Downtown Greenville SC Homes For Sale | James Schiller Team

Welcome to Oakleaf, an iconic Greenville estate where timeless architecture and modern luxury come together across approximately three private, beautifully landscaped acres in the heart of downtown Greenville. Surrounded by majestic mature oaks, towering magnolias, and curated gardens, the property provides an incredibly rare sense of seclusion with an established and refined presence. Originally rooted in the 1920s and featured in publications and tours over the years, the home has been thoughtfully reimagined for today’s lifestyle while honoring its architectural heritage. Several recent updates and modernized touches throughout add to the ease of living behind its enduring craftsmanship. With over 9300 total square feet of livable space between the main residence, a charming carriage house attached to the garage, and the fully redesigned guest house; there are very few needs and desires your lifestyle may demand that cannot be fulfilled within the private sanctuary of 22 Bennett St. The main residence, spanning over 6500 square feet on its own, reflects an elegant English manor influence with five bedrooms and six-and-a-half baths. A stunning main-level primary suite introduces a more contemporary layer, with vaulted ceilings, expansive windows, and direct access to a private garden terrace. The 14 x 22' primary bath features marble finishes, dual vanities, a free-standing soaking tub, glass-enclosed shower, custom his and her closets, and his and her water closets. Designed with both everyday living and entertaining in mind, the home provides gracious formal spaces alongside a well-appointed chef’s kitchen, expansive center island, and inviting gathering areas that flow seamlessly throughout. A richly detailed den, wine cellar with original brick accents, and flexible spaces for work or leisure further enhance the experience. Complementing the main home, the separate guest house and carriage house provide exceptional accommodations for extended stays, providing both privacy and flexibility for hosting. With seven bedrooms and nine-and-a-half baths across the property, the estate is uniquely suited for multigenerational living or a true retreat-like setting. Winding brick walkways, manicured courtyards, and layered outdoor spaces create an atmosphere that feels both intimate and expansive—ideal for gatherings, quiet moments, and everything in between. A rare opportunity to own a legacy property in one of Greenville’s most coveted settings, designed to live beautifully now, while carrying its story forward for generations to come. Some images have been virtually staged.

Overlooking Rock Quarry Park, this BRAND NEW LUXURY CONDO FLAT DOWNTOWN. At 4300+ sft, you can DOWNSIZE WIHTOUT COMPROMISE. Just steps to Swamp Rabbit Trail and Cleveland Park. Dramatic glass foyer w/20’ ceiling and stunning view of the waterfall & park. Quartzite kitchen PLUS SCULLERY is a Chef’s Delight: GE Monogram appliances including 48” dual fuel range, TWO D/W’s, and a 60” paneled fridge/freezer, wine cooler, speed oven & extensive pantry storage. Features: 10’ ceilings, European white oak floors (NO CARPET), custom cabinetry & millwork, Sonance invisible speakers, and large Sierra Pacific windows framing the natural setting, 8’ solid core doors and Icynene insulation. Primary suite: 12’ ceiling, fireplace, spa-like bath w/heated marble floor, zero-entry steam shower, soaking tub & towel warming drawer. WIC w/custom built-ins & pvt W/D connection. All 3 bedrooms en suite. Enjoy the luxury of low-maintenance, lock&leave living in this park-side location DOWNTOWN.

