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$2,850,000
CLOSED Status ⋅ 4 Beds ⋅ 5 Baths ⋅ 4,000 SqFt. ⋅ HILTONHEAD-439870 MLS ⋅ Governors/Pine Isl Rd SubDv.
Stunning 2 Pine Island Road, Sea Pines, at the end of a quiet cul de sac is a sanctuary of quiet beauty. Expanded and upgraded, the home has new indoor and outdoor spaces, as well as new heated pool and spa. Professionally and thoughtfully decorated, this furnished home now offers an enclosed Carolina room with fireplace, a marsh view room with a private powder room that serves as a den, study or overflow guest room, and new outdoor kitchen, dining and entertaining porch with golf and marsh views. Sunrise comes up over the golf course and the sun sets over the marsh, creating gorgeous scenery from every room.

2 Pine Island Road, Hilton Head Island

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

$2,975,000
PENDING Status ⋅ 4 Beds ⋅ 6 Baths ⋅ 3,448 SqFt. ⋅ HILTONHEAD-511991 MLS ⋅ Beach Lagoon SubDv.
Incredibly rare opportunity for one of the islands best lots, in the best location, in the world-famous Sea Pines Resort! Steps from the beach, and water all around. Fulfill your Hilton Head Island beach property dreams with this very well priced offering. More details to come.

6 Beach Lagoon Road, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$2,600,000
CLOSED Status ⋅ 4 Beds ⋅ 4 Baths ⋅ 2,456 SqFt. ⋅ HILTONHEAD-442257 MLS ⋅ Fair 5/32 SubDv.
WOW! This absolutely stunning 4bd/4ba home with luxury features and quality finishes in Sea Pines offers you one story living & an open design that brings family and friends together. A fabulous chef’s kitchen w/Viking gas cooktop, an owner’s retreat where you will catch beautiful sunrises, two well appointed bedrooms w/ensuite baths + an additional guest bd/bath and office complete the home. This is where the Sea Pines lifestyle unfolds- whether you are taking the 5 min walk to the “Gold Coast” beaches or you are sitting poolside watching the golfers on the gorgeous 17th hole of the Atlantic Dunes GC, you're Sea Pines heart will be at home.

125 N Sea Pines Drive, Hilton Head Island

Listing courtesy of Keller Williams Realty. Selling Office: Sea Pines Real Estate South Beach.

$2,700,000
CLOSED Status ⋅ 4 Beds ⋅ 5 Baths ⋅ 3,932 SqFt. ⋅ HILTONHEAD-500652 MLS ⋅ Planters Woods SubDv.
SEA PINES COASTAL LUXURY: Panoramic 180-degree green views of stunning Heron Point Fairways and Ridgewood lake! Over 700K in exquisite renovations by legendary Hilton Head builder, this masterful design features wall-to-wall windows, voluminous ceilings in living room, den, stainless steel kitchen and dining. Two spectacular fireplaces. The 3 main floor bedrooms all include beautiful en-suite baths. The second floor offers handsome accommodations for precious family or guests. The new pool and spa offer soothing comfort and privacy! This home is designed for all-on-one-level living and entertaining. Additional features include 2 car attached garage, swing through circular driveway, on a very desirable Sea Pines oversized lot, across this quiet street, from a wooded permanent open area. Just a 10 minute walk or bike to Harbour Town, home of the world famous 18 hole Heritage Golf Classic, and exceptional amenities: golf, tennis, boating, water skiing, fishing, children's playground, multiple shops and restaurants. A short trolley ride takes you to gorgeous, life-guarded Sea Pines Beach Club, with entertainment, oyster roasts, 2 great restaurants, and 2 additional world-class 18 hole golf courses. Less than 15 minute bike ride to Sea Pines Beach Club.

18 Planters Wood Drive, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club. Selling Office: Harbour & Home Real Estate.

$2,714,000
CLOSED Status ⋅ 3 Beds ⋅ 3 Baths ⋅ 3,344 SqFt. ⋅ HILTONHEAD-502881 MLS ⋅ Baynard Oaks SubDv.
Beautiful traditional home on coveted Baynard Park Road, with sweeping Harbour Town Golf Links View!

