Windsor, WI Homes

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  /70

  $874,900

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

  3403 Whistling Wind Way, Sun Prairie, WI 53590

  Perched in the hills of Migration Path Estates, this 4-bedroom, 3.5-bath home offers nearly 4,000 sq. ft. of thoughtfully designed living space. Oversized windows fill the open layout with natural light and capture scenic views throughout. Main level highlights include a sunroom, private office, and gourmet kitchen with XL island, walk-in pantry, and custom lockers. The 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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  /31

  $1,199 - $1,929 per month

  The Terraces of Windsor Crossing

  Studio - 3 Beds

  6640 N Towne Rd, Windsor, WI 53598

  The Terraces of Windsor Crossing set a new standard for luxury living in the village of Windsor, just minutes from DeForest. These modern, market-rate apartments offer a peaceful suburban setting while keeping you close to shopping, dining, and entertainment with just a short drive away from Madison, WI.Enjoy an active lifestyle with scenic walking, running, and biking trails woven

  6640 N Towne Rd, Windsor, WI 53598
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  /39

  $1,243,100 Sold Sep 24, 2025

  • 4,020 Sq Ft
  • $309/SF
  • 33 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 2025

  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
• 

  Est $726,064 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,495 Sq Ft

  6570 Pleasant Prairie Dr, Windsor, WI 53598

  6570 Pleasant Prairie Dr, 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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  /65

  $1,269 - $1,529 per month

  Terraces of Windsor Crossing 55+

  Studio - 2 Beds

  4299 N Towne Ct, Windsor, WI 53598

  Welcome to The Terraces 55+, a premier independent living community designed for those 55 and older seeking a vibrant, maintenance-free lifestyle. Nestled in Windsor, Wisconsin, a fast growing community, The Terraces offers the perfect blend of comfort, convenience, and connection. Just 12 minutes from Madison, residents enjoy easy access to big-city amenities while embracing the beauty of the

  4299 N Towne Ct, Windsor, WI 53598
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  /76

  $707,000 Sold Sep 19, 2025

  • 2,921 Sq Ft
  • $242/SF
  • 13 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 2019

  6573 Norski Ct, Deforest, WI 53598

  **UPDATE: No Open House 8/23-8/24. Stunning 5-bed, 3-bath exposed ranch on a quiet cul-de-sac in Pleasant Hill, within the Windsor/DeForest school district. This single-owner home features an open layout, bright kitchen with granite counters, Amish cabinetry, large island, and walk-in pantry. Enjoy expansive views from the cedar 3-season porch and deck, perfect for coffee or evening wind-downs.

  Brent Quade EXIT Professional Real Estate

  6573 Norski Ct, Deforest, WI 53598
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  /59

  Est $769,916 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,704 Sq Ft

  4117 Golden Wheat Run, Windsor, WI 53532

  4117 Golden Wheat Run, Windsor, WI 53532
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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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  /55

  $1,395 - $2,245 per month

  North Towne Homes

  1 - 3 Beds

  4320 N Towne Ct, Windsor, WI 53598

  Sign any 2BD lease before 8/31 and receive the first month rent FREE! Welcome to North Towne Homes in growing Windsor! This property consists of a 42-unit apartment building and six 3-plex townhouses. The apartments consist of multiple 1- and 2-bedroom floorplans. The townhouses include six 2-bedroom units (middle units) and twelve 3-bedroom units (end units).All the apartments

  4320 N Towne Ct, Windsor, WI 53598
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  /62

  $515,000 Sold Sep 18, 2025

  • 3,096 Sq Ft
  • $166/SF
  • 68 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2016

  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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  /32

  Est $558,613 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,961 Sq Ft

  4388 Scenic View Rd, Windsor, WI 53598

  4388 Scenic View Rd, Windsor, WI 53598
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  /34

  $295,000 Under Contract

  • 2 Beds
  • 1.5 Baths
  • 1,248 Sq Ft

  4469 2nd St, Windsor, WI 53598

  Perfect starter home or investment opportunity in the heart of Windsor! This sunny ranch offers 2 BRs,1.5 BAs & a large yard. The main bath features new LVP flooring, a modern vanity, & updated lighting. The spacious lower level is a true bonus, complete with a fireplace, full windows, and walkout access to a covered patio—ideal for entertaining or relaxing outdoors. The kitchen offers a unique

  Jannea Wood Stark Company, REALTORS

  4469 2nd St, Windsor, WI 53598
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  /50

  $1,800 - $1,850 per month

  Pleasant Hill Place

  2 Beds

  6556 Stack Dr, Windsor, WI 53598

  Welcome to your new home at Pleasant Hill Place—Windsor’s newest apartment community offering modern comfort and convenience. Nestled on the edge of the Pleasant Hill Estates neighborhood, our thoughtfully designed complex features 47 one- and two-bedroom units, perfect for individuals, couples, and small families alike.With construction we are not doing walkthroughs until June however

