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Westside Homes for Sale

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  • /46

    $499,900

    Open Sun 11AM - 1PM $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,572 Sq Ft

    1320 Blazingstar Ln, Sun Prairie, WI 53590

    SMITH'S CROSSING – The perfect combination of comfort, efficiency & location! Built in 2015, this beautifully maintained 1,572 sq. ft. open-concept ranch offers 3 bedrooms & 2 updated full baths. The spacious kitchen features a center island, breakfast bar, pantry, ample cabinetry & newer appliances, opening to a bright living area highlighted by a cozy gas fireplace with stone surround. The

    Agent Photo

    Tami McFarlane

    Restaino & Associates

    1320 Blazingstar Ln, Sun Prairie, WI 53590
  • /85

    $925,000

    Open Sat 10AM - 12PM
    • 5 Beds
    • 3.5 Baths
    • 3,912 Sq Ft

    2331 Butterfly Cir, Sun Prairie, WI 53590

    Exceptional 2-story home with 5 bedrooms, 3.5 baths, & a finished lower level on a peaceful cul-de-sac overlooking protected conservancy. The kitchen features a Wolf range, ceiling-height cabinetry, walk-in pantry, & a butler's pantry with beverage fridge and wine storage. The great room showcases a floor-to-ceiling stone fireplace with an authentic barn beam mantel and picture window. Upstairs

    Veronica Isham Stark Company, REALTORS

    2331 Butterfly Cir, Sun Prairie, WI 53590
  • /42

    $520,000

    $10K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,240 Sq Ft

    1219 Crane Meadow Way, Sun Prairie, WI 53590

    Welcome to this beautifully designed two-story home offering 4 bedrooms and 3.5 baths in Smith's Crossing! The gourmet kitchen features a center island with snack bar, granite countertops, subway tile backsplash and stainless steel appliances, flowing seamlessly into the spacious family room and dinette. Step outside to your private deck and enjoy peaceful views of the incredible green space

    Joe Armentrout Pinnacle Real Estate Group LLC

    1219 Crane Meadow Way, Sun Prairie, WI 53590
  • /2

    $599,900

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,103 Sq Ft

    1231 Orchid Petal Dr, 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
    1231 Orchid Petal Dr, 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

    $275,000

    $15K PRICE DROP
    • 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
  • /43

    $450,000

    • 3 Beds
    • 3 Baths
    • 3,214 Sq Ft

    419 Bella Way, Sun Prairie, WI 53590

    One-story living at its finest! Imagine starting your morning with coffee in the beautiful sunroom overlooking the mature landscaping of your private backyard. The open-concept living space features tall, vaulted ceilings and a cozy fireplace, while the spacious kitchen offers generous counter space and abundant cabinetry for the home chef. Step into the custom screened porch to relax and enjoy

    Tom Weber First Weber Inc

    419 Bella Way, Sun Prairie, WI 53590
  • /31

    $344,000

    $11K 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
  • /2

    $469,900

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,502 Sq Ft

    2067 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
    2067 Leopold Way, Sun Prairie, WI 53590
  • /51

    $514,900

    New Construction
    • 2 Beds
    • 2 Baths
    • 1,435 Sq Ft

    3017 Bronze Leaf Ln, Sun Prairie, WI 53590

    Reserve your new Sun Prairie condo now see finished model go to 6479 Ridge View Way in Deforest. This is a brand new condo community is fully customizable to your selections- base package includes ranch style condo w/open floor plans, large kitchen w/Amish cabinetry, large island, quartz countertops, tile backsplash, LVP flooring, pantry, white trim & solid doors, screened in porch or upgrade to

    Tammy Shallberg Restaino & Associates

    3017 Bronze Leaf Ln, Sun Prairie, WI 53590
  • /5

    $695,000

    New Construction
    • 5 Beds
    • 3.5 Baths
    • 2,990 Sq Ft

    3126 Hope St, Sun Prairie, WI 53590

    NEW CONSTRUCTION! Move in ready December 2026. Be home for the holidays in this beautiful 5-bedroom, 3.5-bath two-story home nearly 3,000 sq. ft., including a finished LL. The stunning kitchen is the centerpiece of the home, featuring quartz countertops, beautiful cabinetry, a massive island, large pantry, and open flow into the dinette and great room. Great room offers a gas fireplace and plenty

