3,263

Westside Homes

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  • /63

    $550,000 Under Contract

    • 4 Beds
    • 3 Baths
    • 1,976 Sq Ft

    3133 Pleasant St, Sun Prairie, WI 53590

    Back on market after being NEWLY remodeled & painted--CHECK IT OUT AGAIN!! Prime location--on bike path & a short walk to everything in Prairie Lakes (Costco!) With peaceful water & prairie views, enjoy watching the pond & take in the vistas of Northeast Park/playground thru huge picture windows on BOTH levels, not to mention looking over the amazing fenced backyard W/grapes, hops, fruit trees &

    Agent Photo

    Angi Ackard

    EXP Realty, LLC

    (608) 389-6584

    3133 Pleasant St, Sun Prairie, WI 53590
  • /53

    $1,269 - $1,989 per month

    The Preserve at Prairie Lakes

    Studio - 2 Beds

    2965 Hoepker Rd, Sun Prairie, WI 53590

    NEW CONSTRUCTION: Brand new apartment homes available now!The Preserve is located in the booming Prairie Lakes area in Sun Prairie. Conveniently located near everything you need from grocery shopping to a movie at Marcus Palace Cinema, Cabela's and more. You may find yourself not wanting to go far with the resort style amenities including granite countertops, private patios and balconies, a

    2965 Hoepker Rd, Sun Prairie, WI 53590
  • /2

    $505,964 Sold Oct 31, 2025

    1208 Orchid Petal Dr, Sun Prairie, WI 53590

    • 3 Beds
    • 2 Baths
    • 1,503 Sq Ft
    • Built 2025

    Last Sold Summary

    • $337/SF
    • 0 Days On Market

    Last Listing Agent Jerome Goeden Stark Company, REALTORS

    1208 Orchid Petal Dr, Sun Prairie, WI 53590
    • /17

      Est $448,437 Not Listed For Sale

      1168 Hickory Hills Dr, Sun Prairie, WI 53590

      • 3 Beds
      • 2.5 Baths
      • 1,690 Sq Ft
      • Built 2025
      1168 Hickory Hills Dr, Sun Prairie, WI 53590

      Last Sold Summary

      • $264/SF
      • 48 Days On Market

      Last Sold Price $446,900

      Last Listing Agent Kyle Wachter Stark Company, REALTORS

  • /56

    $589,900 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 2,518 Sq Ft

    6043 Hagen Hill Cir, Madison, WI 53718

    Just minutes from Sun Prairie and Madison in the highly sought-after DeForest School District, this completely gutted and rebuilt home offers the feel of new construction in an unbeatable location—near Madison East Hospital, American Family, and all the shopping and dining along Grand Ave (Target, Costco, Woodman’s & more). The open-concept main level showcases durable LVP flooring and a custom

    Agent Photo

    Samiera Kookasemkit

    Sprinkman Real Estate

    (608) 292-4613

    6043 Hagen Hill Cir, Madison, WI 53718
  • /19

    $2,865 per month

    • 3 Beds
    • 2 Baths
    • 1,718 Sq Ft
    • Condo for Rent

    2155 Rosenberg Ln, Sun Prairie, WI 53590

    Gorgeous newer-built ranch home in Desirable Sun Prairie! This home has private entry with an ideal split bedroom layout. 3 bedrooms, 2 baths with locally crafted cabinetry, and painted trim+ doors throughout. Gourmet kitchen w/ island and stainless appliances, plus a large pantry for added storage. Owner’s Suite has a private bath, walk-in closet, and tray ceiling. Attached 2-car garage, and a

    Burke Schaefer American, REALTORS

    2155 Rosenberg Ln, Sun Prairie, WI 53590
  • /2

    $474,900 Sold Jun 30, 2025

    1250 Orchid Petal Dr, Sun Prairie, WI 53590

    • 3 Beds
    • 2.5 Baths
    • 1,812 Sq Ft
    • Built 2025

    Last Sold Summary

    • $262/SF
    • 7 Days On Market

    Last Listing Agent Scott Kramer Stark Company, REALTORS

    1250 Orchid Petal Dr, Sun Prairie, WI 53590
    • /41

      Not Listed For Sale

      2730 W Main St, Sun Prairie, WI 53590

      • 3 Beds
      • 2.5 Baths
      • 1,490 Sq Ft
      • Built 2024
      2730 W Main St, Sun Prairie, WI 53590

