Sun Prairie, WI Homes for Sale under $500,000

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  /3

  $250,000

  • Land
  • 27,442 Sq Ft
  • $396,825 per Acre

  Lot 28 Colton Way, Windsor, WI 53590

  Build your dream home on this scenic, tree-lined lot overlooking a beautiful open field on Lot 28 in Windsor Gardens. Enjoy nearby parks and walking paths, plus easy access to shopping, dining, and the interstate. A perfect blend of nature and convenience. Lot sale is subject to a separate building agreement with Willow Ridge Design Build.

  Molli Babler Keller Williams Realty

  Lot 28 Colton Way, Windsor, WI 53590
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  /41

  $375,000

  $10K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,935 Sq Ft

  1002 Schumann St, Sun Prairie, WI 53590

  Showings begin July 24th! 3 bed 3 full bath ranch only 2 blocks from Prairie Athletic Club. Enjoy cooking in your kitchen overlooking your gorgeous hedge of hydrangea and spacious built in dining nook. Large living space with great natural light and gas fireplace. Primary suite with 2 closets and en suite bath. Main floor laundry. Finished basement with versatile layout and a full bathroom. 1 car

  Kayleigh Cleary Stark Company, REALTORS

  1002 Schumann St, Sun Prairie, WI 53590
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  /42

  $499,900

  • 3 Beds
  • 2.5 Baths
  • 1,785 Sq Ft

  1155 Twisted Branch Way, Sun Prairie, WI 53590

  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

  Heidi Kabat RE/MAX Community Realty

  1155 Twisted Branch Way, Sun Prairie, WI 53590
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  /15

  $200,000

  • 2 Beds
  • 1 Bath
  • 929 Sq Ft

  151 Talon Place, Sun Prairie, WI 53590

  PRICED TO SELL! Conveniently located in Sun Prairie this first floor 2 bedroom unit has in-unit laundry, private patio, and attached one car garage. Only 4 units in this association. Private entry from garage to unit. No restrictions on dogs size. Seller to replace water softener.

  Randy Hess First Weber Inc

  151 Talon Place, Sun Prairie, WI 53590
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  /46

  $335,000

  $40K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,917 Sq Ft

  1086 Stonewood Crossing, Sun Prairie, WI 53590

  FRESHLY & PROFESSIONALLY CLEANED with PRICE IMPROVEMENT this condo is ready for its next owner to call it home!! Open floor plan, beautiful wood laminate and tile floors. Bright kitchen - stainless steel appliances, quartz countertops, newer stove/oven (2025) Large Living area with a cozy corner gas fireplace. Sunlit 4-seasons room offers tranquil space to relax. Private patio off sunroom ideal

  Carol Skivington Real Broker LLC

  1086 Stonewood Crossing, Sun Prairie, WI 53590
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  /35

  $369,900

  $5K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 2,324 Sq Ft

  2516 Leopold Way Unit 5, Sun Prairie, WI 53590

  Spacious 3 Bedroom, 3.5 bath end unit condo near Prairie Lakes with lots of natural lighting. Solid hardwood floors throughout main floor. Ceramic tile in bathrooms and foyers. Solid 6 panel oak doors, including all bi-fold doors. Kitchen has solid surface counter tops with cherry cabinets & flow throughout the full bathrooms. Pantry has custom-built shelving made out of solid wood. Inviting

  Steven Schuster RE/MAX Preferred

  2516 Leopold Way Unit 5, Sun Prairie, WI 53590
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  /40

  $465,000

  • 3 Beds
  • 2 Baths
  • 2,123 Sq Ft

  2767 Star Crest Trail, Sun Prairie, WI 53590

  Welcome to 2767 Star Crest Trail! Set on just over a half acre in the Town of Bristol, this 3-bedroom, 2-bath home offers over 2,100 sq. ft. of comfortable living space with updates inside and out. The newly renovated lower level is ready for entertaining with fresh flooring, a spacious living room and a bar completed in 2025. Upstairs, you'll find an inviting living and dining area, while the

  Natalie Durni The Professional Brokers

  2767 Star Crest Trail, Sun Prairie, WI 53590
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  /21

  $239,000

  $10K PRICE INCREASE

  • Land
  • 33,976 Sq Ft
  • $306,410 per Acre

  L1 Blue Victoria Dr, Sun Prairie, WI 53590

  Lot 1 CSM Windsor Gardens. 2026 Parade of Homes neighborhood! Large country estate lots. Neighborhood features rolling country side views, basketball/tennis court, baseball diamond, state-of-the-art park equipment, a park pavilion and walking trails!

