Simpsonville Real Estate Search

Simpsonville 5 Bedroom Properties for Sale

Our website features the best real estate search for 5 bedroom properties available in Simpsonville and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Curious about what’s happening in the Simpsonville real estate market? Sign up for a  Simpsonville Real Estate Market Report to see what’s active, under contract, and sold!

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Newest Simpsonville 5 Bedroom Properties for Sale

$449,900
5 Beds 3.5 Baths
BACK ON MARKET AT NO FAULT OF THE SELLERS! Previous buyers were unable to satisfy their home-sale contingency. Don’t miss your opportunity to make this home yours! Welcome to a home located in a desirable neighborhood and school district in Simpsonville. This home has been truly loved and thoughtfully maintained. Filled with years of memories, this spacious home has been the backdrop for raising a family, celebrating milestones, and enjoying everyday life. Now, it's ready for its next chapter. Inside, you'll find generous living spaces, beautiful flooring throughout much of the home, a large open-concept kitchen with granite countertops, stainless steel appliances, abundant cabinetry, and a center island overlooking the main living area. The spacious living room features a fireplace and plenty of room to gather, while the oversized primary suite offers a garden tub, separate shower, dual vanities, and walk-in closet. The finished basement provides exceptional flexibility with a large bonus/living area, additional rooms, and a full bathroom, perfect for guests, hobbies, a home office, fitness space, or multi-generational living. Right across the way is the community pool, playground, tennis courts, and clubhouse. Beyond the walls of the home, the location is what truly sets it apart. Just minutes from downtown Simpsonville, you'll enjoy local restaurants, shopping, community events, and small-town charm. The sellers especially loved being near CCNB Amphitheatre at Heritage Park, where concerts, festivals, and community events became a cherished part of family life over the years. Heritage and Gracely Park are also just minutes away, offering playgrounds, walking trails, sports courts, a dog park, green space, and opportunities to enjoy the outdoors year-round. More than just a house, this is a home that has been cared for, enjoyed, and filled with life. It now awaits its next owners to create memories, build traditions, and make it their own. *Please note: Finished basement adds approximately 1,000 sq ft of living space including a bedroom, full bath, kitchenette, and large recreation room.Tax records may not accurately reflect current bedroom, bathroom, and square footage counts. Buyers are encouraged to verify finished square footage and features through MLS information.*

100 Oak Branch Drive, Simpsonville

$675,000
5 Beds 4.5 Baths
Welcome to your turn-key dream home! One of the largest homes in the highly sought-after Holly Trace neighborhood is officially on the market, boasting an incredible list of brand-new updates—including a new roof, deck, screened porch, HVAC, water heater, windows, and much more! Take a drive through the tree-lined streets of this charming, well-established, family-friendly neighborhood. Perfectly situated less than 5 minutes to both I-385 and I-185, and zoned for some of the absolute best schools in Greenville County, Holly Trace sits midway between downtown Simpsonville and Woodruff Road shopping for unlimited dining and entertainment. This beautiful, 5-bedroom, 5-bathroom craftsman-style home is truly one of a kind. You’ll love the grandeur of the two-story foyer, flanked by a formal dining room with elegant wainscoting and a sun-drenched sitting room. The airy, two-story living room features a cozy gas fireplace and flows effortlessly into the kitchen, which shines with wood cabinetry, granite countertops, and updated appliances. The massive main-level primary suite is a true retreat, complete with a cathedral ceiling, dual vanities, a jetted tub, and private access to the upper-level deck. Upstairs, you'll find three additional bedrooms, including a second master suite! The incredible walk-out basement offers unlimited possibilities with four separate rooms, a kitchenette, and a full bath—perfect for an in-law suite, home office, or ultimate game room. Outside, enjoy rare privacy with only one side neighbor. Brand new screened porch with EZE- Breeze window system makes this a spot you can enjoy year-round. Huge new deck with natural gas line for easy grilling or heater hook up. The beautifully fenced yard features a lower patio, sun deck, and a place to relax and watch local wildlife by the nearby stream. Schedule your tour today!

126 Circle Slope Drive, Simpsonville

$950,000
5 Beds 4 Baths
Located in the heart of sought-after Five Forks in the prestigious Upland Farms community, this exceptional 5-bedroom, 4-bath Craftsman residence sits on a beautifully landscaped private half-acre homesite and showcases more than $200,000 in luxury enhancements completed after construction. Thoughtfully redesigned with high-end finishes and custom craftsmanship throughout, this home offers the perfect blend of elegance, comfort, and functional living. –From the moment you arrive, the inviting front porch with custom tongue-and-groove wood ceiling sets the tone for the impressive interior. Inside, extensive upgrades include plantation shutters throughout, all new lighting and plumbing fixtures, upgraded flooring, designer trim work, custom wainscoting, shiplap accents, beadboard details, and natural wood ceiling beams. –The open-concept main living area was designed for entertaining, featuring a dramatic stacked stone accent wall, custom wood archways, beadboard ceiling detail, soaring ceilings, and seamless flow into the fully upgraded chef’s kitchen. The kitchen boasts quartz countertops, an enlarged island, farmhouse sink, gas cooktop, stainless steel appliances, designer tile backsplash, pot filler, wood beam accents, and a spacious walk-in pantry. The spacious floorplan also includes a formal dining room, private office/study, oversized loft, and an incredible media/flex room complete with wet bar and beverage refrigerator. –The breakfast area opens to a stunning screened porch with natural wood ceilings, creating an ideal indoor-outdoor living experience. Beyond the porch, enjoy a custom stamped concrete patio, hot tub, gazebo, extensive landscaping, Bermuda sod, and custom exterior lighting for a private backyard retreat with added privacy from surrounding natural space. –A guest suite with a beautifully renovated full bath is conveniently located on the main level. Upstairs, the owner’s suite has been transformed into a luxurious sanctuary featuring hardwood flooring, a custom gas fireplace, oversized custom closets, and a spa-inspired bath with designer tile, marble countertops, farmhouse-style vanities, clawfoot tub, and an expanded walk-in shower. –Secondary bedrooms offer custom closets and updated baths, including a remodeled Jack-and-Jill bath with a newly added walk-in tiled shower. Additional features include a two-story foyer, side-entry garage, security system with cameras, extensive custom millwork, and countless designer touches rarely found in newer construction. Conveniently located near Five Forks shopping, dining, and award-winning schools, this move-in ready home delivers luxury living with unmatched attention to detail.

