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$1,985,000
3 Beds ⋅ 4 Baths ⋅ 2,722 SqFt. ⋅ HILTONHEAD-511813 MLS
An absolute standout in Sea Pines. This exceptional home was worth the wait... but is not expected to last long! Relaxed and comfortable meets modern and sophisticated. Prepare to be captivated by this exceptionally cool, single-level stunner! A private (gated) front courtyard enhances the arrival experience, while the private backyard setting is unmatched. Inside you will find an open-concept interior that is complimented by numerous design enhancements. The design-forward, chef-style kitchen will reignite your love of both cooking and entertaining, boasting quartz counters, impressive cabinetry, designer lighting, updated appliances, gas cooking, beverage refrigerator, pantry, and an expansive flat-top island. The home naturally flows out to an inviting screened porch, extending comfortable living space outdoors. The spacious owner's suite enjoys tranquil water views and a spa-like bath, while the two private guest rooms offer beautifully remodeled en-suite baths as well. Embrace a year-round outside lifestyle with a refreshing (heated) saltwater pool, firepit area, peaceful lagoon and private backyard lawn. The property features a durable TPO roofing system, valued for its energy efficiency, longevity, and low-maintenance performance. Set on nearly a half-acre with open space on two sides, this high-elevation property stands apart! Ideally positioned in Sea Pines on a quiet street almost directly between the Sea Pines Beach Club and the Harbourtown Yacht Basin! Tastefully furnished for immediate gratification!

41 Willow Oak W Road, Hilton Head Island

Listing courtesy of Collins Group Realty. Selling Office: Keller Williams Realty.

$2,750,010
4 Beds ⋅ 5 Baths ⋅ 3,216 SqFt. ⋅ HILTONHEAD-504056 MLS
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.

$1,500,000
3 Beds ⋅ 4 Baths ⋅ 3,216 SqFt. ⋅ HILTONHEAD-451940 MLS
Nestled on a one-acre lot in the heart of Sea Pines, this home offers privacy and prime location. Mature trees and lush landscaping surround this spacious corner lot, w/ a wrap around driveway backing up to golf course views. Inside, the split-level floor plan offers multiple living and entertaining areas. The private primary wing features two full baths, while the guest wing includes two additional bedrooms & shared bath. With generous indoor and outdoor spaces, this home is ideal for primary or rental property. A rare opportunity to own over an acre on one of Sea Pines’ most sought-after streets—don’t miss the chance to make it yours!

2 Willow Oak W Road, Hilton Head Island

Listing courtesy of Engel & Volkers. Selling Office: Century 21 Integra.

$1,750,000
5 Beds ⋅ 4 Baths ⋅ 3,434 SqFt. ⋅ HILTONHEAD-450975 MLS
Best 5 Bedroom Home in Sea Pines under $2M! Great Location between Harbourtown and the Beach Club! Open kitchen to dining and living space. Very private pool backs up to nature preserve! Easy access to beaches, golf courses, pickleball, tennis, shopping & dining. Kick your shoes off in the family room, lounge in the big living room or step outside to enjoy the large private pool with covered lanai. This home offers big living areas and quiet back yard. Whether you're planning to rent or create lasting family memories, you will love Sea Pines Living at 25 W. Willow Oak! New Roof(2021), Appliances 2018 & HVAC systems(2024 and 2022).

25 Willow Oak W Road, Hilton Head Island

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

$1,825,000
4 Beds ⋅ 3 Baths ⋅ 2,704 SqFt. ⋅ HILTONHEAD-451627 MLS
Estate Sale Opportunity! What a classic Sea Pines beauty. Stunning views across Atlantic Dunes Golf Course straight to the Plantation Clubhouse. Windows and natural light everywhere. Spacious living rooms and bedrooms. All on one floor. Pool has been well maintained and has east/west exposure. Easy bikeride to the beach. Ready for the next owners' renovations or build from scratch. No Disclosure. All inspections welcome. Owner makes no representation. Selling as is, where is -- no repairs will be made.

