102

Windsor Homes for Sale

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  • /23

    $409,900 Open Sun 1:30PM - 3PM

    • 3 Beds
    • 3.5 Baths
    • 2,090 Sq Ft

    6672 Church Hill Ct, Deforest, WI 53532

    Showings begin Sunday 8/31 @ 9:30am. Back on the market, Buyer financing fell through (at no fault of the Seller). This move in ready 2 story townhouse condo offers nearly 2,100 sq ft, 3 bedrooms, 3 1/2 bathrooms, open floor plan, bright & sunny living room with stone fireplace, kitchen with stainless steel appliances, island, solid surface countertops and pantry. Spacious dining area with patio

    Agent Photo

    Kelly Bennett

    First Weber Inc

    (888) 992-6395

    6672 Church Hill Ct, Deforest, WI 53532
  • /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.

    Builder Photo

    Lennar

    Builder

    3993 Banbury St Unit 36033748, Windsor, WI 53598
  • /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.

    Builder Photo

    Lennar

    Builder

    3993 Banbury St Unit 36033749, Windsor, WI 53598
  • /62

    $525,000

    • 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
  • /89

    $609,900

    • 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
  • /79

    $469,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,177 Sq Ft

    4148 Fox Forest Way, Deforest, WI 53532

    Spacious Townhome Condo ready to be customized. The spacious floorplan offers 2177 sq. ft. can be customized. Beautiful open floor plan w/Amish cabinetry, quartz countertops, luxury vinyl plank floors, fireplace, laundry/mudroom w/lockers, beautiful screened in porch or upgrade to 4 season porch. Upstairs includes 3 spacious bedrooms-primary w/vaulted ceiling, large walk-in closet, spacious bath

    Tammy Shallberg Restaino & Associates

    4148 Fox Forest Way, Deforest, WI 53532
  • /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

    Builder Photo

    Lennar

    Builder

    3993 Banbury St Unit 36033743, Windsor, WI 53598
  • /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.

    Builder Photo

    Lennar

    Builder

    3993 Banbury St Unit 36033745, Windsor, WI 53598
  • /45

    $599,900

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

    3997 Banbury St, Windsor, WI 53598

    Better Than New & Move-In Ready! Why wait to build when you can move right into this beautifully finished home in Windsor Crossing? This property offers numerous upgrades that set it apart from new construction, including stainless steel appliances, upgraded kitchen cabinet hardware, and professionally painted interior walls. You'll love the spacious extended patio, perfect for outdoor

    Kyle Broom Badger Realty Team

    3997 Banbury St, Windsor, WI 53598
  • /70

    $669,900

    • 4 Beds
    • 2.5 Baths
    • 2,820 Sq Ft

    4312 Autumn Fields Rd, Windsor, WI 53598

    Showings start 8/17. Modern two-story home on a quiet cul-de-sac with open concept living and abundant natural light! Quartz kitchen with island/breakfast bar, walk-in pantry, subway tile backsplash, cabinet accent lighting & GE stainless appliances. Expansive living room with gas fireplace plus sunroom, 2-story entry & 9’ ceilings. Upstairs: all bedrooms incl. oversized primary suite w/tray

    Chris Barreau MHB Real Estate

    4312 Autumn Fields Rd, Windsor, WI 53598
  • /67

    $585,000 Open Sun 1PM - 3PM

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

    4011 Shadows Ct, de Forest, WI 53532

    Nestled on a quiet cul-de-sac on a beautiful .75 acre wooded lot surrounded by trees, privacy and tranquility. This nearly 3000 sqft home offers a living room with cathedral ceiling and beams which opens to a screened in porch and large deck. There are 3 large bedrooms, 3.5 bathrooms, mahogany hardwood floors, a screened in porch, 2 balconies, 2 large decks, 2 wood burning fireplaces, new kitchen

    Matt Kornstedt Stark Company, REALTORS

    4011 Shadows Ct, de Forest, WI 53532
  • /50

    $649,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,929 Sq Ft

    4079 Whistle Rock Cir, Deforest, WI 53532

    Gorgeous New Ranch Home w/full walkout LL! welcoming front porch, large foyer open to huge open space w/cathedral ceilings, tons of natural light & living rm w/custom fireplace! Kitchen has oversized island, quartz countertops, tile backsplash, LVP flooring, large walk-in pantry & spacious dinette space & gorgeous screened in porch w/gorgeous pond view. Oversized laundry rm w/ walk-in-closet,

