Simpsonville Homes with Two Stories

Welcome to Simpsonville, a charming city located in Greenville County, South Carolina. Known for its friendly community, top-rated schools, and beautiful parks, Simpsonville is a wonderful place to call home.

If you're looking for a home with two stories in Simpsonville, you're in luck! This city boasts a variety of stunning two-story homes that offer both space and style. Whether you're looking for a cozy two-story cottage or a spacious family home, Simpsonville has something for everyone.

Imagine sipping your morning coffee on the balcony of your two-story home, taking in the picturesque views of the surrounding neighborhood. With plenty of room for entertaining guests and accommodating your growing family, a two-story home in Simpsonville is the perfect blend of comfort and luxury.

From historic homes with character to modern new constructions with all the latest amenities, Simpsonville's real estate market offers a diverse selection of two-story homes to suit every taste and budget. Let us help you find your dream home in Simpsonville, where the possibilities are endless and the community is welcoming.

Newest Simpsonville Homes with Two Stories

$629,000

4 Beds ⋅ 4 Baths ⋅ 20304239 MLS

Welcome to 5 Chickamauga Lane, a brand-new custom home beautifully situated on a .6 acre cul-de-sac lot in the highly sought-after Powderhorn subdivision. Offering 4 bedrooms, including a main level primary suite, 3.5 bathrooms, and over 2,500 square feet, this home showcases an incredible open-concept floor plan with luxurious finishes throughout. A two story foyer creates a grand first impression, opening to the home's spacious main living areas. The family room features an abundance of natural light, highlighted by a dramatic wall of sliding glass doors that extends the living space to the covered back patio. The adjoining kitchen showcases quartz countertops, custom cabinetry, and a large pantry, and flows seamlessly into the formal dining room. Tucked away on the main level, the oversized primary suite offers a private retreat with an additional set of sliding glass doors to the back patio and a luxurious ensuite bath featuring a soaking tub and a walk-in shower. The nearby laundry room adds convenience with direct access to the garage. The upstairs landing and loft area overlooks the family room below, perfectly connecting the home's two levels. Three spacious secondary bedrooms and two full bathrooms provide comfortable accommodations for family and guests, offering flexibility for additional living space, a home office, or even a secondary primary suite. Beyond the interior, the beautifully landscaped backyard is complemented by an oversized multi-tiered side yard with multiple levels of usable outdoor space for recreation, gardening, or future outdoor enhancements. Ideally located within minutes of vibrant downtown Simpsonville and I-385, Powderhorn offers a sought-after lifestyle surrounded by local dining, shopping, healthcare, fitness centers, and year-round community events. The home's location within the community is equally desirable, with the clubhouse, pool, and tennis courts just a short walk away. Combining incredible craftsmanship and an unbeatable location, this is a rare opportunity to own an exceptional home in the heart of Simpsonville. Call to schedule your private showing today!

5 Chickamauga Lane, Simpsonville

$515,000

5 Beds ⋅ 5 Baths ⋅ 20303958 MLS

Discover this impeccably maintained 3,297 sq ft residence in the sought-after Kelsey Glen community, offering 5 spacious bedrooms and 4.5 baths. Designed for both elegant entertaining and everyday comfort, the home features a thoughtfully crafted layout with modern finishes throughout. A striking exterior with a welcoming front porch and newly installed roof create a strong first impression. Inside, luxury LVP flooring flows throughout the main living areas, leading to a welcoming living room with a gas fireplace. The gourmet kitchen is equipped with double stainless steel wall ovens, generous cabinetry, and expansive counter space, seamlessly connecting to the main living area for entertaining. Two primary suites provide exceptional flexibility--one on the main level with a private bath and walk-in closet, and a second upstairs with its own bath and oversized closets-ideal for guests or multi-generational living. Upstairs includes a spacious loft and bright morning room. Outdoor living is elevated with a screened porch featuring EZ Breeze windows and ceramic tile, along with an extended tiled patio for dining and relaxation. Built-in speakers in the living room, kitchen, and primary suite enhance the home's modern appeal. Residents enjoy access to community amenities including a pool and playground, all conveniently located near shopping, dining, and top-rated schools such as Rudolph Gordon (K-8) and Hillcrest High School. A sophisticated blend of comfort, style, and convenience-this home defines modern luxury living. Schedule your showing today!