32 Willow Oak Court, Hilton Head Island

Listing courtesy of Keller Williams Realty. Selling Office: Real Life Brokered By EXP Realty LLC.

$2,300,000
4 Beds ⋅ 3 Baths ⋅ 2,742 SqFt. ⋅ HILTONHEAD-450528 MLS
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.

$2,200,000
4 Beds ⋅ 4 Baths ⋅ 2,789 SqFt. ⋅ HILTONHEAD-448939 MLS
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.

$1,650,000
3 Beds ⋅ 3 Baths ⋅ 2,443 SqFt. ⋅ HILTONHEAD-448021 MLS
Location matters! Convenient Sea Pines living with a 180-degree views of Heron Point’s 15th Green situated on a private oversized home-site in close proximity to Sea Pines Center, Harbour Town & the Beach. This single level home features open concept entertaining inside and out. Current owners have upgraded the property including; hardwood floors, kitchen finishes, baths, laundry room, appliances, roof, HVAC system, duct work, spray foam insulation, water heater and outdoor pool resurfacing. Don’t miss this rare opportunity to own on one of the premier streets within the Sea Pines Resort. Pool converted to salt water in 2021. 2 car garage

8 Willow Oak W Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty. Selling Office: Alliance Group Realty/Howard Hanna Tate.

$1,604,000
3 Beds ⋅ 5 Baths ⋅ 2,401 SqFt. ⋅ HILTONHEAD-447661 MLS
This home is a gem! Featuring incredible views of the Heron Point golf course fairway and 17th green, 19 Willow Oak is situated on an oversized and beautifully manicured lot on a quiet cul-de-sac. Grand entrance leads to living and dining areas, sliders open to a 2000 sqft deck with multiple lounge and dining areas, as well as a fire pit. Laundry room off kitchen connects to a two-car garage. Rear-facing primary suite shares the beautiful private golf view. A short stroll or bike ride to the Sea Pines Beach Club and golf at the Plantation Club, the perfect property for a full or part-time home in Sea Pines.

19 Willow Oak Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach. Selling Office: Weichert Realtors Coastal Properties.

$1,675,000
4 Beds ⋅ 4 Baths ⋅ 3,000 SqFt. ⋅ HILTONHEAD-447404 MLS
Fabulous location in the heart of Sea Pines on a quiet neighborhood street - close to shopping, Harbour Town and the Beach. This 4BR/4BA home with lanai pool (great for entertaining!) is currently being enjoyed as a primary home, but it could be a great second home or investment property. It has been beautifully maintained and regularly updated. This is a great opportunity to make Sea Pines your next home!

15 Willow Oak W Road, Hilton Head Island

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

$1,250,000
3 Beds ⋅ 3 Baths ⋅ 2,214 SqFt. ⋅ HILTONHEAD-446921 MLS
Wonderful home on a full-size golf view homesite just minutes from the beach. Three ensuite bedrooms and a two-car detached garage. Enjoyed as a second home, the owners have lovingly maintained and updated the property. Sea Pines Country Club membership available for purchase.

13 Willow Oak Road, Hilton Head Island

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

$2,100,000
4 Beds ⋅ 4 Baths ⋅ 3,100 SqFt. ⋅ HILTONHEAD-446862 MLS
This beautiful home has 4 bedrooms, 3.5 bathrooms, sits on .61 acres and has an incredible backyard with a saltwater pool, spa and outdoor fire pit that looks onto the 7th green of the Atlantic Dunes golf course in Sea Pines. Remodeled in 2022, 18 Willow Oak is stunning with upgrades including the 8" wood flooring, top kotch JennAir kitchen appliances, 6-burner gas range, double ovens, quartz countertops, wet bar, water purifier/softener system, brick fireplace and more. This home has an extended 2-car garage, ample closet/storage space, walk-in pantry, surround sound in living area and it is being sold furnished. Can be a short-term rental!

