Stoughton Homes under $500,000

Welcome to Stoughton, Wisconsin, a charming city nestled in Dane County, known for its rich history and vibrant community spirit. With a population of just over 13,000 residents, Stoughton offers a delightful blend of small-town charm and modern amenities, making it an ideal place for families, retirees, and everyone in between.

Stoughton boasts a picturesque downtown area, complete with locally-owned boutiques, cozy cafes, and a variety of dining options. The city's strong sense of community is evident in its numerous parks, recreational facilities, and annual events like the famous Syttende Mai festival, celebrating Norwegian heritage. The scenic Yahara River winds through the city, providing opportunities for outdoor activities such as fishing, kayaking, and hiking along the beautiful trails.

For those looking to settle down in Stoughton, the real estate market offers an array of homes under $500,000, making it an attractive option for first-time buyers and families seeking affordability without sacrificing quality. From charming single-family homes with spacious yards to modern townhouses with contemporary designs, there's something for everyone in this thriving market.

Stoughton’s excellent schools, friendly neighborhoods, and convenient access to nearby Madison make it an appealing choice for those seeking a balanced lifestyle. With its welcoming atmosphere and a strong sense of community, Stoughton is not just a place to live—it's a place to call home. Explore the possibilities today and discover why so many are choosing to make Stoughton their forever home!

Newest Stoughton Homes under $500,000

$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

$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

$409,990

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

$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

$489,900

4 Beds ⋅ 3 Baths ⋅ 2033992 MLS ⋅ ACTIVE Status

Come take a look at this well-planned home which offers four bedrooms, three baths with two places for friends and family to gather. Step through the foyer and you’ll enter a floor plan that opens to an attractive, updated kitchen that is sure to please the cook in the family. This design gives the lower family room exposure and allows you to walk right out to the back yard, containing a beautiful patio for entertaining and offers privacy. At the days end you’ll retire to the primary suite complete with a large walk-in closet, spacious bath double vanities and custom walk-in shower. Those in the family with cars or hobbies are sure to appreciate the heated, finished three car garage!

1828 Buckingham Rd, Stoughton

$234,000

2 Beds ⋅ 1 Baths ⋅ 2033931 MLS ⋅ ACTIVE Status

Rare, hilltop, gem and walkable to downtown Stoughton! This home has been incredibly well cared for with updated roof, windows & HVAC! The main level includes an 11x24 living room, sizable kitchen, main level laundry/mud room & full bath. There are two bedrooms, plus a large closet/den on the second floor. There is a private driveway for ample off street parking & a nice sized shed for your storage and lawn equipment. The basement is unfinished for storage and mechanicals. There is a newer furnace and newer central A/C! This home has been in the same family for decades and the sellers are very excited to pass on this property to the new owners for decades of memories ahead!

225 Hillside Ave, Stoughton

$434,900

3 Beds ⋅ 3 Baths ⋅ 2033685 MLS ⋅ ACTIVE Status

Move-in ready Juniper at Magnolia Springs! 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 bath.

309 Orchid Ave, 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

$469,900

3 Beds ⋅ 2 Baths ⋅ 2033480 MLS ⋅ ACTIVE Status

Move-in-ready Rowan at Magnolia Springs! The Rowan's open-concept main level is designed for easy living and features 3 bedrooms, 2 full baths and a convenient laundry/mudroom. The primary suite includes a walk-in shower, spacious vanity, and walk-in closet. The unfinished lower level is ready for future expansion with an egress window and rough-in plumbing for a full bath. This home is equipped with energy-efficient appliances, and a state-of-the-art HVAC system to ensure comfort and reduced energy costs year-round. Seller is a licensed real estate company.

358 Wild Rose Way, Stoughton

$447,000

3 Beds ⋅ 3 Baths ⋅ 2033478 MLS ⋅ ACTIVE Status

Welcome to the Willow, a sophisticated and modern floor plan designed to meet your every need. This exquisite property offers an ideal blend of comfort, style, and functionality, making it the perfect place to call home. Step into a bright and open-concept living space with large windows that invite natural light to fill the room. The expansive living room flows seamlessly into the dining area, creating a perfect setting for both entertaining and everyday living. *Some Photos and virtual tour shown are of a similar completed model with the same plan. Seller is a licensed real estate company.

334 Wild Rose Way Unit 46, 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

$30,500

3 Beds ⋅ 2 Baths ⋅ 2033156 MLS ⋅ ACTIVE Status

THIS IS A MANUFACTURED HOME! MONTHLY LOT RENTAL IS $1,125 PER MONTH AND INCLUDES GARBAGE PICK UP AND MAINTENANCE OF ROADS. OWNER PAYS SEWER/WELL WATER ($25-$35/MONTH) AND PERSONAL PROPERTY TAX MONTHLY OF $17 APPROX. 2 pets allowed, 1 cat and 1 dog or 2 cats, dog breeds limited (mostly based on HOA meeting the dog, no certain breed restrictions) Awesome 3 BA 1.5 BA (1 bedroom has no closet) manufactured home in the middle of the park. Low maintenance living! 2 car parking slab. 2 nice sized bedrooms, 1.5 full bath, and a nice laundry area, even the washer/dryer are included! See this one today! Must get approved in the Park!

787 Norman Dr, Stoughton

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