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If you know Simpsonville, you know League Road. It’s one of those streets people recognize immediately—established, convenient, and lined with homes and properties that give it a character all its own. And sitting right at the corner of League Road and Lee Vaughn Road is an opportunity that doesn’t come along every day: 5.34 acres ready for what’s next. There’s a reason people pay attention to this part of Simpsonville, and with this much acreage in such a recognizable location, this is a property worth a closer look. With room to spread out, the property offers plenty of possibilities for designing a home and outdoor spaces around the way you want to live. Picture a pool, putting green, gardens, outdoor entertaining areas, or simply more breathing room between you and your neighbors. If horses are part of the vision, there may be room for those, too. The location keeps you close to Simpsonville’s shopping, dining, parks, schools, and everyday conveniences, while giving you something that has become harder to find: acreage. Greenville and the surrounding Upstate are also within easy reach. And there’s one more interesting detail—it has been noted that on a clear day, Paris Mountain can be seen in the distance. Bring your plans. Bring your vision. The land is already here.

00 League Road, Simpsonville

$2,400,000

Beyond the gates of ROUX MANOR, a winding, tree-lined drive reveals a private 7.46-acre estate where refined living, country beauty, and remarkable versatility come together. Ideally positioned just off Highway 14 near Holly Tree Country Club and less than 20 minutes from Downtown Greenville, the property feels wonderfully removed from the everyday while remaining only minutes from shopping, dining, and conveniences. ~ THE GROUNDS & EQUESTRIAN FEATURES ~ Fully fenced and beautifully maintained, the estate is enriched by mature landscaping, fruit trees, heirloom grapevines, lush gardens, and abundant wildlife. A large barn with electricity and a new roof, two gated pastures, a greenhouse with power and water, chicken coop, freshly tilled garden, and dedicated butterfly and herb gardens create a setting designed to be both enjoyed and lived in. ~ RESORT-STYLE POOL & GUEST HOUSE ~ At the heart of the outdoor living spaces is a gunite pool resurfaced in 2025, accompanied by a recently replaced pool pump and a spa with a graceful water feature. Connected to the main residence by a breezeway, the detached pool and guest house provides an inviting extension of the home. Its upper level includes a spacious living area, bedroom, and full bath, ideal for overnight guests, a private office, or creative retreat. The three-car garage also incorporates a generous climate-controlled workshop and storage area. ~ THE MAIN RESIDENCE ~ Refined without sacrificing warmth, the home showcases high ceilings, extensive crown molding, plantation shutters, five fireplaces, and Italian hand-glazed diamond plaster walls. A grand staircase and custom Turkish chandelier establish an elegant first impression, while generous living spaces throughout the home are designed for both gracious entertaining and comfortable everyday life. ~ GOURMET KITCHEN ~ Beautifully equipped with a Sub-Zero refrigerator, gas range, warming drawers, and custom-built pantry. ~ PRIMARY SUITE ~ A private retreat featuring a trey ceiling, double-sided fireplace, spa-inspired bath, expansive walk-in closet, and new skylights. ~ EXCEPTIONAL LIVING SPACES ~ A light-filled Florida Room, handsome Study/Library, and Screened Porch overlook the pool and peaceful grounds. ~ THIRD-FLOOR RETREAT ~ This expansive and versatile level offers a kitchenette, multiple walk-in storage rooms, and a private balcony positioned to capture sunset views. ~ IMPORTANT IMPROVEMENTS ~ A new roof was installed in 2024, and multiple HVAC systems are less than five years old. With no HOA, Roux Manor offers a rare degree of privacy, flexibility, and freedom. Priced below a recent appraisal, this distinctive estate presents an exceptional opportunity to enjoy acreage, amenities, and timeless elegance in one of the Upstate’s most convenient settings. Private tours are available by appointment. Additional details available upon request.

