Cobblestone Real Estate

Welcome to Cobblestone, a delightful neighborhood nestled in the heart of Simpsonville, South Carolina, within the vibrant Greenville County. This charming community is known for its picturesque streets lined with stunning homes, each exuding a unique blend of Southern charm and modern elegance.

Cobblestone is perfect for families, professionals, and retirees alike, offering a peaceful suburban lifestyle while remaining conveniently close to the bustling amenities of downtown Simpsonville. Residents enjoy easy access to a variety of shopping, dining, and entertainment options, making everyday life a breeze. The nearby Simpsonville City Park and the popular Heritage Park provide ample opportunities for outdoor recreation, including walking trails, playgrounds, and picnic areas, ensuring that families can enjoy quality time together in nature.

Education is a priority in Cobblestone, with access to highly-rated schools in the Greenville County School District. Parents can take comfort in knowing their children are receiving a top-notch education in a supportive environment.

Community spirit thrives in Cobblestone, where neighbors become friends and events foster connections. From seasonal gatherings to community clean-up days, residents take pride in their neighborhood and work together to maintain its beauty.

With its ideal location, friendly atmosphere, and commitment to community, Cobblestone is not just a place to live—it's a place to call home. Whether you’re taking a leisurely stroll through the tree-lined streets or enjoying a sunny afternoon in the park, Cobblestone offers a warm, welcoming environment that truly embodies the best of Southern living. Come discover the charm of Cobblestone and see why so many choose to call this delightful neighborhood home!

Newest Listings in Cobblestone

$1,495,000

5 Beds ⋅ 4.5 Baths

Nestled behind the gates of Cobblestone, one of Greenville’s most sought-after luxury communities, this exceptional 5BR/4.5BA custom residence offers timeless architecture, refined finishes, and an effortless blend of elegance and everyday livability. Originally featured on the Greenville Tour of Homes, 801 Brixton Circle showcases meticulous craftsmanship and thoughtfully designed living spaces throughout. A stunning stone entry welcomes you into a dramatic two-story foyer highlighted by rich hardwood flooring, extensive custom millwork, and an abundance of natural light. The private study features a coffered ceiling, fireplace, and built-in cabinetry, while the formal dining room is beautifully appointed with detailed trim work and wainscoting, creating an ideal setting for entertaining. The heart of the home is designed for gathering, anchored by a spacious great room with custom built-ins and a striking fireplace. The chef’s kitchen is both functional and impressive, featuring GE Monogram stainless appliances, double ovens, a gas cooktop, oversized island with prep sink, copper farmhouse sink, granite countertops, custom cabinetry, and generous workspace. Adjacent to the kitchen, the breathtaking keeping room showcases soaring cathedral ceilings and a dramatic two-story stone fireplace, creating a warm and inviting atmosphere. Seamlessly extending the living space outdoors, the expansive screened porch with coffered ceilings overlooks professionally landscaped grounds and a tranquil water feature, offering a private retreat for year-round enjoyment. The main-level owner's suite is a true sanctuary, featuring a tray ceiling, spa-inspired bath with dual vanities, and a spacious walk-in closet. A well-appointed laundry room and butler’s pantry complete the main floor. Upstairs, you'll find three generously sized bedrooms, each with excellent closet space and access to full baths, along with a versatile bonus room that can easily serve as a fifth bedroom, guest suite, media room, playroom, fitness space, or home theater. Residents of Cobblestone enjoy an outstanding amenity package including a clubhouse, resort-style pool, playground, and tennis courts, all within minutes of Five Forks' premier shopping, dining, and award-winning schools. Conveniently located between Greenville and Spartanburg with easy access to I-85, GSP International Airport, BMW, Michelin, and major healthcare campuses, this home offers the perfect combination of luxury, location, and lifestyle. A rare opportunity to own one of Five Forks' most distinguished residences.

