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354 E Main, Stoughton
$499,000
2023499 MLS ⋅ ACTIVE Status
Showings to begin 9/10/2026. Prime mixed-use investment opportunity in the heart of Downtown Stoughton! This versatile Main Street property offers two separate street-level commercial storefronts, each with its own entrance and an interior connecting door—providing the flexibility to operate as two individual spaces or combine into one larger footprint. Upstairs, a spacious 2-bedroom apartment is currently rented, while a recently refurbished studio apartment offers additional income potential. At the rear of the property, the unique space affectionately known as “The Barn” provides substantial additional square footage with possibilities for storage or future expansion, including potential for an additional residential unit with significant renovation and applicable approvals. A rare opportunity combining commercial visibility, residential income and future potential in vibrant Downtown Stoughton!

354 E Main, Stoughton

126 N Prairie St, Stoughton
$455,000
4 Beds ⋅ 2 Baths ⋅ 2034184 MLS ⋅ ACTIVE Status
Historic charm meets modern peace of mind in Stoughton's northwest historic district! Tall ceilings and tons of natural light fill this character-filled home, thoughtfully updated over the past five years, including a NEW ROOF and A/C (2025), new electrical throughout (2020/21), and a new water heater. Living room historic windows were restored with historically accurate hardware, and the kitchen features Corian countertops and a cast iron sink. Upstairs, the primary suite offers a remodeled bath with a huge walk-in shower (2023), and refinished hardwood floors (2025). The main level has a 4th bedroom with new flooring, paint, and lighting, plus a remodeled bath (2022) 3-season room with new windows and flooring (2023). Upgraded Smart locks and fiber internet installed. Room to add a garage on either side. Close to everything Stoughton has to offer! Schedule your private tour today!

126 N Prairie St, Stoughton

508 Oak Opening Dr, Stoughton
$399,990
3 Beds ⋅ 3 Baths ⋅ 2034161 MLS ⋅ ACTIVE Status
New Under Construction New Single family at Kettle Park West! Fall move-in! The 2 story Spruce plan features 3 bedrooms, 2.5 baths, separate laundry & mud room, 9 ft ceilings and LVP on main level, partial basement & attached 2 car garage. The open concept layout floor plan perfect for entertaining. Kitchen has a large island, 42" designer cabinets with crown molding & soft close doors/drawers, quartz countertops, stainless steel appliances, & pantry. The second story boasts a large primary bedroom with ensuite bath with raised vanity, dual sinks, & walk-in shower with glass enclosure, 2 additional bedrooms, 2nd full bath and a linen closet. Fully sodded homesite. This low maintenance community includes lawn & landscape maintenance & snow removal. All D.R. Horton homes include America's Smart Home Technology and a builder's warranty. Photos are of model home and actual inclusions may vary. Exterior rendering similar to home but this home will not include stone.

508 Oak Opening Dr, Stoughton

609 Boulder Ln, Stoughton
$399,990
3 Beds ⋅ 3 Baths ⋅ 2034160 MLS ⋅ ACTIVE Status
New Under Construction Single Family home at Kettle Park West Early fall move-in! The Spruce Plan has 3 bedrooms, 2.5 baths, 9 ft ceilings and luxury vinyl plank flooring on the 1st level, a partial basement, attached 2 car garage, separate laundry & mud room on main level and an outdoor private patio area. Open concept plan includes a large kitchen with island, 42" designer cabinetry with crown molding & soft close doors/drawers, quartz tops, stainless steel appliances, & pantry. Second story boasts large primary bedroom with ensuite bath with dual sinks, & walk-in shower, 2 more bedrooms, 2nd full bath & linen closet. This low maintenance community includes a fully sodded homesite with lawn & landscape maintenance, & snow removal. All D.R. Horton homes include a builder warranty and Smart home technology with video doorbell, smart Honeywell thermostat, smart door lock, & Deako light switches. Exterior rendering. Interior photos of model home. Actual home and inclusions may vary.

609 Boulder Ln, Stoughton

908 Roby Rd, Stoughton
$489,000
5 Beds ⋅ 3 Baths ⋅ 2034096 MLS ⋅ ACTIVE Status
Looking for a 5-bedroom home with a 3-car garage that won't cost an arm and a leg? Welcome home to this well-cared-for and updated home in the heart of Stoughton! On the exterior, you are well protected with seamless steel siding, premium gutter protection, and a heated 3-car garage. As you enter, you notice the welcoming open concept and large living room, which flows into the kitchen complete with a gas or charcoal indoor grill. The home has been updated with new HVAC ducting and a new furnace and AC in 2021. A newly constructed heated pool house with Nichiha premium composite siding and pergola completes the backyard living and entertaining area and adds a great place to relax between swims or watching the kids play in the pool. The large lower-level family room gives even more options for entertaining or relaxing by the wood-burning fireplace!

