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$385,000
4 Beds 2 Baths 2031011 MLS ACTIVE Status
Welcome to this beautiful 4-bedroom, 2-bath tri-level home with a private backyard, mature trees and great outdoor space! Recent updates include a new roof and gutters (2025), new garage floor, driveway, sidewalk and steps (2025), and air conditioner (2026). The bright main level features tile and wood flooring, a spacious dining area and comfortable living room. The exposed lower level offers a large rec room with wood-burning stove, bedroom and full bath. Upstairs, all 3 bedrooms feature wood floors, along with a full bath with jetted tub. Enjoy the large deck, fenced backyard, storage shed and playset. Attached 1-car garage and plenty of functional living space make this a wonderful Sun Prairie home!

926 Frederick St, Sun Prairie

$530,000
4 Beds 4 Baths 2030903 MLS ACTIVE Status
Welcome to this beautifully designed two-story home offering 4 bedrooms and 3.5 baths in Smith's Crossing! The gourmet kitchen features a center island with snack bar, granite countertops, subway tile backsplash and stainless steel appliances, flowing seamlessly into the spacious family room and dinette. Step outside to your private deck and enjoy peaceful views of the incredible green space beyond. The private primary suite offers a tray ceiling, walk-in closet and luxurious en suite bath. The exposed lower level adds even more living space with a fourth bedroom, full bathroom and generous rec room - perfect for guests or hobbies. Close to schools, parks, walking trails and shopping. Additional highlights include a convenient main-floor laundry, beautiful white trim and doors throughout, and a 2-car garage.

1219 Crane Meadow Way, Sun Prairie

$420,000
3 Beds 3 Baths 2030890 MLS ACTIVE Status
Does location matter? You tell me. This 2019 Veridian Beryl enjoys a special Smith’s Crossing setting with a spacious backyard, pond views, Thoreau Park across the street and Creekside Elementary within walking distance. The open floor plan lives larger than its footprint, enhanced by 9’ ceilings, taller windows and an 8’ patio door that bring in incredible natural light. The kitchen centers around a generous island with upgraded cabinetry and countertops, while a gas fireplace anchors the great room. Mannington Restoration laminate flows throughout the main living areas and continues upstairs through the hallway and all 3 bedrooms. A large Daily Station and first-floor laundry add everyday function. Step outside to the deck overlooking the backyard and green surroundings. Full basement, 2-car garage, Smart Home+ technology and Energy Expert Certified. Thoughtful choices were made when building this one and it shows. Oh, and did we mention the location?

2442 Leopold Way, Sun Prairie

$300,000
3 Beds 1 Baths 2030743 MLS ACTIVE Status
Charming ranch in a convenient Sun Prairie location with NO HOA! Welcome to 1214 Chicory Way, where comfortable one-level living meets inviting indoor-outdoor spaces. The main living areas feature beautiful hardwood floors throughout and a cozy fireplace featuring a striking floor-to-ceiling stone surround. The kitchen is open to the dining and living areas, creating a connected layout for everyday living and entertaining. French doors open directly to the large patio with privacy fence and fully fenced backyard, complete with an in-ground fire pit, creating an easy flow for entertaining, relaxing, and enjoying the outdoors. The yard also features a spacious garden area, perfect for those who love to garden or simply want room to create their own outdoor retreat. A detached 1-car garage provides convenient parking and storage, along with an extra-large concrete driveway. Ideally located near Sun Prairie's everyday everyday amenities, this charming home offers character and function!

1214 Chicory Way, Sun Prairie

$450,000
3 Beds 2 Baths 2030672 MLS ACTIVE Status
Skip the wait & expense of new construction! This beautifully maintained 2022 ranch home in desirable Smith's Crossing II offers the benefits of a newer home without the construction timeline. The open-concept main level features a spacious great room, stylish kitchen with dark cabinetry, large island & abundant workspace, plus a dining area that flows seamlessly into the living space. The private primary suite offers a walk-in closet & en suite bath with walk-in shower. Main-floor laundry with new washer & dryer adds convenience. Relax or entertain in the inviting outdoor living space. Enjoy the Haven Trail & nearby Smith Crossing Park. An attached 2-car garage adds convenience, while the unfinished lower level offers endless possibilities. Why wait for new construction when you can move right in & enjoy?

