqft

Potential Cost Advantage

$27,500

Est. 2.5–3% buyer-side savings vs. traditional agent. Flat $599 Nestor fee applies.

EQUAL
HOUSING
OPPTY

Equal Housing Opportunity. All real estate listings are provided without regard to race, color, national origin, religion, sex, familial status, disability, or any other protected class. Listing data is deemed reliable but not guaranteed. Nestor and Novacasa LLC are committed to full compliance with all applicable fair housing laws. MLS data is provided for informational purposes only and does not constitute an offer or solicitation.

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Technology-assisted transaction brokerage for independent home buyers.

Equal Housing Opportunity. Nestor and Novacasa LLC are committed to compliance with all federal, state, and local fair housing laws. We do not discriminate on the basis of race, color, national origin, religion, sex, familial status, disability, or any other protected class. All listings are provided without regard to protected characteristics.

Listing data provided by the Coastal Trident MLS (CTMLS) and the Charleston Trident Association of REALTORS® (CHSMLS) via Bridge Interactive. Information is deemed reliable but not guaranteed. Listings are provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties. NovaCasa Realty, LLC is an authorized IDX/VOW participant. All listing data is subject to CTMLS/CHSMLS copyright.

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