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1 River Club Court, Okatie
$1,249,500
3 Beds ⋅ 3 Baths ⋅ 2,505 SqFt. ⋅ HILTONHEAD-513774 MLS
Set juѕt stepѕ frοm the wаtеr, сommunіtу pool, and two deeр-wаter docks, this home is located in one of the most desirable and walkable pockets of Callawassie Island-a location where opportunities are rare and fully renovated homes are even rarer.Completed with a top-to-bottom renovation in 2022 by Bell Built Construction, this move-in-ready residence offers true peace of mind, with every major system thoughtfully updated. Inside, modern finishes meet relaxed Lowcountry style, featuring wide-plank flooring, a reimagined kitchen with updated appliances, and a beautifully redesigned primary suite.With river breezes, sunset views, and effortless access to the island's most loved amenities just outside your door, this is everyday living that feels like a permanent getaway.

1 River Club Court, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

18 Chechessee Circle, Okatie
$895,000
4 Beds ⋅ 5 Baths ⋅ 2,726 SqFt. ⋅ HILTONHEAD-513769 MLS
Discοver the beаutу and trаnquіlіty οf Ꮮowcountry living on Cаllawаssie Island, a private, gated waterfront community in the heart of South Carolina's Lowcountry. Tucked away on a private cul-de-sac, this inviting marsh front residence captures sweeping, long-range marsh views & the natural beauty of the coastal landscape, with the opportunity to enjoy both breathtaking sunrises and spectacular sunsets. Designed for comfortable one-level living, this spacious ranch-style home offers four bedrooms, each with its own full bath, plus a half bath for guests. The primary suite is conveniently located on the first floor, providing a private and comfortable retreat. A versatile room over the garage offers additional space for guests. Enjoy relaxing on the deck while taking in the expansive marsh views. Recent new plumbing throughout add peace of mind, while the two-car garage and separate golf cart garage provide excellent convenience for enjoying the Callawassie Island lifestyle. Set within a sought-after gated community with an array of amenities, this special property combines privacy, beautiful natural surroundings, and a desirable coastal setting. Whether savoring a quiet morning overlooking the marsh, entertaining on the deck, or enjoying the community's offerings, this home presents a wonderful opportunity to embrace the relaxed elegance of Lowcountry living. Private gated Island Community offers Clubhouse, River Club, fitness center, 2 pools, kayak dock. Six Tennis courts, pickleball courts, 27 hole Golf course & 24/7 gated

18 Chechessee Circle, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

66 Winding Oak Drive, Okatie
$1,250,000
3 Beds ⋅ 3 Baths ⋅ 2,600 SqFt. ⋅ HILTONHEAD-513595 MLS
Welcomе to Parаdіsе! Τhіs ѕіngle level 3br/3ba sanctuаry іs nestled high on a bluff along the River/Marsh on beautiful Callawassie Island. This home has been freshly re-imagined and offers you breathtaking Cove views with beautiful sunsets. The gourmet kitchen is a chef's kiss and opens to entertaining areas, Great Room and Carolina Room. Multiple rooms offer spectacular views to the Water and it is an exceptionally light and bright floorplan. It is perfectly positioned on a generous size, beautifully landscaped lot offering indoor/outdoor living and access to a rear pavered patio. Callawassie Island Club has some of the best amenities, including pickleball/tennis, optional golf, dining, multiple pool and spa services on site. This location is central to all things Lowcountry including the towns of Bluffton, Beaufort, Savannah and Hilton Head Island. Come LiveLowcountryLife...

66 Winding Oak Drive, Okatie

Listing courtesy of RE/MAX Island Realty.