1264 Crane Meadow Way, Sun Prairie

$694,900
4 Beds 3 Baths 2030423 MLS ACTIVE Status
Move-in ready 10/29/26. This Bryant home features a thoughtfully designed, open-concept layout ideal for modern living. Offering 4 bedrooms, 2.5 baths, and a 2-car garage, this home showcases locally made, custom Auburn Ridge® cabinetry, doors, and trim crafted to last. The stylish kitchen includes a center island, quartz countertops, and quality finishes from trusted brands like Kohler®, Moen®, and Shaw®. Durable luxury vinyl plank flooring enhances main living areas, while painted solid-core doors provide superior sound control. Designer lighting curated from Kichler® and Visual Comfort & Co. adds a polished touch. Smart Home+ technology with integrated lighting control brings everyday convenience. Enjoy added peace of mind with a one-year warranty.

1786 Waverly Way, Sun Prairie

$699,900
3 Beds 2 Baths 2030419 MLS ACTIVE Status
Move-in ready 11/3/26. This Conrad home features a thoughtfully designed, open-concept layout ideal for modern living. Offering 3 bedrooms, 2 baths, and a 2-car garage, this home showcases locally made, custom Auburn Ridge® cabinetry, doors, and trim crafted to last. The stylish kitchen includes a center island, quartz countertops, and quality finishes from trusted brands like Kohler®, Moen®, and Shaw®. Durable luxury vinyl plank flooring enhances main living areas, while painted solid-core doors provide superior sound control. Designer lighting curated from Kichler® and Visual Comfort & Co. adds a polished touch. Smart Home+ technology with integrated lighting control brings everyday convenience. Enjoy added peace of mind with a one-year warranty.

2103 Winding Stream Way, Sun Prairie

$779,900
4 Beds 3 Baths 2030417 MLS ACTIVE Status
Move-in ready 11/2/26. This Jackson home features a thoughtfully designed, open-concept layout ideal for modern living. Offering 4 bedrooms, 2.5 baths, and a 2-car garage, this home showcases locally made, custom Auburn Ridge® cabinetry, doors, and trim crafted to last. The stylish kitchen includes a center island, quartz countertops, and quality finishes from trusted brands like Kohler®, Moen®, and Shaw®. Durable luxury vinyl plank flooring enhances main living areas, while painted solid-core doors provide superior sound control. Designer lighting curated from Kichler® and Visual Comfort & Co. adds a polished touch. Smart Home+ technology with integrated lighting control brings everyday convenience. Enjoy added peace of mind with a one-year warranty.

2212 Koshkonong Way, Sun Prairie

$614,900
5 Beds 4 Baths 2029805 MLS ACTIVE Status
Only an unexpected relocation for seller's dream job makes this beautiful home available. Tim O'Brien 5-bed/3.5 bath 2-story w/ gorgeous fenced backyard featuring a covered stamped concrete patio. High ceilings throughout open-concept main level. Kitchen features walk-in pantry, granite counters, & breakfast bar. Ample windows throughout house give off great natural light. Gas fireplace in living room. Main level flex room w/ glass French doors. Be sure to note the oversized 2-car garage and adorable covered front porch. 4 beds upstairs, including a spacious primary suite w/ tray ceiling and fan plus double vanity and walk-in shower in bathroom. Recently finished basement has family room, 5th bedroom w/ ensuite bath, and an additional bonus room that could be used as an office, walk-in closet, or hobby space. Ironwood Estates location is ideal for easy access to SP amenities & schools. Whole house humidifier installed in '26.

367 Crescendo Dr, Sun Prairie

$965,000
5 Beds 4 Baths 2030249 MLS ACTIVE Status
This stunning, custom-built 5-bedroom, 4-bathroom masterpiece seamlessly blends modern style with everyday comfort. The exterior boasts exceptional curb appeal with its premium dark siding, stone accents, manicured landscaping, and a spacious three-car garage. Inside, the bright open-concept main floor impresses with soaring coffered ceilings, durable wood-look flooring, and a floor-to-ceiling stone fireplace. The chef’s dream kitchen features crisp white cabinetry, a contrasting grey island with quartz countertops, a geometric honeycomb tile backsplash, high-end stainless steel appliances, and elegant crystal pendant lighting. Just off the kitchen, a sunlit dining area with unique modern fixtures provides access to the outdoors through large sliding glass doors. The fully finished lower level offers incredible bonus space, complete with a massive recreation room, a convenient wet bar with dark cabinetry.

