South On Main Homes for Sale

Welcome to South On Main, a vibrant and inviting subdivision nestled in the heart of Woodstock, Georgia, within the picturesque Cherokee County. This charming community is designed for those who seek a perfect blend of suburban tranquility and urban convenience. With its tree-lined streets and beautifully landscaped homes, South On Main offers a warm and welcoming atmosphere that makes it an ideal place to call home.

The subdivision boasts a variety of homes for sale, catering to diverse tastes and lifestyles. Whether you’re looking for a cozy starter home or a spacious family residence, South On Main has something to suit every need. Each property is thoughtfully designed, featuring modern amenities, open floor plans, and ample outdoor space for relaxation or entertaining. Many homes also showcase stunning architectural details and energy-efficient features, ensuring comfort and sustainability.

Living in South On Main means enjoying the best of Woodstock. Residents have access to a wealth of recreational opportunities, including nearby parks, walking trails, and community events that foster a strong sense of camaraderie. The area is also known for its excellent schools, making it a desirable location for families.

With a vibrant downtown area just a short drive away, you’ll find an array of dining, shopping, and entertainment options to explore. If you’re ready to discover your dream home in a community that embodies Southern charm and modern living, South On Main is the perfect place to start your journey. Come and experience the allure of this exceptional neighborhood today!

Newest South On Main Homes for Sale

$1,099,000

3 Beds ⋅ 4 Baths ⋅ 7826329 MLS

A truly one-of-a-kind opportunity in the sought after neighborhood of South on Main, just a short walk or golf cart ride away from Downtown Woodstock. Thoughtfully designed across three finished levels, this beautifully appointed home offers exceptional craftsmanship, abundant natural light, versatile living spaces, and an incredible indoor-outdoor lifestyle. A welcoming front porch creates the perfect spot to sit, relax, and enjoy the charm of this special setting. The main level features a bright, open-concept kitchen, dining, and living area with rich hardwood floors and an impressive level of custom detail. Coffered ceilings, detailed millwork, custom trim, distinctive lighting, and beautiful wood accents are thoughtfully incorporated throughout the home, creating warmth, character, and a truly elevated feel. A rare side-entry from the garage provides direct access to the main level for added convenience. Just off the living area, the screened-in porch overlooks a peaceful, beautifully landscaped garden setting—an inviting space to relax and enjoy the outdoors. Upstairs, the spacious primary suite offers a private retreat complete with a fireplace, sitting area, coffee/wine bar, beautiful bath, and custom walk-in closet. Two generously sized secondary bedrooms provide comfortable accommodations for family or guests, with a convenient Jack-and-Jill bath connecting the rooms. One secondary bedroom is enhanced by an extended Juliet balcony, adding a charming outdoor element and an abundance of natural light. A versatile upstairs nook provides additional space for a home office, reading area, or sitting room, while the dedicated laundry room adds everyday convenience. The finished lower level is designed for entertaining and flexibility, featuring a large gathering space, custom-built bar, separate workout room, and full bath. The custom bar opens directly to the terrace and outdoor entertaining area, complete with an oversized hot tub, private pergola, and beautifully landscaped fully fenced yard. The basement is hardwired for a custom sound/speaker system, making it ideal for entertaining. The homeowners have opened up what was a fourth bedroom on the lower level to extend the entertainment area that could be used for a pool table/game room or easily converted back to a bedroom. Enjoy the amenities of South on Main, including a resort-style pool, playground, and abundant green spaces, all while being just minutes from the shops, restaurants, entertainment, and charm of Downtown Woodstock. A truly special home in an exceptional setting

272 Dawson Drive, Woodstock

$895,000

4 Beds ⋅ 4 Baths ⋅ 7823353 MLS

Discover effortless living in this beautifully crafted South on Main home, where a spacious main-level primary suite, thoughtfully designed floor plan, and walkable Downtown Woodstock location offer an exceptional lifestyle. A welcoming front porch sets the stage for the thoughtfully designed interior, where an inviting foyer opens to a versatile flex room currently used as a dining room before flowing seamlessly into the open-concept living spaces. The main living area is designed for both everyday living and entertaining, featuring a chef-inspired kitchen with a large island, abundant cabinetry, stainless steel appliances, and a spacious dining area currently serving as a cozy sitting room. The family room showcases a fireplace flanked by custom built-ins and storage, while the covered side porch provides the perfect setting for grilling, morning coffee, or relaxing evenings overlooking the fenced side yard. The main-level primary suite offers a peaceful retreat complete with a spa-inspired ensuite bath featuring a double vanity, oversized shower, and custom walk-in closet. A rear-entry garage with a convenient drop zone, guest powder room, and laundry room complete the main level. Upstairs, the flexible floor plan continues with an expansive bonus living area that can easily serve as a media room, game room, home office, or playroom. A spacious secondary bedroom enjoys the privacy of an ensuite bath, while two additional bedrooms share a well-appointed hall bathroom. A large walk-in attic provides exceptional storage space. Residents of South on Main enjoy outstanding resort-style amenities, including parks and green spaces, a community garden, resort-style pool with splash pad and cabana, a 6,000-square-foot clubhouse with fitness center, dog parks, playground, pavilion, event stage, and direct access to the Noonday Creek Trail. Located within walking distance of Downtown Woodstock's award-winning restaurants, shopping, entertainment, and year-round events, with convenient access to I-575, this exceptional home offers the perfect blend of luxury, convenience, and lifestyle.

