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$1,839,000
4 Beds 4 Baths 3,535 SqFt. HILTONHEAD-511264 MLS
A rare offering within Oldfield, this exceptional custom residence is gracefully positioned on a private 0.78-acre estate homesite on a quiet cul-de-sac, surrounded by remarkable landscaping and a serene, wooded preserve. Completed in 2020, the meticulously crafted 3,535-square-foot home offers four bedrooms, three-and-one-half baths, and an exceptional floor plan designed for elegant entertaining and everyday living. Wide-plank white oak flooring flows throughout the home, complementing classic neutral décor, flawless custom millwork, and timeless architectural details. The open-concept living area is anchored by a stunning chef's kitchen featuring a large center island, Fisher & Paykel appliances, and sophisticated finishes. A butler's pantry with a second sink, dishwasher, custom cabinetry, and an exceptional wine closet connects seamlessly to the formal dining room. The spacious great room features a fireplace and abundant space for gathering, while a private office with custom built-ins and glass-front pocket doors is conveniently located just off the main living area. The first-floor primary suite offers a spa-inspired bath with dual vanities, a freestanding soaking tub, and an oversized walk-in shower. An additional first-floor guest suite with a private ensuite bath provides exceptional accommodations, while two generously sized bedrooms on the second floor share a thoughtfully designed full bath. Outdoor living is equally impressive. The private backyard features a saltwater swimming pool, an outdoor shower, and a screened porch centered around an imported Italian wood-fired pizza oven, creating the perfect setting for casual gatherings and al fresco dining. A beautifully manicured lawn is complemented by professionally designed landscape beds filled with native plantings, while thoughtfully planned outdoor living spaces invite quiet mornings, afternoon relaxation, and memorable evenings surrounded by the privacy of the wooded preserve. An oversized three-car garage is connected to the owner's entry via a covered breezeway, complete with a built-in office nook, a spacious laundry room with custom cabinetry, and abundant storage. This is a rare opportunity to own an exceptional custom residence where timeless craftsmanship, sophisticated design, and extraordinary indoor-outdoor living come together to create one of Oldfield's finest offerings.

2 Grain Bin Court, Bluffton

Listing courtesy of Charter One Realty.

$779,000
3 Beds 4 Baths 2,398 SqFt. HILTONHEAD-509992 MLS
Welcome to this exceptional Lowcountry retreat crafted by award winning Simonini Builders, ideally situated in the picturesque Lakeside Village of Oldfield. From the moment you step onto the spacious front porch, serene lake views set the tone for the relaxed, elegant lifestyle this home offers. Two fireplaces, tall ceilings, traditional wood floors, and custom craftsman style millwork create a warm and inviting atmosphere. The well appointed kitchen opens seamlessly to the living room, where custom built ins add both charm and functionality. The main suite is a true sanctuary, featuring a tray ceiling and French doors that lead to an oversized screened in back porch complete with a cozy fireplace. Enjoy peaceful wooded views from the rear and breathtaking sunrises over the lake from the front. Every bedroom boasts a private ensuite bath creating a luxurious sense of comfort and privacy. Whole house water purification system added to the home in 2025. Thoughtfully updated for comfort and peace of mind, this home includes a Brand new roof & HVAC (2026) also New upstairs windows (2025).Just a short stroll away, the Oldfield Sports Club offers a state of the art fitness center, resort style pool with waterslide, tennis, pickleball, group classes, and more. Built in 2006 and meticulously maintained, this home blends timeless Lowcountry charm with modern enhancements-perfect for relaxing, entertaining, and embracing the natural beauty that surrounds you.

91 Great Heron Way, Bluffton

Listing courtesy of William Raveis - Carolina LLC.

$2,675,000
4 Beds 5 Baths 4,667 SqFt. HILTONHEAD-509799 MLS
One of the most iconic riverfront homes in Oldfield, 10 Pinckney View Circle captures sweeping views of the Okatie River from an expansive homesite designed for Lowcountry living. The resort-style outdoor space features a saltwater pool, heated spa, fenced backyard, and large porches perfectly positioned to enjoy the breeze and waterfront setting. Inside, the thoughtfully designed layout offers a first-floor primary suite and private study, while the second floor includes three guest bedrooms plus a flexible bonus space over the garage ideal for a media room, study, or leisure retreat. Additional highlights include an elevator, whole-home generator, and the kind of timeless floor plan and setting that rarely become available in Oldfield. This one will not last long.

