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2229 Williams Point Dr, Pleasant Springs
$2,300,000
3 Beds ⋅ 3 Baths ⋅ 2016044 MLS ⋅ CLOSED Status
This stunning lakefront property delivers the lifestyle you have been waiting for.. Boating, Swimming, entertaining, and relaxing all from your own backyard. Nestled on a ¾ acre wooded setting, this stunning custom home was designed to bring the outdoors in with generous windows providing lake views from almost every angle. Spacious open concept design flows effortlessly through the main level and continues to the lower level with floor to ceiling windows, a sunny great room, fireplace, screened porch, patio and deck to the lake. Outstanding details...gourmet kitchen featuring solid surface counters, Amish custom cabinetry and Thermador appliances, not to forget the spacious walk in pantry. First floor Main suite provides stunning lake view, walk in shower, and heated floors. Custom details throughout, Amish wood beams/accents, Hardwood Floors, custom tile, an amazing laundry/mudroom, whole house speakers. Located 20 minutes from Madison, it's a retreat with convenience.!

2229 Williams Point Dr, Pleasant Springs

3060 Shadyside Dr, Pleasant Springs
$1,365,000
3 Beds ⋅ 3 Baths ⋅ 2021394 MLS ⋅ CLOSED Status
Enjoy breathtaking sunrises and sunsets from this cozy Lake Kegonsa home. With panoramic views, a spacious three-season porch stretching across the back of the home, and a very desirable location just steps from Stoughton Country Club, this property offers an incredible lakeside lifestyle. Updates per seller include a new roof on the house, garage, and both boathouses in 2025; new siding on the house and garage in 2023; new windows on the house in 2023; and new windows in the three-season porch in 2018. Inside, you will love the seamless flow from the kitchen to the dining and living rooms, making it perfect for entertaining. Outside, enjoy the patio off the three-season porch, along with a spacious boathouse + half boathouse for even more lakeside enjoyment. Come see everything this Lake Kegonsa home has to offer in one of the areas most sought-after locations!

3060 Shadyside Dr, Pleasant Springs

Lot 3 Sunnyside, Pleasant Springs
$920,000
2015273 MLS ⋅ CLOSED Status
Bring your imagination and creativity to this exceptional 7.85-acre parcel located directly across the street from Lake Kegonsa, adjacent to Lake Kegonsa State Park, and on the lower Yahara Bike Trail. The property offers both near-term and long-term development potential, with initial conversations indicating the site may support approximately 15 lots, including elevated homesites with year-round Lake Kegonsa and sunset views. Several potential lots also overlook the sweeping Door Creek Wetlands and the nearby Lower Yahara Bike Trail, creating a rare combination of water, open space, and recreation. Soil tests have already been completed in preparation for future development and are available for review. Develop immediately, or build your own private residence and hold the remaining land as a long-term investment in the continued growth of Dane County.

Lot 3 Sunnyside, Pleasant Springs

2031 Skyline Dr, Pleasant Springs
$840,000
4 Beds ⋅ 2 Baths ⋅ 2024357 MLS ⋅ CLOSED Status
Rare Lake Kegonsa Lakefront Package – ~34 Feet + One Boathouse Two parcels on Skyline Drive, Town of Pleasant Springs, WI (Stoughton 53589): • 2031 Skyline Drive ON LAKE - Parcel 0611-292-4130-8 • Vacant lot directly across the street - Parcel 046/0611-292-5401-8 Sold together, they deliver approximately 34 feet of prime direct lakefront on the 3,200-acre full-recreation Lake Kegonsa plus 1 existing boathouse. This bundled offering creates a private lakeside compound with protected boat storage, excellent water access, and extra land perfect for parking, guests, privacy, or future expansion (subject to zoning). Enjoy boating, skiing, fishing, swimming, and year-round activities on Lake Kegonsa, plus nearby Lake Kegonsa State Park trails. Just minutes from Stoughton and a quick 15-20 minute commute to Madison. A turnkey opportunity or be creative. lakefront with strong potential. Being sold as-is.

