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5455 County Road Tt, Sun Prairie
$574,500
3 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status
Discover an 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 spacious 3 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 fenced wooded back yard. Property is complete with usable land, impressive outbuildings for extra storage, a dedicated heated workshop space, a fenced yard with large, heated doghouse, 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 Sun Prairie, Madison, Cottage Here is the rural retreat perfect for your next chapter!

5455 County Road Tt, Sun Prairie

Listing courtesy of RE/MAX Preferred.

142 N Legacy Way, Sun Prairie
$659,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status
Fabulous open concept ranch with a popular split-bedroom layout. Vista view with floor-to-ceiling windows 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, 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!) exposed, a full 4th bedroom, full bath, and ample storage. Walking distance to several Sun Prairie schools!

142 N Legacy Way, Sun Prairie

Listing courtesy of Stark Company, REALTORS.

5688 S Bird Street, Sun Prairie
$399,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status
Fantastic opportunity to own this ranch home in rural Sun Prairie! Desirable location in Sun Prairie school district and just a short commute to Madison. This three-bedroom, two-bath home sits on 1.5 acres and features a large yard with plenty of room to enjoy the outdoors. The open concept kitchen and living room area provide lots of space, and laundry on the main level adds functionality and ease. Spacious 2 car garage and small storage shed for your convenience. The full basement offers excellent potential for additional finished living space. Unlock the potential of this property and create the home you've been dreaming of. With a little vision and some cosmetic updates, this home offers an exciting opportunity to make it your own! Showings start on Thursday 10/1

5688 S Bird Street, Sun Prairie

Listing courtesy of EXP Realty, LLC.

1110 Sunfield Street, Sun Prairie
$399,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status
VRP $399,000-$425,000.00 Fresh paint, modern light fixtures, and solid surface kitchen countertops give this inviting property a refreshed, contemporary feel. Furnished and stocked with short-term rental supplies, it offers a convenient setup for welcoming guests or enjoying your own retreat. Outside, the fenced-in backyard provides space to relax and entertain. Add your finishing touches with a hot tub, sauna, or outdoor furnishings to create a personalized backyard getaway. Short term rental or return to residential. Dates already booked for 2027 and ready for your management company or remove from the program. All permitting would need city approval and transfer to continue as a STR.

1110 Sunfield Street, Sun Prairie

Listing courtesy of NextHome Midwest.

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 10/1/25! 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.

2434 Leopold Way, Sun Prairie
$559,000
4 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status
Welcome to this beautifully updated Smith?s Crossing home, where thoughtful updates & a great location come together. The living room is filled with natural light & features a gas fireplace, pond views, & custom built-in cabinetry with shiplap accents. The adjacent dining room offers a custom-built dry bar & cabinetry, perfect for entertaining! An additional office/playroom provides flexible space for whatever fits your needs, complete with custom built-in cabinetry. Shiplap accent walls add character to the stairwell landing & two bedrooms.The first-floor bath has been remodeled, & the upstairs bath features an updated mirror, lighting, & fixtures. New landscaping in both the front & backyard adds to the home's curb appeal. Enjoy the added privacy of no direct neighbors behind you, with Thoreau Park right across the street. And, you?re minutes from shopping, restaurants, and everyday conveniences! The unfinished basement offers plenty of potential. Come see all this home has to offer!

2434 Leopold Way, Sun Prairie

Listing courtesy of First Weber, Inc.

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.

647 Grandview Drive, Sun Prairie
$525,000
5 Beds ⋅ 3 Baths ⋅ ACTIVE Status
Big on space, loaded with possibilities, and ready for what?s next! Get ready to spread out and enjoy all 2,560 square feet of this dynamic 5-bedroom, 3-bath tri-level! An open floor plan and vaulted ceilings bring energy and an airy feel to the main living spaces, while the kitchen breakfast bar creates the perfect spot for quick bites, morning coffee, or catching up with friends. With multiple levels, there?s plenty of flexibility for home offices, hobbies, guests, or everyday living. Head downstairs to the finished basement for even more space to kick back, entertain, play, or create your favorite hangout. With room to gather and spaces to make your own, this home is ready for your next chapter!

647 Grandview Drive, Sun Prairie

Listing courtesy of Stark Company, REALTORS.

