19

Windsor, WI Homes for Sale under $300,000

Section Image
  • 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
  • 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. 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

    L126 Lucas Ln, Sun Prairie, 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
  • L117 Naomi Trail, Sun Prairie, WI 53590
    L117 Naomi Trail, Sun Prairie, WI 53590
    L117 Naomi Trail, Sun Prairie, WI 53590
    /20

    $229,000

    • Land
    • 30,492 Sq Ft
    • $327,143 per Acre

    L117 Naomi Trail, Sun Prairie, WI 53590

    Lot 117 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

    L117 Naomi Trail, Sun Prairie, WI 53590
  • 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
    • 34,412 Sq Ft
    • $315,190 per Acre

    L21 Kyla Brooke Ln, Sun Prairie, WI 53590

    Lot 21 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

    L21 Kyla Brooke Ln, 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
  • 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
  • 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
    • 35,719 Sq Ft
    • $291,463 per Acre

    L120 Blue Victoria Dr, Sun Prairie, WI 53590

    Lot 120 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

    L120 Blue Victoria Dr, Sun Prairie, WI 53590
  • 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
  • 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
    • 27,442 Sq Ft
    • $363,492 per Acre

    L5 Kyla Brooke Ln, Sun Prairie, WI 53590

    Lot 5 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

    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
    • 25,700 Sq Ft
    • $405,085 per Acre

    L19 Kyla Brooke Ln, Sun Prairie, WI 53590

    Lot 19 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

    L19 Kyla Brooke Ln, Sun Prairie, WI 53590
  • 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
  • L25 Colton Way, Windsor, WI 53590
    L25 Colton Way, Windsor, WI 53590
    L25 Colton Way, Windsor, WI 53590
    /21

    $239,000

    • Land
    • 27,442 Sq Ft
    • $379,365 per Acre

    L25 Colton Way, Windsor, WI 53590

    Lot 25 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

    L25 Colton Way, Windsor, WI 53590
  • L127 Lucas Ln, Sun Prairie, WI 53590
    L127 Lucas Ln, Sun Prairie, WI 53590
    L127 Lucas Ln, Sun Prairie, WI 53590
    /21

    $209,000

    • Land
    • 33,976 Sq Ft
    • $267,949 per Acre

    L127 Lucas Ln, Sun Prairie, WI 53590

    Lot 127 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

    L127 Lucas Ln, Sun Prairie, WI 53590
  • L4 Kyla Brooke Ln, Sun Prairie, WI 53590
    L4 Kyla Brooke Ln, Sun Prairie, WI 53590
    L4 Kyla Brooke Ln, Sun Prairie, WI 53590
    /21

    $209,000

    • Land
    • 28,314 Sq Ft
    • $321,538 per Acre

    L4 Kyla Brooke Ln, Sun Prairie, WI 53590

    Lot 4 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

    L4 Kyla Brooke Ln, Sun Prairie, WI 53590
  • 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
  • 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 Windsor

Real Estate & Homes in Windsor, WI under $300,000

Home Trends in Windsor, WI

On average, homes in Windsor, WI sell after 42 days on the market compared to the national average of 58 days. The median sale price for homes in Windsor, WI over the last 12 months is $549,900, up 3% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$549,900
Median Single Family Sale Price
$549,900
Average Price Per Sq Ft
$239
Number of Homes for Sale
6
Last 12 months Home Sales
55
Months of Supply
1.30
Median List Price
$579,900
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
3%
How to Buy a Home How to Finance a Home How to Sell a Home

Browse a range of homes for sale under $300,000 in Windsor, offering accessible options for prospective buyers. With 19 listings available, there's a variety of affordable properties to explore, from charming starter homes to spacious family residences. These homes present an excellent opportunity to enter the housing market and secure a property that fits both your preferences and your budget in Windsor, WI.

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group