South On Main Homes with Three Or More Stories

Welcome to South On Main, an enchanting subdivision nestled in the heart of Woodstock, Georgia, within the picturesque Cherokee County. This vibrant community is a perfect blend of modern living and Southern charm, making it an ideal place for families and individuals seeking a welcoming neighborhood.

One of the standout features of South On Main is its stunning homes, many of which boast three or more stories. These spacious residences offer ample room for families to grow and thrive, with thoughtfully designed layouts that cater to contemporary lifestyles. Imagine waking up in a beautifully appointed master suite, enjoying your morning coffee on a private balcony, and hosting gatherings in expansive living areas that seamlessly flow into gourmet kitchens. The three-story homes also provide the unique advantage of versatile spaces that can be transformed into home offices, playrooms, or guest suites.

Beyond the exquisite homes, South On Main is surrounded by the natural beauty of Woodstock. Residents can take advantage of nearby parks, nature trails, and recreational facilities, perfect for outdoor enthusiasts. The community is also conveniently located near shopping, dining, and entertainment options, ensuring that everything you need is just a short drive away.

Living in South On Main means becoming part of a close-knit community that values connection and camaraderie. With its stunning homes, vibrant atmosphere, and convenient location, South On Main is more than just a place to live; it’s a place to call home. Come discover the charm and allure of this remarkable subdivision today!

Newest South On Main Homes with Three Or More Stories

$749,999

3 Beds ⋅ 4 Baths ⋅ 7823352 MLS ⋅ South On Main BLDG.

Welcome to South on Main, one of Downtown Woodstock’s most desirable communities! Built in 2022 and still feeling nearly brand new, this beautiful 3 bedroom, 3.5 bath townhome combines upscale finishes, thoughtful upgrades, and an unbeatable location less than half a mile from Main Street. Located near the front of the neighborhood, you can easily walk to Downtown Woodstock’s restaurants, boutiques, breweries, summer concert series, festivals, and year round community events. Enjoy a front row seat to the fun from your own front balcony, including Fourth of July fireworks and city parades! Inside, this home is designed for both comfort and convenience, featuring an elevator serving all levels, no carpet on the stairs, custom his and her closets, a Navien tankless water heater, and a functional open layout. The washer, dryer, and refrigerator all remain with the home, making your move even easier. Trex decking on both the front and rear provides low maintenance outdoor living, while the back deck includes a gas hookup for your grill, making entertaining easy. South on Main was designed around an active, connected lifestyle, with beautiful green spaces and gathering areas woven throughout the community. Residents can enjoy the resort style pool and splash pad, clubhouse with fitness and recreation spaces, community garden, firepit, dog parks, playground, and multiple outdoor areas for relaxing and socializing. The neighborhood also features its own event space, The SHED, along with convenient access to the Noonday Creek Trail and Woodstock’s Greenprints trail network. With Downtown Woodstock just steps away and I 575 only minutes from your door, this home offers the perfect combination of walkability, convenience, community, and low maintenance living. All this with easy access to award winning schools, major roadways, shopping and dining! Come experience why South on Main continues to be one of North Georgia’s most sought after places to call home! Open House this Sunday from 2 to 4 pm!

