63

Westside Homes for Sale

Section Image Section Image Section Image
  • /33

    $360,000

    • 3 Beds
    • 2.5 Baths
    • 2,105 Sq Ft

    2524 Leopold Way Unit 7, Sun Prairie, WI 53590

    This home is ready for someone to make it their own while taking advantage of a great opportunity in Sun Prairie's sought-after Smith's Crossing neighborhood! This 3-bed, 2.5-bath condo offers a spacious living room with hardwood floors, 9' ceilings, and a cozy fireplace. The kitchen is loaded with cabinets, stainless steel appliances, a breakfast bar, a pantry, and ample counter space. Upstairs

    Agent Photo

    Jamie Foley

    Relish Realty

    (608) 470-6580

    2524 Leopold Way Unit 7, Sun Prairie, WI 53590
  • /28

    $565,000

    • 3 Beds
    • 2 Baths
    • 1,650 Sq Ft

    338 Bella Way, Sun Prairie, WI 53590

    Welcome to this lovely ranch home in the popular Ironwood Estates! Location is everything, and this neighborhood delivers. Enjoy the convenience of being within walking distance to the local elementary, middle, and high school. Commuters will appreciate the quick access to the interstate and airport, while everyday errands are simplified with endless shopping and dining options just moments away.

    Agent Photo

    Debbie Lindquist

    Keller Williams Lake Country

    (608) 447-6269

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

    $379,900

    • 3 Beds
    • 3.5 Baths
    • 2,002 Sq Ft

    2537 New Town Dr, Sun Prairie, WI 53590

    Conveniently located just minutes from historic downtown Sun Prairie, Prairie Lakes shopping, east side of Madison and 15 minutes to downtown Madison, this modern, well-maintained townhome offers comfort and style! Features include 9-ft ceilings, gorgeous wood floors, gas fireplace with beautiful mantel, quartz counters, stainless steel appliances, and breakfast bar; the dining area rounds out

    Jason Fowler Century 21 Affiliated

    2537 New Town Dr, Sun Prairie, WI 53590
  • /18

    $574,900 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,033 Sq Ft

    2564 Koshkonong Way, Sun Prairie, WI 53590

    Image is representative of home; colors may vary. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

    Builder Photo

    Veridian Homes

    Builder

    2564 Koshkonong Way, Sun Prairie, WI 53590
  • /18

    $524,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,861 Sq Ft

    1133 Hickory Hills Dr, Sun Prairie, WI 53590

    Image is representative of home; colors may vary. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

    Builder Photo

    Veridian Homes

    Builder

    1133 Hickory Hills Dr, Sun Prairie, WI 53590
  • /18

    $509,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,647 Sq Ft

    2560 Water Lily Cir, Sun Prairie, WI 53590

    Image is representative of home; colors may vary. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

    Builder Photo

    Veridian Homes

    Builder

    2560 Water Lily Cir, Sun Prairie, WI 53590
  • /20

    $599,900 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,203 Sq Ft

    2535 Water Lily Cir, Sun Prairie, WI 53590

    Image is representative of home; colors may vary. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

    Builder Photo

    Veridian Homes

    Builder

    2535 Water Lily Cir, Sun Prairie, WI 53590
  • /4

    $537,500 New Construction

    • 3 Beds
    • 2 Baths
    • 1,764 Sq Ft

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

    You don’t need to be a Texan to own a ranch. Wisconsinites make excellent ranchers too. Round up guests at the kitchen island for an elaborately prepared amuse-bouche paired with the perfect wine. Corral family pets in the mudroom for a quick wipe off before entering the homestead. Then, kick off your cowboy boots and relax, because there won’t be any hills to climb while you’re at home. Welcome

    Builder Photo

    Veridian Homes

    Builder

    1207 Crane Meadow Way Unit 36789031, Sun Prairie, WI 53590
  • /6

    $541,400 New Construction

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

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

    Calling all cooks, Booklovers and Decorators! Go ahead, line the shelves with those classic Mark Twain novels or one-of-a-kind treasures. Load up that roomy kitchen with gourmet pans and obscure gadgets. With more space, means more luxury. Meet The Hoffman. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

    Builder Photo

    Veridian Homes

    Builder

    1207 Crane Meadow Way Unit 36789037, Sun Prairie, WI 53590
  • /34

    $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, snowy coats and wet dogs at bay. The pleasant surprises continue with the four – four! – roomy bedrooms upstairs. And delighted smiles

    Builder Photo

    Veridian Homes

    Builder

    1207 Crane Meadow Way Unit 36484051, Sun Prairie, WI 53590
  • 1221 Orchid Petal Dr, Sun Prairie, WI 53590

    $559,900 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,078 Sq Ft

    1221 Orchid Petal Dr, Sun Prairie, WI 53590

    Image is representative of home; colors may vary. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