908 Roby Rd, Stoughton

1449 Kriedeman Dr, Stoughton
$659,900
5 Beds ⋅ 3 Baths ⋅ 2033848 MLS ⋅ ACTIVE Status
A new home is underway with estimated completion in November. Discover The Reagan in Stoughton's Gateway neighborhood, conveniently located on the North side of Stoughton. This thoughtfully designed two-story home features an open-concept layout with a spacious kitchen, large center island, and seamless flow to the dining and great room. A private main-floor office offers the perfect work-from-home space. Upstairs, the primary suite includes a spa-inspired bath and walk-in closet, while three additional bedrooms provide plenty of room for family or guests. Upgrades include kitchen cabinets and countertops, stainless GE hood vent, bath vanity cabinets, dual vanity in Primary Bath, Craftsman exterior with stone, LVP and LVT flooring, and basement bathroom plumbing roughed-in. **Interior Photos and virtual tour are of a similar completed home with the same floor plan, while the home is under construction.

1449 Kriedeman Dr, Stoughton

1509 Kriedeman Dr, Stoughton
$699,900
4 Beds ⋅ 3 Baths ⋅ 2033802 MLS ⋅ ACTIVE Status
Just in time for the Holidays! This stunning residence is designed to meet the needs of today's homeowners, offering spacious living areas, quality finishes, and an inviting atmosphere. Enjoy a generous open-concept layout that seamlessly connects the living room, dining area, and kitchen, perfect for entertaining guests or spending quality time with friends. The living room features large windows that flood the space with natural light, while a stone-accented Craftsman elevation & gas fireplace with a slate surround add curb appeal and warmth. The kitchen impresses with top tier cabinetry, solid surface countertops, & a large center island for casual dining or extra prep space. Matte black hardware and fixtures carry a cohesive, modern finish throughout, complete with a finished basement offers even more room to grow. * Interior Photos & virtual tour shown are of a similar completed model w/ upgrades while this home is under construction Estimated completion date: December 2026

1509 Kriedeman Dr, Stoughton

2149 Blue Heron Ct, Stoughton
$559,900
3 Beds ⋅ 3 Baths ⋅ 2033677 MLS ⋅ ACTIVE Status
Gorgeous zero-lot-line condo/duplex at the end of a cul-de-sac in a great neighborhood on Stoughton's west side, FULL of updates & remodeling. Super convenient to shopping & dining, short walk to Howard Heggestad & Schefelker Park. You really have to see this place to believe it. Current owners extensively remodeled entire unit. Added private pool and shed and back concrete patio, LVP (on top of hardwood) all throughout main level, carpet in lower level. Current owner's mother built the condo itself. The lower level is the ultimate hang-out entertainment space; along with every other space in the condo, this place is a true hidden gem. Whether you're entertaining guests, accommodating a growing household, or simply looking for extra room to spread out, this property offers the space and flexibility today's buyers are searching for. Enjoy the perfect balance of neighborhood tranquility and convenient access to downtown Stoughton, parks, schools, and Madison-area amenities.

2149 Blue Heron Ct, Stoughton

341 W Chicago St, Stoughton
$275,000
2 Beds ⋅ 1 Baths ⋅ 2033565 MLS ⋅ ACTIVE UNDER CONTRACT Status
This little charmer delivers a wonderful sense of privacy and tranquility on a dead-end street, with a fenced backyard surrounded by woods that feels like your own private retreat. Natural views take center stage in the kitchen, where an island provides a comfortable gathering spot, and in the inviting family room with fireplace. A porch and covered patio extend the living space outdoors, creating plenty of options for relaxing or entertaining while enjoying the peaceful setting. Inside, convenient main-floor, option to add a 3rd bedroom and laundry adds everyday ease. An oversized 2-car garage provides plenty of room for vehicles, storage and more. With its wooded backdrop, quiet location and thoughtfully designed spaces, this home pairs everyday comfort with the rare feeling of having your own private sanctuary, all while keeping the practical conveniences of home close at hand.