18 Willow Oak Road, Hilton Head Island

Listing courtesy of Real Life Brokered By EXP Realty LLC. Selling Office: Collins Group Realty.

$2,450,000
4 Beds ⋅ 3 Baths ⋅ 2,950 SqFt. ⋅ HILTONHEAD-445835 MLS
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.

$1,100,000
4 Beds ⋅ 5 Baths ⋅ 2,725 SqFt. ⋅ HILTONHEAD-444593 MLS
4 bedroom, 3 bath, one story home on a 1/2 acre golf lot.

7 Willow Oak Road, Hilton Head Island

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

$1,635,000
5 Beds ⋅ 3 Baths ⋅ 2,663 SqFt. ⋅ HILTONHEAD-443445 MLS
Step into this beautifully updated home in Sea Pines Resort. Boasting 5 bedrooms and a mostly-single level design, this home sits on a private wooded lot with room for a pool. Hosting is made easy with an open floor plan, large kitchen, and the back of the home was reimagined to include a large climate controlled “Carolina Room” complete with wet bar, ice machine, and 2 keg taps-plus two large decks-one off each side. This home has been well maintained and is move-in-ready!

31 Willow Oak W Road, Hilton Head Island

Listing courtesy of Dunes Real Estate. Selling Office: Collins Group Realty.

$2,000,000
4 Beds ⋅ 3 Baths ⋅ 2,950 SqFt. ⋅ HILTONHEAD-441202 MLS
Centrally located in Sea Pines on the 8th fairway of the Atlantic Dunes Golf Course between the beach & Harbour Town, this is a perfect primary home or investment property w/ it’s very strong rental history. It's located on a dead-end street directly on the bike path w/ a trolley stop close by. Enter through a brick courtyard into the updated interior w/ideal bedroom separation & open living space. The backyard oasis showcases a large pool w/ a unique rock waterfall & includes plenty of covered outdoor living space & private shower. 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 COAST PROFESSIONALS Brokered by EXP Realty. Selling Office: Hilton Head Properties.

$1,725,000
4 Beds ⋅ 5 Baths ⋅ 2,723 SqFt. ⋅ HILTONHEAD-441025 MLS
Spacious single-story living home spanning 2,723 sqft with 4 bedrooms, 4.5 bathrooms. This exquisite residence, nestled in the picturesque Sea Pines community, offers captivating views of the 7th Green on the Ocean Course. Ideal for a vacation retreat, investment property, or primary residence. Enjoy the tranquility of the screened back porch or unwind by the pool and hot tub. Remarkable features include a charming brick entryway, a cozy fireplace in the living room, and the convenience of each bedroom having its own ensuite bathroom. Conveniently located with easy access to the beach and beach club, stables, and Harbour Town.

10 Willow Oak Road, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: COAST PROFESSIONALS Brokered by EXP Realty.

$1,750,000
4 Beds ⋅ 4 Baths ⋅ 2,756 SqFt. ⋅ HILTONHEAD-439009 MLS
Sea Pines Escape! As soon as you walk inside your eye will be drawn to the sweeping lagoon to golf course views over the private pool. It features two primary bedrooms on the first level, a gourmet chef's kitchen, massive wet/wine bar, screened-in porch, & windows everywhere flooding the space with sunlight. Meticulously crafted down to the studs, this newly renovated 4 bed, 3.5 bath coastal gem boasts high-end finishes everywhere you look. EVERYTHING new! Sold furnished. Projected to do over 150k in rentals. Prime location! Quick walk to the beach, harbour town, shops/restaurants. Live the coastal lifestyle you've been dreaming of!

44 Willow Oak W Road, Hilton Head Island

Listing courtesy of Hilton Head Properties. Selling Office: William Raveis - Carolina LLC.

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