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419 W Elm St, Sun Prairie
$374,900
4 Beds ⋅ 3 Baths ⋅ 2031758 MLS ⋅ ACTIVE Status
BIG POSSIBILITIES START HERE! Need a little more space to make life happen? This Sun Prairie ranch delivers 4 bedrooms, 1 full bath, 2 half baths, and 1,875 sq ft of flexible living space ready for your personal touch! The partially finished basement offers extra room to create the ultimate game-day spot, movie lounge, workout area, hobby space, or home office. An attached garage adds everyday convenience, while nearby Birkinbine Park and Prairie Athletic Club make it easy to get out and stay active. From weekend gatherings and creative projects to quiet evenings and everyday routines, there's room to make this home your own. Bring your vision, explore the possibilities, and discover how much more you can do with a little extra space!

419 W Elm St, Sun Prairie

181 Union St, Sun Prairie
$410,000
4 Beds ⋅ 3 Baths ⋅ 2031440 MLS ⋅ ACTIVE UNDER CONTRACT Status
AS SWEET AS THEY COME! This 4 bedroom two story offers it all. Located in the heart of Sun Prairie this home has the character and charm of yesteryears with all the conveniences that give you the perfect package! Enjoy the large living room, fabulous eat-in-kitchen, formal dining room, plus family room all on the main! You will be beyond delighted by the size of the bedrooms including the 24x13 primary suite with private full bath, 19x12 second bedroom and 3rd bedroom with its own outside porch. Newly finished L/L bedroom W/large egress window and walk-in closet. All this is nestled on a large lot, close to all the vibe of our downtown activities, from coffee shops, bookstore, farmers market, museum, restaurants and so much more. With updates galore, including a newly finished 4th bedroom in the lower level, appliances, new windows and doors, water heater and water softener. You have nothing to do but move in!

181 Union St, 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

893 Chalfont Dr, Sun Prairie
$524,900
5 Beds ⋅ 3 Baths ⋅ 2031240 MLS ⋅ ACTIVE Status
Immaculately maintained 5-bedroom ranch in desirable Westwynde! You’ll love the open floor plan with vaulted ceilings, gas fireplace & spacious kitchen with island & breakfast bar. The main level offers 3 bedrooms, 2 full baths & direct access to the deck & backyard. The expanded lower level adds a bedroom, office & rec room - ideal for guests, hobbies, working from home or multi-generational living - plus ample storage. Major updates include roof & furnace (2024), water heater & softener (2025) & upgraded windows with lifetime warranty. Additional improvements: flooring, lighting, countertops, paint, laundry room, stainless steel appliances, radon mitigation, dual sumps & alarm, landscaping & garage door/opener. Enjoy the beautiful yard, 3-car garage & spacious bedrooms. All on a quiet Westwynde street near parks & in the Sun Prairie school district. Don’t miss this opportunity!

893 Chalfont Dr, Sun Prairie

1182 Broadway Dr, Sun Prairie
$515,000
4 Beds ⋅ 3 Baths ⋅ 2031015 MLS ⋅ ACTIVE UNDER CONTRACT Status
Welcome to this beautiful home with a new roof in 2022, new furnace, air conditioner and water softener in 2021, plus new carpet in 2026 and updated flooring. All adding value and peace of mind to this spacious 4-bedroom, 2.5-bath split-level home with 2,704 sq ft. Inside, the inviting kitchen features white cabinetry, a large wood-topped island and a solar tube bringing natural light to the heart of the home. Crown molding, built-in shelving, a laundry chute, generous closets and a spacious primary suite with ensuite bath add thoughtful touches throughout. The lower level offers a comfortable family room, laundry room with utility sink and abundant storage with shelving and a workbench. Enjoy an attached 2-car garage and wonderful outdoor living on the back deck with composite tile flooring and pergola.

1182 Broadway Dr, Sun Prairie

1410 Stonehaven Dr, Sun Prairie
$779,900
4 Beds ⋅ 2 Baths ⋅ 2031374 MLS ⋅ 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 Dr, Sun Prairie

1422 Stonehaven Dr, Sun Prairie
$739,900
4 Beds ⋅ 3 Baths ⋅ 2031232 MLS ⋅ 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, ½ 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 Dr, 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

2212 Koshkonong Way, Sun Prairie
$779,900
4 Beds ⋅ 3 Baths ⋅ 2030417 MLS ⋅ ACTIVE Status
Move-in ready 11/2/26. This Jackson home features a thoughtfully designed, open-concept layout ideal for modern living. Offering 4 bedrooms, 2.5 baths, and a 2-car garage, this home showcases locally made, custom Auburn Ridge® cabinetry, doors, and trim crafted to last. The stylish kitchen includes a center island, quartz countertops, and quality finishes from trusted brands like Kohler®, Moen®, and Shaw®. Durable luxury vinyl plank flooring enhances main living areas, while painted solid-core doors provide superior sound control. Designer lighting curated from Kichler® and Visual Comfort & Co. adds a polished touch. Smart Home+ technology with integrated lighting control brings everyday convenience. Enjoy added peace of mind with a one-year warranty.