    Tammy Shallberg Restaino & Associates

    4079 Whistle Rock Cir, Deforest, WI 53532
  • /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.

    Builder Photo

    Veridian Homes

    Builder

    4031 Great Bridge Dr, Deforest, WI 53532
  • /10

    $624,900 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
  • /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

    Builder Photo

    Lennar

    Builder

    3993 Banbury St Unit 36033751, Windsor, WI 53598
  • 4049 Bear Tree Pkwy, Deforest, WI 53532

    $599,900 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,202 Sq Ft

    4049 Bear Tree Pkwy, 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.

    Builder Photo

    Veridian Homes

    Builder

    4049 Bear Tree Pkwy, Deforest, WI 53532
  • /70

    $739,900

    • 4 Beds
    • 3 Baths
    • 3,042 Sq Ft

    6612 Vista Valley, Windsor, WI 53598

    What a beautiful kitchen with all the amenities you could ask for. The open floor plan on this contemporary ranch is so spacious! The split floor plan is perfect for privacy. Primary bedroom is so relaxing with electric blackout shades and large shower. Enjoy grilling on the deck or patio - the seller added a gas line to the deck. The appliances are spectacular! The lower level family room and

    Paula Woodward First Weber Inc

    6612 Vista Valley, Windsor, WI 53598
  • /48

    $2,190,000

    • 3 Beds
    • 1 Bath
    • 928 Sq Ft

    6889 and 6897 N Towne Rd, Deforest, WI 53532

    Spectacular investment! Rare opportunity to own 36.78 acres in the Village of Deforest along North Towne & newer developments to the North & West closing in around it. South-the New Inter School. This heartfelt family estate has been owned since the 1960’s & 36 acres have been prime farmland for owner. Owners occupy 2 Ranch houses on this site and many outbuildings-a newer 60'x32' metal bldg, a

    Peggy Acker-Farber RE/MAX Preferred

    6889 and 6897 N Towne Rd, Deforest, WI 53532
  • /51

    $475,000

    • 3 Beds
    • 3.5 Baths
    • 1,997 Sq Ft

    4400 Singel Way, de Forest, WI 53532

    Discover the charm of this well cared for 4BR/3.5BA home in the desirable Deforest/Windsor! Enter inside to find updated LVP flooring leading you through the inviting main lvl boasting the living rm w/ large picture window, updated kitchen w/ all stainless appliances, quartz breakfast bar, tile backsplash, and dining area w/ walkout to your fenced in yard/patio perfect for outdoor dining! Find 3

    Kristin Shields MHB Real Estate

    4400 Singel Way, de Forest, WI 53532
  • /42

    $595,000 Open Sun 1PM - 3PM

    • 3 Beds
    • 3 Baths
    • 3,010 Sq Ft

    6890 Tuscan Ridge Cir, Deforest, WI 53532

    This ranch duplex lives like a single-family home, offering comfort, style, and quality throughout. The open layout creates a spacious feel, highlighted by beautiful hardwood floors that flow seamlessly though the main living areas. A modern kitchen features solid countertops, stainless appliances, and tasteful finishes, making it both functional and inviting for everyday living or entertaining.

    Chris Alexander NextHome Midwest

    6890 Tuscan Ridge Cir, Deforest, WI 53532
  • /51

    $469,900

    • 2 Beds
    • 2 Baths
    • 1,435 Sq Ft

    6493 Ridge View Way, Deforest, WI 53532

    Photos of custom finished condo-Introducing The Ridge at Fox Hill a beautiful new condo community overlooking beautiful ridge between Windsor & Sun Prairie within 4 miles of Costco, Woodman's, restaurants & bars. Zero barrier ranch style condo w/open floor plans, large kitchen w/Amish cabinetry, 6' island, quartz countertops, LVP flooring, pantry, white trim & doors, screened porch. Primary

    Tammy Shallberg Restaino & Associates

    6493 Ridge View Way, Deforest, WI 53532
  • /33

    $469,900

    • 2 Beds
    • 2 Baths
    • 1,435 Sq Ft

    6483 Ridge View Way, Deforest, WI 53532

    Photos are similar unit-Welcome to your dream home in the making! This fantastic ranch-style condo offers the perfect blend of elegance& comfort. Features you'll love Open Floor Plan: Seamless flow between living, dining, and kitchen spaces—ideal for entertaining or relaxing in style. Amish Cabinetry: Handcrafted, timeless woodwork that brings warmth and sophistication to your kitchen. (LVP)

