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

• 

  

  

  /84

  $449,000

  • 4 Beds
  • 2 Baths
  • 2,556 Sq Ft

  133 W Kohler St, Sun Prairie, WI 53590

  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

  

  Marissa Pruitt

  First Weber Inc

  133 W Kohler St, Sun Prairie, WI 53590
• Explore Sun Prairie

• 

  

  

  /58

  $405,000

  $10K PRICE DROP

  • 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
• 

  

  

  /46

  $499,900

  $15K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,572 Sq Ft

  1320 Blazingstar Ln, Sun Prairie, WI 53590

  SMITH'S CROSSING – The perfect combination of comfort, efficiency & location! Built in 2015, this beautifully maintained 1,572 sq. ft. open-concept ranch offers 3 bedrooms & 2 updated full baths. The spacious kitchen features a center island, breakfast bar, pantry, ample cabinetry & newer appliances, opening to a bright living area highlighted by a cozy gas fireplace with stone surround. The

  

  Tami McFarlane

  Restaino & Associates

  1320 Blazingstar Ln, Sun Prairie, WI 53590
• 

  

  

  /17

  $299,900

  Open Thu 5PM - 6:30PM $30K 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
• 

  

  

  /49

  $400,000

  $30K 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
• 

  

  /62

  $444,900

  $5K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,504 Sq Ft

  1264 Crane Meadow Way, Sun Prairie, WI 53590

  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

  Lisa Engel RE/MAX Preferred

  1264 Crane Meadow Way, Sun Prairie, WI 53590
• 

  

  /61

  $395,000

  • 4 Beds
  • 2 Baths
  • 1,758 Sq Ft

  929 Ring St, Sun Prairie, WI 53590

  Showings begin Aug 26th. Welcome to 929 Ring St. in Sun Prairie! This well-maintained Mid Century split-level home offers comfortable living with a number of important updates already completed, giving you peace of mind and making it easy to move right in. Recent improvements include: a new roof, soffits, fascia, and gutters in 2023, along with a freshly repainted exterior. The home also features

  Chris Conrad Conrad Development LLC

  929 Ring St, Sun Prairie, WI 53590
• 

  

  /33

  $394,900

  • 3 Beds
  • 1 Bath
  • 1,506 Sq Ft

  1419 Jasper Cir, Sun Prairie, WI 53590

  Welcome home to your new sun-filled house, nestled on a tranquil, large lot! Conveniently located near parks, schools, shopping, dining, and easy commuter access, this home combines peaceful neighborhood living with all the amenities Sun Prairie has to offer. Have peace of mind knowing major ticket items have already been replaced for you: furnace, AC and water heater all replaced in February of

  Elizabeth Joy Barthen Relish Realty

  1419 Jasper Cir, Sun Prairie, WI 53590
• 

  

  /44

  $270,000

  • 2 Beds
  • 2 Baths
  • 1,426 Sq Ft

  955 Liberty Blvd Unit 306, Sun Prairie, WI 53590

  Stunning 3rd-floor condo in Sun Prairie’s premier 55+ community, offering easy, low-maintenance living with elevator access! This spacious 2-bedroom, 2-bath unit features soaring vaulted ceilings and an open, light-filled layout. The generous primary suite includes a private bath and walk-in closet. Enjoy a large kitchen with ample cabinetry and great workspace that flows into the inviting living

  Ryan Oliversen Collective Real Estate Group

  955 Liberty Blvd Unit 306, Sun Prairie, WI 53590
• 

  

  /38

  $424,000

  Open Sat 10AM - 12PM $23K PRICE DROP

  • 4 Beds
  • 1.5 Baths
  • 2,494 Sq Ft

  435 Baitinger Ct, Sun Prairie, WI 53590

  This well-maintained ranch offers nearly 2,500 sq ft of living space, including four bedrooms and room for a 5th in the lower level. A welcoming front porch and foyer lead to warm hardwood and tile flooring throughout. The kitchen provides abundant cabinetry, stainless steel appliances, and a bright dining area, while the expansive living room features a gas fireplace and built-ins. A highly

  Brian Hoefer First Weber Inc

  435 Baitinger Ct, Sun Prairie, WI 53590
• 

  

