3,279

Westside Homes

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  • /62

    $625,000 Under Contract

    • 4 Beds
    • 2.5 Baths
    • 2,797 Sq Ft

    1198 Gracing Oaks Ln, Sun Prairie, WI 53590

    This home is so much more than builder grade. From the moment you walk in, the custom cabinetry flows throughout: two drop zones (one with a built-in wine rack), a full locker with bench at the rear entry, and a laundry room loaded with storage. Solid surface countertops run throughout, and every room is filled with natural light. The primary suite is a true retreat, luxury bath with a fully

    Agent Photo

    Jamie Foley

    Relish Realty

    (608) 856-6128

    1198 Gracing Oaks Ln, Sun Prairie, WI 53590
  • /53

    Starting at $1,469 Per Month

    • 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

    The Preserve at Prairie Lakes

    (608) 688-6835

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

    $646,494 Sold Apr 28, 2026

    2514 Water Lily Cir, Sun Prairie, WI 53590

    • 3 Beds
    • 4 Baths
    • 2,339 Sq Ft
    • Built 2026

    Last Sold Summary

    • $276/SF
    • 0 Days On Market

    Last Listing Agent Paul Treige Stark Company, REALTORS

    2514 Water Lily Cir, Sun Prairie, WI 53590
    • /45

      Est $542,727 Not Listed For Sale

      268 S Longfield Dr, Sun Prairie, WI 53590

      • 2 Beds
      • 2 Baths
      • 1,859 Sq Ft
      • Built 2019
      268 S Longfield Dr, Sun Prairie, WI 53590

      Last Sold Summary

      • 1% Below List Price
      • $295/SF
      • 6 Days On Market
      • Last Sold Price $549,000
      • May 02, 2025

      Last Listing Agent Jim Seabold Coldwell Banker Realty

  • /5

    $95,000 Under Contract

    • Land
    • 6,969 Sq Ft
    • $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
  • /30

    Starting at $1,299

    Total Monthly Price

    • 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

    Jenny Wren Place

    (608) 478-2812

    2500 Jenny Wren Trail, 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
    • /64

      Est $577,221 Not Listed For Sale

      1471 Thoreau Dr, Sun Prairie, WI 53590

      • 3 Beds
      • 2.5 Baths
      • 2,698 Sq Ft
      • Built 2017
      1471 Thoreau Dr, Sun Prairie, WI 53590

      Last Sold Summary

      • $215/SF
      • 4 Days On Market
      • Last Sold Price $580,000
      • May 09, 2025

      Last Listing Agent Christina Schmidt Real Broker LLC

  • /56

    $595,000 Under Contract

    • 3 Beds
    • 4 Baths
    • 2,698 Sq Ft

    1236 Twisted Branch Way, Sun Prairie, WI 53590

    Move-in ready and better than new! This 3-bedroom home with 2 full and 2 half baths in sought-after Smith’s Crossing offers the perfect blend of style, space, and privacy. Backing to a scenic walking path with no rear neighbors, this home stands out from the rest. The main living area features surround sound, while the kitchen shines with Bosch appliances. A dedicated home office adds flexibility

    Agent Photo

    Jed Burk

    Coldwell Banker Real Estate Group

    (608) 802-8416

    1236 Twisted Branch Way, Sun Prairie, WI 53590
  • /40

    Starting at $1,465 Per Month

    • 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

    Van Buren West

    (608) 967-6499

    2480 Jenny Wren Trail, Sun Prairie, WI 53590
  • /41

    $637,500 Sold Mar 06, 2026

    354 Crescendo Dr, Sun Prairie, WI 53590

    • 4 Beds
    • 3 Baths
    • 2,801 Sq Ft
    • Built 2017

    Last Sold Summary

    • 2% Below List Price
    • $228/SF
    • 40 Days On Market

    Current Estimated Value $645,772

    Last Listing Agent Deann Schneider Build Realty Network, LLC

    354 Crescendo Dr, Sun Prairie, WI 53590
    • /58

      Est $376,740 Not Listed For Sale

      3071 Rebel Dr Unit 1, Sun Prairie, WI 53590

      • 3 Beds
      • 3 Baths
      • 2,063 Sq Ft
      • Built 2001
      3071 Rebel Dr Unit 1, Sun Prairie, WI 53590

      Last Sold Summary

      • 1% Below List Price
      • $184/SF
      • 11 Days On Market
      • Last Sold Price $380,000
      • May 02, 2025

      Last Listing Agent Deena Cortright Restaino & Associates

  • /55

    $420,000 Pending

    • 3 Beds
    • 3.5 Baths
    • 2,124 Sq Ft

    1471 Wild Iris St, Sun Prairie, WI 53590

    Open house cancelled because of accepted offer! This home just feels right from the moment you walk in—comfortable, functional, and easy to love. With 3 bedrooms and 3.5 bathrooms, there’s plenty of space for everyone. The 2-car garage offers convenient parking and storage. The finished basement adds even more flexibility with a den/office, rec room, and full bathroom! You’ll love the kitchen!

