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$389,900
3 Beds 3 Baths 2032545 MLS ACTIVE Status
Welcome to 1082 O’Keeffe Avenue, offering 3 finished levels and an amazing Sun Prairie location within walking distance of Creekside. The bright, open-concept main level features 9-foot ceilings, recessed lighting, stylish modern ceiling fans and large windows that fill the space with natural light. The kitchen offers granite countertops, a tile backsplash, abundant cabinetry, stainless-steel appliances and an oversized island with seating. A sliding glass door opens to a spacious 10x20 patio with café lights and a fenced yard, an inviting outdoor retreat with no rear neighbors. Upstairs, the generous primary bedroom features a tray ceiling and large windows, along with two additional bedrooms. The finished lower level adds a spacious rec room, a separate flex room ideal for an office, gym or hobbies, and an exceptionally large walk-in storage closet. An inviting front porch and oversized garage complete this well-designed home near parks, shopping, dining and everyday conveniences.

1082 Okeeffe Ave, 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

$300,000
3 Beds 3 Baths 2031959 MLS ACTIVE 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

$500,000
4 Beds 3 Baths 2032251 MLS ACTIVE 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

$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

$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

$644,900
3 Beds 2 Baths 2031759 MLS ACTIVE Status
Move-in ready 11/10/26. This Hendrix 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.

1836 Waverly Way, Sun Prairie

$399,900
3 Beds 3 Baths 2031573 MLS ACTIVE Status
Engineered for quiet and designed for comfort, this Veridian-built Emerson features a shared-wall system designed for privacy and quieter living. This 2019 Smith’s Crossing twin offers 3 bedrooms, 2.5 baths, 1,776 finished sq ft and three living levels. The bright main level has 9-foot ceilings, an open kitchen with oversized granite island, cabinetry and walk-in pantry, plus laundry and half bath. Updates include fresh paint, brand-new carpeting and a new upstairs bathroom vanity. The finished lower level offers flexible living space, plumbing for a future 4th bath and unfinished space for storage or expansion. Enjoy a covered front porch, fenced-in yard, oversized patio, no neighbors behind and stunning sunsets. The unusually large garage includes a 20x20 parking area plus extra space for storage, bikes, tools or hobbies. Walk to Creekside Elementary, parks and neighborhood paths.

1042 Okeeffe Ave, Sun Prairie

$547,000
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

$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

$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

$199,900
2 Beds 1 Baths 2031275 MLS ACTIVE Status
Great new price and Open House this Sunday from 11-1. Delightful 2 bedroom garden condo in the heart of Sun Prairie and steps from restauraunts, shops, and Sun Prairie's famous farmers market. Simi-private entry leads to the spacious living room w/patio door that leads to your private deck. Entertaining will be a snap with the fully appointed kitchen (new refrigerator) & breakfast bar all open to the large dining room featuring custom storage & display cabinets. There are 2 generous bedrooms, a nice bath and all freshly painted. Newer high effeciency windows and patio door is a plus. Common areas include a community room w/1/2 bath and shared onsite laundry. Extra bonus is a guest suite located next door which is available for nightly rent for those out of town guests. A must see.

500 E Main St Unit 6, 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

$530,000
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

$420,000
3 Beds 3 Baths 2030890 MLS ACTIVE UNDER CONTRACT Status
Does location matter? You tell me. This 2019 Veridian Beryl enjoys a special Smith’s Crossing setting with a spacious backyard, pond views, Thoreau Park across the street and Creekside Elementary within walking distance. The open floor plan lives larger than its footprint, enhanced by 9’ ceilings, taller windows and an 8’ patio door that bring in incredible natural light. The kitchen centers around a generous island with upgraded cabinetry and countertops, while a gas fireplace anchors the great room. Mannington Restoration laminate flows throughout the main living areas and continues upstairs through the hallway and all 3 bedrooms. A large Daily Station and first-floor laundry add everyday function. Step outside to the deck overlooking the backyard and green surroundings. Full basement, 2-car garage, Smart Home+ technology and Energy Expert Certified. Thoughtful choices were made when building this one and it shows. Oh, and did we mention the location?

