Westside Homes

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  $415,000

  Open Sat 12PM - 2PM

  • 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

  

  Greskelly Diaz Penaranda

  EXP Realty, LLC

  3140 Rebel Dr, Sun Prairie, WI 53590
• Explore Westside

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  /53

  Starting at $1,359 Per Month

  • Studio - 2 Beds

  2965 Hoepker Rd, Sun Prairie, WI 53590

  NEW CONSTRUCTION: Brand new apartment homes available now!The Preserve is located in the booming Prairie Lakes area in Sun Prairie. Conveniently located near everything you need from grocery shopping to a movie at Marcus Palace Cinema, Cabela's and more. You may find yourself not wanting to go far with the resort style amenities including granite countertops, private patios and balconies, a

  The Preserve at Prairie Lakes

  

  2965 Hoepker Rd, Sun Prairie, WI 53590
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  /2

  $646,494

  Sold Apr 28, 2026

  2514 Water Lily Cir, Sun Prairie, WI 53590

  • 3 Beds
  • 4 Baths
  • 2,339 Sq Ft
  • Built 2026

  Last Sold Summary

  • $276/SF
  • 0 Days On Market

  Last Listing Agent Paul Treige Stark Company, REALTORS

  2514 Water Lily Cir, Sun Prairie, WI 53590
• 

  

  

  /19

  Est $307,461

  Not Listed For Sale

  2998 Triumph Dr Unit 8, Sun Prairie, WI 53590

  • 2 Beds
  • 2 Baths
  • 1,483 Sq Ft
  • Built 2003

  2998 Triumph Dr Unit 8, Sun Prairie, WI 53590

  Last Sold Summary

  • 82 Days On Market

  Last Listing Agent Frank Pohlkamp Assist 2 Sell Homes 4 You Realty
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  /46

  $514,900

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

  1320 Blazingstar Ln, Sun Prairie, WI 53590

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

  

  Tami McFarlane

  Restaino & Associates

  1320 Blazingstar Ln, Sun Prairie, WI 53590
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  /30

  Starting at $1,299

  Total Monthly Price

  • 1 - 2 Beds

  2500 Jenny Wren Trail, Sun Prairie, WI 53590

  Jenny Wren Place is a residential community featuring market rate apartments in Sun Prairie, Wisconsin. These one- and two-bedroom apartments are thoughtfully designed with beautiful amenities, such as stainless-steel appliances, front-loading full-size washer and dryers, large closet space, quartz countertops, an EV charging station, relaxing courtyard with grills, and detached garages. Jenny

  Jenny Wren Place

  

  2500 Jenny Wren Trail, Sun Prairie, WI 53590
• 

  /2

  $505,964

  Sold Oct 31, 2025

  1208 Orchid Petal Dr, Sun Prairie, WI 53590

  • 3 Beds
  • 2 Baths
  • 1,503 Sq Ft
  • Built 2025

  Last Sold Summary

  • $337/SF
  • 0 Days On Market

  Last Listing Agent Jerome Goeden Stark Company, REALTORS

  1208 Orchid Petal Dr, Sun Prairie, WI 53590
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  /58

  Est $495,160

  Not Listed For Sale

  178 Weybridge Dr, Sun Prairie, WI 53590

  • 3 Beds
  • 4 Baths
  • 2,454 Sq Ft
  • Built 2004

  178 Weybridge Dr, Sun Prairie, WI 53590

  Last Sold Summary

  • 10 Days On Market

  Last Listing Agent Patrick Reese EXIT Professional Real Estate
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  /38

  $410,000

  Open Sat 11AM - 1PM $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,051 Sq Ft

  248 Tall Grass Trail, Sun Prairie, WI 53590

  Welcome home to this beautifully updated, move in ready home filled with natural light and inviting spaces! A welcoming foyer leads into the open main level, where vaulted ceilings and large windows create a bright, airy feel. The recently renovated kitchen shines with quartz countertops, stainless steel appliances and stylish finishes, while newer carpet, LVP flooring and updated lighting add a

  

  Paula Dollard

  Bunbury & Assoc, REALTORS

  248 Tall Grass Trail, Sun Prairie, WI 53590
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  /44

  Starting at $1,575 Per Month

  • Studio - 2 Beds

  2480 Jenny Wren Trail, Sun Prairie, WI 53590

  Van Buren West offers luxury, brand new studio, one, and two bedroom apartments in south Sun Prairie, WI. You'll enjoy living in a modern, pet-friendly apartment with a full suite of stainless-steel appliances, wood-plank flooring, quartz countertops, and high-end finishes. Each home has a full-size washer, dryer, A/C, and walk-in closets.Van Buren West offers several amenities to elevate your

  Van Buren West

  

