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

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  /58

  $415,000

  • 3 Beds
  • 3 Baths
  • 2,268 Sq Ft

  3140 Rebel Dr, Sun Prairie, WI 53590

  Welcome home to this beautifully maintained half duplex located in the thriving community of Sun Prairie, one of the fastest-growing areas in the Madison region. This inviting property features 3 spacious bedrooms and 3 full bathrooms, offering plenty of room for comfortable living. The open-concept layout provides a bright and airy feel, perfect for both everyday living and entertaining. Enjoy a

  

  Greskelly Diaz Penaranda

  EXP Realty, LLC

  3140 Rebel Dr, Sun Prairie, WI 53590
• Explore Sun Prairie

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  /17

  $314,900

  Open Sat 10AM - 11:30AM $15K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,707 Sq Ft

  1023 Chandler Ln, Sun Prairie, WI 53590

  This meticulously maintained 2 bedroom 2 1/2 bath condo in a great location is move in ready and also ready for you to call it home! Warm engineered hardwood floors throughout with quartz countertops in the bathrooms. The updated kitchen with stainless steel appliances are waiting for you. Generous sized rooms with over 1700 square feet of living space to stretch out including a deck off the

  

  Dana Hecker

  Coldwell Banker Realty

  1023 Chandler Ln, Sun Prairie, WI 53590
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  /49

  $417,000

  $13K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 2,018 Sq Ft

  1289 Crossing Ridge Trail, Sun Prairie, WI 53590

  Comfort, character, and possibility come together in this inviting home. The living room is filled with natural light and anchored by a cozy fireplace, creating the perfect gathering space. The dine-in kitchen features stainless steel appliances and ample storage. Just beyond, the sunporch offers the perfect spot to relax, while the deck overlooks a large fenced backyard with plenty of room for

  Spencer Schumacher Spencer Real Estate Group

  1289 Crossing Ridge Trail, Sun Prairie, WI 53590
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  /2

  $269,900

  $30K PRICE DROP

  • Land
  • 4 Acres
  • $67,475 per Acre

  Lot 3 Bailey Rd, Sun Prairie, WI 53590

  If you've been searching for a little breathing room, this might be exactly what you've been waiting for. Four acres of level, open land just outside Sun Prairie, with a peaceful slice of Koshkonong Creek along the back edge that adds a natural charm you won't find in a subdivision. Natural gas and electricity are already to the lot, no specific builder required, and no HOA means you're truly

  Brandon Buell Realty Executives Cooper Spransy

  Lot 3 Bailey Rd, Sun Prairie, WI 53590
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  /36

  $380,000

  • 3 Beds
  • 2.5 Baths
  • 2,276 Sq Ft

  737 Clardell Dr, Sun Prairie, WI 53590

  Come see this well maintained Townhouse 3 bedroom, 2.5 bath Condo in conveniently located East Bay Condominiums. Recent updates include: furnace, water heater, air conditioner, air exchanger and composite deck. The chef's kitchen includes stainless appliances and a breakfast bar. Other features of note are the gas fireplace in the living room and a spacious master suite. The finished lower level

  Todd Fletcher First Weber Inc

  737 Clardell Dr, Sun Prairie, WI 53590
• 

  $414,900

  New Construction

  • 2 Beds
  • 2 Baths
  • 1,372 Sq Ft

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

  Veridian Homes Builder

  1207 Crane Meadow Way Unit 36448600, Sun Prairie, WI 53590
• 

  

  /21

  $229,000

  • Land
  • 25,700 Sq Ft
  • $388,136 per Acre

  L17 Kyla Brooke Ln, Sun Prairie, WI 53590

  Lot 17 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

  L17 Kyla Brooke Ln, Sun Prairie, WI 53590
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  /24

  $374,900

  $5K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,025 Sq Ft

  2750 Hazelnut Trail, Sun Prairie, WI 53590

  This well-maintained bi-level duplex offers an outstanding opportunity for both owner-occupants and investors. Conveniently located near shopping, restaurants, parks, schools, and everyday amenities, this property combines comfort, functionality, and a highly desirable location. Featuring a thoughtfully designed floor plan with bright living areas, generous room sizes, and a variety of storage

  Chris Alexander NextHome Midwest

  2750 Hazelnut Trail, Sun Prairie, WI 53590
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  /36

  $329,900

  • 3 Beds
  • 2.5 Baths
  • 2,222 Sq Ft

  1155 Liberty Blvd Unit 34, Sun Prairie, WI 53590

  Spacious and beautifully maintained condo offering 3 bedrooms, 2.5 baths, a 2 car garage in a prime Sun Prairie location. The open-concept floor plan is perfect for everyday living and entertaining, while the convenient second-floor laundry adds everyday convenience. The spacious primary suite features a private balcony-an ideal spot to enjoy your morning coffee while taking in the sunrise or