    Artom Asriyans Coldwell Banker Realty

    3126 Hope St, Sun Prairie, WI 53590
  • /41

    $590,600

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

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

    All work and no play? Not in The Margot. This two-story home combines all the essentials you need with all the amenities you want. The laundry room has everything you’ll ever need to keep things orderly. And when it comes to entertaining, the spacious kitchen and great room will have you and your guests covered. When the day winds down, you can rest easy in your new primary suite. Welcome to The

    Veridian Homes Builder
    1207 Crane Meadow Way Unit 41013038, 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
  • /27

    $523,700

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,092 Sq Ft

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

    The Everest is one crafty home. Outside, it welcomes you like a cozy cottage. Step through the front door and it greets you more like a grand estate. To your right, a tucked-away den. Ahead, a massive great room. Off the garage, a laundry room to keep muddy boots and snowy coats at bay. The pleasant surprises continue with the four roomy bedrooms upstairs. And delighted smiles are pretty much

    Veridian Homes Builder
    1207 Crane Meadow Way Unit 36484051, Sun Prairie, WI 53590
  • /3

    $1,227,870

    • Land
    • 40,946 Sq Ft
    • $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
  • /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
  • /42

    $489,900

    $10K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,785 Sq Ft

    1155 Twisted Branch Way, Sun Prairie, WI 53590

    Welcome to a home where pristine condition meets everyday convenience! This beautifully maintained property offers 3 spacious bedrooms and 2.5 bathrooms, plus a bonus first-floor office and a large mudroom with plenty of storage. The kitchen shines with granite and quartz counters, a beautiful backsplash, & upgraded cabinetry featuring soft-close drawers & pull-out shelves. LVP Flooring on the

    Heidi Kabat RE/MAX Community Realty

    1155 Twisted Branch Way, Sun Prairie, WI 53590
  • /2

    $779,900

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,791 Sq Ft

    2212 Koshkonong 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
    2212 Koshkonong Way, 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
  • /2

    $479,900

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

    2074 Leopold Way, Sun Prairie, WI 53590

    Move-in Ready 10/1/25! Welcome to Haven, a community of twin homes that offers low maintenance living in a custom home with a private yard. Low monthly association fee of $225 covers lawn mowing, fertilization, and snow removal; plus, a la carte seasonal services are available for a separate rate. This Olivia home features a smart, open layout and checks off all your boxes. 3 bedrooms, 2 baths

    Veronica Isham Stark Company, REALTORS

    2074 Leopold Way, Sun Prairie, WI 53590
  • /39

    $523,900

    New Construction $66K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,790 Sq Ft

    3149 Hope St, Sun Prairie, WI 53590

    More house is not for everyone! Sometimes the luxury is simply having less to take care of. This brand-new Providence home offers a smart, efficient layout with distinctive finishes and all the work already done. The light-filled main level features an abundance of windows and recessed lighting, a statement fireplace, under-cabinet lighting and a large walk-in pantry. Upstairs feels surprisingly

    Mindi Kessenich Real Broker LLC

    3149 Hope St, Sun Prairie, WI 53590
  • /66

    $655,000

    $20K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 3,921 Sq Ft

    1276 Fairhaven Rd, Sun Prairie, WI 53590

    Thoughtfully designed for modern living, this home offers a bright, open-concept layout that seamlessly connects the main living spaces. The kitchen anchors the home with a large island, generous prep space, and elevated finishes—ideal for both everyday use and entertaining. A flexible main-level room with a full bath provides the perfect setup for a home office or guest space. Upstairs, a

    Lynette Porior-Arcel First Weber Inc

    1276 Fairhaven Rd, Sun Prairie, WI 53590
  • /55

    $667,000

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,781 Sq Ft

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

    THERE’S NO DENYING IT, THE JACKSON MAKES A STATEMENT. Actually, it makes several. Its four bedrooms say there’s plenty of room for everyone. Its spacious owner’s suite acknowledges that there is time for peace and privacy. Its big basement understands that sometimes, kids just need to roughhouse with each other. And The Jackson’s biggest statement? It says “welcome home.”All prices,

    Veridian Homes Builder
    1207 Crane Meadow Way Unit 41792735, Sun Prairie, WI 53590
  • /19