    Builder Photo

    Veridian Homes

    Builder

    1221 Orchid Petal Dr, Sun Prairie, WI 53590
  • 2543 Water Lily Cir, Sun Prairie, WI 53590

    $519,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,861 Sq Ft

    2543 Water Lily Cir, Sun Prairie, WI 53590

    Image is representative of home; colors may vary. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

    Builder Photo

    Veridian Homes

    Builder

    2543 Water Lily Cir, Sun Prairie, WI 53590
  • 1157 Hickory Hills Dr, Sun Prairie, WI 53590

    $519,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,584 Sq Ft

    1157 Hickory Hills Dr, Sun Prairie, WI 53590

    Image is representative of home; colors may vary. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

    Builder Photo

    Veridian Homes

    Builder

    1157 Hickory Hills Dr, Sun Prairie, WI 53590
  • /40

    $379,000 Open Sun 11AM - 1PM

    • 3 Beds
    • 2.5 Baths
    • 1,870 Sq Ft

    3097 Providence St Unit 3097, Sun Prairie, WI 53590

    This beautiful corner home is better than renting! Nearly 2,000 sq ft of space, with an XL size family room with a wall of windows! The family room opens to the dining room and kitchen! The well equipped and well sized kitchen offers all the space a master chef would need! Powder bath on main floor. Upstairs you will find a generously spaced master suite with walk in closet and its own bathroom.

    Hemen Oza Aashram Realty, LLC.

    3097 Providence St Unit 3097, Sun Prairie, WI 53590
  • /35

    $424,900

    • 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
  • /36

    $447,500 Open Sun 11AM - 1PM

    • 3 Beds
    • 3.5 Baths
    • 2,306 Sq Ft

    1519 Wild Iris St, Sun Prairie, WI 53590

    This home was custom designed and meticulously maintained! Enjoy this wonderful 3 bedroom 3 bath home with larger front living room, beautiful cooks kitchen with eat-in-dining, plus wonderful family room. This open floor plan is everyone’s favorite! You will be delighted with the newly finished lower level theater room with an amazing projection TV so just bring your popcorn! Relax on the

    Pam Venenga Stark Company, REALTORS

    1519 Wild Iris St, Sun Prairie, WI 53590
  • /25

    $419,900

    • 3 Beds
    • 2.5 Baths
    • 1,511 Sq Ft

    1731 Fair Pheasant Way, Sun Prairie, WI 53590

    Immaculate 3 bedroom, 2.5 bath home in desirable location. Built in 2018. Open floor plan on main level. Kitchen equipped with stainless steel appliances. Laundry is on main level as well. Potential for more living space in basement. Basement stubbed for bathroom. 12x12 deck for entertaining. Walking trails and green space close by. Minutes from shopping, interstate and east side of Madison.

    Steve Roberts Roberts Realty

    1731 Fair Pheasant Way, Sun Prairie, WI 53590
  • /49

    $420,000

    • 3 Beds
    • 4 Baths
    • 1,962 Sq Ft

    1475 Wild Iris St, Sun Prairie, WI 53590

    Welcome to Smith's Crossing! Beautiful 3 bedroom 2 story home nestled just a block away from walking trails, playground, and green space at Thoreau Park. Enter inside to find an open concept floor plan w/ living room and well appointed kitchen w/ all stainless steel appliances, tile backsplash, breakfast bar/island & dining area w/ walkout to wood deck - great for grilling. Upstairs enjoy all 3

    Kaitlin Solomon MHB Real Estate

    1475 Wild Iris St, Sun Prairie, WI 53590
  • /44

    $389,900

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

    3095 Rebel Dr, Sun Prairie, WI 53590

    Move-in ready, meticulously maintained Ranch-style condo is ready for its next owner! Enter inside to find soaring vaulted ceilings w/ skylights allowing natural light to fill living rm w/ cozy gas fp & kitchen boasting updated corian counters, SS apps, & dining area w/ walkout to sun-filled deck w/ built-in sunsetter. Main lvl office/den is perfect for an in-home workspace/craft room, plus 2

    Erin Flesch MHB Real Estate

    3095 Rebel Dr, Sun Prairie, WI 53590
  • /43

    $775,000

    • 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
  • /68

    $685,000

    • 4 Beds
    • 4 Baths
    • 3,921 Sq Ft

    1276 Fairhaven Rd, Sun Prairie, WI 53590

    Step inside to an inviting open floor plan featuring a spacious living room and a beautifully designed kitchen with a large island and elegant granite countertops. A versatile flex room and full bathroom on the main floor adds convenience, whether you need a home office or guest space. Bedrooms are arranged in a split layout w/ primary suite featuring: walk-in shower & soaking tub for ultimate