    Agent Photo

    Mikayla M Elliott

    First Weber Inc

    (608) 812-8254

    1471 Wild Iris St, Sun Prairie, WI 53590
  • /61

    Starting at $1,340 Per Month

    • 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

    Van Buren Place

    (608) 292-5554

    1351 Okeeffe Ave, 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
    • /28

      Est $640,920 Not Listed For Sale

      412 Crescendo Dr, Sun Prairie, WI 53590

      • 4 Beds
      • 3 Baths
      • 3,310 Sq Ft
      • Built 2015
      412 Crescendo Dr, Sun Prairie, WI 53590

      Last Sold Summary

      • 3% Above List Price
      • $189/SF
      • 49 Days On Market
      • Last Sold Price $625,000
      • May 08, 2025

      Last Listing Agent MHB Real Estate Team MHB Real Estate

  • /30

    $364,500 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,534 Sq Ft

    1484 Wild Iris St, Sun Prairie, WI 53590

    Set in Sun Prairie’s sought-after Smith’s Crossing, this thoughtfully designed twin home offers a refined take on low-maintenance living just steps from the new YMCA, shopping, and an easy commute to Madison. The main living area is open and inviting, with a generous living room that flows seamlessly into a well-appointed kitchen featuring abundant cabinetry, a center island with breakfast bar,

    Gerardo Jimenez Sprinkman Real Estate

    1484 Wild Iris St, Sun Prairie, WI 53590
  • /50

    Starting at $1,459 Per Month

    • 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

    Hickory Pointe

    (608) 688-6864

    885 Garden Dr, 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 $443,044

    Last Listing Agent Michael Leeson Realty Executives Cooper Spransy

    564 N Heatherstone Dr, Sun Prairie, WI 53590
    • /18

      Est $538,260 Not Listed For Sale

      3131 Prospect Dr, Sun Prairie, WI 53590

      • 4 Beds
      • 3.5 Baths
      • 2,701 Sq Ft
      • Built 2024
      3131 Prospect Dr, Sun Prairie, WI 53590

      Last Sold Summary

      • $200/SF
      • 375 Days On Market
      • Last Sold Price $540,000
      • Apr 30, 2025

      Last Listing Agent Stuart Meland Madcityhomes.Com

  • /56

    $525,000

    • 4 Beds
    • 3 Baths
    • 2,687 Sq Ft

    2674 Sweet Sparrow Place, Sun Prairie, WI 53590

    EXCEPTIONAL VALUE in this beautiful and well cared for ranch style home in Smith's Crossing with rare BACKYARD OASIS! You'll love the 9' ceilings, open layout, spacious rooms, stainless appliances, laundry / mudroom off the garage, and double vanity / soaking tub in the primary bath. Look out the abundant windows to find a generous deck, newly added stamped patio and picket fence, all backing up

    Jeremy Miller Realty Executives Cooper Spransy

    2674 Sweet Sparrow Place, Sun Prairie, WI 53590
  • /50

    Starting at $2,349 Per Month

    • 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

    Hunter's Trail

    (608) 478-8406

    705-889 Hunter's Trail, Sun Prairie, WI 53590
  • /63

    $528,000 Sold Apr 15, 2026

    3133 Pleasant St, Sun Prairie, WI 53590

    • 4 Beds
    • 3 Baths
    • 1,976 Sq Ft
    • Built 2018

    Last Sold Summary

    • 4% Below List Price
    • $267/SF
    • 147 Days On Market

    Current Estimated Value $533,667

    Last Listing Agent Angi Ackard EXP Realty, LLC

    3133 Pleasant St, 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
      • Mar 14, 2024

      Last Listing Agent Greta Drammeh Accord Realty

  • /52

    $715,000

    • 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

    Starting at $1,229 Per Month

    • 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

    Iron Gate

    (608) 478-4894

    2525 Ironwood Dr, 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 $378,362

    Last Listing Agent MHB Real Estate Team MHB Real Estate

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

      Est $337,189 Not Listed For Sale

      3074 Triumph Dr Unit 4, Sun Prairie, WI 53590

      • 3 Beds
      • 2.5 Baths
      • 2,045 Sq Ft
      • Built 2016
      3074 Triumph Dr Unit 4, Sun Prairie, WI 53590

      Last Sold Summary

      • 2% Below List Price
      • $169/SF
      • 17 Days On Market
      • Last Sold Price $345,000
      • Apr 11, 2025

      Last Listing Agent Alejandra Torres Lauer Realty Group, Inc.