  Jason Brakmanis Realty 2.0

  1155 Liberty Blvd Unit 34, Sun Prairie, WI 53590
• 

  

  /21

  $299,000

  • Land
  • 1.07 Acres
  • $279,439 per Acre

  L3 Blue Victoria Dr, Sun Prairie, WI 53590

  Lot 3 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

  L3 Blue Victoria Dr, Sun Prairie, WI 53590
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  /71

  $499,000

  Open Sun 11AM - 1PM

  • 4 Beds
  • 2.5 Baths
  • 2,156 Sq Ft

  603 Paul St, Sun Prairie, WI 53590

  A TRULY RARE OPPORTUNITY! Thoughtfully transformed from top to bottom, this 4-bdrm home delivers the best kind of update—fresh, stylish, & completely move-in ready—without sacrificing the warmth & character that make mid-century homes so special. The current owners reimagined this home w/ a clear vision & an incredible level of care, preserving its charm while giving it new life. The updated

  Ericka Doran Relish Realty

  603 Paul St, Sun Prairie, WI 53590
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  /35

  $239,500

  • 3 Beds
  • 3 Baths
  • 1,232 Sq Ft

  1547 Ivory Dr, Sun Prairie, WI 53590

  Affordable & move-in ready! This private-entry 3BR townhouse provides easy access to Hwy 151 for a quick commute to Madison while benefiting from the highly rated Sun Prairie School District. Features fantastic updates throughout, including fresh paint in most rooms, updated light fixtures, newly added kitchen cabinets & brand-new stainless steel appliances. Spacious main level offers a large

  Burke Schaefer American, REALTORS

  1547 Ivory Dr, Sun Prairie, WI 53590
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  /40

  $310,000

  Open Sun 2PM - 4PM $10K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,728 Sq Ft

  3064 Triumph Dr Unit 3, Sun Prairie, WI 53590

  Spacious townhouse style condo in a prime Sun Prairie location. Open layout with large great main room, kitchen with island and ample counter space. 3 beds, 2.5 baths, attached garage and plenty of storage makes for comfortable and convenient living. Just steps away from Costco, Woodmans, Grace Coffee, HWY 151, numerous restaurants and more. Furnace 2024. Water heater 2025. Welcome home!

  Kyle Bollman Stark Company, REALTORS

  3064 Triumph Dr Unit 3, Sun Prairie, WI 53590
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  $474,900

  Open Sat 11AM - 1PM

  • 4 Beds
  • 3 Baths
  • 2,208 Sq Ft

  542 Woodview Dr, Sun Prairie, WI 53590

  Your Next Chapter Starts Here—Don't Let This One Slip Away! From the moment you step inside, you'll appreciate the inviting open-concept design that connects the kitchen, dining area, and living room, creating the perfect setting for everyday living & memorable gatherings. The kitchen features an island & breakfast bar, while the gas fireplace adds warmth and charm to the living space. Relax in

  Matt Kornstedt Stark Company, REALTORS

  542 Woodview Dr, Sun Prairie, WI 53590
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  /17

  $225,000

  $25K PRICE DROP

  • Land
  • 33,541 Sq Ft
  • $292,208 per Acre

  L16 Covered Bridge Trail, Sun Prairie, WI 53590

  Bring your own builder and create your dream home on this spacious 3⁄4-acre corner lot in the sought-after Windsor Gardens community! Windsor Gardens residents enjoy neighborhood amenities including basketball & tennis courts, a baseball diamond, modern park equipment, a pavilion, & walking trails—all set within a thoughtfully planned community. Located in the DeForest Area School District and

  Hansen Home Team Real Broker LLC

  L16 Covered Bridge Trail, Sun Prairie, WI 53590
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  /31

  $355,000

  Open Sat 10AM - 12PM

  • 3 Beds
  • 2.5 Baths
  • 1,874 Sq Ft

  3071 Providence St Unit 3071, Sun Prairie, WI 53590

  Welcome home to this thoughtfully updated townhouse in a prime location! Step in & find high ceilings & ample natural light that showers the OC layout, w/ stylish engineered wood flooring & lighting! Relax in your L-room or have cozy dinners on chilly nights by the fireplace. A spacious kitchen boasts updated SS appliances, quartz C-tops, breakfast bar, subway-tile backsplash & modern fixtures.

