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Windsor, WI Homes for Sale

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  • 3327 Colton Way, Sun Prairie, WI 53590
    3327 Colton Way, Sun Prairie, WI 53590
    3327 Colton Way, Sun Prairie, WI 53590
    /56

    $1,250,000 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
  • 4079 Whistle Rock Cir, Deforest, WI 53532
    4079 Whistle Rock Cir, Deforest, WI 53532
    4079 Whistle Rock Cir, Deforest, WI 53532
    /85

    $659,900 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 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/ mudroom w/ walk-in-closet, primary

    Tammy Shallberg Restaino & Associates

    4079 Whistle Rock Cir, Deforest, WI 53532
  • 3419 Whistling Wind Way, Sun Prairie, WI 53590
    3419 Whistling Wind Way, Sun Prairie, WI 53590
    3419 Whistling Wind Way, Sun Prairie, WI 53590
    /68

    $775,000

    • 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 4.5BA 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
  • 4066 Eagle Mound Pass, Deforest, WI 53532
    4066 Eagle Mound Pass, Deforest, WI 53532
    4066 Eagle Mound Pass, Deforest, WI 53532
    /53

    $700,000

    • 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
  • L23 Colton Way, Windsor, WI 53590
    L23 Colton Way, Windsor, WI 53590
    L23 Colton Way, Windsor, WI 53590
    /21

    $249,000

    • Land
    • 0.62 Acre
    • $401,613 per Acre

    L23 Colton Way, Windsor, WI 53590

    Lot 23 Windsor Gardens. 2026 Parade of Homes site! Large country estate lots. Neighborhood features rolling country side views, basketball/tennis court, baseball diamond, state-of-the-art park equipment, a park pavilion and walking trails!

    Kristin Lemke Wisconsin Real Estate Prof, LLC

    L23 Colton Way, Windsor, WI 53590
  • Lot 439 Whistle Rock Cir, Deforest, WI 53532
    Lot 439 Whistle Rock Cir, Deforest, WI 53532
    Lot 439 Whistle Rock Cir, Deforest, WI 53532
    /7

    $113,900

    • Land
    • 0.25 Acre
    • $455,600 per Acre

    Lot 439 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 439 Whistle Rock Cir, Deforest, WI 53532
  • L17 Kyla Brooke Ln, Sun Prairie, WI 53590
    L17 Kyla Brooke Ln, Sun Prairie, WI 53590
    L17 Kyla Brooke Ln, Sun Prairie, WI 53590
    /21

    $229,000

    • Land
    • 0.59 Acre
    • $388,136 per Acre

    L17 Kyla Brooke Ln, Sun Prairie, WI 53590

    Lot 17 Windsor Gardens. 2026 Parade of Homes site! Large country estate lots. Neighborhood features rolling country side views, basketball/tennis court, baseball diamond, state-of-the-art park equipment, a park pavilion and walking trails!

    Kristin Lemke Wisconsin Real Estate Prof, LLC

    L17 Kyla Brooke Ln, Sun Prairie, WI 53590
  • L120 Blue Victoria Dr, Sun Prairie, WI 53590
    L120 Blue Victoria Dr, Sun Prairie, WI 53590
    L120 Blue Victoria Dr, Sun Prairie, WI 53590
    /21

    $239,000

    • Land
    • 0.82 Acre
    • $291,463 per Acre

    L120 Blue Victoria Dr, Sun Prairie, WI 53590

    Lot 120 Windsor Gardens. 2025 Parade of Homes site! Large country estate lots. Neighborhood features rolling country side views, basketball/tennis court, baseball diamond, state-of-the-art park equipment, a park pavilion and walking trails!

