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Westside Homes for Sale

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  • /2

    $6,250,000

    3036 Triumph Dr, Sun Prairie, WI 53590

    These two properties are less than six years old. The 12 unit building with all 2-bedroom units that also come with 2 bathrooms along with dens in 4 of the apartments This property also comes with underground parking for two vehicles for each apartment along with an elevator. The 17-unit building consists of 12 One-bedroom units and 5 two-bedroom units with one car garages for 16 of the

    Rick Hamilton Hamilton Realty

    3036 Triumph Dr, Sun Prairie, WI 53590
  • /4

    $684,200 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,876 Sq Ft

    The Bryant II Plan at Smiths Crossing - Smith's Crossing, Sun Prairie, WI 53590

    The Bryant II is where elegance meets effortless living. Beyond its stunning first impression, this home offers four beautifully appointed bedrooms, two and a half baths, and dual flex spaces that adapt to your lifestyle. Three walk-in closets and an available 3-car garage option add both convenience and prestige. Every detail has been thoughtfully curated to elevate daily living. Welcome to The

    Veridian Homes Builder
    1207 Crane Meadow Way Unit 40160240, Sun Prairie, WI 53590
  • /2

    $460,200 New Construction

    • 3 Beds
    • 2 Baths
    • 1,516 Sq Ft

    The Olivia Twin Home Plan at Smiths Crossing - Smith's Crossing McCoy Addition, Sun Prairie, WI 53590

    SAY HELLO TO EASY LIVING. Open, airy and all on one floor, The Olivia was designed to take a few things off your plate. Get lost preparing your favorite recipe in the kitchen while the fireplace crackles in the corner. Curl up with that memoir you’ve been meaning to devour in the flex room, then retreat to the owner’s suite for your very own private oasis. Enjoy a life of rest and relaxation in

    Veridian Homes Builder
    1207 Crane Meadow Way Unit 40160231, Sun Prairie, WI 53590
  • 2060 Leopold Way, Sun Prairie, WI 53590

    $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
  • 2016 Leopold Way, Sun Prairie, WI 53590

    $504,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,720 Sq Ft

    2016 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
    2016 Leopold Way, Sun Prairie, WI 53590
  • 2182 Cherry Crest Ct, Sun Prairie, WI 53590

    $834,901 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,895 Sq Ft

    2182 Cherry Crest Ct, 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
    2182 Cherry Crest Ct, Sun Prairie, WI 53590
  • /82

    $2,500,000

    • 5 Beds
    • 5.5 Baths
    • 7,678 Sq Ft

    5610 Reiner Rd, Sun Prairie, WI 53590

    Luxury estate on 32.7 acres! This stunning custom-built 5-bedroom home offers over 7,600 sq ft of beautifully designed living space. The gourmet kitchen features quartz countertops, high-end appliances and a large center island - perfect for entertaining. Enjoy spacious living and family rooms, formal dining, and a main floor office. The luxurious primary suite includes a tiled shower, double

    Joe Armentrout Pinnacle Real Estate Group LLC

    5610 Reiner Rd, Sun Prairie, WI 53590
  • /48

    $640,000

    • 6 Beds
    • 3.5 Baths
    • 3,718 Sq Ft

    301 Hallmark Way, Madison, WI 53718

    Show 4/17/26. Welcome to this beautiful and spacious home in desirable Fox Point. Featuring six bedrooms and three full bathrooms, this open-concept home offers generous living spaces designed for both everyday living and effortless entertaining. The main living areas are bright and inviting with large rooms that provide plenty of space to gather or spread out. Just off the kitchen, the charming

    Kristin Shields MHB Real Estate

    301 Hallmark Way, Madison, WI 53718
  • 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
  • /56

    $595,000

    • 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
  • /58

    $525,000

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

    2674 Sweet Sparrow Place, Sun Prairie, WI 53590

    Showings start 4/17. Welcome home to 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,

    Jeremy Miller Realty Executives Cooper Spransy

    2674 Sweet Sparrow Place, Sun Prairie, WI 53590
  • 1984 Leopold Way, Sun Prairie, WI 53590

    $444,900 New Construction

    • 2 Beds
    • 2 Baths
    • 1,317 Sq Ft

    1984 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
    1984 Leopold Way, Sun Prairie, WI 53590
  • /2

    $525,000 Open Sat 1PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 2,577 Sq Ft

