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Westside Homes for Sale

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  • /63

    $550,000

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

    3133 Pleasant St, Sun Prairie, WI 53590

    Back on market after being NEWLY remodeled & painted--CHECK IT OUT AGAIN!! Prime location--on bike path & a short walk to everything in Prairie Lakes (Costco!) With peaceful water & prairie views, enjoy watching the pond & take in the vistas of Northeast Park/playground thru huge picture windows on BOTH levels, not to mention looking over the amazing fenced backyard W/grapes, hops, fruit trees &

    Agent Photo

    Angi Ackard

    EXP Realty, LLC

    (608) 389-6584

    3133 Pleasant St, Sun Prairie, WI 53590
  • /5

    $95,000

    • Land
    • 0.16 Acre
    • $593,750 per Acre

    3118 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) 546-9386

    3118 Hope St, Sun Prairie, WI 53590
  • /5

    $95,000

    • Land
    • 0.16 Acre
    • $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
  • /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
  • /35

    $539,500

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

    3124 Harmony St, Sun Prairie, WI 53590

    Bright, energy-efficient 4-bedroom, 2.5-bath home in Sun Prairie’s Providence sub division. Open-concept main level perfect for everyday living and entertaining, featuring a gas fireplace and first-floor office. Stylish kitchen includes upgraded appliances, walk-in pantry, and island. Expansive unfinished basement is stubbed for a future bathroom, offering potential for a guest suite, rec room,

    Evan Rees Berkshire Hathaway HomeServices Local Realty

    3124 Harmony St, 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
  • /32

    $519,900

    • 3 Beds
    • 3.5 Baths
    • 2,930 Sq Ft

    2162 Rosenberg Ln, Sun Prairie, WI 53590

    This stunning, one-owner 3-bedroom, 3.5-bath home is packed with upgrades and personality in an up-and-coming Sun Prairie neighborhood. The heart of the home is the gourmet kitchen, featuring stainless steel appliances and a brand-new, eye-catching backsplash that brings serious wow factor perfect for entertaining or everyday luxury. Downstairs, the fully finished basement feels like a private

    Tony Kersten RE/MAX Service First

    2162 Rosenberg Ln, Sun Prairie, WI 53590
  • /58

    $525,000

    • 4 Beds
    • 4 Baths
    • 2,678 Sq Ft

    2610 Koshkonong Way, Sun Prairie, WI 53590

    Beautifully updated & move-in ready Smith’s Crossing stunner, just minutes from Costco & Target! Elevated atop the neighborhood, this modern 2-story will impress with its openness & natural light. The open-concept main level includes a sizable living room with an inviting gas fireplace, perfect for cozy movie nights or great conversations over drinks. Southern exposure provides plenty of

    Joe Shipley MHB Real Estate

    2610 Koshkonong Way, Sun Prairie, WI 53590
  • /17

    $515,900

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

    1248 Twisted Branch Way, Sun Prairie, WI 53590

    The Classicall Sawyer home features a smart, open layout and checks off all your boxes. 3 bedrooms, 2.5 bath with locally crafted cabinetry. Gourmet kitchen, with stainless steel appliances, quartz countertops. Master suite has a private bath, walk-in closet. 2-car garage with electric charger level 2 upgrade. Upgraded network cables by Cat 6, in all rooms. Retreat to your stamped concrete patio

    Reda Dauksys Weichert, Realtors - Great Day Group

    1248 Twisted Branch Way, Sun Prairie, WI 53590
  • 2582 Water Lily Cir, Sun Prairie, WI 53590

    $529,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,878 Sq Ft

    2582 Water Lily Cir, 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
    2582 Water Lily Cir, Sun Prairie, WI 53590
  • 2038 Leopold Way, Sun Prairie, WI 53590

    $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
  • /4

    $466,900 New Construction

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

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

    Ideal for gatherings, gadgets and relaxation. The Emerald offers smart features that cater to your every need. Congregate with family around the kitchen island, dock your devices at the Daily Station and re-charge yourself in its impressive Owner’s Suite. All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian Homes.

    Veridian Homes Builder
    1207 Crane Meadow Way Unit 36450354, 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
  • /19

    $484,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,660 Sq Ft

    1149 Hickory Hills Dr, 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
    1149 Hickory Hills Dr, Sun Prairie, WI 53590
  • /9

    $90,000

    • Land
    • 0.14 Acre
    • $642,857 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
  • /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
  • /17

    $449,900 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.

    Veridian Homes Builder
    1125 Hickory Hills Dr, Sun Prairie, WI 53590
  • /60

    $674,900

    • 4 Beds
    • 3.5 Baths
    • 2,744 Sq Ft

    1182 O'Keeffe Ave, Sun Prairie, WI 53590

    BETTER THAN NEW CONSTRUCTION! Skip the construction timelines with this stunning 2025-built ranch that feels brand new. The open layout is anchored by bright living room, creating an inviting atmosphere. Culinary enthusiasts will love the chef’s kitchen, featuring a functional breakfast bar and a walk-in pantry for effortless organization. The primary bedroom suite is complete with a private

    Matt Kornstedt Stark Company, REALTORS

    1182 O'Keeffe Ave, Sun Prairie, WI 53590
  • /68

    $473,800 New Construction

    • 3 Beds
    • 2 Baths
    • 1,572 Sq Ft

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

    One look at the owner’s suite in The Harlow and you’ll feel your pulse quicken... Featuring a private bath and a closet big enough to dance in. The kitchen showcases a large island for entertaining and a sunny set of patio doors for a quiet cup of coffee before your busy day begins. Welcome home to The Harlow. All prices, promotions and specifications are subject to change at any time without