41 Sugar Mill Drive, Okatie
$1,699,000
4 Beds ⋅ 4 Baths ⋅ 3,280 SqFt. ⋅ HILTONHEAD-512942 MLS
DEEP WΑTER LΙVΙNG ΟΝ CΑLᏞΑWASSIE ISᏞAΝD - Fully remodeled 4 BR / 3.5 BA Lowcountry retreat with private deep water dock, NEW boat lift, and NEW floating dock on a tidal creek leading to the Colleton and Chechessee Rivers. 41 Sugar Mill Drive delivers a combination rarely found in Bluffton/Okatie, SC: spectacular marsh and sunset views across the water out back, and beautiful championship golf views out front - all framed by centuries-old moss-draped Live Oaks on a lush, professionally landscaped homesite. Completely renovated inside and out, this turnkey home features a NEW roof, NEW designer kitchen, and NEW bathrooms throughout. The chef's kitchen showcases custom cabinetry to the ceiling, exotic granite counters, a Wolf gas range with double ovens, built-in refrigeration, and wine storage - all open to a fireside family room with built-ins and shiplap detail. Soaring cathedral ceilings and dramatic walls of glass fill the great room with natural light and postcard marsh views. Wide-plank hardwood floors, a formal dining room framing the golf views, and a serene primary suite opening to the screened porch - with a spa bath featuring a jetted tub, frameless glass shower, and dual vanities - round out sought-after single-level living with a split bedroom plan. Outside, an entertaining deck, paver patio, and stone fire pit overlooking the marsh set the stage for evenings under the oaks. Step out your back door, stroll your private boardwalk beneath the oaks, and drop the boat in minutes - fish, crab, or cruise to the Colleton River, Beaufort, or Hilton Head Island by water. Evenings end with fiery sunsets over the marsh from your dock with seating area. Callawassie Island is a gated, member-owned community offering 27 holes of Tom Fazio golf, tennis and pickleball, pools, fitness center, riverfront community docks, walking trails, and a vibrant club lifestyle - minutes from Beaufort, Bluffton, and Hilton Head, and an easy drive to Charleston, SC and Savannah, GA. Whether you're seeking a primary residence, second home, or legacy waterfront property, this is Lowcountry living at its finest: deep water, golf views, ancient oaks, and a total renovation already done for you. Move in, tie up the boat, and start living the island life. Schedule your private showing of 41 Sugar Mill Drive today.

41 Sugar Mill Drive, Okatie

Listing courtesy of Charter One Realty.

14 Heron Point, Okatie
$1,360,000
4 Beds ⋅ 5 Baths ⋅ 3,030 SqFt. ⋅ HILTONHEAD-512044 MLS
Back οn the market thrοugh nο fault οf thе ѕellеrѕ-another oppοrtunitу to make this exceptional home yours! Southern Living, brought to life on Callawassie Island. Built in 2025 from a featured Southern Living floor plan, the River Place Cottage is better than new, with more than $100K in thoughtful owner upgrades. Tucked on a quiet Heron Point cul-de-sac with no through traffic, a wide front porch welcomes you into a light-filled home where warm hardwood floors, exposed beams, and elevated finishes create an immediate sense of relaxed elegance. The open kitchen, dining, and living areas flow effortlessly for everyday living and entertaining, anchored by a custom fireplace surround with gas insert and complemented by designer lighting. Just off the dining area, sliders open to a spacious screened porch, extending the living space and creating the seamless indoor/outdoor connection Lowcountry living is known for. The private main-level primary suite features a spa-like bath with a soaking tub, while a dedicated study offers a quiet place to work or unwind. Out back, a covered porch leads to an expansive custom paver patio and fire pit, with generous green space, enhanced landscaping, and beautiful views of Dogwood #6 beyond-an idyllic setting for morning coffee, evenings around the fire, or entertaining friends. Upstairs, hardwood floors continue through two spacious ensuite bedrooms with abundant storage. A detached 2-car garage with a dedicated golf cart bay and epoxy floors is topped by a 558-square-foot FROG with a full bath and closet-ideal as a private guest suite, gym, or flex space. Fresh interior paint, exterior shutters, and numerous additional improvements mean the work has already been done. And beyond your front door, enjoy the lifestyle that makes Callawassie Island so special-27 holes of golf, boating and river access, racquet sports, pools, fitness, dining, and a welcoming social community, all surrounded by the natural beauty of the Lowcountry. Beautifully finished, thoughtfully upgraded, and completely move-in ready-this is a home designed to be enjoyed from day one.

14 Heron Point, Okatie

Listing courtesy of The Agency Hilton Head.

24 River Marsh Lane, Okatie
$1,075,000
4 Beds ⋅ 4 Baths ⋅ 2,965 SqFt. ⋅ HILTONHEAD-511584 MLS
Among the Best Golf/Marsh views within Callawassie Island. This Club Cottage, at 2,965 sq. feet, has 4 bedrooms, 3 1/2 bath and terrific long views of the complete Dogwood 9th hole, bridge/lagoon and tidal marsh views. Primary Bedroom on 1st floor, with 2 bedrooms upstairs with an optional 4th bedroom or office. The Upstairs Bedroom private veranda provides even more elevated spectacular views. Callawassie Island Club Cottage Section is ideal for either a primary home, a 2nd home or a rental investment property. Callawassie Island Lifestyle offers, breathtaking natural beauty, endless activities, newly renovated Tom Fazio designed 27 holes of golf (optional) with total privacy and security.

