View All Oldfield Bluffton, SC Homes with Guest House Listings

27 Rice Mill Road, Okatie
$2,250,000
5 Beds ⋅ 5 Baths ⋅ 4,851 SqFt. ⋅ HILTONHEAD-513057 MLS
Set on а spaсіouѕ hοmеsіtе with one of the largeѕt frontаges in Oldfield, 27 Rice Mill Road offers exceptional privacy with a protected wooded area behind the property that cannot be developed. Classic Lowcountry architecture, reclaimed materials and thoughtfully designed indoor-outdoor spaces create a home equally suited for everyday living and entertaining. The main level features two private primary suites, living and dining areas, a well-appointed kitchen, den, private office, laundry room and powder room. Reclaimed barnwood floors add warmth and character, while the kitchen features premium appliances including a Dacor range, Bosch wall oven, Bosch SilencePlus dishwasher and Samsung refrigeration. Upstairs, two additional bedrooms share a full bath and are joined by a loft-style den and dedicated home gym, creating an ideal retreat for family and guests. Extensively refreshed and reimagined in 2024, the property now offers an exceptional collection of outdoor living spaces. The expansive screened porch opens to a firepit, outdoor dining area and pool with retractable cover. A fully equipped outdoor kitchen includes a Big Green Egg, full-size grill, bar seating, outdoor television and retractable sunshade. A signature feature of the property is the separate "party house," designed for effortless entertaining and additional living space. Reclaimed barnwood floors, statement wood beams, shiplap detailing and custom built-ins surround an oversized island with refrigerated drawers. A relaxing daybed, full bath, additional storage and indoor and outdoor kitchens complete this distinctive space. A separate oversized two-car garage with epoxy flooring provides generous space for vehicles, and golf cart storage. Additional features include a whole-house generator, outdoor shower, raised concrete slab construction and substantial potential for future expansion. Private, thoughtfully designed and created for the Lowcountry lifestyle, 27 Rice Mill Road offers a remarkable combination of comfortable living, guest accommodations and exceptional entertaining spaces in Oldfield.

27 Rice Mill Road, Okatie

Listing courtesy of Charter One Realty.

1 Great Heron Way, Bluffton
$1,048,000
4 Beds ⋅ 4 Baths ⋅ 2,670 SqFt. ⋅ HILTONHEAD-512963 MLS
Discοver bright, cаѕuallу еlеgant lіvіng at 1 Great Heron Waу in Οldfield. This impeccably maintained, move-in-ready home offers four bedrooms, three-and-a-half baths, and more than 2,600 square feet of open-concept living, with water views from nearly every room. Built in 2019 as a model home in Oldfield's Lakeside neighborhood, it features sought-after upgrades and is ready for Thanksgiving in the Lowcountry. Ten-foot ceilings, expansive windows, and a modern gas fireplace create an airy gathering space. The chef's kitchen includes a large island, quartz countertops, stainless steel appliances, a walk-in pantry, ceiling-height backsplash tile, and glass-front cabinets. The main-level primary suite offers screened-porch access, a walk-in closet, and a spa-inspired bath. Upstairs are three guest bedrooms-one en suite and two sharing a bath-plus a versatile loft. Enjoy sunrise views over Goose Lake from the classic front porch or relax by the screened porch's gas fireplace. The porch was updated in 2025 with new screens and composite railings. Bordered by Oldfield Club land, the private one-third-acre backyard feels even larger. The three-car garage includes a bay added in 2025 for a car, golf cart, or workshop, and a whole-house natural-gas generator was installed in 2022. Oldfield is one of Bluffton's most picturesque, amenity-rich communities, blending Lowcountry charm with resort-style living amid marshes, centuries-old oaks, and the Okatie River. Amenities include the Outfitters Center; a Sports Club with resort-style and indoor lap pools, tennis, pickleball, basketball, and fitness classes; and a highly regarded Equestrian Center. The Sports Club is being expanded to add gym and workout spaces. Dining options include Magnolia Grill, the Rookery Bar, both scheduled to reopen in late October 2026, and the River House. The 18-hole Greg Norman-designed golf course offers extensive practice facilities and programs for all ages and abilities. Optional golf membership provides additional golf programming. Miles of trails, peaceful lakes, and preserved green space complete a lifestyle rooted in nature, recreation, and refined Southern living.