2115 Baptisia Pass, Sun Prairie

$549,000
4 Beds 4 Baths 2030058 MLS ACTIVE Status
SPACE, STYLE & SERENITY! Welcome to Hickory Grove Estates, where everyday convenience meets the feeling of a private retreat. This spacious 4-bedroom, 3.5-bath home offers room to spread out, entertain and grow. The inviting main level features an open kitchen with island, comfortable living spaces and a dining area & addtl formal dining room ready for gatherings. Upstairs, unwind in the spacious primary suite featuring a luxurious tiled walk in shower, plus two additional bedrooms and a full bath. The finished lower level adds even more flexibility with a rec room, wet bar, full-size refrigerator, fourth bedroom and full bath. Outside, enjoy the oversized corner lot, beautiful fenced-in yard, large deck and established garden—perfect for relaxing or harvesting your own fresh produce. With restaurants, shopping and schools just minutes away, this is the best of both convenience and privacy!

1398 Overlook Pass, Sun Prairie

$404,000
3 Beds 3 Baths 2030057 MLS ACTIVE UNDER CONTRACT Status
A front-row view of the greenspace in Smith’s Crossing right from your covered front porch! This 3-bedroom, 2.5-bath home offers 1,740 finished square feet, a bright, open layout and an opportunity to add your own finishing touches. The main level features flexible living and dining spaces, abundant natural light and a spacious kitchen island. Out back, the tucked-away deck provides a surprisingly secluded place to relax or dine outdoors. Upstairs, the primary suite includes a private full bath and generous 6x8 walk-in closet. Updates include carpeting, LVP flooring, interior paint, bathroom vanity, refreshed front door and landscaping in 2026; air conditioner and microwave in 2023; siding in 2022; and roof in 2019. The full unfinished basement provides storage and future possibilities. Enjoy wide sidewalks, walking paths, bike trails, ponds and local wildlife, with Creekside Elementary and the YMCA within walking distance.

1587 Don Simon Dr, Sun Prairie

$459,900
3 Beds 3 Baths 2029893 MLS ACTIVE UNDER CONTRACT Status
Country quiet is here in rarely available Drovers Woods, just minutes from Sun Prairie. Four finished levels provide room to gather, work and recharge, including a fourth level used as an office and gym. The vaulted great room features hardwood floors, a gas fireplace and an open kitchen and dining area. A lower-level family room with a wood-burning fireplace offers a second living space. Three full baths include a primary suite with a walk-in closet. The screened porch offers a cedar tongue-and-groove ceiling, ceiling fan and deck access. Enjoy mature trees, countryside views, a built-in fire pit and storage shed. Updates include a new GAF roof (2026), Andersen windows (2017), water heater (2025), most appliances (2024–25), fresh paint, lower-level flooring, front steps and septic service in 2025. Insulated 2-car garage with zero entry, Sun Prairie schools, low Town of Sun Prairie taxes, no municipal water or sewer bill and a $45/year HOA with neighborhood park.

1619 Homestead Rd, Sun Prairie

$295,000
2 Beds 1 Baths 2029806 MLS ACTIVE UNDER CONTRACT Status
Nestled beneath mature shade trees, this charming ranch offers classic curb appeal and a functional floor plan. The bright living room flows into an updated kitchen featuring painted cabinetry, luxury vinyl plank flooring, stainless steel appliances, and an adjoining dinette perfect for everyday dining. The primary bedroom includes a walk-in closet, while the second bedroom provides flexibility for guests, a home office, or hobbies. A full bath with a single vanity and tub/shower combination completes the main level. The unfinished lower level offers excellent storage or potential for future finishing and includes the washer and dryer. Outside, enjoy a spacious backyard, mature landscaping, and a detached, oversized two-car garage. Recent updates include central A/C (2018) and furnace (2013, per seller). Quick access to downtown Sun Prairie and all its amazing amenities!