12 Peyton Lane, Simpsonville

$2,350,000
5 Beds 4.5 Baths
Back on Market at no fault of sellers. Welcome to 305 Chancery Lane, an extraordinary custom-built residence nestled behind the gates of Cobblestone, one of Five Forks’ most coveted luxury communities. 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! 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. 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

$764,000
5 Beds 4.5 Baths
Estimated completion of August 2026. Discover the best of luxury and location at Coachman Reserve. This elegant enclave has a gorgeous single-family homes on estate-sized home sites and the opportunity to personalize your new home at the Toll Brothers Design Studio where you can select fixtures and finishes that bring your unique vision to life. Served by desirable new schools and set just minutes from sought-after locales like Greenville, Fountain Inn, and Five Forks, this new home community in Simpsonville, SC, features glistening ponds and abundant green space for a peaceful, nestled-in-nature feel while still being close to every convenience. The stylish Wrylie home design is as beautiful as it is functional. A chic elongated foyer sweeps past a spacious flex room into the main living area, featuring a spacious great room and a casual dining room with access to a lovely covered patio. The kitchen is a chef’s dream with ample counter and cabinet space, a center island with breakfast bar, and a walk-in pantry. On the second floor, retreat to the luxurious primary bedrooms offering an expansive walk-in closet and a spa-like primary bath with dual vanities, a luxe shower, and a private water closet. Down the hall from a versatile loft are secondary bedrooms—one with a walk-in closet—that share a hall bath with a separate vanity area. An additional secondary bedroom offers a walk-in closet and a full bath. Other desirable features of this home include an everyday entry with drop zone, a powder room, bedroom-level laundry, and a second flex room off the casual dining area.

205 Dapple Lane Unit Lot 19 Wrylie Farmhouse, Simpsonville

$729,900
5 Beds 3.5 Baths
This beautiful custom home is in framing. Inside pictures are to show the style and quality of the build, colors and finishes will vary. It consists of 5 bedrooms and 3.5 baths spanning approximately 3,089 sq. ft. Stepping into the home you are greeted with a very large living/dining/kitchen area with 10 foot ceilings. The living room will have a wonderful ceiling fan for your comfort. The kitchen features custom cabinets all the way up to the 10 ft. ceiling allowing for a large amount of storage. With a gas oven and a large kitchen hood vent, the kitchen is stunning. The very large island with a quartz countertop will seat 6 people. Beautiful pendants over the island add the perfect touch of lighting when dining at the island. There is a covered porch off of the kitchen/dining area with a large pass through window that opens from the kitchen to an outdoor countertop for easy pass through when hosting or eating on your porch, (a sidewalk from the side porch leads to the large back porch). From the kitchen, step into your Pantry which has beautiful shelves with a quartz countertop installed on the lower cabinets that matches the kitchen cabinets. The Mud Room entry from the garage has cabinets that match the kitchen cabinets along with a sink for easy clean up after working outdoors. French doors off of the Primary bedroom lead to the beautiful back covered porch with ceiling fans for your comfort. Step back inside to your Primary Bedroom where you will find the beautiful Primary Bath with double vanities, custom cabinetry, a beautiful soaking tub along with an oversized primary shower tiled all the way to the ceiling. The custom cabinet system designed for the primary closet is stunning! All three covered porches have Tongue and Groove ceilings with cedar wrapped posts. The front porch will have a hanging gas light which will be amazing lighting the vaulted ceiling. There are matching gas lights on either side of the garage door. For the safety of your pets and children, a 6 ft. wooden shadow box style privacy fence is being installed around the backyard. The front and back yards will be sodded with a total yard irrigation system. As an added feature to give excellent heating and cooling for the home, spray insulation was used which gives the home a great R rating value. This is a great upgrade! Just one block from downtown Simpsonville, enjoy a quick walk to The Clock Tower area, The Warehouse at Vaughn's, The Slice, The Ice Cream Station and so much more! DO NOT ENTER THE HOME WITHOUT A SALES ASSOCIATE DURING CONSTRUCTION, AUTHORIZED PERSONNEL ONLY. THIS IS FOR YOUR SAFETY AND PER INSURANCE REQUIREMENTS. This is a custom spec home with all finishes and materials already chosen and purchased by a design specialist. The home will be stunning.