46 Baynard Park Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach. Selling Office: Sea Pines Real Estate South Beach.

$2,800,000
CLOSED Status ⋅ 3 Beds ⋅ 3 Baths ⋅ 3,677 SqFt. ⋅ HILTONHEAD-450896 MLS ⋅ Red Maple SubDv.
For the discerning buyer seeking the ultimate ocean-oriented home, this is the one. Impeccably designed single-story home offers unparalleled attention to detail & exceptional quality. Features 3 BR, 3 BA, & flex room, perfect for any lifestyle. Outdoors, you'll find a stunning pool with ample space, a spa, and soothing waterfalls. The covered lanai, complete with a fireplace & retractable screens, an ideal space for year-round entertaining.This extraordinary property represents the best of Sea Pines living! Shows like a model—truly a must-see to fully appreciate the craftsmanship that photos can't capture. Furniture is negotiable.

8 Red Maple Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club. Selling Office: COAST PROFESSIONALS Brokered by EXP Realty.

$2,800,000
CLOSED Status ⋅ 5 Beds ⋅ 6 Baths ⋅ 4,475 SqFt. ⋅ HILTONHEAD-450872 MLS ⋅ Twin Pines SubDv.
Adorned with heritage oaks, this secluded Harbour Town home in Sea Pines offers a luxurious island lifestyle. Crisp, cool colors greet you as you enter a central entertaining and dining and lounge area with stunning views of the outdoors. Bedroom suites are strategically located around the home, ensuring privacy for all. The pool and heated spa are nestled in the tropical backyard, with outdoor kitchen patio nearby. Gorgeous gated courtyard provides additional private recreational options off four of the suites. The chef's kitchen and outstanding media room make this home truly exceptional. New Roof Fall of 2024.

4 Twin Pines Road, Hilton Head Island

Listing courtesy of Keller Williams Realty. Selling Office: COAST PROFESSIONALS Brokered by EXP Realty.

$2,750,010
CLOSED Status ⋅ 4 Beds ⋅ 5 Baths ⋅ 3,216 SqFt. ⋅ HILTONHEAD-504056 MLS ⋅ Willow Oak West SubDv.
Welcome to 2 Willow Oak Road West, an extraordinary and masterfully renovated residence located in the heart of Sea Pines on Hilton Head Island. Thoughtfully redesigned with impeccable attention to detail, this stunning home now offers 4 bedrooms, 4.5 bathrooms, and a seamless blend of modern luxury and Lowcountry sophistication. Every inch of the home has been transformed, featuring top-of-the-line appliances, including a Fulgor Milano Fridge/Freezer ($25,000 value), Perlick Wine Fridge, a brand new Jen Air Gas range/stove with downdraft, new stainless steel microwave, and two Dishwashers for ultimate convenience, PLUS 2-brand new hot water heaters, and brand new roof. An additional bedroom and bathroom were added to enhance both functionality and comfort, creating ideal accommodations for family and guests alike. The open-concept living spaces flow effortlessly to the outdoors, where a brand-new wraparound and extended Trex deck provides the perfect setting for entertaining or relaxing while enjoying breathtaking views of the 16th hole of the Heron Point Golf Course. Situated on a private 1.09 acre lot, the property offers a rare level of privacy and space. The resort-style backyard features a brand new in-ground pool and hot tub, completing this exceptional outdoor oasis. Located within the world-renowned Sea Pines Resort, residents enjoy access to 3 championship golf courses with flexible access, pristine beaches, marina, dining, and endless amenities. Ideally situated in the heart of the community, you're just minutes from Harbour Town, the Sea Pines Beach Club, Lawton Stables, the Forest Preserve, and the miles of scenic bike trails that connect it all. This is a truly exceptional opportunity to own a move-in-ready luxury home in an unparalleled setting.

2 Willow Oak W Road, Hilton Head Island

Listing courtesy of Keller Williams Realty. Selling Office: Sea Pines Real Estate - The Cottage Group, LLC.