2031 Skyline Dr, Pleasant Springs

1789 Lunde Cir, Pleasant Springs
$743,000
4 Beds ⋅ 4 Baths ⋅ 2026516 MLS ⋅ CLOSED Status
Showings start July 3. Beautiful one owner home nestled into the middle of this quiet country subdivision just north of Stoughton. Open concept with split bedrooms and a bonus space off the entrance for an office. Well laid out kitchen overlooking the living room and dining area. Walk right out the door to your screened-in porch with one door leading to a fenced area for your pets or out the other door leading to your spacious yard for quiet days/nights around your fire pit. Do you enjoy entertaining, well then let's take a walk down the stairs to your newly finnished basement with 1 additional bedroom, a workout room and a huge family room area to game or movie night with friends. There is even a storage area that many homes don't have the space for.

1789 Lunde Cir, Pleasant Springs

2090 Yahara Dr, Pleasant Springs
$699,900
3 Beds ⋅ 2 Baths ⋅ 2023925 MLS ⋅ CLOSED Status
Rare Yahara River frontage meets beautifully designed ranch living. Custom built in 2014 and set on a wooded, landscaped lot with 157 feet of shoreline, this home captures the perfect balance of privacy, comfort, and extraordinary water views from the main living spaces. Designed with efficiency and accessibility in mind, it offers thoughtful single-level living, handicap-accessible features, vibrant gardens, and workbench space in both the garage and basement. The partially exposed lower level brings in natural light and lovely views, offering a blank canvas for future living, hobbies, or guests. Enjoy kayaking, fishing, wildlife, smaller boating, and quiet moments by the water from your own backyard.

2090 Yahara Dr, Pleasant Springs

2719 Church St, Pleasant Springs
$625,000
3 Beds ⋅ 2 Baths ⋅ 2015704 MLS ⋅ CLOSED Status
Rare Dane County acreage offering with 26.80 acres of open land, scenic views, and convenient accessibility. Horses and animals are allowed, making this an excellent opportunity for a hobby farm, equestrian use, or those seeking space and privacy. An 81x36 pole barn provides ample room for animals, vehicles, equipment, storage, or other uses. The 3-bedroom, 2-bath home features hardwood flooring throughout and a primary suite with a soaking tub and walk-in shower. The home was professionally transported and placed on the property and offers a functional layout in a peaceful, private setting. Enjoy picturesque countryside views and open skies year-round. The property offers convenient access to I-90, providing an easy commute to Madison and surrounding areas while maintaining a rural atmosphere. A rare combination of acreage, functionality, and location. Property is Virtually Staged

2719 Church St, Pleasant Springs

2611 Penny Ln, Pleasant Springs
$618,000
5 Beds ⋅ 3 Baths ⋅ 2026114 MLS ⋅ CLOSED Status
If you are looking for a home offering space for everyone - look no further! Whether everybody in your family wants their own bedroom or you are in need of an office or two, you'll find it here. Main level offers a spacious kitchen that is fully applianced with ample cabinets and dining area and a three season porch. Upper level offers four bedrooms and two baths. Garage offers three spaces and you enter the home through a main level mud room to help you stay organized. Additional 11' X 15' yard shed is great for outdoor toys and the lawn mower. Situated on just under two acres in a quiet rural subdivision that offer easy access to Madison or Stoughton! - Plenty of room to roam or garden here!