24 River Marsh Lane, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

14 River Marsh Lane, Okatie
$1,100,000
3 Beds ⋅ 4 Baths ⋅ 2,734 SqFt. ⋅ HILTONHEAD-510205 MLS
An incredible opportunity and unbelievable value to have three wonderful views of marsh, lagoon, and golf. This charming recently renovated Lowcountry Club Cottage is move in ready and yours to enjoy morning sunrises over the marsh. Located on the finishing 9th hole of the Dogwood course, this open floor plan with high ceiling is perfect for entertaining. 3 bedrooms, 1st-floor master, 3.5 baths, 2nd floor Guest Suite with terrific three views. Large screened in porch and backyard offer a great outdoor living space. The Club Cottage Section offers a unique opportunity, within Callawassie Island, for a Primary Home or Investment Rental Property (overnight stay to long term rental flexibility). The Callawassie Island Lifestyle offers, breathtaking natural beauty, endless activities, newly renovated Tom Fazio designed 27 holes of golf (optional) with total privacy and security.

14 River Marsh Lane, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

5 Shellfish Lane, Okatie
$1,100,000
3 Beds ⋅ 4 Baths ⋅ 3,148 SqFt. ⋅ HILTONHEAD-509010 MLS
Incredible riverfront opportunity with breathtaking long-range views of tidal marsh to the Colleton River. Enjoy generous outdoor entertaining areas and an incredible 180-degree panoramic view. The spacious 15' x 12' viewing deck provides the perfect place to gather with friends, watch the changing tides, and take in spectacular sunsets and coastal breezes. Nestled on a private 1.29-acre cul-de-sac lot, the property offers a desirable one-level floor plan with 3,292 square feet, 3 bedrooms, and 3.5 baths. Situated on high ground within an X-500 flood zone, this home awaits a new owner's vision to transform it into a truly exceptional waterfront retreat. Recent improvements include two new HVAC systems (2025) and a roof installed in 2016. Private dock potential exists, subject to current permitting requirements and approvals. A truly special setting offering privacy, deep-water views, and the opportunity to create your dream Lowcountry waterfront lifestyle. Residents enjoy the unmatched lifestyle of Callawassie Island-an engaging community, remarkable natural beauty, top-tier golf and amenities, endless outdoor activities, and the peace of mind that comes with gated security and true Lowcountry privacy. Seller to provide buyer with a $75,000 Credit, at closing, towards repairs, re-piping or Contribution Fee, with an acceptable offer.

5 Shellfish Lane, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

10 Island Creek Drive, Okatie
$1,050,000
3 Beds ⋅ 4 Baths ⋅ 3,512 SqFt. ⋅ HILTONHEAD-508587 MLS
Nestlеd within onе οf the mοѕt ѕcеnіc settings on Callаwaѕsie Island, this exceptional custom-built Lowcountry home captures miles of sweeping marsh, river, and golf views, all paired with incredible sunsets and refreshing summer breezes. Thoughtfully designed to embrace its stunning surroundings, the home offers expansive porches and decks that create a seamless indoor-outdoor living experience. Crafted with timeless quality and architectural character throughout, features include a lifetime metal roof, 10-foot ceilings, Pella windows and doors, reclaimed Southern pine flooring, 8-foot solid core doors, and extensive custom cabinetry and built-ins. The beautifully appointed designer kitchen showcases limestone and granite countertops, a gas cooktop, and refined finishes ideal for both everyday living and entertaining. Additional details such as crown molding throughout the first floor and oil enamel painted casework and doors further elevate the home's craftsmanship and warmth. The spacious second-floor bedroom retreat includes a private sitting room, while the detached garage offers a beautifully designed guest suite complete with its own kitchenette-ideal for visitors, multigenerational living, or private workspace flexibility. Residents enjoy the unmatched lifestyle of Callawassie Island-a private gated island community known for its remarkable natural beauty, welcoming atmosphere, deep-water access, top-tier golf and amenities (optional), endless outdoor recreation, and the peaceful charm of true Lowcountry living.

10 Island Creek Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II. Selling Office: Charter One Realty.

8 River Marsh Lane, Okatie
$695,000
3 Beds ⋅ 3 Baths ⋅ 2,276 SqFt. ⋅ HILTONHEAD-507603 MLS
This Ꮮowcountrу hοme, іdеаlly ѕіtuated within the Club Cottagе sеction of Callawassie Island, offers a unique blend of flexibility and lifestyle, perfect as a primary residence, second home, or an investment opportunity with rental income potential as you begin your transition south.Featuring 3 bedrooms and 3 baths, the home is thoughtfully positioned to capture sweeping golf and marsh views overlooking Dogwood #9. A spacious rear porch with cable railings enhances the setting, allowing for uninterrupted, expansive views and seamless outdoor living. The Callawassie Island Lifestyle offers, breathtaking natural beauty, endless activities, newly renovated Tom Fazio designed 27 holes of golf (optional) with total privacy and security.