1 Great Heron Way, Bluffton

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

45 Oldfield Way, Bluffton
$1,795,000
4 Beds ⋅ 5 Baths ⋅ 3,847 SqFt. ⋅ HILTONHEAD-511544 MLS
Timelеss cuѕtοm eѕtаtе in thе hеart of Oldfield, mastеrfully buіlt 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. Selling Office: Charter One Realty.

8 Old Oak Road, Bluffton
$2,325,000
7 Beds ⋅ 6 Baths ⋅ 4,431 SqFt. ⋅ HILTONHEAD-511350 MLS
Anchorеd by two magnіfіcеnt lіvе oаkѕ & gracefully posіtiοned 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.

18 Carrier Bluff, Bluffton
$2,995,000
4 Beds ⋅ 6 Baths ⋅ 5,181 SqFt. ⋅ HILTONHEAD-505346 MLS
Along the bаnks of the Οkаtiе Rіvеr, thiѕ rеmarkable Lowcountrу retrеat 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.

18 Gregorie Neck, Okatie
$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.

35 Blue Dasher Lane, Bluffton
$1,100,000
5 Beds ⋅ 5 Baths ⋅ 3,282 SqFt. ⋅ HILTONHEAD-502505 MLS
$10,000 seller contribution toward the Oldfield initiation fee. Privately set on a water-view lot overlooking Little Arrowhead Lake, this Lowcountry home offers a rare sense of quiet and separation within Oldfield. Backed by layered buffers of lake, community green space, and mature woods, the property enjoys peaceful views and a level of privacy not often found in the community-without rear neighbors or surrounding homes. Sweeping two-story verandas extend the living space outdoors, creating a serene setting for morning coffee, evening breezes, and relaxed Lowcountry living. Inside, an open-concept floor plan centers around a spacious great room and gourmet kitchen designed for both everyday comfort and effortless entertaining. The main-level primary suite offers privacy and convenience with dual closets and vanities, while upstairs guest bedrooms and a generous recreation room provide flexible space for visitors, hobbies, or movie nights. A detached two-car carriage house with a finished room, full bath, and wet bar adds exceptional versatility-ideal for a private guest suite, home office, or studio-set apart from the main living areas. Located within the gated community of Oldfield, residents enjoy access to Greg Norman-designed golf, equestrian facilities, deep water access, pools, fitness, tennis, pickleball, scenic trails, and a vibrant Lowcountry social atmosphere. This home offers a distinctive blend of privacy, water views, and flexibility-an increasingly rare combination in one of Bluffton's most sought-after communities.

35 Blue Dasher Lane, Bluffton

Listing courtesy of SERHANT. Selling Office: Daniel Ravenel Sotheby's International Realty.

3 Pierpoint Lane, Bluffton
$1,015,000
3 Beds ⋅ 3 Baths ⋅ 2,618 SqFt. ⋅ HILTONHEAD-500351 MLS
Welcome home. Nestled on a quiet cul-de-sac, 3 Pierpoint Lane rests on a meticulously landscaped half acre lot, offering tranquil lake views and an exceptional setting within the gates of the prestigious Oldfield. This elegant 3 bed, 2.5 bath home offers timeless style with modern convenience. Upon entry you will be greeted by an abundance of natural light, soaring ceilings and an open concept layout. All bedrooms are conveniently located on the first floor and with every key update completed, this home is truly move-in-ready! Updates include roof (2022), tankless hot water heater (2024), refrigerator/dishwasher (2025), and hardwood floors (2022) in every bedroom enhancing both warmth and durability. The primary bathroom was remodeled May 2024, offering a spa-like escape, complete with elegant finishes, a spacious walk-in shower, and well considered details. Upstairs you'll find a versatile bonus space, ideal as a media room, work out area, home office, or guest suite. While upstairs be sure to explore the expansive walk-in attic, perfect for all the storage you didn't know you needed! The house was professionally foam-insulated, ensuring energy efficiency and comfort year-round (2022). This custom-built home at this price point with the perfect blend of craftsmanship and comfort of modern Lowcountry living is a rare opportunity.

3 Pierpoint Lane, Bluffton

Listing courtesy of Keller Williams Realty. Selling Office: Charter One Realty.

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Oldfield, Bluffton, SC · Curated MLS Search

Homes with Guest House in Oldfield, Bluffton, SC

An editorially curated view of every active homes with guest house listing in Oldfield, Bluffton, SC. Updated in real time from the local MLS, presented without the noise.

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