2442 Leopold Way, Sun Prairie

$549,500
5 Beds 4 Baths 2030873 MLS ACTIVE UNDER CONTRACT Status
Appealing 5 bedroom 3.5 bath colonial w/peaceful backyard! Formal living + dining or office/den, ample kitchen, stainless steel appliances, fireplace, 3 car garage! Primary features walk-in closet + tub/shower, double sink vanities throughout! Enjoy year-round comfort in the 3 season porch, which offers a seamless transition between indoor & outdoor living! The finished basement adds versatility for leisure or additional storage. New roof within the last 5 yrs. Refinished deck. Sump pump & radon mitigation system! Located w/easy access to HWY-151 in the Sun Prairie School District & close to Westwynde Park, this property is well-situated for convenience and community engagement! This solid home is ready for you to bring your own ideas and custom updates!

858 Chalfont Dr, 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

$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

$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

$284,000
3 Beds 2 Baths 2030085 MLS ACTIVE UNDER CONTRACT Status
Move-in ready end-unit condo offering abundant natural light, flexible living space and major recent updates! The bright, open main level features vaulted ceilings, large windows and a spacious living room. The kitchen/dining area boasts granite countertops with breakfast bar, natural wood cabinetry, LVP flooring and included appliances. Upstairs you'll find 2 bedrooms with new ceiling fans and a full bath. The exposed walkout lower level expands your living space with a family/rec room, 3rd bedroom, full bath with walk-in shower, laundry and ample storage. Step outside to a private concrete patio, landscaped side garden and common green space. Large 2-car attached garage includes built-in shelving. Enjoy peace of mind with a NEW water softener (2026), plus roof, windows & A/C (2023), newer carpet and LVP flooring. $300/mo condo fee includes snow removal, lawn care, common area maintenance & insurance.

213 Broadway Dr, Sun Prairie

$459,900
3 Beds 3 Baths 2029893 MLS ACTIVE UNDER CONTRACT Status
Country quiet is here in rarely available Drovers Woods, just minutes from Sun Prairie. Four finished levels provide room to gather, work and recharge, including a fourth level used as an office and gym. The vaulted great room features hardwood floors, a gas fireplace and an open kitchen and dining area. A lower-level family room with a wood-burning fireplace offers a second living space. Three full baths include a primary suite with a walk-in closet. The screened porch offers a cedar tongue-and-groove ceiling, ceiling fan and deck access. Enjoy mature trees, countryside views, a built-in fire pit and storage shed. Updates include a new GAF roof (2026), Andersen windows (2017), water heater (2025), most appliances (2024–25), fresh paint, lower-level flooring, front steps and septic service in 2025. Insulated 2-car garage with zero entry, Sun Prairie schools, low Town of Sun Prairie taxes, no municipal water or sewer bill and a $45/year HOA with neighborhood park.

1619 Homestead Rd, Sun Prairie

$430,000
4 Beds 3 Baths 2029277 MLS ACTIVE UNDER CONTRACT Status
Your 2nd chance! Buyer financing fell through. Welcome home to this beautifully maintained 1,950-square-foot ranch in one of Sun Prairie’s most desirable neighborhoods. This 4-bedroom, 3 full-bath home also features a dedicated office and a lower-level family room, offering plenty of flexible living space. Step outside to enjoy the large backyard and deck, perfect for summer gatherings. Located directly across the street from a 21-acre park with a playground, sledding hill, basketball court, sand volleyball court, soccer field, walking paths, and a fishing pond, this home offers endless opportunities for outdoor recreation. You’ll love being a short walk or bike ride away from frequent events on the square in Downtown Sun Prairie. Nature lovers will enjoy that the neighborhood is adjacent to the scenic beauty and wildlife of Patrick Marsh. With mature trees, outstanding amenities, and an unbeatable location, this home offers the perfect blend of comfort, convenience, and community.

1030 Carriage Dr, 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

$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

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.