  6556 Stack Dr, Windsor, WI 53598
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  /49

  $660,000 Sold Sep 12, 2025

  • 3,074 Sq Ft
  • $215/SF
  • 4 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 2010

  3847 Combs Ct, Deforest, WI 53532

  Nestled in a country cul-de-sac on 1.5 acres this home is surrounded by trees & privacy! Custom built ranch is loaded with luxuries & space galore! With 3074 square feet, this home offers a soaring great room, 5 bedrooms, 3 full baths, a beautiful gourmet kitchen w/large pantry, drop station, & many built-ins! Fabulous finished LL walk out offers a large theater area plus wet bar, kitchenette

  Pam Venenga Stark Company, REALTORS

  3847 Combs Ct, Deforest, WI 53532
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  /14

  Est $686,350 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,900 Sq Ft

  6480 Revere Pass, de Forest, WI 53532

  6480 Revere Pass, de Forest, WI 53532
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  /49

  $544,900 Under Contract

  • 3 Beds
  • 3 Baths
  • 2,400 Sq Ft

  4531 E Oak Ln, Windsor, WI 53598

  Beautifully updated ranch in Windsor on a stunning 3⁄4+ acre lot! Over the past 4 years, this home has seen extensive remodeling—inside and out. Enjoy the professionally landscaped yard, complete with a custom brick patio, stone wall, landscape lighting, and gorgeous plantings. Inside, the open-concept layout features a fully remodeled kitchen,fully remodeled primary bath (3 yrs), new flooring

  Jason Needham Bunbury & Assoc, REALTORS

  4531 E Oak Ln, Windsor, WI 53598
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  /16

  $2,250 per month

  • 3 Beds
  • 2.5 Baths
  • 1,700 Sq Ft
  • Condo for Rent

  4357 Eagle Ridge Ln Unit 1, Windsor, WI 53598

  Property Id: 2144252Beautiful Townhouse in the heart of Waunakee! 3 bedrooms, 2.5 baths, 2nd Floor Laundry & 2 Car Attached Garage! Master Bedroom w/ master bath that has dual sinks & large walk-in closet. ! Plenty of storage in the basement! 1700 sq ft not including the unfinished basement. So plenty of storage!

  4357 Eagle Ridge Ln Unit 1, Windsor, WI 53598
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  /31

  $500,000 Sold Sep 12, 2025

  • 1,827 Sq Ft
  • $274/SF
  • 38 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2019

  4561 Golf Dr, Windsor, WI 53598

  Experience refined living in this exquisite 3-bedroom, 2-bath ranch condo overlooking the picturesque Lake Windsor Country Club. Built in 2019, the gourmet kitchen features quartz countertops, a walk-in pantry, and seamlessly flows into the 4-season room, complete with a cozy gas fireplace which is perfect for year-round relaxation. The spacious primary suite offers a tranquil retreat with a

  HANNAH LEMKE NEXTHOME PRIORITY

  4561 Golf Dr, Windsor, WI 53598
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  /22

  Est $630,171 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,057 Sq Ft

  4034 Taunton Rd, Windsor, WI 53598

  4034 Taunton Rd, Windsor, WI 53598
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  /53

  $705,000 Under Contract

  • 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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  /11

  $979 - $1,149 per month

  Coachlite Apartments

  Studio - 1 Bed

  6512 Lake Rd, Windsor, WI 53598

  6512 Lake Rd, Windsor, WI 53598
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  /36

  $529,900 Sold Sep 11, 2025

  • 2,736 Sq Ft
  • $194/SF
  • 63 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2025

  6671 Warner Farm Dr, Windsor, WI 53532

  New home in Bear tree! MVP $529,900-$539,000 4 bedroom & 3 bathrooms with quality finishes throughout. Some of the upgrades include 2 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 as well. See this beautiful home today.

  Josh Lamp Berkshire Hathaway HomeServices True Realty

  6671 Warner Farm Dr, Windsor, WI 53532
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  /19

  Est $570,571 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,369 Sq Ft

  4026 Taunton Rd, Windsor, WI 53598

  4026 Taunton Rd, Windsor, WI 53598
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  /68

  $800,000

  • 4 Beds
  • 4.5 Baths
  • 4,028 Sq Ft

  3419 Whistling Wind Way, Sun Prairie, WI 53590

  Located in highly sought-after Migration Path Estates, this stunning 4BR 3.5BA custom home offers 4,028 sq ft of living space on a private, wooded 0.69-acre lot. All four bedrooms are conveniently located on the upper level, along with a laundry room featuring a brand new washer and dryer. The main floor includes a dedicated office and spacious living areas. The finished lower level offers a