  Jo Ferraro EXP Realty, LLC

  3071 Providence St Unit 3071, Sun Prairie, WI 53590
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  /21

  $299,000

  • Land
  • 1.07 Acres
  • $279,439 per Acre

  L2 Blue Victoria Dr, Sun Prairie, WI 53590

  Lot 2 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

  L2 Blue Victoria Dr, Sun Prairie, WI 53590
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  /3

  $207,900

  • Land
  • 1 Acre
  • $207,900 per Acre

  L1 CSM 15650 Happy Valley Rd, Sun Prairie, WI 53590

  This homesite is a rare find! Beautiful, spacious, and private 1-acre homesite with gorgeous view of surrounding countryside and trees. Perc test and driveway permit is complete, and culvert is already in - this homesite is ready for you to bring your own builder and build your dream home. Conveniently located down the street from the Prairie Pines Golf Club, and minutes away from Buck and

  Abby Marten Winterberry Realty, LLC.

  L1 CSM 15650 Happy Valley Rd, Sun Prairie, WI 53590
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  /2

  $474,900

  New Construction

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

  2060 Leopold Way, Sun Prairie, WI 53590

  Renderings are for illustrative purposes only. Final colors, finishes, and landscaping will differ. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

  Veridian Homes Builder

  2060 Leopold Way, Sun Prairie, WI 53590
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  /42

  $485,000

  Open Sun 11AM - 1PM

  • 3 Beds
  • 2.5 Baths
  • 1,651 Sq Ft

  379 White Tail Dr, Sun Prairie, WI 53590

  Welcome home to this beautifully maintained Veridian home in desirable Meadow Crossing! Built in 2015, this inviting two-story features an open-concept layout filled with natural light from energy- efficient Low-E windows. The kitchen shines with a large granite island, solid surface countertops, tile backsplash, and soft-close cabinetry. The main-floor laundry includes custom Auburn Ridge

  Ashley Jacobs Real Broker LLC

  379 White Tail Dr, Sun Prairie, WI 53590
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  /10

  $385,500

  • 3 Beds
  • 3.5 Baths
  • 2,068 Sq Ft

  1422 Smithfield Dr, Sun Prairie, WI 53590

  Pictures & remarks to come!

  Liz Potter RE/MAX Preferred

  1422 Smithfield Dr, Sun Prairie, WI 53590
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  /2

  $269,900

  $30K PRICE DROP

  • Land
  • 4 Acres
  • $67,475 per Acre

  Lot 2 Bailey Rd, Sun Prairie, WI 53590

  Four open acres in Sun Prairie and the freedom to build exactly the home you've been envisioning. This level, rural lot sits just outside the city with easy access to paved roads, natural gas, and electricity already to the lot, so the groundwork is done before you even break ground. No specific builder required and no HOA means the only limit is your imagination. Sun Prairie schools, a peaceful

  Brandon Buell Realty Executives Cooper Spransy

  Lot 2 Bailey Rd, Sun Prairie, WI 53590
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  /47

  $499,000

  • 3 Beds
  • 3.5 Baths
  • 2,850 Sq Ft

  1757 Colony Cir, Sun Prairie, WI 53590

  Beautifully maintained 2-story home in desirable Hunters Ridge! The welcoming foyer features tile flooring and a wood-capped staircase leading to a stunning living room with 17' cathedral ceilings and large windows. The sunken family room has a brick fireplace, built-in bookcases, and access to a deck. The primary suite includes a walk-in closet and private balcony with French doors overlooking

  Kaitlin Solomon MHB Real Estate

  1757 Colony Cir, Sun Prairie, WI 53590
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  /35

  $435,000

  $35K PRICE INCREASE

  • 3 Beds
  • 3 Baths
  • 1,802 Sq Ft

  544 Berwick Dr, Sun Prairie, WI 53590

  Welcome home to this charming ranch in the highly desirable Wyndham Hills neighborhood! Offered for sale for the very first time, this lovingly maintained, single-owner home showcases pride of ownership throughout. Featuring 3 bedrooms, 3 bathrooms, and a functional layout designed for comfortable everyday living, this home is ready for its next chapter. Numerous updates have already been

  Ken Brenner Stark Company, REALTORS

  544 Berwick Dr, Sun Prairie, WI 53590
• 

  

  /21

  $219,000

  • Land
  • 29,185 Sq Ft
  • $326,866 per Acre

  L2 Kyla Brooke Ln, Sun Prairie, WI 53590

  Lot 2 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

  L2 Kyla Brooke Ln, Sun Prairie, WI 53590
• 

  

  /21

  $219,000

  • Land
  • 30,056 Sq Ft
  • $317,391 per Acre

  L1 Joann Ct, Sun Prairie, WI 53590

  Lot 1 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 Joann Ct, Sun Prairie, WI 53590
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  /21

  $289,000

  • Land
  • 1.33 Acres
  • $217,293 per Acre

  L125 Lucas Ln, Sun Prairie, WI 53590

  Lot 125 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

  L125 Lucas Ln, Sun Prairie, WI 53590
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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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  /50

