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1226 School Street, Sun Prairie
$374,500
3 Beds ⋅ 3.5 Baths ⋅ ACTIVE Status
Forget everything you think you know about condo living, 1226 School Street lives LARGE. With 2,448 finished square feet spread across three incredibly functional levels, this exquisitely maintained townhome delivers the space of a house without the weekend chore list. The dramatic vaulted great room creates an unforgettable first impression, while the main level primary suite and laundry make everyday living wonderfully easy. Upstairs, an oversized bedroom and full bath create a private retreat of their own with unique windows overlooking the living areas below. Head downstairs and the exposed, finished lower level keeps going with a spacious family room, third bedroom and another full bath, perfect for guests, hobbies, movie nights or simply spreading out. Add another half bath, generous storage, a private patio and attached 2 car garage and suddenly ?downsizing? feels suspiciously like upgrading. Spacious. Flexible. Easy. And anything but ordinary.

1226 School Street, Sun Prairie

Listing courtesy of Y Realty.

1475 Steven Street, Sun Prairie
$374,900
3 Beds ⋅ 1 Baths ⋅ ACTIVE Status
Welcome to this well maintained, 3-bedroom ranch located on Sun Prairie?s desirable west side, close to Renstone Park! Lovingly cared for by only its second owner, this home exudes pride of ownership inside and out. Features updated flooring in LR, Kitchen and bath 2025. Roof 2020 Kitchen, bathroom, roof, windows, and front door were all updated in 2006. Water softener 2026. Enjoy the finished basement offering fantastic extra space for rec space, movie nights, or a home office. Step out into a fully fenced backyard with full-privacy, zero-maintenance fencing. Unwind or entertain across two distinct patio areas on either side of the 3-season porch, complete with a convenient outdoor storage shed.

1475 Steven Street, Sun Prairie

Listing courtesy of Stark Company, REALTORS.

1513 Wild Iris Street, Sun Prairie
$485,000
4 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status
Showings begin 10/17. Inviting home in Sun Prairie?s Smith?s Crossing neighborhood, conveniently located near the movie theater, Costco, popular dining, and just one block from Thoreau Park. The spacious lot features a fantastic fenced yard, one of the few of its size in the neighborhood. The layout with multiple living and dining areas creates an inviting flow for entertaining and everyday living. Unwind in your private bedroom featuring a full ensuite bath and walk-in closet. The finished lower level adds valuable living space with a rec room perfect for movie or game nights. Enjoy warm weather days on the private deck or patio overlooking the gorgeous fenced yard, ideal for summer BBQs and outdoor gatherings. Stainless appliances, a dedicated main level laundry room, and a two car attached garage complete this inviting home. A fantastic opportunity in a sought after location.

1513 Wild Iris Street, Sun Prairie

Listing courtesy of Real Broker LLC.

103 White Tail Drive Unit 603, Sun Prairie
$264,900
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status
2-bedroom, 2-bath end unit ranch condo offering easy living in a convenient Sun Prairie location. This bright and inviting unit features an open-concept layout with spacious great room w/cathedral ceilings & skylights, gas fireplace and dining area w/built-in hutch. You will enjoy the 3 season porch that leads to your private patio ideal for grilling or just hanging out! The kitchen offers plenty of cabinets and breakfast bar, while the primary suite includes a private bath and walk-in closet. A second bedroom and large full bath with laundry complete the main level. The unfinished lower level is a blank slate for future expansion and tons of storage and you will love the extra large 2 car attached garage which rounds out this exceptional value. Conveniently located in walking distance to downtown Sun Prairie, Pick 'N Save, Angell Park and Sun Prairie East High School.

103 White Tail Drive Unit 603, Sun Prairie

Listing courtesy of Conrad Real Estate Services LLC.

1462 Smithfield Drive, Sun Prairie
$369,900
3 Beds ⋅ 3.5 Baths ⋅ ACTIVE Status
Room for Life's Next Chapter! Looking for more room to live, play, and grow? This two-story townhouse offers 2,068 sq ft, 3 bedrooms, and 3.5 baths, with a layout that fits your changing needs. Enjoy the convenience of second-floor laundry, walk-in closets for extra storage, and an attached two-car garage for vehicles, bikes, and everyday essentials. A private entry welcomes you home, while the porch and patio offer inviting places to relax, play, or gather with friends. Professional off-site condo management takes care of lawn maintenance and snow removal, leaving more time for the things that matter most. Whether you're hosting family gatherings, enjoying a quiet evening, or settling into a new routine, this home offers the flexibility and low-maintenance lifestyle you've been looking for.

