housesonhiltonheadisland.com Search Results

$2,200,000

Spectacular and rare Oldfield offering-this exceptional Lopez Brothers custom-built residence exemplifies the extraordinary craftsmanship and attention to detail for which the builder is known. Homes of this caliber and pedigree rarely come to market.Set on an oversized 0.68-acre homesite overlooking tranquil Upper Dam Lake, this 4,023-square-foot home offers 4 bedrooms, 4 full baths, and a powder room, with a thoughtfully designed floor plan that balances elegance and everyday comfort. The warm and inviting great room features its own fireplace and flows effortlessly into the stunning screened porch-also with a fireplace-creating a seamless indoor-outdoor living experience and capturing peaceful lake views beyond.The generously sized kitchen is ideal for gathering and entertaining, showcasing a large statement island, dedicated dining area, Thermador appliances, and top-of-the-line finishes throughout. An oversized walk-in pantry with custom shelving connects directly to an expansive laundry room that easily functions as a home office or back kitchen-an exceptional and highly functional space rarely found.The primary suite is located on the main level and offers serene views along with dual custom built-in closets. Upstairs, two private guest suites each feature ensuite baths, providing comfort and privacy for family and visitors. A finished suite above the three-car garage serves beautifully as a guest house, office, or studio.The property is large enough to accommodate a pool, includes private planting gardens, and is zoned for a third building, offering remarkable flexibility for future expansion. Ideally located near the sports club and welcomed by Oldfield's iconic white fencing and charming greeter's store, the home is also just moments from the scenic beauty of the Okatie River.With beautiful views from nearly every room, this is an extraordinary Lowcountry residence offering timeless design, privacy, and enduring quality in one of the region's most coveted communities.

4 Beds ⋅ 5 Baths ⋅ 4,023 SqFt. ⋅ HILTONHEAD-505034 MLS

Spectacular and rare Oldfield offering-this exceptional Lopez Brothers custom-built residence exemplifies the extraordinary craftsmanship and attention to detail for which the builder is known. Homes of this caliber and pedigree rarely come to market.Set on an oversized 0.68-acre homesite overlooking tranquil Upper Dam Lake, this 4,023-square-foot home offers 4 bedrooms, 4 full baths, and a powder room, with a thoughtfully designed floor plan that balances elegance and everyday comfort. The warm and inviting great room features its own fireplace and flows effortlessly into the stunning screened porch-also with a fireplace-creating a seamless indoor-outdoor living experience and capturing peaceful lake views beyond.The generously sized kitchen is ideal for gathering and entertaining, showcasing a large statement island, dedicated dining area, Thermador appliances, and top-of-the-line finishes throughout. An oversized walk-in pantry with custom shelving connects directly to an expansive laundry room that easily functions as a home office or back kitchen-an exceptional and highly functional space rarely found.The primary suite is located on the main level and offers serene views along with dual custom built-in closets. Upstairs, two private guest suites each feature ensuite baths, providing comfort and privacy for family and visitors. A finished suite above the three-car garage serves beautifully as a guest house, office, or studio.The property is large enough to accommodate a pool, includes private planting gardens, and is zoned for a third building, offering remarkable flexibility for future expansion. Ideally located near the sports club and welcomed by Oldfield's iconic white fencing and charming greeter's store, the home is also just moments from the scenic beauty of the Okatie River.With beautiful views from nearly every room, this is an extraordinary Lowcountry residence offering timeless design, privacy, and enduring quality in one of the region's most coveted communities.

18 Gregorie Neck, Okatie

Listing courtesy of Charter One Realty. Selling Office: Engel & Volkers.

$725,000

Experience the romance of Lowcountry living on Callawassie Island. Tucked beneath towering pines on a quiet, private homesite, this 2,580 sq ft home offers 3BR/3BA plus a dedicated office and captivating lagoon-to-golf views. A classic brick stairway leads to an expansive, columned front porch-rocking-chair ready and cooled by ceiling fans-setting the tone for slow mornings, sweet tea afternoons, and sunset conversations. Inside, enjoy light-filled living spaces and a gourmet kitchen built for gathering, featuring custom cabinetry, stainless appliances, a professional-style gas range with statement hood, and an oversized granite island with sink and abundant storage. The spacious primary suite is a true retreat with tranquil views and a spa-inspired bath with dual vanity, soaking tub, and separate shower. Two additional bedrooms and baths provide comfort and flexibility for guests. Out back, the screened porch and patio deliver the quintessential Lowcountry backdrop-breezes through the trees, birdsong overhead, and front-row vistas across the lagoon to the fairway beyond. Callawassie Island's gated community elevates the lifestyle with an exceptional club experience, including golf, tennis, fitness, pool, dining, and miles of protected marsh and waterways.

3 Beds ⋅ 4 Baths ⋅ 2,580 SqFt. ⋅ HILTONHEAD-504968 MLS

Experience the romance of Lowcountry living on Callawassie Island. Tucked beneath towering pines on a quiet, private homesite, this 2,580 sq ft home offers 3BR/3BA plus a dedicated office and captivating lagoon-to-golf views. A classic brick stairway leads to an expansive, columned front porch-rocking-chair ready and cooled by ceiling fans-setting the tone for slow mornings, sweet tea afternoons, and sunset conversations. Inside, enjoy light-filled living spaces and a gourmet kitchen built for gathering, featuring custom cabinetry, stainless appliances, a professional-style gas range with statement hood, and an oversized granite island with sink and abundant storage. The spacious primary suite is a true retreat with tranquil views and a spa-inspired bath with dual vanity, soaking tub, and separate shower. Two additional bedrooms and baths provide comfort and flexibility for guests. Out back, the screened porch and patio deliver the quintessential Lowcountry backdrop-breezes through the trees, birdsong overhead, and front-row vistas across the lagoon to the fairway beyond. Callawassie Island's gated community elevates the lifestyle with an exceptional club experience, including golf, tennis, fitness, pool, dining, and miles of protected marsh and waterways.

64 Osprey Circle, Okatie

Listing courtesy of Charter One Realty.

$685,000

Located in Sun City North, Hilton Head - this is an exceptional opportunity to own the highly sought-after Nappa Valley floor plan (perfect multi-generational home or live-in caregiver) within a 2min walk to the amenities complex. The home offers space, flexibility, and unmatched value! With 3,531sqft- this 3-bed, 3-bath residence is thoughtfully designed with an open-concept layout, a spacious great room that flows seamlessly into the kitchen and inviting hearth room, highlighted by maple cabinetry and rich hickory flooring. A formal dining room provides the perfect setting for hosting, while a dedicated home office or den offers versatility for work, reading, or hobbies. One of the standout features of this home is the large enclosed all-season porch, heated and cooled to create year-round living space - ideal for enjoying the Lowcountry lifestyle in comfort. The main-level primary living spaces are complemented by a private second-floor guest suite complete with a large loft-style living room and full bath, making it perfect for extended stays, visiting family, or multi-generational living. Functionality is equally impressive with a 2-car garage plus dedicated golf cart bay and workshop area, as well as convenient walk-in attic storage providing ample space for seasonal and long-term storage needs. Located within a short walking distance to Sun City's renowned amenities, this home combines convenience with lifestyle. Quick move-in is available, and the property is truly move-in ready.Priced at just $205 per square foot - the lowest price per square foot currently available in Sun City North - this is a rare chance to secure one of the community's largest and most versatile floor plans at an exceptional value.Don't miss this opportunity to own space, quality, and lifestyle in one of the Lowcountry's most desirable active adult communities.

3 Beds ⋅ 3 Baths ⋅ 3,065 SqFt. ⋅ HILTONHEAD-504685 MLS

Located in Sun City North, Hilton Head - this is an exceptional opportunity to own the highly sought-after Nappa Valley floor plan (perfect multi-generational home or live-in caregiver) within a 2min walk to the amenities complex. The home offers space, flexibility, and unmatched value! With 3,531sqft- this 3-bed, 3-bath residence is thoughtfully designed with an open-concept layout, a spacious great room that flows seamlessly into the kitchen and inviting hearth room, highlighted by maple cabinetry and rich hickory flooring. A formal dining room provides the perfect setting for hosting, while a dedicated home office or den offers versatility for work, reading, or hobbies. One of the standout features of this home is the large enclosed all-season porch, heated and cooled to create year-round living space - ideal for enjoying the Lowcountry lifestyle in comfort. The main-level primary living spaces are complemented by a private second-floor guest suite complete with a large loft-style living room and full bath, making it perfect for extended stays, visiting family, or multi-generational living. Functionality is equally impressive with a 2-car garage plus dedicated golf cart bay and workshop area, as well as convenient walk-in attic storage providing ample space for seasonal and long-term storage needs. Located within a short walking distance to Sun City's renowned amenities, this home combines convenience with lifestyle. Quick move-in is available, and the property is truly move-in ready.Priced at just $205 per square foot - the lowest price per square foot currently available in Sun City North - this is a rare chance to secure one of the community's largest and most versatile floor plans at an exceptional value.Don't miss this opportunity to own space, quality, and lifestyle in one of the Lowcountry's most desirable active adult communities.