  2480 Jenny Wren Trail, Sun Prairie, WI 53590
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  /41

  $637,500

  Sold Mar 06, 2026

  354 Crescendo Dr, Sun Prairie, WI 53590

  • 4 Beds
  • 3 Baths
  • 2,801 Sq Ft
  • Built 2017

  Last Sold Summary

  • 2% Below List Price
  • $228/SF
  • 40 Days On Market

  Current Estimated Value $656,319

  Last Listing Agent Deann Schneider Build Realty Network, LLC

  354 Crescendo Dr, Sun Prairie, WI 53590
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  /47

  Est $934,911

  Not Listed For Sale

  335 Bella Way, Sun Prairie, WI 53590

  • 4 Beds
  • 3.5 Baths
  • 3,867 Sq Ft
  • Built 2018

  335 Bella Way, Sun Prairie, WI 53590

  Last Sold Summary

  • 35 Days On Market

  Last Listing Agent Debbie Lindquist Real Broker LLC
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  /62

  $550,000

  Pending

  • 4 Beds
  • 3 Baths
  • 2,728 Sq Ft

  3273 Bookham Dr, Sun Prairie, WI 53590

  Spacious home with great natural lighting tucked away in a quiet neighborhood. The main level has wood flooring throughout and is great for entertaining, offering a large kitchen with lots of updates including all new appliances and plenty of counter space. The dining area and deck are laid out perfectly for hosting a BBQ. There is also a sunny dining room/office. Upstairs are 3 of the bedrooms,

  Joe Copeland Realty Executives Cooper Spransy

  3273 Bookham Dr, Sun Prairie, WI 53590
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  Starting at $1,245 Per Month

  • Studio - 3 Beds

  1351 Okeeffe Ave, Sun Prairie, WI 53590

  Experience elegant, pet-friendly apartments at Van Buren Place Apartment Homes in Sun Prairie, WI. Choose from studio, 1, and 2-bedroom apartments featuring open floor plans, hardwood-style flooring, and gourmet kitchens with granite countertops and stainless-steel appliances. Select homes offer private patios or balconies, fireplaces, and private entrances. You can also access desirable

  Van Buren Place

  

  1351 Okeeffe Ave, Sun Prairie, WI 53590
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  /47

  $445,000

  Sold Nov 14, 2025

  564 N Heatherstone Dr, Sun Prairie, WI 53590

  • 4 Beds
  • 2.5 Baths
  • 1,800 Sq Ft
  • Built 1999

  Last Sold Summary

  • 3% Below List Price
  • $247/SF
  • 17 Days On Market

  Current Estimated Value $464,073

  Last Listing Agent Michael Leeson Realty Executives Cooper Spransy

  564 N Heatherstone Dr, Sun Prairie, WI 53590
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  /46

  Not Listed For Sale

  1121 O'Keeffe Ave, Sun Prairie, WI 53590

  • 3 Beds
  • 2.5 Baths
  • 1,526 Sq Ft
  • Built 2018

  1121 O'Keeffe Ave, Sun Prairie, WI 53590

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Greta Drammeh Accord Realty
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  $515,000

  Under Contract

  • 4 Beds
  • 3 Baths
  • 2,776 Sq Ft

  391 N Heatherstone Dr, Sun Prairie, WI 53590

  An oversized covered front porch sets the tone before you even step inside 391 N Heatherstone Drive. Walk in and this ranch-style home keeps everything on one level: a bright, flexible dining room that doubles as a home office, and a primary suite tucked away from the other bedrooms with its own ensuite bath and a spacious walk-in closet. Every wall, ceiling, and exterior door has been freshly

  Cait Berry Real Broker LLC

  391 N Heatherstone Dr, Sun Prairie, WI 53590
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  /50

  Starting at $1,199 Per Month

  • Studio - 2 Beds

  2525 Ironwood Dr, Sun Prairie, WI 53590

  Beautiful development located in beautiful Sun Prairie. With just a short drive to downtown Madison, Iron Gate is a hot spot for city goers and suburbanites alike. In this prime location, you will find everything you need within a short walk or quick ride. At Iron Gate, you will find that the luxurious amenities are endless. Spend your free-time getting away by our sparkling pool, working out in

  Iron Gate

  2525 Ironwood Dr, Sun Prairie, WI 53590
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  /62

  $637,500

  Sold Jun 15, 2026

  1198 Gracing Oaks Ln, Sun Prairie, WI 53590

  • 4 Beds
  • 2.5 Baths
  • 2,797 Sq Ft
  • Built 2017

  Last Sold Summary

  • 2% Above List Price
  • $228/SF
  • 4 Days On Market

  Current Estimated Value $638,424

  Last Listing Agent Jamie Foley Relish Realty

  1198 Gracing Oaks Ln, Sun Prairie, WI 53590
• 

  

