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2681 Church St, Pleasant Springs
$1,230,000
4 Beds ⋅ 4 Baths ⋅ 2032542 MLS ⋅ ACTIVE Status
2-1 BUY-DOWN CREDIT IF CLOSED BEFORE 11/26! Turn into the driveway & feel the world slow down as this 4br/3.5ba retreat comes into view on nearly 6 wooded acres. Inside, stunning vaulted pine ceilings & hardwood floors create a warm, elevated feel. The beautifully updated kitchen flows into the living & dining spaces, perfect for entertaining. Retreat to the spacious primary ensuite w/ remodeled shower & abundant closet space, or unwind on the deck overlooking nature. The finished walkout LL offers a kitchenette, pool table, bedroom/office, workshop & storage galore! An oversized 3-car garage w/ basement access adds everyday convenience. Enjoy privacy, nature, hunting & foraging. Take peaceful walks past nearby churches & bike rides through beautiful surroundings. Updates include newer roof, mechanicals, outbuilding, industrial water filtration & freshly sealed driveway. Rural, private setting w/ low taxes & easy access to Madison, the airport, Milwaukee & Chicago. DON’T miss it!

2681 Church St, Pleasant Springs
2466 County Hwy N, Pleasant Springs
$1,200,000
4 Beds ⋅ 2 Baths ⋅ 2031371 MLS ⋅ ACTIVE Status
Rare opportunity to own a versatile 44.25± acre rural property in the Town of Pleasant Springs, combining productive farmland, quality improvements, and country living. Frontage along County Highway N and Center Avenue provides excellent access and future flexibility. The well-maintained, move-in-ready 1,512 sq. ft. home features 4 bedrooms, 1.5 bathrooms, and numerous updates. A 30' x 50' shop includes an insulated concrete floor and a 14' x 10' sliding door, ideal for equipment, storage, or workshop use. A 30' x 60' partially finished outbuilding offers power, heat, and a maintained shop area, well suited for hobbies, contracting, business operations, or recreation. Established apple and pear trees enhance the homestead setting. The farm includes 40.07± FSA tillable acres. Minutes away from Lake Kegonsa State Park and only 20 minutes from downtown Madison.

2466 County Hwy N, Pleasant Springs
3129 Sunnyside St, Pleasant Springs
$1,195,000
4 Beds ⋅ 3 Baths ⋅ 2029440 MLS ⋅ ACTIVE Status
NOW OFFERING SUBSTANTIAL CLOSING CREDIT IF CLOSE BY 11/26/27! From sunrise to sunset, experience the rare combination of level frontage, 4-bed, 3-bath home offers 50 feet of unforgettable waterfront views. Beautifully refinished hardwood floors and an open, inviting floor plan designed to maximize natural light and showcase the stunning lake scenery. The charming sunroom just off the dining area provides the perfect place to enjoy your morning coffee. Upstairs, retreat to your spacious primary suite, a true private oasis featuring a spa-inspired shower, convenient second-floor laundry, and a hot tub room where you can soak while taking in spectacular sunset views over the water. Enjoy sipping a glass of wine on your shaded patio, spend the day boating, swimming, or fishing. Take in the wildlife and serenity on the suspended boardwalk of the new Lower Yahara River Trail just steps away from your door. Every day feels like a vacation living the lake life.

3129 Sunnyside St, Pleasant Springs
Skyline Drive Dr, Pleasant Springs
$495,000
2023298 MLS ⋅ ACTIVE Status
Build your dream home on this rare 3.4-acre buildable lot located on Skyline Drive in the Town of Pleasant Springs. This unique property offers the perfect blend of peaceful rural living and convenient access to nearby city amenities. Enjoy the beauty of a lovely pond on the property and proximity to beautiful Lake Kegonsa for year-round outdoor recreation. The property has already perked for a mound system, or buyers may explore the option of bringing in municipal services. Zoned RR-2, this versatile parcel provides endless possibilities for your custom home, hobby farm, or private retreat. A truly special opportunity to own a scenic piece of countryside while staying close to Madison, shopping, dining, and major highways. Bring your vision and make this one-of-a-kind property your own!

