Windsor, WI Houses for Sale

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  /70

  $898,000

  • 4 Beds
  • 3.5 Baths
  • 3,916 Sq Ft

  3403 Whistling Wind Way, Sun Prairie, WI 53590

  Perched in the scenic hills of Migration Path Estates, this thoughtfully designed home offers elevated living with natural light and flexible spaces throughout. The open layout flows beautifully, with oversized windows framing peaceful views. Enjoy a bright sunroom, private office, and gourmet kitchen with XL island, walk-in pantry, and custom lockers. The luxurious primary suite features a

  

  Jamie Foley

  Relish Realty

  (608) 597-1084

  3403 Whistling Wind Way, Sun Prairie, WI 53590
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  Explore Windsor

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  /73

  $1,275,000 Open Sat 12PM - 4PM

  • 4 Beds
  • 3 Baths
  • 4,108 Sq Ft

  1417 Serenity, Sun Prairie, WI 53590

  This beautifully crafted new ranch by Victory Homes of WI offers all you need—and more in a downsized dream home. Designed for comfort and style, it features a spacious open layout, private owner’s suite with spa-inspired bath, oversized tile shower, soaking tub, and custom walk-in closet. The chef’s kitchen is impressive with a large island, high-end appliances, and a walk-in pantry complete

  

  Keith McNeely

  First Weber Inc

  (608) 602-4147

  1417 Serenity, Sun Prairie, WI 53590
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  /53

  $705,000 Open Sat 12PM - 1:30PM

  • 4 Beds
  • 2.5 Baths
  • 2,674 Sq Ft

  4066 Eagle Mound Pass, Deforest, WI 53532

  This stunning new construction home features an exceptional blend of modern design and contemporary finishes. This spacious 4-bed, 2.5-bath residence boasts an open-concept layout, ideal for both entertaining and everyday living. Thoughtfully crafted with clean lines and sleek finishes, the home offers a warm and inviting atmosphere. The kitchen is a chef’s dream, equipped with a large center

  Matt Winzenried Realty Executives Cooper Spransy

  4066 Eagle Mound Pass, Deforest, WI 53532
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  /62

  $525,000 Open Sat 11AM - 1PM

  • 4 Beds
  • 3 Baths
  • 3,096 Sq Ft

  6647 Prairie Creek Rd, Windsor, WI 53598

  Best value in the area! One story living makes life & entertaining easy! Stone front, covered porch for relaxing & attention to design welcomes you! 9’ ceilings, open concept of maple kitchen, island/table dining & bright living room w/ gas fireplace. Step outside to 12’ x 30’ concrete patio for grilling & chilling. Split bedroom design grants primary suite privacy w/ double sinks, shower, linen

  Cody Shively First Weber Inc

  6647 Prairie Creek Rd, Windsor, WI 53598
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  /89

  $619,900

  • 4 Beds
  • 3 Baths
  • 2,595 Sq Ft

  4104 Painted Arabian Run, Deforest, WI 53532

  Better than new ranch home located in Bear Tree Farms across from greenspace/park. Beautiful open floor plan cathedral ceiling, w/large open kitchen w/island, quartz countertops, LVP, SS appliances, custom gas fireplace, mudroom, primary suite w/walk-in closet, walk-in tile shower, heated towel bars & shower. The LL is exposed w/plenty of natural light 2bdrns, full bath & storage. This gorgeous

  Tammy Shallberg Restaino & Associates

  4104 Painted Arabian Run, Deforest, WI 53532
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  /59

  $1,550,000 Open Sun 3PM - 5PM

  • 5 Beds
  • 4.5 Baths
  • 4,540 Sq Ft

  6835 Angelica Trail, Windsor, WI 53590

  Step inside this modern European Tudor on a private lot in a choice neighborhood. Less than 15 minutes from east side hospitals, shopping and restaurants. Here, every detail has been curated for elegance, from the steep roof pitches, custom beams, white oak flooring with an incredible layout. The main level is perfect for daily life and entertaining, featuring an open great room, home office,

  Cait Berry Berkshire Hathaway HomeServices True Realty

  6835 Angelica Trail, Windsor, WI 53590
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  /56

  $1,374,900 New Construction

  • 5 Beds
  • 3.5 Baths
  • 3,982 Sq Ft

  3327 Colton Way, Sun Prairie, WI 53590

  Timeless elegance abounds in this sprawling Parade ranch home. Vaulted cedar entry sets the tone for elevated craftsmanship throughout. Main level captivates w/ 11’ ceilings & expansive windows. Living room feat. gas fireplace w/ stone surround & built-ins. Enjoy chef’s kitchen w/ Cafe appliances, quartz counters, & walk-in pantry. Mudroom, laundry room & granite counter, and powder room make