116 Eaglecrest Drive, Okatie

Listing courtesy of Coldwell Banker Access Realty. Selling Office: Southern Lifestyle Properties of SC LLC.

$1,098,000

This beautiful custom home features one of the very best panoramic lagoon/lake views in the community of Riverbend. It exudes serenity and will add peace and hopeful longevity to your retirement years. A possible 2878 htd sq feet if upstairs is finished. This beauty provides 3 bedrooms plus den/office, wonderful kitchen with a lot of counter space & cabinets plus a large work island. What a delight for the Chef of the home! In addition, there is a spacious breakfast area close by & a formal dining area also close by, providing ease for serving meals. Also, just a note that there is easy access to and from the garage offering ease for carrying in groceries and purchases. The gas fireplace is situated in the corner of the Great Room making the room attractive and welcoming. Many windows highlight the gorgeous lagoon view enticing you to walk out to the screened and roofed lanai where you can relax with your morning coffee or evening aperitif and watch the ducks & loons following their mommy as they swim. Nature at it's best! Another 325 sq feet upstairs that can be finished if one wishes to, in addition to a walk-in entrance to a large attic with foam insulation. There is still a warranty available on the new windows (20-yr original warranty). Several appliances are new in the last 2 years. The new brick paver driveway enhances the outdoor beauty of this house & also includes a brick paver walk-way around to the back utility yard. Come see this beautiful custom home that provides so many features including a whole house generator and much more! A whole list will be at the house, so come see this beauty!.

3 Beds ⋅ 3 Baths ⋅ 2,553 SqFt. ⋅ HILTONHEAD-504976 MLS

This beautiful custom home features one of the very best panoramic lagoon/lake views in the community of Riverbend. It exudes serenity and will add peace and hopeful longevity to your retirement years. A possible 2878 htd sq feet if upstairs is finished. This beauty provides 3 bedrooms plus den/office, wonderful kitchen with a lot of counter space & cabinets plus a large work island. What a delight for the Chef of the home! In addition, there is a spacious breakfast area close by & a formal dining area also close by, providing ease for serving meals. Also, just a note that there is easy access to and from the garage offering ease for carrying in groceries and purchases. The gas fireplace is situated in the corner of the Great Room making the room attractive and welcoming. Many windows highlight the gorgeous lagoon view enticing you to walk out to the screened and roofed lanai where you can relax with your morning coffee or evening aperitif and watch the ducks & loons following their mommy as they swim. Nature at it's best! Another 325 sq feet upstairs that can be finished if one wishes to, in addition to a walk-in entrance to a large attic with foam insulation. There is still a warranty available on the new windows (20-yr original warranty). Several appliances are new in the last 2 years. The new brick paver driveway enhances the outdoor beauty of this house & also includes a brick paver walk-way around to the back utility yard. Come see this beautiful custom home that provides so many features including a whole house generator and much more! A whole list will be at the house, so come see this beauty!.

40 Catamaran Lane, Okatie

Listing courtesy of RE/MAX Island Realty.

$1,750,000

This beautiful Lowcountry home offers timeless charm and exceptional flexibility, ideal for families or empty nesters. Featuring approximately 4,140 sq ft, the thoughtfully designed floor plan includes 5 bedrooms, 4 full baths, and 2 half baths, providing generous space for everyday living, while comfortably accommodating extended family or guests. Elegant interiors feature custom moldings, built-in bookcases, 200-year-old heart pine floors, and a three-level elevator. The chef's kitchen has been tastefully remodeled with custom cabinetry, marble countertops, Thermador appliances and gas cooktop with pot filler, and designer fixtures-ideal for entertaining. A well-appointed multi-purpose room also functions as an office, artist studio or a fun guest space with built-in bunk beds and reading nooks. Ample storage spaces throughout the home as well as a workshop space in this elevated home plan. Enjoy peaceful Lowcountry living from the screened back porch overlooking a private backyard with a fire circle or relax on the welcoming front porch. Located in Oldfield Country Club on the Okatie River, offering a 18-hole Greg Norman Signature golf course, tennis and pickleball courts, equestrian center, deep-water access, and a vibrant community-this home captures refined Lowcountry living at its best.

5 Beds ⋅ 6 Baths ⋅ 4,140 SqFt. ⋅ HILTONHEAD-504279 MLS

This beautiful Lowcountry home offers timeless charm and exceptional flexibility, ideal for families or empty nesters. Featuring approximately 4,140 sq ft, the thoughtfully designed floor plan includes 5 bedrooms, 4 full baths, and 2 half baths, providing generous space for everyday living, while comfortably accommodating extended family or guests. Elegant interiors feature custom moldings, built-in bookcases, 200-year-old heart pine floors, and a three-level elevator. The chef's kitchen has been tastefully remodeled with custom cabinetry, marble countertops, Thermador appliances and gas cooktop with pot filler, and designer fixtures-ideal for entertaining. A well-appointed multi-purpose room also functions as an office, artist studio or a fun guest space with built-in bunk beds and reading nooks. Ample storage spaces throughout the home as well as a workshop space in this elevated home plan. Enjoy peaceful Lowcountry living from the screened back porch overlooking a private backyard with a fire circle or relax on the welcoming front porch. Located in Oldfield Country Club on the Okatie River, offering a 18-hole Greg Norman Signature golf course, tennis and pickleball courts, equestrian center, deep-water access, and a vibrant community-this home captures refined Lowcountry living at its best.

1 Ivanhoe Circle, Okatie

Listing courtesy of Howard Hanna Allen Tate Lowcountry. Selling Office: Coldwell Banker Access Realty.

$1,250,000

Experience the Lowcountry the way it was meant to be lived. This custom built Oldfield home is Lowcountry architecture at its core, defined by wide porches, clean lines, and sweeping golf course views, all grounded in true craftsmanship. Inside, open concept living anchors the home. The kitchen, dining area, and great room move as one, creating a natural space for conversation, celebration, and unhurried evenings after a day on the course. Custom inlay cabinetry and elevated finishes reflect thoughtful design without excess. Overlooking the Greg Norman golf course, the screened porch extends the living space outdoors, where mornings begin slow and evenings settle in easy. A newly completed bonus room with full bath and closet offers flexible space for guests or private retreat. Lightly enjoyed as a second home and built with intention, this is Lowcountry living done right.

4 Beds ⋅ 5 Baths ⋅ 2,693 SqFt. ⋅ HILTONHEAD-504903 MLS

Experience the Lowcountry the way it was meant to be lived. This custom built Oldfield home is Lowcountry architecture at its core, defined by wide porches, clean lines, and sweeping golf course views, all grounded in true craftsmanship. Inside, open concept living anchors the home. The kitchen, dining area, and great room move as one, creating a natural space for conversation, celebration, and unhurried evenings after a day on the course. Custom inlay cabinetry and elevated finishes reflect thoughtful design without excess. Overlooking the Greg Norman golf course, the screened porch extends the living space outdoors, where mornings begin slow and evenings settle in easy. A newly completed bonus room with full bath and closet offers flexible space for guests or private retreat. Lightly enjoyed as a second home and built with intention, this is Lowcountry living done right.

24 Indigo Plantation Road, Okatie

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

$875,000

Among Sun City North's finest most beautiful homes, 108 Fernleaf is situated in an established neighborhood on a breathtaking lake view. Enjoy bird life including loons, egrets, ibis, kingfishers, roseate spoonbills, wood storks, several species of herons. This Dunwoody model has an unbelievable number of upgrades, including a spacious approximately 500 SF, cathedral ceilinged all season lanai spanning the entire back of the house overlooking the lake. With the feel of an executive Model home, options for entertaining friends, and family include a formal dining area, great room with fireplace, three bedrooms, three baths, office with French doors and a sunroom. But you will feel like you're on vacation in this amazing home. Chef's kitchen includes quartz countertops, cabinetry with pullout, trays and soft-close doors, double ovens, raised dishwasher for easy loading and unloading. Owner's suite has Plantation shutters, bidet commode, rain head shower, and a dream giant closet. The office has an easy to use built-in Murphy bed. Oversized 2 1/2 car garage has epoxy finished flooring. Four zone HVAC. Solar sun tubes add natural lighting. So much more to see!

