Homes in ZIP Code 53590

• 

  

  

  /72

  $1,050,000

  $150K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 3,650 Sq Ft

  6629 Morning Dew Ln, Sun Prairie, WI 53590

  Move-in ready with no detail overlooked! Completed in 2023 as a custom Parade of Homes residence, this Windsor Gardens home delivers refined living without the wait of new construction. Set on a large corner lot, the main level is anchored by a dramatic great room and chef's kitchen with soaring ceilings and ample natural light. A private primary suite offers a luxurious spa-inspired bath.

  Julie Bernauer Sprinkman Real Estate

  6629 Morning Dew Ln, Sun Prairie, WI 53590
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  /6

  Starting at $1,089 Per Month

  • 1 - 2 Beds

  1933-2233 Wyoming Ave, Sun Prairie, WI 53590

  Located just minutes from the east side of Madison in Sun Prairie. Spacious one and two bedroom apartments with heat included. Large walk-in closets and dining nooks are just a few of the unique features. Ample parking and on-site laundry round out a few of the amenities our apartments have to offer. Friendly 24-hour maintenance staff to help with all of your needs!A/C, Dishwasher,

  1933 - 1941 Wyoming Avenue

  

  1933-2233 Wyoming Ave, Sun Prairie, WI 53590
• 

  

  

  /44

  $491,000

  Sold Oct 06, 2025

  6824 Moonlight Cir, Sun Prairie, WI 53590

  • 3 Beds
  • 3 Baths
  • 2,378 Sq Ft
  • Built 1993

  Last Sold Summary

  • 3% Below List Price
  • $206/SF
  • 12 Days On Market

  Last Listing Agent Stephanie Wedan First Weber Inc

  6824 Moonlight Cir, Sun Prairie, WI 53590
• 

  

  

  /41

  Est $541,519

  Not Listed For Sale

  1168 Twisted Branch Way, Sun Prairie, WI 53590

  • 3 Beds
  • 2 Baths
  • 1,852 Sq Ft
  • Built 2018

  1168 Twisted Branch Way, Sun Prairie, WI 53590

  Last Sold Summary

  • 26 Days On Market
• 

  

  

  /49

  $430,000

  • 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
• 

  

  /18

  Starting at $1,199 Per Month

  • Studio - 2 Beds

  143 N Wildwood St, Sun Prairie, WI 53590

  Lease today at Sun Prairie's newest luxury community! Experience the epitome of contemporary living with a touch of Midwestern charm in the heart of Sun Prairie, Wisconsin. Colorado Commons redefines the standards of comfort and convenience for residents looking for a place to call home.At Colorado Commons, we present a collection of thoughtfully designed studio, one-bedroom, and

  Colorado Commons

  

  143 N Wildwood St, Sun Prairie, WI 53590
• 

  

  /31

  $330,000

  Sold Nov 21, 2025

  3111 Prospect Dr, Sun Prairie, WI 53590

  • 3 Beds
  • 2.5 Baths
  • 1,568 Sq Ft
  • Built 2004

  Last Sold Summary

  • 1% Below List Price
  • $210/SF
  • 4 Days On Market

  Current Estimated Value $328,611

  Last Listing Agent Erik Rasmuson Rock Realty

  3111 Prospect Dr, Sun Prairie, WI 53590
• 

  

  /22

  Not Listed For Sale

  1525 N Thompson Rd, Sun Prairie, WI 53590

  • 5 Beds
  • 3.5 Baths
  • 3,160 Sq Ft
  • Built 2023

  1525 N Thompson Rd, Sun Prairie, WI 53590

  Last Sold Summary

  • 90 Days On Market
• 

  

  /38

  $350,000

  Under Contract

  • 3 Beds
  • 3.5 Baths
  • 2,272 Sq Ft

  1032 Stonehaven Dr, Sun Prairie, WI 53590

  Move right into this well-maintained Sun Prairie home offering updated finishes, added living space, and a peaceful setting with open green space across the street. The bright and functional main level features solid surface countertops, newer stainless steel appliances, and comfortable living spaces designed for everyday living and entertaining. The recently finished lower level adds valuable