Live the downtown Greenville lifestyle you’ve been dreaming of in this beautifully renovated classic bungalow—where charm, style, location, and investment potential come together seamlessly. This move-in ready 3-bedroom, 2-bath home welcomes you with an airy, open-concept layout designed for both everyday living and effortless entertaining. The spacious Great Room flows into a stunning chef’s kitchen featuring custom soft-close white cabinetry, granite countertops, subway tile backsplash, stainless steel appliances, a pot filler, and stylish pendant lighting—every detail thoughtfully curated for both beauty and function. The home’s split-bedroom design offers privacy, with a luxurious primary suite that feels like a personal retreat. Enjoy your own private deck access and unwind in the spa-inspired ensuite bath complete with penny tile flooring, an extended granite vanity, a frameless glass shower with pebbled flooring, and a rainfall shower head. Two additional bedrooms are generously sized and connected by an upgraded Jack-and-Jill bath with designer tile finishes. No detail was overlooked in this top-to-bottom renovation, including new plumbing, electrical, HVAC, windows, vinyl siding, decks, privacy fence, and driveway—offering peace of mind for years to come. Outdoor living is just as impressive, with a full-length covered front porch, a private deck off the primary suite, and an expansive side/rear deck perfect for entertaining, all overlooking a spacious backyard. Best of all, you’re just minutes from Fluor Field, award-winning restaurants, shopping, and medical facilities, making this home ideal for first-time buyers, downsizers, or savvy investors. With a proven track record as a successful and lucrative rental property, this home offers immediate income potential and strong appeal in Greenville’s thriving rental market. This is more than a home—it’s a rare opportunity to own a fully reimagined bungalow in one of Greenville’s most desirable locations—with the flexibility to live in it, lease it, or both.

A beautiful newer residence and a smart investment opportunity in one! Located just outside city limits, 109 Taylor St offers excellent potential as an AirBnB or short-term rental and the expertly designed floorplan blends style, comfort, and functionality. Nestled on a quiet street on Greenville’s desirable Westside, just minutes from Prisma Health and St. Francis, you’ll enjoy easy access to the vibrant, culturally rich Downtown and endless opportunities for dining, entertainment, and adventure. From the moment you arrive, the home’s modern curb appeal stands out, featuring decorative gable trusses, contrasting trim, and a bold painted entry door. Step inside to discover a refined interior with luxury flooring and crown molding that flows seamlessly throughout. The open concept showcases a spacious Family Room with two complementary accent walls, connecting effortlessly to the Dining Room highlighted by a wicker globe chandelier. The Kitchen is a true showstopper! Complete with wrap-around quartz countertops, custom cabinetry, a full bank of high-end appliances - including a range pot filler - a walk-in pantry, and warm Edison lighting, this space is sure to be the family gathering spot. Just beyond, a cozy Breakfast or Staging Area offers the perfect space for a café table, coffee bar, or an organizational drop zone. The main level also features a generously sized Bedroom and full Bath that’s ideal for guests, in-laws, or even a private Home Office. A dedicated laundry room with tile flooring finishes the first floor. Upstairs, you’ll find additional designer touches, including eye-catching accent walls. The Owner’s Suite is a standout retreat, featuring wicker globe reading lights, a statement accent wall, and a luxurious personal Bath with a tiled walk-in shower, bench seating, overhead rain fixture, dual vanity with honeycomb tile backsplash, oversized tile flooring, and multiple closets. Additional Bedrooms offer ample closet space and share a well-appointed Hall Bath with double sinks and elegant wrought iron oval mirrors. Outdoor living is just as inviting, with a rear Deck perfect for relaxing with friends or hosting family cookouts. Come experience everything this exceptional home has to offer… schedule your showing today!

Prime residential lot located within walking distance to Main Street downtown. Unique lot with frontage on S. Calhoun and alley access on Ripley allows for a single family home AND a detached 2 car garage off the alley with an ADU. OR lot can be subdivided into 2 lots. Survey available and house plans available with acceptable offer. SELLER WILL NOT SUBORDINATE LOT TO BUILDER.

Welcome to one of the most anticipated homes in highly desirable North Main—where walkability to downtown meets the peace and charm of a tranquil neighborhood setting. This beautifully reimagined home is a true showstopper, thoughtfully designed with both everyday living and effortless entertaining in mind. Every detail of this full renovation has been carefully curated to deliver style, comfort, and functionality. The main level will feature a stunning primary suite, complete with a spa-inspired bathroom showcasing a generously sized tiled shower, dual vanities, and direct access to a perfectly appointed walk-in closet. At the heart of the home, an open-concept kitchen and dining area will shine with top-of-the-line appliances, designer finishes, and seamless flow—overlooking a serene, mature wooded backyard. With a peaceful creek running through the property, the outdoor setting offers a rare sense of privacy and escape. The lower level adds incredible versatility with three additional bedrooms, including one with a private en-suite bath. You’ll also find a spacious laundry room, abundant storage, and a large den with a kitchenette—ideal for movie nights, guests, or multi-generational living. Designed for gathering and making memories, this home offers exceptional spaces both inside and out. Scheduled for completion in September 2026. Renderings with full design selections are available upon request.