      Last Sold Summary

      • $270/SF
      • 47 Days On Market

      Last Sold Price $402,500

      Last Listing Agent John Schneider EXIT Realty HGM

  • /5

    $95,000

    • Land
    • 0.16 Acre
    • $593,750 per Acre

    3118 Hope St, Sun Prairie, WI 53590

    Prime location is everything and this has it all! Only 15 minutes from the state capitol. Located on Sun Prairie's westside and walking distance to shopping, dining, exercise, schools, parks and so much more. This lot is one of the few that allow front loading garages rather then alley way. This lot is in beautiful Providence subdivision. Bring your blue print with your own builder or we can

    Agent Photo

    Fred Van Buren

    Real Broker LLC

    (608) 546-9386

    3118 Hope St, Sun Prairie, WI 53590
  • /30

    $1,299 - $1,795 per month

    Jenny Wren Place

    1 - 2 Beds

    2500 Jenny Wren Trail, Sun Prairie, WI 53590

    Jenny Wren Place is a residential community featuring market rate apartments in Sun Prairie, Wisconsin. These one- and two-bedroom apartments are thoughtfully designed with beautiful amenities, such as stainless-steel appliances, front-loading full-size washer and dryers, large closet space, quartz countertops, an EV charging station, relaxing courtyard with grills, and detached garages. Jenny

    2500 Jenny Wren Trail, Sun Prairie, WI 53590
  • /2

    $474,785 Sold Apr 11, 2025

    2552 Koshkonong Way, Sun Prairie, WI 53590

    • 3 Beds
    • 2.5 Baths
    • 1,519 Sq Ft
    • Built 2025

    Last Sold Summary

    • $313/SF
    • 0 Days On Market

    Last Listing Agent Nick DeMaria Stark Company, REALTORS

    2552 Koshkonong Way, Sun Prairie, WI 53590
    • /46

      Not Listed For Sale

      1121 O'Keeffe Ave, Sun Prairie, WI 53590

      • 3 Beds
      • 2.5 Baths
      • 1,526 Sq Ft
      • Built 2018
      1121 O'Keeffe Ave, Sun Prairie, WI 53590

      Last Sold Summary

      • $249/SF
      • 4 Days On Market

      Last Sold Price $380,000

      Last Listing Agent Greta Drammeh Accord Realty

  • /45

    $414,900 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 1,566 Sq Ft

    1406 Thoreau Dr, Sun Prairie, WI 53590

    Move-in ready and beautifully maintained, this 3-bedroom, 2.5-bath home in Smith’s Crossing offers the perfect blend of space, function, and location! Built in 2016, this home is ideally situated near everything Sun Prairie has to offer, with convenient access to Hwy C and Hwy 51 for an easy commute. The bright, open main level features a spacious living room that flows into the dining area and

    Agent Photo

    Matt Deadman

    Real Broker LLC

    (608) 573-8724

    1406 Thoreau Dr, Sun Prairie, WI 53590
  • /19

    $1,299 - $1,469 per month

    Colorado Commons

    Studio - 1 Bed

    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

    143 N Wildwood St, Sun Prairie, WI 53590
  • /47

    $445,000 Sold Nov 14, 2025

    564 N Heatherstone Dr, Sun Prairie, WI 53590

    • 4 Beds
    • 2.5 Baths
    • 1,800 Sq Ft
    • Built 1999

    Last Sold Summary

    • 3% Below List Price
    • $247/SF
    • 17 Days On Market

    Current Estimated Value $444,975

    Last Listing Agent Michael Leeson Realty Executives Cooper Spransy

    564 N Heatherstone Dr, Sun Prairie, WI 53590
    • /46

      Est $591,551 Not Listed For Sale

      1162 Twisted Branch Way, Sun Prairie, WI 53590

      • 4 Beds
      • 3 Baths
      • 2,627 Sq Ft
      • Built 2018
      1162 Twisted Branch Way, Sun Prairie, WI 53590

