20

Windsor, WI Homes for Sale under $500,000

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  • 4743 Bellflower Dr, de Forest, WI 53532
    4743 Bellflower Dr, de Forest, WI 53532
    4743 Bellflower Dr, de Forest, WI 53532
    /33

    $449,900

    New Construction Open Sun 11AM - 1PM
    • 3 Beds
    • 2.5 Baths
    • 1,901 Sq Ft

    4743 Bellflower Dr, de Forest, WI 53532

    OPEN HOUSES WILL BE HELD AT OUR FURNISHED MODEL AT 4741 BELLFLOWER DR. Approx. completion end of July 2026. Quality built 2 story townhouses with 1,900 sq ft, 3 bedrooms, 2 1/2 baths, spacious kitchen & dining area with quartz or granite countertop options, Amish custom cabinets, stainless steel appliances, great room with gas fireplace and large window with tons of natural light, owners suite

    Agent Photo

    Kelly Bennett

    First Weber Inc

    4743 Bellflower Dr, de Forest, WI 53532
  • Unit 5.1 Bellflower Dr, Deforest, WI 53532
    Unit 5.1 Bellflower Dr, Deforest, WI 53532
    Unit 5.1 Bellflower Dr, Deforest, WI 53532
    /27

    $475,000

    New Construction Open Sun 11AM - 1PM
    • 3 Beds
    • 2.5 Baths
    • 1,901 Sq Ft

    Unit 5.1 Bellflower Dr, Deforest, WI 53532

    OPEN HOUSES WILL BE HELD AT OUR FURNISHED MODEL AT 4741 BELLFLOWER DR. Approx. completion end of June 2026. Quality built 2 story townhouses with 1,900 sq ft, 3 bedrooms, 2 1/2 baths, spacious kitchen & dining area with quartz or granite countertop options, Amish custom cabinets, stainless steel appliances, great room with gas fireplace and large window with tons of natural light, owners suite

    Agent Photo

    Kelly Bennett

    First Weber Inc

    Unit 5.1 Bellflower Dr, 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
    • 27,007 Sq Ft
    • $401,613 per Acre

    L23 Colton Way, Windsor, WI 53590

    Lot 23 Windsor Gardens. 2026 Parade of Homes neighborhood ! 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
  • 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
    • 25,700 Sq Ft
    • $388,136 per Acre

    L17 Kyla Brooke Ln, Sun Prairie, WI 53590

    Lot 17 Windsor Gardens. 2026 Parade of Homes neighborhood! 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
  • L3 Blue Victoria Dr, Sun Prairie, WI 53590
    L3 Blue Victoria Dr, Sun Prairie, WI 53590
    L3 Blue Victoria Dr, Sun Prairie, WI 53590
    /21

    $299,000

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

    L3 Blue Victoria Dr, Sun Prairie, WI 53590

    Lot 3 CSM Windsor Gardens. 2026 Parade of Homes neighborhood! 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

    L3 Blue Victoria Dr, Sun Prairie, WI 53590
  • L16 Covered Bridge Trail, Sun Prairie, WI 53590
    L16 Covered Bridge Trail, Sun Prairie, WI 53590
    L16 Covered Bridge Trail, Sun Prairie, WI 53590
    /17

    $225,000

    $25K PRICE DROP
    • Land
    • 33,541 Sq Ft
    • $292,208 per Acre

    L16 Covered Bridge Trail, Sun Prairie, WI 53590

    Bring your own builder and create your dream home on this spacious 3⁄4-acre corner lot in the sought-after Windsor Gardens community! Windsor Gardens residents enjoy neighborhood amenities including basketball & tennis courts, a baseball diamond, modern park equipment, a pavilion, & walking trails—all set within a thoughtfully planned community. Located in the DeForest Area School District and

    Hansen Home Team Real Broker LLC

    L16 Covered Bridge Trail, Sun Prairie, WI 53590
  • 6702 Warner Farm Dr, Windsor, WI 53532
    6702 Warner Farm Dr, Windsor, WI 53532
    6702 Warner Farm Dr, Windsor, WI 53532
    /13