1462 Smithfield Drive, Sun Prairie

Listing courtesy of Stark Company, REALTORS.

1225 Saint Patrick Way, Sun Prairie
$1,249,900
6 Beds ⋅ 4.5 Baths ⋅ ACTIVE Status
Custom built 5668 sq ft on nearly an acre in Sun Prairie! This 6 BR, 4.5 BA home has a fantastic floorplan with 5 BR & 3 full BA on 2nd fl, incl primary w/huge en-suite & walk-in closet & wall of windows overlooking beautiful 2-tier deck, luxury lawn & woods. 1st fl incl great rm with soaring ceilings, office, LR/DR, sunroom & large kitchen with massive island, desk & in-floor heat. You can?t miss the huge mudroom/dump zone w/ closets, storage benches & lots of hooks for coats & backpacks. In the walk-out lower level you'll find 2 diff living/playing areas, a 6th bedroom & full bath, and a gym/flex space & stairs to garage. Other features incl 2+ wet bars, 2 gas fireplaces, built-in cabinetry, walk-in closets w/organizers/drawers, zoned heating/cooling, smart thermostats on each level, extra deep 3+ car garage w/epoxy floors by TSR (2024) & sprinkler system. Updates include roof (2024), furnaces (2) 2024, A/C (2) 2024, fridge (2) 2024/2025, water softener (2024) powder room (2026).

1225 Saint Patrick Way, Sun Prairie

Listing courtesy of Madcityhomes.Com.

2967 Kentville Drive, Sun Prairie
$339,900
3 Beds ⋅ 3.5 Baths ⋅ ACTIVE Status
Beautifully maintained 3 BR, 4 BA townhome on Sun Prairie?s west side, backing to designated Green Space for great privacy! Features 9-ft ceilings, an open staircase, & versatile 2nd-floor loft, great for an office! Bright kitchen w/center island, breakfast bar seating + newer SS appliances. Spacious LR w/ gas FP. Large dining perfect to entertain. Two huge master bedroom suites upstairs! Walk-in closets + jetted tub. Finished LL (2024) adds approx. 600 sq ft, giant 3rd BR, & full Bath. Handy 2nd flr laundry/washer+dryer included. Major updates incl. all new flooring (2024), roof (2020), gas WH (2020), water softener (2022). 200-amp electrical service, Badger Basement dry basement Warranty, + attached insulated garage. Enjoy the east-facing deck overlooking a private backyard w/wildlife, like deer & cranes. Covered front porch w/private entrance. Conveniently located near the new high school, shopping, & dining! Deck re-stained in 2026. Raised planter box included. Large dogs allowed!

2967 Kentville Drive, Sun Prairie

Listing courtesy of American, REALTORS.

1576 Wild Iris Street, Sun Prairie
$375,000
3 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status
Welcome home to this lovely twin home offering comfortable living space and thoughtful features throughout! The spacious eat-in kitchen provides plenty of room for cooking and gathering, with some newer appliances and a convenient pantry for added storage. Step outside to enjoy the deck?perfect for relaxing, entertaining, or simply taking in the fresh air. The generously sized two-car garage offers plenty of room for vehicles, along with extra storage space. The inviting primary suite features a relaxing soaking tub and a walk-in closet. Ideally located close to restaurants, shopping, the YMCA, parks, and so much more, this home offers the perfect blend of comfort, convenience, and lifestyle. Don?t miss the opportunity to make this wonderful property your new home! Included UHP Elite home warranty also gives you peace of mind.

1576 Wild Iris Street, Sun Prairie

Listing courtesy of Stark Company, REALTORS.