409 Jones Avenue, Simpsonville

$835,000
5 Beds 4.5 Baths
Estimated completion Feb 2027. Welcome to the Wateree, situated on a half acre homesite a masterpiece of design and sophistication offering 5 bedrooms and 4.5 baths. As you enter the home notice the soaring 2 story foyer accompanied by versatile flex space with french doors that’s ideal for an executive office or cozy sitting area. Continue into the heart of the home and discover a breathtaking two-story great room, where soaring ceilings and expansive multi-sliding glass doors create a seamless flow to the large covered patio with outdoor fireplace—perfect for effortless entertaining or quiet evenings under the stars. The gourmet kitchen is nothing short of exceptional, with an expansive island and beautiful natural light. The primary suite is a private sanctuary designed for tranquility, boasting a spa-inspired bath with a luxurious walk-in shower and freestanding soaking tub. A main-level guest suite offers the perfect retreat for visitors. Upstairs you will find a cozy loft area tucked away down the hall which would be a great place for the kids or an additional sitting room or office space. Blending elegance, comfort, and modern luxury, the Wateree is more than a home—it’s a statement of style and sophistication.**Price is reflecting structural options and lot premium only, the home has not been through design yet. A small window of time is available to select your own finishes. Nestled in the highly sought-after Five Forks area, Bethany Farms offers the perfect blend of elegance, space, and serenity. This picturesque community is beautifully situated along East Georgia Road and showcases spacious half-acre homesites—each one thoughtfully placed to capture the natural beauty of its surroundings. Just minutes from premier shopping, dining, and everyday conveniences, this community allows you to live peacefully without sacrificing proximity to modern amenities. The neighborhood also features a refreshing community pool, perfect for relaxing afternoons or connecting with neighbors. Bethany Farms isn’t just a place to live—it’s a place to thrive, where timeless charm meets everyday luxury in one of the area’s most desirable settings.

203 Autumn Ash Way, Simpsonville

$639,900
5 Beds 3.5 Baths
OUTDOOR LIVING OASIS ALERT! Welcome home to 210 Placid Forest Court in the coveted Kilgore Farms in Simpsonville, SC! Located in the Five Forks area, this amazing 5BR/3.5BA with bonus room boasts an open floor plan with approximately 3,025 SF of beautiful living! From the lovely curb appeal, you will quickly notice the TLC taken with this property by the gorgeous landscaping leading to the stone entrance and luxurious double door entrance. Stepping into the two-story foyer, the hardwoods with cherry inlay lead into a stylish dining room with coffered ceiling, wainscoting, and sweet front porch access. The open floor plan continues with a vaulted living room centered around a floor-to-ceiling stone fireplace with gas logs. The amazing kitchen overlooks the living room and features custom, rich cabinetry with granite countertops and backsplash, SS appliances, including a newer smooth-top induction range('25) and high end dishwasher('25), plus extra center island. The kitchen and living room are joined by a spacious breakfast room area. From here, step outside to one of the biggest delights of this home--the wonderful private screened porch with vaulted ceiling and newer ceiling fans! This space will instantly become your favorite gathering place! The grilling patio provides the additional necessary space to complete your outdoor living while enjoying the serene and shady beautiful backyard with trees adjoining to protected HOA space behind. What an oasis! The renovated primary suite on the MAIN level provides your other oasis! With a bay window for extra sitting space, this primary has a renovated bathroom('23) with two quartz countertop vanities, gorgeous ceramic tile flooring, an oversized subway tile shower, private commode, plus customized walk-in closet. WOW! Completing the main level, an adjacent walk-in laundry and half bath. Most of the main level was recently repainted in 2025, including the 3-car garage! Up the open stair case are four secondary bedrooms along with two very nice hall bathrooms PLUS a center bonus room area perfect as a play room, media room, or common flex space! Additional updates and features in this home include but not limited to: New architectural roof ('24), surround sound, plantation shutters, crawl space vapor barrier, newer direct vent gas water heater ('18), and so much more! Kilgore Farms includes amazing amenities such as two pools, recreation court, sidewalks, and an excellent location to GSP, Woodruff Road shopping and dining, MESA soccer complex, access to I85 or I385 to downtown Greenville, or even jump over to Hwy 101 to Woodruff or on to Spartanburg. Finally, this community is also zoned for highly desirable schools! What an amazing find! Come home to 210 Placid Forest!

210 Placid Forest Court, Simpsonville

$779,000
5 Beds 3.5 Baths
Estimated completion of August 2026. Discover the best of luxury and location at Coachman Reserve. This elegant enclave has a gorgeous single-family homes on estate-sized home sites and the opportunity to personalize your new home at the Toll Brothers Design Studio where you can select fixtures and finishes that bring your unique vision to life. Served by desirable new schools and set just minutes from sought-after locales like Greenville, Fountain Inn, and Five Forks, this new home community in Simpsonville, SC, features glistening ponds and abundant green space for a peaceful, nestled-in-nature feel while still being close to every convenience. The Latimore offers elegant living for a variety of lifestyles. A soaring two-story foyer flows past the lovely dining room to reveal the stunning great room with covered patio beyond. Adjacent, the well-designed kitchen is complete with a bright casual dining area, a large center island with breakfast bar, plenty of counter and cabinet space, a sizable walk-in pantry, and a butler pantry to the dining room. The alluring primary bedroom suite is enhanced by an expansive walk-in closet and a marvelous primary bath with dual vanities, a luxe shower, linen storage, and a private water closet. On the second floor, a generous bedroom suite features a walk-in closet, a private bath, and a private covered balcony. There are two additional secondary bedrooms, one with a walk-in closet, the other with an ample closet, that share a hall bath with a separate vanity area. Additional highlights include a generous loft, conveniently located laundry off the everyday entry, a powder room, and plenty of extra storage.