341 W Chicago St, Stoughton

1024 Peterson Dr, Stoughton
$650,000
4 Beds ⋅ 3 Baths ⋅ 2033438 MLS ⋅ ACTIVE Status
Welcome home to Nordic Ridge in this stunning ranch main floor living at its best with beautiful stone fireplace & extensive natural light, opening up to a custom composite deck with Sunsetter awning with privacy screen. The kitchen layout is ideal with Quartz countertops, plenty of storage, & dinette. Primary suite has walk-in tiled shower, double vanity, & expansive walk-in closest. Two additional bedrooms & bath complete the main level. Exposed lower level is perfect for unwinding & has space for everyone. From entertaining guests at the bar to a kids play zone, this rec room has it all! Dedicated guest room, & bathroom along with private office. Beautiful landscaping & garden boxes set the tone of the outdoors & a quick walk down the street you will discover Nordic Ridge Park with splash pad, playground, & pavilion.

1024 Peterson Dr, Stoughton

1011 Summit Ave Unit 11, Stoughton
$274,900
2 Beds ⋅ 2 Baths ⋅ 2033275 MLS ⋅ ACTIVE Status
Light, bright, beautifully maintained & move-in ready! This exceptional end-unit townhome-style condo offers the perfect combination of privacy, natural light, and low-maintenance living. Walkable to downtown Stoughton and neighborhood parks! Lovingly maintained by its original owner, this home has been exceptionally cared for and is ready for its next chapter. The end-unit location provides an abundance of windows and natural light throughout the home, while the spacious layout offers comfortable living and plenty of room to spread out. Upstairs, the impressive primary suite feels like a private retreat, featuring a beautiful vaulted ceiling, walk-in closet, full bath, and conveniently located washer and dryer, all within the suite. Thoughtful use of space, additional closets, and a large mechanical room provide practical storage throughout the home. Enjoy your private one-car garage, peaceful neighborhood setting, and low condo fees. The decks were newly replaced in 2026!

1011 Summit Ave Unit 11, Stoughton

2224 Otteson Dr, Stoughton
$550,000
4 Beds ⋅ 3 Baths ⋅ 2033084 MLS ⋅ ACTIVE Status
Located in the desirable Nordic Ridge neighborhood, this inviting 4-bedroom home offers plenty of space and flexibility with a split-bedroom layout and finished lower level. The bright, open main living area is ideal for everyday living and entertaining, while the spacious kitchen features a pantry, granite countertops, and large island with plenty of room to gather. An electric fireplace adds a cozy focal point to the home. The private primary suite features a walk-in shower and walk-in closet w/ customized shelving, while a large laundry room and mudroom provide added functionality with access to the finished, heated two-car garage with epoxy flooring. Downstairs offers even more living space with a large rec room, fourth bedroom, full bathroom, and ample storage. Outside, the backyard and large patio are perfect for grilling, entertaining, or relaxing. All of this with a park and splash pad right down the street, plus convenient access to shopping, restaurants, and more!

2224 Otteson Dr, Stoughton

120-124 E Main, Stoughton
$569,000
2032042 MLS ⋅ ACTIVE Status ⋅ Main Street Kitchen BLDG.
Velkommen til Stoughton! This is your chance to own a piece of the historic and thriving downtown Stoughton. Endless opportunity awaits in this amazingly preserved and renovated building. Locally known as the Brickson Building. This amazing space features a large open main level commercial space which includes the long time turnkey local business or purchase without equipment and furnishings and start your own dream business. The building features stunning wood floors, 13’ ceilings, exposed brick walls and tinned ceiling. Completely renovated upper level apartment with 3 bedrooms, and 1.5 baths. Wood floors throughout, and a large eat in kitchen. Come see all that Stoughton has to offer from the world famous Syttende Mai Festival, Coffee Break, and so much more. Spec sheet available with extensive updates to both the upper apartment and main level commercial space. Seller is open to different lease options.

120-124 E Main, Stoughton

120-124 E Main, Stoughton
$569,000
2032021 MLS ⋅ ACTIVE Status ⋅ Main Street Kitchen BLDG.
Velkommen til Stoughton! This is your chance to own a piece of the historic and thriving downtown Stoughton. Endless opportunity awaits in this amazingly preserved and renovated building. Locally known as the Brickson Building. This amazing space features a large open main level commercial space which includes the long time turnkey local business or purchase without equipment and furnishings and start your own dream business. The building features stunning wood floors, 13’ ceilings, exposed brick walls and tinned ceiling. Completely renovated upper level apartment with 3 bedrooms, and 1.5 baths. Wood floors throughout, and a large eat in kitchen. Come see all that Stoughton has to offer from the world famous Syttende Mai Festival, Coffee Break, and so much more. Spec sheet available with extensive updates to both the upper apartment and main level commercial space. Upstairs apartment is being leased to a family member at below market rate. Anticipated market rent is $1500.