    260 S Goldenrod Dr, Sun Prairie, WI 53590

    Showings start 4.24.26. Immaculate 3 bed 2.5 bath home in popular Sun Prairie neighborhood. Featuring fresh interior paint, new carpeting & vinyl plank flooring throughout. Main floor Living Room w/ Gas Fireplace, Kitchen w/ island, ML Laundry! Upstairs 3 large bedrooms including primary suite with double vanity bath & walk-in closet. Finished LL w/ Family Room, Office/Bonus Room, & lots of

    Rachael See Compass Real Estate Wisconsin

    260 S Goldenrod Dr, Sun Prairie, WI 53590
  • /35

    $478,000

    • 3 Beds
    • 2 Baths
    • 1,709 Sq Ft

    1203 Twisted Branch Way, Sun Prairie, WI 53590

    This charming 3 bed, 2 bath ranch offers bright living spaces and an open layout across one level. The large kitchen is centered around an oversized island—perfect for cooking, gathering, and everyday use—along with great prep space, a large pantry, and plenty of additional storage. The kitchen flows into the dining area and out to a composite deck overlooking a fully fenced side and back yard.

    Spencer Dixon Spencer Dixon Realty

    1203 Twisted Branch Way, Sun Prairie, WI 53590
  • /59

    $725,000

    • 6 Beds
    • 3.5 Baths
    • 3,333 Sq Ft

    493 Crescendo Dr, Sun Prairie, WI 53590

    Backyard oasis + location that can’t be beat... this one checks every box. Custom-built and designed for both everyday living and entertaining, this home features a fully fenced backyard retreat complete with a heated/cooled 4-season detached sunroom, expansive patio, raised garden beds, and mature landscaping that makes it feel like your own private escape. Inside, you’ll find flexible spaces

    Stephanie Wedan First Weber Inc

    493 Crescendo Dr, Sun Prairie, WI 53590
  • /35

    $599,900

    • 3 Beds
    • 2 Baths
    • 1,985 Sq Ft

    1158 Gracing Oaks Ln, Sun Prairie, WI 53590

    OPEN Sun APRIL 19th 11:00 -1:00! No backyard neighbors! Enjoy the privacy of a 1/2 acre wooded backyard where you can enjoy nature & wide open space! Walk into the stunning home & you will immediately be drawn to the high cathedral ceiling floor to ceiling windows that drawn in the spectacular outdoor private oasis! The beautiful great room has a lovely gas fireplace encircled with custom

    Peggy Acker-Farber RE/MAX Preferred

    1158 Gracing Oaks Ln, Sun Prairie, WI 53590
  • /4

    $580,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,790 Sq Ft

    3149 Hope St, Sun Prairie, WI 53590

    Welcome to Providence, where thoughtful design meets modern craftsmanship. This rear-loading garage two-story home offers 3 bedrooms, 2.5 baths, and a layout that stands apart from the ordinary. Not your typical new construction, this custom-built home showcases elevated, modern finishes and intentional architectural details throughout. The open concept main level is designed for both everyday

    Mindi Kessenich Real Broker LLC

    3149 Hope St, Sun Prairie, WI 53590
  • /50

    $544,900

    • 4 Beds
    • 3.5 Baths
    • 2,870 Sq Ft

    3100 Weybridge Dr, Sun Prairie, WI 53590

    Welcome to this beautifully maintained 4BR/3.5BA home on a spacious 0.31-acre lot in Sun Prairie! Open main level with solid maple hardwood floors flowing through the living room w/ vaulted ceilings and gas fireplace, kitchen with dining space, and formal dining/flex room. Main-level primary suite features a tray ceiling, walk-in closet, and separate soaking tub with 2 additional bedrooms

    Michael Weiss MHB Real Estate

    3100 Weybridge Dr, Sun Prairie, WI 53590
  • /57

    $483,400 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,880 Sq Ft

    The Sawyer Plan at Smiths Crossing - Smith's Crossing McCoy Addition, Sun Prairie, WI 53590

    A home as resourceful as you are. The flex room might make the perfect home office now, but it could also be one creative craft studio down the road. The kitchen provides ample space for preparing elegant feasts, but it also features a handy breakfast bar for more humble meals. Welcome to the Sawyer. All prices, promotions and specifications are subject to change at any time without notice based

    Veridian Homes Builder
    1207 Crane Meadow Way Unit 39488583, Sun Prairie, WI 53590
  • 2019 Leopold Way, Sun Prairie, WI 53590

