Simpsonville Homes with Transitional Style

Welcome to Simpsonville, South Carolina – a vibrant city nestled in the heart of Greenville County. Known for its warm community spirit and picturesque landscapes, Simpsonville offers a perfect blend of small-town charm and modern conveniences. With its rich history and flourishing economy, residents enjoy a high quality of life, complemented by a range of recreational activities, parks, and a thriving downtown area filled with delightful shops and eateries.

One of the most appealing aspects of Simpsonville is its diverse real estate market, particularly the stunning homes featuring Transitional Style architecture. This design ethos harmoniously blends traditional and contemporary elements, creating a sophisticated yet inviting atmosphere. Homes in this style often showcase open floor plans, clean lines, and a neutral color palette, making them perfect for both entertaining and everyday living.

In Simpsonville, you’ll find an array of Transitional Style homes that cater to various lifestyles and preferences. From cozy single-family residences to spacious estates, these properties often boast high-end finishes, modern kitchens, and luxurious outdoor spaces – ideal for enjoying the beautiful South Carolina weather. The flexibility of Transitional design allows homeowners to personalize their spaces while maintaining a timeless elegance that never goes out of style.

Living in Simpsonville means being part of a close-knit community with excellent schools, recreational facilities, and easy access to the vibrant city of Greenville. Whether you're seeking a serene suburban lifestyle or a place to raise a family, Simpsonville's Transitional Style homes offer the perfect backdrop for your next chapter. Come discover the charm and beauty of this delightful city today!

Newest Simpsonville Homes with Transitional Style

$339,900

4 Beds ⋅ 2.5 Baths

Have you been looking for a home centrally located minutes from Downtown Simpsonville and Fountain Inn? Look no further! This immaculately maintained 4 bed/2.5bath home in Howard’s Park features durable hardboard siding, stone accents, a two-car garage, smooth ceilings, a closet pantry and a spacious primary suite with a full bath. The community also offers a neighborhood pool. The home is currently tenant-occupied, with the lease ending in July of 2027, creating an excellent opportunity to continue using it as an investment property or make it your personal home after the lease ends. If you don’t want to lose this rare find, schedule your appointment today.

904 Liberty Walk Lane, Simpsonville

$959,900

5 Beds ⋅ 3 Baths

Exceptional Design and Extensive Renovations define this Beautifully UPDATED 5-BEDROOM, 3-FULL-BATH Home, ideally situated on a CUL-DE-SAC in sought-after ASHETON SPRINGS. REFINISHED HARDWOOD FLOORS, extensive MILLWORK, CROWN MOLDING, CUSTOM BUILT-INS, and abundant NATURAL LIGHT create a warm yet sophisticated interior. At the heart of the home is a COMPLETELY REMODELED KITCHEN featuring WHITE SHAKER CABINETRY, GRANITE COUNTERTOPS, HERRINGBONE TILE BACKSPLASH, EXPANSIVE ISLAND SEATING, CUSTOM BEVERAGE AND SERVING AREA, and NEW STAINLESS STEEL APPLIANCES highlighted by a ZLINE GAS RANGE. A MAIN-LEVEL BEDROOM and FULL BATH offer exceptional flexibility. Currently used as a PRIVATE OFFICE WITH A MURPHY BED, the space easily transitions to comfortable guest accommodations. Upstairs are FOUR ADDITIONAL BEDROOMS, including an impressive PRIMARY SUITE with a SPA-INSPIRED EN-SUITE featuring a LARGE SOAKING TUB, FRAMELESS WALK-IN SHOWER, NEWLY ADDED PRIVACY WINDOW, and GENEROUS WALK-IN CLOSET WITH CUSTOM CABINETRY. All BEDROOMS feature CUSTOM CLOSET SHELVING. OUTDOOR LIVING is equally impressive with a SCREENED-IN PORCH with BRICK PANELING, NEW Premium Quality TREX DECK, OUTDOOR FIREPLACE, EXTERIOR LIGHTING, and FENCED BACKYARD—an inviting setting for YEAR-ROUND RELAXATION AND ENTERTAINING. ASHTON SPRINGS AMENITIES include a CLUBHOUSE, SWIMMING POOL, and TENNIS/PICKLEBALL COURTS. An EXTENSIVE LIST OF ADDITIONAL IMPROVEMENTS has been completed throughout the property, with a DETAILED UPGRADE LIST AVAILABLE. BEAUTIFULLY RENOVATED AND THOUGHTFULLY DESIGNED. Minutes from Shopping, Restaurants and More...