    Kristin Lemke Wisconsin Real Estate Prof, LLC

    L120 Blue Victoria Dr, Sun Prairie, WI 53590
  • L118 Naomi Trail, Sun Prairie, WI 53590
    L118 Naomi Trail, Sun Prairie, WI 53590
    L118 Naomi Trail, Sun Prairie, WI 53590
    /20

    $239,000

    • Land
    • 0.73 Acre
    • $327,397 per Acre

    L118 Naomi Trail, Sun Prairie, WI 53590

    Lot 118 Windsor Gardens. 2025 Parade of Homes site! Large country estate lots. Neighborhood features rolling country side views, basketball/tennis court, baseball diamond, state-of-the-art park equipment, a park pavilion and walking trails!

    Kristin Lemke Wisconsin Real Estate Prof, LLC

    L118 Naomi Trail, Sun Prairie, WI 53590
  • 19 Acres Wisconsin 19, Deforest, WI
    19 Acres Wisconsin 19, Deforest, WI
    19 Acres Wisconsin 19, Deforest, WI
    /14

    $1,495,000

    • Land
    • 19.93 Acres
    • $75,013 per Acre

    19 Acres Wisconsin 19, Deforest, WI

    19.93 acres of prime development land just east of the Token Creek intersection (Portage Rd. and Hwy 19) between Sun Prairie and DeForest/Waunakee! This 19 acres was previously approved as Rain Garden Village, a residential subdivision featuring 29 single family home sites approximately 1⁄2 to 3⁄4 acre in size on well and septic with several private wooded lots. The site is currently unimproved,

    Luke Lestikow First Weber, Inc

    19 Acres Wisconsin 19, Deforest, WI
  • L21 Kyla Brooke Ln, Sun Prairie, WI 53590
    L21 Kyla Brooke Ln, Sun Prairie, WI 53590
    L21 Kyla Brooke Ln, Sun Prairie, WI 53590
    /21

    $249,000

    • Land
    • 0.79 Acre
    • $315,190 per Acre

    L21 Kyla Brooke Ln, Sun Prairie, WI 53590

    Lot 21 Windsor Gardens. 2026 Parade of Homes site! Large country estate lots. Neighborhood features rolling country side views, basketball/tennis court, baseball diamond, state-of-the-art park equipment, a park pavilion and walking trails!

    Kristin Lemke Wisconsin Real Estate Prof, LLC

    L21 Kyla Brooke Ln, Sun Prairie, WI 53590
  • 4396 Low Countries Rd, de Forest, WI 53532
    4396 Low Countries Rd, de Forest, WI 53532
    4396 Low Countries Rd, de Forest, WI 53532
    /58

    $499,000

    • 4 Beds
    • 2.5 Baths
    • 2,011 Sq Ft

    4396 Low Countries Rd, de Forest, WI 53532

    Holiday Wish List home in Holland Fields! Welcome to this refreshed 2 story home boasting 4 bedrooms (all up!) & 2.5 baths. A quaint front porch perfect for cups & conversations. Main floor space packs a punch w/NEW SS kitchen appliances, sink, faucet & countertops in the kitchen, a formal dining room, cozy fireplace in the living room for winter nights ahead & a flex/office space to fit your

    Ashley Pilarowski Century 21 Affiliated

    4396 Low Countries Rd, de Forest, WI 53532
  • L119 Naomi Trail, Sun Prairie, WI 53590
    L119 Naomi Trail, Sun Prairie, WI 53590
    L119 Naomi Trail, Sun Prairie, WI 53590
    /20

    $239,000

    • Land
    • 0.76 Acre
    • $314,474 per Acre

    L119 Naomi Trail, Sun Prairie, WI 53590

    Lot 119 Windsor Gardens. 2025 Parade of Homes site! Large country estate lots. Neighborhood features rolling country side views, basketball/tennis court, baseball diamond, state-of-the-art park equipment, a park pavilion and walking trails!

