107 Okatie Highway & Rose Island: A Once-in-a-Lifetime Lowcountry Estate With Its Own Private Island

Address: 107 Okatie Highway, Okatie, SC 29909

Offering: Main waterfront estate + Rose Island (private island)

Asking Price (at time of writing): $15,000,000 

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Quick Facts (Buyer Highlights)

• Main Residence (“Legacy Lookout”): ~8,362 sq ft, 5 bedrooms, 7 full / 4 half baths, by architect Jim Strickland (Historical Concepts); completed 2009. Deep-water dock with boat lift and floating dock; event-ready lower-level terrace. 

• Private Island (Rose Island): ~450+ total acres (approx. 110 buildable acres) accessible by water or air; off-grid 4-bed/4.5-bath ~2,006 sq ft residence.

• Total Offering: Estate + island combine into a rare East Coast legacy compound with deep-water access, unmatched privacy, and development or multi-generational potential. Serhant

• Location & Access: Approx. 11 miles to Beaufort, 19 miles to Bluffton, 24 miles to Hilton Head Island, 35 miles to Savannah/Hilton Head Int’l Airport, 74 miles to Charleston; paved-road access to the estate and massive private dock. Legacy Lookout

Property Story

Set along the Chechessee River in the heart of South Carolina’s Lowcountry, 107 Okatie Highway pairs a timeless waterfront estate with the exceedingly rare opportunity to own Rose Island, a private island sanctuary just a short boat ride away. It’s the kind of offering that checks every box—privacy, scale, architecture, deep-water lifestyle—and then adds an entire island to the package. Serhant

The Main Estate: Craftsmanship, Scale, and Entertaining Power

Designed by Jim Strickland of Historical Concepts, the ~8,362-square-foot residence balances Lowcountry charm with commercial-grade substance. Expect beamed, vaulted ceilings, extensive locally sourced pine, and poured-concrete construction for durability. A safe room constructed entirely of concrete underscores the home’s build quality. The plan includes 5 bedrooms, 7 full baths, and 4 powder rooms, plus a guest house, a 3.5-car garage (with an additional 2-car bay converted to bonus gathering space). Below the main living level, a travertine-finished event terrace creates a resort-style venue for large parties. Outside, a deep-water dock features both a boatlift and floating dock for effortless on-water living.

At a glance (Main Estate)

• ~8,362 sq ft | 5 BD | 7F/4H baths

• Deep-water dock + boatlift + floating dock

• Travertine entertainment terrace below the residence

• Guest house + multi-garage setup; elevator; high ceilings and custom millwork

• Year built: 2009 luxurylandandhomes.com

Rose Island: Your Private, Off-Grid Playground

Rose Island elevates this offering into true legacy territory: 450+ acres of marshes, creeks, and uplands with ~110 buildable acres—large enough for a private family compound, conservation-minded enclave, or strategic development phases (subject to approvals). At its core is a self-sustaining, off-grid residence of about 2,006 sq ft with 4 bedrooms and 4.5 baths, perfect for immediate enjoyment while you plan your long-term vision. Arrive by boat or air, and experience a level of seclusion that’s nearly impossible to find on the East Coast. 

Lifestyle & Location

From sunrise dock coffee to golden-hour cruises among dolphin-rich waterways, the daily rhythm here revolves around the river. Yet you’re never far from world-class amenities: Hilton Head’s beaches and golf, Bluffton’s dining, historic Beaufort, and the full cultural draw of Savannah and Charleston are within easy reach by car or water. Legacy Lookout

Why This Offering Is Irreplaceable

1. Dual-Asset Rarity – A pedigreed waterfront estate paired with a private island is essentially unobtainable elsewhere on the East Coast at this scale. 

2. Turn-Key Enjoyment + Future Upside – Live luxuriously today while planning for multi-generational use, conservation, or select development on Rose Island (buyer to verify entitlements). 

3. Construction & Program – Architectural pedigree, commercial-grade construction, a safe room, deep-water infrastructure, and abundant indoor/outdoor venues optimized for entertaining.

4. Proximity Without Compromise – Total privacy with convenient access to airports, beaches, dining, golf, and Lowcountry culture. Legacy Lookout

Room-By-Room Snapshot (Main Residence)

• Grand Living & Dining – Vaulted, beamed ceilings and broad water views frame everyday living and special events.

• Chef’s Kitchen – Large island and catering-friendly layout for holidays and gatherings. 

• Owner’s Suite – Spa-style bath; generous closets; serene river vistas. 

• Guest & Flex Spaces – Secondary suites, media/bonus rooms, office, and guest house for hosting with privacy. 

• Outdoor Living – Expansive porches, the event-ready travertine terrace, and a deep-water dock with boatlift and floating dock. 

Potential Use Cases

• Private Family Compound – Main estate + island for multi-home generational planning. 

• Retreats & Events – The estate has been used as a high-end venue/luxury rental, demonstrating strong hospitality potential (buyers to verify permitting, capacity, and transferability). Legacy Lookout

• Conservation & Legacy – Stewardship opportunities across hundreds of island acres. (Buyer to verify with local authorities and land-use experts.)

Nearby Essentials & Recreation

Within a short drive you’ll find everyday conveniences (groceries, pharmacies) and signature Lowcountry experiences—from world-class golf to wildlife preserves and waterfront dining. The blend of seclusion and access is part of what makes this address so livable. 107 Okatie Hwy - Listed by SERHANT

Showing Information & How to Experience It

Private showings and water transfers to Rose Island are arranged by appointment to qualified buyers. Contact Golden Homes to coordinate your tour and discovery session!