- Any
- $ 100,000
- $ 150,000
- $ 200,000
- $ 400,000
- $ 800,000
- Any
- $ 200,000
- $ 300,000
- $ 400,000
- $ 600,000
- $ 1,000,000
- List
- Mixed
- Map
106 Properties Available
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
$305,000
1973 N Windsor Avenue, Cottage Grove, WI 53527
Listed by Real Broker LLC

$579,000
221 Yarrow Hill Drive, Cottage Grove, WI 53527
Listed by Real Broker LLC

$219,000
1601 N Windsor Avenue #102, Cottage Grove, WI 53527
Listed by Real Broker LLC

$550,000
4591 Kennedy Road, Cottage Grove, WI 53527
Listed by Real Broker LLC

$775,000
738 Weald Bridge Road, Cottage Grove, WI 53527
Listed by EXP Realty, LLC

$679,000
4314 Damascus Trail, Cottage Grove, WI 53527
Listed by Madcityhomes.Com

$800,000
2009 Paris Lane, Cottage Grove, WI 53527
Listed by Sprinkman Real Estate

$974,500
2015 Wellington Place, Cottage Grove, WI 53527
Listed by Pat's Realty Inc

$224,900
1501 N Windsor Avenue #203, Cottage Grove, WI 53527
Listed by LPT Realty

$745,000
4991 Scenic Oak Drive, Cottage Grove, WI 53527
Listed by Tim O'Brien Homes LLC

$695,000
816 Damascus Trail, Cottage Grove, WI 53527
Listed by Compass Real Estate Wisconsin

$429,900
204 Weald Bridge Road, Cottage Grove, WI 53527
Listed by Bruner Realty & Management

$865,000
2017 Wellington Place, Cottage Grove, WI 53527
Listed by Realty Executives Cooper Spransy

$370,000
237 W Parkview Street, Cottage Grove, WI 53527
Listed by MHB Real Estate

$299,900
1501 N Windsor Avenue #201, Cottage Grove, WI 53527
Listed by First Weber Inc

$384,500
523 Progress Drive, Cottage Grove, WI 53527
Listed by MHB Real Estate

$625,000
824 N Clover Lane, Cottage Grove, WI 53527
Listed by Compass Real Estate Wisconsin

$419,000
1120 Starlight Lane, Cottage Grove, WI 53527-9462
Listed by Skyway Properties, LLC

$550,000
4692 Gaston Circle, Cottage Grove, WI 53527
Listed by Berkshire Hathaway HomeServices True Realty

$655,000
309 Michelle Lane #172, Cottage Grove, WI 53527
Listed by Elevate Estates Realty Co.

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REVIEWS
- Katie McKeownWe cannot say enough wonderful things about Matt and Jennifer! From the very beginning, they made what could have been a stressful and emotional process feel supported, seamless, and even exciting. Their communication, professionalism, and dedication were exceptional every step of the way. What stood out the most was the genuine care they showed our family. We never felt like just another client — we felt truly valued, heard, and supported. They celebrated the exciting moments with us, helped ease the stressful ones, and consistently went above and beyond to make sure everything stayed on track. Their knowledge of the market, attention to detail, and willingness to answer every question gave us so much confidence throughout the process. It was clear they truly had our best interests at heart and wanted the very best for our family. If you’re looking for a realtor team that is not only incredibly talented but also kind, compassionate, and deeply invested in their clients, we wholeheartedly recommend them. We are so grateful for everything they did to help us get to this next chapter! 🏡❤️
- Shannon McKeownMatt and Jenn are the best! Their communication and responsiveness is unmatched. The entire process was stress-free. If I could gave Matt Deadman Homes a 6-star rating, I would!
- MICHAEL HIRSCHThis is the second time we worked with Matt. The first time we were looking for a house and he was quite patient with us....especially me, and worked on showing us a number of properties before we finally made a decision to buy. The second time he helped us sell my mother's house. Within a couple of weeks we had competitive offers and sold it for more than we were asking. Matt and Jenn are friendly and very easy to work with. Quick to answer any questions we had and offering advice on things we might not have thought of.
REVIEWS
- Katie McKeownWe cannot say enough wonderful things about Matt and Jennifer! From the very beginning, they made what could have been a stressful and emotional process feel supported, seamless, and even exciting. Their communication, professionalism, and dedication were exceptional every step of the way. What stood out the most was the genuine care they showed our family. We never felt like just another client — we felt truly valued, heard, and supported. They celebrated the exciting moments with us, helped ease the stressful ones, and consistently went above and beyond to make sure everything stayed on track. Their knowledge of the market, attention to detail, and willingness to answer every question gave us so much confidence throughout the process. It was clear they truly had our best interests at heart and wanted the very best for our family. If you’re looking for a realtor team that is not only incredibly talented but also kind, compassionate, and deeply invested in their clients, we wholeheartedly recommend them. We are so grateful for everything they did to help us get to this next chapter! 🏡❤️
- Shannon McKeownMatt and Jenn are the best! Their communication and responsiveness is unmatched. The entire process was stress-free. If I could gave Matt Deadman Homes a 6-star rating, I would!
- MICHAEL HIRSCHThis is the second time we worked with Matt. The first time we were looking for a house and he was quite patient with us....especially me, and worked on showing us a number of properties before we finally made a decision to buy. The second time he helped us sell my mother's house. Within a couple of weeks we had competitive offers and sold it for more than we were asking. Matt and Jenn are friendly and very easy to work with. Quick to answer any questions we had and offering advice on things we might not have thought of.
+1(608) 770-3333
matt@mattdeadmanhomes.com
www.mattdeadmanhomes.com/
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