1299 St Patrick Way, Sun Prairie
$659,900
4 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status
Room to spread out in this beautifully maintained 4-bedroom home with a versatile floor plan and over 3,300 sq ft of finished living space! Step inside to soaring vaulted ceilings extending through the inviting front sitting/reading room, kitchen and dining area. The kitchen opens to an expansive living room with gas fireplace, while a main-level office/4th bedroom and first-floor laundry add flexibility and convenience. Upstairs features 3 bedrooms, including a spacious primary suite with walk-in closet and private bath. The finished lower level is made for entertaining with a large rec room, wet bar, 2nd gas fireplace, theater/fitness room, half bath and bonus room ideal for an office or non-conforming bedroom. Outside, enjoy the beautifully maintained .38-acre lot, large deck, newer full vinyl fence and easy access to the popular walking path right next door! Close to Hwy C/Grand Ave and everything Sun Prairie has to offer!

1299 St Patrick Way, Sun Prairie

Listing courtesy of Real Broker LLC.

2026 Stonehaven Drive, Sun Prairie
$789,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status
Let?s not just tell you what this home has. Let?s show you what it can have, too. With over 5,000 square feet, this is a home built with substance, scale and room to become something truly special. Solid construction, expansive rooms, soaring ceilings and walls of windows create a foundation you simply don?t find every day. The footprint is impressive, but the opportunity may be even better. There?s space to gather, entertain, work, play and still have room to spread out. Reimagine the living spaces, create an incredible lower level, add the office, gym or game room you?ve wanted, and make the outdoor space your own. Select photos have been virtually staged to help bring that potential to life. This isn?t about changing what the home is. It?s about seeing what it could be. The quality is here. The square footage is here. The possibilities are wide open.

2026 Stonehaven Drive, Sun Prairie

Listing courtesy of Real Broker LLC.

841 Wickersham Court, Sun Prairie
$939,900
4 Beds ⋅ 3.5 Baths ⋅ ACTIVE Status
Stunning former Parade Home with full brick front on a 1/2 acre lot in quiet Cul-De-Sac! 4 Bedrooms, office/den and 3.5 baths! Open concept living with quality and beauty throughout. Hickory kitchen cabinets with granite counters, island, professional SS appliances and Sub Zero refrigerator. Absolutely amazing 26X17 Washington Red Cedar Post screen porch addition with soaring vaulted ceiling, massive stone fireplace, maintenance free decking and motorized screen that walks out to a massive 27X23 brick paver patio with outdoor kitchen! All overlooking a fabulously landscaped private backyard surrounded by a privacy fence. A must see! The primary suite has a large walk-in-closet, jetted tub, and tiled shower. Three gas fireplaces, hardwood floors, first floor laundry, central vacuum, theatre room, rec-room with wet bar, new 50 year warranted GAF roof installed October of 2022 that is transferable to the next owner, heated 4-car garage that is 45 feet deep and has basement access.

841 Wickersham Court, Sun Prairie

Listing courtesy of First Weber Inc.

2658 Oak Crest Circle, Sun Prairie
$470,000
4 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status
Tucked at the end of a cul-de-sac on a wooded 0.65-acre lot, this remodeled 4-bedroom, 2.5-bath home offers a peaceful setting with easy access to Sun Prairie, Cottage Grove, Madison, and I-94. I Inside, new flooring, quartz countertops, and a bright four-season sun room create inviting spaces for everyday living and entertaining. The sun room opens to a new deck overlooking the private backyard. Flexible lower-level space is ready for a home office, workout area, rec room, or hobbies. Major improvements include a new roof, gutters, downspouts, interior and exterior paint, and more. McCarthy Youth & Conservation County Park is less than a mile away, offering nearby trails, recreation, and outdoor enjoyment. Schedule your showing now!

2658 Oak Crest Circle, Sun Prairie

Listing courtesy of Keller Williams Realty.

1806 Waverly Way, Sun Prairie
$629,900
3 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status
Move-in ready 11/23/26. This Hoffman 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.

1806 Waverly Way, Sun Prairie

Listing courtesy of Stark Company, REALTORS.

1764 Waverly Way, Sun Prairie
$644,900
4 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status
Move-in ready 11/25/26. This Hudson 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.

1764 Waverly Way, Sun Prairie

Listing courtesy of Stark Company, REALTORS.

430 Woodview Drive, Sun Prairie
$374,900
3 Beds ⋅ 1 Baths ⋅ ACTIVE Status
Completely renovated interior and exterior! Located in a quiet eastside neighborhood, walking distance to farmers market, coffee shop and resturants. Updates in 2026 include new roof, vinyl siding w/ LP smartside trim, windows, exterior/patio doors, soffit/fascia, gutters with oversized down spouts, blown in insulation in the attic, garage door and opener, Lennox furnace, Lennox air conditioner, water heater, water softener, bathtub w/ tile surround, bathroom vanity w/ quartz top, bathroom tile floor, laminate flooring, carpet, kitchen cabinets, stainless steel whirlpool appliances, kitchen countertops, tile backsplash, interior paint, interior doors, light fixtures, interior white craftsman style trim, professional duct cleaning, 6' privacy side yard fence, and landscaping. 12x10 shed with new overhead door located in the back yard. Garage is wired with 240V outlet.

