Westside Houses for Sale

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  /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.

  

  Debbie Lindquist

  Keller Williams Lake Country

  (608) 447-6269

  338 Bella Way, Sun Prairie, WI 53590
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  Explore Westside

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  /44

  $499,000

  • 4 Beds
  • 3.5 Baths
  • 2,456 Sq Ft

  2418 Leopold Way, Sun Prairie, WI 53590

  Enjoy stunning views of a nature preserve, pond, and Thoreau Park-one of the few homes in Smiths Crossing that offers this rare backdrop! Main level boasts an open-concept kitchen complete w/ quartz countertops, SS appliances, a sleek hood vent, and spacious island w/ breakfast bar seating. Just off the entryway, you'll find a flexible bonus room & stylish half bath, all enhanced by beautiful LVP

  Andy Kramer Redfin Corporation

  2418 Leopold Way, Sun Prairie, WI 53590
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  /57

  $500,000 Open Sun 12PM - 1:30PM

  • 3 Beds
  • 2 Baths
  • 1,577 Sq Ft

  1261 Crane Meadow Way, Sun Prairie, WI 53590

  Back on the market at no fault to the seller. Wow!! Built in 2022 & handled with love & care! Stepping inside this 3-bedroom ranch feels like you're in a brand new home. You'll enjoy 9' ceilings & an abundance of natural light throughout. An open concept floor plan offers split bedrooms for maximum convenience. Gorgeous, large kitchen featuring island, quartz countertops, shaker-style cabinets.

  Chanell Abing Coldwell Banker Real Estate Group

  1261 Crane Meadow Way, Sun Prairie, WI 53590
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  /2

  $519,900

  • 4 Beds
  • 3 Baths
  • 2,456 Sq Ft

  167 N Heatherstone Dr, Sun Prairie, WI 53590

  Showings start 8/28. More pictures coming. Located in the desirable Weybridge subdivision, this exceptional ranch-style home offers an abundance of space & natural light. The main level features three bedrooms, including a primary suite with a luxurious, spa-inspired bathroom & a generous walk-in closet. A dedicated laundry room offers ample storage space. The contemporary kitchen is accented by

  Gail Rutkowski Century 21 Affiliated

  167 N Heatherstone Dr, Sun Prairie, WI 53590
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  /2

  $559,900 New Construction

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

  1221 Orchid Petal Dr, Sun Prairie, WI 53590

  Move-in Ready 11/5/25! This Everest home features a smart, open layout and checks off all your boxes. 4 bedrooms, 2.5 baths with locally crafted cabinetry, and painted trim and doors throughout. Gourmet kitchen w/ island and stainless appliances. Owner’s Suite has a private bath, walk-in closet, and tray ceiling. 2-car garage. Retreat to your deck for some R&R. To top it off, this home offers a

  Paul Treige Stark Company, REALTORS

  1221 Orchid Petal Dr, Sun Prairie, WI 53590
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  /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.

  

  Veridian Homes

  Builder

  2564 Koshkonong Way, Sun Prairie, WI 53590
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  /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.

  

  Veridian Homes

  Builder

  1133 Hickory Hills Dr, Sun Prairie, WI 53590
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  /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.

  

  Veridian Homes

  Builder

  2560 Water Lily Cir, Sun Prairie, WI 53590
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  /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.

  

  Veridian Homes

  Builder

  2535 Water Lily Cir, Sun Prairie, WI 53590
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  /68

  $522,500 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

  

  Veridian Homes

  Builder

  1207 Crane Meadow Way Unit 36789014, Sun Prairie, WI 53590
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  /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.

  

  Veridian Homes

  Builder

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

  

  Veridian Homes

  Builder

  1207 Crane Meadow Way Unit 36789037, Sun Prairie, WI 53590
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  /4

  $515,000 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
• 

  $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.

  

  Veridian Homes

  Builder

  2543 Water Lily Cir, 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.

  

  Veridian Homes

  Builder

  1157 Hickory Hills Dr, Sun Prairie, WI 53590
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  /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
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  /44

  $500,000 Open Sun 12:30PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 2,456 Sq Ft

  326 N Heatherstone Dr, Sun Prairie, WI 53590

  Welcome home to your perfect retreat! This is the one you've been waiting for! From the moment you walk in, you’ll fall in love with the airy, updated spaces—gleaming new floors, freshly painted white trim, a stunning new kitchen with white cabinets, high end stainless appliances, quartz counters, and a cozy stone fireplace for quiet nights in. Step onto the new composite deck and soak in the

  Jo Ferraro EXP Realty, LLC

  326 N Heatherstone Dr, Sun Prairie, WI 53590
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  /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
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  /68

  $699,000

  • 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
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  /32

  $399,900

  • 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
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  /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
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  /2

  $444,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,827 Sq Ft

  2146 Winding Stream Way, Sun Prairie, WI 53590

  Move-in Ready 8/25/25! 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 $185 covers lawn mowing, fertilization, and snow removal; plus, a la carte seasonal services are available for a separate rate. This Grayson home features a smart, open layout and checks off all your boxes. 3 bedrooms, 2.5 baths

  Kyle Wachter Stark Company, REALTORS

  2146 Winding Stream Way, Sun Prairie, WI 53590
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  /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.

  

  Veridian Homes

  Builder

  1125 Hickory Hills Dr, Sun Prairie, WI 53590
• 

  

  /19

  $494,900 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.

  

  Veridian Homes

  Builder

  1214 Orchid Petal Dr, Sun Prairie, WI 53590
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  /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.