2611 Penny Ln, Pleasant Springs

2555 Brown Deer Rd, Pleasant Springs
$600,000
4 Beds ⋅ 2 Baths ⋅ 2027765 MLS ⋅ CLOSED Status
Welcome to this warm and inviting Prairie/Craftsman-style home tucked into a beautiful wooded setting on nearly an acre in Pleasant Springs. Offering 4 bedrooms, 2 full baths, and over 2,500 finished sq ft, this home blends privacy, character, and functional living space. The main level features an open kitchen with island & granite countertops, spacious dining area, living room with energy efficient wood stove fireplace, 1st-floor bedroom, full bath, laundry, and a sun-filled 4-season room overlooking the peaceful yard. Upstairs you’ll find 2 generous bedrooms & a full bath, while the exposed walkout lower level adds a large rec room & 4th bedroom. Enjoy mature trees, a deck, detached 2.5-car garage, & a quiet rural subdivision setting just minutes from Stoughton & Lake Kegonsa area conveniences. Metal roof, newer water heater & pressure tank offer peace of mind for years to come. A rare mix of space, setting & charm. This one has the “I could live here” feeling!

2555 Brown Deer Rd, Pleasant Springs

2232 Tower Dr, Pleasant Springs
$560,000
3 Beds ⋅ 2 Baths ⋅ 2026061 MLS ⋅ CLOSED Status
Welcome home to your own private retreat! Tucked away on just under 8 beautiful wooded acres, this property offers the peace privacy, & natural beauty of country living while still being conveniently located. Enjoy the charm of a secluded setting w/ the added benefit of Pleasant Springs’ favorable property taxes. This spacious ranch-style home offers the ease & convenience of having everything you need on one floor. The full walkout lower level creates endless possibilities with a second kitchen, additional living space, & the option to add a third bathroom. This flexible space is perfect for guests, extended family, or a future in-law suite. The attached garage provides direct access to the lower level, where you’ll find a workshop sure to impress any hobbyist, woodworker, or outdoor enthusiast. With mature trees, room to explore, & a setting that feels miles away from it all. This is the opportunity to finally enjoy the country lifestyle you’ve been dreaming of.

2232 Tower Dr, Pleasant Springs

2769 S Park St, Pleasant Springs
$540,000
4 Beds ⋅ 2 Baths ⋅ 2014398 MLS ⋅ CLOSED Status
Discover the possibilities on this scenic 20± acre rolling farmette, ideally located between Cottage Grove and Stoughton. Featuring a desirable mix of partially wooded land and tillable acreage, this property is well suited for livestock, horses, or those with a passion for gardening and country living. The classic farmhouse offers four bedrooms and a functional layout that includes a spacious kitchen, formal dining room, living room, den/office, and a full basement. Several mechanical systems have been updated, providing a solid foundation and an opportunity to personalize the home to your taste. An oversized two-car garage and multiple outbuildings offer ample space for equipment, storage, workshops, or animal housing. With open land, natural beauty, and a peaceful setting, this property

2769 S Park St, Pleasant Springs

1706 Bell View Rd, Pleasant Springs
$539,900
4 Beds ⋅ 3 Baths ⋅ 2006280 MLS ⋅ CLOSED Status
Nestled on a lush, tree-filled lot in a peaceful Stoughton neighborhood, this inviting multi-level home offers the perfect blend of privacy, space, and style. Step into a warm, light-filled living room that opens into a sleek kitchen with granite counters, maple cabinetry, and stainless appliances. The layout flows seamlessly into the dining area and sunroom-ideal for relaxed meals or lively gatherings. The main level also features convenient laundry and a spacious primary suite with radiant in-floor heat, jetted tub, and walk-in shower. Upstairs are three additional bedrooms and a beautifully updated full bath. Downstairs, a cozy rec room with wood stove, full bathroom, and garage access. Wraparound deck, hot tub, & thoughtful updates- your retreat awaits! See Assoc Docs for Update list.

1706 Bell View Rd, Pleasant Springs

1825 Country Club Rd, Pleasant Springs
$525,000
4 Beds ⋅ 4 Baths ⋅ 2021633 MLS ⋅ CLOSED Status
It's like a vacation everyday ! Overlooking Stoughton Country Club and just around the corner from Lake Kegonsa is where you will find this lovely home. Much larger than it appears. Main floor owner's suite, 3 large bedrooms on the second floor, one bedroom has it own bath. Wonderful updated kitchen, Dining area looking out over the back yard and a quiet Living room to relax. Adjacent to the Kitchen is a cozy Hearth room with built in book cases and fireplace. There is a generous eat in kitchen area and a sunny screened in porch and patio. Finished lower level provides workout area, rec room, craft room and a large workshop, direct access to the spacious garage, with enough room for your own golf cart. It's location can't be beat and not many homes come up for sale in this neighborhood. Describing this home in a few words..... Great Location .. Great Bones... Great Space! let's take a look...