3 Beds ⋅ 3 Baths ⋅ 2,677 SqFt. ⋅ HILTONHEAD-504747 MLS

Among Sun City North's finest most beautiful homes, 108 Fernleaf is situated in an established neighborhood on a breathtaking lake view. Enjoy bird life including loons, egrets, ibis, kingfishers, roseate spoonbills, wood storks, several species of herons. This Dunwoody model has an unbelievable number of upgrades, including a spacious approximately 500 SF, cathedral ceilinged all season lanai spanning the entire back of the house overlooking the lake. With the feel of an executive Model home, options for entertaining friends, and family include a formal dining area, great room with fireplace, three bedrooms, three baths, office with French doors and a sunroom. But you will feel like you're on vacation in this amazing home. Chef's kitchen includes quartz countertops, cabinetry with pullout, trays and soft-close doors, double ovens, raised dishwasher for easy loading and unloading. Owner's suite has Plantation shutters, bidet commode, rain head shower, and a dream giant closet. The office has an easy to use built-in Murphy bed. Oversized 2 1/2 car garage has epoxy finished flooring. Four zone HVAC. Solar sun tubes add natural lighting. So much more to see!

108 Fern Leaf Lane, Okatie

Listing courtesy of Dunes Real Estate. Selling Office: Keller Williams Realty.

$495,000

Welcome to this move-in-ready 5-bedroom, 3-bath home in the heart of Bluffton's thriving New Riverside corridor, just minutes from New Riverside Village and Barn Park. Enjoy easy access to trails, playgrounds, shopping, dining, and everyday conveniences. The open-concept design features an eat-in kitchen with granite countertops, stainless steel appliances, and ample cabinetry, flowing into bright living and dining spaces with wood flooring. A flexible formal dining room or office adds versatility. The spacious primary suite offers a private retreat, while the 5th bedroom or bonus room is perfect for guests, work, or play. Relax on the screened porch overlooking long lagoon views or entertain on the patio. Located in Mill Creek at Cypress Ridge with pools, pickleball, tennis, fitness center, playground and so much more. WELCOME HOME!

5 Beds ⋅ 3 Baths ⋅ 2,628 SqFt. ⋅ HILTONHEAD-504818 MLS

Welcome to this move-in-ready 5-bedroom, 3-bath home in the heart of Bluffton's thriving New Riverside corridor, just minutes from New Riverside Village and Barn Park. Enjoy easy access to trails, playgrounds, shopping, dining, and everyday conveniences. The open-concept design features an eat-in kitchen with granite countertops, stainless steel appliances, and ample cabinetry, flowing into bright living and dining spaces with wood flooring. A flexible formal dining room or office adds versatility. The spacious primary suite offers a private retreat, while the 5th bedroom or bonus room is perfect for guests, work, or play. Relax on the screened porch overlooking long lagoon views or entertain on the patio. Located in Mill Creek at Cypress Ridge with pools, pickleball, tennis, fitness center, playground and so much more. WELCOME HOME!

190 Pickett Mill Boulevard, Okatie

Listing courtesy of The Agency Hilton Head. Selling Office: Keller Williams Realty.

$1,350,000

Discover the pinnacle of Lowcountry living in this brand-new, 4-bed, 3.5-bath marsh front home by Sumerall Custom Construction. Sited on a quiet street and framed by 10 majestic live oaks, this 2,800-sq-ft heated home (4,139 total under roof) is a masterpiece of design and efficiency.The interior impresses with soaring ceilings, 8-foot solid core doors, custom crown molding, and engineered wood floors. The open living area, anchored by a gas fireplace, flows seamlessly to a screened porch overlooking the tranquil marsh.The gourmet kitchen is an entertainer's dream, featuring stunning quartzite countertops, Thermadore panel-ready appliances, and an island ice maker. A separate scullery with a beverage fridge and drawer microwave adds ultimate convenience.Retreat to the main-floor primary suite, offering a spa-like bath and an extraordinary 146-sq-ft custom walk-in closet with pocket door access to the large laundry room. Every bedroom includes a custom walk-in closet. A massive finished room over the oversized 2-car garage serves as a private fourth bedroom or guest suite, complete with a full bath.Built for resilience, the home is fortified with impact windows, full encapsulated spray foam, and a high-efficiency Trane 17 Seer HVAC system.This property is your invitation to the exclusive Callawassie Island lifestyle. As SC's first "Community Wildlife Habitat," residents enjoy world-class amenities, including 27-hole Tom Fazio championship golf course, two clubhouses and six har-tru tennis courts, pools, a fitness center, and pickleball courts, water docks for boating, fishing, and kayaking.All this is just minutes from Beaufort, Bluffton, and Hilton Head. Experience meticulous craftsmanship in a serene setting. Currently under construction with an expected finish in January 2026, offering the opportunity to enjoy a brand new Lowcountry home in the new year. OSCREA

4 Beds ⋅ 4 Baths ⋅ 2,791 SqFt. ⋅ HILTONHEAD-502916 MLS

Discover the pinnacle of Lowcountry living in this brand-new, 4-bed, 3.5-bath marsh front home by Sumerall Custom Construction. Sited on a quiet street and framed by 10 majestic live oaks, this 2,800-sq-ft heated home (4,139 total under roof) is a masterpiece of design and efficiency.The interior impresses with soaring ceilings, 8-foot solid core doors, custom crown molding, and engineered wood floors. The open living area, anchored by a gas fireplace, flows seamlessly to a screened porch overlooking the tranquil marsh.The gourmet kitchen is an entertainer's dream, featuring stunning quartzite countertops, Thermadore panel-ready appliances, and an island ice maker. A separate scullery with a beverage fridge and drawer microwave adds ultimate convenience.Retreat to the main-floor primary suite, offering a spa-like bath and an extraordinary 146-sq-ft custom walk-in closet with pocket door access to the large laundry room. Every bedroom includes a custom walk-in closet. A massive finished room over the oversized 2-car garage serves as a private fourth bedroom or guest suite, complete with a full bath.Built for resilience, the home is fortified with impact windows, full encapsulated spray foam, and a high-efficiency Trane 17 Seer HVAC system.This property is your invitation to the exclusive Callawassie Island lifestyle. As SC's first "Community Wildlife Habitat," residents enjoy world-class amenities, including 27-hole Tom Fazio championship golf course, two clubhouses and six har-tru tennis courts, pools, a fitness center, and pickleball courts, water docks for boating, fishing, and kayaking.All this is just minutes from Beaufort, Bluffton, and Hilton Head. Experience meticulous craftsmanship in a serene setting. Currently under construction with an expected finish in January 2026, offering the opportunity to enjoy a brand new Lowcountry home in the new year. OSCREA

4 Chechessee Circle, Okatie

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

$989,000

SELLER OFFERING TO CONTRIBUTE TO COMMUNITY ENHANCEMENT FEE WITH ACCEPTABLE OFFER. Encircled by lush maritime forests between the Dogwood course and the marshland stretching toward Spring Island, 4 Heron Point is a 4-bedroom cottage style home that speaks to the natural beauty and grandeur of Callawassie Island. The open living space at the heart of the home exults in airy cathedral ceilings above a great room boasting wide-plank pine flooring, carefully crafted custom built-ins and a wide fireplace surrounded by intricate woodwork. Open to the great room, the chef's kitchen masterfully blends form and function with alder wood cabinets, wide granite center island complementing the granite backsplash, updated stainless steel appliances and a massive pantry. This effortless flow, coupled with the whole-home sound system, sets the stage for unforgettable entertaining. Formal dining nearby surrounds you with refined shiplap walls and custom light fixtures, bathed in light from tall windows out to the Lowcountry porch. Through wide screens, this year-round outdoor living space soaks in panoramic views through the forest to the 6th hole on the Dogwood Course, with fans and heaters for comfort in every season. Along with these grand spaces, the home's layout allows for several more intimate spaces for solitude and quiet reflection. A stately office off of the main living space wraps you with gorgeous arched built-ins and views of the front entry, embodying old-world formality. A larger flex space above the two-car garage provides the opportunity to create a secluded office space, media room, home gym or guest suite with its full bath. Capped by a soaring geometric tray ceiling, the primary suite indulges with a sublime sense of space and luxe amenities from a massive walk-in closet to a spa-like en suite with tile-lined garden tub, wide granite-topped dual-basin vanity and corner walk-in shower. The ground floor also holds the home's three bedrooms, each with its own luxurious amenities. Along one wing of the home, a pair of bedrooms shares access to a full bath with tub and shower, each enjoying wide closets and elegant spaciousness. The rear bedroom even enjoys its own peaceful sunroom gazing out toward the golf views. With each space, this property offers a fresh interpretation of the sophisticated rusticism that sets Callawassie Apart. Elegant and refined in its appointments, but built in harmony with unspoiled nature.

