Downtown Homes with League Middle school

Welcome to Downtown Greenville, South Carolina, a vibrant and historic subdivision that perfectly marries urban living with Southern charm. Nestled in the heart of Greenville County, this dynamic area is renowned for its picturesque streets, eclectic dining options, and an array of cultural attractions, making it a prime destination for families, professionals, and retirees alike.

Downtown boasts a diverse selection of homes, ranging from charming historic properties to modern townhouses, catering to various tastes and lifestyles. Each residence reflects the unique character of the area, with many offering stunning views of the lush parks and the iconic Reedy River. The walkability of Downtown adds to its appeal, allowing residents to enjoy leisurely strolls to local boutiques, farmer’s markets, and the vibrant arts scene that defines this community.

Families will appreciate the proximity to League Middle School, a well-regarded institution known for its commitment to academic excellence and community engagement. This makes Downtown an ideal choice for those seeking a nurturing environment for their children’s education.

In addition to its educational offerings, Downtown Greenville is a hub for entertainment and recreation. With an array of parks, festivals, and outdoor activities, there’s always something to do. Whether you’re enjoying a concert at the Peace Center or savoring a meal at one of the many local eateries, Downtown is a place where memories are made.

Come discover the charm of Downtown Greenville—a place where history meets modern living, and community spirit thrives!

Newest Downtown Homes with League Middle school

$1,239,500

2 Beds ⋅ 1.5 Baths

Your search for a Center of Downtown Greenville Main Street condo is over! This beautiful one level condo in the historic Cauble Building, showcases heart pine flooring, soaring ceilings, a gourmet kitchen, a dreamy primary suite, and expansive living and dining areas perfect for relaxing and entertaining. This home looks and feels like it is in Manhattan or Paris, yet it is in the most central part of downtown Greenville and Walkable to EVERYTHING! This is the PERFECT Pied-a'-Terre, full time residence or investment property.

102 N Main Street Unit Unit G, Greenville

$785,000

4 Beds ⋅ 2.5 Baths

Location, location, location! Nestled in the heart of downtown Greenville, half a block from Pickney St. and walking distance to Main St, Unity Park, the Peace Center, Starbucks, the Swamp Rabbit Cafe and Cook Station! This charming craftsman style home of 4 bedrooms, 2.5 baths and an attached 2 car garage has been thoughtfully updated and improved in the past two years. New light fixtures, backyard landscaping, primary bedroom closet system expansion, engineered hardwood flooring upstairs, wallpaper accents and an incredible upgraded pantry - currently serving as the "Shoe Pantry"! In addition to the 2 car garage, the rear driveway will accommodate 4 cars. Large partially fenced backyard. Don't miss this opportunity to enjoy all that Greenville has to offer.

9 Winn Street, Greenville

$725,000

4 Beds ⋅ 2.5 Baths

Ideally located just 1.5 miles from Unity Park and the Peace Center, this 4 bedroom 2.5 bath home offers the perfect blend of comfort, thoughtful design, and downtown convenience. The highly desirable floor plan features a primary suite on the main level, providing both privacy and ease of living. The open-concept design offers abundant natural light, and inviting spaces perfect for everyday living and entertaining. Step outside to enjoy the covered back porch overlooking a spacious, fully fenced backyard—ideal for pets, play, or outdoor gatherings. A detached two-car garage is complemented by an oversized parking area, offering ample space for multiple vehicles and guests. Located just minutes from downtown Greenville’s award-winning restaurants, shopping, parks, and entertainment, this home combines modern amenities, generous outdoor space, and an exceptional location in Greenville, South Carolina!

109 David Street, Greenville

$1,600,000

4 Beds ⋅ 3.5 Baths

Renovation just completed and Ready for it's new owner! 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 features 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 shines 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.