  Chris Ziegler Redfin Corporation

  1032 Stonehaven Dr, Sun Prairie, WI 53590
• 

  

  /12

  Starting at $1,300 Per Month

  • 3 Beds

  415 S Bird St, Sun Prairie, WI 53590

  Nestled between several community parks, Rolling Prairie is perfectly located near restaurants, shopping, and even a library are within a few minutes of your new home. Enjoy a controlled access building, fitness room, theater room, and playground within the Rolling Prairie community. Apartment Homes feature in unit washer/dryer, dishwasher, and under ground parking for those cold winter months.

  Rolling Prairie

  

  415 S Bird St, Sun Prairie, WI 53590
• 

  

  /51

  $390,000

  Sold Jun 15, 2026

  6066 Blaska Dr, Sun Prairie, WI 53590

  • 3 Beds
  • 2 Baths
  • 2,041 Sq Ft
  • Built 1979

  Last Sold Summary

  • 6% Above List Price
  • $191/SF
  • 4 Days On Market

  Current Estimated Value $377,492

  Last Listing Agent Andrew Willits Keller Williams Realty

  6066 Blaska Dr, Sun Prairie, WI 53590
• 

  

  /52

  Est $676,407

  Not Listed For Sale

  187 Caraway Place, Sun Prairie, WI 53590

  • 5 Beds
  • 3.5 Baths
  • 3,414 Sq Ft
  • Built 2018

  187 Caraway Place, Sun Prairie, WI 53590

  Last Sold Summary

  • 8 Days On Market
• 

  

  /65

  $767,000

  $20K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,200 Sq Ft

  2150 Baptisia Pass, Sun Prairie, WI 53590

  Welcome to The Reserve! Sun Prairie’s newest area & former Parade site! Ranch style offers over 3000 square ft with 4 bedrooms and 3 baths. Charming front porch & inviting entry. Great room with fireplace & tray ceiling flows to open concept kitchen w/solid surface counters, tile backsplash & stainless appliances. Cooks will love the oversized eat-at island for food prep. Pantry too! Screen porch

  Britt Topp Stark Company, REALTORS

  2150 Baptisia Pass, Sun Prairie, WI 53590
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  /44

  Starting at $1,178 Per Month

  • Studio - 2 Beds

  3241 W Main St, Sun Prairie, WI 53590

  Luxury country living. Spacious Studios, one and two bedroom luxury apartment homes availableWeybridge is luxury living that accommodates all lifestyles by providing an excellent location for everyone.Nestled in a residential neighborhood, Weybridge Apartments are located just north of the American Center, on Madison's east side. Enjoy sensational quiet country living and quick

  Weybridge

  

  3241 W Main St, Sun Prairie, WI 53590
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  /32

  $320,000

  Sold Oct 24, 2025

  222 White Tail Dr, Sun Prairie, WI 53590

  • 2 Beds
  • 2 Baths
  • 1,292 Sq Ft
  • Built 1990

  Last Sold Summary

  • 2% Below List Price
  • $248/SF
  • 43 Days On Market

  Current Estimated Value $322,182

  Last Listing Agent Dianna Xiong EXP Realty, LLC

  222 White Tail Dr, Sun Prairie, WI 53590
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  /63

  Not Listed For Sale

  2584 Red Bud Ln, Sun Prairie, WI 53590

  • 4 Beds
  • 2.5 Baths
  • 2,557 Sq Ft
  • Built 2018

  2584 Red Bud Ln, Sun Prairie, WI 53590

  Last Sold Summary

  • 6 Days On Market
• 

  