    $499,900

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,902 Sq Ft

    6702 Warner Farm Dr, Windsor, WI 53532

    Welcome to Lot 308 in Bear Tree Farms, featuring the newly built Topaz Plan! This 3-bedroom, 2-bath ranch offers over 1,900 sq ft of thoughtfully designed living space just minutes from Madison. Enjoy upscale finishes throughout, including open railings with black iron balusters, oversized 5" base trim, stainless steel appliances, granite countertops, soft-close cabinetry, 42" upper cabinets, a

    Kyle Carrier Best Realty of Edgerton

    6702 Warner Farm Dr, Windsor, WI 53532
  • 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. 2026 Parade of Homes neighborhood ! 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
  • 6659 Ramshorn Dr, Windsor, WI 53532
    6659 Ramshorn Dr, Windsor, WI 53532
    6659 Ramshorn Dr, Windsor, WI 53532
    /15

    $499,900

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,902 Sq Ft

    6659 Ramshorn Dr, Windsor, WI 53532

    Welcome to Lot 285 in Bear Tree Farms, featuring the newly built Topaz Plan! This 3-bedroom, 2-bath ranch offers over 1,900 sq ft of thoughtfully designed living space just minutes from Madison. Enjoy upscale finishes throughout, including open railings with black iron balusters, oversized 5" base trim, stainless steel appliances, granite countertops, soft-close cabinetry, 42" upper cabinets, a

    Kyle Carrier Best Realty of Edgerton

    6659 Ramshorn Dr, Windsor, 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
    • 29,185 Sq Ft
    • $326,866 per Acre

    L2 Kyla Brooke Ln, Sun Prairie, WI 53590

    Lot 2 Windsor Gardens. 2026 Parade of Homes neighborhood! 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
  • L125 Lucas Ln, Sun Prairie, WI 53590
    L125 Lucas Ln, Sun Prairie, WI 53590
    L125 Lucas Ln, Sun Prairie, WI 53590
    /21

    $289,000

    • Land
    • 1.33 Acres
    • $217,293 per Acre

    L125 Lucas Ln, Sun Prairie, WI 53590

    Lot 125 Windsor Gardens. 2026 Parade of Homes neighborhood! 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

    L125 Lucas Ln, Sun Prairie, WI 53590
  • 6801 Parkside Cir, Deforest, WI 53532
    6801 Parkside Cir, Deforest, WI 53532
    6801 Parkside Cir, Deforest, WI 53532
    /41

    $215,000

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

    6801 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

    6801 Parkside Cir, Deforest, WI 53532
  • 6614 Ramshorn Dr, Deforest, WI 53532
    6614 Ramshorn Dr, Deforest, WI 53532
    6614 Ramshorn Dr, Deforest, WI 53532
    /23

    $499,000

    $36K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,872 Sq Ft

    6614 Ramshorn Dr, Deforest, WI 53532

    Beautiful Ranch Home in Bear Tree Farms, three bedroom, two bath Home including finished lower level family room, custom kitchen with quartz counters, vaulted ceilings & white trim/cabinet package. Property is at a spacious corner lot with wonderful views of the woods in the distance. Just steps away from the Windsor Park & bike/walking trail.

    Josh Lamp Berkshire Hathaway HomeServices True Realty

    6614 Ramshorn Dr, Deforest, WI 53532
  • Lot 28 Colton Way, Windsor, WI 53590
    Lot 28 Colton Way, Windsor, WI 53590
    Lot 28 Colton Way, Windsor, WI 53590
    /3

    $250,000

    • Land
    • 27,442 Sq Ft
    • $396,825 per Acre

    Lot 28 Colton Way, Windsor, WI 53590

    Build your dream home on this scenic, tree-lined lot overlooking a beautiful open field on Lot 28 in Windsor Gardens. Enjoy nearby parks and walking paths, plus easy access to shopping, dining, and the interstate. A perfect blend of nature and convenience. Lot sale is subject to a separate building agreement with Willow Ridge Design Build.