120-124 E Main, Stoughton

2102 Carl Ave, Stoughton
$479,900
4 Beds ⋅ 3 Baths ⋅ 2032826 MLS ⋅ ACTIVE UNDER CONTRACT Status
Welcome home to this well-maintained property tucked away on a quiet dead-end street! Enjoy a convenient location with easy access to Hwy 51 for a quick commute to Madison, while still being close to Stoughton schools, parks, shopping, and more. Inside, you’ll find vaulted ceilings and an open-concept living area that creates a bright, spacious feel and is perfect for everyday living and entertaining. The finished basement provides even more room to spread out, host gatherings, create a rec space, or accommodate guests. Step outside to enjoy the landscaping and a private backyard offering a peaceful space to relax or entertain. A spacious 3-car garage provides plenty of room for vehicles and additional storage. With generous living space, a private setting, and convenient access to both Stoughton and Madison, this home checks all the boxes. You won’t want to miss this one, schedule your showing today!

2102 Carl Ave, Stoughton

2300 Highway 51 &, Stoughton
$88,285
2032630 MLS ⋅ ACTIVE Status ⋅ Swac BLDG.
5,500 SF, previously occupied by Stoughton Health and Rehabilitation Center, is available for lease or sale in the premier Midwest athletic hub, the Stoughton Wellness and Athletic Center (SWAC). Built in 2007, the space features multiple offices, a welcoming reception area, a kitchen, and an expansive, adaptable open space—perfect for treatment areas, group classes, or collaborative work. The SWAC draws 120,000+ annual participants through Sports Enhancement Academy’s volleyball and basketball leagues and over 40 tournaments yearly. It’s also home to the nation’s largest Anytime Fitness (2,000+ members) and popular tenants like Famous Yeti’s Pizza, Basecamp Arcade, Heron Banquet Hall, and Stoughton Eye Care, offering exceptional visibility and steady daily traffic in a thriving community.

2300 Highway 51 &, Stoughton

236 E Mckinley St, Stoughton
$675,000
3 Beds ⋅ 4 Baths ⋅ 2032543 MLS ⋅ ACTIVE Status
Elegant, refined and timeless: this custom-built home with 12' of water frontage along the Yahara River offers an exceptional lifestyle with private dock potential and a boat-able connection to Lake Kegonsa. Thoughtfully designed and beautifully maintained, the home features three bedrooms, inviting living spaces, and a finished lower level. At the heart of the home, the beautiful kitchen flows effortlessly into the main living spaces, where a double-sided fireplace connects the formal living room and warm family room. Step onto the screened deck and enjoy the peaceful wooded backdrop; a private setting perfect for morning coffee or relaxing by the river. The expansive primary suite offers generous proportions and a spacious ensuite w/ additional bonus/sitting room. The finished lower level provides flexible space for unwinding or gathering. Chic yet inviting, this is a truly charming home where thoughtful craftsmanship & a unique setting come together. Walking trails & dog park near!

236 E Mckinley St, Stoughton

1716 Oakridge Ct, Stoughton
$550,000
5 Beds ⋅ 4 Baths ⋅ 2032396 MLS ⋅ ACTIVE UNDER CONTRACT Status
$550,000–$575,000 VRP Where privacy meets convenience, discover a hidden gem nestled within a quiet, mature cul-de-sac. This beautifully maintained and thoughtfully cared-for property offers a comfortable, inviting layout with plenty of space to live, work, and gather. The spacious finished lower level adds exceptional flexibility, featuring a 5th bedroom, family room, office, and ¾ bath with in-floor radiant heat—perfect for guests, a home office, recreation, or additional living space. Numerous improvements throughout provide peace of mind, while Energy Star construction and enhanced insulation contribute to the home's efficiency. Set in a peaceful, established neighborhood while remaining conveniently located near everyday amenities, this well-cared-for home offers the perfect balance of privacy, comfort, and convenience.

1716 Oakridge Ct, Stoughton

This information, provided by seller, listing broker, and other parties, may not have been verified. Copyright 2026 South Central Wisconsin MLS Corporation. All rights reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify perspective properties consumers may be interested in purchasing.