200 Dapple Lane Unit Lot 4 Latimore Traditional, Simpsonville

$1,465,000
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

$1,420,000
5 Beds 4.5 Baths
Welcome to a rare blend of elegance, space, and privacy at 646 Harrison Bridge Road in Simpsonville. Nestled on nearly 2 acres of beautifully maintained grounds, this stunning brick estate offers the perfect balance of refined living and everyday comfort. From the moment you arrive, the exceptional landscaping and stately curb appeal set the tone for what awaits inside. This expansive home features 5 spacious bedrooms and 4.5 baths, thoughtfully designed to provide both luxury and functionality. The interior boasts generous living spaces filled with natural light, ideal for both entertaining and quiet evenings at home. The fully finished basement offers incredible versatility—perfect for a media room, home gym, guest suite, or all of the above. Step outside and discover your own private retreat: a sparkling pool surrounded by lush landscaping, and a beautiful fire pit area creating a resort-style atmosphere right in your backyard. Car enthusiasts, hobbyists, or those in need of extra storage will appreciate the large detached, climate control, garage, offering ample space beyond the main home. This garage has the capacity to possibly hold 8 cars. Every detail of this property has been carefully curated to provide a sense of comfort, sophistication, and room to breathe. If you’ve been searching for a home that combines luxury living with acreage and privacy—while still being conveniently located near everything Simpsonville has to offer—this is the one.

646 Harrison Bridge Road, Simpsonville

$515,000
5 Beds 3.5 Baths
Welcome to 4 Ashwyn Court where scale, sophistication, and smart design converge in one of Simpsonville’s most sought-after corridors. Tucked away on a quiet cul-de-sac yet minutes from I-385, Fairview Rd., and Downtown Greenville, this immaculate, move-in-ready residence delivers both convenience and elevated living. Step through a striking two-story foyer into a light-filled interior defined by soaring ceilings and expansive living spaces. The formal living and dining rooms set the tone for elegant entertaining, while the dramatic two-story family room anchored by a stone fireplace with wood mantle and framed by a wall of windows creates a warm, inviting centerpiece. The kitchen is designed to perform, featuring solid-surface countertops, ceramic backsplash, center island, pantry, and newer appliances including a smooth-top range, built-in microwave, and dishwasher. Just off the main living area, a private office offers ideal work-from-home functionality. Upstairs, the spacious primary suite is a true retreat with a spa-like bath boasting a garden soaking tub, separate shower, and generous walk-in closet. Three additional bedrooms provide comfortable accommodations, including one converted to an oversized custom closet (11x10), offering flexibility for today’s lifestyle. The finished walk-out basement elevates this home’s versatility, featuring two additional bedrooms (or flex/office options), a large bonus/entertaining space perfect for a media or theater room, and direct access to a patio. Whether hosting guests or creating a multi-generational setup, this level delivers. Outdoor living continues with a deck ideal for grilling and gathering. With 5 bedrooms, 3.5 baths, multiple living zones, and thoughtful upgrades throughout, this property offers the space, function, and location today’s buyers demand. Surrounded by everyday conveniences, shopping, dining, medical, and major corridors, this home is a strategic win for both lifestyle and long-term value. This is more than a home -- it’s a statement.

4 Ashwyn Court, Simpsonville

$1,125,000
5 Beds 5.5 Baths
Back on the Market and priced below a recent appraisal, welcome to 24 Appian Circle in the prestigious gated community of The Columns at Roper Mountain. This exceptional home blends timeless architecture with thoughtful design and outstanding outdoor living. As you arrive via the circular driveway, you’re welcomed by glowing gas lanterns and a striking stone-and-brick exterior that sets the tone for what’s inside. Step through the front door and immediately notice soaring cathedral ceilings, rich hardwood floors, and abundant natural light filling the grand two-story living room. The open-concept kitchen offers generous workspace, a charming built-in bench seat, and flows seamlessly into the keeping room—creating the ideal setting for both entertaining and everyday living. Just beyond, the spacious dining room provides an elegant space for hosting gatherings. Outdoor living is equally impressive. Enjoy the screened-in porch with a fireplace overlooking the stone patio featuring a built-in natural gas grill with dual-function capabilities. The flat lot is beautifully landscaped and fully enclosed with a six-foot privacy fence, offering a private setting perfect for both lively gatherings and peaceful evenings at home. The main level also includes a private office with French doors and a spacious primary suite complete with a large walk-in closet and a beautiful bathroom with a newly renovated and stunning walk-in shower. Upstairs, you’ll find three additional bedrooms and a versatile flex space. The third floor provides even more flexibility—ideal for a bonus room, guest suite, home office, or additional bedroom. Complete with a three-car garage, circular driveway with additional parking pad, new first-floor HVAC system, newer roof, and award winning school district, this home offers space, comfort, and location in one of the Eastside’s most sought-after communities. Schedule your private showing today.