$2,695,000
CLOSED Status ⋅ 4 Beds ⋅ 4 Baths ⋅ 3,416 SqFt. ⋅ HILTONHEAD-451314 MLS ⋅ Heritage Woods/St Andrews Pl SubDv.
Pursue your Dreams! Poised on fairway of world-famous Harbour Town Golf Links, this one-of-a-kind architectural masterpiece awaits your fall in love visit! Featuring beautiful 2 story open floor plan, chef's kitchen, raftered ceiling screen porch with raised hearth fireplace, 4 bedrooms, 4 baths, very private fenced in pool, garage, quiet cul de sac location. The all-new stunning furnishings equate to a move-in-ready, party central home. Just bring your suitcases and thrill to life in the Lowcountry in this elegant work of art. Five minutes to Harbour Town and the beautiful lighthouse, restaurants, and award winning children's playground!

30 Saint Andrews Place, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club. Selling Office: Daniel Ravenel Sotheby's International Realty.

$2,500,000
CLOSED Status ⋅ 3 Beds ⋅ 4 Baths ⋅ 3,565 SqFt. ⋅ HILTONHEAD-502230 MLS ⋅ Spanish Moss SubDv.
One of the finest homes in the Harbour Town area, this beautifully updated property offers a perfect blend of Lowcountry charm and modern luxury. Featuring 3 bedrooms, 3.5 baths, a separate office, private pool, and screened porch, this home is completely turnkey and ready to enjoy. The bright, open floor plan showcases high ceilings, new flooring, and an oversized two-car side-entry garage. The newly remodeled kitchen is a showstopper, complete with quartz countertops, stylish backsplash, and a gas range-ideal for entertaining or everyday living. The primary suite and office are conveniently located on the first floor, while each of the bathrooms has been thoughtfully updated. Additional highlights include smooth painted ceilings, a fairway view, and more than $400,000 in recent improvements throughout. Located on one of the most desirable streets in Sea Pines, this home offers the perfect combination of style, comfort, and location-a truly exceptional property.

24 Ridgewood Lane, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

$2,550,000
CLOSED Status ⋅ 3 Beds ⋅ 4 Baths ⋅ 3,767 SqFt. ⋅ HILTONHEAD-440994 MLS ⋅ Harleston Green SubDv.
This stunning home located on an iconic street and the 5th hole of the famed Harbour Town golf course exudes luxury combined with our highly desired Low Country lifestyle. Taken down to the studs in 2015 this comfortably-elegant home features an incredible cook's kitchen and butler's pantry, heart pine and saturnia tile floors throughout main living areas, exposed wood beams and cathedral ceilings in living areas, two fireplaces. and extensive brick detail. Outdoor living boasts Belgard brick courtyard with Carolina Lanterns, hurricane windows and doors, rebuilt pool and retractable screened porch to enjoy the amazing golf and lagoon views.

12 Harleston Green, Hilton Head Island

Listing courtesy of RE/MAX Island Realty. Selling Office: Peirce Group Brokered by EXP Realty LLC.

$2,575,000
CLOSED Status ⋅ 4 Beds ⋅ 4 Baths ⋅ 3,400 SqFt. ⋅ HILTONHEAD-506349 MLS ⋅ Red Maple SubDv.
Gorgeous! Just gorgeous! Extensively renovated in 2022, this beautifully reimagined, single-level, Sea Pines residence blends refined design with exceptional privacy on an oversized (1/2 acre+) property. Relax and recharge and take a refreshing dip in the private pool with scenic golf views beyond, while the cart path on the other side of the fairway adds to the privacy. The open, light-filled interior features hardwood flooring, smooth ceilings with vaulted areas, plantation shutters, and current finishes throughout. A designer chef-inspired kitchen showcases an oversized quartz island, upgraded stainless appliances, recessed LED lighting, and picturesque views from abundant windows and glass. Four (well-positioned) bedrooms, including a large bunk-style room for the youngies, a double garage, AND a new roof in 2022. Note that the leisure trail at the end of the street connects to Plantation Club and the Beach Club!