430 Woodview Drive, Sun Prairie

Listing courtesy of Wisconsin Real Estate Prof, LLC.

1410 Stonehaven Drive, Sun Prairie
$779,900
4 Beds ⋅ 1.5 Baths ⋅ ACTIVE Status
Est. Completion Dec '26. Fresh farmhouse style that turns heads from the curb! This Maverick built two story welcomes you into a light-filled foyer & a great room made for gathering, where a gas fireplace anchors the space & a 12' patio door blurs the line between inside & out. The kitchen keeps everyone connected with an island, breakfast bar & walk-in pantry, while a main-floor den handles work-from-home days. A drop zone with bench & hooks tames the daily shuffle. Upstairs, all four bedrooms share one level with the laundry room (no more hauling baskets!), & the primary suite stuns with a tray ceiling, walk-in closet & tiled shower with glass surround. Sweet details like window seats & arched entries add charm you can't fake. The exposed lower level with 8'+ ceilings & full-size windows is already stubbed for a bath & ready for your vision. A 3-car garage & covered patio wrap it all up. All this with easy access to shops, dining, and everything Sun Prairie has to offer!

1410 Stonehaven Drive, Sun Prairie

Listing courtesy of Realty Executives Cooper Spransy.

1422 Stonehaven Drive, Sun Prairie
$739,900
4 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status
Newly finished- The Everlee by Maverick Homes is the kind of floor plan that makes everyday living feel luxurious. Step into a bright, two-story foyer, bathed in natural light, with LVP floors ready to lead you throughout 9? main level. Enjoy conveniences like an office/flex room w/ French doors, bathroom, and mudroom w/ cubbies, while the kitchen/living are showstoppers for entertaining guests. Chef?s kitchen features quartz countertops, island w/breakfast bar, built-in range hood, and walk-in pantry. The bright dining room is steps from the covered porch, ready for grill-outs. Or, settle into the spacious living room, anchored by a cozy gas fireplace! Head upstairs to a vaulted primary suite that feels like a retreat, with a spa-like bathroom, including a tile shower, double vanity & a walk-in closet. Three additional bedrooms, a full bath & upper-level laundry mean everyone has their space. The full exposed basement is stubbed for a bath & wide open for whatever you dream up next.

1422 Stonehaven Drive, Sun Prairie

Listing courtesy of Realty Executives Cooper Spransy.

1155 Twisted Branch Way, Sun Prairie
$489,900
3 Beds ⋅ 2.5 Baths ⋅ ACTIVE Status
Welcome to a home where pristine condition meets everyday convenience! This beautifully maintained property offers 3 spacious bedrooms and 2.5 bathrooms, plus a bonus first-floor office and a large mudroom with plenty of storage. The kitchen shines with granite and quartz counters, a beautiful backsplash, & upgraded cabinetry featuring soft-close drawers & pull-out shelves. LVP Flooring on the main & solid Maple Doors throughout. Retreat to the primary suite?s beautiful tiled rainfall shower and huge walk-in closet. The unfinished lower level is plumbed for a third bath, offering endless potential. Enjoy the 2+ car garage, professionally landscaped yard, and a beautiful light-up patio perfect for relaxing evenings. Just 1 minute from Grand Avenue?s wonderful dining, shopping, and movie theatre, and 5 minutes to Hwy 151 and I-90/94 for an easy commute. Near parks with scenic walking & bike paths, too! Truly not a thing to do but move in ? schedule your private showing today!

1155 Twisted Branch Way, Sun Prairie

Listing courtesy of RE/MAX Community Realty.

1219 Crane Meadow Way, Sun Prairie
$520,000
4 Beds ⋅ 3.5 Baths ⋅ 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

Listing courtesy of Pinnacle Real Estate Group LLC.

1786 Waverly Way, Sun Prairie
$694,900
4 Beds ⋅ 2.5 Baths ⋅ 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

Listing courtesy of Stark Company, REALTORS.

2212 Koshkonong Way, Sun Prairie
$779,900
4 Beds ⋅ 2.5 Baths ⋅ 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

Listing courtesy of Stark Company, REALTORS.

2103 Winding Stream Way, Sun Prairie
$699,900
3 Beds ⋅ 2 Baths ⋅ 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

Listing courtesy of Stark Company, REALTORS.

1398 Overlook Pass, Sun Prairie
$520,000
4 Beds ⋅ 3.5 Baths ⋅ ACTIVE Status
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

Listing courtesy of Sara White Homes.

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.