2372 Leopold Way, Sun Prairie
$679,900
5 Beds ⋅ 3.5 Baths ⋅ ACTIVE Status
There?s room here for everyday life to feel easy, comfortable, and connected. This meticulously maintained Smith?s Crossing home offers a spacious layout, thoughtful details, and a finished lower level that feels like a natural extension of the home. The main level features an open kitchen, dining, and living area with a large island and gas fireplace, plus a front office/den and convenient laundry. Upstairs, the generous primary suite offers a walk-in closet and private bath with dual vanities, abundant storage, and a walk-in shower, while 3 additional bedrooms offer generous closet space and built-ins, along with a 2nd full bath. The finished lower level is made for gathering, with a large rec room, bar with counter seating and ample storage, plus a 5th bedroom and full bath for guests. Outside, the deck overlooks a nature preserve, giving the backyard a private, peaceful feel. All of this in walkable Smith?s Crossing, close to parks and the everyday conveniences of Sun Prairie.

2372 Leopold Way, Sun Prairie

Listing courtesy of Keller Williams Realty.

1652 Waverly Way, Sun Prairie
$559,900
3 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status
Move-in ready 1/5/27. This Sawyer home features a thoughtfully designed, open-concept layout ideal for modern living. Offering 3 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.

1652 Waverly Way, Sun Prairie

Listing courtesy of Stark Company, REALTORS.

1325 Bunker Hill Drive Unit 1107, Sun Prairie
$287,000
2 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status
STYLE, COMFORT & CONVENIENCE! Enjoy easy, low-maintenance living in this beautifully designed 2-bedroom townhouse condo, practically brand new. The thoughtfully designed floor plan features a spacious living room with cozy gas fireplace, kitchen with center island, convenient half bath, and plenty of closet space throughout. Upstairs, you'll find two generously sized bedrooms, each with its own private full bath, plus the convenience of second-floor laundry! Underground heated parking adds comfort and convenience year-round. Fantastic location within walking distance to Buck & Honey's, nearby bike paths, dining, and more! Enjoy the perfect combination of modern living, functional space, and an unbeatable location!

1325 Bunker Hill Drive Unit 1107, Sun Prairie

Listing courtesy of First Weber Inc.

1638 Waverly Way, Sun Prairie
$679,900
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Move-in ready 1/6/27. 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.

1638 Waverly Way, Sun Prairie

Listing courtesy of Stark Company, REALTORS.

2652 Oak Crest Circle, Sun Prairie
$1,200,000
5 Beds ⋅ 5.5 Baths ⋅ ACTIVE Status
Welcome to the home of your dreams. Designed with grandeur in mind, take in the breathtaking two-story Great Room featuring soaring ceilings as you walk in the door. The stunning focal-point fireplace & towering windows flood the open floor plan with natural light. The expansive chef?s kitchen boasts a large center island & a fantastic layout for cooking holiday dinners. The formal dining room is waiting for your next dinner party, and the adjoining screened porch and deck are perfect for when you want to take the party outside. The private main-level owner's suite is tucked away from the excitement and offers a spa-inspired retreat with all the closet space you could ever desire. The upper level hosts expansive bedrooms overlooking the great room below. The finished walkout lower level already has the wet bar & is ready for you to put your own spin on it - billiards room, putting green, theater - the ideas are endless. A deep 3-car garage comfortably holds all your toys!

2652 Oak Crest Circle, Sun Prairie

Listing courtesy of Stark Company, REALTORS.

3154 Bull Run, Sun Prairie
$524,000
3 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status
This contemporary two-story has had some thoughtful updates over the years! Most recently a new roof, primary bath upgrades, and quartz kitchen countertops. If you have 1 or more dogs, you will love the dog door with ramped access from the laundry room to the dog run inside the 3-car garage, which leads to the dog door to the fenced backyard. Fido can let themselves out! Hot water on-demand service is available in the kitchen and all bathrooms. Living room with vaulted ceiling has a beautiful fireplace. There is also a den just off the kitchen and dining area that overlooks the backyard. Plenty of room for vehicles and "toys" in this garage, plus a floor drain, a separate circuit panel, hot & cold water service, and a spot to hook up a garage heater (no heater currently installed). HVAC & water heater updated. Across the street from Windy Ridge Park. Basement is ready to finish if you want to create more living space! 3rd stall door is manually operated.