7 Red Maple Road, Hilton Head Island

Listing courtesy of Collins Group Realty. Selling Office: Harbour & Home Real Estate.

$2,500,000
CLOSED Status ⋅ 4 Beds ⋅ 5 Baths ⋅ 2,393 SqFt. ⋅ HILTONHEAD-450832 MLS ⋅ Ht Patio Sites SubDv.
Situated at the perfect intersection of fun and golf, this stunning 4-bedroom, 5-bath home is one of the finest ever built in Harbour Town. Completely renovated, it boasts breathtaking views of the 10th fairway, 16th and 17th holes—stretching all the way to the iconic Calibogue Sound. One of the best seats for the RBC Heritage right from your own back deck. Inside, you’ll find smooth painted ceilings, quartz countertops, stainless steel appliances, and brand-new floors. Whether you're seeking a vacation escape or a high-performing short-term rental, this property delivers on all fronts.

34 Windjammer Court, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Sea Pines Real Estate - Beach Club.

$2,371,000
CLOSED Status ⋅ 3 Beds ⋅ 4 Baths ⋅ 3,301 SqFt. ⋅ HILTONHEAD-447197 MLS ⋅ Baynard Cove SubDv.
Introducing a high-elevation (14.17') property on nearly 0.4 acres of prime real estate this is quietly situated off the Harbour Town Golf Links #13 fairway. A single-story residence graced by beautifully manicured grounds and gorgeous trees. This home flows incredibly well both inside and out... offering spacious rooms, an oversized screen porch, and a private backyard swimming pool! Interior enhancements include but are not limited to tall ceilings, crown molding, skylights, an impressive owner's suite, and kitchen & bath updates. A pure beauty. Immaculate condition! This address carries the credentials to join the nearby Baynard Park Club.

8 Baynard Park Road, Hilton Head Island

Listing courtesy of Collins Group Realty. Selling Office: Berkshire Hathaway HomeServices Hilton Head Blufft.

$2,460,000
CLOSED Status ⋅ 5 Beds ⋅ 4 Baths ⋅ 3,686 SqFt. ⋅ HILTONHEAD-452874 MLS ⋅ Tupelo Road SubDv.
Timeless Sea Pines Architecture, Reimagined! Tucked within the mossy oaks, this fully renovated 5BR, 4BA single-level stunner, where classic Sea Pines charm meets mid-century modern. Show-stopping vaulted cathedral ceilings w exposed beams soar across the sun-lit main living space, creating a breathtaking sense of scale & style. Brand new custom kitchen & gorgeous updated bathrooms. Multiple patios, new pool, spa, & outdoor TV overlook Heron Point’s 2nd hole. Located on a quiet end road, steps to the beach, golf, shops, & trails. Sold fully furnished. A showpiece for Island living or rental income—this is the one you've been waiting for.

30 Tupelo Road, Hilton Head Island

Listing courtesy of Greenplate Group Brokered by eXp Realty. Selling Office: Harbour & Home Real Estate.

$2,155,000
CLOSED Status ⋅ 4 Beds ⋅ 5 Baths ⋅ 3,707 SqFt. ⋅ HILTONHEAD-452560 MLS ⋅ Baynard Oaks SubDv.
Luxury Lowcountry living in the prestigious Harbour Town area of Sea Pines Resort. This exquisite 4 BR, 3 full BA, 2 half BA home offers comfortable living overlooking a lagoon with a backdrop of the 15th hole of Harbour Town Golf Links. Two fireplaces add charm and large windows bring in lots of natural light. The expansive porch and patio provide a quiet place to relax or entertain outdoors. The open floor plan creates a natural flow from the well-equipped kitchen into the dining and living area. Enjoy the best of Harbour Town living, walk or bike to the marina, shops, dining & beaches.

28 Red Oak Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC. Selling Office: Lighthouse Realty.

$2,300,000
CLOSED Status ⋅ 4 Beds ⋅ 4 Baths ⋅ 3,140 SqFt. ⋅ HILTONHEAD-450661 MLS ⋅ Ht Patio Sites SubDv.
Great home on the 10th Fairway of Harbour Town Golf Links with a pool, spa and outdoor kitchen. Inside has been updated with two bedroom and ensuite baths on first floor and two bedrooms and ensuite baths on second floor. One car garage. Impeccably maintained and never rented. Only used as a second home.