Think boutique hotel meets modern brownstone. Perfectly positioned on coveted North Main Street near McPherson Park, Greenville’s oldest historic park, this one-owner, custom-built residence offers an exceptional blend of luxury, functionality, and elevated living, all within walking distance to the city’s most celebrated dining, shopping, and green spaces. This thoughtfully designed four-level home welcomes you with a grand foyer and a private main-level guest suite complete with its own en-suite bath, ideal for hosting or multigenerational living. This level also provides access to the three-car tandem garage, thoughtfully equipped with a pet washing station, utility closet, tankless water system, and additional storage. And while the staircase makes a statement all its own, a private elevator offers effortless access to every level. The second level serves as the heart of the home, featuring an impeccably appointed chef’s kitchen with a generous center island, bar seating, and captivating city views. A spacious walk-in pantry opens to one of the home’s three terraces, creating seamless indoor-outdoor flow. This level also includes a formal dining room, a dedicated home office with rich mahogany walls and sliding doors for privacy, a well-appointed laundry room with sink and storage, and a stylish powder room for guests. The third level is a true private retreat, highlighted by a luxurious primary suite featuring dual walk-in closets and a spa-inspired bath with a freestanding soaking tub, expansive tiled shower, and dual vanities with abundant storage. An additional guest suite on this level offers its own en-suite bath, ensuring comfort and privacy for all. The fourth level elevates the experience even further, offering a sophisticated recreation space complete with a wet bar, secondary kitchenette, and full bath. Dramatic accordion-style doors open to an expansive rooftop terrace with a built-in grill & bar, creating a seamless indoor-outdoor setting with stunning skyline views—perfectly perched above downtown Greenville. Homes of this caliber don’t just come on the market. They make an entrance. NOW: Make it yours!

LOCATION, LOCATION, LOCATION!! Commercial or Residential. This Lot is located one block from Augusta Road, short distance to Fluor Field, with access to Swamp Rabbit Trail, and directly across from County Square Development as the new heart of Greenville's Downtown. Wonderful opportunity to build your dream home or business in the heart of Greenville's Downtown. Nestled among some of the most desired addresses, your opportunities are endless to build your dream home or business. Next to Downtown Shopping and Restaurants. Bring your builder and start the plans for your new property! Water, sewer and gas available. Haynie-Sirrine is one of the closest neighborhoods to Greenville's acclaimed Downtown, Parks, Trails &Shopping. University Ridge is across the street and being redeveloped with a $1 Billion Dollar budget as a new Downtown District. LIVE, WORK and PLAY with limitless opportunities to build in Downtown Greenville! Owner/Agent. RNX-C zoning allows limited small-scale commercial and up to 3 Story Height buildings

Seize the opportunity to own in this rapidly developing neighborhood in the North Main area of Greenville. This charming bungalow is ideally located near the city’s most popular outdoor spaces, dining, and entertainment. Downtown Greenville, Unity Park, and the Swamp Rabbit Trail are just minutes away. This adorable home features 3 bedrooms and 2 bathrooms, with generously sized closets and a primary bedroom that includes a walk-in closet and a full bathroom with a tub/shower combination. Extensive updates include a new roof, new vinyl siding, stucco foundation walls, new water and sewer lines, updated kitchen and baths, appliances, as well as new paint, LVP flooring, new carpet, and updated lighting throughout. All that plus the inviting rocking-chair front porch and low-maintenance yard offer outdoor enjoyment year-round. Whether you’re looking for a primary residence or a long-term rental in one of Greenville’s most desirable and evolving locations, this home presents an excellent opportunity. Check it out today!