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$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

$385,000
4 Beds 2 Baths 2031011 MLS ACTIVE UNDER CONTRACT Status
Welcome to this beautiful 4-bedroom, 2-bath tri-level home with a private backyard, mature trees and great outdoor space! Recent updates include a new roof and gutters (2025), new garage floor, driveway, sidewalk and steps (2025), and air conditioner (2026). The bright main level features tile and wood flooring, a spacious dining area and comfortable living room. The exposed lower level offers a large rec room with wood-burning stove, bedroom and full bath. Upstairs, all 3 bedrooms feature wood floors, along with a full bath with jetted tub. Enjoy the large deck, fenced backyard, storage shed and playset. Attached 1-car garage and plenty of functional living space make this a wonderful Sun Prairie home!

926 Frederick St, Sun Prairie

$469,900
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

$489,900
3 Beds 3 Baths 2030926 MLS ACTIVE Status
Welcome to a home where pristine condition meets everyday convenience! This beautifully maintained property offers 3 spacious bedrooms and 2.5 bathrooms, plus a bonus first-floor office and a large mudroom with plenty of storage. The kitchen shines with granite and quartz counters, a beautiful backsplash, & upgraded cabinetry featuring soft-close drawers & pull-out shelves. LVP Flooring on the main & solid Maple Doors throughout. Retreat to the primary suite’s beautiful tiled rainfall shower and huge walk-in closet. The unfinished lower level is plumbed for a third bath, offering endless potential. Enjoy the 2+ car garage, professionally landscaped yard, and a beautiful light-up patio perfect for relaxing evenings. Just 1 minute from Grand Avenue’s wonderful dining, shopping, and movie theatre, and 5 minutes to Hwy 151 and I-90/94 for an easy commute. Near parks with scenic walking & bike paths, too! Truly not a thing to do but move in — schedule your private showing today!

1155 Twisted Branch Way, Sun Prairie

$724,900
5 Beds 4 Baths 2030205 MLS ACTIVE Status
Space to Gather. Room to Grow. A Home That Does It All! Discover the flexibility and space of this impressive 5 BR, 3.5 BA Sun Prairie home, thoughtfully designed to accommodate multigenerational living, extended family, overnight guests, or anyone who simply wants room to spread out. The main level welcomes you with LVP flooring, an expansive great room, and a spacious kitchen featuring quartz countertops and an oversized island perfect for gathering. A main-level primary suite offers added convenience, complete with a huge walk-in closet. Downstairs, the finished lower level expands the possibilities with additional bedrooms, a generous bonus room, living room with projector and screen, and a convenient kitchenette. Whether you envision space for family, guests, working from home, movie nights, hobbies, or entertaining, this home offers the versatility to make it your own.

1229 Patriot Way, 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

$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

$779,000
2030731 MLS ACTIVE Status
Prime mixed-use investment opportunity in the heart of Downtown Sun Prairie! This fully occupied 5,388 SF property sits on a highly visible corner along Main Street and features two established first-floor commercial spaces, currently home to a restaurant and barbershop, plus two second-floor 1-bedroom apartments. Seller-owned restaurant equipment is included in the sale, offering substantial additional value. Tenants pay their own utilities with separately metered electric and water. Additional features include 5 onsite parking spots, a newer roof, updated electrical, municipal water/sewer and excellent downtown visibility. An outstanding opportunity to acquire an income-producing property with a diverse mix of commercial and residential tenants.

120 E Main, Sun Prairie

$444,900
3 Beds 2 Baths 2030672 MLS ACTIVE Status
PRICE IMPROVEMENT. Skip the wait & expense of new construction! This beautifully maintained 2022 ranch home in desirable Smith's Crossing II offers the benefits of a newer home without the construction timeline. The open-concept main level features a spacious great room, stylish kitchen with dark cabinetry, large island & abundant workspace, plus a dining area that flows seamlessly into the living space. The private primary suite offers a walk-in closet & en suite bath with walk-in shower. Main-floor laundry with new washer & dryer adds convenience. Relax or entertain in the inviting outdoor living space. Enjoy the Haven Trail & nearby Smith Crossing Park. An attached 2-car garage adds convenience, while the unfinished lower level offers endless possibilities. Why wait for new construction when you can move right in & enjoy?