27 Windjammer Court, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC. Selling Office: Charter One Realty.

$2,450,000
CLOSED Status ⋅ 4 Beds ⋅ 3 Baths ⋅ 2,950 SqFt. ⋅ HILTONHEAD-445835 MLS ⋅ Willow Oak SubDv.
Amazing backyard Oasis! Views of 8th fairway of Atlantic Dunes, sun deck with umbrellas, rock waterfall, covered gazebo and a very large pool, this backyard can't be beat. Centrally located in Sea Pines between the beach & Harbour Town, this is a perfect primary home or rental property(very strong rental history). Enter through a brick courtyard into the updated interior w/ideal bedroom separation & open living spaces. New furniture updates being addded. The bike path on the street runs between fairways to the Beach Club. Newer AC units ('19 & '22), water heaters & roof ('23). Offered fully furnished, it's truly a turnkey property.

257 Greenwood Drive, Hilton Head Island

Listing courtesy of Hilton Head Properties. Selling Office: ERA Evergreen Real Estate Company.

$2,400,000
CLOSED Status ⋅ 4 Beds ⋅ 5 Baths ⋅ 3,958 SqFt. ⋅ HILTONHEAD-503438 MLS ⋅ Spanish Moss SubDv.
From meticulous landscaping to the Savannah brick front porch and an exceptional .33-acre cul-de-sac lot, this stellar 4BR/4.5BA Sea Pines home at 25 Ridgewood Lane makes a lasting impression! Featuring significant peace-of-mind improvements and just painted both inside and out, the home includes 3 NEW HVACs, a completely NEW SPA AND RENOVATED POOL WITH NEW HARDSCAPING, NEW GARAGE DOORS, NEW IPE DECK AND SCREENED PORCH, NEW IRRIGATION WITH PEST CONTROL, and NEW EXTERIOR SLIDERS, just to name a few. The interior space is inviting and flows... opening to soaring smooth ceilings with crown molding and beautifully proportioned rooms that feel both grand and comfortable. Oversized living spaces and bedrooms offer a rare sense of scale, while the open-concept kitchen, complete with a butler's pantry, connects effortlessly into a great room showcasing one of two fireplaces, perfect for entertaining and everyday living. The deck and screened porch overlook the private pool and new spa, affording long lagoon and golf views of #6 fairway on Sea Pines Resort's famed Heron Point Golf Course . A three-car garage - WITH NEW EPOXY CONCRETE FLOOR COATING - includes a massive dedicated workshop space, adding tons of storage and exceptional functionality. Perfectly positioned with open green space to the right, the setting provides privacy and a sense of retreat. A short walk to the world-class shops, cafes and marina at Harbour Town and a bike ride to the beach, homes of this caliber, location, and livability are rarely available. This is a truly special opportunity in Sea Pines. As a primary residence or a coveted beach house rental, this home checks all the boxes. Just reduced and ready to sell!