  $345,000

  $30K PRICE DROP

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

  1086 Stonewood Crossing, Sun Prairie, WI 53590

  Inviting 3-bedroom 2.5 bath townhome condo perfectly designed for comfortable living. Spacious open floor plan, the main level showcases beautiful wood laminate and tile floors. Bright white cabinets and 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

  Carol Skivington Real Broker LLC

  1086 Stonewood Crossing, Sun Prairie, WI 53590
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  /35

  $374,900

  • 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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  /34

  $389,900

  • 3 Beds
  • 1.5 Baths
  • 2,044 Sq Ft

  1509 Crystal Ln, Sun Prairie, WI 53590

  Lovingly maintained 3-bedroom, 1.5-bath ranch offering comfort, character, and exceptional outdoor living. Inviting main level with a Hearthstone Castleton soapstone stove providing long-lasting radiant heat, complemented by electric baseboard heating with individual room controls. The finished LL includes a dedicated man cave, custom memorabilia bar, half bath, and laundry area. Step outside to

  Christina Schmidt Real Broker LLC

  1509 Crystal Ln, Sun Prairie, WI 53590
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  /2

  $469,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,502 Sq Ft

  2067 Leopold Way, Sun Prairie, WI 53590

  Move-in ready 10/2/26. 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®,

  Phillip Mattsson-Boze Stark Company, REALTORS

  2067 Leopold Way, Sun Prairie, WI 53590
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  /50

  $483,400

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,879 Sq Ft

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

  A home as resourceful as you are. The flex room may be the perfect home office today, but it can easily transform into a creative craft studio tomorrow. The kitchen offers ample space for preparing elegant feasts, and the island is ready for quick morning routines. When it’s time to unwind, retreat to the spacious primary suite, complete with a private bath designed for comfort and calm. Welcome

  Veridian Homes Builder

  1207 Crane Meadow Way Unit 39488583, Sun Prairie, WI 53590
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  /56

  $279,900

  Open Sat 10AM - 12PM $5K PRICE INCREASE

  • 2 Beds
  • 2 Baths
  • 1,390 Sq Ft

  1300 School St Unit 208, Sun Prairie, WI 53590

  Welcome home to effortless living at King's Mountain Condominiums! This beautifully refreshed 2-bedroom, 2-bath condo offers nearly 1,400 sq ft of bright, open living space. Recent updates include fresh paint, painted kitchen cabinets, updated countertops, new kitchen flooring, stylish lighting, and designer finishes. The spacious kitchen with breakfast bar flows into the dining and living areas,

  Alex Lozano Rios Real Broker LLC

  1300 School St Unit 208, Sun Prairie, WI 53590
• 

  

  /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
• 

  

  /21

  $389,000

  $11K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,177 Sq Ft

  100 Grandview Dr, Sun Prairie, WI 53590

  Delayed for cleaning and photos. The big items have been completed already on this one. Easy living ranch home includes newer siding, newer roof, newer mechanicals, all within the last 5 years. Close to 151 for easy commute to Madison, Columbus, or other nearby amenities. Bring your ideas and move in and build some equity. Home currently needs cleaning and potentially new carpets throughout.

  Chris Alexander NextHome Midwest

  100 Grandview Dr, Sun Prairie, WI 53590
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  /29

  $339,900

  $20K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 2,265 Sq Ft

  976 Stonehaven Dr Unit 17, Sun Prairie, WI 53590

  Tucked into a quiet setting with no backyard neighbors & over 2,200 square feet, this condo hardly feels like condo living at all. The spacious kitchen is a standout with abundant cabinetry, stainless steel appliances, backsplash, breakfast bar, & plenty of counterspace. Cozy up by the gas fireplace with stone surround in the living room or unwind on the inviting back deck with pergola while

  Kelly Doyle Realty Executives Cooper Spransy

  976 Stonehaven Dr Unit 17, Sun Prairie, WI 53590
• 

  /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
• 

  /2

  $299,900

  $25K PRICE DROP

  • Land
  • 1.62 Acres
  • $185,123 per Acre

  600 Linnerud Dr, Sun Prairie, WI 53590

  Rare opportunity to own commercial land in thriving Sun Prairie! 1.62 acres conveniently located near the intersection of Bird St and Linnerud Dr, easy access to Hwy 94, Madison and the Wisconsin Southern Railroad. Amenities include: walking distance to a vibrant downtown, predictable, consistent development review process, and cost-effective water and reliable electricity. Sun Prairie Utilities

  David Baehr American, REALTORS

  600 Linnerud Dr, Sun Prairie, WI 53590
• 

  

  /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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