    Kevin Navarro EXP Realty, LLC

    1276 Fairhaven Rd, Sun Prairie, WI 53590
  • /4

    $85,000

    • Land
    • 0.17 Acre
    • $500,000 per Acre

    3240 Prospect Dr, Sun Prairie, WI 53590

    Discover the perfect opportunity to build your dream home on this exceptional lot in the charming Providence subdivision. Ideally positioned, this prime location offers easy access to shopping, top-rated schools, scenic walking trails, and a variety of local amenities. With the option to build to suit, you can partner with your builder to craft a home that reflects your unique vision. Embrace the

    Dick Quinn Stark Company, REALTORS

    3240 Prospect Dr, Sun Prairie, WI 53590
  • /32

    $399,900 Open Sat 11AM - 1PM

    • 3 Beds
    • 2 Baths
    • 1,488 Sq Ft

    3298 Box Hill Rd, Sun Prairie, WI 53590

    Charming 3 bedroom ranch. Open concept layout with cathedral ceilings. Chef's kitchen equipped with SS appliances, granite top island, and pantry. Large primary suite with door to walk out patio & deck. Lower level has rec room, 3/4 bath and 3rd bedroom. Plenty of storage space. 2 car attached garage. Deck structurally renovated including new deck flooring in June 2025. New Washer and Dryer in

    Lou Elson EXIT Realty HGM

    3298 Box Hill Rd, Sun Prairie, WI 53590
  • /9

    $110,000

    • Land
    • 0.14 Acre
    • $785,714 per Acre

    218 S City Station Dr, Sun Prairie, WI 53590

    Sun Prairie lot close to Costco, Woodman's, UW East Hospital and many more essentials. Established neighborhood with curb, gutter and sidewalk in place. An ideal building location; don't miss out on this one!

    Gina Kloostra Cotter Realty LLC

    218 S City Station Dr, Sun Prairie, WI 53590
  • /5

    $110,000

    • Land
    • 0.13 Acre
    • $846,154 per Acre

    2693 Hazelnut Trail, Sun Prairie, WI 53590

    Sun Prairie lot close to Costco, Woodman's, UW East Hospital and many more essentials. Established neighborhood with curb, gutter and sidewalk in place. An ideal building location; don't miss out on this one!

    Gina Kloostra Cotter Realty LLC

    2693 Hazelnut Trail, 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
  • /56

    $650,000 Open Sun 12PM - 2PM

    • 4 Beds
    • 3 Baths
    • 2,918 Sq Ft

    2824 Hazelnut Trail, Sun Prairie, WI 53590

    This well-maintained 4-bedroom, 3-bathroom home, built in 2015, is located in the highly sought-after Fox Point Neighborhood. Walkable to Fox Point Park, it offers quick access to Grand Avenue shops while providing a peaceful setting with a well landscaped lot. Inside, the spacious layout features a large family room, a generous deck, and a kitchen designed for both functionality and connection.

    Lauren Jung RE/MAX Preferred

    2824 Hazelnut Trail, Sun Prairie, WI 53590
  • /49

    $649,900

    • 4 Beds
    • 3.5 Baths
    • 3,612 Sq Ft

    2893 Hazelnut Trail, Sun Prairie, WI 53590

    4 bed, 3.5 bath in the popular Fox Point neighborhood of Sun Prairie! This contemporary two-story home features a large open concept living room flooded with natural light from the south-facing windows. The kitchen has granite counters, stainless appliances, tile backsplash, island with breakfast bar & generous pantry. Off the living room are french doors to a den/office. Also on the main level,

    Caleb Payne Madcityhomes.Com

    2893 Hazelnut Trail, Sun Prairie, WI 53590
  • /2

    $84,900

    • Land
    • 0.20 Acre
    • $424,500 per Acre

    1116 Fairhaven Rd, Sun Prairie, WI 53590

    This prime lot is located in the Providence subdivision conveniently located near shopping, schools, walking trails and other amenities. Build to suit, bring your own builder. Create your dream home in this thriving community.

    Jeremiah Sullivan Real Broker LLC

    1116 Fairhaven Rd, Sun Prairie, WI 53590
  • /2

    $89,900

    • Land
    • 0.16 Acre
    • $561,875 per Acre

    3085 Triumph Dr, Sun Prairie, WI 53590

    This prime lot is located in the Providence subdivision conveniently located near shopping, schools, walking trails and other amenities. Build to suit, bring your own builder. Create your dream home in this thriving community.

    Jeremiah Sullivan Real Broker LLC

    3085 Triumph Dr, Sun Prairie, WI 53590
  • /2

    $89,900

    • Land
    • 0.16 Acre
    • $561,875 per Acre

    3149 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. Build to suit, bring your own builder. Create your dream home in this thriving community.