  Kristin Lemke Wisconsin Real Estate Prof, LLC

  L1 Blue Victoria Dr, Sun Prairie, WI 53590
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  /57

  $499,900

  • 4 Beds
  • 2 Baths
  • 2,250 Sq Ft

  401 Woodview Dr, Sun Prairie, WI 53590

  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

  June Streveler EXP Realty, LLC

  401 Woodview Dr, Sun Prairie, WI 53590
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  /21

  $229,000

  • Land
  • 25,264 Sq Ft
  • $394,828 per Acre

  L18 Kyla Brooke Ln, Sun Prairie, WI 53590

  Lot 18 Windsor Gardens. 2026 Parade of Homes neighborhood! Large country estate lots. Neighborhood features rolling country side views, basketball/tennis court, baseball diamond, state-of-the-art park equipment, a park pavilion and walking trails!

  Kristin Lemke Wisconsin Real Estate Prof, LLC

  L18 Kyla Brooke Ln, Sun Prairie, WI 53590
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  /54

  $400,000

  • 2,535 Sq Ft

  258 - 262 N Bristol St, Sun Prairie, WI 53590

  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,

  Ashley Jacobs Real Broker LLC

  258 - 262 N Bristol St, Sun Prairie, WI 53590
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  /48

  $410,000

  $10K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,829 Sq Ft

  900 Olympic St, Sun Prairie, WI 53590

  Nicely updated ranch with exposed lower level brags a remodeled main bath with Italian wall tile, porcelain floors. Refreshed painted kitchen cabinets with newer quartz counters and sink, faucet, refrigerator. New lighting and ceiling fans throughout, new storm door with built in screen, lower level has custom paneled ceiling in huge family room and bedroom, newer washer and dryer as well as 1

  Pam Boersma Restaino & Associates

  900 Olympic St, Sun Prairie, WI 53590
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  /2

  $490,000

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,412 Sq Ft

  1133 Kamperschroer Way, Sun Prairie, WI 53590

  Anticipated completion date of August 15th. New Ranch home with smart efficient 3 bedroom, 2 bath floor plan. Home is also plumbed for a 3rd bath and an egress window well for future additional 4th bedroom and bath. Wonderful back porch overlooking a pond and walking/biking trail. Still time to make some selections. Call Listing Agent for more details on making this house your home.

  Mark Pawlowsky Stark Company, REALTORS

  1133 Kamperschroer Way, Sun Prairie, WI 53590
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  $499,900

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,584 Sq Ft

  1280 Twisted Branch Way, Sun Prairie, WI 53590

  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

  Autumn Garrigan MHB Real Estate

  1280 Twisted Branch Way, Sun Prairie, WI 53590
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  /21

  $249,000

  • Land
  • 27,442 Sq Ft
  • $395,238 per Acre

  L22 Colton Way, Windsor, WI 53590

  Lot 22 Windsor Gardens. 2026 Parade of Homes neighborhood ! Large country estate lots. Neighborhood features rolling country side views, basketball/tennis court, baseball diamond, state-of-the-art park equipment, a park pavilion and walking trails!

  Kristin Lemke Wisconsin Real Estate Prof, LLC

  L22 Colton Way, Windsor, WI 53590
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  /28

  $344,900

  $10K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,880 Sq Ft

  3069 Providence St, Sun Prairie, WI 53590

  Enjoy easy townhouse condo living in the heart of Sun Prairie.. This bright and inviting 3-bedroom, 2.5-bath condo offers a spacious open-concept layout filled with natural light. The main level features a large living room that flows seamlessly into the dining area and kitchen, complete with stainless steel appliances, wood-look ceramic tile flooring, a pantry closet, convenient half bath, and

  Autumn Garrigan MHB Real Estate

  3069 Providence St, Sun Prairie, WI 53590
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  /2

  $474,900

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,516 Sq Ft

  The Olivia Twin Home Plan at Smiths Crossing - Smith's Crossing McCoy Addition, Sun Prairie, WI 53590

  Open, airy and all on one floor, The Olivia was designed to take a few things off your plate. Get lost preparing your favorite recipe in the kitchen while the fireplace crackles in the corner. Curl up with that memoir you’ve been meaning to devour in the flex room, then retreat to the primary suite for your very own private oasis. Enjoy a life of rest and relaxation in The Olivia.All

  Veridian Homes Builder

  1207 Crane Meadow Way Unit 40160231, Sun Prairie, WI 53590
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  /51

  $385,000

  • 4 Beds
  • 2 Baths
  • 1,961 Sq Ft

  926 Frederick St, Sun Prairie, WI 53590

  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

  Ashley Jacobs Real Broker LLC

  926 Frederick St, Sun Prairie, WI 53590
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  /4

  $469,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,503 Sq Ft

  The Beryl Plan at Smiths Crossing - Smith's Crossing McCoy Addition, Sun Prairie, WI 53590