2212 Koshkonong Way, Sun Prairie

829 Edgemore Dr, Sun Prairie
$449,500
3 Beds ⋅ 2 Baths ⋅ 2030252 MLS ⋅ ACTIVE Status
This beautifully maintained 3-bedroom home offers an inviting blend of comfort, style, and functionality. The spacious great room features vaulted ceilings, abundant natural light, and a seamless flow into the dining area and custom-designed kitchen with cabinetry, quartz countertops, tile flooring, and a premium stainless appliance package with a Wolf gas stove and Sub-Zero refrigerator. The finished lower level provides a cozy room with built-ins, wet bar, and gas fireplace, plus flexible space for an office, guest room, or hobbies. Outside, enjoy a private fenced backyard with professional landscaping, stamped-concrete patio completed in 2021, and upper deck, great for relaxing or entertaining. Attached 2-car garage with a new door and opener in 2021, with workbench and storage. New windows throughout in 2021, AC, and more. Conveniently located near parks, shopping, dining, and more!

829 Edgemore Dr, Sun Prairie

2115 Baptisia Pass, Sun Prairie
$925,000
5 Beds ⋅ 4 Baths ⋅ 2030249 MLS ⋅ ACTIVE Status
This beautiful, custom-built 5-bedroom, 4-bathroom masterpiece seamlessly blends modern style with everyday comfort. The exterior boasts exceptional curb appeal with its premium dark siding, stone accents, manicured landscaping, and a spacious three-car garage. Inside, the bright open-concept main floor impresses with soaring coffered ceilings, durable wood-look flooring, and a floor-to-ceiling stone fireplace. The chef’s dream kitchen features crisp white cabinetry, a contrasting grey island with quartz countertops, a geometric honeycomb tile backsplash, high-end stainless steel appliances, and elegant crystal pendant lighting. Just off the kitchen, a sunlit dining area with unique modern fixtures provides access to the outdoors through large sliding glass doors. The fully finished lower level offers incredible bonus space, complete with a massive recreation room, a convenient wet bar with dark cabinetry.

2115 Baptisia Pass, Sun Prairie

1398 Overlook Pass, Sun Prairie
$520,000
4 Beds ⋅ 4 Baths ⋅ 2030058 MLS ⋅ 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

212 Major Way, Sun Prairie
$375,000
3 Beds ⋅ 2 Baths ⋅ 2029922 MLS ⋅ ACTIVE UNDER CONTRACT Status
Welcome home to this charming ranch in a convenient Sun Prairie location! Hardwood floors, a floor-to-ceiling stacked-stone gas fireplace, & an oversized front window create an inviting living room filled with natural light. The ML offers a functional layout, galley kitchen, and 3 comfortable bedrooms, all with hardwood floors. Downstairs, the finished LL expands your living space with a spacious fmly room complete with theater equipment & projector for the ultimate movie nights, a full bath, and a versatile den usable as a 4th bedroom, home office, or workout space. Step outside to enjoy the fenced backyard featuring a paver patio, storage shed, and plenty of room to relax & entertain. All this in a fantastic location close to Main St conveniences & Hwy 151 for an easy commute!

212 Major Way, Sun Prairie

133 W Kohler St, Sun Prairie
$449,000
4 Beds ⋅ 2 Baths ⋅ 2029461 MLS ⋅ ACTIVE UNDER CONTRACT Status
Charming and move-in ready, this 3-bedroom home offers plenty of comfort, character, and space inside and out! The sunken living room features a beautiful cozy gas fireplace, while the updated kitchen is ready for everyday living and entertaining. Kitchen updates include maple cabinetry, quartz countertops, tile backsplash and stainless steel appliances. Opens up to formal dining room & living room, perfect for hosing friends and family or sipping coffee in the mornings. The true showstopper is the sunroom with slider windows, filled with natural light and overlooking the beautiful backyard. Step outside to a spacious patio and massive yard featuring mature and native plantings—perfect for gardening, playing, entertaining, or simply enjoying your own private retreat. Main level bathroom remodel '22. Conveniently located in walking distance of Wetmore Park, Northside school and downtown Sun Prairie! UHP Ultimate Home Warranty Included.

