Refine Search
Sort by
3165 Edmonton Dr, Sun Prairie
$375,000
3 Beds ⋅ 3 Baths ⋅ 2034174 MLS ⋅ 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 Dr, Sun Prairie

1092 Okeeffe Ave, Sun Prairie
$399,900
3 Beds ⋅ 3 Baths ⋅ 2034149 MLS ⋅ ACTIVE Status
Abundant natural light, upscale finishes and room to spread out this end unit delivers on all three. With 9-foot ceilings and three levels of thoughtfully designed living space, the home feels bright and welcoming. The standout kitchen offers generous workspace and an open connection to the living and dining areas, making everyday living and gathering feel effortless. An oversized, deep garage with zero-step entry provides extra room for storage, bikes or hobbies. The finished lower level adds flexible space to unwind, work or play, with potential for a future fourth bathroom. Enjoy abundant afternoon and early evening sun on the oversized 10' x 20' patio, with plenty of room for grilling, dining and relaxing. Within walking distance of Creekside Elementary School, with nearby parks, walking paths and everyday conveniences.

1092 Okeeffe Ave, Sun Prairie

1727 Delaware Dr, Sun Prairie
$335,000
3 Beds ⋅ 2 Baths ⋅ 2033658 MLS ⋅ 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 Dr, Sun Prairie

5455 County Road Tt, Sun Prairie
$574,500
3 Beds ⋅ 3 Baths ⋅ 2033857 MLS ⋅ 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

5688 S Bird St, Sun Prairie
$399,000
3 Beds ⋅ 2 Baths ⋅ 2033683 MLS ⋅ ACTIVE UNDER CONTRACT 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 St, Sun Prairie

2074 Leopold Way, Sun Prairie
$479,900
3 Beds ⋅ 2 Baths ⋅ 2033464 MLS ⋅ 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

1814 Waverly Way, Sun Prairie
$639,900
4 Beds ⋅ 3 Baths ⋅ 2033401 MLS ⋅ 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

186 Hillcrest Cir, Sun Prairie
$384,900
3 Beds ⋅ 1 Baths ⋅ 2032664 MLS ⋅ ACTIVE UNDER CONTRACT Status
Absolutely charming & classic brick Cape Cod crafted in 1948, accented gables & dormer siding, the romantic charm of ivy and nestled in one of Sun Prairie's favorite neighborhoods! The moment you enter you will fall in love with the gleaming wood floors, archways, white trim & doors plus tasteful updates throughout! 2nd floor owners suite, relaxing lounge/sitting area! 2 add'l bedrooms on 1st floor w/orig. wood floors! Nicely remodeled kitchen '08, stainless steel appliances & pantry/mud rm/drop zone between kitchen & garage! Nice full bath with pedestal sink, tub/shower & classic tile floor. Basement walls painted white, painted floor, utility sink, washer/dryer & 1/4 bath-toilet! Shaded backyard patio overlooks perennial gardens, trees and clothesline to hang sheets for a refreshing sleep experience! Walk to downtown Sun Prairie, restaurant, coffee shop, stores, Farmers Market, Wetmore Park & splash pad! A/C '25, Furnace '13, Windows '17, Circuit breakers! UHP Warranty Included!

186 Hillcrest Cir, Sun Prairie

973 Harvest Ln, Sun Prairie
$417,900
4 Beds ⋅ 2 Baths ⋅ 2032659 MLS ⋅ ACTIVE UNDER CONTRACT Status
Welcome home to a warm and inviting tri-level offering 1,850 square feet of living space. The thoughtfully designed layout creates distinct yet connected spaces for everyday life, from relaxed mornings in the bright living and dining areas to cozy evenings beside the fireplace in the spacious family room. Across the home’s split main levels, you’ll also find a versatile fourth bedroom and full bath, great for guests, a home office, or hobbies. Upstairs, three additional bedrooms and a second full bath provide a comfortable retreat. Step outside to enjoy the deck and 0.28-acre lot, with an attached 2-car garage and an unfinished basement offering ample storage. Conveniently located near Sun Prairie schools, shopping, dining, and recreation, with easy access to Highway 19 and US-151 for travel to Madison and surrounding communities. Come explore the possibilities and schedule a showing today!

973 Harvest Ln, Sun Prairie

2026 Stonehaven Dr, Sun Prairie
$789,000
5 Beds ⋅ 4 Baths ⋅ 2032487 MLS ⋅ 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 Dr, Sun Prairie

332 Sandridge Trl, Sun Prairie
$500,000
4 Beds ⋅ 3 Baths ⋅ 2032251 MLS ⋅ ACTIVE UNDER CONTRACT Status
This beautifully maintained 4 bed, 3 bath ranch home offers the perfect combination of comfort, style and energy efficiency. Spacious kitchen-maple cabinetry, granite countertops, stainless steel appliances, composite deck-perfect for entertaining or relaxing outdoors. Inviting living room boasts a cathedral ceiling and gas fireplace. Spacious primary suite, jetted tub, double vanity, walk-in closet. Lower level offers a large recreation room with egress window, an office/flex space, full bathroom-ideal for guests, working from home or additional living space. One of the home's standout features-solar panel system providing exceptional energy savings and helping keep utility costs-including electricity, water and sewer-remarkably low. This move-in-ready home truly has it all.