    $529,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,876 Sq Ft

    2019 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
    2019 Leopold Way, Sun Prairie, WI 53590
  • /65

    $1,450,000

    • 6,848 Sq Ft

    2954 Kentville Dr, Sun Prairie, WI 53590

    Price Reduced $45,000, was $1,495,000! Updated 4-unit apartment building offering strong income and excellent flexibility for investors or owner-occupants. All four units are 3BR/2BA with 2-car garages and in-unit laundry. New $48K roof & gutters (2023). Unit 2954 is currently owner-occupied, fully updated, and can be rented short-term or long-term; furniture is negotiable. Unit 2956 is updated

    Luke Lestikow First Weber, Inc

    2954 Kentville Dr, Sun Prairie, WI 53590
  • /47

    $524,900

    • 3 Beds
    • 2 Baths
    • 1,482 Sq Ft

    1222 Misty Forest Rd, Sun Prairie, WI 53590

    Nearly new! Efficiency & comfort are chief among this home's many assets - well designed w/extras you can't get new for the $$: fenced yard, sunset-facing deck w/stairs to yard, window coverings, utility sink... All on a prized lot abutting greenspace! Smith's Crossing is so well located to get to all Sun Prairie has to offer, while you can walk to the elementary school right in the neighborhood,

    Mary Duff Stark Company, REALTORS

    1222 Misty Forest Rd, Sun Prairie, WI 53590
  • /62

    $795,000

    • 5 Beds
    • 3.5 Baths
    • 3,241 Sq Ft

    1232 Twisted Branch Way, Sun Prairie, WI 53590

    Set against the scenic backdrop of Smith's Crossing Community Park, this beautifully designed home offers direct park access, generous living spaces, & thoughtful details throughout! Step inside to engineered wood flooring & contemporary finishes that create a warm, modern feel. You’ll love the stunning chef’s kitchen with double ovens & a gas range, dedicated home office, spa-like primary bath

    Hansen Home Team Real Broker LLC

    1232 Twisted Branch Way, Sun Prairie, WI 53590
  • /35

    $414,900

    • 2 Beds
    • 2 Baths
    • 1,372 Sq Ft

    2186 Rosenberg Ln, Sun Prairie, WI 53590

    Welcome home to this move-in ready, like new ranch style duplex in the sought after Haven Neighborhood of Sun Prairie. Enter inside to find LVP flooring leading you throughout the main level boasting, stainless steel kitchen w/ spacious center island/breakfast bar overlooking the living room & dining area w/ walkout to patio. 2 bedrooms including your owners suite w/ private en-suite bath &

    Brooke Mussehl MHB Real Estate

    2186 Rosenberg Ln, Sun Prairie, WI 53590
  • /52

    $725,000

    • 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
  • /5

    $527,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,045 Sq Ft

    The Hoffman Plan at Smiths Crossing - Smith's Crossing McCoy Addition, Sun Prairie, WI 53590

    Calling all culinary connoisseurs, avid readers, and design devotees. Arrange the shelves with timeless Mark Twain classics or your most cherished finds. Fill the expansive kitchen with gourmet cookware and rare, beautifully crafted tools. With more space comes a more effortless kind of luxury—where everything has its place, and so do you. Meet The Hoffman. Energy expert certified: Third-party

    Veridian Homes Builder
    1207 Crane Meadow Way Unit 38817975, Sun Prairie, WI 53590
  • /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
  • /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
  • /2

    $456,600 New Construction

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

    The Adler Twin Home Plan at Smiths Crossing - Smith's Crossing McCoy Addition, Sun Prairie, WI 53590

    The Adler embraces you as you walk through the front door. Its cottage style exudes warmth and offers up a quiet escape from the ordinary. Grab a cup of coffee, along with your favorite book, and cozy up to the fireplace. After all, it’s home. Your home. Welcome to The Adler. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of

    Veridian Homes Builder
    1207 Crane Meadow Way Unit 38788514, Sun Prairie, WI 53590
  • /2

    $483,700 New Construction

    • 3 Beds
    • 2 Baths
    • 1,720 Sq Ft

    The Julian Twin Home Plan at Smiths Crossing - Smith's Crossing McCoy Addition, Sun Prairie, WI 53590