    Kristin Lemke Wisconsin Real Estate Prof, LLC

    L119 Naomi Trail, Sun Prairie, WI 53590
  • Lot 420 Whistle Rock Cir, Deforest, WI 53532
    Lot 420 Whistle Rock Cir, Deforest, WI 53532
    Lot 420 Whistle Rock Cir, Deforest, WI 53532
    /7

    $130,900

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

    Lot 420 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 420 Whistle Rock Cir, Deforest, WI 53532
  • 4237 Cortland Ct, Windsor, WI 53598
    4237 Cortland Ct, Windsor, WI 53598
    4237 Cortland Ct, Windsor, WI 53598
    /34

    $420,000

    • 3 Beds
    • 3.5 Baths
    • 2,131 Sq Ft

    4237 Cortland Ct, Windsor, WI 53598

    Welcome to this beautifully maintained 3-Bedroom, 3.5 Bathroom home in a 10 year old building, offering peace of mind with all major components, including the roof and furnace being relatively new. Enjoy effortless living with lawn care and snow removal handled by the condo association. Step outside onto your private deck overlooking a serene park and natural area, perfect for spotting deer and

    Mike Coke EXP Realty, LLC

    4237 Cortland Ct, Windsor, WI 53598
  • L2 Blue Victoria Dr, Sun Prairie, WI 53590
    L2 Blue Victoria Dr, Sun Prairie, WI 53590
    L2 Blue Victoria Dr, Sun Prairie, WI 53590
    /21

    $299,000

    • Land
    • 1.07 Acres
    • $279,439 per Acre

    L2 Blue Victoria Dr, Sun Prairie, WI 53590

    Lot 2 CSM Windsor Gardens. 2025 Parade of Homes site! Large country estate lots. Neighborhood features rolling country side views, basketball/tennis court, baseball diamond, state-of-the-art park equipment, a park pavilion and walking trails!

    Kristin Lemke Wisconsin Real Estate Prof, LLC

    L2 Blue Victoria Dr, Sun Prairie, WI 53590
  • Lot 409 Whistle Rock Cir, Deforest, WI 53532
    Lot 409 Whistle Rock Cir, Deforest, WI 53532
    Lot 409 Whistle Rock Cir, Deforest, WI 53532
    /7

    $129,900

    • Land
    • 0.26 Acre
    • $499,615 per Acre

    Lot 409 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 409 Whistle Rock Cir, Deforest, WI 53532
  • 6660 Ramshorn Dr, Deforest, WI 53532
    6660 Ramshorn Dr, Deforest, WI 53532
    /2

    $624,900 New Construction

    • 4 Beds
    • 3 Baths
    • 2,580 Sq Ft

    6660 Ramshorn Dr, Deforest, WI 53532

    Selene Homes offers their Dolomite floor plan on Lot 243 in popular Bear Tree subdivision! The Dolomite is a sprawling 2,580sf ranch home offering 4 bedrooms and 3 full baths! Huge open concept living area with tall ceilings, a formal entry and open staircase to the lower level. The kitchen offers furniture grade dovetailed soft-close cabinets, granite countertops, stainless steel appliances

    Ryan Petry Keller Williams Realty Signature

    6660 Ramshorn Dr, Deforest, WI 53532
  • L138 Colton Way, Sun Prairie, WI 53590
    L138 Colton Way, Sun Prairie, WI 53590
    L138 Colton Way, Sun Prairie, WI 53590
    /27

    $975,000

    • 4 Beds
    • 3 Baths
    • 3,208 Sq Ft

    L138 Colton Way, Sun Prairie, WI 53590

    Building Will Start at Signed Building Contract. 6-9 Month Build. Make all your choices with little hassle. Open-concept main level is airy & bright w/ample light and windows. Beautiful great room features vaulted ceiling & floor-to-ceiling stone fp. Showstopping kitchen–sleek Quartz counters, SS apps, & custom Amish cabinetry. Serene primary suite w/vaulted ceiling boasts luxurious en suite

    Molli Babler Keller Williams Realty

    L138 Colton Way, Sun Prairie, WI 53590
  • 6636 Morning Dew Ln, Windsor, WI 53590
    6636 Morning Dew Ln, Windsor, WI 53590
    6636 Morning Dew Ln, Windsor, WI 53590
    /5