5 Beds ⋅ 6.5 Baths

Beyond the gates of ROUX MANOR, a winding, tree-lined drive reveals a private 7.46-acre estate where refined living, country beauty, and remarkable versatility come together. Ideally positioned just off Highway 14 near Holly Tree Country Club and less than 20 minutes from Downtown Greenville, the property feels wonderfully removed from the everyday while remaining only minutes from shopping, dining, and conveniences. ~ THE GROUNDS & EQUESTRIAN FEATURES ~ Fully fenced and beautifully maintained, the estate is enriched by mature landscaping, fruit trees, heirloom grapevines, lush gardens, and abundant wildlife. A large barn with electricity and a new roof, two gated pastures, a greenhouse with power and water, chicken coop, freshly tilled garden, and dedicated butterfly and herb gardens create a setting designed to be both enjoyed and lived in. ~ RESORT-STYLE POOL & GUEST HOUSE ~ At the heart of the outdoor living spaces is a gunite pool resurfaced in 2025, accompanied by a recently replaced pool pump and a spa with a graceful water feature. Connected to the main residence by a breezeway, the detached pool and guest house provides an inviting extension of the home. Its upper level includes a spacious living area, bedroom, and full bath, ideal for overnight guests, a private office, or creative retreat. The three-car garage also incorporates a generous climate-controlled workshop and storage area. ~ THE MAIN RESIDENCE ~ Refined without sacrificing warmth, the home showcases high ceilings, extensive crown molding, plantation shutters, five fireplaces, and Italian hand-glazed diamond plaster walls. A grand staircase and custom Turkish chandelier establish an elegant first impression, while generous living spaces throughout the home are designed for both gracious entertaining and comfortable everyday life. ~ GOURMET KITCHEN ~ Beautifully equipped with a Sub-Zero refrigerator, gas range, warming drawers, and custom-built pantry. ~ PRIMARY SUITE ~ A private retreat featuring a trey ceiling, double-sided fireplace, spa-inspired bath, expansive walk-in closet, and new skylights. ~ EXCEPTIONAL LIVING SPACES ~ A light-filled Florida Room, handsome Study/Library, and Screened Porch overlook the pool and peaceful grounds. ~ THIRD-FLOOR RETREAT ~ This expansive and versatile level offers a kitchenette, multiple walk-in storage rooms, and a private balcony positioned to capture sunset views. ~ IMPORTANT IMPROVEMENTS ~ A new roof was installed in 2024, and multiple HVAC systems are less than five years old. With no HOA, Roux Manor offers a rare degree of privacy, flexibility, and freedom. Priced below a recent appraisal, this distinctive estate presents an exceptional opportunity to enjoy acreage, amenities, and timeless elegance in one of the Upstate’s most convenient settings. Private tours are available by appointment. Additional details available upon request.

208 Holland Road, Simpsonville

$549,900

Discover the space and possibilities that come with 8.8 acres and NO HOA, all while being just minutes from Simpsonville and Fountain Inn! Located at 794 Highway 418, this well-maintained full-brick ranch offers a peaceful, private setting with the convenience of nearby shopping, dining, recreation, and entertainment. With nearly nine acres, there is plenty of room to enjoy the outdoors, garden, create recreational spaces, or simply appreciate having extra space around you. The location offers an ideal combination of acreage and convenience. Fairview Road's shopping, dining, and everyday amenities are just minutes away, along with easy access to downtown Simpsonville, Fountain Inn, and Heritage Park, home to the CCNB Amphitheatre, concerts, recreation, and community events. Inside, the home offers comfortable main-level living and has been exceptionally well cared for. The oversized laundry room provides additional flexibility and could be converted back into a third bedroom if desired. If you've been looking for 8.8 acres, privacy, NO HOA, and a convenient Upstate location, 794 Highway 418 brings it all together with plenty of possibilities for the next owner.

3 Beds ⋅ 1.5 Baths

Discover the space and possibilities that come with 8.8 acres and NO HOA, all while being just minutes from Simpsonville and Fountain Inn! Located at 794 Highway 418, this well-maintained full-brick ranch offers a peaceful, private setting with the convenience of nearby shopping, dining, recreation, and entertainment. With nearly nine acres, there is plenty of room to enjoy the outdoors, garden, create recreational spaces, or simply appreciate having extra space around you. The location offers an ideal combination of acreage and convenience. Fairview Road's shopping, dining, and everyday amenities are just minutes away, along with easy access to downtown Simpsonville, Fountain Inn, and Heritage Park, home to the CCNB Amphitheatre, concerts, recreation, and community events. Inside, the home offers comfortable main-level living and has been exceptionally well cared for. The oversized laundry room provides additional flexibility and could be converted back into a third bedroom if desired. If you've been looking for 8.8 acres, privacy, NO HOA, and a convenient Upstate location, 794 Highway 418 brings it all together with plenty of possibilities for the next owner.