965 S On Main Drive, Woodstock

$765,000

4 Beds ⋅ 4 Baths ⋅ 7818215 MLS ⋅ South On Main BLDG.

Rarely does a home combine the privacy and spacious feel of a single-family residence with the ease of maintenance-free living in one of Downtown Woodstock’s most desirable golf cart communities. Welcome to 2010 Cottonwood Trail, a John Weiland-built home where luxury, walkability, and carefree living come together in the award-winning and fun golf cart resort-style South on Main community. Perfectly positioned across from a beautifully landscaped community green space with unobstructed views from the inviting front porch, this impeccably maintained home offers the feel and functionality of a single-family residence with the convenience of maintenance-free living. Meticulously cared for and like new, this home is in exceptional move-in-ready condition; every space reflects true pride of ownership. Thoughtfully designed with three finished levels, this beautifully upgraded home features designer finishes and custom details throughout. The open-concept main level features soaring ceilings, wide-plank engineered hardwood floors, plantation shutters, custom lighting, built-in shelving, and a striking shiplap fireplace that anchors the spacious family room. The chef’s kitchen is equally impressive, with stacked cabinetry, an oversized island, a full-height tile backsplash, stainless steel appliances, a slide-in five-burner gas range with a vent hood, recessed lighting, and an oversized walk-in pantry complete with custom wood shelving. Built with “The JW Difference,” South on Main was thoughtfully designed by John Weiland for a community built around connection and an active lifestyle. At the heart of the neighborhood is The SHED—a signature open-air pavilion and outdoor stage where neighbors gather for live music, community events, and relaxing evenings together. Residents also enjoy a spectacular 6,000-square-foot clubhouse with a fitness center, conference room, game room, resort-style swimming pool, play park, dog parks, community gardens, and direct access to the Noonday Creek Greenway. Located in one of Woodstock’s premier golf cart communities, you can leave the car in the garage and take your golf cart to Downtown Woodstock’s award-winning restaurants, boutique shopping, breweries, coffee shops, farmers market, concerts, festivals, and year-round events. Whether you’re enjoying an evening concert at The SHED, relaxing by the pool, walking the Greenway, tending your garden, or dining downtown, this community offers a lifestyle unlike any other in Metro Atlanta. Best of all, you’ll enjoy the freedom of true lock-and-leave living. The HOA maintains the exterior, landscaping, and lawn care, giving you more time to enjoy everything this incredible community has to offer instead of spending weekends on home maintenance. Beautifully upgraded. Immaculately maintained. Perfectly located. More than just a home, 2010 Cottonwood Trail offers an exceptional lifestyle in one of Downtown Woodstock’s most sought-after communities.

2010 Cottonwood Lane, Woodstock

$1,299,900

5 Beds ⋅ 5 Baths ⋅ 7812675 MLS

Luxury Living in the Heart of Downtown Woodstock! Experience the perfect blend of elegance, comfort, and convenience in this exceptional 5-bedroom, 4.5-bath home located in the highly sought-after John Weiland South on Main community. Designed with both everyday living and entertaining in mind, this four-story residence features an elevator providing access to every level, making the home as functional as it is luxurious. This prime corner lot features a white picket fenced in front and side yard with a welcoming Large wrap around covered front porch. Entering the home you have a light filled office and living room. The Office area features paneling and can also be used as a separate dining room. At the heart of the home is a spectacular chef's kitchen that has been featured as the backdrop for a popular cooking blog and website and will appear in an upcoming cookbook releasing this October. Thoughtfully designed with white quartz countertops, crisp white cabinetry, a premium Miele stainless built in counter depth refrigerator, Thermador dual fuel convection range, and generous prep space, the kitchen opens seamlessly to the dining area and inviting family room. A cozy fireplace, custom built-in cabinetry, expansive windows, and abundant natural light create an ideal gathering space, while custom plantation shutters throughout the home add timeless elegance. The second level offers three spacious bedrooms, including a luxurious primary suite featuring a spa-inspired bath with dual vanities, a soaking tub, a large walk-in tiled shower with seamless glass enclosure, and an oversized walk-in closet. Beautiful hardwood floors, recessed lighting, and quality finishes continue throughout the home. The fully finished terrace level provides incredible flexibility with a private bedroom and full bath, a dedicated office with custom built-in bookcases, and additional living space perfect for guests, multi-generational living, or working from home. 3 Car garage and a place for a golf cart! The top floor offers even more versatility with a large media room that can easily serve as a playroom, craft room, fitness space, or second office, along with an additional bedroom and full bath. Step outside to the covered vaulted top porch complete with a television, creating the perfect place to relax while overlooking the beautifully maintained community gardens. Life in South on Main is about more than just a beautiful home. Residents enjoy outstanding amenities including a resort-style pool, splash pad, playground, community garden, fire pit gathering area, and amphitheater. Best of all, leave the car behind and hop on your golf cart to experience everything Downtown Woodstock has to offer—from award-winning restaurants and unique boutiques to the popular weekly farmers market, miles of walking and biking trails, and free summer concerts. This is more than a home—it's a lifestyle.