  Brandon Buell Realty Executives Cooper Spransy

  3327 Colton Way, Sun Prairie, WI 53590
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  /27

  $624,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,907 Sq Ft

  Raleigh Plan at Windsor Crossing, Windsor, WI 53598

  This new two-story home is optimized for gracious living. On the first floor, a lovely living room and dining room are situated off the foyer, and an open-plan layout connects the family room, kitchen and breakfast room. A secluded study is perfect for work-from-home assignments. On the second floor, four bedrooms including the lavish owner’s suite are restful retreats. A highly desirable

  

  Lennar

  Builder

  3993 Banbury St Unit 36033743, Windsor, WI 53598
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  /26

  $578,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,612 Sq Ft

  Galveston Plan at Windsor Crossing, Windsor, WI 53598

  This new two-story home features an expansive design with a convenient three-car garage. The first floor offers a formal living and dining room that complement the casual family room and breakfast room, plus a gourmet kitchen and a private study. The second floor hosts three secondary bedrooms and an owner’s suite with a generously sized walk-in closet and luxe bathroom.

  

  Lennar

  Builder

  3993 Banbury St Unit 36033745, Windsor, WI 53598
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  /24

  $518,990 New Construction

  • 3 Beds
  • 2 Baths
  • 1,866 Sq Ft

  Siena II Plan at Windsor Crossing, Windsor, WI 53598

  Set among a single-level design, this home features a spacious foyer that leads directly into the family room, dining room and kitchen at the back of the residence. Three bedrooms offer plenty of space for small and growing families. The generous owner’s suite is host to a walk-in closet and an en-suite bathroom.

  

  Lennar

  Builder

  3993 Banbury St Unit 36033748, Windsor, WI 53598
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  /18

  $513,990 New Construction

  • 3 Beds
  • 2 Baths
  • 1,723 Sq Ft

  Rutherford II Plan at Windsor Crossing, Windsor, WI 53598

  This new single-story home was designed to suit active-adult lifestyles. It features an open design among the family room, dining room and kitchen, which offers a large center island. The covered front porch and back patio enhance outdoor enjoyment. Included are two secondary bedrooms and an owner’s suite tucked in a back corner of the home for privacy.

  

  Lennar

  Builder

  3993 Banbury St Unit 36033749, Windsor, WI 53598
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  /63

  $500,000 Open Sat 11AM - 1PM

  • 4 Beds
  • 2.5 Baths
  • 2,419 Sq Ft

  3229 Old Fox Run, Sun Prairie, WI 53590

  Nestled on over half an acre, this beautifully maintained 4-bed, 2.5-bath home offers the perfect blend of peaceful retreat and everyday convenience. With 2,419 sq ft of living space, all four bedrooms are located on the upper level, providing ideal separation from the main living areas. Recent updates include a new roof (2022), furnace (2021), and septic pump (2024). Step outside to an

  Andrew Genin Realty Executives Cooper Spransy

  3229 Old Fox Run, Sun Prairie, WI 53590
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  /63

  $474,900

  • 5 Beds
  • 3.5 Baths
  • 2,574 Sq Ft

  6316 Stonybrook Trace, Sun Prairie, WI 53590

  Updated Colonial with Burke's low taxes AND Sun Prairie schools! The main level offers flexible living spaces including a sun-filled living room, formal dining, cozy family room with fireplace, and an updated kitchen with newer LVP flooring and appliances. Step outside to enjoy a spacious backyard—perfect for gardening, playing, or relaxing under the trees. Upstairs you’ll find four generously

  Brandon Buell Realty Executives Cooper Spransy

  6316 Stonybrook Trace, Sun Prairie, WI 53590
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  /80

  $839,000

  • 3 Beds
  • 3.5 Baths
  • 2,768 Sq Ft

  6359 Forest Park Dr, Deforest, WI 53532

  Not a detail missed in this custom crafted 3BR/3.5BA home in Deforest's most desirable Revere Trails! Step inside to the expansive interior showcasing an ideal floor plan that seamlessly connects all living spaces incl in-home office, kitchen/dining, mudrm & screened in porch. Gourmet kitchen w/ top-tier apps, sleek countertops, walk-in pantry w/ built-ins & breakfast bar/island overlooking your