331 Kelsey Glen Lane, Simpsonville

$549,000

5 Beds ⋅ 4 Baths ⋅ 20303845 MLS

Discover unparalleled comfort in this exquisite two-story residence, where sophisticated design meets everyday functionality. This distinguished home serves as a sanctuary, offering expansive spaces conducive to both refined entertaining and serene repose, impeccably situated to cultivate an elevated lifestyle. The meticulously conceived layout and generous proportions imbue an inviting ambiance from the threshold, promising a living experience characterized by grace and sophistication. This esteemed property presents an exceptional opportunity to establish enduring roots within a thriving community. The residence proudly features four generously proportioned bedrooms and three and a half luxurious bathrooms, ensuring utmost comfort and privacy for all occupants. With a substantial living area encompassing 2895 square feet, ample volume is afforded for bespoke personalization and the creation of cherished memories. The property is gracefully situated on a significant 0.37-acre parcel, achieving a harmonious equilibrium between indoor splendor and outdoor allure. Located at 201 Terrapin Cross Way in Simpsonville, SC, this distinguished address provides effortless access to local amenities and the inherent charm of the surrounding locale. This offering transcends mere domicile; it represents a refined abode, meticulously crafted for those who discern quality and a preeminent location.

201 Terrapin Cross Way, Simpsonville

$380,000

4 Beds ⋅ 3 Baths ⋅ 20303826 MLS

Welcome to 109 Rockway Rd, a beautifully updated and thoughtfully appointed 4-bedroom, 2.5-bath home offering 2,820 square feet of living space on a .17 acre lot. The open floor plan on the main level flows effortlessly from a welcoming front office and formal dining room into a bright living area anchored by a gas fireplace, while the updated kitchen showcases black stainless steel appliances (not builder-grade), granite countertops, a ceramic tile backsplash, and a generous walk-in pantry. Practical conveniences include a separate main-level laundry, tankless water heater, Bluetooth garage door opener, two-car garage, and an extended driveway that provides ample additional parking. Outdoors, the fenced backyard with added irrigation and an extra-large patio pad creates a private, low-maintenance setting for entertaining, grilling, or relaxing. Upstairs you’ll find 4 spacious bedrooms with very large closets, a roomy loft perfect for hanging out or a media area, and a guest bath with a dual vanity. The primary suite is a true retreat with a vaulted ceiling, dual vanity, separate garden tub, and walk-in shower. Additional highlights include gas heat and a gas stove, ceramic and granite finishes throughout, and a motivated seller ready to make this home yours. Residents enjoy resort-style community amenities including an oversized swimming pool, cabana with fireplace and a playground, and the location offers quick access to I-385, Greenville, Simpsonville, shopping, restaurants and schools—an ideal blend of comfort, convenience and lifestyle.