  /41

  Est $359,493

  Not Listed For Sale

  3074 Triumph Dr Unit 4, Sun Prairie, WI 53590

  • 3 Beds
  • 2.5 Baths
  • 2,045 Sq Ft
  • Built 2016

  3074 Triumph Dr Unit 4, Sun Prairie, WI 53590

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent Alejandra Torres Lauer Realty Group, Inc.
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  /85

  $925,000

  • 5 Beds
  • 3.5 Baths
  • 3,912 Sq Ft

  2331 Butterfly Cir, Sun Prairie, WI 53590

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

  Veronica Isham Stark Company, REALTORS

  2331 Butterfly Cir, Sun Prairie, WI 53590
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  /50

  Starting at $1,214 Per Month

  • Studio - 3 Beds

  650 Spring St, Sun Prairie, WI 53590

  Springs at Sun Prairie is a gated, garden-style apartment community in Sun Prairie, Wisconsin, near Madison. Residents enjoy private entry living with an in-home washer/dryer, a private balcony or patio, and a professional onsite team. Springs at Sun Prairie offers studio, one, two, and three bedroom floor plans. Pricing varies by floor plan, lease length, and availability. The community is

  Springs At Sun Prairie

  

  650 Spring St, Sun Prairie, WI 53590
• 

  

  /63

  $528,000

  Sold Apr 15, 2026

  3133 Pleasant St, Sun Prairie, WI 53590

  • 4 Beds
  • 3 Baths
  • 1,976 Sq Ft
  • Built 2018

  Last Sold Summary

  • 4% Below List Price
  • $267/SF
  • 147 Days On Market

  Current Estimated Value $525,008

  Last Listing Agent Angi Ackard EXP Realty, LLC

  3133 Pleasant St, Sun Prairie, WI 53590
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  /41

  Est $553,397

  Not Listed For Sale

  1168 Twisted Branch Way, Sun Prairie, WI 53590

  • 3 Beds
  • 2 Baths
  • 1,852 Sq Ft
  • Built 2018

  1168 Twisted Branch Way, Sun Prairie, WI 53590

  Last Sold Summary

  • 26 Days On Market

  Last Listing Agent Matt Kornstedt Stark Company, REALTORS
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  /74

  $450,000

  • 3 Beds
  • 2 Baths
  • 1,504 Sq Ft

  1264 Crane Meadow Way, Sun Prairie, WI 53590

  Skip the wait & expense of new construction! This beautifully maintained 2022 ranch home in desirable Smith's Crossing II offers the benefits of a newer home without the construction timeline. The open-concept main level features a spacious great room, stylish kitchen with dark cabinetry, large island & abundant workspace, plus a dining area that flows seamlessly into the living space. The

  Lisa Engel RE/MAX Preferred

  1264 Crane Meadow Way, Sun Prairie, WI 53590
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  /45

  Starting at $1,289 Per Month

  • Studio - 2 Beds

  2911 Blue Aster Blvd, Sun Prairie, WI 53590

  The Abbey is nestled in the desirable booming Prairie Lakes area of Sun Prairie. Conveniently located near everything you need from grocery shopping to a movie at Marcus Palace Cinema. You may find yourself not wanting to go far with the endless resort style amenities including high end finishes, private patio or balcony, a sparkling salt water pool and state of the art fitness center including a

  The Abbey

  

  2911 Blue Aster Blvd, Sun Prairie, WI 53590
• 

  

  /44

  $385,000

  Sold Sep 25, 2025

  3095 Rebel Dr, Sun Prairie, WI 53590

  • 3 Beds
  • 3 Baths
  • 2,150 Sq Ft
  • Built 2000

  Last Sold Summary

  • 1% Below List Price
  • $179/SF
  • 14 Days On Market

  Current Estimated Value $401,017

  Last Listing Agent MHB Real Estate Team MHB Real Estate

  3095 Rebel Dr, Sun Prairie, WI 53590
• 

  

  /52

  Est $705,951

  Not Listed For Sale

  187 Caraway Place, Sun Prairie, WI 53590

  • 5 Beds
  • 3.5 Baths
  • 3,414 Sq Ft
  • Built 2018

  187 Caraway Place, Sun Prairie, WI 53590

  Last Sold Summary

  • 8 Days On Market

  Last Listing Agent Daniel Tenney MHB Real Estate
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  /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
• 

  

  /23

  Starting at $1,495 Per Month

  • Studio - 2 Beds

  1850 Summerfield Way, Sun Prairie, WI 53590

  Van Buren East Apartments offers luxury, pet-friendly apartments in Sun Prairie, WI. Choose from various studio, 1, and 2-bedroom apartments featuring gourmet kitchens with stainless steel appliances and quartz countertops. Enjoy spacious bedrooms with walk-in closets, upscale bathrooms, and the convenience of in-unit washer and dryer. You'll have access to desirable amenities like a