1825 Country Club Rd, Pleasant Springs

2765 Oak Knoll Ln, Pleasant Springs
$480,000
4 Beds ⋅ 3 Baths ⋅ 2007583 MLS ⋅ CLOSED Status
Welcome to this inviting home offering 4 bedrooms, 2.5 bathrooms, and plenty of space to enjoy both inside and out. Step outside to a spacious backyard with a deck, perfect for summer gatherings and outdoor entertaining. A massive 4-car heated garage provides room not only for vehicles but also has extra space for a boat or large equipment, an ideal setup for hobbyists and outdoor enthusiasts. The yard is enhanced with fruit trees and lush plantings, creating a serene and charming setting. Inside, the finished basement expands your living space with a game room and kitchenette, a perfect spot for relaxation or hosting friends. With comfort, storage, and natural beauty all in one, this property is a rare opportunity you won’t want to miss.

2765 Oak Knoll Ln, Pleasant Springs

1764 Oakview Dr, Pleasant Springs
$465,000
3 Beds ⋅ 3 Baths ⋅ 2016918 MLS ⋅ CLOSED Status
Country serenity just minutes from city convenience! This move-in ready home sits on a peaceful ½-acre lot in a prime location close to shopping, dining, parks, and commuter routes. Remodeled kitchen with new countertops, backsplash, painted cabinets & newer appliances (2025) opens to the sunroom, deck & brand-new patio. Partially fenced yard with freshly graded & seeded lawn offers great space to relax, play, or garden. Main level features laminate flooring (2022), a cozy wood-burning fireplace, open dining area, bright flex room with new skylights & main-floor laundry (2024). Upstairs includes new carpet (2023), spacious bedrooms & an oversized primary suite with walk-in closet. Finished lower level adds valuable living space with updated bath (2024). Major updates: roof, windows, water heater, pressure tank, radon system, gutters & garage door opener. Enjoy a quiet country feel with quick access to everything the surrounding areas have to offer!

1764 Oakview Dr, Pleasant Springs

2757 Alice Cir, Pleasant Springs
$465,000
3 Beds ⋅ 2 Baths ⋅ 2010977 MLS ⋅ CLOSED Status
Beautifully designed 3-bed, 2-bath home just 25 minutes from downtown Madison—offering the perfect balance of comfort, convenience, and natural beauty. Nestled in a quiet, friendly neighborhood near the Yahara River and Kegonsa State Park, this home is a rare find. The large kitchen features a breakfast bar and generous pantry, while the main floor laundry/mud room adds everyday ease. Enjoy a spacious 3-car garage, a serene screened-in porch, a cozy wood-burning fireplace, and your own private infrared sauna. The finished lower level includes an oversized rec room, bonus room for office or hobbies, and is plumbed for a future bath. The primary suite offers a full en suite bath for your own private retreat. A perfect blend of indoor comfort and outdoor adventure!

2757 Alice Cir, Pleasant Springs

1776 Oakview Dr, Pleasant Springs
$465,000
3 Beds ⋅ 2 Baths ⋅ 2009216 MLS ⋅ CLOSED Status
Peaceful living on the edge of town! Enjoy the elite Oak Knoll subdivision, where pride of ownership shines. Oak Knoll Park offers a fantastic playground, community gatherings, and local sports. This home features 3 bedrooms and full laundry on the main level. The bright kitchen boasts a brand-new stainless steel appliance package and ideal cooking layout. The lower level includes a family room, office/hobby room, workshop, rough-in for a future bath, and ample storage. Relax on the back deck with sunrise views over the Yahara flowage. Majestic oaks shade the home, helping lower utility costs. In the fall and winter watch for eagles and enjoy the wood burning stove—this home is truly special!