25 Ridgewood Lane, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty. Selling Office: Charter One Realty.

$2,250,000
CLOSED Status ⋅ 5 Beds ⋅ 5 Baths ⋅ 4,876 SqFt. ⋅ HILTONHEAD-500938 MLS ⋅ Governors/Pine Isl Rd SubDv.
Experience elevated Lowcountry living in this exquisitely renovated 5BD/4.5BA Sea Pines home, perfectly positioned on a quiet cul-de-sac with stunning marsh and golf views of the 17th green of the Sea Pines Club Course. Thoughtfully redesigned from 2023-2025, this custom residence blends timeless elegance with curated modern upgrades throughout. Step through the transformed front courtyard, now a tranquil oasis featuring a custom cast-aluminum gate, architectural privacy wall with brick and wood accents, LED lighting, specimen Camellias, vibrant landscape, and manicured grass framed by paver-lined pathways. Through the high-ceilinged foyer with an artistically modern chandelier, you're welcomed into a dramatic open-concept layout with soaring cathedral ceilings and expansive windows framing lush backyard landscape and golf views. The elegant dining area, sophisticated living room, and cozy sitting space offer ideal flow for gatherings or quiet evenings at home. The chefs kitchen is a true show piece reimagined with custom cabinetry, natural quartzite counters and backsplash, and a full suite of premium appliances, including a Sub-Zero refrigerator, Miele dishwasher, Scottsman icemaker, and Wolf double ovens, induction cooktop, and drawer-style microwave. Sharing open space with the inviting family room and adjacent wet bar with Zephyr beverage cooler, the kitchen offers both function and flair. The nearby laundry room includes a smart Samsung washer and dryer. Five generously sized bedrooms span both levels of the home. Upstairs, one bedroom features a private en suite bath, while two others share a stylish Jack and Jill bathroom. Each opens to covered balconies with serene marsh views. A newly installed oak hardwood floor leads to the upper landing and an airy loft sitting area. The first-floor primary suite offers quiet luxury with a tray ceiling, ceiling fan, direct courtyard access, and a stylishly updated en suite bath. All bathrooms throughout the home have been tastefully updated with modern fixtures and finishes. Interior enhancements include freshly painted walls, designer lighting, a limewashed brick fireplace, and custom window treatments. Upstairs porches were rebuilt, sealed, and finished with elegant copper caps. Interior/exterior was completely repainted in a fresh coastal palette, and the grounds include upgraded irrigation and lush new turf. This is Sea Pines living at its most refined where modern luxury meets relaxed Lowcountry charm.

38 Pine Island Road, Hilton Head Island

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

$2,400,000
CLOSED Status ⋅ 4 Beds ⋅ 4 Baths ⋅ 3,181 SqFt. ⋅ HILTONHEAD-503617 MLS ⋅ Heritage Woods/St Andrews Pl SubDv.
Perfectly positioned on the second green of the iconic Harbour Town Golf Links. Lounge Poolside and take in the PGA Tour's RBC Heritage. This exceptional private residence delivers the rare combination of space, privacy, and a truly postcard-worthy setting. At the heart of the home is a grand open living area with soaring vaulted ceilings and walls of windows that bathe the space in natural light and showcase lush golf course views. The inviting living room features ample seating centered around a dramatic decorative brick fireplace, while a loft above offers elevated views, built-in bookshelves, and a hidden crawl space sure to delight young adventurers. The gourmet kitchen continues the open-concept design with dual granite-topped islands, one with bar seating and the other with a built-in wine cooler-ideal for entertaining. A full suite of high-end appliances and abundant prep space make hosting effortless. Dining options abound, from a formal dining room with classic charm to a casual dining area near the kitchen that comfortably seats ten while overlooking the course. Step outside to enjoy three separate al fresco dining areas, each framed by stunning golf views. Added conveniences include a full laundry room and a second full-size stainless refrigerator. Accommodations are equally impressive. The private Bonus Room offers a spacious retreat with a king bed, twin sleepers, flat-screen TV, and en-suite bath with walk-in shower-perfect for families or visiting guests. Two additional guest suites on the main level feature queen beds, private baths, flat-screen TVs, and bay windows overlooking manicured gardens. The owner's suite is a true sanctuary, accessed through a cozy den with a decorative fireplace and pull-out sofa. This expansive retreat features a king bed, private patio access, golf views, a large walk-in closet, and a spa-inspired bath with dual vanities, soaking tub, and walk-in shower. Offering comfort, elegance, and an unbeatable Sea Pines location, this remarkable home is designed for those who expect nothing but the best.

