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Westside Homes for Sale

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  • /44

    $499,900

    • 3 Beds
    • 2.5 Baths
    • 1,848 Sq Ft

    1264 Twisted Branch Way, Sun Prairie, WI 53590

    Welcome home to this like-new, move-in ready 3-bedroom home packed with custom upgrades throughout! Step inside to an inviting open-concept floor plan featuring a dedicated den/office, designer accent walls, and a stunning kitchen with stainless steel appliances, quartz island with breakfast bar, and spacious dining area w/ walkout to ideal fenced in yard & patio. The living room offers a cozy

    Chris Barreau MHB Real Estate

    1264 Twisted Branch Way, Sun Prairie, WI 53590
  • /49

    $660,000

    • 4 Beds
    • 3 Baths
    • 2,685 Sq Ft

    1132 Oak Knoll Rd, Sun Prairie, WI 53590

    Bright, airy, and move-in ready, this stunning 4-bedroom ranch offers the perfect blend of comfort, style, & functionality. Step inside to an ideal open-concept floor plan featuring soaring vaulted ceilings, a formal dining area, and a desirable split-bedroom layout. The private primary includes a walk-in closet w/ auto lighting and a spa-like en-suite bath w/ dual vanities, a walk-in tile

    Chris Barreau MHB Real Estate

    1132 Oak Knoll Rd, 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
  • /39

    $590,000

    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
  • /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
  • /54

    $449,900

    $5K PRICE INCREASE
    • 3 Beds
    • 2 Baths
    • 1,504 Sq Ft

    1264 Crane Meadow Way, Sun Prairie, WI 53590

    Showings Begin 6/27. Why Wait to Build? Move Right In. Built in 2022 and impeccably maintained, this Veridian home offers the feel of new construction without the wait. The open-concept layout is designed for modern living, featuring a welcoming great room with an electric fireplace, a stylish kitchen with both a breakfast bar and island, and main-floor laundry for everyday convenience. The

    Matt Kornstedt Stark Company, REALTORS

    1264 Crane Meadow Way, Sun Prairie, WI 53590
  • /2

    $101,900

    • Land
    • 6,969 Sq Ft
    • $636,875 per Acre

    3128 Prospect Dr, 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

    3128 Prospect Dr, Sun Prairie, WI 53590
  • /2

    $101,900

    • Land
    • 6,969 Sq Ft
    • $636,875 per Acre

    3120 Prospect Dr, 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

    3120 Prospect 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
  • /2

    $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
  • /44

    $539,900

    • 4 Beds
    • 3.5 Baths
    • 2,413 Sq Ft

    211 N Heatherstone Dr, Sun Prairie, WI 53590

    Welcome to this beautifully maintained 4BR/3.5BA home on a spacious 0.30-acre lot in Sun Prairie! Open main level with solid oak hardwood floors flowing through the kitchen and dining space, an open living room w/ vaulted ceilings and gas fireplace, and formal dining/office room. Main-level primary suite features a, walk-in shower, walk-in closet, and separate soaking tub with 2 additional

    Michael Weiss MHB Real Estate

    211 N Heatherstone Dr, Sun Prairie, WI 53590
  • /2

    $479,900

    New Construction
    • 2 Beds
    • 2 Baths
    • 1,548 Sq Ft

    2046 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
    2046 Leopold Way, Sun Prairie, WI 53590
  • /58

    $415,000

    • 3 Beds
    • 3 Baths
    • 2,268 Sq Ft

    3140 Rebel Dr, Sun Prairie, WI 53590

    Welcome home to this beautifully maintained half duplex located in the thriving community of Sun Prairie, one of the fastest-growing areas in the Madison region. This inviting property features 3 spacious bedrooms and 3 full bathrooms, offering plenty of room for comfortable living. The open-concept layout provides a bright and airy feel, perfect for both everyday living and entertaining. Enjoy a

    Agent Photo

    Greskelly Diaz Penaranda

    EXP Realty, LLC

    3140 Rebel Dr, Sun Prairie, WI 53590
  • /27

    $469,900

    • 4 Beds
    • 3 Baths
    • 2,165 Sq Ft

    467 Sherbrooke Dr, Sun Prairie, WI 53590

    Welcome home to this beautifully maintained 4-bedroom multi-level in Sun Prairie's desirable Wyndham Hills neighborhood! Step inside to an inviting open-concept kitchen and dining area featuring stainless steel appliances and a center island/breakfast bar with plenty of prep and gathering space. Just a few steps up, the bright yet cozy living room offers a gas fireplace and walkout access to the

    Brooke Mussehl MHB Real Estate

    467 Sherbrooke Dr, Sun Prairie, WI 53590
  • /39

    $579,900

    • 3 Beds
    • 2 Baths
    • 2,600 Sq Ft

    2846 Hazelnut Trail, Sun Prairie, WI 53590

    Welcome yourself home to this 3 bed / 2 bath Ranch in the highly sought after Fox Point of Sun Prairie! Enter inside to find the open and airy floor plan boasting vaulted ceilings, living room w/ cozy gas fireplace, spacious kitchen/dining w/ all stainless apps, granite breakfast bar/island & dining area w/ walkout. 3 main lvl beds including the owners suite w/ WIC & very own private en-suite