24 Appian Circle, Simpsonville

$2,975,000
5 Beds 6.5 Baths
Welcome to one of Cobblestone’s most exceptional offerings— 704 Brixton Circle- where timeless architecture, refined craftsmanship, and resort-style living converge in a truly unforgettable park like setting. The custom 5BR/5.5BA estate immediately captivates with its striking stone and brick façade and commanding presence. This home simply sprawls across the 1.5 acre creekfront homesite, nestled among mature trees, & beautifully curated landscaping all tiered down to the fire pit and creek via the natural stone retaining walls and stairs! Entering through the European courtyard you are immediately greeted by a grand two-story foyer with a sweeping staircase that sets the homes tone—elegant, warm, and effortlessly sophisticated. Thoughtfully designed for both everyday living and elevated entertaining, the main level unfolds with gracious living spaces, rich hardwoods, detailed millwork, and soaring ceilings that invite natural light throughout. The great room is a showpiece, anchored by exposed beams and a stately fireplace, while walls of windows frame serene views of the surrounding landscape. The kitchen is as functional as it is beautiful—featuring custom cabinetry, a substantial center island, high-end appliances, and seamless flow into inviting gathering spaces. From intimate dinners to large-scale entertaining, every detail has been carefully considered. The primary suite offers a private retreat with a spa-inspired bath and tranquil views, while additional bedrooms and living areas provide both comfort and flexibility for family and guests. The lower level is a destination all its own—designed for both entertaining and retreat. A private, richly appointed pub-style lounge, is the perfect spot for hosting a wine tasting. Enjoy evenings around the billiards table, gather for cards, or unwind in the dedicated fitness room. An additional private suite on this level offers ideal accommodations for guests or multigenerational living, all wrapped in the same elevated finishes found throughout the home. Step outside and experience a setting that rivals a private resort. Expansive terraces, covered outdoor living spaces, outdoor kitchen, and multiple entertaining areas overlook a picturesque, park-like backyard complete with a firepit gathering space and lush natural surroundings. Every inch of this home reflects intentional design, quality craftsmanship, and a level of care rarely found. Hidden within the gates of one of the Upstate’s most sought-after communities, this is more than a home—it’s a lifestyle. The Five Forks location is just minutes away from great restaurants, shopping, entertainment, great schools, major highways & GSP International Airport, making it the perfect abode for those who demand the very best in luxury and convenience.

704 Brixton Circle, Simpsonville

$699,900
5 Beds 3.5 Baths
Welcome to 106 Legends Way. This spacious 5-bedroom, 3.5-bath home offers a versatile split-level floor plan and an exceptional outdoor entertaining area complete with a cozy fireplace. The main level features four bedrooms, while the expansive flex room with on ensuite half bath - currently used as a 5th bedroom - measures approximately 36’ x 15’ and is thoughtfully divided by the stairwell into two functional sections (12’ x 15’ and 15’ x 19’), perfect for a media room, home office, or guest suite. Inside, you’ll find elegant tray ceilings in the formal dining room, formal living room, and primary bedroom, along with vaulted ceilings in the breakfast area and great room that enhance the open feel. Hardwood floors add warmth and character throughout the main living areas and bedrooms. The great room also features a fireplace with gas logs, ideal for relaxing evenings. The primary suite includes dual closets, dual vanities, a separate tub, and a separate shower. The kitchen is well-appointed with solid surface countertops, stainless steel appliances, built-in microwave, smooth-top stove, and 42-inch cabinetry. Additional highlights include a rear yard transformed into a fantastic entertaining space featuring an outdoor fireplace, covered patio, and an upper-level area overlooking the full backyard. The property also offers a fenced yard with full irrigation system, roof installed in 2023, HVAC system approximately eight years old, and an oversized garage with high ceilings (large enough for a lift), new door and opener. This home combines functionality, space, and great entertaining potential - inside and out.

106 Legends Way, Simpsonville

$649,900
5 Beds 3 Baths
POOL!!! MAIN FLOOR IN-LAW QUARTERS! ASSUMABLE VA LOAN! Welcome to 209 Tuscany Falls Drive in the highly desirable Tuscany Falls community of Simpsonville! This beautifully maintained home offers the perfect blend of comfort, style, and convenience. The home’s curb appeal and well-kept landscaping make a great first impression from the moment you arrive. Step inside to find a bright, open floor plan with spacious living areas, ideal for both everyday living and entertaining. The kitchen features ample cabinetry, generous counter space, and a layout that flows seamlessly into the main living area—perfect for hosting family and friends. Additionally, the main floor offers an office and guest/ in-law suit. Upstairs offers a fresh updated feel with new flooring installed in 2026. The oversize primary suite provides a relaxing retreat with a well-appointed en-suite bath and his and hers walk-in-closets. Additional bedrooms are generously sized and offer flexibility for guests, an additional home office, or hobby room. The laundry room is conveniently located on the second floor, as well! Outside, enjoy a private backyard that’s perfect for relaxing evenings by the pool, grilling, or letting pets play. A stunning 15’ x 29’ saltwater pool, added in 2022, serves as the centerpiece, complemented by a serene river rock waterfall feature that enhances the landscaping. The extended retaining wall adds both function and visual appeal, creating a polished and private outdoor space you’ll enjoy year-round. Tuscany Falls Clubhouse is currently finishing up renovations, and the community pool offers resort-style enjoyment—including a lazy river that’s perfect for unwinding on warm South Carolina days. Conveniently located just minutes from shopping, dining, and top-rated schools, with easy access to major highways, this home offers the ideal balance of suburban charm and everyday convenience. Don’t miss your opportunity to make this move-in ready home yours—schedule your showing today!