    Veridian Homes Builder
    1207 Crane Meadow Way Unit 36789014, Sun Prairie, WI 53590
  • /57

    $497,400 New Construction

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

    The Sawyer Plan at Smiths Crossing - Smith's Crossing, 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 36789048, Sun Prairie, WI 53590
  • /40

    $459,900

    • 4 Beds
    • 2 Baths
    • 1,838 Sq Ft

    6090 Rattman Rd, Madison, WI 53718

    Discover this well maintained bi level home just 20 minutes from the Capitol, UW Madison, and local amenities. Offering 4 bedrooms, 2 full baths, and over 1,800 sq ft of living space, this home provides flexible options for families, guests, or entertaining. The open concept main level is filled with natural light and features a spacious living room plus a fully equipped kitchen with granite

    Crystal Hagedorn EXP Realty, LLC

    6090 Rattman Rd, Madison, WI 53718
  • /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

    $84,900

    • Land
    • 0.2 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
  • /55

    $637,500

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

    2893 Hazelnut Trail, Sun Prairie, WI 53590

    The State of Wisconsin "Fair Market Value" of this home was $661,100 in December of 2025. It's a 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

    Caleb Payne Madcityhomes.Com

    2893 Hazelnut Trail, Sun Prairie, WI 53590
  • /35

    $179,900

    • Studio
    • 1 Bath
    • 535 Sq Ft

    2581 Smith's Crossing Unit 312, Sun Prairie, WI 53590

    Welcome home to the most affordable condo in Sun Prairie! Close to everything, but tucked into quiet Smith's Crossing. Clean and neat with fresh paint and well cared for unit with new kitchen appliances, flooring in the kitchen and living room. new windows have been ordered and coming soon. Convenient underground parking with your stall close to the elevator. Property has carts to help bring

    Eric Castleberg EXP Realty, LLC

    2581 Smith's Crossing Unit 312, Sun Prairie, WI 53590
  • 2030 Leopold Way, Sun Prairie, WI 53590

    $499,900 New Construction

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

    2030 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
    2030 Leopold Way, 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
  • /35

    $375,000

    • 3 Beds
    • 3 Baths
    • 2,022 Sq Ft

    3155 Selkirk Dr, Sun Prairie, WI 53590

    Welcome home to this beautifully maintained 3-bedroom, 3-bathroom ranch duplex style condo in Sun Prairie! Step inside to an inviting open-concept layout featuring vaulted ceilings, a gas fireplace, and a seamless flow between the living, dining, and kitchen areas—perfect for both everyday living and entertaining. The main-level primary suite is a true retreat, complete with a private en suite

    Andie Uelmen Compass Real Estate Wisconsin

    3155 Selkirk Dr, 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
  • /19

    $734,900 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,782 Sq Ft

    2117 Winding Stream 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.

    Veridian Homes Builder
    2117 Winding Stream Way, 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
  • /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
  • /47

    $460,000 Open Sun 11AM - 1PM

    • 3 Beds
    • 4 Baths
    • 1,903 Sq Ft

    550 N Heatherstone Dr, Sun Prairie, WI 53590

    Meticulously cared for 3-bedroom home with expansive deck, huge yard, and finished basement. Located in the highly sought after Wyndham Hills neighborhood. Welcoming living room with gas fireplace, spacious kitchen and dining space with beautiful wood flooring. Plenty of natural sunlight fills each room. Primary bedroom with walk in closet and en-suite is the perfect place to wind down from a

    Jaclyn Cunningham First Weber Inc

    550 N Heatherstone Dr, Sun Prairie, WI 53590
  • /35

    $419,900

    • 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

    $299,900

    • 2 Beds
    • 2 Baths
    • 1,463 Sq Ft

    3027 Providence St Unit 4, Sun Prairie, WI 53590

    This is your 2026 dream! A condo with all the updates done for you and all you need to do is move in! The LG appliances are new in 2024. The Bosch dishwasher is so quiet! Cambria quartz counter tops. New washer and dryer in 2024.The A/C was replaced the summer of 2025. One of the best features - the walkout patio that looks out to green space and a walking path. Soft closing cabinets in the

    Paula Woodward First Weber Inc

    3027 Providence St Unit 4, Sun Prairie, WI 53590
  • /68

    $662,600 New Construction

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

    The Jackson Plan at Smiths Crossing - Smith's Crossing McCoy Addition, 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, promotions

    Veridian Homes Builder
    1207 Crane Meadow Way Unit 36789011, Sun Prairie, WI 53590
  • /16

    $509,900 New Construction

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

    1157 Hickory Hills Dr, 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
    1157 Hickory Hills Dr, 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

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 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 $484,900. If you put a 20% down payment of $97,000 and had a 30-year fixed mortgage with an interest rate of 6.11%, your estimated principal and interest payment would be $2,350 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $101K 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, Royal Oaks, Central Sun Prairie and Renstone.

Home Trends in Westside, WI

Housing Trends

Median Sale Price
$469,900
Median Single Family Sale Price
$480,000
Median 2 Bedroom Sale Price
$302,500
Median 1 Bedroom Sale Price
$230,000
Average Price Per Sq Ft
$242
Number of Homes for Sale
30
Last 12 months Home Sales
163
Months of Supply
2.20
Median List Price
$484,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
3%
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