Cobblestone Real Estate

Welcome to Cobblestone, an enchanting subdivision nestled in the heart of Simpsonville, South Carolina, within the picturesque Greenville County. This charming community is the epitome of Southern living, offering residents a perfect blend of comfort, convenience, and community spirit.

Cobblestone is renowned for its beautifully designed homes, featuring a variety of architectural styles that cater to diverse tastes. Whether you’re a first-time homebuyer, a growing family, or looking to downsize, you’ll find the ideal residence here. The well-maintained streets are lined with lush trees and vibrant landscaping, creating a serene atmosphere that invites leisurely strolls and friendly neighborly chats.

One of the many highlights of Cobblestone is its prime location. Just minutes away from downtown Simpsonville, residents enjoy easy access to a variety of shopping, dining, and entertainment options. The nearby Simpsonville City Park and the renowned Heritage Park provide ample opportunities for outdoor recreation, from walking trails to picnic spots, ensuring that there's always something to do.

Families will appreciate the highly-rated schools in the area, which are part of the Greenville County School District, known for its commitment to academic excellence. Additionally, Cobblestone's close-knit community fosters a welcoming environment, where neighbors become friends and lifelong memories are made.

Experience the charm and warmth of Cobblestone, where your dream home awaits in a community that feels like family. Embrace the lifestyle you’ve always wanted in this delightful Simpsonville neighborhood!

Newest Listings in Cobblestone

$2,790,000

5 Beds ⋅ 5.5 Baths

Behind the gates of Cobblestone, 401 Chancery Lane makes an unforgettable first impression. Its striking brick façade, dramatic rooflines, black architectural accents, stone entrance, sweeping circular drive and sculpted landscaping immediately set this home apart. Offering more than 8,000 square feet, 5BR, 5BA, with an upper 3 car & lower 2 car garage, this residence delivers the perfect combination of grand-scale luxury and true resort-style living. Inside, expansive windows, rich hardwood floors, detailed millwork and impressive ceiling heights create an atmosphere that feels both elevated and inviting. A truly extraordinary home office immediately commands attention. Framed by glass-paneled French doors, this light-filled showpiece features soaring ceilings, dramatic black-trimmed windows and exposed wood detailing—an inspiring, architecturally distinctive space unlike any ordinary home office. At the heart of the home, the spectacular great room makes an unforgettable statement with its soaring wood-clad ceiling, oversized chandelier, walls of windows and magnificent floor-to-ceiling stone fireplace. The adjoining chef’s kitchen is equally impressive, featuring extensive custom cabinetry, professional-grade appliances, a statement range and hood, double ovens, dramatic stone surfaces and an oversized L-shaped island providing exceptional space for preparing, serving and gathering. The open layout flows beautifully between the kitchen, great room and outdoor living areas, making the home perfectly suited for entertaining on any scale. The primary suite is a private retreat all its own. Its spa-inspired bathroom centers around a striking freestanding soaking tub positioned before a dramatic fireplace, creating an atmosphere that feels more like a luxury resort than an everyday bath. Dual vanities, extensive cabinetry, a large glass-enclosed shower and beautiful stone finishes complete the space, while the massive walk-in closet offers exceptional storage beneath an elegant crystal chandelier. The entertainment options continue on the lower level with a handsome billiards lounge, full bar, stone fireplace and dedicated home theater with tiered seating and dramatic ambient lighting. A private fitness room and additional flexible living spaces provide endless possibilities. Upstairs, an expansive bonus room with its own kitchenette creates the perfect setting for a secondary lounge, game room or private guest retreat. Outside, the property transforms into a secluded resort. The spectacular pool is surrounded by extensive stone decking and enhanced by cascading waterfalls, integrated fire features and in-water loungers. An elevated poolside terrace overlooks the water, while the covered outdoor living area features a stone fireplace, television, built-in grill and generous space for dining and relaxing throughout the seasons. Mature landscaping and a lush wooded backdrop complete the sense of privacy. Residents of Cobblestone also enjoy an impressive collection of neighborhood amenities, including a clubhouse, resort-style community pool, tennis courts and pickleball courts. Multiple fireplaces, exceptional entertaining spaces and seamless indoor-outdoor living make 401 Chancery Lane one of Cobblestone’s most compelling offerings. This is not simply a beautiful home—it is an experience, thoughtfully designed for unforgettable everyday living and entertaining on an extraordinary scale. Ideally located in Five Forks, close to award-winning schools, GSP, shopping and dining.