4 Beds ⋅ 3 Baths ⋅ 3,250 SqFt. ⋅ HILTONHEAD-504516 MLS

SELLER OFFERING TO CONTRIBUTE TO COMMUNITY ENHANCEMENT FEE WITH ACCEPTABLE OFFER. Encircled by lush maritime forests between the Dogwood course and the marshland stretching toward Spring Island, 4 Heron Point is a 4-bedroom cottage style home that speaks to the natural beauty and grandeur of Callawassie Island. The open living space at the heart of the home exults in airy cathedral ceilings above a great room boasting wide-plank pine flooring, carefully crafted custom built-ins and a wide fireplace surrounded by intricate woodwork. Open to the great room, the chef's kitchen masterfully blends form and function with alder wood cabinets, wide granite center island complementing the granite backsplash, updated stainless steel appliances and a massive pantry. This effortless flow, coupled with the whole-home sound system, sets the stage for unforgettable entertaining. Formal dining nearby surrounds you with refined shiplap walls and custom light fixtures, bathed in light from tall windows out to the Lowcountry porch. Through wide screens, this year-round outdoor living space soaks in panoramic views through the forest to the 6th hole on the Dogwood Course, with fans and heaters for comfort in every season. Along with these grand spaces, the home's layout allows for several more intimate spaces for solitude and quiet reflection. A stately office off of the main living space wraps you with gorgeous arched built-ins and views of the front entry, embodying old-world formality. A larger flex space above the two-car garage provides the opportunity to create a secluded office space, media room, home gym or guest suite with its full bath. Capped by a soaring geometric tray ceiling, the primary suite indulges with a sublime sense of space and luxe amenities from a massive walk-in closet to a spa-like en suite with tile-lined garden tub, wide granite-topped dual-basin vanity and corner walk-in shower. The ground floor also holds the home's three bedrooms, each with its own luxurious amenities. Along one wing of the home, a pair of bedrooms shares access to a full bath with tub and shower, each enjoying wide closets and elegant spaciousness. The rear bedroom even enjoys its own peaceful sunroom gazing out toward the golf views. With each space, this property offers a fresh interpretation of the sophisticated rusticism that sets Callawassie Apart. Elegant and refined in its appointments, but built in harmony with unspoiled nature.

4 Heron Point, Okatie

Listing courtesy of Maxey Blackstream Christie's International Real Estate.

$940,000

Over 3,000 sq ft of refined living space-including a complete 916-sq-ft second-story addition-sets this marshfront masterpiece apart, offering a level of fit and finish rarely found under $1M on Callawassie Island. This classic Lowcountry home has been fully reimagined with a top-to-bottom, high-end renovation blending timeless architecture with modern elegance. Highlights include a chef's kitchen, premium flooring and millwork, energy-efficient spray-foam insulation, and major structural upgrades, creating a 4-bedroom, 4.5-bath residence designed for comfort and style.Thoughtfully nestled among mature native hardwoods, the home offers serene views of Sugar Mill Creek from the back decks and nearly every room. Callawassie Island delivers a premier Lowcountry lifestyle with 27 holes of Tom Fazio-designed golf, professional racquet facilities, two clubhouses with deepwater access, and luxury wellness amenities-all within South Carolina's first certified Community Wildlife Habitat. Ideally located between Beaufort and Bluffton, residents are within 35 minutes of Hilton Head Island, Savannah, and the Savannah/Hilton Head International Airport. See why 6 Winding Oak Drive truly stands alone in today's market.

4 Beds ⋅ 5 Baths ⋅ 3,095 SqFt. ⋅ HILTONHEAD-504320 MLS

Over 3,000 sq ft of refined living space-including a complete 916-sq-ft second-story addition-sets this marshfront masterpiece apart, offering a level of fit and finish rarely found under $1M on Callawassie Island. This classic Lowcountry home has been fully reimagined with a top-to-bottom, high-end renovation blending timeless architecture with modern elegance. Highlights include a chef's kitchen, premium flooring and millwork, energy-efficient spray-foam insulation, and major structural upgrades, creating a 4-bedroom, 4.5-bath residence designed for comfort and style.Thoughtfully nestled among mature native hardwoods, the home offers serene views of Sugar Mill Creek from the back decks and nearly every room. Callawassie Island delivers a premier Lowcountry lifestyle with 27 holes of Tom Fazio-designed golf, professional racquet facilities, two clubhouses with deepwater access, and luxury wellness amenities-all within South Carolina's first certified Community Wildlife Habitat. Ideally located between Beaufort and Bluffton, residents are within 35 minutes of Hilton Head Island, Savannah, and the Savannah/Hilton Head International Airport. See why 6 Winding Oak Drive truly stands alone in today's market.

6 Winding Oak Drive, Okatie

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

$665,000

This beautifully upgraded Castle Rock model in Sun City Hilton Head offers exceptional value with over $92,000 in thoughtful owner improvements and an impressive list of features designed for livability, functionality, and effortless entertaining. The gourmet kitchen is well-appointed with a large island, Whirlpool appliances, a 5-burner gas range, an upgraded entertainment package with a wet bar, a dual-zone wine and beverage refrigerator, pull-out drawers, undercabinet lighting and a spacious pantry-perfect for hosting family and friends. An extended and enclosed lanai spans the back of the home, adding approximately 354 square feet of additional living space, complete with vinyl windows, a storm door, ceramic tile flooring, and its own mini-split system for year-round enjoyment. The outdoor expanded patio includes a gas line for grilling, creating a seamless indoor-outdoor lifestyle ideal for gatherings and everyday living. Interior enhancements include new engineered hardwood flooring throughout the main level, a custom-designed drop zone with built-in storage, extensive closet space including a custom primary closet, and a beautifully remodeled second-floor bathroom. Additional upgrades include professionally designed landscaping, a full gutter system, French drainage for the side and backyard, sealed and stained driveway, front porch, walkways, and back deck, plus a widened driveway and extended garage with epoxy flooring, deep utility sink, walk-up storage, and built-in shelving. Further highlights include a stained-glass front door, added upper cabinetry in the laundry room, eight ceiling fans, and 2" wood blinds throughout. Meticulously maintained and strategically enhanced, this home offers a rare opportunity to enjoy a truly turnkey property with exceptional upgrades in one of Sun City Hilton Head's most desirable communities. Residents enjoy the resort-style lifestyle of this world-class setting with over 100 social clubs, on-site dining, 36 holes of championship golf, tennis, swimming, fitness centers, and a full calendar of activities. Please see full list of upgrades and owner investments in the feature sheet in MLS docs.

3 Beds ⋅ 3 Baths ⋅ 2,755 SqFt. ⋅ HILTONHEAD-504415 MLS

This beautifully upgraded Castle Rock model in Sun City Hilton Head offers exceptional value with over $92,000 in thoughtful owner improvements and an impressive list of features designed for livability, functionality, and effortless entertaining. The gourmet kitchen is well-appointed with a large island, Whirlpool appliances, a 5-burner gas range, an upgraded entertainment package with a wet bar, a dual-zone wine and beverage refrigerator, pull-out drawers, undercabinet lighting and a spacious pantry-perfect for hosting family and friends. An extended and enclosed lanai spans the back of the home, adding approximately 354 square feet of additional living space, complete with vinyl windows, a storm door, ceramic tile flooring, and its own mini-split system for year-round enjoyment. The outdoor expanded patio includes a gas line for grilling, creating a seamless indoor-outdoor lifestyle ideal for gatherings and everyday living. Interior enhancements include new engineered hardwood flooring throughout the main level, a custom-designed drop zone with built-in storage, extensive closet space including a custom primary closet, and a beautifully remodeled second-floor bathroom. Additional upgrades include professionally designed landscaping, a full gutter system, French drainage for the side and backyard, sealed and stained driveway, front porch, walkways, and back deck, plus a widened driveway and extended garage with epoxy flooring, deep utility sink, walk-up storage, and built-in shelving. Further highlights include a stained-glass front door, added upper cabinetry in the laundry room, eight ceiling fans, and 2" wood blinds throughout. Meticulously maintained and strategically enhanced, this home offers a rare opportunity to enjoy a truly turnkey property with exceptional upgrades in one of Sun City Hilton Head's most desirable communities. Residents enjoy the resort-style lifestyle of this world-class setting with over 100 social clubs, on-site dining, 36 holes of championship golf, tennis, swimming, fitness centers, and a full calendar of activities. Please see full list of upgrades and owner investments in the feature sheet in MLS docs.