109 Rockway Road, Simpsonville

$460,000

4 Beds ⋅ 3 Baths ⋅ 20303415 MLS

Location, location, location! Situated on a corner lot in a quiet cul-de-sac, this beautifully maintained home enjoys one of the most desirable locations in Neely Farm. Thoughtfully updated throughout, this 4-bedroom, 3-bath home offers over 2,100 square feet of living space and is truly move-in ready. Recent improvements include newer windows, a newer roof, newer HVAC, updated flooring, and beautifully renovated kitchen and bathrooms, creating a home that's ready for you to simply unpack and enjoy. Step inside to a welcoming two-story foyer that creates a bright, open first impression. Throughout the main level, 9-foot ceilings enhance the spacious feel. The first floor features a dedicated dining room, a spacious and inviting living room with a cozy gas fireplace and direct access to the grilling deck, complete with a dedicated natural gas line for your grill, making outdoor entertaining effortless. The beautifully updated kitchen offers an eat-in breakfast nook that's perfect for everyday living. Just off the kitchen, the three-season room with EZE-Breeze windows provides the ideal place to relax while enjoying fresh air and backyard views throughout much of the year. A convenient half bath completes the main level. Upstairs, the spacious primary suite features a beautifully updated ensuite bath with a double vanity, a relaxing garden tub, a separate walk-in shower, and ample closet space. Three additional generously sized bedrooms and a full bathroom provide plenty of room for family, guests, or a home office. Outside, the backyard offers a peaceful, park-like setting with both open green space and a fully fenced section, ideal for pets, play, or entertaining. An irrigation system helps keep the landscaping lush and beautiful, while the grilling deck is enhanced by a retractable awning for shade and comfort. Life in Neely Farm is about more than just a beautiful home. Directly across the street, you'll find the community pond, fishing pier, and fountain. A walkway from the pond leads to a pedestrian tunnel, providing a safe and convenient path beneath the road to the neighborhood amenities. Residents enjoy an Olympic-sized community pool that is home to the neighborhood swim team, an active clubhouse, lighted tennis courts, a full nine-hole disc golf course, approximately one mile of walking trails, and a large children's playground. This is a rare opportunity to own an exceptionally maintained home in one of the Upstate's most sought-after communities, where outstanding amenities, scenic surroundings, and an unbeatable location come together.

5 Wild Horse Creek Drive, Simpsonville

$449,900

4 Beds ⋅ 4 Baths ⋅ 20303261 MLS

Welcome home to this beautifully maintained two-story residence built in 2022, offering approximately 2,780 square feet of thoughtfully designed living space in a highly desirable community. Conveniently located near major interstates, shopping, dining, and everyday conveniences, this home combines comfort, quality, and energy efficiency. The open-concept floor plan features 9-foot ceilings, a spacious great room with a gas log fireplace, and a well-appointed kitchen complete with stainless steel appliances, a gas range, a large island with sink and seating, a walk-in pantry, and a breakfast area with access to a covered porch overlooking a private wooded backyard. Elegant quartz countertops are featured throughout the home, adding both style and durability. The main-level primary suite provides a relaxing retreat with a double vanity, walk-in shower, and multiple closets. Upstairs, you'll find additional guest bedrooms and a versatile flex room located above the two-car garage, perfect for a home office, playroom, media room, or workout space. Designed with long-term value in mind, this home includes premium upgrades such as durable Hardie® siding, a tankless water heater, and spray foam insulation for exceptional energy efficiency and year-round comfort. These quality features contribute to remarkably low utility costs, making this home as practical as it is beautiful. Immaculately maintained and truly move-in ready, this exceptional home is located in a neighborhood offering outstanding amenities including sidewalks, street lights, a community pool, playground, tennis courts, and scenic walking trails.

927 Whitemarsh Avenue, Simpsonville

$369,900

3 Beds ⋅ 3 Baths ⋅ 20302913 MLS

Welcome to 330 Belle Oaks Drive, an exceptional residence tucked within the gated community of Cottages at Harrison Bridge in the heart of Simpsonville. Thoughtfully designed and impeccably maintained, this home offers an effortless blend of sophistication, comfort, and low maintenance living. From the moment you step inside, you're greeted by soaring ceilings, beautiful flooring and an abundance of natural light that creates an inviting, airy ambiance. The open concept design is ideal for both everyday living and entertaining. The spacious kitchen offers an abundance of cabinet storage and a center island surrounded by Stainless appliances- Refrigerator, Built in Microwave, Stove, & Dishwasher that stay with the home. The laundry area washer & dryer are already in place for your convenience.. This home features 3 bedrooms, 2.5bathrooms and a bonus room giving you endless possibilities. The primary suite is crowned with trey ceilings, a large walk in closet, and the primary bath offers double sinks, and a walk in tile shower. Step outside to your own serene escape, where you can sit and relax on your own patio overlooking your fenced in landscaped yard. The Cottages offer Residents the added luxury of HOA- maintained lawn care and access to community amenities- Pool, Walking Trails. This is a prime location just minutes from all that Simpsonville offers. This is more than just a home- it's a lifestyle. Don't miss out on this one, schedule your showing today!