  • /16

    $479,900 New Construction

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

    2038 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
    2038 Leopold Way, Sun Prairie, WI 53590
  • /50

    Starting at $1,337 Per Month

    • 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

    Springs At Sun Prairie

    (608) 440-8210

    650 Spring 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 $325,350

    Last Listing Agent Erik Rasmuson Rock Realty

    3111 Prospect Dr, Sun Prairie, WI 53590
    • /41

      Est $538,453 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
      • Jul 02, 2024

      Last Listing Agent Matt Kornstedt Stark Company, REALTORS

  • /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
  • /45

    Starting at $1,229 Per Month

    • Studio - 2 Beds

    2911 Blue Aster Blvd, Sun Prairie, WI 53590

    The Abbey is nestled in the desirable booming Prairie Lakes area of Sun Prairie. Conveniently located near everything you need from grocery shopping to a movie at Marcus Palace Cinema. You may find yourself not wanting to go far with the endless resort style amenities including high end finishes, private patio or balcony, a sparkling salt water pool and state of the art fitness center including a

    The Abbey

    (608) 688-6914

    2911 Blue Aster Blvd, 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
    • /52

      Est $672,351 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% Below List Price
      • $199/SF
      • 8 Days On Market
      • Last Sold Price $680,000
      • Dec 02, 2024

      Last Listing Agent Daniel Tenney MHB Real Estate

  • 1207 Crane Meadow Way Unit 39978492, Sun Prairie, WI 53590

    $422,900 New Construction

    • 2 Beds
    • 2 Baths
    • 1,304 Sq Ft

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

    WHOEVER SAID LIVING WITHIN YOUR MEANS HAS TO BE DULL? The Wyatt provides convenience, innovation and satisfaction all in one intelligently designed package. Friends, neighbors and relatives alike will marvel at your gleaming custom built cabinetry. They’ll likely turn green with envy if they get a peek at your energy bills. They could even get too comfortable. Buyers beware: guests may tend to

    Veridian Homes Builder
    1207 Crane Meadow Way Unit 39978492, Sun Prairie, WI 53590
  • /21

    Starting at $1,315 Per Month

    • Studio - 2 Beds

    1850 Summerfield Way, Sun Prairie, WI 53590

    Van Buren East Apartments offers luxury, pet-friendly apartments in Sun Prairie, WI. Choose from various studio, 1, and 2-bedroom apartments featuring gourmet kitchens with stainless steel appliances and quartz countertops. Enjoy spacious bedrooms with walk-in closets, upscale bathrooms, and the convenience of in-unit washer and dryer. Youll have access to desirable amenities like a well-equipped

    Van Buren East

    (608) 384-0585

    1850 Summerfield Way, Sun Prairie, WI 53590
  • /35

    $505,000 Sold Apr 10, 2026

    3124 Harmony St, Sun Prairie, WI 53590

    • 4 Beds
    • 2.5 Baths
    • 2,227 Sq Ft
    • Built 2017

    Last Sold Summary

    • 8% Below List Price
    • $227/SF
    • 156 Days On Market

    Current Estimated Value $536,650

    Last Listing Agent Evan Rees Berkshire Hathaway HomeServices Local Realty

    3124 Harmony St, Sun Prairie, WI 53590
    • /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

      • $235/SF
      • 6 Days On Market
      • Last Sold Price $599,900
      • Mar 31, 2025

      Last Listing Agent Matt Deadman Real Broker LLC

Showing Results 1 - 40, Page 1 of 18

Home Trends in Westside, WI

Housing Trends

Median Sale Price
$488,000
Median Single Family Sale Price
$499,900
Median 2 Bedroom Sale Price
$300,000
Median 1 Bedroom Sale Price
$230,000
Average Price Per Sq Ft
$247
Number of Homes for Sale
30
Last 12 months Home Sales
177
Months of Supply
2.00
Median List Price
$500,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
9%
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