South On Main Real Estate

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. 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

$669,500

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

$674,900

4 Beds ⋅ 3 Baths ⋅ 10796878 MLS

Welcome to South on Main, one of Downtown Duluth's most desirable communities, where modern living meets walkable convenience. This beautifully updated 4-bedroom, 3-bath home offers a thoughtfully designed floor plan with a main-level guest suite and full bath, perfect for visitors or multigenerational living. Upstairs, you'll find the spacious primary suite, two secondary bedrooms, two full baths, and a generous flex room ideal for a media room, playroom, or second living area. The main floor also features a dedicated home office, providing the perfect space to work from home. Fresh interior and exterior paint, decorative molding, and custom designer paint selections create a warm and sophisticated feel throughout. The primary suite includes separate his-and-hers custom closet systems, offering exceptional storage and organization. This lot backs up to a private green space providing privacy, safety and a backyard that is perfect for the kiddos and furry friends! HOA includes lawn maintenance, a clubhouse and fitness center. Located just minutes from the heart of Downtown Duluth, you'll enjoy easy access to award-winning restaurants, boutique shopping, concerts, festivals, parks, and everything this vibrant community has to offer. Move-in ready with stylish updates, flexible living spaces, and an unbeatable location, this home truly has it all.

3679 Davenport Road, Duluth

$674,900

4 Beds ⋅ 3 Baths ⋅ 7796483 MLS

Welcome to South on Main, one of Downtown Duluth's most desirable communities, where modern living meets walkable convenience. This beautifully updated 4-bedroom, 3-bath home offers a thoughtfully designed floor plan with a main-level guest suite and full bath, perfect for visitors or multigenerational living. Upstairs, you'll find the spacious primary suite, two secondary bedrooms, two full baths, and a generous flex room ideal for a media room, playroom, or second living area. The main floor also features a dedicated home office, providing the perfect space to work from home. Fresh interior and exterior paint, decorative molding, and custom designer paint selections create a warm and sophisticated feel throughout. The primary suite includes separate his-and-hers custom closet systems, offering exceptional storage and organization. This lot backs up to a private green space providing privacy, safety and a backyard that is perfect for the kiddos and furry friends! HOA includes lawn maintenance, a clubhouse and fitness center. Located just minutes from the heart of Downtown Duluth, you'll enjoy easy access to award-winning restaurants, boutique shopping, concerts, festivals, parks, and everything this vibrant community has to offer. Move-in ready with stylish updates, flexible living spaces, and an unbeatable location, this home truly has it all.

3679 Davenport Road, Duluth

$899,000

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

$885,000

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

$1,225,000

4 Beds ⋅ 4 Baths ⋅ 7791876 MLS

This is the Downtown Woodstock home for the buyer who wants the lifestyle, not the lawn work. South on Main offers parks, green space, trails, a pool with splash pad and cabana, clubhouse with fitness center, community garden, fire pit, playground, open-air pavilion, two dog parks, and The Shed event space. You also have direct access to Noonday Creek Trail and the Greenprints Trail System, with Downtown Woodstock’s restaurants, shops, concerts, and events just a golf cart ride away. The home itself makes that lifestyle even easier. Set on a premium corner lot, it offers low-maintenance living, multiple outdoor spaces, open views, and a private elevator serving all levels. It is quiet, convenient, and designed for buyers who want the space of a single-family home without the upkeep of a large yard. The main living level was designed upstairs to capture more natural light and open views. The kitchen, dining area, and living room flow together with a clean white kitchen, brick fireplace, standout brick archway, and a full-width front porch that extends the living space outdoors. The entry level offers a private flex suite with a full bath and French doors leading to the porch. It works well as a guest suite, office, second living area, or media space. A private elevator serves all levels, making the home easy to move through. The top floor primary suite was opened up to span the full width of the home, creating a large, light-filled retreat with room to spread out and has its own balcony. Outdoor living is a major highlight in this home, with three full width front porches plus a four season back deck with a brick gas fireplace, removable windows, and private spa area. The back deck has been reinforced with dual steel beams. Better than new construction, this home offers upgrades, character, and finished details including recently restained solid hardwood floors, new carpet, brick details throughout, smart home technology for lighting, climate, and security, integrated Sonos sound system, programmable exterior lighting, freshly painted porches and fence, upgraded drainage and irrigation, and a finished three-car garage with coated floors, EV charger, golf cart parking, and extra storage.

605 S Club Drive, Woodstock

$1,050,000

4 Beds ⋅ 4 Baths ⋅ 7790511 MLS

Gorgeous home in sought-after South on Main featuring a rare private fenced yard and multiple outdoor living spaces backing to a serene wooded community greenspace. Offering four bedrooms, three full baths, one half bath, and three finished levels with a walkout terrace level, this home combines luxury finishes with exceptional functionality. The main level showcases 10-foot ceilings, hardwood floors throughout, a custom entry and hallway, and an open-concept living space centered around a great room with a gas fireplace. The chef's kitchen features quartz countertops, a large center island with additional storage, gas cooktop, Wi-Fi-enabled GE oven, one-year-old dishwasher, walk-in pantry, and updated cabinet hardware. A custom butler's pantry with quartz counters, shelving, and wine refrigerator connects to the spacious dining area and keeping room. A convenient guest half bath completes the main level. Upstairs, the loft sitting area provides flexible living space, while the office opens to a private balcony. The spacious primary suite includes a sitting area, spa-inspired bath, and oversized walk-in closet. Two additional bedrooms share a full bath, and the laundry room offers built-in storage and a utility sink. The finished walkout terrace level features a large family room, fourth bedroom, full bath, dedicated office with a hidden bookcase door, and access to the covered patio. Outdoor living is exceptional with a screened porch featuring a gas fireplace and ceiling fan, a covered stone-tiled patio, side patio with café lighting, custom stone steps, retaining wall, and professionally landscaped fenced yard. Additional features include a professionally finished garage floor, garage storage system, custom stair runners, future elevator shaft framing, sprinkler system with Hive Wi-Fi controls, landscape lighting, Ring camera, and ADT security system. Residents of South on Main enjoy over 20 acres of parks and green space, a resort-style pool with splash pad and cabana, clubhouse with fitness center, community garden, fire pit, dog parks, playground, open-air pavilion, The SHED event venue, and direct access to the Noonday Creek and Greenprints Trail systems—all just minutes from downtown Woodstock and I-575.

270 Dawson Drive, 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

South On Main Real Estate

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