Every Home for Sale in DeForest & Windsor, WI: November 2026 Housing Inventory Guide

$1.44 million!

For buyers, this means there's considerable variety in pricing and property size within a relatively small geographic area.

However, inventory isn't evenly distributed across all price ranges, and buyers should evaluate the competition within their specific budget.

Homes for Sale Under $500,000 in DeForest & Windsor

For buyers looking to stay below $500,000, there are 12 active listings.

These properties range from three-bedroom homes to several four-bedroom options.

Current Listings Under $500,000

Address	Village	Asking Price	Beds	Baths	Finished Sq. Ft.
636 Constitution Lane	DeForest	$339,900	3	2.5	2,084
437 Trailside Drive	DeForest	$349,000	4	2.5	1,848
6661 Charlie Grimm Road	Windsor	$349,500	3	2	1,827
181 N Lexington Parkway	DeForest	$350,000	3	1.5	1,862
507 Trailside Drive	DeForest	$385,000	3	2	2,168
202 Sunset Drive	DeForest	$399,900	3	1.5	2,225
342 Blackberry Lane	DeForest	$449,500	3	3	2,582
312 Meadow Lane	DeForest	$449,900	4	2	2,588
508 Woodvale Drive	DeForest	$449,900	4	2	2,282
4351 Windsor Road	Windsor	$450,000	4	2.5	1,141
4347 Windsor Road	Windsor	$499,000	3	1.5	3,302
6625 S Oak Lane	Windsor	$499,900	3	2.5	2,010

All prices and statuses reflect the November 13, 2026 MLS snapshot.

What Stands Out in This Price Range?

One interesting observation is the amount of finished square footage available at some of these asking prices.

For example, 342 Blackberry Lane is listed at $449,500 with 2,582 finished square feet, while 4347 Windsor Road offers 3,302 finished square feet at $499,000.

Of course, square footage alone doesn't determine value.

Age, condition, layout, updates, lot size, and other property characteristics matter enormously.

Several properties in this price range also offer four bedrooms, which may appeal to buyers prioritizing additional sleeping areas, guest rooms, or flexible space.

For buyers with a budget under $500,000, DeForest and Windsor currently provide a dozen options worth evaluating.

Homes Priced From $500,000 to $749,999

There are 14 active homes in this price range, offering buyers additional choices in square footage, bedroom counts, and property layouts.

Current Listings From $500,000 to $749,999

Address	Village	Asking Price	Beds	Baths	Finished Sq. Ft.
6667 Ramshorn Drive	Windsor	$534,900	4	2.5	2,027
4044 Whistle Rock Circle	Windsor	$549,000	4	3	2,436
3893 Terrace Circle	Windsor	$560,000	5	2	2,616
L52 John F Kennedy Drive	DeForest	$579,900	3	2.5	1,836
7604 Autumn Blaze Trail	DeForest	$579,900	3	2.5	2,065
L11 Richard Court	DeForest	$595,000	3	2.5	1,836
6559 Hickory Glade Drive	Windsor	$599,900	4	3	2,703
4361 Wren Court	Windsor	$659,900	4	3.5	3,261
4046 Whistle Rock Circle	Windsor	$669,900	5	2.5	2,300
712 Brook Street	DeForest	$679,900	4	3.5	3,755
L53 John F Kennedy Drive	DeForest	$699,000	4	3	2,655
6635 Traveler Trail	Windsor	$699,900	5	3.5	2,945
4074 Whistle Rock Circle	Windsor	$729,900	3	2	1,958
L10 Richard Court	DeForest	$749,000	4	3	2,655

What Should Buyers Consider?

This price range includes homes with very different configurations.

For example, 712 Brook Street offers 3,755 finished square feet, while other listings offer smaller layouts at different asking prices.

That doesn't automatically make one property a better purchase.

A home's age, construction quality, finishes, maintenance history, and location can influence value just as much as its square footage.

This is also a price range where buyers should carefully compare existing homes with available new construction.

New construction can offer modern layouts, current finishes, and opportunities for customization, but buyers should also evaluate what's included in the advertised price.

Landscaping, appliances, decks, finished lower levels, and other features can affect the total investment.

Homes Priced From $750,000 to $999,999

The DeForest/Windsor area currently has another 14 active single-family listings priced between $750,000 and $999,999.

Current Listings From $750,000 to $999,999

Address	Village	Asking Price	Beds	Baths	Finished Sq. Ft.
L209 Stonecrop Way	DeForest	$750,000	3	2	2,076
6285 Ronald Reagan Drive	DeForest	$769,900	3	2	1,926
4067 Royal View Drive	Windsor	$782,900	5	4.5	3,332
7691 Stonecrop Way	DeForest	$789,900	3	2	2,435
Lot 191 Stonecrop Way	DeForest	$789,900	3	2.5	2,102
4613 Innovation Drive	DeForest	$799,000	3	2.5	2,676
6274 John F Kennedy Drive	DeForest	$814,900	4	2.5	2,684
7689 Stonecrop Way	DeForest	$819,000	4	3	3,830
7699 Stonecrop Way	DeForest	$829,000	3	2	2,656
4653 Innovation Drive	DeForest	$829,900	5	3.5	4,052
6572 Kimberly Way	Windsor	$849,900	5	3	3,429
L159 Stonecrop Drive	DeForest	$949,900	5	3	3,258
6624 Covered Bridge Trail	Windsor	$964,900	4	3	3,336
6359 Brandywood Trail	Windsor	$984,900	5	3.5	4,330

What Stands Out?

There's considerable variation in home size within this category, from under 2,000 finished square feet to more than 4,000.

The inventory also includes multiple listings along Stonecrop Way and Innovation Drive.