  Michael Weiss MHB Real Estate

  6359 Forest Park Dr, Deforest, WI 53532
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  $585,000 Open Sat 12PM - 2PM

  • 3 Beds
  • 3.5 Baths
  • 2,986 Sq Ft

  4011 Shadows Ct, de Forest, WI 53532

  LIVE UP TO YOUR EXPECTATIONS! Nestled among mature trees on a 3⁄4-acre lot, this 3 bed, 3.5 bath colonial home offers 3,000 sqft of space. The bright living room flows into both a formal dining room and casual dinette, with a kitchen ready for everyday living. Upstairs features three bedrooms, including a comfortable primary bedroom with ensuite bath. The lower level adds a rec room and an

  Matt Kornstedt Stark Company, REALTORS

  4011 Shadows Ct, de Forest, WI 53532
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  /34

  $595,000

  • 3 Beds
  • 2.5 Baths
  • 2,117 Sq Ft

  6655 Royal View Dr, Deforest, WI 53532

  Welcome to this exquisite Tim O'Brien ranch in DeForest's coveted Bear Tree Farms-better than new with upgrades including a wrought iron fence, custom California closet, decorative shiplap, and stylish blinds. Upon entering, you'll be greeted by a uniquely defined flex room, offering versatile space for your personal needs, whether it's an office or lounge. The wide, welcoming entryway leads you

  Marine Yoo Real Broker LLC

  6655 Royal View Dr, Deforest, WI 53532
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  /22

  $581,765 New Construction

  • 4 Beds
  • 3 Baths
  • 2,265 Sq Ft

  4013 Banbury St Unit 139, Windsor, WI 53598

  The Biscayne I Floor Plan by Lennar Homes is now available on Homesite #139 in Windsor Crossing, with an estimated move-in date of Nov/Dec 2025! This thoughtfully designed two-story home offers 4 bedrooms (1 on the main level, and 3 upstairs PLUS loft), 3 baths, and convenient second-floor laundry room. The open-concept layout features an expansive kitchen island, quartz countertops, luxury vinyl

  Emily Ostermiller First Weber Inc

  4013 Banbury St Unit 139, Windsor, WI 53598
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  /10

  $634,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,059 Sq Ft

  6719 Honey Bee Ct, Deforest, WI 53532

  Under Construction, completion September. Photos of similar model. Tim O'Brien Homes modern Marigold plan boasts a large flex room at the front of the home offers the perfect space for a den or office. Open living in the great room, dinette & kitchen. Quartz countertops and large pantry make this large kitchen a chef's dream. LVP flooring trhoughout main floor main living spaces. Cozy fireplace

  Aeryn Barry Tim O'Brien Homes LLC

  6719 Honey Bee Ct, Deforest, WI 53532
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  /24

  $583,990 New Construction

  • 4 Beds
  • 3 Baths
  • 2,509 Sq Ft

  Bryce Plan at Windsor Crossing, Windsor, WI 53598

  This new two-story home is a family-friendly haven with a first floor featuring an open design among the kitchen, breakfast room and family room. Ideal for hosting overnight guests, there is also a privately situated bedroom on the same level. Upstairs are a generously sized loft that adds shared living space, two secondary bedrooms and the owner’s suite. A versatile two-car garage completes the

  

  Lennar

  Builder

  3993 Banbury St Unit 36033751, Windsor, WI 53598
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  /6

  $604,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,281 Sq Ft

  6608 Grouse Woods Rd, Deforest, WI 53532

  Move in ready new construction. Photos of similar model. Tim O'Brien Homes Alpine plan opens into an impressive 2 story foyer. A large flex room at the front of the home offers the perfect space for a den or office. The kitchen and dining have a beautiful cathedral ceiling. Quartz countertops and range hood make this large kitchen a chef's dream. LVP flooring trhoughout main floor main living

  Aeryn Barry Tim O'Brien Homes LLC

  6608 Grouse Woods Rd, Deforest, WI 53532
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  /23

  $581,765 New Construction

  • 3 Beds
  • 2 Baths
  • 2,273 Sq Ft

  4013 Banbury St, Windsor, WI 53598

  