35 Saint Andrews Place, Hilton Head Island

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

$2,395,000
CLOSED Status ⋅ 4 Beds ⋅ 3 Baths ⋅ 2,713 SqFt. ⋅ HILTONHEAD-500858 MLS ⋅ Fair 5/4 SubDv.
Blending timeless Lowcountry charm with sweeping panoramic views, this extraordinary residence enjoys a premier setting on the acclaimed 2nd green and 3rd tee of Atlantic Dunes Golf Course, only steps away from the ocean. This 4BR residence harmonizes classic design with contemporary enhancements, creating an inviting retreat for both everyday living and entertaining. The homes interior is both warm and welcoming, featuring exquisite furnishings, designer lighting, custom window treatments, ,a dream kitchen w/top of the line appliances, multiple living/dining spaces to include screened porch and brand new 2025 wet bar entertaining area. The owners suite and guest bedrooms provide comfort and privacy with all updated baths. Step outside to enjoy the resort-style pool, spacious covered patio, and lush landscaping. From oyster roasts in the fall to summer barbecues by the pool, this property was built for gathering with family and friends. Whether as a primary residence, second home, or investment property, this remarkable home offers a rare opportunity to enjoy Sea Pines living at its finest.

42 N Sea Pines Drive, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Hilton Head Properties.

$2,200,000
CLOSED Status ⋅ 4 Beds ⋅ 4 Baths ⋅ 2,789 SqFt. ⋅ HILTONHEAD-448939 MLS ⋅ Willow Oak SubDv.
Meticulously renovated home that blends modern luxury with Lowcountry charm. Nestled on the Pete Dye Heron Point golf course in the prestigious Sea Pines Resort, this exquisite 4 bed, 3.5 bath residence offers an open and inviting floor plan. No detail has been overlooked in this thoughtfully design home. The free-form pool is surrounded by lush landscaping, providing the ultimate escape. Whether you’re enjoying serene golf course views, entertaining in the beautifully appointed living spaces, or unwinding by the pool, this home is sure to impress even the most discerning buyer. Furniture and decor is included.

7 Willow Oak Road, Hilton Head Island

Listing courtesy of May River Realty. Selling Office: ERA Evergreen Real Estate Company.

$2,300,000
CLOSED Status ⋅ 4 Beds ⋅ 4 Baths ⋅ 3,756 SqFt. ⋅ HILTONHEAD-506970 MLS ⋅ Ocean Course SubDv.
Set along the Atlantic Dunes golf course on a spacious 0.65 acre lot, this original-owner home enjoys wide golf views stretching toward the ocean. Designed primarily for one-level living, the residence features 4 bedrooms, 3.5 baths, and versatile office and gym spaces. Fourth bedroom is conveniently located upstairs offering separate guest quarters. A large screened porch captures the expansive vistas, while gorgeous mature landscaping enhances the home's privacy and curb appeal. Ample parking is provided by a private owners' drive to the garage and a circular drive for guests at the front entrance.

5 Palmetto Place, Hilton Head Island

Listing courtesy of Keller Williams Realty. Selling Office: RE/MAX Island Realty.

$2,300,000
CLOSED Status ⋅ 4 Beds ⋅ 3 Baths ⋅ 2,742 SqFt. ⋅ HILTONHEAD-450528 MLS ⋅ Willow Oak SubDv.
ALL NEW! Complete renovation down to the studs! Enjoy the views of the Atlantic Dunes #8 fairway from the new screened porch or paver patio with an outdoor kitchen and bar – perfect for entertaining or relaxing. Open floorplan with multiple flexible spaces, including two living areas, fireplaces and excellent bedroom separation. Can’t beat the fabulous Sea Pines location between the beach and Harbour Town. Easy stroll to restaurants, shopping, stables, and a trolley stop.  Easy to show!

259 Greenwood Drive, Hilton Head Island

Listing courtesy of EXP Realty LLC. Selling Office: The Ocean Broker.

$2,300,000
CLOSED Status ⋅ 4 Beds ⋅ 5 Baths ⋅ 3,962 SqFt. ⋅ HILTONHEAD-448658 MLS ⋅ Baynard Oaks SubDv.
Exceptional Opportunity to own a gorgeous Custom-Built Home in the prestigious Harbour Town Area.This stunning, newer home offers the perfect blend of luxury, comfort, and functionality, designed by a popular local architect and masterfully constructed. Featuring 4 bedrooms, each with its own en-suite bathroom, powder room, a dedicated office space, formal dining area, and an expansive kitchen that opens to a bright breakfast nook and cozy den. Impressive 12-foot tray ceilings and 2 fireplaces, this home exudes elegance at every turn. The property offers views of the renowned #15 hole of Harbour Town.