    This year, it’s your turn to host the holidays. And with The Julian, you’ve got this. The island has been lined with all of your favorite fixings. The table is set. You’ve dressed the guest bed in new linens. It’s time to make beautiful memories in home that is so perfectly you. Welcome to The Julian. All prices, promotions and specifications are subject to change at any time without notice based

    Veridian Homes Builder
    1207 Crane Meadow Way Unit 38777028, Sun Prairie, WI 53590
  • /43

    $754,900

    • 5 Beds
    • 3.5 Baths
    • 4,677 Sq Ft

    279 N Mallard Dr, Sun Prairie, WI 53590

    Extensively upgraded 5-bed, 3.5-bath home in desirable West Prairie Village, just steps from the park and walking distance to Royal Oaks Elementary & Prairie View Middle. Main level features a chef’s kitchen with quartz countertops, 9-ft island, SS appliances, 5 burner gas cooktop, wall oven, and walk-in pantry. Sun-filled dining area with vaulted ceiling, great room with gas fireplace,

    Paul Haviland Stark Company, REALTORS

    279 N Mallard Dr, Sun Prairie, WI 53590
  • /50

    $634,900 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,404 Sq Ft

    The Margot Plan at Smiths Crossing - Smith's Crossing McCoy Addition, Sun Prairie, WI 53590

    Veridian Homes Builder
    1207 Crane Meadow Way Unit 36496007, Sun Prairie, WI 53590
  • /6

    $350,000

    • Land
    • 2.16 Acres
    • $162,037 per Acre

    2908-2936 Lucky Charms Cir, Sun Prairie, WI 53590

    Builders or Developers. Here is your chance to purchase 4 residential lots backing up to conservancy area on Sun Prairie's West side. Lots feature possible exposure and many views of wildlife. Most utilities are to lot except gas which is across the street. Lot sizes range from .42 to .72 acres. Parcels included 0810-111-0122-2, 0810-111-0111-2, 0810-111-0100-2, 0810-111-0089-2

    Scott Suchomel First Weber Inc

    2908-2936 Lucky Charms Cir, Sun Prairie, WI 53590
  • /3

    $1,227,870

    • Land
    • 0.94 Acre
    • $1,306,245 per Acre

    Lot 2 S Thompson Dr, Sun Prairie, WI 53590

    New plat map with outline of Lot 2. Great location for a drive-thru, located across from the new HyVee in Sun Prairie.

    Michael Herl Madison Commercial Real Estate LLC

    Lot 2 S Thompson Dr, Sun Prairie, WI 53590

Frequently Asked Questions

Is Westside a good place to live?
Westside is a good place to live. Westside is considered somewhat walkable and bikeable with some transit options. Westside has 4 parks for recreational activities. It has a median age of 36. The average household income is $117,173 which is above the national average. College graduates make up 57.2% of residents. A majority of residents in Westside are renters, with 50.5% of residents renting and 49.5% of residents owning their home. A local real estate agent serving Westside can help you decide if this neighborhood is the right one for you. Learn more on our Westside neighborhood guide.
Is Westside, WI a safe neighborhood?
Westside, WI is safer than the average neighborhood in the United States. It received a crime score of 3 out of 10.
How much do you need to make to afford a house in Westside?
The median home price in Westside is $500,000. If you put a 20% down payment of $100,000 and had a 30-year fixed mortgage with an interest rate of 6.3%, your estimated principal and interest payment would be $2,480 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $106K a year to afford the median home price in Westside. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Westside is $117K.
What are the best public schools in Westside?
The best public schools that serve Westside are:
What are the best private schools in Westside?
The best private schools that serve Westside are:
What are the most popular zip codes in Westside, Sun Prairie, WI?
The most popular zip codes in Westside, Sun Prairie, WI include 53590, 53718, 53532, 53704 and 53598.
What are the most popular neighborhoods near Westside, Sun Prairie, WI?
The most popular neighborhoods near Westside, Sun Prairie, WI are Northeast Madison, Old Village, Northern Sun Prairie, East Madison and Greater Sandburg.

Home Trends in Westside, WI

Housing Trends

Median Sale Price
$484,900
Median Single Family Sale Price
$497,250
Median 2 Bedroom Sale Price
$303,750
Median 1 Bedroom Sale Price
$230,000
Average Price Per Sq Ft
$247
Number of Homes for Sale
31
Last 12 months Home Sales
174
Months of Supply
2.10
Median List Price
$500,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
9%
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