801 Brixton Circle, Simpsonville

$2,350,000

5 Beds ⋅ 4.5 Baths

Back on Market at no fault of sellers. Welcome to 305 Chancery Lane, an extraordinary custom-built residence nestled behind the gates of Cobblestone, one of Five Forks’ most coveted luxury communities. From the moment you arrive, it’s clear that no detail has been overlooked and no expense spared in transforming this home into a true indoor-outdoor oasis. Spanning over 5,000 square feet, this thoughtfully designed home offers the ease of main-floor living with five bedrooms, four and a half baths, and a three-car garage. Soaring 10-foot ceilings flow throughout, lending every space an open, airy elegance. This residence features a formal living room, a formal dining room, a great room that is completely open to a show-stopping chef’s kitchen appointed with a Wolf gas cooktop, Sub-Zero refrigerator, dual prep sinks, an oversized island, a breakfast area, and a generous walk-in pantry — everything a serious cook or effortless entertainer could desire. The oversized primary suite is a true retreat, complete with dual walk-in closets, a dedicated home office space, and a gorgeous, fully remodeled en suite bath including a freestanding soaking tub and a new sauna. Three additional spacious bedrooms — each with their own walk-in closet — provide comfort and privacy for family and guests alike. Tucked seamlessly in the hallway of the home is a custom built-in workspace with cabinetry and shelving, perfect for an extra office or kids homework/craft station. Upstairs, a personalized home theater outfitted with a brand-new Sony high-definition projector and plush reclining seats, plus a fifth bedroom (or flex space) and another full bath, round out the living experience perfectly. Step outside and prepare to be wowed! The outdoor living space is nothing short of spectacular, centering on a saltwater pool and hot tub with a Baja shelf — ideal for soaking up those warm Carolina days. A completely renovated outdoor kitchen and covered fireplace area with seating create the ultimate alfresco entertaining zone, while beyond the pool privacy gate, a level private backyard offers open green space with plenty of room to play. Family nights just got an upgrade! The sellers have executed a comprehensive, top-to-bottom renovation that includes a brand new architectural roof, all new seamless gutters, whole-house exterior paint, full house window replacement, all new insulated garage doors plus new motor/track, new epoxy garage flooring, new HVAC and heat pump, 2 new tankless gas water heaters, new alarm and AV upgrades throughout, new kitchen appliances, new central vacuum, a complete landscape redesign with landscape lighting, and a newly resurfaced pool patio featuring a cooling, slip-resistant finish. The list of upgrades is simply too extensive to capture here — this is truly a must-see in person. All of this is perfectly positioned in the heart of Five Forks, just minutes from premier shopping, acclaimed restaurants, top-rated schools, and the Greenville-Spartanburg Airport. Cobblestone residents enjoy exclusive access to a clubhouse, pool, tennis courts, and playground — a lifestyle that matches every square foot of this remarkable home. This is more than a home. It’s the one you’ve been waiting for. Schedule your private showing today.

305 Chancery Lane, Simpsonville

$2,975,000

5 Beds ⋅ 6.5 Baths

Welcome to one of Cobblestone’s most exceptional offerings— 704 Brixton Circle- where timeless architecture, refined craftsmanship, and resort-style living converge in a truly unforgettable park like setting. The custom 5BR/5.5BA estate immediately captivates with its striking stone and brick façade and commanding presence. This home simply sprawls across the 1.5 acre creekfront homesite, nestled among mature trees, & beautifully curated landscaping all tiered down to the fire pit and creek via the natural stone retaining walls and stairs! Entering through the European courtyard you are immediately greeted by a grand two-story foyer with a sweeping staircase that sets the homes tone—elegant, warm, and effortlessly sophisticated. Thoughtfully designed for both everyday living and elevated entertaining, the main level unfolds with gracious living spaces, rich hardwoods, detailed millwork, and soaring ceilings that invite natural light throughout. The great room is a showpiece, anchored by exposed beams and a stately fireplace, while walls of windows frame serene views of the surrounding landscape. The kitchen is as functional as it is beautiful—featuring custom cabinetry, a substantial center island, high-end appliances, and seamless flow into inviting gathering spaces. From intimate dinners to large-scale entertaining, every detail has been carefully considered. The primary suite offers a private retreat with a spa-inspired bath and tranquil views, while additional bedrooms and living areas provide both comfort and flexibility for family and guests. The lower level is a destination all its own—designed for both entertaining and retreat. A private, richly appointed pub-style lounge, is the perfect spot for hosting a wine tasting. Enjoy evenings around the billiards table, gather for cards, or unwind in the dedicated fitness room. An additional private suite on this level offers ideal accommodations for guests or multigenerational living, all wrapped in the same elevated finishes found throughout the home. Step outside and experience a setting that rivals a private resort. Expansive terraces, covered outdoor living spaces, outdoor kitchen, and multiple entertaining areas overlook a picturesque, park-like backyard complete with a firepit gathering space and lush natural surroundings. Every inch of this home reflects intentional design, quality craftsmanship, and a level of care rarely found. Hidden within the gates of one of the Upstate’s most sought-after communities, this is more than a home—it’s a lifestyle. The Five Forks location is just minutes away from great restaurants, shopping, entertainment, great schools, major highways & GSP International Airport, making it the perfect abode for those who demand the very best in luxury and convenience.

704 Brixton Circle, Simpsonville

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The Listings data contained on this website comes from various participants of The Multiple Listing Service of Greenville, SC, Inc. Internet Data Exchange. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The properties displayed may not be all the properties available. All information provided is deemed reliable but is not guaranteed. © 2026 Greater Greenville Association of REALTORS®. All Rights Reserved. Last Updated