1776 Oakview Dr, Pleasant Springs

2878 Golden Cir, Pleasant Springs
$460,075
3 Beds ⋅ 2 Baths ⋅ 2019736 MLS ⋅ CLOSED Status
Welcome to the home that quietly shows off without ever bragging… but don’t worry, I’ll do the bragging for it. Tucked onto a stunning, wooded .75-acre lot, this beauty is the kind of place where you half expect deer to wander by and compliment your landscaping choices. It’s stunning, private, and definitely "this is AMAZING". Let’s talk about that massive unfinished basement: make it a theater, workout space, in-law suite, or the world’s most impressive storage space for holiday decorations. It’s a blank canvas as big as your imagination. There’s a concrete pad next to the garage for your RV, boat, trailer, or whatever large toys you have. No more storage fees, no more driveway Tetris~ just pull in and go live your best adventurous life. And the house itself? Immaculate. Meticulous. We’re talking “did anyone actually live here or is this a model home?" It has been lovingly maintained, so you can skip the projects and go straight to living here. All offers due Monday 4.6 by 2 pm.

2878 Golden Cir, Pleasant Springs

2660 Spring Hill Dr, Pleasant Springs
$430,000
3 Beds ⋅ 2 Baths ⋅ 2024664 MLS ⋅ CLOSED Status
Looking for the perfect place to kickoff summer? This move-in-ready gem sits on a massive .84-acre lot, giving you all the elbow room you’ve been dreaming of without leaving the modern comforts behind. The big-ticket items are already taken care of, so you can just move in and enjoy. You’ll love the brand-new kitchen and the peace of mind that comes with a new roof, windows, furnace, AC & all appliances (2026). Outside, the new deck is practically begging for a grill and a few friends, overlooking a backyard big enough for a garden, a fire pit, or just letting the dog run wild. It’s rare to find this much land paired with such a fresh, updated interior at this price point. Come check it out and see how easy life can be when the hard work is already done!

2660 Spring Hill Dr, Pleasant Springs

1787 Oakview Dr, Pleasant Springs
$423,000
4 Beds ⋅ 2 Baths ⋅ 2027332 MLS ⋅ CLOSED Status
Enjoy peaceful country living in this inviting 4-bedroom, 1.5-bath ranch situated on more than half an acre in a quiet neighborhood across from the Yahara River. The home features beautiful hardwood floors, an updated main bathroom and a basement bedroom with an egress window. Large rec room and bar space in lower level. Major improvements completed within the past six years include the roof, furnace, central air, pressure tank, water heater, water softener and water filtration system. 16x16 composite deck overlooks the deep lot. A spacious 40' x 25' outbuilding provides excellent storage, workshop space or room for recreational equipment. The large yard also includes a trampoline and playground equipment. A wonderful opportunity for anyone seeking comfortable one-level living, extra outdoor space and a peaceful country setting.

1787 Oakview Dr, Pleasant Springs

2817 Spring Hill Dr, Pleasant Springs
$412,300
3 Beds ⋅ 2 Baths ⋅ 2015445 MLS ⋅ CLOSED Status
Settle into a slower pace of life in this inviting 3 bedroom, 1.5 bath home tucked into a quiet neighborhood on a spacious 0.73 acre lot. Mornings start with coffee in the 3-season porch, afternoons invite time in the garden, and evenings are best spent gathered around the warm glow of the wood-burning stove in the lower level. Step outside to relax or entertain on the deck while enjoying the peaceful surroundings. Two large outdoor sheds offer plenty of room for hobbies, tools, or extra storage, and the attached 2-car garage adds everyday ease. With thoughtful updates, comfortable living spaces, and room to enjoy both indoors and out, this home is a perfect place to unwind, recharge, and truly feel at home.

2817 Spring Hill Dr, 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.