Simpsonville Homes with Charleston Style

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.

2 Whirlwind Way, Simpsonville

$606,244

4 Beds ⋅ 4.5 Baths ⋅ 1597546 MLS

The Crestwood Plan is a beautifully designed 4-bedroom, 4.5-bath floorplan offering 2,194 square feet of thoughtfully arranged living space. Upon entry, you're welcomed into a spacious open-concept layout that seamlessly connects the main living areas. The gourmet kitchen option adds elegance and functionality, perfect for entertaining or everyday meals. A large island anchors the kitchen, flowing easily into the dining area and inviting great room. The luxurious owner's suite is conveniently located on the main floor, featuring a spa-like bath and generous walk-in closet. Three additional bedrooms provide comfort and flexibility for guests, family, or a home office. The highlight of this plan is the expansive bonus room upstairs, ideal for a media room, playroom, or additional guest suite. The 2-car garage offers ample storage space, rounding out this exceptional floorplan designed for modern living. The Crestwood Plan perfectly blends comfort, luxury, and practicality.

200 Encampment Boulevard, Simpsonville

$614,900

4 Beds ⋅ 3.5 Baths ⋅ 1595421 MLS

Welcome to 303 Encampment Boulevard, a beautifully appointed 4-bedroom, 3.5-bath home built in 2023 by Crescent Homes. Perfectly positioned on a spacious corner lot directly across from community fishing ponds and within walking distance to the neighborhood pool, cabana, and playground, this move-in ready home combines luxury, functionality, and thoughtful upgrades throughout. From the moment you arrive, you'll appreciate the beautiful landscaping, a full-yard irrigation system added after construction, a freshly painted front door, and meticulously cleaned carpets that make this home truly turnkey. Inside, abundant natural light fills the home, creating a bright and welcoming atmosphere throughout. The owners have also upgraded the builder-grade flat paint with more durable, higher-quality finishes and recently refreshed the first floor, stairwell, two upstairs bathrooms, and loft accent wall with fresh paint. As you enter, you're greeted by a spacious dining room that can easily serve as a home office, sitting room, or flex space to fit your lifestyle. Just beyond the dining area is a thoughtfully designed butler's pantry, perfect for a coffee bar or beverage station, along with a generously sized pantry offering exceptional storage. From there, you'll enter the heart of the home—the beautifully appointed kitchen. Designed for both everyday living and entertaining, the kitchen features Silestone countertops, a farmhouse sink, upgraded lighting, pull-out cabinet shelving, soft-close drawers and cabinet doors, abundant workspace, and extensive cabinetry. The kitchen opens seamlessly to the inviting living area, where a stunning gas fireplace creates a warm and elegant focal point for gathering with family and friends. Conveniently located just off the kitchen is a dedicated laundry room featuring custom cabinetry, providing both organization and additional storage space. The open-concept living spaces flow effortlessly to the screened porch and an expansive custom patio that adds approximately 500 square feet of outdoor living space, creating the perfect setting for entertaining, grilling, or simply relaxing outdoors. Privately situated at the rear of the home, the main-level primary suite serves as a peaceful retreat featuring customized dual walk-in custom-built closets and a spa-inspired bathroom complete with a freestanding soaking tub and beautifully tiled shower. As you make your way upstairs, you'll be greeted by a stunning showcase wall that creates a beautiful focal point along the stairwell landing. At the top of the stairs, a massive bonus room provides incredible flexibility and opens to a second-floor balcony. The balcony has been professionally sealed and includes a transferable warranty, offering added durability and peace of mind for years to come. The second floor also features two spacious bedrooms connected by a shared bathroom, along with an additional bedroom located adjacent to its own full bathroom, making it an ideal setup for guests, multigenerational living, or a secondary primary suite. Storage is abundant throughout the home, and the oversized three-car garage provides even more room for vehicles, hobbies, tools, and equipment. Built in 2023 by Crescent Homes and meticulously maintained, this home offers the rare opportunity to enjoy nearly new construction without the wait, expense, or hassle of building. With premium upgrades already completed, exceptional indoor and outdoor living spaces, resort-style community amenities within walking distance, and a highly desirable Simpsonville location, 303 Encampment Boulevard is ready to welcome you home.