    Erin Flesch MHB Real Estate

    2846 Hazelnut Trail, Sun Prairie, WI 53590
  • /51

    $650,000

    • 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
  • /35

    $440,000

    $40K PRICE INCREASE
    • 3 Beds
    • 3 Baths
    • 1,802 Sq Ft

    544 Berwick Dr, Sun Prairie, WI 53590

    Welcome home to this charming ranch in the highly desirable Wyndham Hills neighborhood! Offered for sale for the very first time, this lovingly maintained, single-owner home showcases pride of ownership throughout. Featuring 3 bedrooms, 3 bathrooms, and a functional layout designed for comfortable everyday living, this home is ready for its next chapter. Numerous updates have already been

    Ken Brenner Stark Company, REALTORS

    544 Berwick Dr, Sun Prairie, WI 53590
  • /53

    $474,900

    $20K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 2,812 Sq Ft

    1446 Thoreau Dr, Sun Prairie, WI 53590

    All the space, none of the yard work. This 2,800+ sq ft Smith's Crossing home sits on a low-maintenance lot steps from the pond, green space, bike paths, and pickleball, with Creekside Elementary a short walk away. Four bedrooms, four full baths, and real flexibility: the upgraded main-level full bath and flex room make an easy guest suite, office, or first-floor bedroom. Open main level with

    Christina Schmidt Real Broker LLC

    1446 Thoreau Dr, Sun Prairie, WI 53590
  • /2

    $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
  • /16

    $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
  • /2

    $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
  • /2

    $599,900

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,211 Sq Ft

    2572 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
    2572 Koshkonong Way, Sun Prairie, WI 53590
  • /24

    $374,900

    $5K 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
  • /28

    $349,000

    $6K 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
  • /40

    $320,000

    • 3 Beds
    • 2.5 Baths
    • 1,728 Sq Ft

    3064 Triumph Dr Unit 3, Sun Prairie, WI 53590

    Spacious townhouse style condo in a prime Sun Prairie location. Open layout with large great main room, kitchen with island and ample counter space. 3 beds, 2.5 baths, attached garage and plenty of storage makes for comfortable and convenient living. Just steps away from Costco, Woodmans, Grace Coffee, HWY 151, numerous restaurants and more. Furnace 2024. Water heater 2025. Welcome home!

    Kyle Bollman Stark Company, REALTORS

    3064 Triumph Dr Unit 3, Sun Prairie, WI 53590
  • /10

    $695,000

    • Land
    • 27,007 Sq Ft
    • $1,120,968 per Acre

    Lot 7 Bunny Trail, Sun Prairie, WI 53590

    Prime commercial opportunity in Sun Prairie’s premier business hub! This shovel-ready, approximately 0.62-acre site is being split from Lot 7 of the Bunny’s Corner plat, offering an unbeatable location at the corner of Suchomel Rd and Prairie Lakes Dr. Positioned directly in the heart of a high-traffic retail corridor, your business will benefit from massive visibility of 27,600 ADT on S. Grand

    David Baehr American, REALTORS

    Lot 7 Bunny Trail, 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
  • /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

    $474,900

    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
  • /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
  • /50

    $483,400

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,879 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 may be the perfect home office today, but it can easily transform into a creative craft studio tomorrow. The kitchen offers ample space for preparing elegant feasts, and the island is ready for quick morning routines. When it’s time to unwind, retreat to the spacious primary suite, complete with a private bath designed for comfort and calm. Welcome

    Veridian Homes Builder
    1207 Crane Meadow Way Unit 39488583, 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
  • /4

    $559,600

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,172 Sq Ft

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

    A front porch with the perfect place for setting up a swing and watching the world go by. Wave to the UPS driver. Invite a neighbor over for a cold one. Get to know the bike-riding kids and dog-walkers by name. Of course, there are times when you just want to read a book, too. That’s why The Hudson has sliding glass doors leading to your private backyard – otherwise known as the howdy-free zone.

    Veridian Homes Builder
    1207 Crane Meadow Way Unit 36453777, 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
  • /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

Westside Home Prices vs. Nearby Sun Prairie, WI Neighborhoods

Westside East Madison Orchard Ridge Dunn's Marsh
Median Home Price
$504,900
$450,000
$434,950
$373,900
Median Sale Price
$496,000
+10% YoY
$440,000
+9% YoY
$429,550
-13% YoY
$373,000
+14% YoY
Median Single Family Price
$505,000
$475,250
$451,500
$378,500
Median Condo Price
$339,950
$269,000
$272,500
$159,500
Total Active Listings
34
33
2
3
Market Conditions
2 Months of Supply
Seller's Market
1 Months of Supply
Seller's Market
1 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 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.
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 $504,900. If you put a 20% down payment of $101,000 and had a 30-year fixed mortgage with an interest rate of 6.49%, your estimated principal and interest payment would be $2,550 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $109K 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 East Madison, Northern Sun Prairie, Greater Sandburg, Eastern Sun Prairie and Ridgewood.
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