  /80

  $1,174,900

  $119K PRICE DROP Under Contract

  • 6 Beds
  • 4.5 Baths
  • 5,422 Sq Ft

  6645 Jerry Ryan Trail, Sun Prairie, WI 53590

  Custom former Parade Home in desirable Bristol Gardens! High quality construction & meticulously maintained 6-bedroom, 5400 sq ft ranch offers low Bristol taxes & countless high-end updates. Features include new rich hardwood and tile flooring, updated fixtures, custom cabinetry, granite countertops, and premium appliances. Enjoy the new insulated sunroom with custom folding patio door,

  Chris Thomas Badgerland Real Estate & Associates, LLC

  6645 Jerry Ryan Trail, Sun Prairie, WI 53590
• 

  

  /21

  Starting at $1,260 Per Month

  • Studio - 2 Beds

  2594 Leopold Way, Sun Prairie, WI 53590

  Located in the new Smith's Crossing neighborhood - situated perfectly between Madison and Sun Prairie, Leopold Place is located just minutes to great shopping, dining, and entertainment. These brand new luxury apartments include granite countertops, Merillat cabinetry, stainless steel appliances, and designer touches throughout. As winner of the AASCW Apartment of the Year award, we welcome you

  Leopold Place

  

  2594 Leopold Way, Sun Prairie, WI 53590
• 

  

  /16

  $479,900

  Sold Jun 05, 2026

  2038 Leopold Way, Sun Prairie, WI 53590

  • 2 Beds
  • 2 Baths
  • 1,536 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $312/SF
  • 21 Days On Market

  Current Estimated Value $473,642

  Veridian Homes Smiths Crossing - Smith's Crossing McCoy Addition

  2038 Leopold Way, Sun Prairie, WI 53590
• 

  

  /8

  Est $527,655

  Not Listed For Sale

  2720 Hazelnut Trail, Sun Prairie, WI 53590

  • 6 Beds
  • Built 2023

  2720 Hazelnut Trail, Sun Prairie, WI 53590

  Last Sold Summary

  • 18 Days On Market
• 

  

  /90

  $815,000

  • 5 Beds
  • 3.5 Baths
  • 2,552 Sq Ft

  2717 Olin Way, Sun Prairie, WI 53590

  Set on nearly an acre in a peaceful rural subdivision, this beautifully updated 5-bedroom home offers space, style, and versatility inside & out. Sun filled rooms with an abundance of natural light highlight the open remodeled kitchen featuring quartz counters, white cabinetry, pantry and updated finishes throughout. Relax in the stunning primary bath with soaking tub and walk-in shower. LVP

  Sarah Deischer Sprinkman Real Estate

  2717 Olin Way, Sun Prairie, WI 53590
• 

  

  /4

  Call for Price

  • 2 - 4 Beds

  1203-1225 Prospect Common, Sun Prairie, WI 53590

  Oakview Garden Apartments

  

  1203-1225 Prospect Common, Sun Prairie, WI 53590
• 

  

  /34

  $400,000

  Sold Mar 13, 2026

  435 Woodview Dr, Sun Prairie, WI 53590

  • 3 Beds
  • 3 Baths
  • 1,858 Sq Ft
  • Built 1966

  Last Sold Summary

  • 11% Above List Price
  • $215/SF
  • 5 Days On Market

  Current Estimated Value $393,161

  Last Listing Agent Jan Ciotti Restaino & Associates

  435 Woodview Dr, Sun Prairie, WI 53590
• 

  

  /40

  Est $509,885

  Not Listed For Sale

  3250 Prospect Dr, Sun Prairie, WI 53590

  • 3 Beds
  • 2 Baths
  • 1,870 Sq Ft
  • Built 2017

  3250 Prospect Dr, Sun Prairie, WI 53590

  Last Sold Summary

  • 68 Days On Market
• 

  

  /56

  $455,000

  $20K PRICE DROP Pending

  • 4 Beds
  • 2 Baths
  • 2,231 Sq Ft

  1145 Werner Ct, Sun Prairie, WI 53590

  Welcome to this charming, move-in ready ranch tucked away on a quiet cul-de-sac, offering comfort and space both inside and out. Hardwood floors welcome you into a home that blends thoughtful updates with classic character. The sunken living room features a cozy gas-burning fireplace while updated kitchen offers plenty of room to cook, gather, and entertain. 3 bdrms on main provides ideal layout

  Lindsey DeFlorian Lauer Realty Group, Inc.

