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$1,295,000
4 Beds ⋅ 4 Baths ⋅ 2032542 MLS ⋅ ACTIVE Status
Turn into the driveway and feel the world slow down as this gorgeous 4br/3.5ba retreat comes into view on nearly 6 wooded acres. Inside, stunning vaulted ceilings and hardwood floors create a warm, elevated feel. The beautifully updated kitchen flows into the living and dining spaces, perfect for entertaining. Retreat to the spacious primary ensuite with remodeled shower and abundant closet space, or unwind on the deck overlooking nature. The finished walkout lower level offers a kitchenette, pool table, bedroom/office, workshop, and storage galore! An over-sized 3-car garage with basement access adds everyday convenience. Enjoy privacy, nature, hunting, and foraging. Take peaceful walks past nearby churches or scenic bike rides through beautiful surroundings. Updates include newer roof, mechanicals, outbuilding, commercial-grade water filtration, and freshly sealed driveway. Rural, private setting with easy access to Madison, the airport, Milwaukee, or Chicago. Do NOT miss this one!

2681 Church St, Pleasant Springs
$579,900
3 Beds ⋅ 3 Baths ⋅ 2031368 MLS ⋅ ACTIVE UNDER CONTRACT Status
Privacy with neighbors on a dead end street across from the Yahara river with river access across the street. Large .89 acre lot surrounded by mature pines, trees and bushes. A 20x12 deck that overlooks the huge back yard which includes a 12x12 firepit area, apple trees, garden spaces, perennial spaces and room to roam. A house to make your home with space to grow under a newer roof. Sellers have added their touches - a partial wall removed to make it a even more open concept main area plus hardwood floors, corner gas fireplace, updated master bathroom. A kitchen with everything needed to serve meals on the deck or in the dinette area - granite counter tops, double oven, large refrigerator, microwave, dishwasher and reverse osmosis filtered water, with storage galore. Right now the current workshop can be direct accessed from the 3 garage or the lower level hallway. Add the ceiling to complete it and what will it be for you? The 3 car garage is for everything you have!

2071 Yahara Dr, Pleasant Springs
$624,900
4 Beds ⋅ 2 Baths ⋅ 2029121 MLS ⋅ ACTIVE Status
Escape to the peace of country living without giving up the convenience of the city! Nestled on 8.95 scenic acres in the Town of Pleasant Springs. This tri-level home is full of opportunity to make it your own. Built in 1987, it offers fresh paint, new carpet, a spacious living room, dining area off the kitchen, and enjoy morning coffee on your cozy 3-season porch. The primary features a walk-in closet, double vanity, and walk-in shower, while the finished lower level offers a rec room, 4th bedroom, and walk-out to the patio! A charming front porch, 2-car garage, new septic and A/C (2023), and nearly 9 acres provide the perfect backdrop for your next chapter. Enjoy the privacy of country life with quick interstate access and just minutes to McFarland, Madison, Lake Waubesa, parks, trails, shopping, and dining. Welcome home!

2991 County Hwy Mn, Pleasant Springs
$1,114,900
5 Beds ⋅ 5 Baths ⋅ 2027003 MLS ⋅ ACTIVE Status
One of the best built custom homes in all of Dane County, this 5,446-square-foot estate sits on nearly an acre overlooking the 16th fairway of Stoughton Country Club, with gorgeous Lake Kegonsa views and an available boat slip just five minutes away. Enjoy lake recreation without sacrificing the space and privacy of a luxury home. Located in the outstanding Stoughton Area School District, it is minutes from historic downtown Stoughton, the Opera House, restaurants, and boutique shops—only 12 minutes from the Beltline and offering favorable Pleasant Springs taxes. Highlights include steel-reinforced ICF construction through the second floor, radiant heat, Marvin windows, five bedrooms, five bathrooms, four en-suite bedrooms, two Rumford fireplaces, a private primary-suite office, steam shower, Jacuzzi tub, golf simulator space, and a movie theater that doubles as a certified concrete storm shelter. A new roof was installed in fall 2025

3002 Linnerud Dr, Pleasant Springs
$489,900
3 Beds ⋅ 2 Baths ⋅ 2025454 MLS ⋅ ACTIVE Status
Nestled on a beautiful 1.1-acre lot in a peaceful country subdivision, this stunning home has been completely transformed, a rare find in the Stoughton market, offering the space of a country acreage with the peace of mind that comes only with a total, high-end renovation. Step inside to well planned living space with brand-new flooring throughout. The fully remodeled kitchen and island serves as the heart of the home, beautifully complemented by stylishly updated bathrooms. Beyond the aesthetics, enjoy major capital upgrades including a durable new metal roof and a brand-new septic system. Experience the perfect blend of rural serenity, wide-open outdoor space, and neighborhood community—all just minutes from downtown Stoughton and the Madison area. There is absolutely nothing left to do but move right in and enjoy!

2542 Brown Deer Rd, Pleasant Springs
$999,900
10 Beds ⋅ 5 Baths ⋅ 2022025 MLS ⋅ ACTIVE UNDER CONTRACT Status
Welcome to your private sanctuary where the possibilities are endless. Whether you need a spacious personal property with lots to keep you busy, or you are looking to make money off of the property, this is it. Think hobby farm, vacation rental, animal rescue organization, summer camps, non profit organizations, wedding venue, or combine two generations of family! Sitting on 20 private and beautiful acres, this home is waiting for your cosmetic finishing touches to add even more value. Home includes up to 10 bedrooms, including a massive finished basement, and a mother in law suite built in 04. 2 master suites! Bathrooms include custom tile showers and soaking tubs. Multiple outbuildings include a pool house, bb court, offices, animal stalls, work space, garage space, private deck, and more. Home recently appraised for over 1.2 million. Refer to document section for all the perks, too many to list here!

2296 Tower Dr, Pleasant Springs
$830,000
4 Beds ⋅ 3 Baths ⋅ 2020518 MLS ⋅ ACTIVE Status
BRAND NEW ROOF! Welcome to this beautifully maintained 4-bedroom, brick-built ranch nestled in Stoughton's highly desirable golf course neighborhood. The open floor plan creates an easy flow for everyday living and entertaining. Enjoy fresh updates throughout, including new carpet, fresh paint, rebuilt water filtration system to include new high efficient iron filter, water heater, and A/C for added comfort and peace of mind. Enter the Primary Bathroom and you'll discover a new shower with Kohler finishes throughout, new floor tiles, paint, and fixtures. Downstairs, you’ll find a spacious family and rec room featuring a bar area and movie projector—perfect for hosting and entertaining. Set on a half-acre lot with no neighbors to the rear, this property offers rare privacy and peaceful surroundings while still being part of a vibrant community. A wonderful blend of space, updates, and location—this is one you won’t want to miss.

1854 Sheryl Ln, Pleasant Springs

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.