559 S Club Drive, 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

$685,000

3 Beds ⋅ 4 Baths ⋅ 7804564 MLS ⋅ South On Main BLDG.

Welcome to South on Main. Resort style amenities and just a minute golf cart ride to downtown Woodstock, shopping, eating and more. This is the lifestyle you have been looking for! This gorgeous brick front home welcomes you with a rocking chair front porch, beautifully maintained hardwood floors, timeless updates and a layout ready for hosting AND IT'S PREWIRED FOR AN ELEVATOR TO ALL THREE FLOORS! The main level has ample seating areas, a stunning chef kitchen, and a quaint patio perfect for grilling. Second level offers custom bookshelf with attached ladder. An oversized primary with spa like bathroom, and his/hers closets. A Second bedroom with full bathroom and easy access to the laundry room. Third level acts as a “basement” with a large entertainment area, office, a third bedroom, full bathroom, and storage areas. Enjoy Private access to the dog park from the detached 2 car garage alleyway. This unit is also equipped to add an elevator! Now back to those resort style amenities…. South on Main residents get to enjoy a community garden, playground, over 20 acres of green space and parks, pool with splash pad and cabana area, a fire pit, a 6000sf club house with fitness room, two dog parks, pavilion, the Shed event space, and direct access to Noonday Creek and Greenprints trail systems. With easy access to the outlet mall, downtown area, Costco, Sam’s Club, 400, and so much more. This is truly a home that you don’t want to miss. Why leave your neighborhood if it has everything you want right there!

110 Brighton Boulevard, Woodstock

$650,000

4 Beds ⋅ 5 Baths ⋅ 7802991 MLS ⋅ South On Main BLDG.

Experience luxury living in this beautiful end-unit townhome in the highly sought-after South on Main community, just a short stroll from the shops, restaurants, and entertainment of vibrant Downtown Woodstock. Perfectly positioned with no homes directly in front or behind, this four-level home offers exceptional privacy and incredible flexibility for today's lifestyle, whether you need dedicated work-from-home space, multi-generational living, or room to grow. The terrace level features a welcoming drop zone with built-in bench seating, a private bedroom, and a full bath—ideal for guests, a home office, or flex space. The rear-entry garage includes overhead storage for added convenience. The main living level is designed for both everyday living and entertaining, offering a spacious family room with a gas fireplace and custom built-ins, an open dining area, and a chef's kitchen featuring a large island, stainless steel appliances, abundant cabinetry, and a walk-in pantry. A separate room just off the kitchen provides the perfect private office or study. Step outside to the rear deck overlooking peaceful wooded views, creating the perfect setting for grilling or relaxing. A convenient half bath completes this level. Upstairs, the luxurious owner's suite offers a sitting area with access to a private balcony. The spa-like ensuite bath features double vanities, a walk-in shower, and a spacious walk-in closet. A secondary bedroom with its own private bath and walk-in closet, along with a thoughtfully designed laundry room with cabinet storage, complete the upper level. The fourth floor provides even more versatility with a spacious bonus room, full bath, and endless possibilities for a media room, fitness studio, playroom, guest suite, or additional office. 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. With easy access to I-575 and walkability to Downtown Woodstock, this home offers the perfect combination of luxury, convenience, and an exceptional lifestyle.

308 Dawson 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

$875,000

4 Beds ⋅ 5 Baths ⋅ 7787242 MLS ⋅ South On Main BLDG.

Experience luxury living in the highly sought-after South on Main community by John Wieland's JW Collection. Ideally located within walking distance to downtown Woodstock's restaurants and shopping, and with direct access to the Greenprints Trail from the neighborhood, this community offers an unmatched lifestyle along with exceptional amenities and distinctive, one-of-a-kind homes. This end-unit townhome features a spacious open floor plan with stately beams in the keeping room, 10-foot ceilings on the main level, and solid oak hardwood floors throughout. The custom kitchen showcases ceiling-height cabinetry with soft-close doors and drawers, Whirlpool appliances, and thoughtful designer finishes. All bathrooms feature tile extending to the ceiling for a luxurious touch. Enjoy outdoor living from the welcoming front porch, rear patio with built-in fireplace, and private balcony off the owner's suite. Additional highlights include a spa-inspired owner's bath with soaking tub, a huge bedroom/bonus room in the basement, and a finished fourth-level bedroom with a full bath. So much to love about this exceptional home and floor plan.