  Anthony Hudzinski Wisco Real Estate Sales

  3419 Whistling Wind Way, Sun Prairie, WI 53590
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  /28

  $589,763 Sold Sep 11, 2025

  • 1,972 Sq Ft
  • $299/SF
  • 194 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2025

  6635 Royal View Dr, Deforest, WI 53532

  Healthy, Energy-Efficient, NEW CONSTRUCTION, Built for the way YOU live! Move in ready, The Holly home plan opens to a spacious and welcoming front foyer, a flex space with french doors at the front of the home is perfect for a den or office. The open-concept living space is well-defined with a large open kitchen, dinette, and great room with vaulted ceiling and electric fireplace. The spacious

  Renee Bailey Tim O'Brien Homes LLC

  6635 Royal View Dr, Deforest, WI 53532
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  /75

  Est $596,284 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,899 Sq Ft

  4023 Taunton Rd, Windsor, WI 53598

  4023 Taunton Rd, Windsor, WI 53598
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  /89

  $599,900 Open Sat 12PM - 2PM

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

  4104 Painted Arabian Run, Deforest, WI 53532

  Seler offering a $3000 credit at closing. 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

  Tammy Shallberg Restaino & Associates

  4104 Painted Arabian Run, Deforest, WI 53532
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  /24

  $638,875 Sold Sep 08, 2025

  • 2,059 Sq Ft
  • $310/SF
  • 85 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2025

  6639 Royal View Dr, Deforest, WI 53532

  Healthy, Energy-Efficient, NEW CONSTRUCTION, Built for the way YOU live! Move-in ready. The Marigold home plan opens to a wide front foyer & flex space perfect for a den or office. The open-concept living space is well-defined with a large kitchen, dinette, and great room w/ cozy fireplace. The quartz countertops, range hood and large pantry make this kitchen a chef's dream. A large primary suite

  Renee Bailey Tim O'Brien Homes LLC

  6639 Royal View Dr, Deforest, WI 53532
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  /20

  Est $573,752 Not Listed For Sale

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

  4040 Taunton Rd, Windsor, WI 53598

  4040 Taunton Rd, Windsor, WI 53598
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  /84

  $1,550,000 Open Sun 11AM - 1PM

  • 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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  /25

  $655,000 Sold Sep 03, 2025

  • 2,689 Sq Ft
  • $244/SF
  • 15 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2017

  4399 Eagle Ridge Ln, Windsor, WI 53598

  New Listing! Showings start Thursday. Welcome to your dream retreat nestled in the heart of Windsor. This impressive 2,689sf ranch backs up to 60 acres of restored prairie, and features your own private backyard oasis with a salt-water pool! You'll love cooling off on those hot summer days! Inside you'll find an open floor plan, 9ft ceilings and beautiful views out every window. The finished walk

  Jason Geiger Geiger, Realtors

  4399 Eagle Ridge Ln, Windsor, WI 53598
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  /34

  Est $571,212 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,120 Sq Ft

  4036 Taunton Rd, Windsor, WI 53598

  4036 Taunton Rd, Windsor, WI 53598
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  /56

  $1,299,900 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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  /2

  $164,900 Sold Sep 03, 2025

  • Land
  • 0.29 Acre
  • $568,621 per Acre

  • 127 Days On Market

  6558 Vista Valley, Windsor, WI 53598

  Ready to build your dream condo? Make your next move to Pleasant Hill Estates in Windsor. Enjoy easy access to beautiful trails, parks & local amenities, plus the convenience of being just minutes from Lake Windsor Country Club, Pinseekers Golf Park, and the new Windsor Athletic Club. Unique opportunity to create a rare, tiny condo association-just you and your neighbor-avoid the hassles of a big

  Petr Kolarsky RE/MAX Preferred

  6558 Vista Valley, Windsor, WI 53598
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  /12

  Est $347,498 Not Listed For Sale

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

  7073 Parkside Cir, Deforest, WI 53532

  7073 Parkside Cir, Deforest, WI 53532
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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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  /11

  $444,000 Sold Aug 29, 2025

  • 1,917 Sq Ft
  • $232/SF
  • 62 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2015

  4374 Bent Grass Ct, Windsor, WI 53598

  Discover comfort and tranquility in this charming 3 bedroom, 2 bath home nestled on a quiet cul-de-sac within the desirable Prairie Creek subdivision. This delightful residence boasts an open concept living and kitchen area, perfect for entertaining and family gatherings. Enjoy the spaciousness and seamless flow, complemented by plenty of natural light. Step outside to a large, fenced backyard,

  Anthony Schey Lakeplace.com/Dane Arthur Real Estate Agency

  4374 Bent Grass Ct, Windsor, WI 53598
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  /69

  Est $599,287 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,160 Sq Ft

  4358 Memorial Cir, Windsor, WI 53598

  4358 Memorial Cir, 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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