10 Pinckney View Circle, Bluffton

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

$715,000
3 Beds 3 Baths 2,328 SqFt. HILTONHEAD-508351 MLS
Welcome to the Lowcountry lifestyle you've been dreaming about-where front porch mornings, moss-draped oaks, and a true sense of community set the tone for everyday living.This beautifully designed Seaside Model by Stanley Martin offers 3 bedrooms, 2.5 baths, and 2,328 square feet of thoughtfully curated space in the heart of Oldfield, one of the Lowcountry's most sought-after private club communities. From the moment you arrive, the large, inviting front porch overlooking a canopy of mature trees creates a warm and timeless first impression-perfect for morning coffee, evening cocktails, and connecting with neighbors as they pass by.Inside, an open floor plan blends comfort and functionality with effortless style. The gourmet kitchen serves as the centerpiece of the home, featuring quality finishes, abundant cabinetry, and a seamless flow into the living and dining areas-ideal for entertaining or relaxed everyday living. The spacious living room is anchored by a cozy fireplace, while natural light pours in, highlighting the home's clean lines and classic Lowcountry architecture.Upstairs, a versatile loft provides additional living space perfect for a media room, home office, or guest retreat. The primary suite and guest rooms are well-proportioned, offering both privacy and comfort. An oversized 2-car garage adds extra storage and convenience.Located behind a 24-hour gated entrance, Oldfield spans 860 acres along the scenic Okatie River and offers a rare blend of privacy, natural beauty, and world-class amenities. Residents enjoy a Greg Norman signature golf course (golf optional), deep-water access with boating and fishing, kayaking and paddleboarding from the outfitter center, a lagoon-style pool, fitness center, tennis and pickleball, and a full equestrian facility. Miles of walking trails, social clubs, dining, and year-round events create a vibrant and connected lifestyle.Positioned between Hilton Head, Bluffton, Beaufort, and Savannah, Oldfield offers both tranquility and convenience-ideal as a primary residence, second home, or retreat.This is more than a home-it's an invitation to slow down, settle in, and experience the Lowcountry the way it was meant to be.

26 Great Heron Way, Bluffton

Listing courtesy of Realty One Group - Lowcountry. Selling Office: Realty One Group - Lowcountry.

$349,000
HILTONHEAD-508183 MLS
You've fallen in love with Oldfield. Now build the home you've been waiting for. This exceptional 0.62-acre homesite represents one of the few remaining opportunities to build in one of the Lowcountry's most sought-after private communities. Beautifully positioned with views of the 9th fairway, the property is framed by mature hardwoods and offers exceptional privacy, a generous building envelope, and ample space for a custom home, pool, and thoughtfully designed outdoor living. Ideally located near the heart of the community, you'll enjoy convenient access to Oldfield's exceptional amenities, including the Greg Norman Signature Golf Course, the River Club overlooking the Okatie River, Outfitters center, equestrian center, tennis and pickleball, fitness center, resort-style pool, and miles of scenic walking and biking trails. As one of the few remaining homesites, this is your chance to create a home uniquely tailored to your lifestyle while embracing the timeless architecture, natural beauty, and exceptional quality of life that define Oldfield.

2 Bonny Doon, Okatie

Listing courtesy of Charter One Realty.