  Van Buren East

  

  1850 Summerfield Way, Sun Prairie, WI 53590
• 

  

  /31

  $330,000

  Sold Nov 21, 2025

  3111 Prospect Dr, Sun Prairie, WI 53590

  • 3 Beds
  • 2.5 Baths
  • 1,568 Sq Ft
  • Built 2004

  Last Sold Summary

  • 1% Below List Price
  • $210/SF
  • 4 Days On Market

  Current Estimated Value $339,592

  Last Listing Agent Erik Rasmuson Rock Realty

  3111 Prospect Dr, Sun Prairie, WI 53590
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  /63

  Not Listed For Sale

  2584 Red Bud Ln, Sun Prairie, WI 53590

  • 4 Beds
  • 2.5 Baths
  • 2,557 Sq Ft
  • Built 2018

  2584 Red Bud Ln, Sun Prairie, WI 53590

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Matt Deadman Real Broker LLC
• 

  

  /17

  $519,900

  New Construction $10K PRICE DROP Pending

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

  2019 Leopold Way, Sun Prairie, WI 53590

  This Sawyer home features a thoughtfully designed, open-concept layout ideal for modern living. Offering 3 bedrooms, 2.5 baths, and a 2-car garage, this home showcases locally made, custom Auburn Ridge® cabinetry, doors, and trim crafted to last. The stylish kitchen includes a center island, quartz countertops, and quality finishes from trusted brands like Kohler®, Moen®, and Shaw®. Durable

  Veronica Isham Stark Company, REALTORS

  2019 Leopold Way, Sun Prairie, WI 53590
• 

  

  /50

  Starting at $1,489 Per Month

  • 1 - 2 Beds

  885 Garden Dr, Sun Prairie, WI 53590

  Hickory Pointe is a wonderful location set on the outskirts of Sun Prairie. Conveniently located a short distance from everything you need, including grocery stores, restaurants and the booming Prairie Lakes shopping and entertainment area. This is a great location in relation to both Sun Prairie and Madison. Hickory Pointe is a short 2 miles from downtown Sun Prairie and just 4 minutes from

  Hickory Pointe

  885 Garden Dr, Sun Prairie, WI 53590
• 

  

  /16

  $479,900

  Sold Jun 05, 2026

  2038 Leopold Way, Sun Prairie, WI 53590

  • 2 Beds
  • 2 Baths
  • 1,536 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $312/SF
  • 21 Days On Market

  Current Estimated Value $483,347

  Veridian Homes Smiths Crossing - Smith's Crossing McCoy Addition

  2038 Leopold Way, Sun Prairie, WI 53590
• 

  

  /8

  Est $555,175

  Not Listed For Sale

  2720 Hazelnut Trail, Sun Prairie, WI 53590

  • 6 Beds
  • Built 2023

  2720 Hazelnut Trail, Sun Prairie, WI 53590

  Last Sold Summary

  • 18 Days On Market

  Last Listing Agent Phani Palety Real Broker LLC
• 

  

  /44

  $524,900

  $15K PRICE DROP Under Contract

  • 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
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  /40

  Starting at $1,159 Per Month

  • Studio - 2 Beds

  801 O'Keeffe Ave, Sun Prairie, WI 53590

  Hunter’s Creek is an exceptional apartment community only a short distance from everything you’ll need. This property features beautiful studio, 1-bedroom, loft styles, and 2-bedroom apartments. You’ll experience quiet, clean, apartment living surrounded by walking paths and ponds. Underground parking is included and you will not find a better affordable apartment living experience. Contact us to

  Hunter's Creek

  

  801 O'Keeffe Ave, Sun Prairie, WI 53590
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  /54

  $625,000

  Sold Aug 17, 2026

  129 N Legacy Way, Sun Prairie, WI 53590

  • 4 Beds
  • 3.5 Baths
  • 2,806 Sq Ft
  • Built 2022

  Last Sold Summary

  • $223/SF
  • 2 Days On Market

  Current Estimated Value $635,511

  Last Listing Agent Josh Page Sprinkman Real Estate

  129 N Legacy Way, Sun Prairie, WI 53590
• 

  

  /40

  Est $527,722

  Not Listed For Sale

  3250 Prospect Dr, Sun Prairie, WI 53590

  • 3 Beds
  • 2 Baths
  • 1,870 Sq Ft
  • Built 2017

  3250 Prospect Dr, Sun Prairie, WI 53590

  Last Sold Summary

  • 68 Days On Market

  Last Listing Agent Deann Schneider Build Realty Network, LLC

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