8 River Marsh Lane, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

4 Bent Tree Lane, Okatie
$900,000
4 Beds ⋅ 4 Baths ⋅ 3,925 SqFt. ⋅ HILTONHEAD-507539 MLS
Set agаinst a brеаthtakіng Ꮮοwcοuntrу backdrop, this stаtelу custom home offers timeless character, generous living spaces, and an extraordinary setting that captures the very essence of coastal living. Perfectly positioned on a homesite with a deep, wide western exposure, the sweeping marsh views stretch endlessly to the Colleton River, delivering unforgettable sunsets that paint the sky each evening. Spanning approximately 3,925 square feet, this classic residence features 4 bedrooms and 3.5 baths, thoughtfully designed for both comfort and functionality. Expansive living room and gorgeous foyer define this home and are anchored by the beauty of moss-draped live oaks and marsh views. For a more informal, relaxed living space, the large family room, complete with an office nook and bar sink, ideal for entertaining or relaxed everyday living, is only a few steps away from the kitchen area. The second-floor loft offers an oversized retreat for the additional 2 guest bedrooms overlooking the marsh, creating a serene vantage point for soaking in the natural beauty that surrounds you. The home's inviting outdoor spaces are equally impressive. A full front porch welcomes you with classic Southern charm, while the rear deck flows seamlessly into a screened gazebo-perfect for al fresco dining, quiet afternoons, or simply enjoying the coastal breeze. Beneath the elevated back porch, ample storage provides practical convenience. Inside, elegant details abound. Custom built-ins enhance the living room, while the dining area features beautifully crafted cabinetry. Hardwood floors run throughout the main living areas, complemented by comfortable carpeting in the bedrooms. The primary suite offers a private retreat with dual vanities, spacious closets, a jetted tub, and a separate shower. An additional guest bedroom on the main level provides flexibility for visitors. Surrounded by mature landscaping and framed by majestic live oaks, the property exudes natural beauty and privacy. With its rare combination of location, views, and classic Lowcountry design, this home presents an exceptional opportunity to create your own coastal sanctuary. (Digital enhancement has been used in some photographs)

4 Bent Tree Lane, Okatie

Listing courtesy of Charter One Realty.

2 S Oak Forest Drive, Okatie
$835,000
3 Beds ⋅ 4 Baths ⋅ 2,772 SqFt. ⋅ HILTONHEAD-506039 MLS
BRAND NEW ROOF on this completely renovated move-in ready, single-story Lowcountry home offering breathtaking marsh-to-Colleton River views. Thoughtfully designed for both comfort and versatility, the home is a true boater's retreat, situated just steps from the River Club, community boat docks while featuring an expansive, partially finished ground-level garage with space for up to four vehicles, a boat, abundant storage, and endless potential for your customization. Upon entering the foyer, the home's exceptional craftsmanship is immediately apparent. The upgraded kitchen, complete with stainless steel appliances, flows seamlessly into the inviting family room, highlighted by a beautiful fireplace and large windows that perfectly frame the stunning waterfront scenery. The thoughtfully designed split floor plan enhances privacy and livability, with refinished hardwood floors throughout and generously sized bedrooms, each with its own en suite bath. Situated on an oversized 0.9-acre lot adjacent to the CI Butterfly Garden, this property offers a rare combination of serenity, space, and scenic beauty-an ideal Lowcountry retreat. Callawassie Island is Considered by many as the best location in Beaufort County!

2 S Oak Forest Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II. Selling Office: Coastal Real Estate Solutions II.

91 Winding Oak Drive, Okatie
$700,000
3 Beds ⋅ 3 Baths ⋅ 3,250 SqFt. ⋅ HILTONHEAD-503938 MLS
Enjoy the stunning views of Magnolia 5 fairway and ponds. Huge vaulted screened porch with fireplace. Primary bedroom on first floor with den adjacent.. Large great room with cathedral ceilings with fireplace. Upstairs is a sitting room with two bedrooms that have a jack and jill bath as well as a finished room over garage. Newer roof & HVAC. 2 tankless propane hot water heaters. New plumbing and many new windows. Private gated Island community offers Clubhouse, River Club, fitness center, 2 pools, kayak dock, 6 tennis courts, Pickleball courts, 27 hole golf course, dog park, bocce courts & 24/7 gated security