      Last Sold Summary

      • 3% Above List Price
      • $219/SF
      • 19 Days On Market

      Last Sold Price $574,900

      Last Listing Agent Matt Kornstedt Stark Company, REALTORS

  • /5

    $95,000

    • Land
    • 0.16 Acre
    • $593,750 per Acre

    3126 Hope St, Sun Prairie, WI 53590

    Prime location is everything and this has it all! Only 15 minutes from the state capitol. Located on Sun Prairie's westside and walking distance to shopping, dining, exercise, schools, parks and so much more. This lot is one of the few that allow front loading garages rather then alley way. This lot is in beautiful Providence subdivision. Bring your blue print with your own builder or we can

    Agent Photo

    Fred Van Buren

    Real Broker LLC

    (608) 623-6615

    3126 Hope St, Sun Prairie, WI 53590
  • /42

    $1,195 - $2,775 per month

    Van Buren West

    Studio - 2 Beds

    2480 Jenny Wren Trail, Sun Prairie, WI 53590

    Van Buren West offers luxury, brand new studio, one, and two bedroom apartments in south Sun Prairie, WI. Youll enjoy living in a modern, pet-friendly apartment with a full suite of stainless-steel appliances, wood-plank flooring, quartz countertops, and high-end finishes. Each home has a full-size washer, dryer, A/C, and walk-in closets.Van Buren West offers several amenities to elevate your

    2480 Jenny Wren Trail, Sun Prairie, WI 53590
  • /44

    $385,000 Sold Sep 25, 2025

    3095 Rebel Dr, Sun Prairie, WI 53590

    • 3 Beds
    • 3 Baths
    • 2,150 Sq Ft
    • Built 2000

    Last Sold Summary

    • 1% Below List Price
    • $179/SF
    • 14 Days On Market

    Current Estimated Value $384,943

    Last Listing Agent MHB Real Estate Team MHB Real Estate

    3095 Rebel Dr, Sun Prairie, WI 53590
    • /41

      Est $540,540 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

      • 3% Below List Price
      • $300/SF
      • 26 Days On Market

      Last Sold Price $555,000

      Last Listing Agent Matt Kornstedt Stark Company, REALTORS

  • /42

    $450,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,639 Sq Ft

    3266 Box Hill Rd, Sun Prairie, WI 53590

    Charming, move-in ready tri-level in Sun Prairie’s popular Weybridge neighborhood! This beautifully updated home offers the perfect combination of comfort, style, and convenience—just minutes from Target, shopping, coffee shops, dining, and quick interstate access for an easy commute. Inside, you'll find updated bathrooms and a spacious primary bedroom complete with a walk-in closet. The finished

    Cait Berry Real Broker LLC

    3266 Box Hill Rd, Sun Prairie, WI 53590
  • /58

    $1,585 - $3,190 per month

    Van Buren Place

    Studio - 3 Beds

    1351 Okeeffe Ave, Sun Prairie, WI 53590

    Experience elegant, pet-friendly apartments at Van Buren Place Apartment Homes in Sun Prairie, WI. Choose from studio, 1, and 2-bedroom apartments featuring open floor plans, hardwood-style flooring, and gourmet kitchens with granite countertops and stainless-steel appliances. Select homes offer private patios or balconies, fireplaces, and private entrances. You can also access desirable

    1351 Okeeffe Ave, 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 $329,459

    Last Listing Agent Erik Rasmuson Rock Realty

    3111 Prospect Dr, Sun Prairie, WI 53590
    • /52

      Est $685,356 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

      • 1% Above List Price
      • $199/SF
      • 8 Days On Market

      Last Sold Price $680,000

      Last Listing Agent Daniel Tenney MHB Real Estate

  • /41

    $650,000 Pending

    • 4 Beds
    • 3 Baths
    • 2,801 Sq Ft

    354 Crescendo Dr, Sun Prairie, WI 53590

    Welcome to Ironwood Estates, Sun Prairie's newest established community, within an easy walk to the new elementary and high school! Open concept ranch was custom built in 2017 by Tim OBrien homes and features 9 foot ceilings, with grand entry & office featuring 11 foot ceilings. Double ovens, a large corner panty and an oversized island houses the sink and dishwasher, ensuring the cook is never