133 W Kohler St, Sun Prairie

1030 Carriage Dr, Sun Prairie
$430,000
4 Beds ⋅ 3 Baths ⋅ 2029277 MLS ⋅ ACTIVE Status
Back on the market & ready for its next owner! Welcome to this beautifully maintained 4-bed, 3-full-bath ranch in a desirable Sun Prairie neighborhood. With approx. 1,950 sq. ft. of finished living space, this home offers an inviting open layout, vaulted ceilings, abundant natural light & flexible space for work, guests & entertaining. The main level features 3 bedrooms and 2 full baths, while the finished lower level adds a spacious family room, 4th bedroom, full bath and dedicated office. Enjoy an exceptional location directly across from a 21-acre neighborhood park with a playground, walking paths, sports courts, fields, pond and sledding hill. A spacious backyard & deck provide a wonderful outdoor setting, while downtown Sun Prairie is just a short walk or bike ride away. The neighborhood's location adjacent to Patrick Marsh is excellent for nature lovers. Previous offers were unable to proceed due to buyer financing, creating a new opportunity to make this wonderful home your own

1030 Carriage Dr, Sun Prairie

1738 Waverly Way, Sun Prairie
$779,900
4 Beds ⋅ 3 Baths ⋅ 2029258 MLS ⋅ ACTIVE Status
Move-in ready 10/14/26. This Pilot Home (347 The Reserve) features a thoughtfully designed, open-concept layout ideal for modern living. Offering 4 bedrooms, 2.5 baths, and a 2-car garage, this home showcases locally made, custom Auburn Ridge® cabinetry, doors, and trim crafted to last. The stylish kitchen includes a center island, quartz countertops, and quality finishes from trusted brands like Kohler®, Moen®, and Shaw®. Durable luxury vinyl plank flooring enhances main living areas, while painted solid-core doors provide superior sound control. Designer lighting curated from Kichler® and Visual Comfort & Co. adds a polished touch. Smart Home+ technology with integrated lighting control brings everyday convenience. Enjoy added peace of mind with a one-year warranty.

1738 Waverly Way, Sun Prairie

1280 Twisted Branch Way, Sun Prairie
$499,900
3 Beds ⋅ 2 Baths ⋅ 2029180 MLS ⋅ ACTIVE UNDER CONTRACT Status
Enjoy peaceful views and effortless living in this beautifully maintained 3-bedroom, 2-bath ranch backing to scenic walking trails and a tranquil pond. The open-concept design is enhanced by soaring vaulted ceilings, creating a bright and spacious atmosphere that's perfect for everyday living and entertaining. The well-appointed kitchen flows seamlessly into the dining area and inviting living room, while the private primary suite offers a relaxing retreat with an ensuite bath. Two additional bedrooms provide flexibility for family, guests, or a home office. Step outside and enjoy your backyard oasis with picturesque pond views and direct access to walking trails—an ideal setting for morning coffee, evening strolls, or simply taking in the natural surroundings. An attached garage and desirable Sun Prairie location close to parks, shopping, dining, and schools complete this move-in-ready home.

1280 Twisted Branch Way, Sun Prairie

2331 Butterfly Cir, Sun Prairie
$925,000
5 Beds ⋅ 4 Baths ⋅ 2028320 MLS ⋅ ACTIVE Status
Exceptional 2-story home with 5 bedrooms, 3.5 baths, & a finished lower level on a peaceful cul-de-sac overlooking protected conservancy. The kitchen features a Wolf range, ceiling-height cabinetry, walk-in pantry, & a butler's pantry with beverage fridge and wine storage. The great room showcases a floor-to-ceiling stone fireplace with an authentic barn beam mantel and picture window. Upstairs offers 4 bedrooms, including a luxurious primary suite with dual vanities, tiled shower, dual walk-in closets, plus convenient second-floor laundry. The finished lower level includes a spacious rec room, 5th bedroom, ¾ bath, and future bar rough-in. Enjoy the large deck, custom paver patio with fire pit, and outdoor gas grill hookup. Equipped with solar panels and a Tesla EV charger. Welcome to a home that makes dreams a reality!

2331 Butterfly Cir, Sun Prairie

2067 Leopold Way, Sun Prairie
$469,900
3 Beds ⋅ 3 Baths ⋅ 2028259 MLS ⋅ ACTIVE Status
Move-in ready 10/16/26. This Beryl 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.

2067 Leopold 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.