91 Winding Oak Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II. Selling Office: Coastal Real Estate Solutions II.

45 Callawassie Club Drive, Okatie
$690,000
3 Beds ⋅ 3 Baths ⋅ 2,230 SqFt. ⋅ HILTONHEAD-503102 MLS
Discover this spacious 3-bedroom, 3-bath, 2,230 sq. ft., Club Cottage on Callawassie Island, offering single-story living with an open floor plan, a 2-car garage, and serene views along the first fairway of the Dogwood Course. Being sold fully furnished-including all kitchenware and appliances-except for artwork. Perfect as a primary home, getaway, or short-term rental. The heart of the community is the Tom Fazio-designed 27-hole golf course, complemented by tennis courts, pickleball, fitness facilities, two swimming pools, and a clubhouse for dining and social gatherings. The River Club also offers fantastic river views, a swimming pool, and additional dining options. Residents enjoy deep-water access from the community docks, making Callawassie Island an ideal destination for boating, kayaking, and fishing. Callawassie Island, South Carolina, is a private, gated island community located between Bluffton and Beaufort, and just about 30 minutes from Hilton Head Island and Savannah. It offers the perfect balance of quiet, natural living with convenient access to culture, dining, and shopping. The island is known for its natural beauty, with more than 880 acres of maritime forest, salt marshes, tidal creeks, and deep-water access to the Colleton and Okatie Rivers. Designated as a Certified Community Wildlife Habitat, Callawassie Island emphasizes conservation and harmonious coexistence with nature.

45 Callawassie Club Drive, Okatie

Listing courtesy of EXP Realty LLC. Selling Office: Greco Group Brokered by eXp Realty.

1 Tabby Point Lane, Okatie
$1,622,500
5 Beds ⋅ 5 Baths ⋅ 3,812 SqFt. ⋅ HILTONHEAD-503120 MLS
Discover Lowcountry living at its finest on highly sought-after Tabby Point. Perfectly positioned on one of Callawassie Island's larger marshfront lots, this home captures sweeping views stretching from the tranquil marsh straight to the river. Set back from the street for added privacy, it also features a very large backyard, offering space rarely found in marshfront living. Whether you're savoring a quiet morning coffee or hosting at sunset, the vistas here are truly unmatched.The heart of the home is a chef's kitchen, offering extensive counterspace, abundant storage, and cabinetry that extends to the ceiling-ideal for cooking, entertaining, and everyday use. A large porch off the main living area invites you to relax outdoors while taking in the coastal scenery. Inside, a stunning custom oyster shell fireplace with a reclaimed mantle and matching shelves serves as a true focal point, adding warmth and Lowcountry character. The home also features a unique in-wall aquarium that can be enjoyed from two rooms, creating a beautiful and calming visual connection throughout the living space.The main level includes a spacious guest suite featuring a jacuzzi tub and walk-in closet, providing privacy and comfort for visitors. Upstairs, the primary suite becomes a private retreat with its own screened-in balcony overlooking the marsh-a peaceful place to unwind and enjoy the breezes. A convenient kitchenette is also located on the second floor, offering added comfort and functionality for the primary suite and upper-level living.This home offers exceptional flexibility with laundry rooms on both levels; the downstairs laundry space can also serve as a wine room or back kitchen depending on your needs. Ample storage runs throughout the property.Outside, enjoy a firepit area and a floating dock perfect for launching kayaks or paddleboards, allowing effortless access to the surrounding waterways right from your backyard. A 2-car garage plus an oversized golf cart garage ensures plenty of room for vehicles, recreational gear, and workshop space.With its rare lot size, elevated views, and thoughtful layout, this home delivers an exceptional island lifestyle paired with the comforts of country club living. Callawassie Island amenities include 2 pools, 2 deep-water docks, 2 community kayak/crabbing docks, pickleball, tennis, bocce, 27 holes of championship golf, multiple dining options, and a fully equipped fitness center.Owner is a SCREA.

1 Tabby Point Lane, Okatie

Listing courtesy of SERHANT. Selling Office: Coastal Real Estate Solutions II.

27 River Marsh Lane, Okatie
$1,345,000
4 Beds ⋅ 4 Baths ⋅ 2,860 SqFt. ⋅ HILTONHEAD-501726 MLS
Newly сompletеd 4 Βedrοοm/3.5 Βath, Cаllаwassie Islаnd Club Cottаge, located on the Dogwood 4th hole. 1st Floor 4th Bedroom could be a Study as an option. 2nd floor with a large Media Room, Bedroom/Full Bath and covered porch/veranda to enjoy the elevated golf views. Additional unfinished FROG space is ideal for expansion or Private Suite. The Club Cottage Section offers a unique opportunity, within Callawassie Island, for a Primary Home or Investment Rental Property (overnight stay to long term rental flexibility). Discover the natural beauty of South Carolina's 1st Certified Wildlife Habitat Community- Callawassie Island. All 27 Holes of Tom Fazio Designed golf were completely renovated.( Golf is optional).

