Oldfield Homes with Trail(s) Association amenities

Welcome to Oldfield, a picturesque community nestled in the heart of Beaufort County, South Carolina. This charming neighborhood is a hidden gem, offering a perfect blend of Southern hospitality and modern amenities. Oldfield is renowned for its stunning natural landscapes, featuring lush greenery, tranquil waterways, and scenic trails that invite residents to explore the great outdoors.

One of the standout features of Oldfield is its vibrant Homes with Trail(s) Association, which promotes an active lifestyle for all residents. With an extensive network of walking and biking trails, you can enjoy leisurely strolls or invigorating rides through the beautiful surroundings. The association fosters a strong sense of community, organizing events and activities that encourage neighbors to connect and build lasting friendships.

Oldfield boasts an array of stunning homes, each designed with comfort and elegance in mind. Whether you’re looking for a cozy cottage or a spacious family residence, you’ll find a variety of architectural styles that cater to every taste. Many homes feature expansive porches and outdoor spaces, perfect for soaking in the serene views and enjoying the warm South Carolina sunshine.

In addition to its natural beauty and community spirit, Oldfield is conveniently located near top-rated schools, shopping, and dining options, making it an ideal place for families and individuals alike. Embrace the charm of Oldfield, where you can enjoy a relaxed lifestyle surrounded by nature, all while being part of a welcoming community. Come discover your dream home in this enchanting neighborhood today!

Newest Oldfield Homes with Trail(s) Association amenities

$989,000

4 Beds ⋅ 4 Baths ⋅ 2,892 SqFt. ⋅ HILTONHEAD-512502 MLS

Welcome to 34 Great Heron Way, a beautifully appointed, like-new home on a quiet corner lot in Lakeside Village, Oldfield. Blending classic Lowcountry charm with the convenience of newer construction, an inviting wraparound porch accented by elegant gas lanterns sets the tone. Inside, custom window treatments and rich wood flooring flow throughout the main living areas and first-floor primary suite. The living room centers on a cozy gas fireplace with built-in ceiling speakers for effortless entertaining. At the heart of the home, the gourmet kitchen features GE Café appliances, quartz countertops, custom pull-out cabinetry, and a hidden coffee and wine bar. The main-level primary suite is a peaceful retreat with a soaking tub, oversized glass shower, and two walk-in closets with custom organizers. Upstairs, three bedrooms, a loft, and a flex space provide plenty of room for guests, work, or play. Centrally located within Oldfield, the home sits just off the walking path, with the scenic six-mile riverfront loop steps from the front door. The Sports Club is just a two-minute golf cart ride away. Close to the heart of the community yet tucked away in the peace and quiet of Lakeside Village, thoughtful conveniences-including remotely managed irrigation and whole-home Eero WiFi-make ownership that much easier, leaving more time to enjoy the Oldfield lifestyle.

34 Great Heron Way, Bluffton

Listing courtesy of The Agency Hilton Head.

$1,385,000

4 Beds ⋅ 5 Baths ⋅ 3,637 SqFt. ⋅ HILTONHEAD-512561 MLS

Set on over half an acre overlooking a tranquil pond in sought-after Oldfield, this beautifully maintained Lowcountry home offers timeless design, thoughtful updates, and exceptional outdoor living. Hardwood floors, soaring ceilings, and abundant natural light enhance the inviting interior.The updated kitchen features new countertops, sink, faucet, microwave, and dishwasher. The living room showcases custom ceiling beams and a beautifully retiled fireplace. The spacious primary suite includes a renovated bath with a tiled walk-in shower and stylish finishes.A detached two-car garage with a dedicated golf cart bay features a private guest suite above with a full bath, ideal for guests, a home office, or flexible living space. The expansive screened porch overlooks the pond and landscaped backyard, creating a peaceful setting for relaxing or entertaining.Enjoy the Oldfield lifestyle with championship golf, tennis, pickleball, fitness amenities, leisure and equestrian trails, river access, and the renowned Outfitters Center.

7 Indigo Plantation Road, Okatie

Listing courtesy of Charter One Realty.