  

  Veridian Homes

  Builder

  2534 Koshkonong Way, Sun Prairie, WI 53590
• 

  

  /4

  $479,000 New Construction

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

  The Emerald Plan at Smiths Crossing - Smith's Crossing, 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 36789063, Sun Prairie, WI 53590
• 

  

  /4

  $451,300 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,638 Sq Ft

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

  FUNCTIONAL AND FASHIONABLE. The Morris provides modern day ease with its welcoming foyer and gorgeous great room that spans into the spacious kitchen. Throw in a load of laundry while you master your Mother’s recipe, then retreat upstairs to your secluded and sophisticated owner’s suite for the rest and relaxation you deserve. With an open, airy and convenient floor plan, you won’t have to go

  

  Veridian Homes

  Builder

  1207 Crane Meadow Way Unit 36789061, 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,

  

  Veridian Homes

  Builder

  1207 Crane Meadow Way Unit 36789011, Sun Prairie, WI 53590
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  /30

  $440,500 New Construction

  • 3 Beds
  • 2 Baths
  • 1,503 Sq Ft

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

  Meet The Caroline. A friendly front porch and fabulous foyer invite you to slip off your shoes and settle in. The Caroline is ready to lend you a helping hand, offering up ample prep space for your next Instagram-worthy dinner creation. Welcome home to The Caroline.All prices, promotions and specifications are subject to change at any time without notice based on the discretion of Veridian

  

  Veridian Homes

  Builder

  1207 Crane Meadow Way Unit 36789055, Sun Prairie, WI 53590
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  /64

  $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

  

  Veridian Homes

  Builder

  1207 Crane Meadow Way Unit 36789048, Sun Prairie, WI 53590
• 

  

  /4

  $456,600 New Construction

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

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

  The Beryl, great for entertaining, even better for living. Laughter will flow freely throughout its open floor plan, hors d’oeuvres will fly quickly off the kitchen island and mingling will commence within the great room.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 36789056, Sun Prairie, WI 53590
• 

  

  /5

  $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

  There’s no getting around it, The Hudson was made for life. And with life, comes stuff and things. But have no fear, The Hudson has all the storage you’ll need to keep your stuff and things out of sight and guests impressed. Leaving you with more time to enjoy your company... and dessert.All prices, promotions and specifications are subject to change at any time without notice based on the

  

  Veridian Homes

  Builder

  1207 Crane Meadow Way Unit 36453777, Sun Prairie, WI 53590
• 

  

  /4

  $488,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,061 Sq Ft

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

  Ready to whip up a meal that competes with Martha Stewart? Then you’ll love this kitchen. Or hunker down with a bowl of buttery popcorn and catch an old Jimmy Stewart movie in your PJs? Then this spacious great room will take you away to better days. The Stewart is ideal for channeling your inner Martha, Jimmy, Jon, or even Rod—whether it’s a quiet night at home or a fun cookout with

  

  Veridian Homes

  Builder

  1207 Crane Meadow Way Unit 36502878, Sun Prairie, WI 53590
• 

  

  /68

  $497,300 New Construction

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

  The Harlow Plan at Smiths Crossing - Smith's Crossing, 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

  

  Veridian Homes

  Builder

  1207 Crane Meadow Way Unit 36482532, Sun Prairie, WI 53590
• 

  

  /18

  $499,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,713 Sq Ft

  2168 Winding Stream Way, Sun Prairie, WI 53590

  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 $185 covers lawn mowing, fertilization, and snow removal; plus, a la carte seasonal services are available for a separate rate. This Archer home features a smart, open layout and checks off all your boxes. 3 bedrooms, 2 baths with locally crafted

  Scott Kramer Stark Company, REALTORS

  2168 Winding Stream Way, Sun Prairie, WI 53590
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  /36

  $825,000 Open Sun 1:15PM - 2:45PM

  • 5 Beds
  • 3.5 Baths
  • 3,265 Sq Ft

  2352 Lonnie Ct, Sun Prairie, WI 53590

  Lender Paid 1-0 Loan Buydown! Ask Aaron for details. This beautiful new construction 5-bedroom 4 Bath ranch home checks all the boxes! Located in the quiet Serenity Estates cul-de-sac Neighborhood, this 3,265 sqft home presents a spacious main level entertaining area with a the 36 ft long upper patio, a warm fireplace & 10' vaulted ceilings. Travel downstairs to enjoy the large entertaining

  Jo Ferraro EXP Realty, LLC

  2352 Lonnie Ct, Sun Prairie, WI 53590
• 

  $539,900 New Construction

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

  2553 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.

  

  Veridian Homes

  Builder

  2553 Koshkonong Way, Sun Prairie, WI 53590
• 

  $453,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,503 Sq Ft

  1174 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

  1174 Hickory Hills Dr, Sun Prairie, WI 53590
• 

  $449,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,690 Sq Ft

  1244 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.

  

  Veridian Homes

  Builder

  1244 Orchid Petal Dr, Sun Prairie, WI 53590
• 

  $609,899 New Construction

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

  2522 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.

  

  Veridian Homes

  Builder

  2522 Water Lily Cir, 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 ...

Learn more about living in Westside

Home Trends in Westside, WI

On average, homes in Westside, Sun Prairie sell after 47 days on the market compared to the national average of 52 days. The median sale price for homes in Westside, Sun Prairie over the last 12 months is $455,000, up 1% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$455,000

Median Single Family Sale Price

$479,438

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

46

Last 12 months Home Sales

143

Months of Supply

3.90

Median List Price

$479,900

Median Change From 1st List Price

0%

Median Home Sale Price YoY Change

1%