South On Main Homes with Two Stories

Our website features the best real estate search for homes, condos, land and foreclosure properties available in South_On_Main and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes.

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood!

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Newest South On Main Homes with Two Stories

$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

$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

$775,000

5 Beds ⋅ 4 Baths ⋅ 7771532 MLS ⋅ South On Main BLDG.

This beautifully designed attached single-family paired home offers the perfect blend of style, comfort, and low-maintenance living. Positioned on a desirable homesite with a fenced side yard, private patio, and turfed outdoor space ideal for grilling and entertaining, it welcomes you with a charming front porch and thoughtfully designed main-level living. Inside, the open-concept layout feels bright and inviting, with rich hardwood floors extending throughout the family room, dining area, and kitchen. The family room is anchored by a gas fireplace framed by built-in bookcases, creating a warm and functional focal point. The kitchen is both refined and highly functional, featuring cabinetry that extends to the 10-foot ceiling, stainless steel appliances, quartz countertops, a large island, plus the designer tile backsplash and vent hood add a custom touch. A main-level bedroom with a full bath, along with a convenient mudroom connecting to the garage, completes the first floor and adds flexibility for guests or a home office. Upstairs, you’ll find generously sized bedrooms, including a spacious primary suite designed as a true retreat. The primary bath features a glass-enclosed shower, soaking tub, dual vanities, and two walk-in closets. The laundry room is ideally located on this level and offers abundant cabinet storage. A large bonus room upstairs, complete with a full bedroom and bath configuration, provides additional private space that works beautifully for guests, recreation, or extended living needs. Residents enjoy exceptional resort-style amenities, including a clubhouse with fitness center, two dog parks, a swimming pool with splash pad and cabana, community garden, fire pit, pavilion, playground, and direct access to the scenic Noonday Creek Trail. This is a home that delivers both thoughtful design and everyday convenience — all within a community built for connection and an easy, low-maintenance lifestyle.

805 Castile Lane, Woodstock

$899,900

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 walk up, you will notice the professionally landscaped, fenced in yard and inviting front porch. Enjoy golf cart access to award-winning restaurants, boutique shopping, concerts and the Geenprints 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, a chef's kitchen with quartz countertops, hardwood floors, plantation shutters, custom closet systems, and two stunning stone fireplaces. The specious main level primary suite provides comfort and privacy, while the upstairs loft and generously sized secondary bedrooms give flexible space for guests or a second living area. This home has fresh paint inside and out, tons of storage, whole house water filtration system, whole house air filtration system and is move-in ready. From morning walks on the trail to evenings spent dining in downtown Woodstock, this home offers more than exceptional finishes. It offers a life style that's pretty tough to replicate. Opportunities to own a primary on main 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