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1586 Skylyn Dr, Spartanburg
$535,000
6 Beds ⋅ 4 Baths ⋅ 342441 MLS
TWO PROPERTIES. ONE INCREDIBLE OPPORTUNITY! Welcome to 1586 Skylyn Dr, a versatile property featuring an updated all brick ranch sitting on 0.59 acres, a brand new 600 sq ft ADU, excellent visibility and direct access to the Mary Black Rail Trail. Located along one of Spartanburg's established healthcare and professional corridors, the property is positioned between Spartanburg Medical Center, Drayton Mills Elementary, and Spartanburg Day School, with Converse University just minutes away. This unique setup offers exceptional flexibility for commercial use, multigenerational living or investment purposes. The main ranch offers over 1,866 sq ft of single-level living with a charming front porch, beautiful hardwood floors, cozy gas fireplace, natural gas furnace and an oversized family room that could function as a conference room, meeting space, executive office, or waiting area. The home offers a spacious primary suite with two closets and a ceramic tile walk-in shower and two additional rooms with a full bath. A covered two-car carport with additional storage provides convenient parking and functionality. The detached ADU adds incredible versatility and value. Featuring three bedrooms, 1.5 baths, a full kitchen with custom quartz countertops and large windows with tons of natural light. There is one full bedroom and full bath downstairs with a laundry room and a unique spiral staircase leading to two additional bedrooms upstairs. The ADU offers exceptional flexibility for guests, family, workspace or additional income potential. A Jack-and-Jill-style half bath serves the upstairs bedrooms, while a new mini-split HVAC system provides comfort year round. New plumbing, electrical and roof complete the space, along with a private rear deck offering direct access to the Mary Black Rail Trail. With excellent visibility and immediate proximity to Spartanburg Medical Center, Gibbs Cancer Center, Spartanburg Day School and surrounding medical, dental and professional offices. This property is ideally positioned for a medical practice, dental office, chiropractic or therapy practice, wellness business, or other approved commercial use. The existing layout offers multiple rooms that can easily transition into offices, treatment rooms, conference areas, reception space or private work areas. For residential buyers, the property offers an uncommon opportunity for multigenerational living, extended family, guests, older children or private workspace. Investors can benefit from the separate ADU and the property's highly visible location and flexible layout. The spacious lot provides outdoor space, parking potential and room to explore future improvements or development opportunities. Direct access to the Mary Black Rail Trail adds a unique lifestyle benefit, while the location is minutes from Converse University, Spartanburg High School, and tons of amenities on East Main, including Publix, the Fresh Market, NCG Cinemas, Lowe's, and Home Depot. Opportunities combining a renovated brick ranch, detached ADU, covered parking, excellent visibility, healthcare proximity, educational destinations and direct trail access are hard to find. Whether your vision is residential, commercial, multigenerational, owner-user or investment purposes, 1586 Skylyn offers the space and flexibility to make it happen! Schedule your showing!

1586 Skylyn Dr, Spartanburg

380 Montagu Drive, Spartanburg
$5,000,000
6 Beds ⋅ 8.5 Baths ⋅ 1589975 MLS
“Dragon Wall Estate’s rare authentic Chinese classical garden was designed and constructed by Beijing architect Yong Pan, the creator of the iconic Missouri Botanical Garden Chinese Garden in St. Louis. All material and labor were imported from Suzhou, the UN World Heritage Centre for Chinese Gardens. It is one of only a handful of such gardens in the US — the only one integrated with a private residence and available for sale.” Designed for privacy, beauty, and refined living, the estate harmoniously unites exceptional architecture, curated grounds, and one of the most extraordinary Chinese classical gardens in the United States. At its heart, the Zen Garden of Contentment & Happiness is a masterfully composed landscape rooted in traditional philosophy—an immersive microcosm of the natural world where water, stone, pathways, structures, and plantings evoke mountains, rivers, forests, and villages in perfect balance. An authentic Chinese cottage and two traditional pagodas are thoughtfully positioned within the grounds, enhancing both cultural significance and visual serenity. The residence spans approximately 7,100 square feet on a single level, designed to accommodate both grand-scale entertaining and effortless daily living. Organized into three distinct wings—guest accommodations, entertainment spaces, and private owner’s quarters—the home offers six bedrooms and nine baths, complemented by expansive indoor and outdoor living areas. A chef’s kitchen anchors multiple gathering spaces, including a theater room, wine room, gym, game room, and sunroom, while a climate-controlled dog suite with direct access to a fenced garden adds thoughtful functionality. Over 150 feet of decks and patios overlook the gardens, creating a seamless indoor-outdoor connection. Architectural highlights include a dramatic double-height atrium with thirteen windows surrounding a living rock planter with its own irrigation system; a welcoming foyer with a ten-foot Zen waterfall and custom-forged metal entry door; a striking 20-foot double-sided fireplace with seven mantels; and a double-height hexagonal dining room featuring a rotating table for twelve. A richly paneled living room further transforms into a private theater, blending elegance with versatility. Wellness and leisure are seamlessly integrated with an endless indoor pool and spa designed for both relaxation and recreation. A four-car garage and three-car carport provide exceptional flexibility, while advanced security, built-in audio, and extensive custom cabinetry enhance everyday livability. The grounds are equally compelling, encompassing landscaped gardens, mature woodlands, meadows, streams, and an arboretum. A serene koi pond with an integrated stream—home to more than 100 koi—serves as a central focal point, supported by a filtered well system providing irrigation throughout the property.