Buyers looking in these areas may find several properties to compare within a relatively narrow geographic location.

For anyone considering new construction, it's important to distinguish between a completed home, a home under construction, and a proposed construction listing. Those details should be confirmed for each individual property.

At these higher price points, buyers should also carefully evaluate finishes, garage space, lot size, outdoor amenities, and any potential additional improvements.

Luxury Homes for Sale in DeForest & Windsor: $1 Million and Above

For buyers searching for luxury properties, there are seven active homes priced at $1 million or more.

Current Luxury Listings

Address	Village	Asking Price	Beds	Baths	Finished Sq. Ft.
6697 Morning Dew Lane	Windsor	$1,100,000	4	3.5	3,500
6260 Fountainhead Circle	DeForest	$1,100,000	5	3.5	3,466
6811 Angelica Trail	Windsor	$1,125,000	4	3.5	3,516
L28 Colton Way	Windsor	$1,150,000	5	3	2,882
6651 Lucas Lane	Windsor	$1,349,900	4	3.5	3,792
3300 Colton Way	Windsor	$1,549,000	4	3.5	3,820
3306 Colton Way	Windsor	$1,779,900	5	3.5	4,500

An Interesting Luxury Market Observation

Of the seven homes priced at $1 million or more, six are located within the Village of Windsor and one is in DeForest.

This illustrates that Windsor accounts for a significant share of the area's highest-priced active housing inventory.

The most expensive active listing in this snapshot is 3306 Colton Way, priced at $1,779,900 with five bedrooms, three full bathrooms, one half bathroom, and 4,500 finished square feet.

However, buyers comparing luxury homes should look far beyond price and square footage.

Lot characteristics, architectural design, construction quality, outdoor living areas, and property-specific amenities can significantly influence value.

Luxury homes also tend to appeal to a smaller pool of buyers because of their higher purchasing costs, so understanding comparable sales and available competition becomes especially important.

DeForest vs. Windsor: Where Are More Homes Available?

Based on the November 13 snapshot, the inventory is relatively evenly divided between the two villages.

DeForest has 25 active single-family listings, while Windsor has 22.

However, their price distributions differ.

DeForest has more properties priced below $500,000, while Windsor accounts for six of the seven listings priced at $1 million or above.

This is an important reminder that even neighboring communities can have different housing characteristics.

It's also worth noting that many Windsor properties use DeForest mailing addresses.

The postal city doesn't always identify the actual municipality, so buyers should verify municipal and school district boundaries when comparing homes.

What Do These Listings Mean for DeForest & Windsor Homebuyers?

One thing I always encourage buyers to remember is that a list price is not necessarily the property's market value or its eventual sale price.

The current inventory includes homes with a wide range of asking prices, bedroom counts, and finished square footage.

Some listings also show price reductions, which can be useful information when researching a home.

However, a price reduction doesn't automatically mean a seller is willing to accept an offer significantly below the current asking price.

The best approach is to evaluate recent comparable sales, current competing listings, property condition, and the seller's circumstances when that information is available.

And when looking at new construction, don't forget to ask exactly what's included in the advertised price.

What Does This Mean for Homeowners Thinking About Selling?

For homeowners considering listing a property in DeForest or Windsor, this inventory demonstrates why understanding your competition matters.

There are 47 active single-family listings across the two villages, but those properties aren't all competing for the same buyers.

A three-bedroom home priced at $350,000 is likely reaching a different segment of the market than a five-bedroom property priced above $1 million.

That's why a useful pricing analysis should focus on homes that compete directly with yours in terms of location, size, condition, layout, and price.

Online marketing is important, but pricing and presentation also need to make sense relative to the other homes buyers are considering.

Frequently Asked Questions About Homes for Sale in DeForest & Windsor

How many homes are for sale in DeForest and Windsor, Wisconsin?

As of November 13, 2026, the supplied SCWMLS snapshot shows 47 active single-family listings: 25 in DeForest and 22 in Windsor. Inventory changes as homes are listed, sold, or withdrawn.

What is the cheapest house for sale in DeForest or Windsor?

The lowest-priced active single-family listing in this snapshot is 636 Constitution Lane in DeForest, listed at $339,900.

Are there homes for sale under $400,000 in DeForest and Windsor?

Yes. The November 13 inventory includes six single-family homes priced below $400,000 across the two villages.

Are there million-dollar homes in DeForest and Windsor?

Yes. Seven active single-family listings are priced at $1 million or more, with asking prices reaching $1,779,900.

Is Windsor more expensive than DeForest?

Windsor has more luxury-priced listings in this inventory snapshot, but that doesn't necessarily mean every comparable home costs more in Windsor. Buyers should evaluate individual properties and recent closed sales rather than just active asking prices.

Are there new construction homes available in DeForest and Windsor?

The inventory includes several lot-designated addresses and properties that may be associated with new construction. Buyers should verify construction status, builder information, completion timelines, and included features before making a decision.

Looking for a Home in DeForest or Windsor?

Whether you're searching for a home under $400,000, a newer property with additional space, or a luxury home above $1 million, understanding the local inventory can help you make a more informed decision.

At Matt Deadman Homes | Real Broker LLC, Jenn and I help buyers and sellers throughout DeForest, Windsor, Sun Prairie, Madison, and the surrounding Dane County communities.

With more than a decade of real estate experience and hundreds of successful transactions, we understand that finding the right home involves more than simply browsing listings.

We help buyers evaluate pricing, property condition, comparable sales, neighborhood characteristics, and the overall strength of a potential offer.

Ready to explore available homes in DeForest or Windsor? Visit MattDeadmanHomes.com to connect with Matt and Jenn.