  1145 Werner Ct, Sun Prairie, WI 53590
• 

  

  /20

  Starting at $663 Per Month

  • 1 - 3 Beds

  1141 W Main St, Sun Prairie, WI 53590

  Welcome to Eleven41 Main, an affordable, income-restricted apartment community ideally located on Main Street in the heart of Downtown Sun Prairie. Offering spacious one, two, and three-bedroom apartment homes, Eleven41 Main delivers the perfect blend of comfort, convenience, and value. Designed with your lifestyle in mind, our thoughtfully crafted residences feature modern finishes, integrated

  Eleven41 Main

  

  1141 W Main St, Sun Prairie, WI 53590
• 

  

  /42

  $850,000

  Sold Jul 15, 2025

  6699 Ridge Point Run, Sun Prairie, WI 53590

  • 4 Beds
  • 3 Baths
  • 3,795 Sq Ft
  • Built 2001

  Last Sold Summary

  • 3% Above List Price
  • $224/SF
  • 16 Days On Market

  Current Estimated Value $854,270

  Last Listing Agent Jo Ferraro EXP Realty, LLC

  6699 Ridge Point Run, Sun Prairie, WI 53590
• 

  

  /60

  Not Listed For Sale

  2311 St Albert the Great Dr, Sun Prairie, WI 53590

  • 3 Beds
  • 3 Baths
  • 2,950 Sq Ft
  • Built 1996

  2311 St Albert the Great Dr, Sun Prairie, WI 53590

  Last Sold Summary

  • 4 Days On Market
• 

  

  /55

  $409,900

  Pending

  • 3 Beds
  • 2.5 Baths
  • 1,784 Sq Ft

  1565 Okeeffe Ave, Sun Prairie, WI 53590

  Located in Smith's Crossing and a short drive to all of the essentials, Costco, Target, Woodman's as well as popular eateries and so much more. All new stainless steel appliances in the open kitchen design with an informal dining area space. Awesome living room space to entertain with gas fireplace and access to the newly painted deck for all your Summer BBQs. Formal dining room and half bath

  Mark Gladue Lauer Realty Group, Inc.

  1565 Okeeffe Ave, Sun Prairie, WI 53590
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  /36

  Starting at $1,050

  Total Monthly Price

  • 1 - 2 Beds

  242 Amber Trail, Sun Prairie, WI 53590

  Canterbury Court Apartments – Convenient Living in Sun PrairieThis well-located community offers comfortable living with easy access to everyday essentials. Situated near the Emerald Terrace area, residents enjoy a quiet neighborhood setting while remaining just minutes from local shopping, dining, and major routes into Madison.This pet-friendly community offers practical

  Canterbury Court Apartments

  

  242 Amber Trail, Sun Prairie, WI 53590
• 

  

  /58

  $315,000

  Sold Apr 10, 2026

  623 Wood Violet Ln Unit 105, Sun Prairie, WI 53590

  • 2 Beds
  • 2 Baths
  • 1,242 Sq Ft
  • Built 1987

  Last Sold Summary

  • $254/SF
  • 4 Days On Market

  Current Estimated Value $313,724

  Last Listing Agent Jeff Lange First Weber Inc

  623 Wood Violet Ln Unit 105, Sun Prairie, WI 53590
• 

  

  /57

  Not Listed For Sale

  511 S Musket Ridge Dr, Sun Prairie, WI 53590

  • 3 Beds
  • 3.5 Baths
  • 2,353 Sq Ft
  • Built 2017

  511 S Musket Ridge Dr, Sun Prairie, WI 53590

  Last Sold Summary

  • 7 Days On Market
• 

  