686 Northlake Boulevard, Okatie

Listing courtesy of Charter One Realty. Selling Office: Howard Hanna Allen Tate Lowcountry.

$2,095,000

Built in 1996 this exceptional 4,070-square-foot residence is gracefully situated on 2.45 acres in the heart of Spring Island, surrounded by majestic live oaks, immaculately maintained landscaping, and tranquil natural beauty. Ideally positioned just minutes from the island's premier amenities, the property offers a rare balance of privacy and convenience. The thoughtfully designed interior features 4 bedrooms, 4 bathrooms and 2 one half bathrooms. The home is highlighted by exquisite heart pine floors reclaimed from the historic Sears Tower in Chicago. Custom wood beams within the home create architectural warmth and character throughout. A stunning renovated kitchen serves as the heart of the home, complemented by three fireplaces, an inviting den adjoining the primary suite, and expansive living spaces perfectly suited for both everyday living and elegant entertainment. There are two additional en-suite bedrooms on the second floor providing exceptional comfort and flexibility. A recently renovated garage with a bedroom above offers private and convenient guest accommodations. The property features include a sophisticated emergency backup generator, separate well for the irrigation system, whole house water leak detection system, and premier landscape LED lighting. Outdoors, the home seamlessly connects to its natural surroundings, with a back patio designed for relaxing and enjoying breathtaking sunsets amid Spring Island's pristine landscape. This is a rare opportunity to own a beautifully crafted residence that masterfully blends architectural distinction, natural elegance, and modern comfort in your own preserve.

4 Beds ⋅ 6 Baths ⋅ 4,070 SqFt. ⋅ HILTONHEAD-504375 MLS

Built in 1996 this exceptional 4,070-square-foot residence is gracefully situated on 2.45 acres in the heart of Spring Island, surrounded by majestic live oaks, immaculately maintained landscaping, and tranquil natural beauty. Ideally positioned just minutes from the island's premier amenities, the property offers a rare balance of privacy and convenience. The thoughtfully designed interior features 4 bedrooms, 4 bathrooms and 2 one half bathrooms. The home is highlighted by exquisite heart pine floors reclaimed from the historic Sears Tower in Chicago. Custom wood beams within the home create architectural warmth and character throughout. A stunning renovated kitchen serves as the heart of the home, complemented by three fireplaces, an inviting den adjoining the primary suite, and expansive living spaces perfectly suited for both everyday living and elegant entertainment. There are two additional en-suite bedrooms on the second floor providing exceptional comfort and flexibility. A recently renovated garage with a bedroom above offers private and convenient guest accommodations. The property features include a sophisticated emergency backup generator, separate well for the irrigation system, whole house water leak detection system, and premier landscape LED lighting. Outdoors, the home seamlessly connects to its natural surroundings, with a back patio designed for relaxing and enjoying breathtaking sunsets amid Spring Island's pristine landscape. This is a rare opportunity to own a beautifully crafted residence that masterfully blends architectural distinction, natural elegance, and modern comfort in your own preserve.

289 Spring Island Drive, Okatie

Listing courtesy of Spring Island Realty LLC.

$875,000

Privately positioned on a secluded corner lot with sweeping marsh views, this Callawassie Island home offers 4 bedrooms and 3 bathrooms with the added peace of mind of a brand new roof. The open floor plan captures expansive marsh views while maximizing natural light throughout. The first-floor primary suite overlooks the marsh and features a beautifully appointed bathroom. A bonus room with a full bath adds flexibility for guests or entertaining. Outdoor living shines with a private deck and hot tub where you can unwind and enjoy peaceful marsh views and exceptional privacy. Life on Callawassie Island is defined by world-class amenities, natural beauty, and a strong sense of community, offering an active and refined lifestyle.

4 Beds ⋅ 3 Baths ⋅ 2,833 SqFt. ⋅ HILTONHEAD-503950 MLS

Privately positioned on a secluded corner lot with sweeping marsh views, this Callawassie Island home offers 4 bedrooms and 3 bathrooms with the added peace of mind of a brand new roof. The open floor plan captures expansive marsh views while maximizing natural light throughout. The first-floor primary suite overlooks the marsh and features a beautifully appointed bathroom. A bonus room with a full bath adds flexibility for guests or entertaining. Outdoor living shines with a private deck and hot tub where you can unwind and enjoy peaceful marsh views and exceptional privacy. Life on Callawassie Island is defined by world-class amenities, natural beauty, and a strong sense of community, offering an active and refined lifestyle.

2 Chechessee Circle, Okatie

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

$1,475,000

This beautifully renovated, single-story Lowcountry home is tucked away in a quiet, mid-community setting just moments from Oldfield's outstanding amenities. The main residence offers three spacious bedrooms and a dedicated office, complemented by a charming one-bedroom guest suite above the garage, ideal for visitors or extended stays. An expansive screened lanai with outdoor fireplace overlooks the lake, creating a perfect backdrop for relaxing evenings or effortless entertaining. A classic metal roof adds both character and long-term durability to this exceptional home.

4 Beds ⋅ 5 Baths ⋅ 3,446 SqFt. ⋅ HILTONHEAD-504140 MLS

This beautifully renovated, single-story Lowcountry home is tucked away in a quiet, mid-community setting just moments from Oldfield's outstanding amenities. The main residence offers three spacious bedrooms and a dedicated office, complemented by a charming one-bedroom guest suite above the garage, ideal for visitors or extended stays. An expansive screened lanai with outdoor fireplace overlooks the lake, creating a perfect backdrop for relaxing evenings or effortless entertaining. A classic metal roof adds both character and long-term durability to this exceptional home.

12 Gregorie Neck, Okatie

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

$3,495,000

Located along the edge of Spring Island, where marsh meets the Colleton River, 248 Spring Island Drive offers refined Lowcountry living on 2.68 acres with expansive marsh-to-river views extending toward Port Royal and Parris Island. This 5,629-square-foot residence includes 5 bedrooms and 4.5 baths and is thoughtfully designed to maximize natural light, privacy, and seamless indoor-outdoor living. A defining feature of the home's design is the way river views are intentionally drawn through the center of the residence. The great room showcases reclaimed wood flooring, a soapstone fireplace with custom built-ins, and large windows that frame the surrounding landscape. This space opens directly to a four-season screened porch, perfectly positioned to capture sweeping marsh and river views. The dining room flows into an open den and the kitchen, creating an ideal layout for entertaining. The kitchen features leathered granite countertops, a wood-topped center island with induction cooktop, custom cabinetry with a paneled refrigerator, a wet bar, and a concealed 500-bottle temperature-controlled wine cellar. A secondary back kitchen and laundry area, hidden behind a sliding barn door, lead to a grilling patio for added convenience. An expansive artist's studio with separate HVAC and French doors opening to the gardens and river is located on the main level, offering flexible space for creative work, a home office, or additional living area. This wing also provides access to the two-car garage with golf cart bay. Upstairs guest accommodations include two ensuite bedrooms, one with a private balcony overlooking the water, along with a granite-topped kitchenette serving this level. An additional guest bedroom and a bunk room, accessed via the home's turret staircase, share a full bath-ideal for hosting family and guests. The primary suite is privately positioned to capture sunrise views over the river and features a spacious bedroom, dual walk-in closets with custom built-ins, a soaking tub, a walk-in shower, and a private office overlooking the front gardens. This exceptional property offers convenient access to Spring Island's golf, dining, equestrian facilities, deep-water access, and miles of nature trails, all while maintaining a tranquil and private riverfront setting.

5 Beds ⋅ 5 Baths ⋅ 5,629 SqFt. ⋅ HILTONHEAD-504128 MLS

Located along the edge of Spring Island, where marsh meets the Colleton River, 248 Spring Island Drive offers refined Lowcountry living on 2.68 acres with expansive marsh-to-river views extending toward Port Royal and Parris Island. This 5,629-square-foot residence includes 5 bedrooms and 4.5 baths and is thoughtfully designed to maximize natural light, privacy, and seamless indoor-outdoor living. A defining feature of the home's design is the way river views are intentionally drawn through the center of the residence. The great room showcases reclaimed wood flooring, a soapstone fireplace with custom built-ins, and large windows that frame the surrounding landscape. This space opens directly to a four-season screened porch, perfectly positioned to capture sweeping marsh and river views. The dining room flows into an open den and the kitchen, creating an ideal layout for entertaining. The kitchen features leathered granite countertops, a wood-topped center island with induction cooktop, custom cabinetry with a paneled refrigerator, a wet bar, and a concealed 500-bottle temperature-controlled wine cellar. A secondary back kitchen and laundry area, hidden behind a sliding barn door, lead to a grilling patio for added convenience. An expansive artist's studio with separate HVAC and French doors opening to the gardens and river is located on the main level, offering flexible space for creative work, a home office, or additional living area. This wing also provides access to the two-car garage with golf cart bay. Upstairs guest accommodations include two ensuite bedrooms, one with a private balcony overlooking the water, along with a granite-topped kitchenette serving this level. An additional guest bedroom and a bunk room, accessed via the home's turret staircase, share a full bath-ideal for hosting family and guests. The primary suite is privately positioned to capture sunrise views over the river and features a spacious bedroom, dual walk-in closets with custom built-ins, a soaking tub, a walk-in shower, and a private office overlooking the front gardens. This exceptional property offers convenient access to Spring Island's golf, dining, equestrian facilities, deep-water access, and miles of nature trails, all while maintaining a tranquil and private riverfront setting.