330 Belle Oaks Drive, Simpsonville

$435,000

5 Beds ⋅ 3 Baths ⋅ 20303077 MLS

Space, layout, and location come together in this 5-bedroom, 3-bath home with 2,905 sq ft designed for modern living. The open-concept kitchen and living room center around a large island—perfect for entertaining, family gatherings, or everyday meals—while generous storage throughout keeps life organized. The primary suite on the main level, plus an additional bedroom and full bath, offers flexibility for guests or a home office. Upstairs, a large loft creates the ideal second living space or kids’ retreat, giving everyone room to spread out. Best of all, this home sits next to Heritage Park, making it easy to enjoy walking trails, green space, and outdoor activities just steps from your door. A smart floor plan, flexible spaces, and an unbeatable location make this one a standout.

109 Woodcross Drive, Simpsonville

$307,500

3 Beds ⋅ 3 Baths ⋅ 20302405 MLS

The low-maintenance lifestyle you've been looking for starts right here. This 3-bedroom, 2.5-bath brick townhome in Simpsonville's Townes at Brookwood has the kind of space and finish level that makes daily life feel effortless. The great room commands attention the moment you walk in, its two-story vaulted ceiling soaring above rich hardwood floors and French doors that open to a covered private patio. The kitchen impresses with dark cherry cabinetry and raised panel doors, black granite countertops, a full stainless steel suite, and a breakfast bar that keeps the living spaces connected. Formal dining sits just steps away, dressed with crown molding and a chandelier. The primary suite lives on the main level with a generous walk-in closet, garden tub, and separate shower. Upstairs, two spacious bedrooms share a full bath and open to a loft overlooking the living area below. Step out back to a covered, fenced patio that was made for evenings outdoors. The HOA handles exterior maintenance, lawn care, and termite coverage, and residents enjoy a beautifully appointed community pool with a pergola and lounge seating. Zoned for Bethel Elementary, Mauldin Middle, and Mauldin High.

57 Bay Springs Drive, Simpsonville

$624,900

4 Beds ⋅ 4 Baths ⋅ 20302740 MLS

Listed by The Missy Rick Team.Significant price improvement! This home is now priced to attract immediate attention and offers incredible value for the location, condition, and features. If you've been watching this one, now is the perfect time to take another look. Located in one of Simpsonville's most sought after communities, 201 Deerview Trail offers the space, privacy, and outdoor living that buyers are searching for but rarely find. With four bedrooms, three and a half baths, a fenced half acre lot, and exceptional indoor and outdoor entertaining areas, this beautifully maintained home combines comfort, flexibility, and convenience in a location that continues to be in high demand. From the moment you arrive, the mature landscaping and attractive curb appeal set the tone for what awaits inside. Natural light, updated flooring, and carefully selected paint colors create a home that feels fresh, inviting, and move in ready. The formal dining room is currently being enjoyed as a playroom, highlighting the versatility of the floor plan. Whether you need a dining room, home office, sitting area, or additional living space, this room easily adapts to your lifestyle while connecting seamlessly to the butler's pantry and kitchen. The spacious kitchen was designed for both everyday living and entertaining with stainless steel appliances, abundant cabinetry, tile backsplash, farmhouse sink, oversized island, generous counter space, and a bright breakfast area overlooking the backyard. The family room features soaring ceilings, abundant natural light, and a fireplace that creates a warm and inviting gathering space for family and friends. Outdoor living is where this property truly stands apart. Enjoy quiet mornings on the screened porch, host cookouts from the outdoor kitchen, or relax in the privacy of the fenced backyard with plenty of room for pets, gardening, recreation, and entertaining. The primary suite is conveniently located on the main level and offers a peaceful retreat with double sinks, a soaking tub, walk in shower, and a spacious walk in closet. Upstairs, additional bedrooms, well appointed baths, and flexible living spaces provide room for guests, hobbies, work from home needs, or a second gathering area. One of the most unique features of this Simpsonville community is its connection to nature. Residents enjoy neighborhood walking trails leading to the river, creating a beautiful setting for daily walks and outdoor enjoyment. The HOA is currently enhancing these amenities with plans for a new walking path, expanded river access, and a riverside picnic area, adding even more value and enjoyment for homeowners. Conveniently located near downtown Simpsonville, Greenville, shopping, dining, parks, schools, and major employers, 201 Deerview Trail offers the combination of location, lot size, outdoor living, and community amenities that buyers continue to seek. Homes with a fenced half acre lot, outdoor kitchen, screened porch, primary suite on the main level, river access, and walking trails rarely become available in such a desirable Simpsonville location. This is the kind of property buyers wait for and one that is increasingly difficult to replace.

