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$1,795,000
4 Beds 5 Baths 3,847 SqFt. HILTONHEAD-511544 MLS
Timeless custom estate in the heart of Oldfield, masterfully built by renowned builder Yestermorrow. A circular motor court shaded by majestic live oaks creates a memorable arrival to this exceptional residence. Impeccable craftsmanship is showcased throughout with custom inset cabinetry, heart pine floors, extensive millwork, and designer finishes. A welcoming front porch leads to a grand foyer, where a soaring two-story great room is anchored by a Savannah brick fireplace and flanked by custom built-ins. The gourmet kitchen is the heart of the home, featuring a charming breakfast nook with custom built-in cupboards and serving the expansive dining room and main living area. Both spaces open seamlessly to over 1,000 square feet of screened porch, creating exceptional indoor-outdoor living and entertaining. The luxurious primary suite features a private sitting area with custom built-ins, timeless finishes, and separate his-and-her closets. Upstairs, the home offers a media loft, two ensuite bedrooms, and a dedicated study. A private guest suite above the attached two-car plus golf cart garage provides ideal accommodations for family and visitors. Thoughtfully designed for lasting beauty and peace of mind, the home features a 5V metal roof, Hardie Plank siding, hurricane-rated insulated windows, a whole-house natural gas generator, and an encapsulated crawlspace. A rare opportunity to own an impeccably crafted Lowcountry residence in one of Bluffton's most sought-after private communities, where timeless architecture and exceptional quality define luxury living.

45 Oldfield Way, Bluffton

Listing courtesy of Charter One Realty.

$2,325,000
7 Beds 6 Baths 4,431 SqFt. HILTONHEAD-511350 MLS
Anchored by two magnificent live oaks & gracefully positioned along one of Oldfield's most coveted streets, this exceptional custom residence captures the timeless elegance of Lowcountry living. A welcoming front porch with an integrated accessibility ramp introduces a home where soaring 12-foot ceilings, transom windows, fresh interior paint & newly installed engineered hardwood flooring create a bright atmosphere. Designed for everyday living & entertaining, the home offers 7 bedrooms, 5.5 bathrooms, multiple gathering spaces & an elevator serving the main house. The living room features coffered ceilings, a Savannah brick fireplace, custom built-ins & a grand French sliding door opening to the expansive screened porch. The renovated chef's kitchen showcases refinished custom cabinetry, an oversized island, quartzite countertops, a Wolf eight-burner range, Sub-Zero refrigerator, & Cove dishwasher. Adjacent to the kitchen, a light-filled dining area surrounded by French doors & tall windows provides a beautiful place to gather. The first-floor primary suite features custom millwork & a renovated spa bath with a stone resin soaking tub & Kohler finishes. An additional main-level suite w/ a renovated ensuite bath offers flexibility for guests, while an updated powder room serves the first floor. Upstairs, 4 additional bedrooms include one w/ a renovated ensuite bath, while the others are served by a well-appointed hall bathroom. A spacious loft captures elevated golf course & pond views, complemented by a dedicated craft or bonus room. Above the garage features a renovated guest suite with a full bath & kitchenette. The screened porch, complete w/ a fireplace & built-in grilling station, extends the living space while overlooking the 17th & 18th fairways & pond. A fenced side yard w/ turf offers space for pets, gardening or play. Recent improvements include renovated bathrooms, kitchen, & laundry room (incl. new washer & dryer), new flooring throughout the first level, spray foam insulation, attic fresh air intake system, whole-home water filtration, tankless water heaters, exterior landscape lighting, & more. A metal roof, two-car garage with golf cart bay & mature landscaping complete the property. Oldfield offers a Greg Norman Signature Golf Course, deepwater marina, River Club, Sports Club, and an exceptional collection of amenities. Thoughtfully updated & impeccably maintained, 8 Old Oak Rd is an exceptional opportunity to experience Oldfield living.

8 Old Oak Road, Bluffton

Listing courtesy of Charter One Realty.

$1,139,000
4 Beds 5 Baths 2,701 SqFt. HILTONHEAD-511017 MLS
Coastal Lowcountry charm meets antique farmhouse character in this Oldfield home with 4 bedrooms, 4.5 baths, and lagoon views. Designed for efficient, easy living, the main home features pine wood floors, custom beams, reclaimed ceiling details, antique doors, and a warm open floor plan. The updated kitchen includes an expanded island, new finishes, and great flow for entertaining.The first-floor primary suite offers an updated bath with heated marble floors, while the second level includes two ensuite guest bedrooms. A private carriage house above the garage features cathedral ceilings, a kitchenette, full bath, and flexible guest space. Enjoy peaceful Lowcountry views from the screened porch overlooking the lagoon. Meticulously cared for by the original owner, the home also includes a freshly painted exterior, metal roof, copper gutters, composite front porch decking, tankless water heater, garage, and carport. As one of the few investment-style opportunities in Oldfield, the golf cottages may be rented through the club if the owner chooses, subject to club and community guidelines. Located in one of Bluffton's most beloved private communities, Oldfield offers golf, boating, equestrian amenities, dining, fitness, tennis, pickleball, trails, and true Lowcountry living along the Okatie River.

12 Rice Mill Road, Okatie

Listing courtesy of Charter One Realty.

$1,365,000
4 Beds 4 Baths 3,220 SqFt. HILTONHEAD-505891 MLS
At 10 Oldfield Village Road, a new Lowcountry Lifestyle begins with what you do not inherit: someone else's floor plan, updates, or compromises. Framed by Red Oak Lake, distant golf views, and a wooded preserve beyond, this 2026-built Lowcountry residence offers the rare satisfaction of brand-new construction in one of the area's most distinctive private communities. Set on a .53-acre estate lot, the home spans 3,220 sq ft with 4 bedrooms, 4 baths, and a bonus room/home office, blending classic Lowcountry architecture with modern livability. A full metal roof gives the home lasting presence, while the unusually oversized attached garage sets it apart in Oldfield, where detached garages are more common. With heightened ceilings, the space is ideal for future car lift potential, substantial storage, kayaks, gear, or collector vehicles. Inside, the floor plan is designed for how today's luxury buyers actually live: open yet composed, light-filled without wasted space, and flexible for entertaining, working from home, or hosting extended guests. The kitchen anchors the main living area, keeping the cook connected to conversation and the view, while the living and dining spaces flow naturally together. The private primary suite offers quiet separation, generous scale, and a true retreat-like feel, while each secondary bedroom is thoughtfully placed for comfort and privacy. The bonus room adds the versatility buyers want but rarely find executed this well.Outside, the setting creates an immediate sense of permanence: lake in the foreground, golf and preserve views beyond, and an estate-sized homesite that feels established from day one. Oldfield offers a richly layered Lowcountry lifestyle with golf, river and outfitter access, wellness and equestrian amenities, dining, events, and scenic trails. For the buyer who wants new construction, a private-community lifestyle, and originality over resale repetition, 10 Oldfield Village Road is more than a home. It is the chance to be first.

10 Oldfield Village Road, Bluffton

Listing courtesy of Coldwell Banker Access 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.

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