171 Jackson St, Sun Prairie

$410,000
3 Beds 3 Baths 2029570 MLS ACTIVE Status
Move right in to this beautifully maintained 3-bedroom, 2-story home built in 2018! The bright, open main level offers an easy flow between the spacious kitchen, dining area, and living room—perfect for everyday living and entertaining. Sliding patio doors lead to the backyard, extending your living space outdoors. Upstairs you’ll find three generously sized bedrooms and two full baths, including a spacious primary suite with walk-in closet. The unfinished lower level is already plumbed for a future bath and offers plenty of potential for a rec room, home office, gym, or additional living space. Complete with a 2-car garage and a convenient location close to shopping, restaurants, schools, and parks. A move-in ready home with room to grow!

1133 Okeeffe Ave, Sun Prairie

$375,000
3 Beds 2 Baths 2029255 MLS ACTIVE UNDER CONTRACT Status
Welcome to this charming, well-maintained 3-bedroom ranch in a desirable Sun Prairie location! Peace of mind comes built-in with extensive capital updates already complete, including furnace & A/C (2020), water heater (2021), concrete driveway (2022), garage door (2022), sump pump (2024), and washer (2025). The main level features hardwood floors and an efficient, comfortable floor plan designed for everyday living. Downstairs, the finished lower level expands your living space with updated carpeting (2021)—ideal for a rec room, home gym, or office. You’ll love how bright and open the lower level feels, featuring multiple egress windows that flood the space with natural sunlight! Step outside to a large, private fenced backyard perfect for relaxing or entertaining. Includes all primary appliances plus a bonus basement fridge and freezer! Unbeatable location close to schools, parks, biking, golf, and plenty of local restaurants. Move-in ready and waiting for you!

350 E Kohler St, Sun Prairie

$430,000
4 Beds 3 Baths 2029277 MLS ACTIVE UNDER CONTRACT Status
Welcome home to this beautifully maintained 1,950-square-foot ranch in one of Sun Prairie’s most desirable neighborhoods. This 4-bedroom, 3 full-bath home also features a dedicated office and a lower-level family room, offering plenty of flexible living space. Step outside to enjoy the large backyard and deck, perfect for summer gatherings. Located directly across the street from a 21-acre park with a playground, sledding hill, basketball court, sand volleyball court, soccer field, walking paths, and a fishing pond, this home offers endless opportunities for outdoor recreation. You’ll love being a short walk or bike ride away from frequent events on the square in Downtown Sun Prairie. Nature lovers will enjoy that the neighborhood is adjacent to the scenic beauty and wildlife of Patrick Marsh. With mature trees, outstanding amenities, and an unbeatable location, this home offers the perfect blend of comfort, convenience, and community.

1030 Carriage Dr, Sun Prairie

$779,900
4 Beds 3 Baths 2029258 MLS ACTIVE Status
Move-in ready 10/14/26. This Pilot Home (347 The Reserve) features a thoughtfully designed, open-concept layout ideal for modern living. Offering 4 bedrooms, 2.5 baths, and a 2-car garage, this home showcases locally made, custom Auburn Ridge® cabinetry, doors, and trim crafted to last. The stylish kitchen includes a center island, quartz countertops, and quality finishes from trusted brands like Kohler®, Moen®, and Shaw®. Durable luxury vinyl plank flooring enhances main living areas, while painted solid-core doors provide superior sound control. Designer lighting curated from Kichler® and Visual Comfort & Co. adds a polished touch. Smart Home+ technology with integrated lighting control brings everyday convenience. Enjoy added peace of mind with a one-year warranty.

1738 Waverly Way, Sun Prairie

$339,000
3 Beds 2 Baths 2029190 MLS ACTIVE UNDER CONTRACT Status
This beautifully preserved Sun Prairie national folk farm home blends historic character with pristine, modern upgrades. Bathed in natural light, the bright and sunny interior features gleaming hardwood floors framed by magnificent, old-style thick trim. The heart of the home is a stunning kitchen equipped with brand-new, never-been-used appliances. Designed for modern living, the layout includes two full bathrooms. The first-floor bath doubles as a laundry suite. Upstairs, the second bath is exceptionally beautiful, highlighting a custom burled-walnut vanity cabinet and a high-quality, gorgeously tiled walk-in shower. Relax or greet neighbors on the fantastic, expansive front porch that captures the essence of classic Wisconsin charm. Exceptionally well cared for and move-in ready, this timeless treasure is now available. Don't miss the chance to own a piece of local history updated for today's lifestyle.