3154 Bull Run, Sun Prairie

Listing courtesy of Century 21 Affiliated.

3165 Edmonton Drive, Sun Prairie
$375,000
3 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status
Welcome Home to Wyndham Hills! This spacious & inviting 3-bdrm, 2.5-bath 1/2 duplex offers the perfect blend of space & convenience. Filled w/ natural light, featuring vaulted ceilings & a welcoming living space that flows seamlessly into the kitchen & dining area?perfect for living & entertaining. Generously sized bdrms offer room to unwind, while an abundance of closets provides great storage throughout. Downstairs, the finished LL with new carpet adds even more living space w/a large family room centered around a gas FP, a 3rd bedroom & full bath?ideal for guests or a home office. You'll appreciate the fully finished laundry & utility room. Great yard space & deck just off the main living area?perfect for morning coffee or simply enjoying a little fresh air. The 2-car garage adds even more convenience. Ideally located near shopping, restaurants, park walking & bike trails, w/access to everything Sun Prairie has to offer.

3165 Edmonton Drive, Sun Prairie

Listing courtesy of Stark Company, REALTORS.

955 Liberty Boulevard Unit 306, Sun Prairie
$260,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Inviting 3rd-floor condo in Sun Prairie?s premier 55+ community, offering easy, low-maintenance living with elevator access! This spacious 2-bedroom, 2-bath unit features vaulted ceilings and an open, light-filled layout. The generous primary suite includes a private bath and walk-in closet. Enjoy a large kitchen with ample cabinetry and great workspace that flows into the inviting living area with a cozy gas fireplace. Step outside to your private deck and enjoy the view from the top floor. Convenient in-unit laundry and heated underground parking add to the ease of everyday living. Community amenities include secure entry, theater room, business center, craft room, and exercise room. Ideally located near walking and bike paths, parks, Prairie Athletic Club, shopping, dining and more. Comfortable, convenient and move-in ready!

955 Liberty Boulevard Unit 306, Sun Prairie

Listing courtesy of Collective Real Estate Group.

1727 Delaware Drive, Sun Prairie
$335,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Welcome home to this immaculate, low-maintenance living with premium finishes in the heart of Sun Prairie! This charming bi-level, duplex-style single-family home features numerous interior and exterior updates throughout. Enjoy vaulted ceilings, skylights that fill the space with natural light. The home has zoned heating throughout with each room having its own thermostat. Outside, relax on the refinished deck, with a one-car garage and a storage shed added in 2018 for extra convenience. Expansive basement perfect for hosting or a second living room?currently set up as a spacious sewing studio! An attached update sheet highlights the many improvements made throughout the home. No condo or HOA fees! Conveniently located just minutes from Costco, Menards, shopping, dining, and everyday amenities, this home offers comfort, character, and convenience all in one!

1727 Delaware Drive, Sun Prairie

Listing courtesy of Stark Company, REALTORS.

5455 County Road Tt, Sun Prairie
$558,750
3 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status
Discover this exceptional 3-bedroom, 2.5-bathroom 1825 Sq Ft Ranch home offering a perfect blend of wooded rural tranquility, open space, and ultimate functionality. This property sits on 2.84 picturesque acres framed by beautiful, mature hardwoods, pines, and fruit trees. The floor plan centers around 3 spacious family and living areas plus a cozy den featuring a wood-burning fireplace. Abundant windows fill the entire main level with natural light, creating a welcoming atmosphere throughout the day. Rustic 3 season porch is perfect to overlook your wooded fenced back yard. Perfect for dogs! Complete with usable land, impressive outbuildings for extra storage, a dedicated heated workshop space, a fenced yard with large, heated doghouse plus a, fire pit area, and a gazebo overlooking a seasonal pond. Home offers thoughtful, inviting features inside and out. Its location is ideal for quick access to cities and Hwys. Here is that rural retreat perfect for your next chapter!

5455 County Road Tt, Sun Prairie

Listing courtesy of RE/MAX Preferred.