27 River Marsh Lane, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

3 Woodstork Watch, Okatie
$1,350,000
5 Beds ⋅ 6 Baths ⋅ 4,193 SqFt. ⋅ HILTONHEAD-501620 MLS
Welcomе to Callawаѕsіе Ιslаnd, а private gated wildlіfe ѕanctuary community. Drive across the causeway and enjoy the tidal marsh with Spartina grass, exquisite waterfowl, and occasionally playful dolphins. Enter the island with Spanish moss draped trees and world class golf views. Arrive at 3 Woodstork Watch, an estate-style home situated on one of the most beautiful and private homesites in the Lowcountry. This one-of-a-kind location with two lots combined for a 1+ acre site (POA Fees Assessed on only one lot) has 372' of road frontage and 347' on the pond with added privacy from adjacent open space area. Step outside to the beautiful porch featuring views of the pond and saltmarsh and from many vantage points throughout the property ideal for morning coffee and evening sunsets. Enjoy entertaining in your gracious great room with fireplace, large wet bar, chef's delight kitchen with 2 ovens, large island, and new appliances. Choose dining inside surrounded by tall windows or on the large porch where you'll eat outside, both with awesome views. Relax in your primary suite on the main floor with tall windows for observing wildlife. Upstairs the large balcony captures a stunning 270-degree panoramic view of the pond, marsh, fountain, winding path and treetops of magnolias, pines, oaks, and palm trees. Your family and guests will appreciate the view from the gathering/entertainment room and en-suite bedrooms with bay windows. One of the greatest advantages of this estate is its flexibility for multigenerational living, offering the ability for family and guests to enjoy privacy without sacrificing togetherness. The carriage house with separate living space over the garage creates an ideal setup for extended family, long-term guests, live-in caretakers, or a private retreat for children and grandchildren, a sought-after feature in luxury Lowcountry living. Downstairs walk through a breezeway covered stairs or on a fern and flower basket lined ramp to your carriage house. Plenty of space on your double lot to expand the main structure or add additional guest house. 372 feet of street frontage. Callawassie Island lifestyle includes for your pleasure 27 holes of golf, 2 pools, 2 clubhouses, tennis, pickle ball, fitness center, docks on the river, butterfly garden, dog park and vibrant community. Above all, what makes this home truly special is its estate setting - the rare, one-of-a-kind property on the island and unmatched privacy and views that come with it.

3 Woodstork Watch, Okatie

Listing courtesy of William Raveis - Carolina LLC.

4 Tabby Point Lane, Okatie
$922,500
3 Beds ⋅ 3 Baths ⋅ 2,880 SqFt. ⋅ HILTONHEAD-453544 MLS
Located on one of the premier streets in the Lowcountry, this home invites the discerning eye of property enthusiasts. The 3 BR, 3 BA home has new flooring and roof, many new windows and nearly 2900 sq feet ready to transform into your dream home. Upon arrival, you'll be drawn to majestic live oaks and long marsh, water views of the Okatie River. Enhancing the home's appeal: gas fireplace, dining room, 2 living areas, screened in porch, tray ceilings and 2.5 car garage. The private sea island of Callawassie offers extraordinary golf, deep water dock access, fitness center, racquet facilities, club house, river club and 2 pools.

4 Tabby Point Lane, Okatie

Listing courtesy of EXP Realty LLC. Selling Office: Trade & Tryon Realty.

62 Winding Oak Drive, Okatie
$1,930,000
3 Beds ⋅ 4 Baths ⋅ 3,789 SqFt. ⋅ HILTONHEAD-453415 MLS
No need to wait to build your dream home. Move right into this fabulous 3 year old Steve Tilton - Coastal Signature Homes home. This low country style home is on the marsh with amazing views. This home has it all. Custom Shiplap in foyer and great room. Coffer ceilings in great room and primary bedroom. Office with custom built ins. 12 foot ceilings on first floor. Large screen porch with fireplace & outdoor custom grill. large back kitchen. Huge attic space. Private gated Island Community offers Clubhouse, River Club, fitness center, 2 pools, kayak dock. Six Tennis courts, pickleball courts, 27 hole Golf course & 24/7 gated security.

62 Winding Oak Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II. Selling Office: Peirce Group Brokered by EXP Realty LLC.

