Chestnut Pond Real Estate

Welcome to Chestnut Pond, a hidden gem nestled in the heart of Simpsonville, South Carolina. This charming neighborhood offers a perfect blend of tranquility and modern convenience, making it an ideal place for families, young professionals, and retirees alike.

Chestnut Pond boasts a serene, picturesque setting, characterized by beautiful tree-lined streets and well-maintained homes that exude warmth and character. The neighborhood is named after the stunning pond at its center, which serves as a focal point for community gatherings and leisurely strolls. Residents often enjoy the peaceful ambiance while taking in the sights and sounds of nature, making it a perfect escape from the hustle and bustle of daily life.

Families in Chestnut Pond benefit from access to top-rated schools within the Greenville County School District, ensuring that children receive a quality education just a stone's throw away from home. The area is also conveniently located near a variety of shopping, dining, and recreational options. The vibrant downtown Simpsonville, with its charming boutiques and local eateries, is just minutes away, offering a delightful mix of entertainment and community spirit.

Outdoor enthusiasts will appreciate the proximity to numerous parks and recreational facilities, including walking trails, playgrounds, and sports fields, providing ample opportunities for family fun and fitness. With its welcoming atmosphere and strong sense of community, Chestnut Pond is more than just a neighborhood; it’s a place to call home. Come explore the beauty and charm of Chestnut Pond and discover why it’s the perfect place to create lasting memories.

Newest Listings in Chestnut Pond

$1,390,000

4 Beds ⋅ 4 Baths

Experience refined luxury in one of Greenville's most desirable gated communities. Perfectly positioned in the coveted Roper Mountain Road/Five Forks corridor, this exceptional custom brick-and-stone residence in Chestnut Pond offers timeless elegance, thoughtful design, and effortless living in an intimate neighborhood surrounded by mature hardwoods and a picturesque three-acre pond. Designed with both everyday comfort and sophisticated entertaining in mind, the open floor plan is anchored by a stunning gourmet kitchen featuring premium appliances, quartz countertops, an oversized island, and an expansive walk-in pantry. The spacious great room flows seamlessly to a private covered porch overlooking a beautifully wooded backyard, creating a peaceful retreat for morning coffee or evening gatherings. The luxurious main-level owner's suite offers a true sanctuary with a spa-inspired bath featuring dual vanities, a soaking tub, an oversized cave shower, and a generous walk-in closet. A second bedroom on the main level provides exceptional privacy for guests or the perfect home office. Upstairs, you'll find two additional bedrooms, a full bath, an expansive bonus room, and abundant unfinished storage with the potential to create even more finished living space. Every detail has been thoughtfully considered, including a tankless water heater, central vacuum system, epoxy-coated garage floors, and quality craftsmanship throughout. Lawn maintenance is included, allowing you to enjoy a truly low-maintenance lifestyle without sacrificing luxury. Chestnut Pond is one of Greenville's hidden gems—a private, gated community where residents enjoy scenic walking paths, tranquil pond views, and a welcoming neighborhood atmosphere, all just minutes from premier shopping, dining, healthcare, and entertainment along Woodruff Road, with easy access to I-85, downtown Greenville, and GSP International Airport. Luxury, privacy, and an unbeatable location come together in this extraordinary home. Schedule your private showing today and discover why Chestnut Pond is one of Greenville's best-kept secrets.

124 Chestnut Pond Lane, Simpsonville

$1,435,000

5 Beds ⋅ 4.5 Baths

Set along the water in the gated community of Chestnut Pond, 201 Chestnut Pond Lane blends European-inspired design with a setting that feels both private and connected. With a stone exterior and timeless architectural presence, the home sits on a pond lot with sidewalks and neighborhood lake access—offering a lifestyle that naturally extends outdoors. Inside, the main level is defined by its sense of scale and light. The living room features vaulted ceilings that create an airy yet refined feel, anchoring the space and seamlessly connecting to the kitchen. Designed for both everyday living and entertaining, the kitchen is anchored by a gas cooktop and wall oven, complemented by a spacious walk-in pantry and a layout that supports both function and flow. With five bedrooms and four-and-a-half baths, the layout offers flexibility to suit a variety of needs, including dual primary suites. The main primary retreat is complemented by a spa-like bath designed for comfort and quiet luxury, while finishes throughout—hardwood floors, ceramic tile, and carefully selected details—add warmth and polish. The lower level expands the home’s livability with a fully finished basement complete with its own kitchen/kitchenette and separate entrance, creating an ideal space for guests, extended stays, or recreation. Outdoors, the experience continues with intention. A spacious screened porch overlooks the water, while the in-ground pool and patio create a true retreat for relaxing or entertaining. The setting balances natural beauty with thoughtfully designed outdoor living, making it easy to enjoy every season. Built in 2021 by Woodland Custom Homes, this residence provides a seamless blend of elevated design, flexible living spaces, and a serene waterfront setting within one of Simpsonville’s most desirable gated communities.

201 Chestnut Pond Lane, Simpsonville

$1,295,000

4 Beds ⋅ 4.5 Baths

CHESTNUT POND | Situated on a corner lot in a gated, low-maintenance community, this beautifully designed home offers mostly main-level living with 4 bedrooms and 4.5 baths. Luxurious details are found throughout, including arched double doors, transom windows, wainscoting, a stunning V-groove ceiling in the great room, exposed beams, and hardwoods throughout the main level. The chef’s kitchen is a standout with stainless steel appliances, an oversized gas range, a spacious island with bar seating, and a charming breakfast area. Just off the kitchen, the drop zone leads to the garage and a well-appointed laundry room complete with ample storage and a sink. The Owner’s Suite features an expansive walk-in closet and a spa-like bath with dual vanities, a garden tub, and a custom tiled walk-in shower. Each guest bedroom has its own private bath, with two guest suites on the main level and a bonus room upstairs that can easily serve as a third guest suite. Storage abounds with generous walk in attic space, ideal for seasonal décor and more. Outdoor living is just as impressive, with multiple spaces to relax and entertain, including a screened porch, a back patio for grilling, and a spacious deck perfect for hosting friends and family. Residents also enjoy leisurely walks along the community pond and walking path, while the HOA provides lawn care for easy living.

401 Southern Beech Court, Simpsonville

$1,184,000

4 Beds ⋅ 3.5 Baths

Discover effortless luxury in the highly sought-after gated community of Chestnut Pond in Greenville’s coveted Five Forks area. This stunning Milestone Custom Home blends timeless architectural details with modern design, offering an open and inviting floor plan perfect for everyday living and elegant entertaining. From the beautifully appointed chef’s kitchen to the spacious private primary suite, every space has been carefully curated with premium finishes and thoughtful craftsmanship. Chestnut Pond boasts mature hardwoods, scenic walking trails, and a serene three-acre pond — all just minutes from Village Market, Lowes Foods, Starbucks, top-rated schools, and easy access to I-385 and I-85. All selections have been made and are available upon request, allowing for a seamless transition into your dream home.

2 Chestnut Pond 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