    $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
  • /28

    $344,900

    $10K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,880 Sq Ft

    3069 Providence St, Sun Prairie, WI 53590

    Enjoy easy townhouse condo living in the heart of Sun Prairie.. This bright and inviting 3-bedroom, 2.5-bath condo offers a spacious open-concept layout filled with natural light. The main level features a large living room that flows seamlessly into the dining area and kitchen, complete with stainless steel appliances, wood-look ceramic tile flooring, a pantry closet, convenient half bath, and

    Autumn Garrigan MHB Real Estate

    3069 Providence St, Sun Prairie, WI 53590
  • /19

    $719,900

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,400 Sq Ft

    2202 Koshkonong 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
    2202 Koshkonong Way, Sun Prairie, WI 53590
  • /4

    $469,900

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,503 Sq Ft

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

    The Beryl is great for entertaining and even better for everyday living. Its open-concept floor plan creates a welcoming space where laughter flows freely and guests naturally gather around the large kitchen island and great room. A convenient first-floor laundry adds everyday ease. Upstairs, the spacious primary suite features an en suite bath and walk-in closet, while two additional bedrooms

    Veridian Homes Builder
    1207 Crane Meadow Way Unit 41363031, Sun Prairie, WI 53590
  • /17

    $554,500

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,974 Sq Ft

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

    When you become a homeowner of the Conrad, you may feel as though you’re on vacation even when it’s just a night home from work. The open and airy floor plan makes everyday life just a bit simpler to take on. After all, doing the laundry isn’t so bad, when you’re just steps away from your favorite bottle of wine on the kitchen island. The Conrad is practical, yet luxurious, and that’s why we love

    Veridian Homes Builder
    1207 Crane Meadow Way Unit 41792733, Sun Prairie, WI 53590
  • /51

    $624,900

    $25K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,214 Sq Ft

    148 Caraway Place, Sun Prairie, WI 53590

    Located in the desirable West Prairie Village in Sun Prairie, this move-in-ready 4-bedroom, 3.5-bath home blends comfort, style, and functionality. Thoughtful upgrades include a professionally installed ADT security system and a Culligan whole-home water purification system. The gourmet kitchen offers ample counter space, abundant cabinetry, and a layout ideal for both everyday living and

    Michael Weiss MHB Real Estate

    148 Caraway Place, Sun Prairie, WI 53590
  • /62

    $559,000

    Open Sun 12PM - 2PM
    • 4 Beds
    • 2.5 Baths
    • 2,056 Sq Ft

    2434 Leopold Way, Sun Prairie, WI 53590

    Welcome to this beautifully updated Smith’s Crossing home, where thoughtful updates & a great location come together. The living room is filled with natural light & features a gas fireplace, pond views, & custom built-in cabinetry with shiplap accents. The adjacent dining room offers a custom-built dry bar & cabinetry, perfect for entertaining! An additional office/playroom provides flexible

    Maya Elliott First Weber, Inc

    2434 Leopold Way, Sun Prairie, WI 53590
  • /2

    $699,900

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,974 Sq Ft

    2103 Winding Stream 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
    2103 Winding Stream Way, 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

Why Live in Westside

Westside is the epitome of modern growth, with single-family homes, apartments and townhouses filling empty fields and farms. Sun Prairie , a suburban city outside Madison , has a growing population. Westside is its largest and newest neighborhood, taking on ...

Westside, Sun Prairie, WI Home Prices vs. Nearby Neighborhoods

Westside Village View Heights Windsor Greater Sandburg
Median Home Price
$519,000
$432,000
$579,900
$370,000
Median Sale Price
$507,932
+12% YoY
$455,000
+18% YoY
$590,000
+8% YoY
$365,000
+8% YoY
Avg. Price per Square Foot
$252
$204
$257
$227
Median Single Family Price
$519,900
$437,000
$588,000
$394,950
Median Condo Price
$355,000
--
$484,469
$175,000
Total Active Listings
33 listings
5 listings
29 listings
10 listings
Market Conditions
2 Months of Supply
Seller's Market
7 Months of Supply
Buyer's Market
2 Months of Supply
Seller's Market
2 Months of Supply
Seller's Market

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 is a cul de sac neighborhood. 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 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.
How much do you need to make to afford a house in Westside?
The median home price in Westside is $519,000. If you put a 20% down payment of $103,800 and had a 30-year fixed mortgage with an interest rate of 7.03%, your estimated principal and interest payment would be $2,770 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $119K 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, Westwynde, East Madison, Old Village and Northern Sun Prairie.
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