  The Beryl is great for entertaining and even better for everyday living. Its open-concept floor plan creates a welcoming space where laughter flows freely and guests naturally gather around the large kitchen island and great room. A convenient first-floor laundry adds everyday ease. Upstairs, the spacious primary suite features an en suite bath and walk-in closet, while two additional bedrooms

  Veridian Homes Builder

  1207 Crane Meadow Way Unit 41363031, Sun Prairie, WI 53590
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  /2

  $250,000

  • Land
  • 27,442 Sq Ft
  • $396,825 per Acre

  L28 Colton Way, Sun Prairie, WI 53590

  Imagine building your dream home on a beautiful, large, tree-lined and farm field country lot in the sought-after Windsor Gardens neighborhood. With very few tree lined lots left, the chance to create a truly custom home on an exceptional homesite surrounded by mature trees and peaceful country views could be yours. Bring your vision or let the builder help you with a building plan. Opportunity

  Molli Babler Keller Williams Realty

  L28 Colton Way, Sun Prairie, WI 53590
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  $240,000

  $40K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,520 Sq Ft

  1109 Chicory Way, Sun Prairie, WI 53590

  Solid half-duplex with strong structure and a newer roof already completed. A great opportunity to live in Sun Prairie for an investor or owner occupant looking to add value. Some upkeep and cosmetic updates needed, but the bones are there to build equity and long term potential.

  Chris Alexander NextHome Midwest

  1109 Chicory Way, Sun Prairie, WI 53590
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  /31

  $292,500

  $8K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,334 Sq Ft

  1214 Chicory Way, Sun Prairie, WI 53590

  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

  Marine Yoo Real Broker LLC

  1214 Chicory Way, Sun Prairie, WI 53590
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  /27

  $235,000

  $15K PRICE DROP

  • Land
  • 2 Acres
  • $117,500 per Acre

  4768 Garden Ct, Sun Prairie, WI 53590

  Prime 2-acre vacant lot offering exceptional visibility and endless development potential in a rapidly growing corridor. Conveniently located just down the street from the new Amazon fulfillment center, this property presents a strong opportunity for workforce housing, investment, or future development. The level rural setting also makes it an ideal live/work site for contractors, trades, or

  Dione Laufenberg Century 21 Affiliated

  4768 Garden Ct, Sun Prairie, WI 53590
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  /32

  $495,000

  $30K PRICE DROP

  • 3,119 Sq Ft

  146 & 148 Union St, Sun Prairie, WI 53590

  Start or grow your investment portfolio with this updated 2-flat offering 3,119 sq ft and strong rental income. Property features hardwood floors, spacious fenced yard, 2-car garage, and is within walking distance to downtown Sun Prairie. Updates include living room remodel and carpet (2015), furnaces (2016), water heater (2014), roof and garage siding (2010), garage roof (2008), and updated

  Michael Brennan First Weber Inc

  146 & 148 Union St, Sun Prairie, WI 53590
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  /36

  $349,000

  $20K PRICE DROP

  • 3 Beds
  • 4 Baths
  • 2,146 Sq Ft

  972 Stonehaven Dr Unit 18, Sun Prairie, WI 53590

  Welcome home to this charming 3-bedroom, 4-bath property offering comfort, flexibility, and a location you'll love. The inviting living room is centered around a cozy fireplace, creating the perfect space to relax or gather with family and friends. A spacious primary suite provides a peaceful retreat with room to unwind at the end of the day. The finished lower level offers a flexible living area

  Kaitlin Solomon MHB Real Estate

  972 Stonehaven Dr Unit 18, Sun Prairie, WI 53590
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  /51

  $204,900

  • 2 Beds
  • 1 Bath
  • 1,140 Sq Ft

  500 E Main St Unit 6, Sun Prairie, WI 53590

  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 &

  Nicholas Conrad Conrad Real Estate Services LLC

  500 E Main St Unit 6, Sun Prairie, WI 53590
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  /59

  $415,000

  $415M PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,144 Sq Ft

  7629 County Rd N, Sun Prairie, WI 53590

  Just minutes from Sun Prairie, this charming two-story farmhouse blends timeless character with thoughtful updates and room to create the lifestyle you’ve been dreaming of. The spacious layout features a beautifully updated kitchen with newer appliances, first-floor laundry, and a comfortable family room with hardwood flooring installed in 2023. The primary suite offers a private full bath and

  Marisa Voelkel Keller Williams Realty Signature

  7629 County Rd N, Sun Prairie, WI 53590

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