15 Tabby Point Lane, Okatie
$1,450,000
5 Beds ⋅ 4 Baths ⋅ 4,712 SqFt. ⋅ HILTONHEAD-452567 MLS
Expеriencе Ꮮowсοuntrу livіng аt its finest in thiѕ beаutifully updated waterfront home on Callawassie Island. With 4+ bedrooms and a 3+ car garage, there’s room for everyone and everything. Fresh new stucco adds timeless appeal, while panoramic views of the Colleton River and its marshes set a stunning scene. Enjoy the ever-changing tides and wildlife - including dolphins playing just beyond your backyard. This is more than a home - it’s a front-row seat to nature’s splendor in one of Bluffton’s most treasured communities.

15 Tabby Point Lane, Okatie

Listing courtesy of Charter One Realty.

8 Wild Magnolia Lane, Okatie
$1,000,000
3 Beds ⋅ 4 Baths ⋅ 2,680 SqFt. ⋅ HILTONHEAD-452303 MLS
Tucked away in a private cul-de-sac on Callawassie Island, this beautifully renovated coastal cottage offers stunning marsh-to-river views and timeless charm. Surrounded by ancient Live Oaks draped in Spanish Moss, the home features top-tier finishes throughout and a relaxed, elegant design. Enjoy the serenity of your own private pool and take in breathtaking sunsets from every angle. Located in a premier island community with world-class amenities, this home offers the perfect blend of luxury, privacy, and natural beauty—an idyllic Lowcountry retreat.

8 Wild Magnolia Lane, Okatie

Listing courtesy of Charter One Realty. Selling Office: Peirce Group Brokered by EXP Realty LLC.

4 River Marsh Lane, Okatie
$340,000
3 Beds ⋅ 3 Baths ⋅ 2,004 SqFt. ⋅ HILTONHEAD-452167 MLS
Come see this Callawassie Island Club Cottage, perfect for a Primary Home, 2nd Home getaway or Rental Investment Property. This Island offers an amazing private Community, sit back and embrace its natural beauty, stay active & enjoy the first-rate Golf and all the amenities are close-by.. 3 Bedrooms & 3 Baths with views of the Marsh & Golf and more importantly a Sense of Security..

4 River Marsh Lane, Okatie

Listing courtesy of Gibbs Realty & Auction Co Inc. Selling Office: Gibbs Realty & Auction Co Inc.

14 Heron Point, Okatie
$1,295,000
4 Beds ⋅ 5 Baths ⋅ 3,030 SqFt. ⋅ HILTONHEAD-450400 MLS
Move In Ready NEW CONSTRUCTION home by Artisan Custom Homes! Situated on a private cul-de-sac w/ views of Dogwood #6. River Place Cottage is filled with upgrades! White oak floors, beams, shiplap & more. Discover the wildlife Callawassie is known for on your screened porch w/ beautiful brick fireplace. Primary Bedroom, Study & Open Concept Kitchen/Living/Dining on the main. Plus 2 bedrooms w/ private on-suites on the 2nd & a studio w/ on-suite over the detached 2.5 car garage. Experience the unparalleled island lifestyle w/ 24/7 Security, 2 Heated/Cooled Pools, 4 Docks, 2 Clubhouses, Fitness, Tennis, Pickleball & 27 Tom Fazio golf holes.

14 Heron Point, Okatie

Listing courtesy of Coastal Real Estate Solutions II. Selling Office: The Agency Hilton Head.

7 Tabby Point Lane, Okatie
$700,000
3 Beds ⋅ 4 Baths ⋅ 3,396 SqFt. ⋅ HILTONHEAD-447141 MLS
A great opportunity, to purchase one of the premier Colleton River views, on the desirable Tabby Point Lane within Callawassie Island. Enjoy miles of private/scenic deep water/tidal marsh views! Imagine launching your kayak from your backyard to paddle alongside the dolphins. This Lowcountry style home, 3 BD/3 1/2 BA, .77 acre, is located among the highest elevations on the island. This unique home has an authentic tabby hard coat stucco exterior. $75,000 Closing Credit(applied to Membership Participation Fee or any other expense) to Buyer with an acceptable offer. The Callawassie Island Lifestyle offers, breathtaking natural beauty, endless activities, newly renovated Tom Fazio designed 27 holes of golf (optional) with total privacy and security.

7 Tabby Point Lane, Okatie

Listing courtesy of Coastal Real Estate Solutions II. Selling Office: Coastal Real Estate Solutions II.