    Deann Schneider Build Realty Network, LLC

    354 Crescendo Dr, Sun Prairie, WI 53590
  • /50

    $1,349 - $1,679 per month

    Hickory Pointe

    1 - 2 Beds

    885 Garden Dr, Sun Prairie, WI 53590

    Hickory Pointe is a wonderful location set on the outskirts of Sun Prairie. Conveniently located a short distance from everything you need, including grocery stores, restaurants and the booming Prairie Lakes shopping and entertainment area. This is a great location in relation to both Sun Prairie and Madison. Hickory Pointe is a short 2 miles from downtown Sun Prairie and just 4 minutes from

    885 Garden Dr, Sun Prairie, WI 53590
  • /36

    $760,000 Sold May 16, 2025

    206 Pintail Place, Sun Prairie, WI 53590

    • 6 Beds
    • 4.5 Baths
    • 4,702 Sq Ft
    • Built 2018

    Last Sold Summary

    • 5% Below List Price
    • $162/SF
    • 54 Days On Market

    Current Estimated Value $769,849

    Last Listing Agent Marine Yoo Real Broker LLC

    206 Pintail Place, Sun Prairie, WI 53590
    • /8

      Est $547,519 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

      • 13% Above List Price
      • $215/SF
      • 18 Days On Market

      Last Sold Price $627,000

      Last Listing Agent Leslie Boyea Quorum Enterprises, Inc

  • /52

    $725,000 Open Sun 11AM - 1PM

    • 3 Beds
    • 2 Baths
    • 2,126 Sq Ft

    1258 Misty Forest Rd, Sun Prairie, WI 53590

    Priced below appraised value! Thoughtfully designed 3-bedroom, 2-bath home with a den and over 2,100 square feet on the main level, expanded beyond the original builder plan to create an oversized, spacious layout. The added footprint allows for a bright sunroom and a fully exposed sun-filled walkout lower level with excellent potential for future finishing. The kitchen features quartzite

    Stephanie Knutson Real Broker LLC

    1258 Misty Forest Rd, Sun Prairie, WI 53590
  • /50

    $2,249 per month

    Hunter's Trail

    2 - 3 Beds

    705-889 Hunter's Trail, Sun Prairie, WI 53590

    Hunter’s Trail is a one-of-a-kind property that features 2- and 3-bedroom Townhouse and Condo-Style apartments. We offer spacious units with fireplaces, in-unit laundry, 2 car garages as well as units with finished basements. You’ll be in a perfect location, just minutes from downtown Sun Prairie and Madison’s East Side. These apartments aren’t available for long so join our waitlist or contact

    705-889 Hunter's Trail, Sun Prairie, WI 53590
  • /65

    $885,000 Sold Jul 01, 2025

    2160 Koshkonong Way, Sun Prairie, WI 53590

    • 5 Beds
    • 3.5 Baths
    • 3,895 Sq Ft
    • Built 2022

    Last Sold Summary

    • 2% Below List Price
    • $227/SF
    • 67 Days On Market

    Current Estimated Value $866,444

    Last Listing Agent Hansen Home Team Real Broker LLC

    2160 Koshkonong Way, Sun Prairie, WI 53590
    • /40

      Est $515,038 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

      • 2% Above List Price
      • $270/SF
      • 68 Days On Market

      Last Sold Price $505,000

      Last Listing Agent Deann Schneider Build Realty Network, LLC

  • /20

    $559,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,052 Sq Ft

    1798 Summerfield Way, Sun Prairie, WI 53590

    All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

    Veridian Homes Builder
    1798 Summerfield Way, Sun Prairie, WI 53590
  • /50

    $1,149 - $1,749 per month

    Iron Gate

    Studio - 2 Beds

    2525 Ironwood Dr, Sun Prairie, WI 53590

    Beautiful development located in beautiful Sun Prairie. With just a short drive to downtown Madison, Iron Gate is a hot spot for city goers and suburbanites alike. In this prime location, you will find everything you need within a short walk or quick ride. At Iron Gate, you will find that the luxurious amenities are endless. Spend your free-time getting away by our sparkling pool, working out in