    $1,850,000

    • 5 Beds
    • 4.5 Baths
    • 5,123 Sq Ft

    6636 Morning Dew Ln, Windsor, WI 53590

    New construction home by KH homes expected completion January 2026. Located in the Windsor Gardens neighborhood this stunning new construction home offers privacy and comfort. This coastal inspired home features sweeping roof lines and charming details. Step inside the thermal paneled double front doors to an expansive living area that is open yet defined. Designer touches of arches, stonework,

    Alexander Degnan Berkshire Hathaway HomeServices True Realty

    6636 Morning Dew Ln, Windsor, WI 53590
  • 6683 Warner Farm Dr, Deforest, WI 53532
    6683 Warner Farm Dr, Deforest, WI 53532
    6683 Warner Farm Dr, Deforest, WI 53532
    /43

    $549,900

    • 4 Beds
    • 3 Baths
    • 2,640 Sq Ft

    6683 Warner Farm Dr, Deforest, WI 53532

    Home will be completed Nov 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 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

    Josh Lamp Berkshire Hathaway HomeServices True Realty

    6683 Warner Farm Dr, Deforest, WI 53532
  • Lot 1 Whistling Wind Way, Sun Prairie, WI 53590
    Lot 1 Whistling Wind Way, Sun Prairie, WI 53590
    Lot 1 Whistling Wind Way, Sun Prairie, WI 53590
    /11

    $134,900

    • Land
    • 0.77 Acre
    • $175,195 per Acre

    Lot 1 Whistling Wind Way, Sun Prairie, WI 53590

    Priced below assessed value! Last chance to build in Migration Path Estates. Build your dream home in this rural subdivision conveniently located just outside of Sun Prairie. The 3/4 acre lot offers a great position to have sunset views of the rolling countryside. Endless possibilities await including lower level walkout. Sun Prairie schools!

    Seth Peterson Realty Executives Cooper Spransy

    Lot 1 Whistling Wind Way, Sun Prairie, WI 53590
  • Lot 454 Whistle Rock Cir, Deforest, WI 53532
    Lot 454 Whistle Rock Cir, Deforest, WI 53532
    Lot 454 Whistle Rock Cir, Deforest, 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
  • L2 Kyla Brooke Ln, Sun Prairie, WI 53590
    L2 Kyla Brooke Ln, Sun Prairie, WI 53590
    L2 Kyla Brooke Ln, Sun Prairie, WI 53590
    /21

    $219,000

    • Land
    • 0.67 Acre
    • $326,866 per Acre

    L2 Kyla Brooke Ln, Sun Prairie, WI 53590

    Lot 2 Windsor Gardens. 2026 Parade of Homes site! Large country estate lots. Neighborhood features rolling country side views, basketball/tennis court, baseball diamond, state-of-the-art park equipment, a park pavilion and walking trails!

    Kristin Lemke Wisconsin Real Estate Prof, LLC

    L2 Kyla Brooke Ln, Sun Prairie, WI 53590
  • 3322 Colton Way, Sun Prairie, WI 53590
    3322 Colton Way, Sun Prairie, WI 53590
    3322 Colton Way, Sun Prairie, WI 53590
    /79

    $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
  • L5 Kyla Brooke Ln, Sun Prairie, WI 53590
    L5 Kyla Brooke Ln, Sun Prairie, WI 53590
    L5 Kyla Brooke Ln, Sun Prairie, WI 53590
    /21

    $229,000

    • Land
    • 0.63 Acre
    • $363,492 per Acre

    L5 Kyla Brooke Ln, Sun Prairie, WI 53590

    Lot 5 Windsor Gardens. 2026 Parade of Homes site! Large country estate lots. Neighborhood features rolling country side views, basketball/tennis court, baseball diamond, state-of-the-art park equipment, a park pavilion and walking trails!