  Lennar

  Builder

  4013 Banbury St, Windsor, WI 53598
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  /19

  $599,900 New Construction

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

  4031 Great Bridge Dr, Deforest, WI 53532

  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

  4031 Great Bridge Dr, Deforest, WI 53532
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  /48

  $974,000 Open Sat 11AM - 1PM

  • 4 Beds
  • 3.5 Baths
  • 3,308 Sq Ft

  1421 Greenleaf Ct, Sun Prairie, WI 53590

  Welcome to your dream home! This gorgeous 2-story, high end custom home is located in the sought-after Serenity Estates subdivision, offering modern elegance and thoughtful design. Nestled right next to a beautiful pond, this home provides tranquil views and a serene setting. Featuring spacious living areas, a chef-inspired kitchen, and luxurious finishes throughout, this home is perfect for both

  Josh Lamp Berkshire Hathaway HomeServices True Realty

  1421 Greenleaf Ct, Sun Prairie, WI 53590
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  /16

  $384,500

  • 3 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  4611 Meadowlark Dr, Morrisonville, WI 53571

  Discover this delightful Morrisonville home on 0.3 acres. A cherished residence for 28 years, it features a beautifully updated kitchen (2021) and two refreshed bathrooms (2018). The roof was updated for lasting quality.

  Kathleen Bak Gates & Gables Realty

  4611 Meadowlark Dr, Morrisonville, WI 53571
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  /43

  $1,969,900

  • 5 Beds
  • 5 Baths
  • 5,612 Sq Ft

  3322 Colton Way, Sun Prairie, WI 53590

  Thoughtfully designed parade home by Marten Building & Design, full of awesome details like built-in Amish crafted cabinetry, heated bathroom floor, custom lighting, beams, stone fireplace & hardwood floors. Spacious, private homesite with beautiful unobstructed view of rolling hills. Natural light floods every room through oversized windows, creating a bright and inviting atmosphere. The kitchen

  Abby Marten Winterberry Realty, LLC.

  3322 Colton Way, Sun Prairie, WI 53590
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  /27

  $399,900

  • 3 Beds
  • 2 Baths
  • 1,744 Sq Ft

  4571 Linden Dr, Windsor, WI 53598

  Remarkable opportunity across from Lake Windsor golf course. Spacious ranch home on .85 acre lot features 2 car attached garage and separate 24' deep 2 car detached garage (man cave or she shed!) and separate storage building. Interior highlights include grand entry foyer with slate floors, sunken living room, first floor family room adjacent to kitchen and snack bar. Formal dining room, spacious

  Michael Gordon Restaino & Associates

  4571 Linden Dr, Windsor, WI 53598
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  /29

  $119,900

  • 1 Bed
  • 1 Bath
  • 654 Sq Ft

  4469 3rd St, Windsor, WI 53598

  Great opportunity for investor/contractor buyers. This home is located on a 0.2-acre parcel with convenient access to the amenities of De Forest and the surrounding area. The home will require significant work to restore it to good condition. A good-sized attached garage offers valuable storage, work and parking space. Located in the Village of Windsor, adjacent to De Forest, residents enjoy

  David Vander Schaaf Century 21 Affiliated

  4469 3rd St, Windsor, WI 53598
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  /44

  $389,900

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

  4610 Iroquois Trail, Morrisonville, WI 53571

  Looking to live within 30 mins of Madison, 2,000+ sqft, and a large yard? This 3-bedroom ranch in the quiet and friendly Morrisonville community checks all the boxes! All 3 bedrooms are on the main level with a full bath; the spacious primary features a private half bath & 2 large closets—ideal for a future walk-in shower or main-floor laundry. The bright kitchen offers an abundance of counter +

  Christine Cooper RE/MAX Preferred

  4610 Iroquois Trail, Morrisonville, WI 53571
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  /46

  $524,900 Open Sat 10AM - 12PM

  • 4 Beds
  • 2 Baths
  • 2,267 Sq Ft

  6605 Warner Farm Dr, Deforest, WI 53532

  Now Offered at a New Price! Discover incredible value in this beautiful 4-bed, 2-bath ranch in Bear Tree Farms, set on nearly 1⁄2 acre. This open-concept home features a sleek modern kitchen with quartz countertops, stainless steel appliances, and durable LVP flooring throughout the main level. The bright living room is filled with natural light and anchored by a cozy fireplace with mantle. From

