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126 Chessington Lane, Simpsonville
$549,900
4 Beds ⋅ 2.5 Baths
126 Chessington Lane, Simpsonville, SC. A Charleston-Style Home with a Rare Bonus: Its Own Guest Studio Some homes check every box. This one adds a few boxes you didn't know you needed. Set in Redfearn, a Charleston-style community built around a central green park, just steps from downtown Simpsonville's shops and restaurants — 126 Chessington Lane pairs a walkable, small-town location with a floor plan designed for real life. A Main-Level Primary Suite That Actually Feels Like an Escape Inside, hardwood floors and quality craftsmanship carry through every room. The kitchen is built for people who actually cook, anchored by a premium Wolf gas range and enough room to entertain without getting in each other's way. The primary suite lives on the main level and opens directly onto a screened porch. Morning coffee, no stairs required. Upstairs, three additional bedrooms and a large bonus room give you options: keep it as-is, or reconfigure into two bedrooms, a bonus room, and a dedicated home office. Buyers searching for a Simpsonville home with a flexible floor plan or main-level primary suite will find both here. The Detail Most Listings Don't Have: A Fully Finished Studio Apartment Above the detached garage sits a 250-square-foot finished studio apartment, complete with a full kitchen and bathroom. Whether you need space for guests, an income-producing rental, a private home office, or a multi-generational living setup, it's already built and ready to use. A feature that's genuinely hard to find in Simpsonville's current inventory. Outside, the property is dialed in with irrigation and an invisible pet fence, so the maintenance is already handled. Walk to the Ice Cream Station, Warehouse at Vaughns, The Slice, and downtown Simpsonville's growing list of shops and restaurants, all without moving the car. It's the kind of walkability that Charleston-style, park-front communities like Redfearn were designed around. Homes in Redfearn with this combination of layout, finishes, and a separate living area are a rare find. Schedule your private tour of 126 Chessington Lane today and see the studio, the suite, and the setting for yourself.

126 Chessington Lane, Simpsonville

101 Colonial Lane, Simpsonville
$335,000
3 Beds ⋅ 2 Baths
Wondering whether there is a spacious, no HOA home near Woodruff Road conveniences? This 3-bed brick ranch in Simpsonville offers 3 bedrooms, 2 baths, approx. 1,809 heated sqft, and a 0.95-acre corner lot with flexible garage, workshop, and storage space less than a mile from shopping and dining. With a one year home warranty! Welcome to 101 Colonial Lane, a classic mid-century brick ranch in Simpsonville with the kind of lot size, storage, and location buyers continue to look for. This one-level home sits on an approx. 0.95-acre corner lot with no HOA and convenient access to Woodruff Road, Highway 14, shopping, dining, and everyday services. Inside, the home features updated luxury vinyl plank flooring, refreshed lighting, updated toilets, a warm wood-burning fireplace, a spacious living room, den, kitchen, laundry area, and a screened porch. The layout includes 3 bedrooms and 2 full baths on the main level, with approx. 1,809 heated sqft and room to personalize over time. For buyers searching for a 3-bed brick ranch in Simpsonville with extra garage and workshop space, this property stands out. In addition to the 20x30 garage, there is a detached 20x20 garage with power and its own meter, creating excellent flexibility for storage, hobbies, equipment, parking, or workspace needs. The kitchen and bathrooms are ready for future updating, and the price has been thoughtfully positioned with those improvements in mind. That gives buyers the opportunity to personalize while starting with a solid brick exterior, generous land, no HOA, functional improvements, and a desirable location near major Simpsonville conveniences. School zoning includes Monarch Elementary, Mauldin Middle, and Mauldin High.

101 Colonial Lane, Simpsonville

2 Innisbrook Lane, Simpsonville
$345,000
4 Beds ⋅ 2.5 Baths
Welcome to 2 Innisbrook Lane in Simpsonville—a beautifully maintained home that blends comfort, style, and functionality in one of the Upstate’s most desirable neighborhoods. Situated on a large corner lot, this home offers great curb appeal with mature landscaping! Inside, you’ll find a bright, open-concept layout designed for both everyday living and entertaining. The kitchen serves as the heart of the home, featuring ample counter space, modern finishes, and a seamless flow into the main living area where family and guests can gather with ease. Large windows bring in natural light, creating a warm and inviting atmosphere throughout. The home offers nicely sized bedrooms, including a well-appointed primary suite that provides a private retreat with plenty of space to unwind. Additional bedrooms are perfect for family, guests. A home office/study room is located downstairs just off of the living room. Step outside to enjoy the private backyard—ideal for relaxing evenings, weekend cookouts, or letting pets and kids play freely. The lot provides a balance of usability and privacy, making it one of many wonderful features of the property. Conveniently located near shopping, dining, and top-rated schools, this home combines peaceful neighborhood living with easy access to everything Simpsonville has to offer. Whether you’re looking for your next primary residence or a solid investment opportunity, 2 Innisbrook Lane is a must-see!

2 Innisbrook Lane, Simpsonville

2 Chestnut Pond Lane, 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

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

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