32 Red Oak Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club. Selling Office: William Raveis - Carolina LLC.

$2,000,000
CLOSED Status ⋅ 4 Beds ⋅ 5 Baths ⋅ 2,864 SqFt. ⋅ HILTONHEAD-445213 MLS ⋅ Woodbine Place SubDv.
Come see this stunning renovation at 12 Woodbine Place! This 4BR 5Bath home located on 13th fairway of the Atlantic Dunes Course provides beautiful views, courtyard entry & convenient to Sea Pines Beach club and Plantation club. Large lot on a quiet street with circular drive, fire pit, 2 car garage and plenty of storage. Renovated heated pool with spa-like pool bath, lush landscaping, and an (easy to remove) screened enclosure. Other highlights, 2 new HVAC’s and ductwork, smooth ceilings, new white oak hardwood floors, new kitchen cabinets and quartz countertops. This open floor plan is perfect for entertaining and creating lasting memories.

12 Woodbine Place, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Beverly Serral Signature Properties.

$2,250,000
CLOSED Status ⋅ 5 Beds ⋅ 5 Baths ⋅ 3,804 SqFt. ⋅ HILTONHEAD-453216 MLS ⋅ Planters Woods SubDv.
Unbelievable home on an oversized fairway lot featuring 5 bedrooms, 5 baths, and a private swimming pool. Highlights include antique heart pine floors, quartz countertops, stainless steel appliances, gas stove, and two fireplaces. The main bedroom and three guest rooms are on the first floor, with an additional guest suite and bonus room upstairs. Enjoy three spacious living areas, an open kitchen to family room layout, and a large back-entry 2-car garage. Sold furnished with incredible views!

26 Planters Wood Drive, Hilton Head Island

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

$2,050,000
CLOSED Status ⋅ 4 Beds ⋅ 5 Baths ⋅ 2,466 SqFt. ⋅ HILTONHEAD-445577 MLS ⋅ Baynard Oaks SubDv.
Introducing a home that checks every box for luxury living in the Sea Pines community. It’s enviable location on the 10th and 16th hole of the Harbour Town Golf Links affords a front-row seat to the RBC Heritage Tournament. 4 bedrooms and 5 baths grant guests their own slice of paradise. For those who love to entertain, the natatorium is a focal point of relaxation and enjoyment. This property combines luxury, convenience, and an unrivaled location. Experience the magic of 27 Marsh Drive – where every detail is designed to serve as the backdrop to hosting, entertaining, and forging unforgettable memories with those you love the most.

27 Marsh Drive, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach. Selling Office: The Alliance Group Realty.

$2,175,000
CLOSED Status ⋅ 4 Beds ⋅ 4 Baths ⋅ 3,462 SqFt. ⋅ HILTONHEAD-503079 MLS ⋅ Twin Pines SubDv.
Quite simply a most amazing, classic Sea Pines home, and now available. Enjoy lots of one level living, with special features including heart pine flooring, brick fireplace, open kitchen (loads of cabinetry and huge gas range!) with walk in pantry/coffee/wine bar, fabulous Carolina room with lagoon to golf view. Outside take time to relax on the Savannah brick patio with firepit and dedicated gas line. The main level includes 3 bedrooms and 2.5 baths, plus huge laundry attached to oversized garage and separate work room. Upstairs you'll find a billiard room with vaulted ceiling, twin bedroom, full bath, kitchenette and walk in closet. The quality and upkeep of this gem (on a nearly hidden and beautiful street!) cannot be overstated. From the landscaping to the view to the amenities, you will want to call this home, home at once. What a great idea!

9 Twin Pines Court, Hilton Head Island

Listing courtesy of BESTNEST By Beverly Serral. Selling Office: Southern Lifestyle Properties of SC LLC.

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