  /36

  $309,900

  $10K PRICE DROP Pending

  • 2 Beds
  • 2 Baths
  • 1,452 Sq Ft

  230 White Tail Dr, Sun Prairie, WI 53590

  Easily accessible Beautiful Condo with 2 Private bedrooms. Upstairs has Large Primary Suite with full bathroom, walk in closet and additional flexible large storage space. Main Level has generous second bedroom situated right next to second full bathroom, the open concept combines the Large Living room dining room and kitchen. This great condo also has first floor laundry room and 3 season

  jesse miller Home Realty

  230 White Tail Dr, Sun Prairie, WI 53590
• 

  

  /20

  Starting at $1,125 Per Month

  • 1 - 3 Beds

  1120 W Main St, Sun Prairie, WI 53590

  The McHenry, named after the strong foundation on which it lies, showcases a community connection unlike any other. The convenience of its Main Street location will entice you to call this home. You'll also appreciate its definitive, high-end interior finishes such as stainless steel appliances, gas range and granite countertops. Half of the apartments in this community have been designated as

  The McHenry

  

  1120 W Main St, Sun Prairie, WI 53590
• 

  

  /45

  $515,000

  Sold Oct 10, 2025

  1936 Stonehaven Dr, Sun Prairie, WI 53590

  • 4 Beds
  • 3.5 Baths
  • 2,618 Sq Ft
  • Built 2000

  Last Sold Summary

  • 4% Below List Price
  • $197/SF
  • 64 Days On Market

  Current Estimated Value $524,497

  Last Listing Agent Scott Ellingboe RE/MAX Preferred

  1936 Stonehaven Dr, Sun Prairie, WI 53590
• 

  

  /37

  Est $756,742

  Not Listed For Sale

  1471 Pebblebrook Trail, Sun Prairie, WI 53590

  • 4 Beds
  • 3.5 Baths
  • 3,208 Sq Ft
  • Built 2017

  1471 Pebblebrook Trail, Sun Prairie, WI 53590

  Last Sold Summary

  • 3 Days On Market
• 

  

  /63

  $512,500

  Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,796 Sq Ft

  1606 Chadsworth Dr, Sun Prairie, WI 53590

  Show 5/2. Welcome to this beautifully maintained two-story, offering the perfect balance of space, flow, & comfort. Tucked into a quiet, established neighborhood with mature trees & nearby parks, it feels like a retreat—yet super close to everyday amenities. The main level is designed for easy living, w/ great flow between spaces. A generous living room with fireplace opens seamlessly to the

  Susan Detering Solidarity Realty, LLC

  1606 Chadsworth Dr, Sun Prairie, WI 53590
• 

  

  /20

  Starting at $1,270 Per Month

  • Studio - 2 Beds

  1314 O'Keeffe Ave, Sun Prairie, WI 53590

  Enjoy beautiful greenspaces, wide walking paths, convenient shopping, casual fine dining, and a true "old-fashioned" neighborhood feel in your new home at The Revere. Choose a studio, one or two bedroom apartment (some with dens) in several well-designed floor plans, featuring an upscale amenity package which includes 24 hour fitness center, community room, and a sparkling blue pool.

  The Revere at Smith's Crossing

  

  1314 O'Keeffe Ave, Sun Prairie, WI 53590
• 

  

  /16

  $474,900

  Sold Apr 03, 2026

  2540 Koshkonong Way, Sun Prairie, WI 53590

  • 3 Beds
  • 2.5 Baths
  • 1,650 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $288/SF
  • 34 Days On Market

  Veridian Homes Smiths Crossing - Smith's Crossing

  2540 Koshkonong Way, Sun Prairie, WI 53590
• 

  

  /39

  Est $290,141

  Not Listed For Sale

  4032 Felland Rd, Madison, WI 53718

  • 2 Beds
  • 2.5 Baths
  • 1,674 Sq Ft
  • Built 2006

  4032 Felland Rd, Madison, WI 53718

  Last Sold Summary

  • 2 Days On Market

Showing Results 81 - 120, Page 3 of 18