    Tammy Shallberg Restaino & Associates

    6483 Ridge View Way, Deforest, WI 53532
  • /80

    $824,900

    • 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
  • /28

    $215,000

    • 2 Beds
    • 2 Baths
    • 1,098 Sq Ft

    6831 Parkside Cir, Deforest, WI 53532

    Join Parkside Village 55+ Retirement Community. Parkside Village offers Residents the opportunity to Purchase their unit through a Limited Life Estate Grant. Parkside Village offers numerous amenities: a clubhouse, library, fitness center, movie room, billiards room, common grilling station, on-site management and on-site maintenance, Common Area House Keeping. No property taxes! The monthly

    Alex Filkouski Madison Commercial Real Estate LLC

    6831 Parkside Cir, Deforest, WI 53532
  • /27

    $374,900

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

    4571 Linden Dr, Windsor, WI 53598

    Estate Sale! Home needs some repairs and is priced accordingly ($40,000 below recent appraisal) Remarkable opportunity across from Lake Windsor golf course. Spacious ranch home features 2 car attached garage and separate 24' deep 2 car detached garage and separate storage building. Interior highlights include grand entry foyer with slate floors, sunken living room, first floor family room

    Michael Gordon Restaino & Associates

    4571 Linden Dr, Windsor, WI 53598
  • /36

    $114,900

    • Land
    • 0.32 Acre
    • $359,062 per Acre

    L436 Bear Tree Pkwy, Deforest, WI 53532

    Phase 8 now available! Build with Design Custom Homes! Gorgeous homesites now available in Bear Tree Farms beautiful lots with lower level exposure, walkouts & many backing to pond/greenspace. This is a beautiful neighborhood to call home perfectly located between Windsor and Sun Prairie with quick access to interstate, hwy 51, Madison and minutes to Costco, Target, restaurants and shopping.

    Tammy Shallberg Restaino & Associates

    L436 Bear Tree Pkwy, Deforest, WI 53532
  • /36

    $121,900

    • Land
    • 0.32 Acre
    • $380,938 per Acre

    L446 Bear Tree Pkwy, Deforest, WI 53532

    Phase 8 now available! Build with Design Custom Homes! Gorgeous homesites now available in Bear Tree Farms beautiful lots with lower level exposure, walkouts & many backing to pond/greenspace. This is a beautiful neighborhood to call home perfectly located between Windsor and Sun Prairie with quick access to interstate, hwy 51, Madison and minutes to Costco, Target, restaurants and shopping.

    Tammy Shallberg Restaino & Associates

    L446 Bear Tree Pkwy, Deforest, WI 53532
  • /36

    $121,900

    • Land
    • 0.32 Acre
    • $380,938 per Acre

    L445 Bear Tree Pkwy, Deforest, WI 53532

    Phase 8 now available! Build with Design Custom Homes. Gorgeous homesites now available in Bear Tree Farms beautiful lots with lower level exposure, walkouts & many backing to pond/greenspace. This is a beautiful neighborhood to call home perfectly located between Windsor and Sun Prairie with quick access to interstate, hwy 51, Madison and minutes to Costco, Target, restaurants and shopping.

    Tammy Shallberg Restaino & Associates

    L445 Bear Tree Pkwy, Deforest, WI 53532
  • /36

    $114,900

    • Land
    • 0.32 Acre
    • $359,062 per Acre

    L434 Bear Tree Pkwy, Deforest, WI 53532

    Phase 8 now available! Build with Design Custom Homes! Gorgeous homesites now available in Bear Tree Farms beautiful lots with lower level exposure, walkouts & many backing to pond/greenspace. This is a beautiful neighborhood to call home perfectly located between Windsor and Sun Prairie with quick access to interstate, hwy 51, Madison and minutes to Costco, Target, restaurants and shopping.

    Tammy Shallberg Restaino & Associates

    L434 Bear Tree Pkwy, Deforest, WI 53532
  • /36

    $114,900

    • Land
    • 0.32 Acre
    • $359,062 per Acre

    L432 Bear Tree Pkwy, Deforest, WI 53532

    Phase 8 now available! Build with Design Custom Homes on gorgeous homesites now available in Bear Tree Farms beautiful lots with lower-level exposure, walkouts & many backing to pond/greenspace. This is a beautiful neighborhood to call home perfectly located between Windsor and Sun Prairie with quick access to interstate, hwy 51, Madison and minutes to Costco, Target, restaurants and shopping.