209 Tuscany Falls Drive, Simpsonville

$725,393
5 Beds 3.5 Baths
Welcome to the Stratton floorplan in Braxton Ridge—a beautifully crafted, luxury home offering 3,662 square feet of thoughtfully designed living space in one of Simpsonville’s most sought-after communities. From the moment you arrive, the covered front porch invites you in—perfect for rocking chairs and Southern charm. Inside, a well-appointed foyer is flanked by a private study and formal dining room, setting the tone for both everyday elegance and elevated entertaining. The main living area showcases soaring vaulted ceilings in the family room, filled with natural light and seamlessly connected to the heart of the home—a stunning kitchen featuring a massive walk-in pantry and open flow for gathering and hosting. Designed for both comfort and convenience, this home features 10-foot ceilings on the main level and 9-foot ceilings upstairs, creating an airy and spacious feel throughout. The primary suite on the main floor is a true retreat, complete with a luxurious soaking tub, generous walk-in shower, and a highly functional layout that includes direct access from the primary closet to the laundry room and mudroom—an elevated detail that makes everyday living effortless. Upstairs, you’ll find additional bedrooms, a spacious loft area, and a standout guest suite with its own private balcony—a feature so inviting, your guests may never want to leave. Enjoy outdoor living year-round with a covered back porch, perfect for taking in those beautiful South Carolina evenings. A side-entry garage adds both curb appeal and functionality, tying together the thoughtful design of this exceptional home. Located just steps from Fox Run Country Club and minutes from Downtown Simpsonville, the Stratton offers the perfect blend of luxury, lifestyle, and location. This is more than a home—it’s where comfort meets elevated design.

604 Timber Grove Drive, Simpsonville

$829,000
5 Beds 3.5 Baths
Welcome to 102 Harts Lane, a private equestrian retreat just minutes from downtown Simpsonville. This rare property holds the kind of endless opportunity so many buyers wish they could find but never do. Sitting on 2 acres, this Simpsonville charmer showcases a hand built barn made with pieces of history, a dressage arena, a 3 car garage that doubles as a workshop, and a second living area perfect for multi-generational living, an in-law suite, or an income opportunity. A koi pond and a magical wood front door set the tone for a calm, welcoming feel as you approach. Inside, the foyer opens to a private office with sliding French doors, tall ceilings, and gorgeous accent wall. Through the archway, the expansive living and dining areas feel spacious with rustic, custom character. The dining area is equipped for large groups making the space ideal for entertaining, family gatherings, and every day living. Just steps away, the chef’s kitchen is both beautiful and functional with coffered ceilings, granite countertops, a gas cooktop, custom tile backsplash, and a full stainless appliance package. The walk-in pantry is impressive in both size and functionality, offering built-in shelving and a prep area. The beautiful light filled den is truly the heart of the home and its crowning jewel! Salvaged wood from the historic Hollingsworth barn frames the feature wall, while a stone fireplace and a vaulted ceiling make the space feel both grand, inviting, and cozy all at once. Sunlight pours in through the back windows, and direct access to the private backyard extends the living space outdoors. This is the spot where core memories are made; movie nights, game nights, holidays, this stunning room is ready for it all. The primary suite is a spacious retreat with a tray ceiling, large picture window, and a bath that includes a deep soaking tub, ornate vanity, and an abundance of natural light. On the opposite side, the secondary bedrooms feature something truly unique and special: each room is a custom two story space with its own private living area on the main level and an open loft for sleeping! They're perfect for extra privacy and room to stretch out. A separate apartment and living quarters make the potential incredibly versatile, whether you need an in-law suite, short-term rental potential, or are looking for multi-generational living. This space includes its own entrance, living area, full kitchen, full bath, and primary suite. Upstairs, two more bedrooms and a half bath complete the apartment. The front upstairs bedroom gives access to a rustic balcony overlooking the barn and front yard. Another private office with its own entrance and attached bath offers yet another flexible space. It would also lend itself well as a home gym, craft room, homeschool room, studio, or even an additional bedroom suite! The possibilities truly are endless. The outdoor living spaces expand the property’s appeal even further! The equestrian amenities include a large dressage arena with a sprinkler system, a hand-built barn with two 12x12 stalls, water and electricity, and a rustic wagon wheel chandelier. If horses aren’t part of your plans, the barn and surrounding grounds could transition easily into an event or rental venue. A spacious 30x40 insulated, drywalled, and vented garage provides plenty of storage, workshop space, or room for hobbies. The circular driveway with extra parking makes hosting easy and welcoming. Don't miss the fenced outdoor yard space with a fire pit and space to play. 102 Harts Lane delivers unmatchable character and craftsmanship with incredible potential. Don't miss your chance to own this Simpsonville icon, you won't find anything like it!