    Molli Babler Keller Williams Realty

    Lot 28 Colton Way, Windsor, WI 53590
  • L1 Blue Victoria Dr, Sun Prairie, WI 53590
    L1 Blue Victoria Dr, Sun Prairie, WI 53590
    L1 Blue Victoria Dr, Sun Prairie, WI 53590
    /21

    $239,000

    $10K PRICE INCREASE
    • Land
    • 33,976 Sq Ft
    • $306,410 per Acre

    L1 Blue Victoria Dr, Sun Prairie, WI 53590

    Lot 1 CSM Windsor Gardens. 2026 Parade of Homes neighborhood! 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

    L1 Blue Victoria Dr, Sun Prairie, WI 53590
  • 4702 County Hwy Dam, Morrisonville, WI 53571
    4702 County Hwy Dam, Morrisonville, WI 53571
    4702 County Hwy Dam, Morrisonville, WI 53571
    /69

    $399,900

    Open Sun 11:30AM - 2:30PM
    • 4 Beds
    • 3 Baths
    • 1,603 Sq Ft

    4702 County Hwy Dam, Morrisonville, WI 53571

    This impressive 4-bedroom, 3 bath home has been extensively remodeled inside and out over the years. The remodeling includes but is not limited to; all wiring, electrical panel(200 amp service), all drywall, all trim, all windows, roof, siding, 2 furnaces, 2 C/A units, kitchen, all 3 bathrooms, the main floor laundry room with walk-in pantry, the heated 2 car garage, huge deck, patio and more.

    Jeff Lange First Weber Inc

    4702 County Hwy Dam, Morrisonville, WI 53571
  • L18 Kyla Brooke Ln, Sun Prairie, WI 53590
    L18 Kyla Brooke Ln, Sun Prairie, WI 53590
    L18 Kyla Brooke Ln, Sun Prairie, WI 53590
    /21

    $229,000

    • Land
    • 25,264 Sq Ft
    • $394,828 per Acre

    L18 Kyla Brooke Ln, Sun Prairie, WI 53590

    Lot 18 Windsor Gardens. 2026 Parade of Homes neighborhood! 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

    L18 Kyla Brooke Ln, Sun Prairie, WI 53590
  • L22 Colton Way, Windsor, WI 53590
    L22 Colton Way, Windsor, WI 53590
    L22 Colton Way, Windsor, WI 53590
    /21

    $249,000

    • Land
    • 27,442 Sq Ft
    • $395,238 per Acre

    L22 Colton Way, Windsor, WI 53590

    Lot 22 Windsor Gardens. 2026 Parade of Homes neighborhood ! 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

    L22 Colton Way, Windsor, WI 53590
  • 6828 Parkside Cir, Windsor, WI 53532
    6828 Parkside Cir, Windsor, WI 53532
    6828 Parkside Cir, Windsor, WI 53532
    /46

    $220,000

    • 2 Beds
    • 2 Baths
    • 1,132 Sq Ft

    6828 Parkside Cir, Windsor, 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

    6828 Parkside Cir, Windsor, WI 53532
  • L3 Kyla Brooke Ln, Sun Prairie, WI 53590
    L3 Kyla Brooke Ln, Sun Prairie, WI 53590
    L3 Kyla Brooke Ln, Sun Prairie, WI 53590
    /21

    $209,000

    • Land
    • 27,442 Sq Ft
    • $331,746 per Acre

    L3 Kyla Brooke Ln, Sun Prairie, WI 53590

    Lot 3 Windsor Gardens. 2026 Parade of Homes neighborhood! 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

    L3 Kyla Brooke Ln, Sun Prairie, WI 53590
Wisconsin Dane County

Real Estate & Homes in Windsor, WI under $500,000

Home Prices in Windsor, WI

The median home sale price in Windsor, WI is $529,900, down 3% year-over-year. Homes in Windsor sell in 36 days on average, compared to the national average of 56 days.

Home Price Trends

Median Sale Price
$529,900
Median Single Family Sale Price
$538,910
Median 2 Bedroom Sale Price
$288,500
Average Price Per Sq Ft
$229
Number of Homes for Sale
8
Last 12 months Home Sales
51
Months of Supply
1.90
Median List Price
$535,000
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
-3%
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