Sun Prairie, WI Homes for Sale under $400,000

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  /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
• Explore Sun Prairie

• 

  

  

  /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
• 

  

  

  /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
• 

  

  /21

  $199,000

  • Land
  • 28,749 Sq Ft
  • $301,515 per Acre

  3171 Lymans Run, Sun Prairie, WI 53590

  Lot 162 Windsor Gardens. Windsor Gardens has beautiful country estate lots within minutes of Sun Prairie!! Country Subdivision features basketball/tennis court, baseball diamond, state-of-the-art park equipment, a park pavilion and walking trails!

  Kristin Lemke Wisconsin Real Estate Prof, LLC

  3171 Lymans Run, 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
• 

  

  /21

  $135,000

  $9K PRICE DROP

  • Land
  • 37,026 Sq Ft
  • $158,824 per Acre

  2899 Bailey Rd, Sun Prairie, WI 53590

  This beautiful .85 acre lot offers sweeping views of open farm fields and a charming garden as you enter the gravel drive, with mature trees providing a natural buffer from the neighbor. Just 5 minutes from downtown Sun Prairie, 20 minutes to Madison, and 10 minutes to Costco, Target, Woodman's, and major shopping. With a completed perc test and full survey, it's fully ready for your dream home -

  Mike Coke EXP Realty, LLC

  2899 Bailey Rd, Sun Prairie, 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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /10

  $114,000

  • Land
  • 21,780 Sq Ft
  • $228,000 per Acre

  Lot 1 Twin Lane Rd, Marshall, WI 53559

  Large rural lot not in a subdivision in the Town of Sun Prairie. Lots like this do not come available very often. Adjoining lot is also for sale for $ 99,000. Enjoy wildlife right outside your door and woods behind lot. Two accessory buildings are allowed as long as they do not exceed the footprint of the house. Well is active but does not currently have a pump. Buyer is responsible for septic

  Scott Suchomel First Weber Inc

  Lot 1 Twin Lane Rd, Marshall, WI 53559
• 

  

  /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
• 

  

  /21

  $179,000

  • Land
  • 29,620 Sq Ft
  • $263,235 per Acre

  L128 Lucas Ln, Sun Prairie, WI 53590

  Lot 128 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

  L128 Lucas Ln, 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
• 

  

  /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
• 

  

  /21

  $199,000

  • Land
  • 28,314 Sq Ft
  • $306,154 per Acre

  L143 Lucas Ln, Sun Prairie, WI 53590

  Lot 143 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

  L143 Lucas Ln, Sun Prairie, WI 53590
• 

  

  /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
• 

  

  /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
• 

  /2

  $101,900

  • Land
  • 6,969 Sq Ft
  • $636,875 per Acre

  3143 Hope St, Sun Prairie, WI 53590

  This prime lot is located in the Providence subdivision conveniently located near shopping,schools,walking trails and other amenities. Create your dream home in this thriving community.

  Jeremiah Sullivan Real Broker LLC

  3143 Hope St, Sun Prairie, WI 53590
• 

  

  /21

  $199,000

  • Land
  • 28,749 Sq Ft
  • $301,515 per Acre

  3175 Lymans Run, Sun Prairie, WI 53590

  Lot 161 Windsor Gardens. Windsor Gardens has beautiful country estate lots within minutes of Sun Prairie!! Country Subdivision features basketball/tennis court, baseball diamond, state-of-the-art park equipment, a park pavilion and walking trails!

  Kristin Lemke Wisconsin Real Estate Prof, LLC

  3175 Lymans Run, Sun Prairie, WI 53590
• 

  

  /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
• 

  

  /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
• 

  

  /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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