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2372 Leopold Way, Sun Prairie
$679,900
5 Beds ⋅ 4 Baths ⋅ 2034337 MLS ⋅ 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

1652 Waverly Way, Sun Prairie
$559,900
3 Beds ⋅ 3 Baths ⋅ 2034310 MLS ⋅ 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

1638 Waverly Way, Sun Prairie
$679,900
3 Beds ⋅ 2 Baths ⋅ 2034305 MLS ⋅ 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

2652 Oak Crest Cir, Sun Prairie
$1,200,000
5 Beds ⋅ 6 Baths ⋅ 2033250 MLS ⋅ ACTIVE Status
Show 10/9. 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 Cir, Sun Prairie

146 W Macarthur St, Sun Prairie
$410,000
3 Beds ⋅ 2 Baths ⋅ 2031989 MLS ⋅ ACTIVE Status
Beautifully maintained and truly move-in ready, this spacious ranch home offers 3 bedrooms, 2 baths, and 1,811 finished sq. ft. The inviting main level features a large living room, family room with a cozy gas fireplace, formal dining area, and a nice kitchen with a pantry featuring convenient pull-out shelves. The primary bedroom offers two closets, and there are hardwood floors beneath the carpet in the bedrooms and hallway. The finished lower level adds approximately 350 sq. ft. of living space with a second fireplace, while a laundry room toilet rough-in offers potential for future expansion. Major updates include a new furnace and A/C (2023), roof (2023), washing machine (2023), water heater (2024), refrigerator (2025), dishwasher (2026), and finished basement (2026). Ring camera, basement refrigerator, and invisible fence with collars included. Ideally located near schools, parks, and downtown Sun Prairie!

146 W Macarthur St, Sun Prairie

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

3154 Bull Run, Sun Prairie
$524,000
3 Beds ⋅ 3 Baths ⋅ 2033834 MLS ⋅ 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

142 N Legacy Way, Sun Prairie
$649,900
4 Beds ⋅ 3 Baths ⋅ 2033827 MLS ⋅ 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!

142 N Legacy Way, Sun Prairie

1150 Kamperschroer Way, Sun Prairie
$282,000
3 Beds ⋅ 1 Baths ⋅ 2033586 MLS ⋅ ACTIVE UNDER CONTRACT Status
Modern finishes and tastefully decorated new house built by Operation Fresh Start for owner-occupants of limited means. Combined income of all adults in household must be less than 80% of the Dane County median income (currently $96,150 for a family of 3). Buyers cannot have owned a home within the last three years. Dane County CDBG will provide a 0% interest $25,000 second mortgage to be repaid when the house is sold. Review program summary under Associated Documents. This lovely new house has a ready-to-finish lower level with egress window and bath rough-in, giving you the ability to gain additional equity by finishing more space in the future. Come get started on home ownership today!

1150 Kamperschroer Way, 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

211 S Musket Ridge Dr Unit 211, Sun Prairie
$234,900
1 Beds ⋅ 1 Baths ⋅ 2033153 MLS ⋅ ACTIVE Status
No steps, stairs, or elevators with this cozy one bedroom ranch style condo. The unit is located close to walking/biking trails and downtown Sun Prairie. The bright and airy end-unit has a one-car attached garage. Exterior features include a patio area and a recently painted front porch. The kitchen has updated stainless steel appliances including a double oven range. The larger bedroom has a walk-in closet. Recent updates include a new furnace, new garage door, and new dryer. The building roof was replaced in 2018. No dealing with water softener salt or maintenance. Condo fee includes costs associated with the new shared water softener and hot water heater which are shared with the other units in the building,

211 S Musket Ridge Dr Unit 211, 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

1299 St Patrick Way, Sun Prairie
$659,900
4 Beds ⋅ 4 Baths ⋅ 2032535 MLS ⋅ 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

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

249 N Musket Ridge Dr, Sun Prairie
$300,000
3 Beds ⋅ 3 Baths ⋅ 2031959 MLS ⋅ ACTIVE UNDER CONTRACT Status
Welcome to this charming corner-unit townhome in the quaint Carriage Homes development! A private side entry welcomes you into the home, where you'll find a convenient half bath. The spacious, sun-filled living room features an abundance of windows, while the kitchen offers stainless steel appliances and overlooks a cozy dinette. Upstairs are 3 bedrooms and 2 baths, including a massive primary suite with a walk-in closet and en suite featuring a walk-in shower. The lower level offers additional rec space with a wet bar and abundant storage. Enjoy the spacious deck overlooking green space. Attached 1-car garage with epoxy floor. Updates include furnace & A/C (2022), water heater & added attic insulation (2024), and microwave (2025). Conveniently located near all Sun Prairie and East Madison have to offer!

249 N Musket Ridge Dr, 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

1320 Woodgrove Way, Sun Prairie
$569,900
3 Beds ⋅ 3 Baths ⋅ 2032186 MLS ⋅ ACTIVE UNDER CONTRACT Status
Offer Accepted - Open house on 10/4 is canceled. Homes in this peaceful, wooded neighborhood don't come around often - so when this nearly 3,000 sq ft ranch condo hits the market, it's a big deal. Walk in and the great room instantly wows, with soaring cathedral ceilings, cozy fireplace + an open flow into the kitchen, dining + sunny 4-season room. Skylights + hardwood floors keep things bright, while the split-bedroom layout allows for additional privacy. The primary suite feels like its own retreat, w/a walk-in closet + spa-worthy bathroom. In the kitchen, quartz counters, sleek appliances + custom cabinetry make everyday life effortless. Downstairs brings even more room to spread out w/an expansive family rm, 3rd bedrm + bath, flex room and game area. Relax on the spacious deck overlooking the trees. 25x25 heated extra deep garage! Conveniently located near Sun Prairie shops, restaurants, farmers mkt, Patrick Marsh + Brazee Lake.

1320 Woodgrove Way, 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

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.