Oldfield Homes with Trail(s) Amenities

Welcome to Oldfield, a hidden gem nestled in the picturesque Beaufort County of South Carolina. This charming community is renowned for its stunning landscapes and a lifestyle that seamlessly blends luxury with nature. Oldfield offers a unique collection of homes that are not only beautifully designed but also come equipped with exceptional amenities, including access to scenic trails that invite you to explore the great outdoors.

As you stroll through the tree-lined paths and verdant landscapes, you’ll discover the rich tapestry of nature that Oldfield has to offer. The community’s commitment to preserving its natural beauty is evident in the miles of walking and biking trails that wind through lush greenery, providing residents with the perfect backdrop for leisurely walks, invigorating runs, or peaceful bike rides. These trails are not just pathways; they are gateways to a lifestyle that encourages wellness and connection with nature.

Each home in Oldfield is a masterpiece, showcasing architectural elegance and thoughtful design. Whether you’re looking for a cozy cottage or a sprawling estate, the properties here are crafted to complement the serene surroundings while providing modern comforts. With a strong sense of community and a wealth of amenities, including access to recreational facilities and social clubs, Oldfield is more than just a place to live; it’s a lifestyle choice.

Experience the charm of Oldfield, where every day feels like a vacation, and nature is your neighbor. Discover your dream home in this idyllic community and embrace a life filled with adventure and tranquility.

Newest Oldfield Homes with Trail(s) Amenities

$979,000

4 Beds ⋅ 5 Baths ⋅ 3,244 SqFt. ⋅ HILTONHEAD-510115 MLS

Positioned on one of the larger homesites in Oldfield's desirable Lakeside Village, 106 Great Heron Way offers exceptional privacy and sweeping views of Goose Lake, one of Oldfield's stocked fishing lakes, from both the front and rear of the home. Located on a picturesque corner lot with brick-lined streets and just a short walk to the Sports Club, this Charleston-inspired home blends timeless Lowcountry architecture with modern updates. Filled with natural light, the home features heart pine floors, 10-foot ceilings, and an ideal floor plan for everyday living and entertaining. The first floor includes a formal dining room connected to the kitchen by a butler's pantry, a dedicated office with an adjacent full bath that can serve as a fifth bedroom, and an open family room with a gas fireplace, custom built-ins, and an eat-in kitchen. A large screened porch overlooks the private, fenced backyard. Upstairs, the spacious primary suite offers tranquil lake views, a newly remodeled bath with a soaking tub, and a private screened porch for enjoying spectacular sunsets. Two additional bedrooms share a Jack-and-Jill bath with front porch access, while the laundry room is conveniently located on the second floor. The finished third floor adds two flexible bonus spaces along with walk-in attic storage. Recent improvements include a new roof, freshly painted exterior, maintenance-free AZEK decking, a newer tankless water heater, and a generator hookup. With expansive water views, generous indoor and outdoor living spaces, and one of the best locations in Lakeside Village, this home offers an exceptional opportunity to experience the Oldfield lifestyle.

106 Great Heron Way, Bluffton

Listing courtesy of The Agency Hilton Head.

$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.

$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.

$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.

$1,225,000

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.

$1,680,000

4 Beds ⋅ 4 Baths ⋅ 3,842 SqFt. ⋅ HILTONHEAD-511333 MLS

Experience the very best of luxury and Lowcountry living in this exceptional custom home. 44 Colonel Hazzard is located on a quiet cul-de-sac in the highly sought-after Oldfield community. Offering nearly 4,000 square feet of heated living space, this meticulously maintained residence combines timeless craftsmanship and modern comfort with endless upgrades throughout. Thoughtfully designed, this custom floor plan features 4 bedrooms and 3.5 baths, with the 4th bedroom located above the garage (ADU) complete with a full bath and kitchenette-ideal for guests, multigenerational living, or a private home office. Pine floors, soaring ceilings, and quality finishes create an inviting atmosphere, while the massive, screened porch with a fireplace extends your living space outdoors, making it the perfect place to relax and entertain year-round. The exterior is equally impressive, showcasing professionally designed landscaping, extensive hardscape enhancements, including custom paver walkways that add beauty and curb appeal from every angle. Additional updates include newer HVAC systems, upgraded hurricane-impact windows, and numerous thoughtful improvements that make this home truly move-in ready (ask Listing Agent for upgrades list). Offered fully furnished (excluding a small list of personal items), this rare turnkey opportunity allows you to begin enjoying the Lowcountry lifestyle from day one. As a resident of Oldfield, you'll enjoy world-class amenities including a championship golf course, exceptional equestrian center, private deep-water boat landing, tennis and pickleball courts, fitness center, miles of scenic trails, and all the advantages the award-winning Oldfield Club has to offer.

44 Colonel Hazzard Road, Okatie

Listing courtesy of Keller Williams 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.

$850,000

HILTONHEAD-511078 MLS

8 Pinckney View Circle represents a rare and final opportunity to own the last remaining riverfront homesite in Oldfield. Framed by sweeping views of the Okatie River, this exceptional setting invites you to design a home that lives with the rhythm of the Lowcountry, where tides rise and fall, egrets feed at the water's edge, and every sunset feels like it was painted just for this place. Peaceful, private, and deeply connected to the natural beauty that makes Oldfield so special, this is more than a homesite; it is the beginning of a legacy riverfront retreat. Oldfield offers a true Lowcountry lifestyle with golf, equestrian pursuits, river access, walking trails, dining, fitness, and a welcoming private club atmosphere, all set among moss-draped oaks, marshes, and timeless Southern scenery. Custom house plans available to purchase with the homesite.

8 Pinckney View Circle, 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.

$924,700

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

OPEN HOUSE: Join me this Saturday & Sunday, August 1st and 2nd for a late afternoon tour from 3:00 p.m. - 5:00 p.m.. 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 Howard Hanna Allen Tate Lowcountry.

$1,079,000

5 Beds ⋅ 5 Baths ⋅ 2,915 SqFt. ⋅ HILTONHEAD-508082 MLS

Newer construction in Oldfield's Arrowhead Village with upgrades throughout, private lot, green space views and a spacious Frog.Located in Oldfield's desirable Arrowhead Village, this 5 bedroom, 4.5 bathroom newer construction home blends timeless Lowcountry charm with elevated everyday living. Thoughtfully enhanced with custom upgrades and designer details throughout, the property is truly better than new. From the upgraded trim work, board and batten detailing, custom built-ins, curated lighting, and designer finishes throughout, every space has been carefully considered. Enjoy peaceful views of Arrowhead Village Park from the welcoming front porch with porch swing, surrounded by gas lantern-lined streets and timeless Lowcountry charm. The gourmet kitchen features quartz countertops, glass-front cabinetry with lighting, custom fixtures, and an ideal layout for gathering and entertaining. The first-floor primary suite offers a spa-like bath with soaking tub and custom closets. There is exceptional storage throughout the home. A large screened porch overlooks the private fenced backyard and custom patio, creating a peaceful outdoor retreat.Upstairs, you'll find an additional flex space, a private guest suite with ensuite bath, and two additional bedrooms connected by a Jack and Jill bathroom. Additionally, the versatile F.R.O.G. provides endless flexibility for guests, a home office, fitness space, playroom, or potential mother-in-law suite. Located in a natural gas community just moments from Oldfield's renowned amenities, this move-in ready home offers an effortless transition into elevated lowcountry living.

17 Blue Dasher Lane, Bluffton

Listing courtesy of The Agency Hilton Head.

$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.

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.