    Kristin Lemke Wisconsin Real Estate Prof, LLC

    L5 Kyla Brooke Ln, Sun Prairie, WI 53590
  • L19 Kyla Brooke Ln, Sun Prairie, WI 53590
    L19 Kyla Brooke Ln, Sun Prairie, WI 53590
    L19 Kyla Brooke Ln, Sun Prairie, WI 53590
    /21

    $239,000

    • Land
    • 0.59 Acre
    • $405,085 per Acre

    L19 Kyla Brooke Ln, Sun Prairie, WI 53590

    Lot 19 Windsor Gardens. 2026 Parade of Homes site! Large country estate lots. Neighborhood features rolling country side views, basketball/tennis court, baseball diamond, state-of-the-art park equipment, a park pavilion and walking trails!

    Kristin Lemke Wisconsin Real Estate Prof, LLC

    L19 Kyla Brooke Ln, Sun Prairie, WI 53590
  • L126 Lucas Ln, Sun Prairie, WI 53590
    L126 Lucas Ln, Sun Prairie, WI 53590
    L126 Lucas Ln, Sun Prairie, WI 53590
    /21

    $269,000

    • Land
    • 1.3 Acres
    • $206,923 per Acre

    L126 Lucas Ln, Sun Prairie, WI 53590

    Lot 126 Windsor Gardens. 2025 Parade of Homes site! Large country estate lots. Neighborhood features rolling country side views, basketball/tennis court, baseball diamond, state-of-the-art park equipment, a park pavilion and walking trails!

    Kristin Lemke Wisconsin Real Estate Prof, LLC

    L126 Lucas Ln, Sun Prairie, WI 53590
  • L25 Colton Way, Windsor, WI 53590
    L25 Colton Way, Windsor, WI 53590
    L25 Colton Way, Windsor, WI 53590
    /21

    $239,000

    • Land
    • 0.63 Acre
    • $379,365 per Acre

    L25 Colton Way, Windsor, WI 53590

    Lot 25 Windsor Gardens. 2026 Parade of Homes site! Large country estate lots. Neighborhood features rolling country side views, basketball/tennis court, baseball diamond, state-of-the-art park equipment, a park pavilion and walking trails!

    Kristin Lemke Wisconsin Real Estate Prof, LLC

    L25 Colton Way, Windsor, WI 53590
  • 6743 Depot St, Windsor, WI 53598
    6743 Depot St, Windsor, WI 53598
    6743 Depot St, Windsor, WI 53598
    /34

    $284,900

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft

    6743 Depot St, Windsor, WI 53598

    Thoughtfully renovated and reborn home from 1920. Current owners have touched every inch of the house with new paint, flooring, roofing, driveway, heating, cooling and electrical. Do you want a garage in the future? Your backyard is big enough to add that too. At under 1000 sq ft, this home combines modern conveniences and multiple living spaces without blowing the bank on mortgage or utilities.

    Jake Johnson Real Broker LLC

    6743 Depot St, Windsor, WI 53598
  • L4 Blue Victoria Dr, Sun Prairie, WI 53590
    L4 Blue Victoria Dr, Sun Prairie, WI 53590
    L4 Blue Victoria Dr, Sun Prairie, WI 53590
    /21

    $239,000

    • Land
    • 0.78 Acre
    • $306,410 per Acre

    L4 Blue Victoria Dr, Sun Prairie, WI 53590

    Lot 4 CSM Windsor Gardens.2025 Parade of Homes site! Large country estate lots. Neighborhood features rolling country side views, basketball/tennis court, baseball diamond, state-of-the-art park equipment, a park pavilion and walking trails!