12 Tabby Point Lane, Okatie
$1,690,000
3 Beds ⋅ 4 Baths ⋅ 3,312 SqFt. ⋅ HILTONHEAD-446833 MLS
Located on prestigious Tabby Point Lane, within Callawassie Island, with miles of elevated marsh to the river views! This well maintained home has custom details throughout. Designed for maximum natural light with large windows throughout. 3 Bdrm/4 BA with a den/private office that could serve as a 4th DDRM. Enjoy your large spacious rooms w/great flow & livability.14 ft. coffered ceilings in the Family Room. Hardwood floors throughout most of the 1st floor. Landscaping is spectacular and mature. Expanded stone rear patio perfect for outdoor entertaining. Newly painted, new carpeting in Primary Bdrm, New HW Tankless heater,two 2022 HVAC units

12 Tabby Point Lane, Okatie

Listing courtesy of Coastal Real Estate Solutions II. Selling Office: Coldwell Banker Access Realty.

12 Woodstork Landing, Okatie
$299,000
HILTONHEAD-446600 MLS
Magnificent views, from this wooded.65 homesite, overlooking the tidal marshes to the Chechessee River. Natural and private setting on a short cul-de-sac street. Build your dream home with Artisan Custom Homes on this beautiful homesite. Sale of this lot is contingent on the buyer contracting for the construction of a home with Artisan Custom Homes. Purchaser may use the club and amenities while the home is under construction.

12 Woodstork Landing, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

1 River Marsh Lane, Okatie
$635,000
3 Beds ⋅ 3 Baths ⋅ 2,130 SqFt. ⋅ HILTONHEAD-443147 MLS
Enjoy the Callawassie Island Lifestyle, within the popular Club Cottage Section, as a Primary Home or 2nd Home with rental/investment potential. Ideally located within a short walk to Tennis, Tennis Pro-Shop & Pickleball Courts, Fitness Facility, Pool, Main Clubhouse, Golf Pro Shop and Golf Practice Facility. This well conditioned home, with an open floor plan, exudes comfort and functionality. Tranquil pond and wooded views from the newly rebuilt rear deck. Callawassie Island offers an amazing community of kind people, breathtaking natural beauty, endless activities, top notch golf and total privacy and security.

1 River Marsh Lane, Okatie

Listing courtesy of Coastal Real Estate Solutions II. Selling Office: Charter One Realty.

11 River Bend Drive, Okatie
$1,075,000
3 Beds ⋅ 3 Baths ⋅ 2,361 SqFt. ⋅ HILTONHEAD-442409 MLS
This beautiful waterfront property is located on one of the most sought-after Callawassie Island streets located around the corner from the community's River Clubhouse. Nearly every aspect of this home has been renovated in recent years including new hardwood floors throughout, new kitchen, new roof, new HVAC, new exterior painting, and new landscaping. Ancient Live Oaks grace the oversized lot that enjoys extensive marsh frontage with river views. This home is a must-see!

11 River Bend Drive, Okatie

Listing courtesy of Charter One Realty. Selling Office: Keller Williams.

29 Spring Island Drive, Okatie
$2,200,000
4 Beds ⋅ 5 Baths ⋅ 4,471 SqFt. ⋅ HILTONHEAD-442113 MLS
Enjoy one of the most unique homes, within Callawassie Island, with spectacular Marsh to River Views. Setback from road for privacy and situated with optimum water views. A beautiful exterior facade, with traditional oyster shell tabby stucco and complimented with a durable metal roof, invites guests into this casual, open abode where comfortable living spaces await. Virtually every room and bathroom upgraded. New 500 sq ft. heated Screened Porch addition w/ fireplace. Callawassie Island offers an amazing community of kind people, breathtaking natural beauty, endless activities, top notch golf and total privacy and security.

29 Spring Island Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II. Selling Office: Sea Pines Real Estate - Beach Club.

12 River Marsh Court, Okatie
$850,000
3 Beds ⋅ 3 Baths ⋅ 2,178 SqFt. ⋅ HILTONHEAD-441888 MLS
A "New Like" Callawassie Island Club Cottage opportunity with tranquil views of golf/pond on the newly renovated Dogwood Course Hole #3. Built in 2019, and maintained in impeccable condition, looks and feels like it was just completed! Perfect size for Primary Home, 2nd Home or rental investment property. This open floor plan exudes comfort and quality. Relax and enjoy elevated views from your porch with full four season usage. Located on one of the largest private Club Cottage lots. Callawassie Island offers an amazing community of kind people, breathtaking natural beauty, endless activities, top notch golf and total privacy and security.

12 River Marsh Court, Okatie

Listing courtesy of Coastal Real Estate Solutions II. Selling Office: Coastal Real Estate Solutions II.

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