$899,000

5 Beds ⋅ 5 Baths ⋅ 2,747 SqFt. ⋅ HILTONHEAD-512482 MLS

Designed with flexibility in mind, 262 Goldeneye Lane offers four bedrooms, a dedicated first-floor study, and a rare third-floor bonus room with its own full bathroom, creating an exceptional range of spaces for living, working, entertaining, and unwinding. Located along a quiet street in Oldfield's Lakeside Village, the home welcomes you with a wide front porch overlooking a private setting. Inside, the main level is open, comfortable, and thoughtfully connected, with a spacious living room centered around a gas fireplace, dining area, and well-appointed kitchen featuring a generous island, quartz countertops, and double ovens. The first-floor primary suite offers a private retreat, while the separate study provides a dedicated space for a home office or quiet escape. A laundry room and powder room complete the level. Upstairs, a private guest suite with full bath joins two additional bedrooms and a hall bath, providing an ideal arrangement for family and guests. The third floor is where this home truly distinguishes itself. The only Stono floor plan in Oldfield to offer this bonus room, the expansive space is paired with its own full bathroom and offers endless flexibility. Whether envisioned as a media room, home gym, playroom, creative studio, additional guest space, or simply a place to relax, this versatile space adds an entirely new dimension to the home. Outside, a screened rear porch extends the living space and provides an inviting spot to enjoy the outdoors, while a fenced-in side yard offers an area for pets, play, or gardening. A detached two-car garage and additional two-car parking pad provide plenty of room for vehicles and storage. Set within Oldfield, a private Lowcountry community known for its natural beauty, miles of trails, golf, tennis, equestrian facilities, an Outfitters Center, and a vibrant sense of community. Thoughtfully arranged from front to back and floor to floor, this home offers the rare combination of dedicated spaces and functional living areas that can evolve with the way you live.

262 Goldeneye Lane, Bluffton

Listing courtesy of Charter One Realty.

$1,025,000

4 Beds ⋅ 4 Baths ⋅ 3,080 SqFt. ⋅ HILTONHEAD-512050 MLS

Welcome home to classic Lowcountry living in Oldfield, perfectly positioned on a quiet cul-de-sac street. The expansive, oversized front porch sets a welcoming tone, inviting you into a sunlit main level featuring a spacious, open kitchen and living room designed for effortless entertaining. The generous primary suite offers a private sanctuary with a beautifully appointed bathroom, while the upper level provides incredible flexibility with a large bonus room, three additional bedrooms, and two full bathroom, perfect for guests, a home office, or a growing family. Step out back to your private outdoor oasis, where the covered and screened porch capture sweeping, serene views of Arrowhead Lake and its adjacent walking path. Whether you're sipping morning coffee or watching the wildlife over the water, this home seamlessly blends interior comfort with Oldfield's premier natural beauty and world-class community amenities.

36 Skipperling Court, Bluffton

Listing courtesy of Engel & Volkers.

$829,900

4 Beds ⋅ 4 Baths ⋅ 2,559 SqFt. ⋅ HILTONHEAD-512069 MLS

A Fresh Opportunity in Oldfield! Experience the Oldfield lifestyle without sacrificing the space, flexibility and everyday comfort today's buyers are looking for. Offering 4 bedrooms, 3.5 baths and more than 2,500 square feet, 5 Caspian Lane combines classic Lowcountry character with an easy, functional floor plan designed for the way people live today.A large front porch overlooking the pond creates an inviting first impression and the perfect spot for morning coffee or an evening glass of wine. Inside, recently updated luxury vinyl plank flooring enhances the first floor, where an open great room with fireplace flows naturally into the kitchen and dining areas-comfortable for everyday living yet ready for entertaining.The first-floor primary suite provides privacy and convenience, while three additional bedrooms and flexible upstairs space give you options for guests, a home office, media room or hobby space. A screened porch extends the living area outdoors, while the detached two-car garage provides additional storage and functionality.What truly sets this home apart is everything that comes with living in Oldfield. Enjoy the Greg Norman Signature golf course, the Okatie River and Outfitters Center, boating and fishing, equestrian facilities, pools, fitness and racquet sports, walking trails, dining at the River Club and Magnolia Grill, and a year-round calendar of activities.5 Caspian Lane isn't simply a home in Oldfield-it's an opportunity to enjoy one of the Lowcountry's most distinctive lifestyles in a home that offers the space and versatility buyers want most. Come experience it for yourself.

5 Caspian Lane, Bluffton

Listing courtesy of The Homesfinder Realty Group.