    Tammy Shallberg Restaino & Associates

    L432 Bear Tree Pkwy, Deforest, WI 53532
  • /36

    $124,900

    • Land
    • 0.32 Acre
    • $390,312 per Acre

    L429 Bear Tree Pkwy, Deforest, WI 53532

    Phase 8 now available! Build with Design Custom Homes! Gorgeous homesites now available in Bear Tree Farms beautiful lots with lower level exposure, walkouts & many backing to pond/greenspace. This is a beautiful neighborhood to call home perfectly located between Windsor and Sun Prairie with quick access to interstate, hwy 51, Madison and minutes to Costco, Target, restaurants and shopping.

    Tammy Shallberg Restaino & Associates

    L429 Bear Tree Pkwy, Deforest, WI 53532
  • /36

    $128,900

    • Land
    • 0.32 Acre
    • $402,812 per Acre

    L428 Bear Tree Pkwy, Deforest, WI 53532

    Phase 8 now available! Build with Design Custom Homes! Gorgeous homesites now available in Bear Tree Farms beautiful lots with lower level exposure, walkouts & many backing to pond/greenspace. This is a beautiful neighborhood to call home perfectly located between Windsor and Sun Prairie with quick access to interstate, hwy 51, Madison and minutes to Costco, Target, restaurants and shopping.

    Tammy Shallberg Restaino & Associates

    L428 Bear Tree Pkwy, Deforest, WI 53532
  • /36

    $134,900

    • Land
    • 0.32 Acre
    • $421,562 per Acre

    L415 Bear Tree Pkwy, Deforest, WI 53532

    Phase 8 now available! Gorgeous homesites now available in Bear Tree Farms beautiful lots with lower level exposure, walkouts & many backing to pond/greenspace. This is a beautiful neighborhood to call home perfectly located between Windsor and Sun Prairie with quick access to interstate, hwy 51, Madison and minutes to Costco, Target, restaurants and shopping. Neighborhood includes: Basketball

    Tammy Shallberg Restaino & Associates

    L415 Bear Tree Pkwy, Deforest, WI 53532
  • /36

    $134,900

    • Land
    • 0.32 Acre
    • $421,562 per Acre

    L412 Bear Tree Pkwy, Deforest, WI 53532

    Phase 8 now available! Design Custom Homes! Gorgeous homesites now available in Bear Tree Farms beautiful lots with lower level exposure, walkouts & many backing to pond/greenspace. This is a beautiful neighborhood to call home perfectly located between Windsor and Sun Prairie with quick access to interstate, hwy 51, Madison and minutes to Costco, Target, restaurants and shopping. Neighborhood

    Tammy Shallberg Restaino & Associates

    L412 Bear Tree Pkwy, Deforest, WI 53532
  • /7

    $130,900

    • Land
    • 0.25 Acre
    • $523,600 per Acre

    Lot 425 Whistle Rock Cir, Deforest, WI 53532

    Phase 8 now available! Gorgeous homesites now available in Bear Tree Farms, many backing to greenspace. This is a beautiful neighborhood to call home perfectly located between Windsor and Sun Prairie with quick access to interstate, Hwy 51, Madison and minutes to Costco, Target, restaurants and shopping. Neighborhood includes: Basketball courts, zip line, tennis courts, pickleball courts,

    Aeryn Barry Tim O'Brien Homes LLC

    Lot 425 Whistle Rock Cir, Deforest, WI 53532
  • /8

    $140,000

    • Land
    • 1.80 Acres
    • $77,778 per Acre

    L60 Forest Park Dr, Windsor, WI 53532

    Corner lot in the gorgeous Revere Trails subdivision. Located close to: Woodman’s, Target, COSTCO, groceries, restaurants, Walgreens, Cinema, Cabela's, Medical centers. Bring your dream home to life in a community that blends the best of nature with modern living.

    Jennifer Mendez Rodriguez Berkshire Hathaway HomeServices True Realty

    L60 Forest Park Dr, Windsor, WI 53532
  • /7

    $143,900

    • Land
    • 0.34 Acre
    • $423,235 per Acre

    Lot 454 Whistle Rock Cir, Deforest, WI 53532

    Phase 8 now available! Gorgeous homesites now available in Bear Tree Farms, many backing to greenspace. This is a beautiful neighborhood to call home perfectly located between Windsor and Sun Prairie with quick access to interstate, Hwy 51, Madison and minutes to Costco, Target, restaurants and shopping. Neighborhood includes: Basketball courts, zip line, tennis courts, pickleball courts,