102 Harts Lane, Simpsonville

$2,499,900
5 Beds 5.5 Baths
Surrounded by 4.5 acres of peaceful countryside, 602 Jenkins Bridge offers next level design, serious fun, and will wow even the most discerning of buyers. It is a MUST see! Around every corner is an intentional effort to maximize functionality, enjoy hosting, and live comfortably- inside and out. Beyond the home itself, the location is something truly special. While the setting feels quiet and tucked away, it is only 5 minutes from shopping, restaurants, and groceries at Fairview Rd. with CityScape Winery, Happy Cow Creamery, and interstate access nearby. It is only 25 minutes from downtown Greenville and the GSP airport. The outdoor living spaces define this property. A custom gunite zero-entry saltwater pool and spa is complemented by a turfed four hole putting green, outdoor kitchen, fireplace, and fire pit. A second level porch overlooks it all, creating an ideal setting for both quiet evenings and large gatherings. With a half bath and second refrigerator just inside, no detail was spared in the functionality of the outdoor space. The current owners expanded the property by an additional acre and a half, adding to the serenity and feel of privacy and the ability to tap into a natural water source. Inside, the home opens with a spacious foyer and soaring ceilings. Wood beams warm the open living areas and the stone fireplace creates architectural character. The kitchen is appointed with a full size Electrolux refrigerator and freezer, custom floating shelving, updated hardware, new lighting, and a new range hood. In the living room, built in shelving adds scale and makes an impressive visual impact. The main level primary suite is conveniently located, with generous closet space and an adjoining small office. A well designed laundry room off the garage provides excellent storage and makes a useful “drop zone.” Upstairs, two oversized bedrooms- both just over 400 sqft- share the level with the fourth bedroom. Two full bathrooms and an additional sitting area complete the upper level. The options for how to use these spaces are endless. 3 bedrooms? Homeschool room? Playroom? Craft space? More office space? Guest room? You can truly have your pick. The lower level delivers nearly 2,500 square feet of finished space designed for both work and play. A dedicated office or optional fifth bedroom is paired with its own full bathroom. Additional highlights include a home gym with its own garage door, a wet bar with beverage refrigerator, a media room, and ample storage, including a locked cedar closet. A climbing wall, foam pit, and playhouse offer memorable play spaces- kids will never want to leave! The home has been professionally decorated. For those who appreciate it just as it’s styled, nearly all of the furnishings are available to be purchased alongside the home- allowing for a seamless, move-right-in experience. It is truly BETTER than new. This home has received numerous updates throughout over the past 6 months. Improvements include all new carpeting, refinished hardwood floors on the main level, engineered hardwood flooring on the lower level, a new roof installed in 2025, and a whole home water filtration system. Additional updates and improvements are available in the associated documents-there are too many to list.

602 Jenkins Bridge Road, Simpsonville

$531,500
5 Beds 4 Baths
Welcome to this beautifully updated 5-bedroom, 4-bath home located in the highly desirable Heritage Point community, right next to Heritage Park in Simpsonville! This spacious home has the perfect blend of comfort, style, and convenience. Step inside to find a freshly painted interior and brand-new carpet on the main level with new LVP flooring on the second floor, creating a bright and inviting atmosphere. The open floor plan is ideal for both everyday living and entertaining, featuring a large kitchen with ample counter space, generous cabinetry, and a seamless flow into the living and dining areas. In addition to the five well-appointed bedrooms and four full baths, this home includes a versatile extra room that would make a perfect office, study, or flex space to fit your needs. Cozy up by not one, but two fireplaces—one located in the main living area and another in the spacious primary suite, adding a touch of comfort and luxury. Enjoy outdoor living in the fenced, level backyard—perfect for pets, play, or gatherings—complete with a covered patio for relaxing or entertaining year-round. Heritage Point residents also enjoy access to a fantastic neighborhood swimming pool, and the home’s prime location next to Heritage Park means you’re just moments from walking trails, playgrounds, and community events. Don’t miss this opportunity to own a move-in ready home in one of Simpsonville’s most sought-after areas!

388 Heritage Point Drive, Simpsonville

$969,000
5 Beds 5.5 Baths
Welcome to the Alisa, situated on a half-acre homesite a masterpiece of design and sophistication offering five bedrooms and five baths. From the moment you step through the door, this home captivates with its refined elegance and thoughtful craftsmanship. A formal dining room greets you off the foyer, perfectly paired with a versatile flex space that’s ideal for an executive office or cozy sitting area. Continue into the heart of the home and discover a breathtaking two-story great room, where soaring ceilings and expansive multi-sliding glass doors create a seamless flow to the covered patio—perfect for effortless entertaining or quiet evenings under the stars. The gourmet kitchen is nothing short of exceptional, featuring an expansive island, and a beautifully appointed butler’s pantry. Upstairs, the primary suite is a private sanctuary designed for tranquility, boasting a spa-inspired bath with a luxurious walk-in shower and freestanding soaking tub. Each of the four additional bedrooms features its own en suite bath, ensuring every guest enjoys comfort and privacy. A main-level guest suite offers the perfect retreat for visitors. Blending elegance, comfort, and modern luxury, the Alisa is more than a home—it’s a statement of style and sophistication. Nestled in the highly sought-after Five Forks area, Bethany Farms offers the perfect blend of elegance, space, and serenity. This picturesque community is beautifully situated along East Georgia Road and showcases spacious half-acre homesites—each one thoughtfully placed to capture the natural beauty of its surroundings. Just minutes from premier shopping, dining, and everyday conveniences, this community allows you to live peacefully without sacrificing proximity to modern amenities. The neighborhood also features a refreshing community pool, perfect for relaxing afternoons or connecting with neighbors. Bethany Farms isn’t just a place to live—it’s a place to thrive, where timeless charm meets everyday luxury in one of the area’s most desirable settings.

