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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 UNDER CONTRACT 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

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

2225 Stone Crest Rd, Stoughton
$520,000
4 Beds ⋅ 3 Baths ⋅ 2033904 MLS ⋅ ACTIVE Status
Show 10/16. Welcome home to 2225 Stone Crest Rd—where comfortable living meets an exceptional amount of outdoor space. Situated on a spacious 0.52-acre corner lot, this 4-bedroom, 2.5-bath home offers the kind of yard that is increasingly hard to find in a neighborhood setting. With room to play, entertain, garden, gather, or simply enjoy some breathing room, the expansive lot is one of this home’s standout features.The main level offers an inviting kitchen with stainless steel appliances, wood flooring, and a layout that opens directly to the outdoors. Step from the kitchen onto the new 2025 wood deck, designed with two separate sitting areas—perfect for morning coffee, summer gatherings, or relaxing while overlooking the generous yard. New low-maintenance landscaping adds polished curb appeal while keeping exterior upkeep simple. Additional highlights include a spacious & heated 2-car attached garage. Come see for yourself all that this Stoughton property has to offer!

2225 Stone Crest Rd, Stoughton

1449 Kriedeman Dr, Stoughton
$659,900
5 Beds ⋅ 3 Baths ⋅ 2033848 MLS ⋅ ACTIVE Status
Just in time for the Holidays! Discover The Reagan in Stoughton's Gateway neighborhood, conveniently located on the North side of Stoughton. This thoughtfully designed two-story home on a wooded lot 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. Estimated Completion: Late November. **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, complete with a finished basement on a wooded lot, 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 * Interior Photos & virtual tour shown are of a similar completed model w/ upgrades while this home is under construction Estimated Completion: December 2026

1509 Kriedeman Dr, Stoughton

309 Orchid Ave Unit 60, Stoughton
$409,900
3 Beds ⋅ 3 Baths ⋅ 2033685 MLS ⋅ ACTIVE Status
Move-in ready Juniper at Magnolia Springs! Corner unit! Enjoy effortless living in this thoughtfully designed two-story half duplex offering a main-level primary suite and convenient first-floor laundry. The open layout is filled with natural light, with high ceilings in the great room creating an airy, welcoming feel. The kitchen serves as the heart of the home, featuring Quartz countertops, modern appliances, and generous cabinet space—ideal for everyday meals or hosting friends. The unfinished lower level provides flexible space for storage or future expansion, complete with an egress window and rough-in plumbing for a future full bath. Some photos and virtual tour shown are of a similar completed model with the same plan.

309 Orchid Ave Unit 60, Stoughton

2149 Blue Heron Ct, Stoughton
$525,000
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

1024 Peterson Dr, Stoughton
$636,000
4 Beds ⋅ 3 Baths ⋅ 2033438 MLS ⋅ ACTIVE Status
Welcome home to Nordic Ridge in this stunning ranch built in 2018 by Matson Custom Homes. 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, 30k in upgrades. 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. New HVAC system in spring of 2026.

1024 Peterson Dr, Stoughton

1011 Summit Ave Unit 11, Stoughton
$267,500
2 Beds ⋅ 2 Baths ⋅ 2033275 MLS ⋅ ACTIVE Status
Light, bright, beautifully maintained & move-in ready! This exceptional end unit 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

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

617 Kvamme Ln, Stoughton
$585,000
4 Beds ⋅ 3 Baths ⋅ 2032373 MLS ⋅ ACTIVE UNDER CONTRACT Status
Fantastic ranch home on a quiet street in Stoughton’s desirable SW side! Meticulously maintained, 4 bedroom/3 bathroom home offers a thoughtful layout, comfortable living spaces, and a serene backyard setting. The open kitchen features ample cabinetry, spacious counter space, an office nook, and easy flow to the dining and living areas perfect for everyday living and entertaining. Step onto the new Trex deck and enjoy the spacious lot with mature trees and landscaping or relax on your covered front porch. The main level offers 3 bedrooms, including a large primary suite with ensuite bathroom and dual closets, two newer bathrooms, and convenient first floor laundry. The lower level adds a spacious rec room, 4th bedroom/bathroom, and abundant storage with potential for future finishing. Close to Fox Prairie School, parks, splash pad, and downtown Stoughton. UHP Ultimate Warranty included. A rare find in a highly sought-after neighborhood. Don’t miss this one!