401 Reeves Street, Woodstock

$1,075,000

4 Beds ⋅ 5 Baths ⋅ 7810545 MLS

Welcome to 581 South Club Drive, where luxury, convenience, and the sought-after Downtown Woodstock lifestyle come together in one exceptional home. Perfectly positioned on the main boulevard of the highly desirable South on Main community, this stunning 4-bedroom, 4.5-bathroom residence offers beautiful views of the neighborhood amenities while being just a short walk or golf cart ride to the heart of Downtown Woodstock. Built in 2022, this thoughtfully designed home offers approximately 3,318 square feet of beautifully finished living space with high-end craftsmanship and designer finishes throughout. From the moment you arrive, you’ll appreciate the inviting front patio, professionally landscaped yard, and timeless curb appeal. Inside, the open-concept floor plan is filled with natural light and showcases upscale finishes, making it perfect for both everyday living and entertaining. One of the home’s standout features is its private elevator, providing effortless access to every level of the home. Whether you’re carrying groceries, accommodating guests, or simply looking for everyday convenience, the elevator offers both comfort and long-term accessibility. Step outside to the spacious rear patio, creating an ideal space for relaxing with family or hosting friends year-round. The oversized owner’s suite is a true retreat, featuring generous space for a sitting area, his-and-her walk-in closets, dual vanities, a luxurious soaking tub, and an oversized walk-in shower designed for a spa-like experience. Every secondary bedroom offers the privacy and convenience of its own en-suite bathroom, making this home ideal for guests, growing families, or multigenerational living. Additional highlights include a three-car garage with plenty of room for vehicles, storage, and your golf cart—perfect for taking advantage of the community’s golf cart-friendly lifestyle. Located in the award-winning South on Main community, residents enjoy incredible amenities including a resort-style pool, clubhouse with fitness center, walking trails, parks, playgrounds, green spaces, dog parks, and community gathering areas—all just steps from your front door. Best of all, you’re within walking distance of Downtown Woodstock’s award-winning restaurants, boutique shopping, breweries, live entertainment, the farmers market, concerts, and year-round community events. If you’ve been searching for a luxury home that offers upscale finishes, a private elevator, low-maintenance living, incredible community amenities, and one of the best walkable locations in Woodstock, 581 South Club Drive is an opportunity you won’t want to miss.

581 S Club Drive, Woodstock

$885,000

5 Beds ⋅ 4 Baths ⋅ 7795935 MLS

Indulge yourself by being near everything. Close proximity to the interstate, dining, shopping and parks. Welcome home to your new 3 story craftsman detached home in the heart of Woodstock. Beautiful new LVP floors in a wonderful neutral tone. Neutral paint throughout and the most homeowner-friendly layout for which one could ever hope. Including one of the very few homes in the neighborhood with an actual backyard. Pour yourself a refreshing drink and sit on your front porch enjoying the neighborly visits or cuddle up in the upstairs media room and partake of your favorite film or binge on your latest guilty pleasure. Judgement-FREE zone! This is a fantastic move-in ready home. Contact your Agent and schedule a showing today.

262 Dawson Drive, Woodstock

$891,000

4 Beds ⋅ 4 Baths ⋅ 7769400 MLS

Experience one of Downtown Woodstock's most sought-after lifestyles in this rare primary-on-main home in South on Main. From the moment you arrive, you'll notice the professionally landscaped, three-sided fenced yard, inviting front porch, architectural lighting, and beautiful stonework that continues to the covered side porch, complete with skylights for added natural light. A fireplace and thoughtfully designed outdoor spaces create an inviting setting for relaxing or entertaining. Enjoy golf cart access to award-winning restaurants, boutique shopping, concerts, and the Greenprints Trail, all while coming home to a beautifully appointed luxury residence in one of Woodstock's premier communities. Designed for both everyday living and effortless entertaining, the home features a light-filled open floor plan, chef's kitchen with quartz countertops, hardwood floors, plantation shutters, custom closet systems, and two stunning stone fireplaces. The spacious main-level primary suite provides comfort and privacy, while the upstairs loft and generously sized secondary bedrooms offer flexible space for guests, a second living area, or a home office. Additional features include fresh interior and exterior paint, abundant storage, whole-house water filtration and air filtration systems, and an in-ground sprinkler system. From the beautifully landscaped grounds to the covered side porch and detailed architectural touches, every space has been thoughtfully designed for comfortable living and entertaining. From morning walks on the trail to evenings spent dining in Downtown Woodstock, this home offers more than exceptional finishes—it offers a lifestyle that's pretty tough to replicate. Opportunities to own a primary-on-main home in South on Main are rare. Don't miss this one!

263 Dawson Drive, Woodstock

Start Your Search

board logo Listings on this website come from the FMLS IDX Compilation and may be held by brokerage firms other than the owner of this website. The listing brokerage is identified in any listing details. Information is deemed reliable but is not guaranteed. If you believe any FMLS listing contains material that infringes your copyrighted work, please click here to review our DMCA policy and learn how to submit a takedown request. © 2026 FMLS. Last updated