    Jeremiah Sullivan Real Broker LLC

    3149 Hope St, Sun Prairie, WI 53590
  • /2

    $89,900

    • Land
    • 0.16 Acre
    • $561,875 per Acre

    3129 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. Build to suit, bring your own builder. Create your dream home in this thriving community.

    Jeremiah Sullivan Real Broker LLC

    3129 Hope St, Sun Prairie, WI 53590
  • /21

    $349,000

    • Land
    • 1.11 Acres
    • $314,414 per Acre

    3012 Prospect Dr, Madison, WI 53777

    Professional and drone photos are coming soon! Prime opportunity in the heart of Sun Prairie! Ideally located near Prairie Lakes and American Parkway, offering unmatched accessibility and visibility. All permits have been pulled, and the lots are ready for digging—streamlining your development timeline. Designed for versatile multi-family units with commercial space on the lower level, the

    Ashley Jacobs Real Broker LLC

    3012 Prospect Dr, Madison, WI 53777
  • /25

    $325,000

    • Land
    • 0.47 Acre
    • $691,489 per Acre

    3011 Prospect Dr, Sun Prairie, WI 53590

    Professional and drone photos are coming soon! Prime opportunity in the heart of Sun Prairie! Ideally located near Prairie Lakes and American Parkway, offering unmatched accessibility and visibility. All permits have been pulled, and the lots are ready for digging—streamlining your development timeline. Designed for versatile multi-family units with commercial space on the lower level, the

    Ashley Jacobs Real Broker LLC

    3011 Prospect Dr, 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
  • /2

    $89,900

    • Land
    • 0.16 Acre
    • $561,875 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. Build to suit, bring your own builder. Create your dream home in this thriving community.

    Jeremiah Sullivan Real Broker LLC

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

    $84,900

    • Land
    • 0.16 Acre
    • $530,625 per Acre

    3148 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. Build to suit, bring your own builder. Create your dream home in this thriving community.

    Jeremiah Sullivan Real Broker LLC

    3148 Prospect Dr, Sun Prairie, WI 53590
  • /19

    $479,900 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,057 Sq Ft

    1214 Orchid Petal Dr, Sun Prairie, WI 53590

    Image is representative of home; colors may vary. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

    Builder Photo

    Veridian Homes

    Builder

    1214 Orchid Petal Dr, Sun Prairie, WI 53590
  • /17

    $489,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,647 Sq Ft

    1125 Hickory Hills Dr, Sun Prairie, WI 53590

    Image is representative of home; colors may vary. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

    Builder Photo

    Veridian Homes

    Builder

    1125 Hickory Hills Dr, Sun Prairie, WI 53590
  • /37

    $469,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,511 Sq Ft

    2534 Koshkonong Way, Sun Prairie, WI 53590

    Image is representative of home; colors may vary. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

    Builder Photo

    Veridian Homes

    Builder

    2534 Koshkonong Way, Sun Prairie, WI 53590

Showing Results 1 - 40, Page 1 of 2

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 ...

Frequently Asked Questions

Is Westside a good place to live?
Westside is a good place to live. Westside is considered somewhat walkable and bikeable. Westside is a cul de sac neighborhood. Westside has 1 park for recreational activities. It has a median age of 36. The average household income is $117,738 which is above the national average. College graduates make up 57.2% of residents. A majority of residents in Westside are renters, with 50.4% of residents renting and 49.6% 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 less safe than the average neighborhood in the United States. It received a crime score of 5 out of 10.
How much do you need to make to afford a house in Westside?
The median home price in Westside is $475,000. If you put a 20% down payment of $95,000 and had a 30-year fixed mortgage with an interest rate of 6.56%, your estimated principal and interest payment would be $2,420 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $104K a year to afford the median home price in Westside. The average household income in Westside is $118K.
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 53575.
What are the most popular neighborhoods near Westside, Sun Prairie, WI?
The most popular neighborhoods near Westside, Sun Prairie, WI are Northeast Madison, Westwynde, Central Sun Prairie, East Madison and Northern Sun Prairie.
Are home prices dropping in Westside?
Yes, home prices in Westside are down 1% in the last 12 months.

Home Trends in Westside, WI

Housing Trends

Median Sale Price
$454,000
Median Single Family Sale Price
$474,842
Median 2 Bedroom Sale Price
$300,000
Median 1 Bedroom Sale Price
$230,000
Average Price Per Sq Ft
$239
Number of Homes for Sale
45
Last 12 months Home Sales
142
Months of Supply
3.80
Median List Price
$475,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
0%
How to Buy a Home How to Finance a Home How to Sell a Home