248 Spring Island Drive, Okatie

Listing courtesy of Charter One Realty.

$1,575,000

Designed for elevated coastal living and effortless entertaining, this custom residence is a masterclass in craftsmanship, scale, and thoughtful design. At its heart, a spectacular 21' x 41' Great Room seamlessly unites the living, dining, and kitchen spaces beneath a vaulted, beamed ceiling anchored by a gas fireplace. A dramatic 16-foot fully openable Andersen folding glass door dissolves the boundary between indoors and out, opening to a screened porch perfectly level with the main living space to create a true indoor-outdoor great room experience.The professional-caliber kitchen is both stunning and functional, centered around an expansive 9' island and outfitted with a full suite of Thermador appliances, including a refrigerator/freezer, double wall ovens, gas cooktop, drawer microwave, and dishwasher. Quartz countertops, a custom-built hood, designer tile backsplash, and a walk-in pantry elevate the space, while a dedicated wine refrigerator and sliding pass-through window provide seamless service to the outdoor grilling area.The screened porch itself is a showpiece, featuring retractable Phantom screens for unobstructed views, a vaulted ceiling, and a gas fireplace with a 200-year-old reclaimed barn mantel. Just beyond, the outdoor grill area includes a gas connection and stone counters for effortless entertaining.A private study sits behind frosted glass pocket doors, highlighted by a tray ceiling and shiplap red oak accent wall. The primary suite is a serene retreat, offering a tray ceiling, private terrace with sweeping sunrise views over the golf course, dual walk-in closets with custom built-ins, and a spa-inspired bath with soaking tub, dual vanities, and an oversized tiled shower.Two spacious first-floor guest suites, each accommodating king beds and featuring ensuite baths and shiplap accents, are thoughtfully separated for privacy. A well-appointed laundry room, owners' entrance, and oversized three-car garage with EV charging complete the main level. Upstairs, a large bonus room with private bath offers flexible living space, while an exceptional 500-square-foot conditioned storage room provides rare, full-height versatility. Additional features include, spray foam insulation, premium Andersen windows, wide-plank French oak floors, whole-house water filtration, and multi-zone HVAC, this home delivers luxury without compromise-designed for how people truly live.

4 Beds ⋅ 5 Baths ⋅ 3,570 SqFt. ⋅ HILTONHEAD-504079 MLS

Designed for elevated coastal living and effortless entertaining, this custom residence is a masterclass in craftsmanship, scale, and thoughtful design. At its heart, a spectacular 21' x 41' Great Room seamlessly unites the living, dining, and kitchen spaces beneath a vaulted, beamed ceiling anchored by a gas fireplace. A dramatic 16-foot fully openable Andersen folding glass door dissolves the boundary between indoors and out, opening to a screened porch perfectly level with the main living space to create a true indoor-outdoor great room experience.The professional-caliber kitchen is both stunning and functional, centered around an expansive 9' island and outfitted with a full suite of Thermador appliances, including a refrigerator/freezer, double wall ovens, gas cooktop, drawer microwave, and dishwasher. Quartz countertops, a custom-built hood, designer tile backsplash, and a walk-in pantry elevate the space, while a dedicated wine refrigerator and sliding pass-through window provide seamless service to the outdoor grilling area.The screened porch itself is a showpiece, featuring retractable Phantom screens for unobstructed views, a vaulted ceiling, and a gas fireplace with a 200-year-old reclaimed barn mantel. Just beyond, the outdoor grill area includes a gas connection and stone counters for effortless entertaining.A private study sits behind frosted glass pocket doors, highlighted by a tray ceiling and shiplap red oak accent wall. The primary suite is a serene retreat, offering a tray ceiling, private terrace with sweeping sunrise views over the golf course, dual walk-in closets with custom built-ins, and a spa-inspired bath with soaking tub, dual vanities, and an oversized tiled shower.Two spacious first-floor guest suites, each accommodating king beds and featuring ensuite baths and shiplap accents, are thoughtfully separated for privacy. A well-appointed laundry room, owners' entrance, and oversized three-car garage with EV charging complete the main level. Upstairs, a large bonus room with private bath offers flexible living space, while an exceptional 500-square-foot conditioned storage room provides rare, full-height versatility. Additional features include, spray foam insulation, premium Andersen windows, wide-plank French oak floors, whole-house water filtration, and multi-zone HVAC, this home delivers luxury without compromise-designed for how people truly live.

29 Island Creek Drive, Okatie

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

$700,000

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

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.

$699,900

This home now represents one of the finest values on Callawassie Island, granting a buyer flexibility to improve and elevate the property to their liking. Boasting phenomenal views of the newly renovated Tom Fazio Magnolia course Hole 3 green. An entertainers' dream home with an ample kitchen and luxurious wet bar with custom built-ins is the icing on the cake for this gem! Further detailed by a grand office, dining room, fireplace, and generously sized primary bedroom. An additional bedroom and full bedroom with bathroom over the garage complete the property. Natural light abounds with soaring cathedral and tray ceilings as well as oversized windows. Take pride in living in South Carolina's first certified Wildlife Habitat Community.

3 Beds ⋅ 4 Baths ⋅ 2,867 SqFt. ⋅ HILTONHEAD-503347 MLS

This home now represents one of the finest values on Callawassie Island, granting a buyer flexibility to improve and elevate the property to their liking. Boasting phenomenal views of the newly renovated Tom Fazio Magnolia course Hole 3 green. An entertainers' dream home with an ample kitchen and luxurious wet bar with custom built-ins is the icing on the cake for this gem! Further detailed by a grand office, dining room, fireplace, and generously sized primary bedroom. An additional bedroom and full bedroom with bathroom over the garage complete the property. Natural light abounds with soaring cathedral and tray ceilings as well as oversized windows. Take pride in living in South Carolina's first certified Wildlife Habitat Community.

49 Winding Oak Drive, Okatie

Listing courtesy of Charter One Realty.

$1,395,000

Exquisite custom Lowcountry home featuring Brazilian pecan hardwood floors and plantation shutters throughout the main living areas. A chef's kitchen with gas range opens seamlessly to the living room, showcasing tranquil lake views. The main-level primary suite offers a spa-inspired bath, complemented by a private office and guest suites with ensuite baths. A separate in-law or guest suite above the oversized garage provides exceptional flexibility and storage. Enjoy peaceful lake and protected wooded views from the screened porch, outdoor fireplace, grilling area, and backyard. Located in Oldfield, an exclusive 860-acre riverfront community recognized by Audubon International. Seller's VA loan may be assumable with lender approval.

5 Beds ⋅ 5 Baths ⋅ 3,500 SqFt. ⋅ HILTONHEAD-503555 MLS

Exquisite custom Lowcountry home featuring Brazilian pecan hardwood floors and plantation shutters throughout the main living areas. A chef's kitchen with gas range opens seamlessly to the living room, showcasing tranquil lake views. The main-level primary suite offers a spa-inspired bath, complemented by a private office and guest suites with ensuite baths. A separate in-law or guest suite above the oversized garage provides exceptional flexibility and storage. Enjoy peaceful lake and protected wooded views from the screened porch, outdoor fireplace, grilling area, and backyard. Located in Oldfield, an exclusive 860-acre riverfront community recognized by Audubon International. Seller's VA loan may be assumable with lender approval.

16 Boyds Landing, Okatie

Listing courtesy of Keller Williams Realty. Selling Office: The Agency Hilton Head.