243 N Bristol St, Sun Prairie

$499,900
3 Beds 2 Baths 2029180 MLS ACTIVE Status
Enjoy peaceful views and effortless living in this beautifully maintained 3-bedroom, 2-bath ranch backing to scenic walking trails and a tranquil pond. The open-concept design is enhanced by soaring vaulted ceilings, creating a bright and spacious atmosphere that's perfect for everyday living and entertaining. The well-appointed kitchen flows seamlessly into the dining area and inviting living room, while the private primary suite offers a relaxing retreat with an ensuite bath. Two additional bedrooms provide flexibility for family, guests, or a home office. Step outside and enjoy your backyard oasis with picturesque pond views and direct access to walking trails—an ideal setting for morning coffee, evening strolls, or simply taking in the natural surroundings. An attached garage and desirable Sun Prairie location close to parks, shopping, dining, and schools complete this move-in-ready home.

1280 Twisted Branch Way, Sun Prairie

$274,900
3 Beds 1 Baths 2029140 MLS ACTIVE UNDER CONTRACT Status
Cute, charming, and full of character, this Cape Cod home is perfectly situated in the heart of Sun Prairie! Step inside to beautifully maintained hardwood floors and fresh interior paint that create a warm, inviting feel. The spacious living room flows seamlessly into the kitchen featuring updated stainless steel appliances, sleek tile backsplash, and great space for everyday meal prep. Two comfortable main-level bedrooms and an updated full bath provide convenience, while the upper-level third bedroom offers a private retreat ideal for a primary suite, guest room, or home office. Relax in the insulated three-season porch overlooking the spacious backyard complete with a storage shed. Enjoy an unbeatable central location within walking distance to a variety of restaurants, shops, parks, and all that downtown Sun Prairie has to offer! 2016 roof/furnace, 2026 water softener, and all new windows!

107 Grove St, Sun Prairie

$635,000
4 Beds 3 Baths 2029115 MLS ACTIVE UNDER CONTRACT Status
This move-in ready 4BR, 3BR combines quality updates, functional living space, and an unbeatable Sun Prairie location. The open-concept main level features cathedral ceilings, cherry cabinetry, solid surface countertops, a large island, stainless steel appliances, and a cozy gas fireplace. The spacious primary suite offers tray ceilings, dual walk-in closets, and an updated ensuite with a dual vanity and new shower. The finished lower level is an entertainer's dream with 9ft ceilings, a second gas fireplace, full wet bar and kitchenette, full bath, Sony surround sound, and walk-up access to the oversized 2 1/2 car garage - fully insulated. Step outside to enjoy a large screened porch with composite decking overlooking a private backyard with a stamped concrete patio and gas firepit. Major updates include a new roof, siding, gutters, garage door, furnace, and A/C in 2023. Ideally situated across from Orfan Park and just minutes from shopping, dining, schools, and Highway 151.

2055 St Albert The Great Dr, Sun Prairie

$399,900
3 Beds 2 Baths 2028053 MLS ACTIVE UNDER CONTRACT Status
Offer in hand, please have any others in today 7/28. Comfort, Convenience, and Room to Gather. Welcome home to this well-maintained 3-bedroom, 2-bath ranch offering 2,094 square feet of comfortable living space in a convenient Sun Prairie location. Bright living areas create an inviting atmosphere, while the updated kitchen is ready for everything from weeknight dinners to weekend gatherings. The finished lower level provides flexible space for a family room, home office, fitness area, or hobbies. Step outside to enjoy the deck overlooking Misty Meadow Park right in your backyard, perfect for relaxing or entertaining. A two-car garage and .24-acre lot complete the package, with easy access to parks, the library, aquatic center, shopping, and everyday conveniences just minutes away.

710 Olympic St, Sun Prairie

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.