  Amber Huemmer LPT Realty

  6605 Warner Farm Dr, Deforest, WI 53532
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  /73

  $1,150,000

  • 5 Beds
  • 3 Baths
  • 3,976 Sq Ft

  6612 Florance Ruth Ln, Sun Prairie, WI 53590

  PRICED UNDER ASSESSED VALUE ! ** OFFERRING $10K IN CLOSING CREDIT ** Custom-built home! COMPLETED DEC 2022, 5-bed /3-bath/ 3car HEATED garage. 3 HEATING ZONES w/ high-end finishes throughout. Nestled in the ONLY cul-de-sac in Windsor Gardens, you’ll enjoy the peaceful charm of country living just minutes from Sun Prairie. The perfect blend of privacy and convenience! Open-concept floor plan, , 2

  Alicia Navarrete Fathom Realty, LLC

  6612 Florance Ruth Ln, Sun Prairie, WI 53590
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  /34

  $1,100,000

  • 4 Beds
  • 3.5 Baths
  • 3,500 Sq Ft

  6697 Morning Dew Ln, Sun Prairie, WI 53590

  Construction to begin upon an accepted offer, photos of a similar model. Cornerstone Construction brings you a sprawling split-bedroom ranch home in desirable Windsor Gardens set on half acre lot featuring 2,400sqft on the main floor, great room, 4 bedrooms (with optional 5th), cozy screen porch with fireplace, theater room, and so much more. No detail is overlooked with custom finishes

  Michael Weiss MHB Real Estate

  6697 Morning Dew Ln, Sun Prairie, WI 53590
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  /58

  $519,900

  • 3 Beds
  • 2.5 Baths
  • 1,790 Sq Ft

  6556 Vista Valley Unit 2, Windsor, WI 53598

  Welcome to your dream condo! This brand-new, customizable 3-bedroom, 2 bath home offers soaring ceilings, an inviting four-season sunroom, and an open-concept design with a cozy fireplace. With construction starting upon a signed accepted offer, there’s still time to pick colors and finishes to make it truly yours. Model home available for showings. Enjoy easy access to beautiful trails, parks &

  Petr Kolarsky RE/MAX Preferred

  6556 Vista Valley Unit 2, Windsor, WI 53598
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  /58

  $519,900

  • 3 Beds
  • 2.5 Baths
  • 1,790 Sq Ft

  6558 Vista Valley Unit 1, Windsor, WI 53598

  Welcome to your dream condo! This brand-new, customizable 3-bedroom, 2 bath home offers soaring ceilings, an inviting four-season sunroom, and an open-concept design with a cozy fireplace. With construction starting upon a signed accepted offer, there’s still time to pick colors and finishes to make it truly yours. Model home available for showings. Enjoy easy access to beautiful trails, parks &

  Petr Kolarsky RE/MAX Preferred

  6558 Vista Valley Unit 1, Windsor, WI 53598
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  /33

  $549,900 Open Sun 11AM - 1PM

  • 4 Beds
  • 2.5 Baths
  • 2,736 Sq Ft

  6691 Warner Farm Dr, Deforest, WI 53532

  Home will be completed Sep 2025. New Construction in Bear tree Farm. MVP Pricing starts at $549,900-$559,900.4 bedroom & 3 bathrooms with quality finishes throughout. Some of the upgrades include 1 gas fireplace, quartz countertops, custom cabinets, and large picture windows. Home also features a lower level family room and finished, extra wide two plus car garage. All kitchen appliances included

  Josh Lamp Berkshire Hathaway HomeServices True Realty

  6691 Warner Farm Dr, Deforest, WI 53532
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  /90

  $1,500,000 Open Sat 9:30AM - 11PM

  • 5 Beds
  • 3.5 Baths
  • 4,333 Sq Ft

  3330 Colton Way, Sun Prairie, WI 53590

  One-of-a-kind Parade Home that perfectly captures the essence of Midwest meets Southwest. Where desert hues blend seamlessly w/classic heartland craftsmanship. This sprawling ranch home offers stunning panoramic views & an effortless connection to nature. Step inside to discover vaulted ceilings, an abundance of natural light, and thoughtful design elements. Playful wallpaper adds a touch of

  Erin Flesch MHB Real Estate

  3330 Colton Way, Sun Prairie, WI 53590
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  /39

  $1,249,900 Open Sun 12PM - 2PM

  • 5 Beds
  • 3.5 Baths
  • 4,020 Sq Ft

  3314 Colton Way, Sun Prairie, WI 53575

  Just Completed! Check out Bill Weber Jr. Homes 2025 Spring Parade Home! This home is sure to wow with its soaring ceilings, high end finishes, custom designs and attention to detail. Find Anderson casement windows, Auburn Ridge custom cabinets, LP SmartSide, custom closets by Tailored Living, design by LW Interiors, walkout basement that backs up to green space, Thermador appliances and so much