668 Brashy Street, Woodstock

$742,000

4 Beds ⋅ 4 Baths ⋅ 7780741 MLS ⋅ South On Main BLDG.

Set in the heart of South on Main, this three-story END-UNIT townhome blends thoughtful design with everyday comfort. Part of the John Wieland Collection, it offers the space of a single-family home with the convenience of full exterior maintenance handled by the HOA, plus added privacy and extra windows that bring in ABUNDANT NATURAL LIGHT. White OAK HARDWOOD FLOORS run throughout the main level, where 10FT CEILINGS and a fireside family room with BUILT-INS create an open, inviting space. A dedicated formal dining room with JUDGE'S PANELING adds elegance for entertaining. The DESIGNER KITCHEN features QUARTZ COUNTERTOPS, a charcoal gray island with sink, double-stacked cabinetry to the ceiling with SOFT-CLOSE DRAWERS, under-cabinet lighting, KitchenAid appliances, and a CUSTOM VENT HOOD. Upstairs, the primary suite offers CUSTOM CLOSETS, pocket doors, and a SPA-STYLE BATH with a freestanding tub, fully tiled shower, dual vanities, and a spacious linen closet. Two secondary bedrooms that share a Jack-and-Jill bath, and a dedicated laundry room with built-in storage adds convenience. The hall LIBRARY provides a flexible workspace or reading nook. The third level includes a bright 20x20 BONUS ROOM overlooking the woods, a private fourth bedroom with full bath, and WALK-OUT ATTIC storage. Outdoor living is easy with a FENCED PATIO featuring brick herringbone hardscape, and professionally installed FRONT YARD UP-LIGHTING enhances curb appeal. A rear-entry garage adds additional functionality, and the NEW HVAC add peace of mind. South on Main residents enjoy a clubhouse and fitness center, resort-style pool, dog parks, community garden, amphitheater, firepit, pavilion, playground, and year-round events coordinated by an on-site activities director. Direct access to Noonday Creek Trail connects to over 60 miles of scenic paths, and downtown Woodstock is less than half a mile away, offering restaurants, shopping, breweries, and seasonal events just a short stroll or GOLF CART ride from home.

228 Dawson Dr, Woodstock

$1,099,900

3 Beds ⋅ 5 Baths ⋅ 7779345 MLS ⋅ South On Main BLDG.

The Barrington Plan by JW Collection founded by John Wieland! THIS IS THE LAST HOME IN SOM! Elevator & golf cart garage included. This is the current MODEL HOME, a stunning townhome with exquisite John Wieland features. Situated on a lot with breathtaking views atop the 4th story walk out sky terrace. This home has wonderful living space for all your entertaining needs. Large and open with lots of windows! The kitchen has beautiful cabinets that go all the way to the top of the 10’ ceilings. And EVERY cabinet in this home is soft close! The island is spacious and comes equipped with a double trash pullout, sink, and dishwasher. Of course, there are lots of beautiful quartz countertops and cabinets to choose from. You will meet with our JWC designers to personalize the interior of your home. Enjoy the wood shelving in your walk-in pantry. Hardwoods are on the entire main level and all stairs. Gleaming commercial stainless-steel appliances and tile to the ceiling behind your designer kitchen wood hood. What home would be cozy without a fireplace with gas logs, built-in bookcases in the great room. Well, you get that too! The owner’s suite is equipped with double walk-in closets, including closet systems, that connect to the owner’s bath. You will find a spa experience with a free-standing soaking tub, large shower with bench, shampoo niche, frameless door, and tile all the way to the ceiling. In fact, it does not matter which bath you see, they all have tile to the ceiling, undermount sinks, and quartz countertops. Enter from your oversized garage to a mud room with bench, cubbies, and hooks. The terrace level has a private bonus/fitness room with a connected full bath and walk in shower. Also, one of the best features is that this home comes with your very own ELEVATOR!!! The upper level has a bedroom with a private balcony, bathroom, and a bonus room that opens up to a private rooftop sky terrace that extends the entire width of the home. The home is under construction and should be ready for move in by Summer of 2025. Come by the neighborhood anytime for a tour and choose this home or another lot to build. You will meet with the JWC design team to personalize the interior design for the finishes. The amenities are the BEST Woodstock has to offer including a clubhouse with fitness center, 2 dog parks, swimming pool with children's splash pad and cabana, community garden, fire pit, pavilion, playground and the trail that runs through and connects to the Noonday Creek Trail. And pickle ball courts are coming! This is really a location you need to see!!! THIS HOME IS READY FOR A QUICK MOVE IN!

