Windsor, WI Homes for Sale under $300,000

/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
Explore Windsor
/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
/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
/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
/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
/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
/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
/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
/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
/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
/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
/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
/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
/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
/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
/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
/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
/21
$209,000
- Land
- 0.65 Acre
- $321,538 per Acre
L4 Kyla Brooke Ln, Sun Prairie, WI 53590

Lot 4 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

L4 Kyla Brooke Ln, Sun Prairie, WI 53590
/21
$239,000
- Land
- 0.78 Acre
- $306,410 per Acre
L1 Blue Victoria Dr, Sun Prairie, WI 53590

Lot 1 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

L1 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. 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

L3 Blue Victoria Dr, Sun Prairie, WI 53590
/21
$229,000
- Land
- 0.58 Acre
- $394,828 per Acre
L18 Kyla Brooke Ln, Sun Prairie, WI 53590

Lot 18 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

L18 Kyla Brooke Ln, Sun Prairie, WI 53590
/21
$249,000
- Land
- 0.63 Acre
- $395,238 per Acre
L22 Colton Way, Windsor, WI 53590

Lot 22 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

L22 Colton Way, Windsor, WI 53590
/21
$249,000
- Land
- 0.68 Acre
- $366,176 per Acre
L16 Kyla Brooke Ln, Sun Prairie, WI 53590

Lot 16 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

L16 Kyla Brooke Ln, Sun Prairie, WI 53590
/21
$239,000
- Land
- 0.8 Acre
- $298,750 per Acre
L121 Blue Victoria Dr, Sun Prairie, WI 53590

Lot 121 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

L121 Blue Victoria Dr, Sun Prairie, WI 53590
/21
$209,000
- Land
- 0.63 Acre
- $331,746 per Acre
L3 Kyla Brooke Ln, Sun Prairie, WI 53590

Lot 3 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

L3 Kyla Brooke Ln, Sun Prairie, WI 53590
/20
$229,000
- Land
- 0.7 Acre
- $327,143 per Acre
L117 Naomi Trail, Sun Prairie, WI 53590

Lot 117 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

L117 Naomi Trail, 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. 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

L125 Lucas Ln, Sun Prairie, WI 53590
/21
$209,000
- Land
- 0.78 Acre
- $267,949 per Acre
L127 Lucas Ln, Sun Prairie, WI 53590

Lot 127 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

L127 Lucas Ln, Sun Prairie, WI 53590
/36
$299,900
- 3 Beds
- 1 Bath
- 1,084 Sq Ft
6323 Portage Rd, de Forest, WI 53532

Affordable, cute and cozy. This home is ready for a new owner to love it as much as the current owner has for the past 50 years! This 3 bedroom home sits on almost a half acre in the heart of Token Creek! "Retro" counter tops, corner shelves and bread board in the galley style kitchen add charm and character. Bright breakfast nook, Living/dining combo. Natural hardwood floors cover most of the

Gina Marie John Realty Executives Capital City

6323 Portage Rd, de Forest, WI 53532

Wisconsin Dane County Windsor

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

$226

Number of Homes for Sale

Last 12 months Home Sales

Months of Supply

0.20

Median List Price

$555,090

Median Change From 1st List Price

Median Home Sale Price YoY Change

-4%

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 29 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.

Windsor Types of Homes for Sale

Windsor Homes by Price

Windsor Real Estate Listings

Windsor New Construction Homes

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