  Tristan Weber First Weber Inc

  3314 Colton Way, Sun Prairie, WI 53575
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  /25

  $498,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,052 Sq Ft

  Meadowlark Plan at Windsor Crossing, Windsor, WI 53598

  The first level of this two-story home is host to communal spaces, including a flex space off the foyer and an open floorplan shared among the family room, dining room and kitchen. A loft and three bedrooms can be found upstairs, two of which feature walk-in closets.

  

  Lennar

  Builder

  3993 Banbury St Unit 36033752, Windsor, WI 53598
• 

  

  /21

  $567,990 New Construction

  • 3 Beds
  • 2 Baths
  • 2,171 Sq Ft

  Ridgefield Plan at Windsor Crossing, Windsor, WI 53598

  This new single-story home showcases a stylish ranch layout with a three-car garage. An open-concept design seamlessly connects the family room, gourmet kitchen and breakfast room, which provides access to a beautiful covered patio. Two secondary bedrooms are situated off the foyer, and the luxe owner’s suite is tucked into a back corner for added privacy.

  

  Lennar

  Builder

  3993 Banbury St Unit 36033747, Windsor, WI 53598
• 

  

  /25

  $521,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,201 Sq Ft

  Starling Plan at Windsor Crossing, Windsor, WI 53598

  This two-story home provides modern comfort and ample room to grow. Upon entry is a flex room well-suited for hosting guests, followed by a spacious open layout for seamless family living and relaxing. Separate from the downstairs main living area, the second level hosts all four bedrooms to provide great personal space and privacy. The sprawling owner’s suite is a serene haven with a full-sized

  

  Lennar

  Builder

  3993 Banbury St Unit 36033744, Windsor, WI 53598
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  /26

  $563,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,265 Sq Ft

  Biscayne Plan at Windsor Crossing, Windsor, WI 53598

  This new two-story home offers ample space for the whole family to thrive. The first floor features a formal dining room as well as a casual open-concept family room, kitchen and breakfast room, plus a secluded study. Upstairs are a loft that adds shared living space and three bedrooms including the owner’s suite, which all have walk-in closets.

  

  Lennar

  Builder

  3993 Banbury St Unit 36033750, Windsor, WI 53598

Showing Results 1 - 40, Page 1 of 2

Why Live in Windsor

Windsor, WI, located 30 minutes north of Madison via Route 113, is a growing suburb that maintains a tucked-away charm. The village features two new subdivisions, Diamond Village and Bear Tree Farms, offering various house sizes and styles. Homes in Windsor typically include ranch-style and split-level designs with spacious lawns shaded by mature spruce and fir trees. Architectural styles range from Greek Revival to Midcentury Modernism, with most homes featuring two-car garages. Home sizes vary, with options from condos and duplexes to single-family homes with up to five bedrooms. The median home cost is around $549,000, with efforts to keep prices affordable through the construction of smaller homes. Windsor's schools are highly rated, with Windsor Elementary and Harvest Intermediate providing primary education and DeForest Middle and High Schools serving older students. The village boasts 16 parks, including the 22-acre Windsor Fireman’s Park, which hosts community events like Summer Movie Nights and Windsor Fest. Recreational facilities include basketball and pickleball courts, playgrounds, and splash pads. For dining and shopping, residents frequent nearby DeForest and Sun Prairie, with local favorites like BB Jack’s and Buck and Honey offering American comfort food. Essential shopping needs are met by stores like Costco, Target, and Walmart, all within a 15-minute drive, while Woodman’s Market is a preferred local grocery option. Plans for the Village Center of Windsor Crossing aim to enhance business and housing opportunities in the area.

Learn more about living in Windsor

Home Trends in Windsor, WI

On average, homes in Windsor, WI sell after 60 days on the market compared to the national average of 70 days. The median sale price for homes in Windsor, WI over the last 12 months is $649,900, up 22% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$649,900

Median Single Family Sale Price

$649,900

Average Price Per Sq Ft

$280

Number of Homes for Sale

5

Last 12 months Home Sales

100

Months of Supply

0.60

Median List Price

$649,900

Median Change From 1st List Price

0%

Median Home Sale Price YoY Change

22%