    Kristin Lemke Wisconsin Real Estate Prof, LLC

    L4 Blue Victoria Dr, Sun Prairie, WI 53590
  • Lot 7 & 8 Johnson St, Windsor, WI 53571
    Lot 7 & 8 Johnson St, Windsor, WI 53571
    Lot 7 & 8 Johnson St, Windsor, WI 53571
    /6

    $75,900

    • Land
    • 0.4 Acre
    • $189,750 per Acre

    Lot 7 & 8 Johnson St, Windsor, WI 53571

    Buildable corner lot in Deforest School District.

    James Kilbane Century 21 Affiliated

    Lot 7 & 8 Johnson St, Windsor, WI 53571
  • 4044 Royal View Dr, Deforest, WI 53532
    4044 Royal View Dr, Deforest, WI 53532
    4044 Royal View Dr, Deforest, WI 53532
    /8

    $564,900

    • 4 Beds
    • 3 Baths
    • 2,856 Sq Ft

    4044 Royal View Dr, Deforest, WI 53532

    Completion Date March 2026. New home in Bear Tree! This stunning 4-bedroom, 3-bath residence showcases quality finishes throughout. Enjoy a bright, open layout featuring quartz countertops, custom cabinetry, and large picture windows that fill the home with natural light. The finished lower-level family room provides extra space to relax or entertain, and the extra-wide three-car garage offers

    Josh Lamp Berkshire Hathaway HomeServices True Realty

    4044 Royal View Dr, Deforest, WI 53532
  • 6632 Grouse Woods Rd, Deforest, WI 53532
    6632 Grouse Woods Rd, Deforest, WI 53532
    6632 Grouse Woods Rd, Deforest, WI 53532
    /52

    $739,900 Open Sun 12PM - 4PM

    • 4 Beds
    • 3.5 Baths
    • 3,550 Sq Ft

    6632 Grouse Woods Rd, Deforest, WI 53532

    Spacious 4-bed, 3.5-bath ranch home boasts an open concept layout ideal for everyday living. Thoughtfully crafted with clean lines and sleek finishes, the home offers a warm and inviting atmosphere. The dream kitchen is equipped w/ a large center island and a convenient step-in pantry. The primary suite is a serene retreat, w/ a luxurious en-suite bath featuring dual vanities, walk-in shower &

    John Hamner Hamner Real Estate Group

    6632 Grouse Woods Rd, Deforest, WI 53532
  • L26 Colton Way, Windsor, WI 53590
    L26 Colton Way, Windsor, WI 53590
    L26 Colton Way, Windsor, WI 53590
    /21

    $249,000

    • Land
    • 0.83 Acre
    • $300,000 per Acre

    L26 Colton Way, Windsor, WI 53590

    Lot 26 Windsor Gardens. 2026 Parade of Homes site! Large country estate lots. Neighborhood features rolling country side views, basketball/tennis court, baseball diamond, state-of-the-art park equipment, a park pavilion and walking trails!

    Kristin Lemke Wisconsin Real Estate Prof, LLC

    L26 Colton Way, Windsor, WI 53590
  • L135 Blue Victoria Dr, Sun Prairie, WI 53590
    L135 Blue Victoria Dr, Sun Prairie, WI 53590
    L135 Blue Victoria Dr, Sun Prairie, WI 53590
    /21

    $199,000

    • Land
    • 0.53 Acre
    • $375,472 per Acre

    L135 Blue Victoria Dr, Sun Prairie, WI 53590

    Lot 135 Windsor Gardens. 2025 Parade of Homes site! Large country estate lots. Neighborhood features rolling country side views, basketball/tennis court, baseball diamond, state-of-the-art park equipment, a park pavilion and walking trails!

    Kristin Lemke Wisconsin Real Estate Prof, LLC

    L135 Blue Victoria Dr, Sun Prairie, WI 53590
  • L124 Blue Victoria Dr, Sun Prairie, WI 53590
    L124 Blue Victoria Dr, Sun Prairie, WI 53590
    L124 Blue Victoria Dr, Sun Prairie, WI 53590
    /21

    $269,000

    • Land
    • 0.93 Acre
    • $289,247 per Acre

    L124 Blue Victoria Dr, Sun Prairie, WI 53590

    Lot 124 Windsor Gardens. 2025 Parade of Homes site! Large country estate lots. Neighborhood features rolling country side views, basketball/tennis court, baseball diamond, state-of-the-art park equipment, a park pavilion and walking trails!