105 Vannoy Street, Greenville

$3,899,000

3 Beds ⋅ 4.5 Baths

Single-family living. North Main location. Private yard. Elevator. NO HOA. That combination is exceptionally hard to find in downtown Greenville and it’s exactly what sets this home apart. Perfectly positioned just off coveted North Main Street and within walking distance of McPherson Park, Greenville’s oldest historic park, this custom-built, one-owner residence delivers the space, privacy, flexibility, and amenities buyers are looking for when they want to live at the heart of it all without giving up the comforts of a true single-family home. Think boutique hotel meets modern brownstone, with four beautifully designed levels connected by a private elevator and three outdoor terraces, including an incredible rooftop retreat with skyline views. The grand foyer welcomes you on the main level, where a private guest suite with en-suite bath provides an ideal space for guests, family, or multigenerational living. The three-car tandem garage is an extraordinary downtown amenity and includes a pet washing station, utility closet, tankless water system, and additional storage. And yes, the elevator makes every level effortlessly accessible.The second level is designed for living and entertaining, centered around an impressive chef’s kitchen with oversized island, bar seating, city views, and a generous walk-in pantry with access to one of the home’s terraces. A formal dining room, private home office with rich mahogany walls and sliding doors, spacious laundry room, and stylish powder room complete this level. Upstairs, the primary suite feels like a private retreat, featuring dual walk-in closets and a spa-inspired bath with a freestanding soaking tub, expansive tiled shower, and dual vanities. A second guest suite with its own en-suite bath provides comfort and privacy. The fourth level takes downtown living to another level, literally. A sophisticated recreation space with wet bar, secondary kitchenette, and full bath opens through dramatic accordion doors to an expansive rooftop terrace complete with built-in grill and bar. With sweeping skyline views, this is the kind of space made for evenings with friends, game days, or simply enjoying the lights of downtown Greenville. And then there’s something you simply don’t get with most downtown options: your own yard space, your own garage, your own elevator, and NO HOA. For buyers comparing what their dollars can buy in downtown Greenville, this home deserves a very close look. It offers a rare combination of single-family ownership, generous square footage, outdoor space, parking, elevator access, and a premier North Main location, all in one remarkable package. Homes with this combination of features don’t just come along every day. They make an entrance. Now, it’s your turn to make it yours.

604 N Main Street, Greenville

$599,000

3 Beds ⋅ 2.5 Baths

312 Pinckney Street offers a rare opportunity to enjoy one of Greenville's most sought-after lifestyles—walkable, connected, and surrounded by the very best of the city. Nestled beside the historic Hampton-Pinckney neighborhood and just blocks from Downtown Greenville, this move-in-ready Craftsman home places you minutes from Unity Park, the Swamp Rabbit Trail, The Commons, Heritage Green, and Main Street's acclaimed restaurants, shops, and entertainment. Inside, the thoughtfully designed floor plan combines timeless character with modern convenience. The main living level features soaring 9-foot ceilings, an open-concept layout, abundant natural light, and a spacious kitchen with generous cabinetry and workspace for everyday living and entertaining. Upstairs, three comfortable bedrooms provide flexibility for guests, a home office, or growing families. The primary suite offers a private retreat with ample storage and well-appointed bath. Outdoor living is equally inviting. A covered rear deck creates the perfect setting for morning coffee, evening gatherings, or al fresco dining, while off-street parking for two vehicles adds convenience rarely found this close to downtown. Whether you're biking the Swamp Rabbit Trail, spending weekends at Unity Park, meeting friends at The Commons, or enjoying Greenville's award-winning downtown, 312 Pinckney Street puts it all within easy reach. This is more than a home, it is a chance to live at the center of Greenville's most vibrant and walkable destination.

312 Pinckney Street, Greenville

$650,000

RARE DOWNTOWN NEW CONSTRUCTION OPPORTUNITY! Just one street off Main Street, this prime 0.25-acre single-family residential lot offers an exceptional opportunity to build in the heart of Historic Downtown Greenville. Enjoy walkability to the city’s finest restaurants, entertainment, shopping, and cultural attractions. Water, sewer, and an existing driveway are already in place, making this property truly build-ready. Located on historic Vannoy Street between Stone Avenue and East Park Avenue, the lot is surrounded by mature trees and an established streetscape, providing charm, privacy, and timeless character. Adjacent to McPherson Park, the setting is peaceful yet central. The elevated topography offers one of the highest points in the East Park area, with potential views overlooking surrounding neighborhoods and downtown lights. This is an exceptionally rare opportunity, as buildable lots are nearly nonexistent in the historic residential core of Downtown Greenville. Ride or walk to Main Street or hop on the Trolley for effortless access to the city. Zoned for award-winning magnet schools: Stone Academy, League Academy, and Greenville High School. Bring your builder and design your custom home in one of Greenville’s most sought-after historic neighborhoods. A truly unique chance to invest and build where opportunities like this seldom arise. Agent related to seller

116 Vannoy Street, Greenville

$345,601

55' WIDE BUILD READY LOTS IN HAMPTON PINCKNEY: Rare opportunity to build your dream home in a established neighborhood that is truly walking distance to everything Downtown with great schools. Taxes are based on 1/5th of whole lot from 2023 taxes. Homes in the area selling for over a million. THESE LOTS ARE NOT IN THE HAMPTON PINCKNEY HISTORIC DISTRICT. NO ARCHITECTURAL RESTRICTIONS OR COMMITTEE REVIEW REQUIREMENTS.

Allison Street Unit Lot 2, Greenville

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