$800,000

This beautifully maintained Lowcountry-style home, featuring a traditional front porch and classic dormers, offers a thoughtfully designed open floor plan that captures the relaxed yet refined feel of Southern living. Located within a private cul-de-sac and adjoining a serene open-space lot, the home now presents a substantial $200,000 price improvement, creating an outstanding opportunity for a buyer to personalize and elevate the property to their own vision. The gorgeous lawn and professional landscaping overlook two holes of Callawassie Island's recently renovated Tom Fazio-designed Magnolia Course. Inside, a stunning great room features built-in bookcases, an entertainment center, a wood and gas fireplace, and floor-to-ceiling windows that bring the beauty of the outdoors into the home. A formal dining room and a spacious study complete the layout, all in a truly perfect location.

3 Beds ⋅ 4 Baths ⋅ 3,246 SqFt. ⋅ HILTONHEAD-503730 MLS

This beautifully maintained Lowcountry-style home, featuring a traditional front porch and classic dormers, offers a thoughtfully designed open floor plan that captures the relaxed yet refined feel of Southern living. Located within a private cul-de-sac and adjoining a serene open-space lot, the home now presents a substantial $200,000 price improvement, creating an outstanding opportunity for a buyer to personalize and elevate the property to their own vision. The gorgeous lawn and professional landscaping overlook two holes of Callawassie Island's recently renovated Tom Fazio-designed Magnolia Course. Inside, a stunning great room features built-in bookcases, an entertainment center, a wood and gas fireplace, and floor-to-ceiling windows that bring the beauty of the outdoors into the home. A formal dining room and a spacious study complete the layout, all in a truly perfect location.

34 Osprey Circle, Okatie

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

$3,450,000

Currently under construction by award-winning May Residential Builders, this Palmetto Cove model showcases the builder's reputation for uncompromising quality, superior craftsmanship, and enduring durability. Built with top-of-the-line materials and engineered to withstand up to 180 mph hurricane-rated standards, this home delivers both peace of mind and timeless design. May Residential Builders is a recent Lighthouse Award winner, earning Best Exterior and Best Kitchen, along with Second Place for Interior Design - a testament to their elevated attention to detail. Spanning approximately 4,500 square feet, this thoughtfully designed residence offers four bedrooms, five baths, and an open, elegant floor plan ideal for both everyday living and refined entertaining. The home will be sold fully furnished and turnkey, allowing for a seamless move-in experience with completion anticipated by January 2027. Luxury features abound, including a Thermador appliance package, high-end finishes throughout, a private pool, outdoor fireplace, whole-house generator, and water softener system. Enjoy sweeping golf course views from your outdoor living spaces, creating a serene backdrop for Lowcountry living at its finest. The Berkeley Hall transfer fee is included, further enhancing the exceptional value of this offering. This is a rare opportunity to own a brand-new, custom-built, turnkey luxury home - without the stress or delays of building - in one of the most desirable communities in the Southeast. Located within the prestigious, private gates of Berkeley Hall, this exceptional new construction residence represents the pinnacle of Lowcountry luxury living. Renowned for its world-class amenities, championship golf, and unparalleled lifestyle, Berkeley Hall is widely regarded as one of the most exclusive communities in the region - and this home is a flawless complement to its setting.

4 Beds ⋅ 5 Baths ⋅ 4,500 SqFt. ⋅ HILTONHEAD-503381 MLS

Currently under construction by award-winning May Residential Builders, this Palmetto Cove model showcases the builder's reputation for uncompromising quality, superior craftsmanship, and enduring durability. Built with top-of-the-line materials and engineered to withstand up to 180 mph hurricane-rated standards, this home delivers both peace of mind and timeless design. May Residential Builders is a recent Lighthouse Award winner, earning Best Exterior and Best Kitchen, along with Second Place for Interior Design - a testament to their elevated attention to detail. Spanning approximately 4,500 square feet, this thoughtfully designed residence offers four bedrooms, five baths, and an open, elegant floor plan ideal for both everyday living and refined entertaining. The home will be sold fully furnished and turnkey, allowing for a seamless move-in experience with completion anticipated by January 2027. Luxury features abound, including a Thermador appliance package, high-end finishes throughout, a private pool, outdoor fireplace, whole-house generator, and water softener system. Enjoy sweeping golf course views from your outdoor living spaces, creating a serene backdrop for Lowcountry living at its finest. The Berkeley Hall transfer fee is included, further enhancing the exceptional value of this offering. This is a rare opportunity to own a brand-new, custom-built, turnkey luxury home - without the stress or delays of building - in one of the most desirable communities in the Southeast. Located within the prestigious, private gates of Berkeley Hall, this exceptional new construction residence represents the pinnacle of Lowcountry luxury living. Renowned for its world-class amenities, championship golf, and unparalleled lifestyle, Berkeley Hall is widely regarded as one of the most exclusive communities in the region - and this home is a flawless complement to its setting.

44 Lancaster Boulevard, Okatie

Listing courtesy of Maxey Blackstream Christie's International Real Estate.

$1,505,000

Move-in Ready! Introducing the first Dogwood plan to debut in Berkeley Hall. Located at 86 Clifton Drive (Lot 139), this newly constructed home offers 3,420 square feet with 4 bedrooms and 4.5 baths, set on a wooded homesite-a rare find within the community. Show-stopping curb appeal, thoughtful design, and exceptional privacy on one side of the property set this home apart. Anticipated completion January 2026. Enjoy all that Berkeley Hall has to offer, including two championship golf courses, world-class amenities, and an unmatched Lowcountry lifestyle. A unique opportunity to own a brand-new home with privacy, presence, and prestige.

4 Beds ⋅ 5 Baths ⋅ 3,427 SqFt. ⋅ HILTONHEAD-503205 MLS

Move-in Ready! Introducing the first Dogwood plan to debut in Berkeley Hall. Located at 86 Clifton Drive (Lot 139), this newly constructed home offers 3,420 square feet with 4 bedrooms and 4.5 baths, set on a wooded homesite-a rare find within the community. Show-stopping curb appeal, thoughtful design, and exceptional privacy on one side of the property set this home apart. Anticipated completion January 2026. Enjoy all that Berkeley Hall has to offer, including two championship golf courses, world-class amenities, and an unmatched Lowcountry lifestyle. A unique opportunity to own a brand-new home with privacy, presence, and prestige.

86 Clifton Drive, Okatie

Listing courtesy of Sea Glass SC, LLC.

$729,000

This home is situated at the end of the cul de sac in the club cottage section where you can have short or long term rental. This private lot has golf views. Enjoy one floor living that has 2 bedrooms plus den with extra bedrooms upstairs for your visitors. Enjoy the outdoors with the front porch as well as a screen porch. Exterior painted (2024), Roof (2015), Remodeled primary bath with heated floor and heated towel bar (2021), double sided fireplace in great room and primary bedroom, New electrical panel with surge protector (2024), tankless hot water heater, compressor (2024), newer appliances with induction cooktop, double ovens. New garage door. Callawassie Island is a Private gated Island Community offers Clubhouse, River Club, fitness center, 2 pools, kayak dock. 6 tennis courts, pickleball courts, Bocce courts, dog park, 27 hole Golf course & 24/7 gated security.

4 Beds ⋅ 4 Baths ⋅ 2,522 SqFt. ⋅ HILTONHEAD-503008 MLS

This home is situated at the end of the cul de sac in the club cottage section where you can have short or long term rental. This private lot has golf views. Enjoy one floor living that has 2 bedrooms plus den with extra bedrooms upstairs for your visitors. Enjoy the outdoors with the front porch as well as a screen porch. Exterior painted (2024), Roof (2015), Remodeled primary bath with heated floor and heated towel bar (2021), double sided fireplace in great room and primary bedroom, New electrical panel with surge protector (2024), tankless hot water heater, compressor (2024), newer appliances with induction cooktop, double ovens. New garage door. Callawassie Island is a Private gated Island Community offers Clubhouse, River Club, fitness center, 2 pools, kayak dock. 6 tennis courts, pickleball courts, Bocce courts, dog park, 27 hole Golf course & 24/7 gated security.

42 River Marsh Lane, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$2,245,000

Located at the end of coveted Tabby Point on Callawassie Island, this riverfront gem is 3,826 sqft, 4 BD/4 BA with a 2nd story flex space. A boater's paradise, this home's private dock has both a stationary pier head dock with a floating dock + a boat lift added in 2019; adjacent to the Colleton River. The sunsets from this southwest facing property are truly something to behold. 2025 remodeled and added additional sq. ft. to the Family Room, including a new fireplace. New 2nd floor full bath. (3) HVAC's- ages 2025, 2023 & 2018. By all accounts this home maybe the highest elevation on CI and located at the confluence of the Colleton, Okatie and Chechessee Rivers.