$3,300,000
4 Beds 6 Baths 5,181 SqFt. HILTONHEAD-505346 MLS
Along the banks of the Okatie River, this remarkable Lowcountry retreat was designed to feel as though it has always belonged to the landscape. Created by renowned architect Gerry Cowart and built by Yestermorrow, the home is thoughtfully nestled beneath sprawling oaks to capture sweeping marsh and river views from nearly every angle. Savannah brick accents, gas lanterns, and natural materials create an authentic sense of place rooted in classic Lowcountry design. Inside, reclaimed hardwood floors, extensive millwork, and custom built ins reflect exceptional craftsmanship at every turn. The main living space centers around a fireplace and flows seamlessly into the dining area with a custom built in, then opens to an enclosed porch with panoramic river views. From here, you move into the chef's kitchen, appointed with Sub Zero, Wolf, and Bosch appliances, a large island, walk in pantry, and coffee station. Just beyond, a cozy keeping room with fireplace and screened porch with grilling area sit to one side, while a spacious laundry and mudroom are thoughtfully tucked to the other. The main level primary suite is a private retreat with dual closets, a spa inspired bath with soaking tub and walk in shower, and its own enclosed porch with swing. Upstairs, a library with balcony, ideal as a study or reading room, anchors two ensuite bedrooms, one with a window seat and the other with its own balcony, along with conditioned storage. It's no surprise this setting has served as creative inspiration. The home and its sweeping river views influenced the backdrop of the novel Acre of Fools, now in development for a television series. Spend a quiet evening here, and you'll understand why. Beyond the main residence, a detached guest cottage offers remarkable flexibility with built in bunks, kitchenette, full bath, and a separate office with half bath and custom built ins. Outdoor living is equally compelling with a plunge pool and spa, firepit, Ipe decking, outdoor kitchen, and outdoor shower, all set against a backdrop of marsh and river views. Additional features include a 2 car garage with golf cart bay, multiple storage sheds, whole house generator, encapsulated crawlspace, advanced smart home technology, and a metal roof. Located within Oldfield, this home offers a setting as memorable as the home itself.

18 Carrier Bluff, Bluffton

Listing courtesy of Charter One Realty.

$2,200,000
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.

$1,145,000
5 Beds 6 Baths 3,670 SqFt. HILTONHEAD-452506 MLS
Seller will pay $20,000 of Oldfield's Initiation fee! Back on the market no fault of the sellers! Discover a truly one-of-a-kind, fully customized Riverside model nestled on a peaceful, quiet street in the highly desirable community, Oldfield. Brick sidewalks, gas lanterns, and classic Southern charm surround this home, which offers an accessible, easygoing Lowcountry lifestyle paired with expansive panoramic views of serene open space right out front. Enjoy direct access to the golf cart and walking paths leading to the Sports Club, pool, and all of Oldfield's world-class amenities bringing convenience and leisure right to your doorstep. The low-maintenance corner lot frees you to enjoy more of what this special community offers. For those seeking privacy, the side yard can be fenced and thoughtfully landscaped to create a peaceful outdoor retreat. Step inside to experience approximately 3,670 sq. ft. of thoughtfully designed living space. Two spacious living areas on the main floor provide versatile spaces to relax or entertain, while the first-floor primary suite features an oversized bathroom, walk-in shower, dual vanities, and a custom walk-in closet. The gourmet kitchen is a chefs dream, boasting quartz countertops, a custom hood, and to-the-ceiling cabinetry. Adjacent to the kitchen, a uniquely enlarged laundry room/scullery combo offers exceptional functionality a rare upgrade at this price point perfect for extra storage, staging meals, or keeping clutter out of sight, enhancing everyday living. Upstairs, a flexible loft anchors three bedrooms two sharing a Jack-and-Jill bath and one with a private ensuite all featuring walk-in closets. The private 5th bedroom with ensuite, located above the garage with its own stairwell, is ideal for guests, multi-generational living, a dedicated office, or a workout room. Additional highlights include classic gas lanterns enhancing the homes Southern charm, a screened porch with a gas fireplace accessible from both the primary and family rooms, and an attached garage for convenience. This home combines custom upgrades, spacious living, and Village charm in a way rarely found in Oldfield at this price.

264 Goldeneye Lane, Bluffton

Listing courtesy of The Agency Hilton Head. Selling Office: Collins Group Realty.

$810,000
4 Beds 4 Baths 2,525 SqFt. HILTONHEAD-452389 MLS
ACCEPTING BACK UP OFFERS! Experience Lowcountry living in the heart of Oldfields Lakeside Village. Bluffton's most charming neighborhood with premier amenities including golf, equestrian center, deep water access, on-site dining, scenic trails, and a resort-style pool. The Moreland plan is perfect for entertaining, featuring a chefs kitchen with large island and great room opening to a screened porch. Enjoy preserve views from your front porch with gas lanterns and direct access to the walking trail just steps away. First-floor owners suite with spa-like bath and spacious closet. Upstairs: Jack & Jill bedrooms, additional private ensuite, and versatile rec room/loft.

46 Great Heron Way, Bluffton

Listing courtesy of Maxey Blackstream Christie's International Real Estate. Selling Office: Keller Williams Realty.

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