104 Birch Horizon Avenue, Simpsonville

$650,000
5 Beds 3 Baths
Welcome to 36 Prince Williams Road – where 2 truly is the magic number! This unique property is essentially two homes in one, offering: * 2 Living Rooms * 2 Full Kitchens * 2 Primary Suites * 2 Separate Entrances * 2 Outdoor Living Spaces * 2 Septic Tanks -All of this on a private, fenced 1-acre lot overlooking the woods and a serene creek. From the moment you arrive, you’ll feel the retreat-like setting as the home sits back off the road with plenty of space to spread out. Inside, the massive Great Room with soaring cathedral ceilings is perfect for family gatherings and movie nights. The open layout flows seamlessly into the dining area with wooded views. The main kitchen features granite countertops and backsplash, stainless steel appliances, a pantry, and endless cabinetry. Off the kitchen, a sunroom drenched in natural light makes the ideal office, playroom, or sitting room. The main-level Primary Suite is perfect—complete with private deck access for morning coffee, custom shelving, a seating area and serene views of the backyard. The en suite offers double sinks, a soaking tub, tiled shower, and a walk-in closet with built-ins and a vanity. Two secondary bedrooms and a spacious bathroom round out this level. But wait until you see the basement level—a completely brand-new second home of its own! Perfect as an in-law suite, guest quarters, teen retreat, or even rental potential. This space includes a large living room, open kitchen with custom bar and lighting, stainless appliances, a 2nd primary bedroom with dual closets, a stylish new bathroom with double vanity, plus an additional bedroom and laundry hookup. With its own septic tank, private entrance, parking pad, and balcony access, this level can function entirely separately if desired. Outdoor living is just as impressive. Enjoy a large deck (accessible from both the den and main-level Primary Suite), a massive patio for grilling or entertaining, and plenty of space for a garden. This home offers unmatched flexibility, privacy, and space for multigenerational living or dual households—all in one! You have to see it in person to appreciate everything 36 Prince Williams Road has to offer. Schedule your showing today—this one is priced to sell!

36 Prince Williams Court, Simpsonville

$1,350,000
5 Beds 4.5 Baths
Welcome to your dream home in the prestigious gated community of Kingsbridge, nestled in the heart of Simpsonville’s sought-after Five Forks area. This meticulously renovated residence offers an unparalleled blend of luxury, comfort, and modern convenience, all set on over half an acre. The home’s exterior is enhanced by a driveway and backyard walkway paved with Old World Pavers, and it's ideally situated in a quiet cul-de-sac for added privacy and tranquility. Inside, you'll find an impressive layout with soaring 18-foot ceilings in the grand foyer, leading to expansive living spaces filled with high-end finishes. A formal dining room provides an elegant setting for entertaining, while two distinct living areas offer flexibility for both relaxation and hosting. Dual staircases add architectural charm and functionality to the design. The main level features a luxurious primary suite with its own fireplace and private sitting area, plus a spa-like en-suite with vaulted ceilings and dual walk-in closets. The kitchen is both stylish and functional, showcasing a Café oven, newly added backsplash, and a warm butcher block countertop that blends rustic charm with modern practicality. Upstairs, four generously sized bedrooms each include a private en-suite bathroom, ensuring comfort and privacy for family and guests alike. One of the home’s standout features is the heated and cooled sunroom, seamlessly integrated into the main living area, allowing year-round enjoyment of the outdoors. The private backyard serves as a true oasis with an in-ground pool, extended concrete for lounging, and a powered shed—perfect for storage or creative pursuits. Kingsbridge offers an unmatched lifestyle with upscale amenities including a clubhouse, swimming pool, tennis courts, and a fitness center. Residents enjoy scenic walking trails, ample green space, and an active social calendar featuring events like book clubs, pickleball, seasonal gatherings, and a community 5K. Conveniently located near I-85, GSP airport, and just 8 miles from downtown Greenville, this exceptional home is a rare opportunity to enjoy elegance, comfort, and community in one of the area's most desirable neighborhoods.

3 Bailey Knoll Court, Simpsonville

$475,000
5 Beds 4 Baths
Welcome to 16 Verdana Court in the highly sought-after Morning Mist Community! Perfectly located just minutes from shopping, dining, medical facilities, and easy interstate access—this home blends convenience with charm. Step inside to a warm foyer with gleaming hardwood floors and elegant archways that set the tone for the details you’ll find throughout. The main level features a dedicated office, a formal dining room with coffered ceilings and wainscoting trim, and a spacious living room highlighted by coffered ceilings, arched doorways, and a stunning stone fireplace. The open kitchen is a chef’s delight with granite countertops, stylish backsplash, stainless steel appliances, a double oven, and a gas stove. A guest bedroom and full bath on the main floor make the perfect setup for visiting friends, extended family, or even a private in-law suite. Upstairs you’ll find three additional guest bedrooms and two full baths, plus a luxurious primary suite complete with double vanities, a large walk-in shower, a relaxing garden tub, and an oversized walk-in closet. Also on this level is a walk-in laundry room with plenty of space for organization and storage. For extra living and entertaining space, enjoy the large flex/media room—ideal for football games, movie nights, or a playroom. Step outside to a fenced-in backyard with a concrete patio—perfect for grilling, morning coffee, or curling up with a good book. A storage shed conveys, and the neighborhood amenities include a sparkling community pool and clubhouse for even more ways to enjoy your new lifestyle. This home truly has it all—space, style, and a fantastic location. Don’t miss the chance to make 16 Verdana Court yours!

16 Verdana Court, Simpsonville

Start Your Search

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