617 Kvamme Ln, Stoughton

2320 Jackson St Unit 102, Stoughton
$175,000
1 Beds ⋅ 1 Baths ⋅ 2031858 MLS ⋅ ACTIVE Status
Desirable main level condo is fresh, clean & move-in ready! This condo is located close to the main entryway, your parking spot & elevator. Secured air-lock entrance w/intercom system for your safety & security. This condo is ADA accessible w/wide hallways, & wheelchair accessible vanity! Save money & cancel your gym membership! This condo has a private gym w/a nice selection of workout equipment. In-unit laundry room with extra space & shelving for storage. Washer & Dryer are included! Spacious kitchen is bright & sunny w/visibility to the private backyard area. Notice fun kitchen backsplash, plenty of countertops & cabinet space! Dining room plus a breakfast bar offers ample seating for entertaining along with big open living room. Spacious bathroom. Fenced & gated private deck area to place a table & chairs & enjoy your peaceful views. Underground heated parking w/extra room to add sm. garden shed. Rent a 2nd car garage stall for $50/month. Close to shops, restaurants. Walk to park!

2320 Jackson St Unit 102, Stoughton

2300 Highway 51 &, Stoughton
$5,900,000
2031756 MLS ⋅ ACTIVE Status ⋅ Swac BLDG.
Cap Rate of 7.5%! Stoughton Wellness and Athletic Center (SWAC), a premier Midwest athletic hub, sits on a 5-acre, high-visibility site in thriving Stoughton, WI. This 64,250 sq. ft. facility boasts a spacious lobby, elegant restrooms, and a 4-court gymnasium hosting 120,000+ annual participants through Sports Enhancement Academy’s volleyball and basketball leagues and 40+ tournaments. It houses the nation’s largest Anytime Fitness (2,000+ members), Stoughton Hospital, Famous Yeti’s Pizza, Basecamp Arcade, The Heights Banquet Hall and Stoughton Eye Care. With 179 parking stalls and an additional lot that could likely fit a 20-unit residential building with underground parking, this listing offers exceptional value at just over $90/sq. ft., including land and the additional buildable lot.

2300 Highway 51 &, Stoughton

100 Isham St, Stoughton
$419,000
2 Beds ⋅ 2 Baths ⋅ 2031602 MLS ⋅ ACTIVE UNDER CONTRACT Status
Welcome to 100 Isham, where comfortable living meets impressive space! The open-concept main level makes everyday living and entertaining easy, with a spacious kitchen featuring rich cabinetry, stainless steel appliances, abundant counter space, a large island with seating and recessed lighting. The kitchen flows into the living area, creating one welcoming space to gather. Outside, enjoy the covered front porch with ceiling fan, the spacious yard and mature trees. And then there’s the garage - HUGE, TALL and HEATED! This 3-car garage offers room for vehicles, toys, tools and a workshop, with the kind of space that’s hard to find. The unfinished basement adds even more opportunity to make this home your own, with potential for future finished living space. Concept renderings are included to help you envision the possibilities. Whether you need room to relax, entertain, tinker, store the toys or expand in the future, 100 Isham delivers space, flexibility and function inside and out.

100 Isham St, Stoughton

718 Bickley Ct, Stoughton
$299,900
2 Beds ⋅ 2 Baths ⋅ 2031585 MLS ⋅ ACTIVE Status
Affordable home in the Stoughton school district with many home improvements. Located on a quiet cul-de-sac. Huge front yard and back yard. Large 2 car tandem garage. New roof 2013. Water softener 2013. New windows 2014. New garage door 2019. Water heater 2022. Upper level with newer LVP flooring throughout living room and dining area. Living room has large east facing window for extra sunlight. Dining are has direct access to the deck for grilling. Kitchen: newer appliances including bosch dishwasher, ample cabinetry, tons of counter space. Half bathroom completes the upper floor. The lower floor has 2 large bedrooms with over sized closets. Full bathroom with a tub. Laundry room with washer and dryer.

718 Bickley 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.

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