    Aeryn Barry Tim O'Brien Homes LLC

    Lot 454 Whistle Rock Cir, Deforest, WI 53532
  • /7

    $134,900

    • Land
    • 0.44 Acre
    • $306,591 per Acre

    Lot 451 Whistle Rock Cir, Deforest, WI 53532

    Phase 8 now available! Gorgeous homesites now available in Bear Tree Farms, many backing to greenspace. This is a beautiful neighborhood to call home perfectly located between Windsor and Sun Prairie with quick access to interstate, Hwy 51, Madison and minutes to Costco, Target, restaurants and shopping. Neighborhood includes: Basketball courts, zip line, tennis courts, pickleball courts,

    Aeryn Barry Tim O'Brien Homes LLC

    Lot 451 Whistle Rock Cir, Deforest, WI 53532
  • /7

    $113,900

    • Land
    • 0.29 Acre
    • $392,759 per Acre

    Lot 442 Whistle Rock Cir, Deforest, WI 53532

    Phase 8 now available! Gorgeous homesites now available in Bear Tree Farms, many backing to greenspace. This is a beautiful neighborhood to call home perfectly located between Windsor and Sun Prairie with quick access to interstate, Hwy 51, Madison and minutes to Costco, Target, restaurants and shopping. Neighborhood includes: Basketball courts, zip line, tennis courts, pickleball courts,

    Aeryn Barry Tim O'Brien Homes LLC

    Lot 442 Whistle Rock Cir, Deforest, WI 53532

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Why Live in Windsor

Windsor, located 30 minutes north of Madison via Route 113, is a growing suburb attracting Wisconsin buyers. The neighborhood features two new subdivisions, Diamond Village and Bear Tree Farms, offering various house sizes and styles. Despite the new developments, Windsor retains a tucked-away feel with looping streets lined with ranch-style and split-level homes, shaded by mature spruce and fir trees. Homes showcase diverse architectural styles, including Greek Revival and Mid-Century Modernism, with most featuring two bedrooms and two-door garages. Windsor's schools are rated highly, with Windsor Elementary, Harvest Intermediate, DeForest Middle, and DeForest High noted for their afterschool programs and safety. The village boasts 16 parks, including the 22-acre Windsor Fireman’s Park, which hosts community events like Summer Movie Nights and Windsor Fest. Dining and shopping options are primarily found in nearby DeForest and Sun Prairie, with local favorites like BB Jack’s and Buck and Honey. For groceries, residents frequent Woodman’s Market, a Wisconsin-native chain, while larger stores like Costco, Target, and Walmart are 15 minutes away. Windsor is also planning a new downtown area, the Village Center of Windsor Crossing, to enhance business and housing opportunities. The area has a low crime risk compared to the national average, making it a safer choice for families.

Frequently Asked Questions

Is Windsor a good place to live?
Windsor is a good place to live. Windsor is considered very car-dependent and somewhat bikeable. Windsor has 6 parks for recreational activities. It is sparse in population with 0.6 people per acre and a median age of 39. The average household income is $129,121 which is above the national average. College graduates make up 41.5% of residents. A majority of residents in Windsor are home owners, with 27% of residents renting and 73% of residents owning their home. A local real estate agent serving Windsor can help you decide if this neighborhood is the right one for you. Learn more on our Windsor neighborhood guide.
How much do you need to make to afford a house in Windsor?
The median home price in Windsor is $560,000. If you put a 20% down payment of $112,000 and had a 30-year fixed mortgage with an interest rate of 6.56%, your estimated principal and interest payment would be $2,850 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $122K a year to afford the median home price in Windsor. The average household income in Windsor is $129K.
What are the best public schools in Windsor?
The best public schools that serve Windsor are:
What are the best private schools in Windsor?
The best private schools that serve Windsor are:
What are the most popular zip codes in Windsor, Windsor, WI?
The most popular zip codes in Windsor, Windsor, WI include 53532, 53598, 53590, 53575 and 53558.
What are the most popular neighborhoods near Windsor, Windsor, WI?
The most popular neighborhoods near Windsor, Windsor, WI are Westside, Westwynde, Northeast Madison, Northern Sun Prairie and Vandenburg Heights.

Home Trends in Windsor, WI

Housing Trends

Median Sale Price
$539,455
Median Single Family Sale Price
$563,990
Median 2 Bedroom Sale Price
$302,500
Average Price Per Sq Ft
$252
Number of Homes for Sale
73
Last 12 months Home Sales
175
Months of Supply
5.00
Median List Price
$560,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
3%
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