    2525 Ironwood Dr, Sun Prairie, WI 53590
  • /45

    $520,000 Sold Sep 30, 2025

    167 N Heatherstone Dr, Sun Prairie, WI 53590

    • 4 Beds
    • 3 Baths
    • 2,456 Sq Ft
    • Built 2002

    Last Sold Summary

    • $212/SF
    • 10 Days On Market

    Current Estimated Value $512,401

    Last Listing Agent Team GRA Century 21 Affiliated

    167 N Heatherstone Dr, Sun Prairie, WI 53590
    • 335 S Goldenrod Dr, Sun Prairie, WI 53590

      Est $432,940 Not Listed For Sale

      335 S Goldenrod Dr, Sun Prairie, WI 53590

      • 3 Beds
      • 2 Baths
      • 1,464 Sq Ft
      • Built 2015
      335 S Goldenrod Dr, Sun Prairie, WI 53590

      Last Sold Summary

      • 1% Above List Price
      • $294/SF
      • 4 Days On Market

      Last Sold Price $430,000

      Last Listing Agent Bradley Kuenzi Realty Executives Platinum

  • /2

    $569,900 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,087 Sq Ft

    2552 Water Lily Cir, Sun Prairie, WI 53590

    Move-in ready 5/6/26. This Everest home features a thoughtfully designed, open-concept layout ideal for modern living. Offering 4 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®,

    Amy Kirner Stark Company, REALTORS

    2552 Water Lily Cir, Sun Prairie, WI 53590
  • /50

    $1,239 - $3,637 per month

    Springs At Sun Prairie

    Studio - 3 Beds

    650 Spring St, Sun Prairie, WI 53590

    Featuring exceptional living spaces and resort-inspired amenities on gorgeous garden grounds, Springs at Sun Prairie is here to welcome you home. We offer studio, one, two, and three bedroom luxury apartments for rent in Sun Prairie, Wisconsin. Your new townhome-style apartment features top-of-the-line kitchen upgrades, including deluxe stainless-steel appliances and sleek granite countertops to

    650 Spring St, Sun Prairie, WI 53590
  • /37

    $488,000 Sold Nov 26, 2025

    3177 Harmony St, Sun Prairie, WI 53590

    • 4 Beds
    • 3 Baths
    • 2,802 Sq Ft
    • Built 2004

    Last Sold Summary

    • 2% Below List Price
    • $174/SF
    • 16 Days On Market

    Current Estimated Value $488,870

    Last Listing Agent Deb MacKenzie Berkshire Hathaway HomeServices True Realty

    3177 Harmony St, Sun Prairie, WI 53590
    • /28

      Est $536,217 Not Listed For Sale

      298 S Longfield Dr, Sun Prairie, WI 53590

      • 4 Beds
      • 3.5 Baths
      • 2,389 Sq Ft
      • Built 2017
      298 S Longfield Dr, Sun Prairie, WI 53590

      Last Sold Summary

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

      Last Sold Price $513,000

      Last Listing Agent Daniel Tenney MHB Real Estate

Showing Results 1 - 40, Page 1 of 18

Home Trends in Westside, WI

Housing Trends

Median Sale Price
$479,900
Median Single Family Sale Price
$484,900
Median 2 Bedroom Sale Price
$301,250
Median 1 Bedroom Sale Price
$230,000
Average Price Per Sq Ft
$244
Number of Homes for Sale
27
Last 12 months Home Sales
171
Months of Supply
1.90
Median List Price
$492,683
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
7%
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