    Kristin Lemke Wisconsin Real Estate Prof, LLC

    L124 Blue Victoria Dr, Sun Prairie, WI 53590
  • L24 Colton Way, Windsor, WI 53590
    L24 Colton Way, Windsor, WI 53590
    L24 Colton Way, Windsor, WI 53590
    /21

    $239,000

    • Land
    • 0.63 Acre
    • $379,365 per Acre

    L24 Colton Way, Windsor, WI 53590

    Lot 24 Windsor Gardens. 2026 Parade of Homes site! Large country estate lots. Neighborhood features rolling country side views, basketball/tennis court, baseball diamond, state-of-the-art park equipment, a park pavilion and walking trails!

    Kristin Lemke Wisconsin Real Estate Prof, LLC

    L24 Colton Way, Windsor, WI 53590
  • 6815 Parkside Cir, Deforest, WI 53532
    6815 Parkside Cir, Deforest, WI 53532
    6815 Parkside Cir, Deforest, WI 53532
    /43

    $215,000

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

    6815 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! First Floor end

    Alex Filkouski Madison Commercial Real Estate LLC

    6815 Parkside Cir, Deforest, WI 53532
  • 4070 Whistle Rock Cir, Deforest, WI 53532
    4070 Whistle Rock Cir, Deforest, WI 53532
    4070 Whistle Rock Cir, Deforest, WI 53532
    /9

    $659,900

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

    4070 Whistle Rock Cir, Deforest, WI 53532

    Tim O'Brien Homes Kendall ranch plan welcomes you from the large covered front porch into the spacious foyer. This home boasts an open living concept in the great room, kitchen & dining. The great room with box tray ceilings and cozy fireplace is a great place to entertain or unwind after a long day. Quartz countertops and a large pantry make this large kitchen a chef's dream. LVP flooring

    Aeryn Barry Tim O'Brien Homes LLC

    4070 Whistle Rock Cir, Deforest, WI 53532

Showing Results 1 - 40, Page 1 of 3

Wisconsin Dane County Windsor

Real Estate & Homes for Sale in Windsor, WI

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

Frequently Asked Questions

What is the average home price in Windsor, WI?
Homes for sale in Windsor, WI have an average home price of $536,087.
Are home prices dropping in Windsor?
Yes, home prices in Windsor are down 3% in the last 12 months.
How many homes have sold over the last 12 months in Windsor, WI?
67 homes have sold in Windsor, WI over the last 12 months.
What are the most popular zip codes in Windsor, WI?
The most popular zip codes in Windsor, WI include 53532, 53598, 53590, 53718 and 53911.
How much do you need to make to afford a house in Windsor?
The median home price in Windsor is $555,090. If you put a 20% down payment of $111,000 and had a 30-year fixed mortgage with an interest rate of 6.21%, your estimated principal and interest payment would be $2,720 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $117K a year to afford the median home price in Windsor. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Windsor, WI?
Windsor, WI has highly rated public and private schools. Some of the best schools in Windsor based on Niche Grades are Classical Academy Vista, Sun Prairie East High School and Horizon Elementary School. Browse all the schools in Windsor, WI to learn more.

Home Trends in Windsor, WI

On average, homes in Windsor, WI sell after 43 days on the market compared to the national average of 53 days. The median sale price for homes in Windsor, WI over the last 12 months is $529,900, down 4% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$529,900
Median Single Family Sale Price
$534,405
Average Price Per Sq Ft
$229
Number of Homes for Sale
3
Last 12 months Home Sales
67
Months of Supply
0.50
Median List Price
$555,090
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
-4%
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