401 Chancery Lane, Simpsonville

$1,575,000

4 Beds ⋅ 6.5 Baths

Welcome to an exceptional home located on a level 0.76-acre lot in the desirable gated community of Cobblestone. Ideally situated in the sought-after Five Forks area, this impressive residence offers convenient access to boutique shopping and dining, GSP International Airport, and all the attractions of Downtown Greenville. With more than 6,000 square feet, soaring 10-foot ceilings, generously sized rooms, and exceptional attention to detail throughout, this home provides an extraordinary blend of elegance, comfort, and functionality. A spacious foyer welcomes guests and features a large coat closet and conveniently located powder room. Designed for those who love to cook and entertain, the true chef’s kitchen is beautifully equipped with a gas cooktop, wall ovens, a center island, and a separate prep island with its own sink. Perfectly positioned between the kitchen and formal dining room, the exceptional butler’s pantry includes an additional sink, a second dishwasher, abundant cabinetry, and generous storage, making entertaining effortless. The kitchen opens to a spacious breakfast and sunroom area, creating a warm and inviting heart of the home. From here, step onto the screened porch overlooking the detailed courtyard and expansive backyard—an ideal setting for outdoor relaxation with wonderful potential for a future inground pool. The impressive great room is anchored by a fireplace and enhanced by a wall of custom built-in cabinetry, offering both character and functional entertainment storage. Privately located on the main level, the spacious primary suite is a true retreat featuring the rare luxury of separate private baths and dual walk-in closets. Just beyond the primary suite is a handsome home library or office complete with built-in cabinetry, providing a distinguished and quiet place to work or unwind. A walk-in laundry room with a utility sink and a thoughtfully designed mudroom with a built-in bench, cabinetry, and additional storage complete the main level. Upstairs, a relaxing den with a wall of built-in bookcases leads to three generously sized bedrooms, each featuring its own private ensuite bath. The expansive bonus room offers endless possibilities for recreation, media, or additional gathering space and includes built-in shelving along with the existing home-gym equipment. The oversized three-car garage is equally impressive, offering a utility sink, counter space, and multiple storage closets. Above the garage, an incredible workshop is accessed by a private exterior staircase located just behind the garage. Designed with woodworking in mind, this versatile space features built-in cabinetry and a dedicated duct system for convenient dust and debris collection. Whether used as a workshop, creative studio, or space for a favorite hobby, it is ready to be personalized to suit your needs. From its grand living spaces and thoughtfully designed storage to its remarkable workshop and beautiful outdoor setting, this extraordinary Cobblestone residence offers the space, craftsmanship, and versatility to accommodate every aspect of an elevated lifestyle.

9 Cobbler Lane, Simpsonville

$1,999,900

5 Beds ⋅ 5.5 Baths

Welcome to the *NEW* 128 Ramsford Lane—an extensively renovated 5BR, 5.5BA executive residence where timeless architecture, sophisticated interiors, and resort-style outdoor living come together inside the prestigious gated community of Cobblestone. Freshly painted brick, a new roof, professional landscape lighting, and beautifully redesigned grounds create an exceptional first impression. Inside, refinished hardwood floors, soaring ceilings, custom millwork, designer lighting, and a soft, neutral palette give the home a fresh and elevated feel. At the center of the home is a completely reimagined kitchen designed for both everyday living and effortless entertaining. Custom cabinetry surrounds an oversized island topped with designer quartz, complemented by a 48-inch dual-fuel range, statement range hood, 60-inch paneled refrigerator, three-level KitchenAid dishwasher, designer backsplash, and oversized lighting. An equally impressive custom pantry offers quartz countertops, abundant storage, and a built-in drawer microwave. The kitchen flows seamlessly into the keeping room, breakfast area, and screened porch, with walls of windows overlooking the pool and private backyard. A striking wet bar connects the kitchen and office and features quartz countertops, a full sink, designer tile, glass shelving, custom lighting, and an under counter wine refrigerator. The dramatic two-story living room offers built-in cabinetry and a fireplace, while the beautifully updated powder room and laundry room continue the home’s thoughtful design. The main-level primary suite is a serene retreat with refinished hardwood floors, custom window treatments, and a completely transformed bathroom. Large-format porcelain tile, a freestanding soaking tub, a custom walk-in shower with dual niches, floating bench, and multiple fixtures create a spa-like experience. Additional upgrades include designer lighting, a Kohler bidet toilet, and an in-wall safe within the primary closet. Upstairs, the renovation continues with updated bedrooms and bathrooms, quartz countertops, designer fixtures, new lighting, fresh paint, and additional walk-out attic storage. An additional bedroom suite was created with a custom closet and private bath featuring designer tile, a marble shower floor, rain-head fixtures, and custom glass enclosure. Outside, the property rivals a private resort. The 40-by-15.5-foot saltwater pool features travertine coping, mosaic tile, and an energy-efficient heating and cooling system. Approximately 2,000 square feet of concrete decking surrounds the pool, while a seven-person hot tub, custom fire-pit area, screened porch, grilling station with natural-gas connection, and expansive lawn provide multiple spaces to relax and entertain. The entire property has been professionally regraded and redesigned with a tiered retaining wall, full-yard irrigation overhaul, 53 pallets of Zoysia sod, extensive landscaping, river-rock borders, and newly planted privacy screening. Renovated with remarkable attention to detail, 128 Ramsford Lane offers the beauty of an established Cobblestone home with the finishes, functionality, and outdoor living today’s luxury buyer desires. Only minutes to I-85, GSP, and premier schools, shopping, and dining—this is Five Forks living at its finest.

128 Ramsford Lane, Simpsonville

$2,199,000

5 Beds ⋅ 4.5 Baths

Back on Market at no fault of sellers. Inspection and repairs completed and available upon request. Welcome to 305 Chancery Lane, an extraordinary custom-built residence nestled behind the gates of Cobblestone, one of Five Forks’ most coveted luxury communities. 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. 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! 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

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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