4 Beds ⋅ 4 Baths ⋅ 3,826 SqFt. ⋅ HILTONHEAD-503140 MLS

Located at the end of coveted Tabby Point on Callawassie Island, this riverfront gem is 3,826 sqft, 4 BD/4 BA with a 2nd story flex space. A boater's paradise, this home's private dock has both a stationary pier head dock with a floating dock + a boat lift added in 2019; adjacent to the Colleton River. The sunsets from this southwest facing property are truly something to behold. 2025 remodeled and added additional sq. ft. to the Family Room, including a new fireplace. New 2nd floor full bath. (3) HVAC's- ages 2025, 2023 & 2018. By all accounts this home maybe the highest elevation on CI and located at the confluence of the Colleton, Okatie and Chechessee Rivers.

24 Tabby Point Lane, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$1,622,500

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.

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.

$6,500,000

Experience the soul of Lowcountry living in this enchanting deep-water estate, where timeless Southern charm meets exceptional craftsmanship. A sweeping wraparound porch captures gentle river breezes and sets the stage for unforgettable sunrises and slow, breezy afternoons. Inside, soaring vaulted ceilings, abundant natural light, and warm, inviting finishes create an atmosphere of effortless elegance. The gourmet kitchen is perfect for gatherings, offering refined style and functionality. A spacious mother-in-law and beautifully appointed detached carriage house provide unmatched flexibility for guests or extended family. The oversized 4+ garage and generous walk out storage-with bathrooms-ensure space for every hobby, project, and coastal toy. A rare 4-stop elevator adds ease to daily living. On the river, a private deep-water dock awaits with an impressive 18,000 lb lift and a covered perch above the water-an idyllic spot to relax, unwind, and savor the beauty of the Lowcountry. Thoughtfully wired for a whole home generator, this estate blends comfort, luxury, and Southern grace in every detail.

5 Beds ⋅ 9 Baths ⋅ 8,362 SqFt. ⋅ HILTONHEAD-502660 MLS

Experience the soul of Lowcountry living in this enchanting deep-water estate, where timeless Southern charm meets exceptional craftsmanship. A sweeping wraparound porch captures gentle river breezes and sets the stage for unforgettable sunrises and slow, breezy afternoons. Inside, soaring vaulted ceilings, abundant natural light, and warm, inviting finishes create an atmosphere of effortless elegance. The gourmet kitchen is perfect for gatherings, offering refined style and functionality. A spacious mother-in-law and beautifully appointed detached carriage house provide unmatched flexibility for guests or extended family. The oversized 4+ garage and generous walk out storage-with bathrooms-ensure space for every hobby, project, and coastal toy. A rare 4-stop elevator adds ease to daily living. On the river, a private deep-water dock awaits with an impressive 18,000 lb lift and a covered perch above the water-an idyllic spot to relax, unwind, and savor the beauty of the Lowcountry. Thoughtfully wired for a whole home generator, this estate blends comfort, luxury, and Southern grace in every detail.

107 Okatie Highway, Okatie

Listing courtesy of Collins Group Realty.

$1,150,000

Stunning 2024 build offering over 3,000 SQFT of luxurious single-level living and thoughtful upgrades throughout. This home lives large with generous entertaining spaces, high ceilings, and beautiful natural light. The main level features an elegant primary suite with a spa-inspired bath-walk-in shower, soaking tub, and a professionally designed custom closet with direct access to the laundry room for everyday convenience. Two additional main-level guest suites each feature private en-suite baths, and a dedicated office provides the perfect work-from-home setup. Custom primary closet, upgraded lighting fixtures, and refined finishes elevate every space. Upstairs, a spacious fourth bedroom/media suite includes a full bath and walk-in closet, ideal for guests or a flexible bonus retreat. The oversized 2-car garage with an additional golf cart bay offers ample storage. Come enjoy Berkeley Hall and all of its world class amenities.

4 Beds ⋅ 5 Baths ⋅ 3,417 SqFt. ⋅ HILTONHEAD-502992 MLS

Stunning 2024 build offering over 3,000 SQFT of luxurious single-level living and thoughtful upgrades throughout. This home lives large with generous entertaining spaces, high ceilings, and beautiful natural light. The main level features an elegant primary suite with a spa-inspired bath-walk-in shower, soaking tub, and a professionally designed custom closet with direct access to the laundry room for everyday convenience. Two additional main-level guest suites each feature private en-suite baths, and a dedicated office provides the perfect work-from-home setup. Custom primary closet, upgraded lighting fixtures, and refined finishes elevate every space. Upstairs, a spacious fourth bedroom/media suite includes a full bath and walk-in closet, ideal for guests or a flexible bonus retreat. The oversized 2-car garage with an additional golf cart bay offers ample storage. Come enjoy Berkeley Hall and all of its world class amenities.

62 Clifton Drive, Okatie

Listing courtesy of Charter One Realty. Selling Office: Collins Group Realty.

$899,000

Enjoy amazing sunsets from almost every room of this marsh front home. One level home with primary bedroom on one side and 2 bedrooms on the opposite side with a jack and jill bathroom. Double sided fireplace in family room and screen porch. This home offers living room, dining room, eatin kitchen, family room and Office/library for your enjoyment. 2 car garage and golf cart garage. This private gated Island Community offers Clubhouse, River Club , fitness center, 2 pools, kayak dock. Six Har-Tru Tennis courts, bocce courts, pickleball courts, dog park, 27 holes of Tom Fazio designed Golf courses and 24/7 gated security.

3 Beds ⋅ 3 Baths ⋅ 2,925 SqFt. ⋅ HILTONHEAD-502830 MLS

Enjoy amazing sunsets from almost every room of this marsh front home. One level home with primary bedroom on one side and 2 bedrooms on the opposite side with a jack and jill bathroom. Double sided fireplace in family room and screen porch. This home offers living room, dining room, eatin kitchen, family room and Office/library for your enjoyment. 2 car garage and golf cart garage. This private gated Island Community offers Clubhouse, River Club , fitness center, 2 pools, kayak dock. Six Har-Tru Tennis courts, bocce courts, pickleball courts, dog park, 27 holes of Tom Fazio designed Golf courses and 24/7 gated security.

25 Sugar Mill Drive, Okatie

Listing courtesy of Coastal Real Estate Solutions II.

$474,900

Need room to grow without sacrificing amenities?This spacious 5-bedroom, 3-bath home in Mill Creek at Cypress Ridge offers the flexible floor plan today's buyers are searching for. With generous living areas and multiple bedrooms, there is plenty of room for family, guests, a home office, playroom, or hobby space.Two major upgrades have already been completed: a new roof and fully paid-off solar panels, offering long-term peace of mind while helping to keep monthly utility costs low. New carpet is also being installed the week of August 1, giving the home a fresh and updated feel.Enjoy the resort-style lifestyle Mill Creek is known for, featuring:A 7,500-square-foot clubhouseThree-story fitness center, Zero-entry pool and lazy river. Tennis and basketball courts, Playground and dog park. Scenic walking trails and sidewalks. Also fishing pond with dock. Mill Creek at Cypress Ridge is conveniently located between Bluffton, Beaufort, Savannah, and Hilton Head Island, this home provides easy access to shopping, dining, schools, beaches, medical facilities, and major employment centers.Come see why so many buyers choose Mill Creek at Cypress Ridge for its exceptional amenities, convenient location, and welcoming sense of community!

5 Beds ⋅ 3 Baths ⋅ 2,582 SqFt. ⋅ HILTONHEAD-502492 MLS

Need room to grow without sacrificing amenities?This spacious 5-bedroom, 3-bath home in Mill Creek at Cypress Ridge offers the flexible floor plan today's buyers are searching for. With generous living areas and multiple bedrooms, there is plenty of room for family, guests, a home office, playroom, or hobby space.Two major upgrades have already been completed: a new roof and fully paid-off solar panels, offering long-term peace of mind while helping to keep monthly utility costs low. New carpet is also being installed the week of August 1, giving the home a fresh and updated feel.Enjoy the resort-style lifestyle Mill Creek is known for, featuring:A 7,500-square-foot clubhouseThree-story fitness center, Zero-entry pool and lazy river. Tennis and basketball courts, Playground and dog park. Scenic walking trails and sidewalks. Also fishing pond with dock. Mill Creek at Cypress Ridge is conveniently located between Bluffton, Beaufort, Savannah, and Hilton Head Island, this home provides easy access to shopping, dining, schools, beaches, medical facilities, and major employment centers.Come see why so many buyers choose Mill Creek at Cypress Ridge for its exceptional amenities, convenient location, and welcoming sense of community!

195 Pickett Mill Boulevard, Okatie

Listing courtesy of Realty One Group - Lowcountry.