Skyline Drive Dr, Pleasant Springs
2542 Brown Deer Rd, Pleasant Springs
$469,900
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
3101 Shadyside Dr, Pleasant Springs
$424,000
2 Beds ⋅ 1 Baths ⋅ 2020049 MLS ⋅ ACTIVE Status
Completely remodeled 2 bedroom, 1 bathroom home located just across the street from the lake with beautiful lake views. This move in ready property has been extensively updated and offers peace of mind with a new roof, siding, windows, furnace, hot water heater, driveway, and all new interior finishes. The updated kitchen features modern cabinetry and fixtures, while the spacious bathroom includes a waterfall showerhead and ample room. The open floor plan is complemented by an electric fireplace, creating a warm and inviting main living area filled with natural light. Enjoy low maintenance living in a desirable location with a deeded lake access, making this home amazing for year round living or a relaxing retreat.

3101 Shadyside Dr, Pleasant Springs
44.42 M/L Acres Koshkonong Rd, Pleasant Springs
$1
2033582 MLS ⋅ ACTIVE Status
The auction will be held on Wednesday, October 14, 2026, at 10:00 a.m. at Coachman's Golf Resort in Edgerton, Wisconsin. Tract Three consists of 44.42± surveyed acres with an estimated 37.18 FSA tillable acres and carries an NCCPI rating of 73.2. Highly productive Ringwood silt loam and Griswold loam are the primary soil types of the tillable acres, supporting strong agricultural performance. This tract contains drainage tile improvements in the northwest corner of the property, installed in 2019.

44.42 M/L Acres Koshkonong Rd, Pleasant Springs
55.48 M/L Acres Kong Rd, Pleasant Springs
$1
2033581 MLS ⋅ ACTIVE Status
The auction will be held on Wednesday, October 14, 2026, at 10:00 a.m. at Coachman's Golf Resort in Edgerton, Wisconsin. Tract Two consists of 55.48± surveyed acres located along the south side of Kong Road. This highly tillable tract includes an estimated 50.08 FSA tillable acres carrying an NCCPI Rating of 77.6, the highest of the three tracts offered. The primary soil types include highly desired Plano silt loam and Radford silt loam. In addition, this tract contains extensive drain-tile improvements, including over 15,900 linear feet of drainage tile installed in 2019 (see attached Tile Map). Located along the south side of Kong Road, this property has a gently sloping topography flowing from the western property boundary to the northeast corner and would make an excellent addition to an existing operation and serve as an investment-grade land purchase.

55.48 M/L Acres Kong Rd, Pleasant Springs
61.70 M/L Acres Kong Rd, Pleasant Springs
$1
2033580 MLS ⋅ ACTIVE Status
The auction will be held on Wednesday, October 14, 2026, at 10:00 a.m. at Coachman's Golf Resort in Edgerton, Wisconsin. Tract One offers an exceptional combination of productivity and future flexibility in a scenic setting surrounded by mature timber, open farmland, and breathtaking views in every direction for those also seeking a secluded homesite location. Tract One consists of 61.70± surveyed acres with 44.13 FSA acres carrying an NCCPI Rating of 68.4. The tillable acres are supported by highly productive St. Charles silt loam, McHenry silt loam, and Rockton silt loam, well known for consistent yields and long-term soil productivity.

61.70 M/L Acres Kong Rd, Pleasant Springs
161.60 Acres Koshkonong Rd, Pleasant Springs
$1
2031213 MLS ⋅ ACTIVE Status
161.60± surveyed acres of quality farmland in the Town of Pleasant Springs, Dane County, Wisconsin, selling at public auction on October 14, 2026. Offered in three tracts, this property presents an outstanding opportunity for farmers, investors, and rural land buyers. Tract 1 consists of 61.70± acres with 44.13 FSA cropland acres and an NCCPI of 68.4. Tract 2 includes 55.48± acres with approximately 50.08 FSA cropland acres and an NCCPI of 77.6. Tract 3 contains 44.42± acres with approximately 37.18 FSA cropland acres and an NCCPI of 73.2. The property will be offered on a price-per-acre basis using the Buyer's Choice auction method, allowing the successful bidder to select any tract or combination of tracts. Productive soils, strong agricultural value, and a desirable location in Dane County make this a rare land acquisition opportunity. Online bidding available.

161.60 Acres Koshkonong Rd, 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.