3027 Providence Street, Sun Prairie
$290,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Enjoy easy, low-maintenance living in this inviting second-floor condo featuring 2 bedrooms, 2 bathrooms, and a spacious, open floor plan! The kitchen offers granite countertops, a center island with breakfast bar, and plenty of room for entertaining. Wood laminate flooring flows through the main living areas, while newer carpet adds comfort to the bedrooms. Relax by the cozy gas fireplace or step outside onto your private deck. The generous primary suite features double sinks and an oversized walk-in closet. Additional conveniences include full-size in-unit laundry, TWO underground parking spaces, a secure building entrance, and elevator access. Ideally located near Costco, Prairie Lakes Shopping Center, and an abundance of shopping, dining, and entertainment options. A wonderful combination of comfort, convenience, and carefree condo living!

3027 Providence Street, Sun Prairie

Listing courtesy of Century 21 Affiliated.

142 N Legacy Way, Sun Prairie
$649,900
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status
Fabulous open concept ranch with a popular split-bedroom layout. Vista view with floor-to-ceiling windows (84"x52") in the living room that overlook Fox Point North's neighborhood conservancy! Well-appointed kitchen features a large kitchen island, tile backsplash, custom cabinetry and quartz countertops, walk-in pantry, stainless appliances, custom hood vent, and sunny dining area. Spacious owner's suite features a generous walk-in closet, tray ceiling, tiled shower, and dual sink vanity. Other features: 9 ft ceiling on main, LVP floors, plush carpet in the bedrooms, white trim & custom cabinetry, upgraded lighting choices, freshly painted deck, & cozy gas fireplace, main floor laundry. Open staircase with wrought-iron details give easy access to the lower level rec room (w/ wet bar!) with 8'+ ceilings, exposed, a full 4th bedroom, full bath, and ample storage. Walking distance to several Sun Prairie schools! No backyard neighbor, just views!!

142 N Legacy Way, Sun Prairie

Listing courtesy of Stark Company, REALTORS.

152 N Bird Street, Sun Prairie
$1,495,000
ACTIVE Status
INVESTOR SPECIAL!! Lots of opportunity for development, including potential for TIF, on this large lot located at the center of Sun Prairie's Downtown Revitalization district. High visibility & high traffic (more than 14,000 vehicles passing daily) and attractive new custom retail/residential building across the street. Perfect location for childcare center, church/place of worship, assisted living facility and/or residential development. Building is a solid structure constructed with brick, concrete block and spancrete with a new roof in 2025. Property was also upgraded to 6" water and 6" sewer lines to support any future development. CREATIVE FINANCING AVAILABLE for the right buyer/project. Option to lease also available.

152 N Bird Street, Sun Prairie

Listing courtesy of Lane Estate LLC.

2074 Leopold Way, Sun Prairie
$479,900
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Move-in Ready 10/16/25! Welcome to Haven, a community of twin homes that offers low maintenance living in a custom home with a private yard. Low monthly association fee of $225 covers lawn mowing, fertilization, and snow removal; plus, a la carte seasonal services are available for a separate rate. This Olivia home features a smart, open layout and checks off all your boxes. 3 bedrooms, 2 baths with locally crafted cabinetry and painted trim and doors throughout. Gourmet kitchen w/ island and stainless appliances, Owner?s Suite has a private bath, walk-in closet, and tray ceiling. 2-car garage. Retreat to your deck for some R&R. To top it off, this home even comes with a comprehensive warranty backed by a full-service team. Make this home yours!

2074 Leopold Way, Sun Prairie

Listing courtesy of Stark Company, REALTORS.

1814 Waverly Way, Sun Prairie
$639,900
4 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status
Move-in ready 12/16/26. This Everest home features a thoughtfully designed, open-concept layout ideal for modern living. Offering 4 bedrooms, 2.5 baths, and a 3-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.

1814 Waverly Way, Sun Prairie

Listing courtesy of Stark Company, REALTORS.

Copyright 2026 WIREX Multiple Listing Service. 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 prospective properties consumers may be interested in purchasing. All information is deemed reliable, but not guaranteed. Information is supplied by seller and other third parties and has not been verified.

Copyright 2026 WIREX Multiple Listing Service. 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 prospective properties consumers may be interested in purchasing. All information is deemed reliable, but not guaranteed. Information is supplied by seller and other third parties and has not been verified.

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