$1,799,000

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.

$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.

$1,190,000

4 Beds ⋅ 5 Baths ⋅ 2,783 SqFt. ⋅ HILTONHEAD-511183 MLS

If you have dreamt of escaping to the Lowcountry and living on a premier private golf course, this is the home that you have been waiting for. Turn your dreams into reality at 2 Rice Mill Road in Oldfield located in Bluffton. This beautifully updated and maintained Oldfield golf cottage embraces its location with classic Lowcountry architecture and thoughtful design, offering 3 bedrooms and 3.5 baths in the main home all featuring stunning pond and golf views. The first floor of the home was completely renovated in 2020 focusing on comfort and serenity. The bright expanded kitchen showcases a large center island, natural gas appliances, and premium finishes, making it perfect for gourmet cooking and entertaining. The new cabinets reach up to the ceiling with lighted glass door accent storage. The home features indoor and outdoor fireplaces and four porches - one in front and three in the rear of the home, two of which are screened. The rear porches offer sweeping golf and pond views with multiple gathering areas. The first-floor primary suite overlooks the golf course, while the second level includes two en-suite bedrooms. Additionally, a private guest suite above the garage features vaulted ceilings, a kitchenette, and a full bath. Oldfield is one of Bluffton's most sought-after private communities, offering world-class amenities including tennis, pickleball, an outfitters center, equestrian facilities, two dining venues, and a fitness center. Residents also enjoy walking trails and member docks for boating and kayaking on the Okatie River. Oldfield's 18-hole Greg Norman signature golf course is crafted to challenge and inspire golfers of all levels. With six sets of tees, two sets of combo tees, and two sets of US Kids family tees, the course is not just breathtaking but also exceptionally playable. Enjoy golf year-round, join exciting tournaments, vibrant men's and ladies' leagues, and informative clinics. Participate in local summer reciprocal play, exclusive Troon Privé Privileges, and the priceless camaraderie that forms lasting friendships. This property presents a unique investment-style opportunity. Oldfield golf cottages may be rented through the club subject to community guidelines. Interested buyers would meet with the Membership Director to discuss rental history, income projections and owner responsibilities specific to the golf cottages.

2 Rice Mill Road, Bluffton

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$899,500

4 Beds ⋅ 4 Baths ⋅ 2,525 SqFt. ⋅ HILTONHEAD-509857 MLS

With a recent price improvement, this beautiful home offers a turnkey way to start living in Oldfield immediately-without the renovation, uncertainty, or maintenance of an older home. The open-concept design creates a seamless flow ideal for both everyday living and thoughtful entertaining. The kitchen features premium appliances, a custom walk-in pantry, and clean finishes. A beautifully integrated dry bar makes the entertaining experience elevated, while the custom-designed laundry room offers built-in charging stations for vacuum, irons/ steamers and discreet storage solutions for modern convenience including a pet friendly feeding station. The main-level primary suite serves as a private retreat, complete with a spacious walk-in closet and a spa-inspired en suite bath. Upstairs, three additional bedrooms-including a private en suite and a Jack-and-Jill layout-provide comfort and flexibility, complemented by a versatile bonus space ideal for a home office. Outdoor living is the highlight with an oversized screened porch that overlooks a wooded and private backyard and thoughtfully designed low-maintenance landscaping on both sides for additional privacy. The front porch is equally charming, enjoying shade all day. A long private driveway leads to a detached two-car garage, enhancing both privacy and curb appeal. This home is steps away from the neighborhood lake where taking in this beautiful landscape is part of your daily life. You are simply a golf cart or bike ride away from the golf course, tennis and pickle ball courts, equestrian center and the Outfitters Center to enjoy everything Oldfield has to offer.

1 Skipperling Court, Bluffton

Listing courtesy of Charter One Realty.

$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.