406 Red Fern Trail, Simpsonville

$409,590

3 Beds ⋅ 2.5 Baths

Welcome to the Finley Plan! This beautifully designed 3-bedroom, 2.5-bath Plus Loft home offers 2217 sq. ft. of open and functional living space. The main level features a spacious family room that flows seamlessly into the dining area and a modern kitchen with stylish finishes, abundant cabinetry, and plenty of counter space—perfect for entertaining or everyday living. Upstairs, the primary suite provides a private retreat with a walk-in closet and a spa-inspired ensuite bath, while two additional bedrooms and a full bath offer flexibility for guests, family, or a home office. With its inviting layout, thoughtful design, and timeless curb appeal, the Windermere delivers the perfect balance of comfort and style for today’s lifestyle.

4 Whirlwind Way, Simpsonville

$430,343

4 Beds ⋅ 3.5 Baths

Welcome to the Windermere Plan! This beautifully designed 4-bedroom, 3.5-bath home offers 2474 sq. ft. of open and functional living space. The main level features a spacious family room that flows seamlessly into the dining area and a modern kitchen with stylish finishes, abundant cabinetry, and plenty of counter space—perfect for entertaining or everyday living. Upstairs, the primary suite provides a private retreat with a walk-in closet and a spa-inspired ensuite bath, while two additional bedrooms and a full bath offer flexibility for guests, family, or a home office. With its inviting layout, thoughtful design, and timeless curb appeal, the Windermere delivers the perfect balance of comfort and style for today’s lifestyle.

6 Whirlwind Way, Simpsonville

$380,572

4 Beds ⋅ 3 Baths

Welcome to the Enclave at The Settlement featuring the brand-new Dream Series Home Plans! The Wayfare plan offers 2,266 square feet of thoughtfully designed living space with 4 bedrooms, 3 full baths, and a spacious 2-story layout perfect for modern living. Enjoy open-concept living ideal for entertaining, along with a fun recreational loft that provides a flexible, yet comfortable space. This home combines incredible affordability with the architectural detail and lifestyle you have come to expect within The Settlement. Don’t just own a home — own a lifestyle! Residents enjoy access to a master-planned community featuring walking trails, resort-style pool, two dog parks, waterside park with grilling area, playground, and exciting future amenities including an additional pool, pickleball courts, and tennis courts. Contact us today to schedule your appointment and learn more about the interior and exterior features of this beautiful new dream home!

103 Beautyberry Street, Simpsonville

$379,755

5 Beds ⋅ 3 Baths

Welcome to the Enclave at The Settlement featuring the brand-new Dream Series Home Plans! The spacious Prelude plan offers a 2,428 square foot, 2-story layout with 5 bedrooms, 3 full baths, and an open-concept floorplan thoughtfully designed for today’s lifestyle. Enjoy flexible living spaces throughout, including an upstairs flex room perfect for a media space, playroom, home office, or additional lounge area. This home combines incredible affordability with the architectural detail and lifestyle you have come to expect within The Settlement. Don’t just own a home — own a lifestyle! Residents enjoy access to a master-planned community featuring walking trails, resort-style pool, two dog parks, waterside park with grilling area, playground, and exciting future amenities including an additional pool, pickleball courts, and tennis courts. Contact us today to schedule your appointment and learn more about the interior and exterior features of this beautiful new dream home!

104 Wilson School Street, Simpsonville

$335,692

4 Beds ⋅ 2.5 Baths

Welcome to the Enclave at The Settlement featuring the brand-new Dream Series Home Plans! The Pier plan offers a 1,965 square foot, 2-story layout with 4 bedrooms, 2 full baths, and an open-concept floorplan thoughtfully designed for today’s lifestyle. This home combines incredible affordability with the architectural detail and lifestyle you have come to expect within The Settlement. Don’t just own a home — own a lifestyle! Residents enjoy access to a master-planned community featuring walking trails, resort-style pool, two dog parks, waterside park with grilling area, playground, and exciting future amenities including an additional pool, pickleball courts, and tennis courts. Contact us today to schedule your appointment and learn more about the interior and exterior features of this beautiful new dream home!