  /21

  $249,000

  • Land
  • 27,007 Sq Ft
  • $401,613 per Acre

  L23 Colton Way, Windsor, WI 53590

  Lot 23 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

  L23 Colton Way, Windsor, WI 53590
• 

  

  /53

  $335,000

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  2267 Manley Dr Unit 2267, Sun Prairie, WI 53590

  Welcome to your new home! This beautifully maintained 3-bedroom, 2-bathroom residence perfectly combines comfort and style. The bright, open-concept layout is ideal for both everyday living and entertaining. The finished lower level features a spacious family room and a private third bedroom, making it perfect for guests or as a home office. Enjoy peace of mind with a brand-new furnace and

  Musa Jallow Restaino & Associates

  2267 Manley Dr Unit 2267, 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
• 

  

  /26

  $369,900

  $10K 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
• 

  

  /41

  $290,000

  • 2 Beds
  • 2 Baths
  • 1,214 Sq Ft

  2581 Smiths Crossing Unit 101, Madison, WI 53783

  Welcome to easy, low-maintenance living in this beautifully located 2-bedroom, 2-bath first-floor Brownstone condo in Smith’s Crossing! The open-concept floor plan offers 1,214 square feet of comfortable living space, with a spacious kitchen featuring a breakfast bar that flows seamlessly into the dining and living areas. A gas fireplace creates a warm and inviting focal point, while the private

  Josh Page Sprinkman Real Estate

  2581 Smiths Crossing Unit 101, Madison, WI 53783
• 

  

  /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
• 

  

  /19

  $389,900

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft

  430 Woodview Dr, Sun Prairie, WI 53590

  Completely renovated interior and exterior! Located in a quiet eastside neighborhood, walking distance to farmers market, coffee shop and resturants. Updates in 2026 include new roof, vinyl siding w/ LP smartside trim, windows, exterior/patio doors, soffit/fascia, gutters with oversized down spouts, sump pump ,blown in insulation in the attic, garage door and opener, Lennox furnace, Lennox air

  Matthew Lemke Wisconsin Real Estate Prof, LLC

  430 Woodview Dr, Sun Prairie, WI 53590
• 

  

  /31

  $239,500

  • 3 Beds
  • 3 Baths
  • 1,732 Sq Ft

  1547 Ivory Dr, Sun Prairie, WI 53590

  Clean & ready! This private-entry 3 bedroom, 2 story townhome provides easy access to Hwy 151 for quick commute to Madison. Features fantastic updates throughout, like fresh paint in most rooms, updated light fixtures, newer kitchen cabinets & brand-new stainless steel appliances! Spacious main level offers a huge living room, dining area & fresh, convenient 1/2 bath. Upper level features 3

  Burke Schaefer American, REALTORS

  1547 Ivory Dr, Sun Prairie, WI 53590
• 

  

  /24

  $319,990

  $10K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,304 Sq Ft

  7645 County Rd N, Sun Prairie, WI 53590

  Affordable home in rural setting w/3 bedrooms, 1.5 baths & a nice spacious yard (partially fenced) & deck (newly sealed) to relax on. Main floor features living room & area for dining room table w/fully equipped kitchen & all appliances included. Convenient main floor primary bedroom includes half bath & main level full bath shares area w/laundry room - and newer washer & dryer. Home has had in

  Mary Schultz Century 21 Affiliated

  7645 County Rd N, Sun Prairie, WI 53590
• 

  

  /20

  $229,000

  • Land
  • 30,492 Sq Ft
  • $327,143 per Acre

  L117 Naomi Trail, Sun Prairie, WI 53590

  Lot 117 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

  L117 Naomi Trail, Sun Prairie, WI 53590
• 

  

  /32

  $385,000

  • 3 Beds
  • 2.5 Baths
  • 2,120 Sq Ft

  739 Clardell Dr, Sun Prairie, WI 53590

  Ranch end-unit condo in a great east Sun Prairie location! This 3-bedroom, 2.5-bath home offers the convenience of a main-floor primary suite and laundry, along with an open living area featuring a gas fireplace. The sunroom is a standout space, overlooking a peaceful pond and offering the perfect spot to enjoy your morning coffee. The 2-car attached garage offers plenty of storage. Close to