$1,299,000

4 Beds ⋅ 4 Baths ⋅ 3,200 SqFt. ⋅ HILTONHEAD-505892 MLS

Brand-new custom construction in Oldfield is rare. New construction with a setting like this is even harder to find. Set on a .54-acre homesite overlooking Red Oak Lake with a wooded backdrop beyond, 12 Oldfield Village Road offers 2,931 square feet of thoughtfully designed living space, 4 bedrooms, 4 baths, and a dedicated office/bonus room with the flexibility to function as a 5th bedroom, media room, guest retreat, or private workspace. Completed in 2026, the home delivers what today's buyers increasingly want: current design, pristine condition, fresh systems, and the freedom to move in without immediately taking on renovations, deferred maintenance, or someone else's compromises. Inside, the floor plan feels open, intentional, and easy to live in. The kitchen anchors the main living areas and flows naturally into the dining and gathering spaces, creating an effortless setting for both everyday life and entertaining. Expansive windows keep the lake and wooded views present throughout the home, filling the interior with natural light and giving the main living spaces a calm sense of depth. The primary suite is privately positioned as a true retreat, while the secondary bedrooms and baths are thoughtfully arranged for family and guests. The additional bonus room adds valuable versatility, allowing the home to adapt as needs change over time. One of the home's most distinctive advantages is its oversized attached garage- an uncommon feature in Oldfield, where detached garages are more typical. With heightened ceilings and generous capacity, the space is ideal for a future car lift, collector vehicles, golf carts, kayaks, bikes, substantial storage, or a workshop. Outside, the estate-sized homesite offers privacy, breathing room, and a view that changes beautifully throughout the day. Oldfield completes the experience with a distinctly Lowcountry private-community lifestyle centered around golf, river access, the Outfitters Center, equestrian facilities, wellness amenities, dining, events, and scenic trails. For buyers seeking new construction, water views, flexibility, privacy, and exceptional garage capacity within one of the area's most distinctive communities, 12 Oldfield Village Road deserves a closer look. Opportunities combining all of these elements are simply not the norm in Oldfield. Some images have been virtually staged and are conceptual representations intended to illustrate potential use and furnishings of the space.

12 Oldfield Village Road, Bluffton

Listing courtesy of Coldwell Banker Access Realty.

$2,300,000

6 Beds ⋅ 6 Baths ⋅ 5,722 SqFt. ⋅ HILTONHEAD-507568 MLS

Nestled along scenic Arrowhead Lake in the private community of Oldfield, this exceptional 5,722 sq ft property offers a rare combination of space, versatility, and Lowcountry charm. Set on 0.56 acres with lake views, the property includes a beautifully designed 3,787 sq ft main residence, a 1,316 sq ft guest cottage (ADU), and an additional 619 sq ft kitchenette studio suite above the garage. Exquisite craftsmanship graces the main home as you step onto the rocking chair front porch and enter the central foyer. Opening into the heart of the home, lake views greet you as you enter the great room with custom built-ins and a gas fireplace. Flowing seamlessly into the dining area and island kitchen, this open concept will surely impress the home chef /entertainer with expansive granite counters, glass door-topped floor-to-ceiling cabinetry for copious amounts of storage, a gas cooktop, and double ovens. Enjoy indoor-outdoor living with an 11.8 ft x 36.3 ft screened porch and lakeside backyard, beautifully landscaped, creating the perfect setting to relax and create favorite memories. The first-floor primary suite has direct access to the screened porch and a lavish ensuite bath. There is also a private study on the first floor, a half bath, and a large laundry room. Upstairs, a second living area is flanked by guest rooms. To the right, bedrooms two and three share a Jack & Jill full bath. To the left, the fourth bedroom has a private ensuite full bath. Step back out front to the detached guest cottage, complete with its own full kitchen, living room, laundry, screened porch, office nook, ground-floor bedroom, and full bath. Its breathtaking design features a planked vaulting ceiling and a lovely spiral staircase to a generous loft. Still need more space? Above the triple garage (two cars plus golf cart plus storage), there is a delightful studio apartment complete with a kitchenette and another full bath. Residents of Oldfield enjoy access to premier amenities, including an 18-hole Greg Norman signature golf course, restaurants, deepwater access, equestrian facilities, fitness center, Outfitters Center, and more.

36 Oldfield Village Road, Bluffton

Listing courtesy of Barton & Barrett Real Estate LLC.

Start Your Search

We do not attempt to independently verify the currency, completeness, accuracy or authenticity of the data contained herein. It may be subject to transcription and transmission errors. Accordingly, the data is provided on an “as is” “as available” basis only and may not reflect all real estate activity in the market. © 2026 REsides, Inc. All rights reserved. Certain information contained herein is derived from information, which is the licensed property of, and copyrighted by, REsides, Inc.