380 Montagu Drive, Spartanburg

100 Kirkwood Place, Spartanburg
$1,095,000
6 Beds ⋅ 6 Baths ⋅ 1575472 MLS
Custom built English Tudor family estate on 11.78 acres bordering Fairforest Creek in Spartanburg school district 7. Built as a custom family home in 1979, this single- owner home has 6 bedrooms and 6 bathrooms spread across 5900 square feet. It is perfect for entertaining and large family gatherings, or for those who enjoy nature and plenty of indoor and outdoor space. The front door opens into a spacious foyer with a coat closet and a full closet. Enter to a parlor-style living room and dining room, which both have window seats and ample natural light. On the other side of the entry is a large family room connected to a sunroom, perfect for large gatherings, complete with a deck off the sunroom. A full size family room/ playroom features a wall of built in shelving to help keep the family organized. The Kitchen opens into a spacious casual eating area, complete with friends and family entry door and hardwood flooring. This eating area opens onto a large deck overlooking the property. A full laundry room / mud room off the kitchen leads to a back door entrance in the one car garage complete with storage closet. The main level of the home features an expansive owner suite with hardwood floors, vaulted ceiling, fireplace and a must see bathroom featuring his & her baths complete with vanities, commodes and walk in closets, joined by a large area with soaking tub and steam shower. The second floor features its own primary suite with in-suite bathroom and both a sewing room and office, each with its own closet. An observation deck off the suite offers an overlook of the entire property. A spacious guest room with in- suite bathroom is also on the second floor, along with two additional bedrooms, a full hall bathroom complete with laundry and two hall closets. The large basement has a bedroom and full bath, along with a den with fireplace and wet bar. The basement offers a separate outside entrance and interior access to the house. This unique property features natural surroundings with separate pasture entrance, 2 stall shed roof barn, Tudor style workshop, playset and mature landscaping. A large open space leads down to Fairforest Creek, making the land ideal as a pasture or for outdoor recreation , hunting and fishing. The property is just minutes away from Croft State Park and a short 12 minute drive to downtown Spartanburg. Most of the property behind the house and in the woods is located in a floodway area. --See county map in associated documents.

100 Kirkwood Place, Spartanburg

100 Kirkwood Pl, Spartanburg
$1,095,000
6 Beds ⋅ 6 Baths ⋅ 331138 MLS
Custom built English Tudor family estate on 11.78 acres bordering Fairforest Creek in Spartanburg school district 7. Built as a custom family home in 1979, this single- owner home has 6 bedrooms and 6 bathrooms spread across 5900 square feet. It is perfect for entertaining and large family gatherings, or for those who enjoy nature and plenty of indoor and outdoor space. The front door opens into a spacious foyer with a coat closet and a full closet. Enter to a parlor-style living room and dining room, which both have window seats and ample natural light. On the other side of the entry is a large family room connected to a sunroom, perfect for large gatherings, complete with a deck off the sunroom. A full size family room/ playroom features a wall of built in shelving to help keep the family organized. The Kitchen opens into a spacious casual eating area, complete with friends and family entry door and hardwood flooring. This eating area opens onto a large deck overlooking the property. A full laundry room / mud room off the kitchen leads to a back door entrance in the one car garage complete with storage closet. The main level of the home features an expansive owner suite with hardwood floors, vaulted ceiling, fireplace and a must see bathroom featuring his & her baths complete with vanities, commodes and walk in closets, joined by a large area with soaking tub and steam shower. The second floor features its own primary suite with in-suite bathroom and both a sewing room and office, each with its own closet. An observation deck off the suite offers an overlook of the entire property. A spacious guest room with in- suite bathroom is also on the second floor, along with two additional bedrooms, a full hall bathroom complete with laundry and two hall closets. The large basement has a bedroom and full bath, along with a den with fireplace and wet bar. The basement offers a separate outside entrance and interior access to the house. This unique property features natural surroundings with separate pasture entrance, 2 stall shed roof barn, Tudor style workshop, playset and mature landscaping. A large open space leads down to Fairforest Creek, making the land ideal as a pasture or for outdoor recreation , hunting and fishing. The property is just minutes away from Croft State Park and a short 12 minute drive to downtown Spartanburg. Most of the property behind the house and in the woods is located in a floodway area. --See county map in associated documents.

100 Kirkwood Pl, Spartanburg

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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

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