580 Brashy Street, Woodstock

$949,900

4 Beds ⋅ 4 Baths ⋅ 7760949 MLS

DOWNTOWN WOODSTOCK LIVING IN SOUTH ON MAIN! Enjoy the best of location, lifestyle and space in this beautifully appointed detached home offering approximately 3,643 square feet, a rare 3-car garage with kitchen-level entry and a finished terrace level—all within one of Downtown Woodstock's most desirable communities. Step inside to an open, light-filled interior featuring hardwood floors, 10-foot ceilings, custom lighting, plantation shutters, built-in surround sound, fresh interior paint and new carpet upstairs. The gourmet kitchen is designed for both everyday living and entertaining with ceiling-height white cabinetry, stone countertops, a large island with seating, custom vent hood, gas cooktop, double ovens and walk-in pantry. A built-in coffee bar adds another thoughtful touch, while the open-concept design creates an easy flow into the main living and entertaining spaces. A dedicated home office on the kitchen level provides an ideal private workspace. Upstairs, the spacious primary suite features a beautifully appointed en-suite bath with double vanities, soaking tub, separate shower and walk-in closet. Two additional bedrooms and the conveniently located laundry room complete the upper level. The finished terrace level provides exceptional flexibility with a media/living room, bar area, full bath, ample storage and an additional flex room ideal for a bedroom, home gym or second office. An elevator shaft is already in place for potential future installation. Additional upgrades include a high-capacity HVAC system installed in 2022, whole-house surge protection, exterior gas lanterns and a 3-car garage with high ceilings capable of accommodating a car lift. Outdoor living is equally inviting with a welcoming veranda and deck providing comfortable spaces to relax or entertain. South on Main offers a true lifestyle community with sidewalks, walking trails, clubhouse, fitness center, pool, dog park, playground, parks and community gathering spaces. Enjoy a short golf-cart-friendly trip to Downtown Woodstock for restaurants, breweries, shopping, entertainment and year-round events. If you've been looking for the convenience and energy of Downtown Woodstock without giving up the space of a detached home, 219 Dawson Drive delivers an exceptional combination of location, flexible living space, upgrades and community amenities.

219 Dawson N Drive, Woodstock

$1,125,000

4 Beds ⋅ 5 Baths ⋅ 7741612 MLS

Located in the highly desirable South on Main community, this exceptional four-level residence showcases a sought-after floorplan paired with upscale finishes and thoughtful design throughout. A charming front porch welcomes you into an elegant entry foyer, flanked by a private office with glass doors and a separate dining room—perfect for hosting gatherings. The heart of the home features an open-concept living space designed for both everyday living and entertaining. The well-appointed kitchen boasts abundant cabinetry, stunning stone countertops, a large center island with seating, and a spacious dining area with additional built-in cabinetry. The inviting family room is anchored by a fireplace with custom built-ins and offers seamless access to the rear screened porch. A convenient guest powder room completes the main level. The upper level hosts a luxurious primary suite with a spa-inspired bath featuring a double vanity, soaking tub, and glass-enclosed shower, along with a spacious walk-in closet outfitted with a custom organization system. Two additional generously sized bedrooms share a Jack-and-Jill bath, and a well-equipped laundry room with cabinetry and sink adds everyday convenience. The sky terrace level is an entertainer’s dream, offering a spacious media and gathering area that opens to a large covered terrace complete with a fireplace and TV, all overlooking serene greenspace—an ideal setting for enjoying sunset views. This level also includes a bedroom, full bath, and additional storage. The finished terrace level provides incredible flexibility, perfect for a secondary living area, home gym/spa, or private office, and is complemented by a full bathroom. A rear-entry three-car garage leads into a functional mudroom with drop zone. Additional highlights include a private elevator servicing all four levels, offering both convenience and accessibility. Residents of South on Main enjoy resort-style amenities, including over 20 acres of greenspace and parks, a community garden, fire pit, pool with splash pad and cabana, a 6,000-square-foot clubhouse with fitness center, two dog parks, a playground, open-air pavilion, The SHED event space, and direct access to Noonday Creek Trail and the Greenprints Trail System. Ideally located just minutes from I-575, providing easy access to Atlanta. Experience elevated living in one of Woodstock’s most sought-after communities.

192 Brighton Boulevard, Woodstock

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