  Mikayla M Elliott First Weber Inc

  739 Clardell Dr, Sun Prairie, WI 53590
• 

  

  /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
• 

  

  /58

  $449,900

  $19K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,850 Sq Ft

  360 S Goldenrod Dr, Sun Prairie, WI 53590

  Built in 2012 by Encore, this inviting 2-story home with 3 bdrms, 2.5 baths, & 2-car garage presents attractive features, qualities & updates: Open-floor plan has made the main floor uniquely spacious filled with natural light; Gas fireplace ; 2026 newly installed LVP flooring, granite breakfast bar, SSL kitchen appliances; patio off the kitchen overlooking the fenced private back yard; Fresh

  Yishu Jiang Tri-River Realty

  360 S Goldenrod Dr, Sun Prairie, WI 53590
• 

  

  /31

  $349,900

  Open Sun 2PM - 3:30PM $5K PRICE DROP

  • 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
• 

  /2

  $469,900

  New Construction

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

  2067 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

  2067 Leopold Way, Sun Prairie, WI 53590
• 

  

  /27

  $399,900

  • 3 Beds
  • 2 Baths
  • 1,691 Sq Ft

  1065 Tara Dr, Sun Prairie, WI 53590

  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

  Bob Meixner Century 21 Affiliated

  1065 Tara Dr, Sun Prairie, WI 53590
• 

  

  /31

  $375,000

  • 3 Beds
  • 2 Baths
  • 2,065 Sq Ft

  212 Major Way, Sun Prairie, WI 53590

  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

  Hansen Home Team Real Broker LLC

  212 Major Way, Sun Prairie, WI 53590
• 

  

  /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
• 

  

  /16

  $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
• 

  

  /42

  $474,900

  $10K PRICE DROP

  • 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
• 

  

  /38

  $385,500

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

  1422 Smithfield Dr, Sun Prairie, WI 53590

  Welcome to Pleasant Meadows! Enjoy comfort & style in this bright, impeccably maintained townhome featuring an open, inviting layout & quality finishes throughout. The main level boasts 9-foot ceilings, beautiful engineered hardwood floors, a cozy gas fireplace, quartz countertops, stainless steel appliances, pantry, breakfast bar & spacious dining area - perfect for everyday living &

  Liz Potter RE/MAX Preferred

  1422 Smithfield Dr, Sun Prairie, WI 53590
• 

  /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
• 

  

  /47

  $492,000

  $7K PRICE DROP

  • 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
• 

  

  /49

  $399,900

  • 3 Beds
  • 2.5 Baths
  • 1,776 Sq Ft

  1042 O'Keeffe Ave, Sun Prairie, WI 53590

  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

  Christina Schmidt Real Broker LLC

  1042 O'Keeffe Ave, 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
• 

  

  /59

  $439,900

  • 3 Beds
  • 2 Baths
  • 1,866 Sq Ft

  713 Taft St, Sun Prairie, WI 53590

  Welcome to 713 Taft Street, a charming ranch-style home offering comfortable one-level living with thoughtful updates throughout. The inviting layout is complemented by updated appliances, beautiful granite countertops, and new triple-pane windows that provide energy efficiency and year-round comfort. Step outside to enjoy the fenced-in backyard—perfect for relaxing, entertaining, gardening, or

  Kim Streeter KJK & Associates, LLC

  713 Taft St, Sun Prairie, WI 53590
• 

  

  /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
• 

  

  /36

  $325,000

  $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,569 Sq Ft

  644 Granite Way Unit 644, Sun Prairie, WI 53590

  Discover this elegant 2 story townhouse in the highly desirable Granite Way community of Sun Prairie, ideally situated directly across from Glacier Crossing Park. The thoughtfully designed open-concept layout creates an inviting flow, perfect for effortless entertaining and everyday living. The spacious primary suite offers a private full bath and generous walk-in closet, while premium finishes

  Joe Shipley MHB Real Estate

  644 Granite Way Unit 644, Sun Prairie, WI 53590

Showing Results 1 - 40, Page 1 of 2