303 Encampment Boulevard, Simpsonville

$479,900

4 Beds ⋅ 3.5 Baths ⋅ 1595395 MLS

Welcome to 14 Lewes Avenue, a stunning Charleston-inspired home built by Crescent Builders nestled in the highly desirable Settlement community of Simpsonville. Built in 2022, this beautifully crafted residence offers the perfect blend of timeless Lowcountry charm and modern luxury, complete with double front balconies, inviting outdoor spaces, and over 2,500 square feet of thoughtfully designed living. Inside, you'll find an open and airy floor plan designed for both everyday living and effortless entertaining. Beautifully decorated with a spacious kitchen that serves as the heart of the home, featuring stylish finishes, abundant cabinetry, and a large island overlooking the main living areas. With four bedrooms, three and -a-half baths, and flexible living spaces throughout, there's room for everyone to live, work, and gather comfortably. Beautiful primary suite on the main level. Also a designated laundry conveniently located right off the kitchen. Step outside and experience the charm that makes The Settlement one of Simpsonville's most sought-after neighborhoods. Known for its picturesque streets, beautiful architecture, and welcoming community atmosphere, residents enjoy a unique blend of Southern elegance and modern convenience. Neighbors gather on front porches, children play along tree-lined streets, and community amenities create opportunities to connect year-round. Beyond the neighborhood, you'll love being just minutes from vibrant downtown Simpsonville, where local restaurants, boutiques, breweries, parks, and seasonal events create an exciting small-town atmosphere. Easy access to I-385 places downtown Greenville, major employers, shopping, and entertainment within a short drive, making this location ideal for commuters and those seeking the best of Upstate South Carolina living. If you've been searching for a nearly new home that offers character, community, and an unbeatable location, 14 Lewes Avenue is the opportunity you've been waiting for. Come experience the charm, convenience, and lifestyle that make The Settlement and Simpsonville such special places to call home.

14 Lewes Avenue, Simpsonville

$335,692

4 Beds ⋅ 2.5 Baths ⋅ 1594953 MLS

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

$624,900

4 Beds ⋅ 3.5 Baths ⋅ 1594866 MLS

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

$449,488

4 Beds ⋅ 2.5 Baths ⋅ 1594292 MLS

Welcome to the Windermere Plan! This beautifully designed 4-bedroom, 3.5-bath home offers 2,474 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 Plan delivers the perfect balance of comfort and style fo rtoday’s lifestyle.

205 Plain Post Trail, Simpsonville

$584,900

4 Beds ⋅ 2.5 Baths ⋅ 1593650 MLS

Welcome to 126 Chessington Lane, a rare opportunity to own a beautifully maintained Charleston-style home in the highly sought-after Redfearn community. Nestled among picturesque row homes surrounding a spacious central park of luscious green grass, this charming neighborhood offers a private, peaceful setting that feels like it's own hidden retreat while being only a short distance to the heart of downtown Simpsonville. Enjoy the convenience of walking to local favorites including the Ice Cream Station, Warehouse at Vaughns, The Slice, and many other shops, restaurants, and entertainment options. Inside, you'll find thoughtfully designed living spaces featuring beautiful hardwood floors, quality craftsmanship, and exceptional attention to detail throughout. The well-appointed kitchen is a chef's dream, highlighted by a premium Wolf gas range and ideal space for cooking and entertaining. The flexible floor plan offers a desirable main-level primary suite which walks out onto the screened porch, providing comfort and convenience. Upstairs, you'll find three additional bedrooms and a large bonus room, or configure the space to suit your needs with two bedrooms, a spacious bonus room, and a dedicated office or flex room. Step outside to enjoy a beautifully maintained property complete with irrigation and an invisible pet fence. The detached garage provides ample storage and parking, while the finished 250-square-foot studio apartment above offers incredible versatility. Complete with a full kitchen and bathroom, this private space is ideal for guests, a home office, rental income opportunity, or multi-generational living. Combining timeless Charleston charm, modern amenities, exceptional flexibility, and an unbeatable walkable location, 126 Chessington Lane offers a lifestyle that is truly hard to find in today's market.

126 Chessington Lane, Simpsonville

$352,840

4 Beds ⋅ 2.5 Baths ⋅ 1593564 MLS

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!

108 Wilson School Street, Simpsonville

$374,458

4 Beds ⋅ 3 Baths ⋅ 1593534 MLS

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!

106 Wilson School Street, Simpsonville

$379,749

5 Beds ⋅ 3 Baths ⋅ 1593526 MLS

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

$399,572

4 Beds ⋅ 3 Baths ⋅ 1593521 MLS

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

Simpsonville Homes with Charleston Style

Newest Simpsonville Homes with Charleston Style