1264 Crane Meadow Way, Sun Prairie

$579,900
4 Beds 3 Baths 2030649 MLS ACTIVE 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

$985,000
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 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, sprinkler system, 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

$200,000
2 Beds 1 Baths 2030608 MLS ACTIVE UNDER CONTRACT Status
Value Price range $200,000- $225,000. This affordable 2-bedroom, 1-bath condo is an inviting place to begin homeownership, with convenient no-step access and a practical, comfortable layout. A large living room opens to an equally spacious patio with room for gardening, creating a pleasant extension of the living space. The updated kitchen provides ample counter space, while in-unit laundry includes a stacked washer and dryer. The primary bedroom includes a walk-in closet, and the spacious second bedroom has an oversized closet. The bathroom has been updated, as well. An oversized 1-car garage with a private driveway adds valuable convenience. Low condo fees and a self-managed development help keep ownership costs in check.

143 Talon Pl, 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

$400,000
2030363 MLS ACTIVE Status
Excellent investment opportunity with owner-occupancy potential in the heart of Sun Prairie! This well-maintained duplex features two spacious 3-bedroom units with separate entrances, utilities, and in-unit laundry. The main level unit (258) is vacant and move-in ready, offering beautifully refinished living spaces with hardwood floors, original woodwork, fresh paint throughout, updated flooring, remodeled bathroom, newer appliances, updated lighting, and a screened porch. The upper unit (262) features newer LVP flooring, a finished attic space, private deck, and is occupied by a long-term month-to-month tenant of over 8 years, providing immediate rental income with future flexibility. Major recent improvements include two new furnaces (2024), both water heaters (2025), roof updates including new decking and shingles on the addition and garage (2025), resealed roofing, new garage doors and openers, updated second-floor plumbing, and extensive exterior maintenance.

258 262 N Bristol St, 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

$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

$525,000
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

$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

$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

$5,500
4 Beds 5 Baths 2029872 MLS ACTIVE Status
Carriage Hill Estates | Sun Prairie Rental $5,500/month | 4 Bed | 4.5 Bath | 3 Car Garage | 4,593 sq ft A high-end rental in Carriage Hill Estates with space, flexibility, and thoughtful design throughout. The main floor opens with a large, spacious living room that flows into a beautifully updated kitchen with a large pantry room, plus a private ensuite, dedicated office, and first floor laundry. A second office is tucked into the lower level for even more flexibility. Upstairs you'll find three additional bedrooms, including a second ensuite, plus a 3-car garage for all your gear. Available: September 1, 2026 (flexible) Lease term: 6–12 months, owner flexible To qualify, renter must meet all the following criteria: 670+ credit score Income 3x monthly rent No prior evictions No pets

911 Thomas Dr, Sun Prairie

$295,000
2 Beds 1 Baths 2029806 MLS ACTIVE UNDER CONTRACT Status
Nestled beneath mature shade trees, this charming ranch offers classic curb appeal and a functional floor plan. The bright living room flows into an updated kitchen featuring painted cabinetry, luxury vinyl plank flooring, stainless steel appliances, and an adjoining dinette perfect for everyday dining. The primary bedroom includes a walk-in closet, while the second bedroom provides flexibility for guests, a home office, or hobbies. A full bath with a single vanity and tub/shower combination completes the main level. The unfinished lower level offers excellent storage or potential for future finishing and includes the washer and dryer. Outside, enjoy a spacious backyard, mature landscaping, and a detached, oversized two-car garage. Recent updates include central A/C (2018) and furnace (2013, per seller). Quick access to downtown Sun Prairie and all its amazing amenities!

171 Jackson St, 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.