794 Sc 418 Highway, Simpsonville

$999,000

PRICED BELOW APPRAISED VALUE – INSTANT EQUITY! Turn off Jenkins Bridge Road onto Ridge Way and the noise of the day falls away. A mile down the road, 7.6 private acres open up around an estate with over 5,700 square feet. It was built with timeless craftsmanship and lovingly brought up to date. Morning starts in the custom kitchen. Light falls across quartz countertops, solid maple cabinets with soft-close doors and a designer tile backsplash. Coffee brews while something simmers on the Samsung gas range, and every stainless appliance stays with the home. Fresh Agreeable Gray walls carry that calm through the house, and Pella sliding doors frame views of your own land. Evenings end in the owner's suite. The spa-inspired bath has a custom tiled walk-in shower with frameless glass, a deep garden tub for soaking, dual soft-close vanities and floor-to-ceiling tile. With 5 bedrooms and 5 full baths, there's room for everyone. The fifth bedroom has its own cedar-lined walk-in closet and is ready to be a guest suite, a hobby room or a quiet home office. Even the garage feels finished, with a polished epoxy floor. The work that matters most is already done: a new architectural roof with Atlas shingles, two high-efficiency HVAC systems installed by Energy Sharks in 2024 with a transferable warranty, a new water heater with a recirculation pump, and new Kohler toilets in every bath. You get privacy, space and peace, and Simpsonville and Greenville are still just minutes away. 252 Ridge Way is ready for its next chapter. Schedule your private showing and come see where your story begins.

5 Beds ⋅ 5 Baths

PRICED BELOW APPRAISED VALUE – INSTANT EQUITY! Turn off Jenkins Bridge Road onto Ridge Way and the noise of the day falls away. A mile down the road, 7.6 private acres open up around an estate with over 5,700 square feet. It was built with timeless craftsmanship and lovingly brought up to date. Morning starts in the custom kitchen. Light falls across quartz countertops, solid maple cabinets with soft-close doors and a designer tile backsplash. Coffee brews while something simmers on the Samsung gas range, and every stainless appliance stays with the home. Fresh Agreeable Gray walls carry that calm through the house, and Pella sliding doors frame views of your own land. Evenings end in the owner's suite. The spa-inspired bath has a custom tiled walk-in shower with frameless glass, a deep garden tub for soaking, dual soft-close vanities and floor-to-ceiling tile. With 5 bedrooms and 5 full baths, there's room for everyone. The fifth bedroom has its own cedar-lined walk-in closet and is ready to be a guest suite, a hobby room or a quiet home office. Even the garage feels finished, with a polished epoxy floor. The work that matters most is already done: a new architectural roof with Atlas shingles, two high-efficiency HVAC systems installed by Energy Sharks in 2024 with a transferable warranty, a new water heater with a recirculation pump, and new Kohler toilets in every bath. You get privacy, space and peace, and Simpsonville and Greenville are still just minutes away. 252 Ridge Way is ready for its next chapter. Schedule your private showing and come see where your story begins.

252 Ridge Way, Simpsonville

$850,000

Rare Simpsonville acreage offering with approximately 9.84 acres, zoned R-S, including two separate, noncontiguous tracts: a primary approx. 8.94-acre tract with League Road frontage plus a separate approx. 0.90-acre tract included in the sale. Level to gently sloping land offers a blend of open acreage and mature woods, providing an excellent setting for a custom estate home or mini-farm. Recorded covenants prohibit subdivision and mobile or modular homes. Horses and cattle are permitted on lots over five acres, subject to the recorded requirement of at least 2.5 contiguous pasture acres per horse or cow. Recorded minimum home sizes are 2,600 heated sq. ft. for one-story, split-level, and story-and-a-half homes; two-story homes require at least 1,500 heated sq. ft. on both the first and second floors. Cooper Ridge across the street is served by public water and sewer; however, availability, capacity, connection approvals, and cost for this property have not been verified. Buyer to verify all utilities, septic suitability, zoning, intended use, and restrictions. Convenient to Rudolph Gordon School (K-8), Fountain Inn High School, Carolina Springs Golf Club, CCNB Amphitheater at Heritage Park, and downtown Simpsonville and Fountain Inn.

00 Cooper Lake Road, Simpsonville

$749,000

Welcome to Jenkins’ Commercial Corner, a ±6-acre property with triple road frontage on Highway 418, Fork Shoals Road, and Marseille Drive. Strong visibility on Highway 418. Take a short drive down the road and you'll find Ralph Chandler Middle School, or glance across the street to spot the incredible new Kawonu Golf Club. This property sits within an unzoned section of Greenville County, offering a wealth of possibilities. Preliminary engineering, including soil analysis for septic systems, have been completed. Here's a golden ticket to owning a slice of Greenville County's next major thoroughfare that’s brimming with potential. Don't miss out!

1011 Sc-418 Highway, Simpsonville