112 Wilson School Street, Simpsonville

$343,847

4 Beds ⋅ 2.5 Baths

108 Wilson School Street, Simpsonville

$427,128

4 Beds ⋅ 3.5 Baths

2 Whirlwind Way, Simpsonville

$379,950

4 Beds ⋅ 2.5 Baths

If you’ve been looking for a home with a beautiful yard, this one deserves a closer look! Tucked away on a peaceful cul-de-sac and nearly half an acre, this beautifully maintained 4-bedroom, 2.5-bath home offers an inviting setting with plenty of outdoor space. The lush, mature landscaping creates a private and relaxing backdrop, while the spacious backyard gives you room to entertain, garden, or simply enjoy the outdoors. The expansive tiered deck is perfect for morning coffee, family gatherings, grilling, or enjoying a quiet evening overlooking the yard. It’s a wonderful extension of the living space and one of the standout features of this property. Inside, you’ll find a spacious open floor plan, main-level primary suite with sitting area (that could be created into a 5th bedroom) and updated primary bathroom with walk in closet. Open floor plan with beautiful bamboo flooring in some areas. Bright open kitchen with granite countertops and stainless appliances. Large great room with fireplace and Formal Dining room. Brand-new HVAC, new water heaters, and new carpet. 4th bedroom is located upstairs that could also make a great bonus room with its very own half bath. All this in the sought-after Orchard Farms community, just steps from the pool, clubhouse, tennis, pickleball, and more. A beautiful home, an exceptional yard, and a setting that’s hard to find! Award winning school (Oakview/Beck/JL Mann) Buyers also receive loan credit when using preferred lender

120 Sentinel Court, Simpsonville

$419,000

4 Beds ⋅ 2.5 Baths

Welcome to 16 Halehaven Drive — a move-in ready home in the highly sought-after Orchard Farms community. With 4 bedrooms, a flexible bonus room, and resort-style neighborhood amenities, this is the lifestyle upgrade families have been waiting for. Step inside to a warm and inviting living room anchored by a gas fireplace, flowing seamlessly into a sun-drenched breakfast nook and a beautifully updated kitchen. Natural light pours in from the tree-lined backyard — a peaceful, private retreat right outside your door. Host dinner parties in the elegant dining room, or let the spacious front bonus room flex as a home office, playroom, or second living room. The layout gives every family member exactly what they need. Upstairs, the generous primary suite offers a true escape — with space to unwind, read, and recharge — plus a spa-inspired en suite bath designed to pamper. Three additional well-sized bedrooms provide the space growing families need, all on the same floor. Steps from your front door, Orchard Farms delivers resort-caliber amenities: a community pool, tennis courts, a fitness center, volleyball court, and scenic walking paths with sidewalks throughout. Whether you're raising a family or simply want a neighborhood with real community, Orchard Farms delivers. 16 Halehaven Drive checks every box — updated kitchen, gas fireplace, flexible living spaces, generous bedrooms, and access to some of the best amenities in the area. Homes like this don't last. Schedule your private showing today.

16 Halehaven Drive, Simpsonville

$470,000

4 Beds ⋅ 2.5 Baths

Welcome to the highly sought-after Nelly Farms community in Simpsonville! This spacious 4-bedroom home offers incredible potential and peace of mind, with many of the major updates already completed leaving the perfect opportunity for the next owner to add their personal style and finishing touches. Step inside to a stunning two-story foyer that creates an inviting first impression. The main level features beautiful hardwood floors throughout and an open-concept layout designed for both everyday living and entertaining. Enjoy a large family room, formal dining room, dedicated home office, and an eat-in kitchen with ample space for gathering with family and friends. Upstairs, you’ll find a generously sized primary suite featuring new carpet, a spacious walk-in closet with custom built-ins. Three additional bedrooms and a full bathroom provide comfortable accommodations for family members and guests alike. Situated on one of the largest lots in the neighborhood, this home is nestled in a quiet setting surrounded by mature trees, offering both privacy and charm. The exceptional outdoor living space is designed for year-round enjoyment and entertaining, featuring a huge screened-in porch with a cozy wood-burning fireplace, a spacious deck, and a relaxing hot tub on the patio. You’ll also find a custom outdoor kitchen and grill area, ready for hosting gatherings and creating unforgettable memories. The expansive backyard offers endless possibilities, with plenty of room to add a pool, create a play area, or design your own private outdoor retreat. Situated in one of Simpsonville’s most desirable neighborhoods, Nelly Farms offers a convenient location close to top-rated schools, shopping, dining, parks, and major commuter routes. Whether you’re looking for your forever home or an opportunity to build equity, this property is full of potential and ready for its next chapter.

5 Huntsman 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