201 Deerview Trail, Simpsonville

$390,999

4 Beds ⋅ 3 Baths ⋅ 20301948 MLS

Welcome to 9 Chapel Hill Ln—an elegant 4-bedroom, 2.5-bath home offering 2,375 sq ft of beautifully designed living space in the sought-after Kelsey Glen community. From the moment you arrive, the home’s stone-and-siding facade and inviting entry sets the tone for what’s inside. The two-story layout is bright, functional, and ideal for both everyday living and entertaining, featuring granite countertops, a generous pantry, and excellent storage throughout. Step outside to a level, fenced backyard with a patio—a perfect setting for morning coffee, weekend gatherings, or simply unwinding at home. Enjoy the added convenience of a 2-car garage and neighborhood amenities including a community pool and playground. Perfectly positioned just minutes from downtown Simpsonville and with quick access to I-385, this home is conveniently located to the Five Forks area and effortless connectivity to Greenville and Spartanburg. Zoned for highly desirable schools, including Rudolph Gordon School and Hillcrest High School, this home delivers the ideal blend of style, comfort, and location.

9 Chapel Hill Lane, Simpsonville

$254,000

3 Beds ⋅ 2 Baths ⋅ 20301753 MLS

The one you’ve been waiting for is finally here!! Welcome home to this beautifully updated bungalow located in the highly sought-after Westwood neighborhood of Simpsonville! This completely move-in ready 3 bedroom, 2 full bathroom home perfectly blends modern upgrades, classic charm, and an unbeatable location! As soon as you enter, you’ll love the gorgeous luxury vinyl plank flooring that extends throughout the entire main level, creating a seamless and stylish feel. The convenient main floor primary bedroom offers easy accessibility, with a beautifully updated full bathroom nearby featuring a granite vanity and stunning tiled tub surround. The galley-style kitchen is both functional and beautiful, complete with granite countertops, eye-catching tile backsplash, and all appliances included! The kitchen opens directly to the dedicated dining area, making it the perfect setup for everyday meals or entertaining guests. Just off the kitchen, there is a spacious laundry room/mudroom combination, and yes — the washer and dryer convey as well! Upstairs features two generously sized bedrooms, including one with walk-in attic storage, plus a second full bathroom showcasing a gorgeous tiled shower. Outside, enjoy your own private backyard retreat! The oversized deck and adjoining patio create the ideal entertaining space, complete with charming Edison string lights and overlooking the large fenced backyard. There’s even a storage shed for all your extra storage needs. The landscaping has recently been refreshed, adding even more curb appeal and making this home feel even more fresh and move-in ready for its next owner! And with no HOA, you’ll love the added flexibility and freedom. Conveniently located just minutes from I-385 and Fairview Road, this home offers quick access to Greenville, Mauldin, and Fountain Inn, along with shopping, dining, and everyday conveniences nearby — all while being nestled within an established neighborhood. Don’t miss your opportunity to own this beautifully updated home in one of Simpsonville’s most desirable areas at an affordable price! Schedule your showing today!

135 Ashdown Drive, 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