332 Sandridge Trl, Sun Prairie

1199 Virdon Dr, Sun Prairie
$735,000
5 Beds ⋅ 4 Baths ⋅ 2032207 MLS ⋅ ACTIVE UNDER CONTRACT Status
Step into this stunning 5-bedrm, 3.5-bath Sun Prairie home offering 3,522 sq ft of beautifully finished living space. A sunlit 2-story foyer opens to tall ceilings, prairie-style windows and rich mahogany engineered hardwood floors throughout the main and upper levels. Chef’s kitchen features SS apps, granite island/breakfast bar, tile backsplash, walk-in pantry, reverse osmosis system and custom soft-close Amish cabinetry. Dining area opens to a screened Trex porch overlooking a fenced .30-acre yard, green space and Orfan Park. Upstairs, the luxurious primary suite offers a tray ceiling, custom WIC and spa-like bath with soaking tub and walk-in shower. Finished exposed LL includes a family/theater room, wet bar/kitchenette, gym/flex room, 5th bedrm and full bath. Enjoy an oversized finished 3-car garage, patio, raised garden beds, 3-zone HVAC, radon mitigation and new roof (2024), all near shopping, dining and schools.

1199 Virdon Dr, Sun Prairie

2658 Oak Crest Cir, Sun Prairie
$470,000
4 Beds ⋅ 3 Baths ⋅ 2032188 MLS ⋅ 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 Cir, Sun Prairie

1806 Waverly Way, Sun Prairie
$629,900
3 Beds ⋅ 3 Baths ⋅ 2031932 MLS ⋅ 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

1764 Waverly Way, Sun Prairie
$644,900
4 Beds ⋅ 3 Baths ⋅ 2031929 MLS ⋅ 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

1065 Tara Dr, Sun Prairie
$399,900
3 Beds ⋅ 2 Baths ⋅ 2031590 MLS ⋅ ACTIVE Status
Ready for your new home? This well maintained 3 bedroom ranch home has the comforts and amenities you need. Some features include a new furnace (2026), New water heater and water softener (2026), 2 new sump pumps (2024), newer 15" of insulation in the attic, and a roof that is less than 10 years old. And, I have to tell you about the fantastic yard with beautiful perennials, not a weed to be found, 2 storage sheds, and a huge deck for entertaining, grilling, or sitting out and enjoying the quiet neighborhood. Just a stones throw to Madison and close to schools, parks, shopping, and more. There's even a limited 13 month UHP home warranty included. You can't pass this up. This is truly the cats meow! Schedule a private showing today! You'll be glad you did.

1065 Tara Dr, Sun Prairie

1357 Overlook Pass, Sun Prairie
$539,900
4 Beds ⋅ 3 Baths ⋅ 2031568 MLS ⋅ ACTIVE UNDER CONTRACT Status
Welcome home! This beautifully updated 4-bedroom, 3-full-bath home in Sun Prairie offers the space and comfort today's buyers want, all within walking distance to the local elementary school. The spacious open-concept kitchen boasts abundant counter space and a large pantry, flowing seamlessly into a vaulted living room filled with natural light. The finished basement adds valuable living space, ideal for a rec room, home gym, or a guest retreat, while storage space throughout keeps everything organized. Outside, enjoy a large backyard, a patio for relaxing evenings, and a hot tub perfect for unwinding after a long day. Major updates are already done, including a new roof, new furnace, and new AC system, offering true peace of mind from day one. With its unbeatable blend of comfort, function, and location, this Sun Prairie home won't last long. Schedule your showing today!

1357 Overlook Pass, Sun Prairie

401 Woodview Dr, Sun Prairie
$454,900
4 Beds ⋅ 2 Baths ⋅ 2030968 MLS ⋅ ACTIVE Status
This beautifully maintained 5-bedroom, 2-bath raised ranch sits on a corner lot in a convenient Sun Prairie location near parks, schools, and a bike path. A spacious Trex deck overlooks the backyard, while the front entry is enhanced by seven app-controlled recessed exterior lights with customizable colors, dimming capabilities, and holiday-ready lighting scenes. Major updates include top of the line dishwasher and stove in 2025, the roof and gutters in 2022, windows in 2021, furnace and AC with Aprilaire air purification in 2022, and full duct cleaning in 2025 help make the home move-in ready. With flexible living spaces throughout and the big-ticket improvements already complete, this inviting home is ready for your personal touch. Showings begin with the open house on Saturday, August 29th.

401 Woodview Dr, Sun Prairie

1219 Crane Meadow Way, Sun Prairie
$520,000
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

1214 Chicory Way, Sun Prairie
$292,500
3 Beds ⋅ 1 Baths ⋅ 2030743 MLS ⋅ ACTIVE UNDER CONTRACT 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

1331 Pinnacle Cir, Sun Prairie
$579,900
4 Beds ⋅ 3 Baths ⋅ 2030649 MLS ⋅ ACTIVE UNDER CONTRACT Status
Welcome home to this beautifully maintained, move-in-ready ranch tucked away at the end of a peaceful cul-de-sac! Step inside to a bright, welcoming layout featuring vaulted ceilings, skylights, a private primary suite with walk-in closet, first-floor laundry, and thoughtful touches throughout. The exposed lower level expands your living space with a comfortable family room, cozy gas fireplace, and 4th bedroom - perfect for guests or a home office. Step outside and enjoy your morning coffee or evening gatherings on the screened porch overlooking the spacious backyard. The oversized 3-car garage offers plenty of room for vehicles, toys, a boat, or utility equipment. A central vacuum system adds convenience, while the large yard and two nearby parks provide plenty of opportunities to enjoy the outdoors. Located on the largest lot in Ridgecrest Subdivision, this is the kind of home that is truly ready for you to move in and enjoy!

1331 Pinnacle Cir, Sun Prairie

841 Wickersham Ct, Sun Prairie
$939,900
4 Beds ⋅ 4 Baths ⋅ 2030611 MLS ⋅ 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 Ct, Sun Prairie

1786 Waverly 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

2103 Winding Stream 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

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.