“Erika was great to work with and had a lot of good contacts to make the home buying process easy and efficient. I woukd definitely recommend her to people buying a house!”
Erika Braatz Exp Realty
- Agent Pronto
- Wisconsin
- Windsor
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Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for July 2026. *
* Sales data is calculated based on transaction information available to Agent Pronto at the time of publishing and may not accurately reflect all transactions for a given agent.
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Windsor real estate Market Report.
Information and statistics on the latest trends in the Windsor real estate market. *
Latest Rolling 3-Month Snapshot
Apr 1, 2026 - Jun 30, 2026
Median sale price
$638K
+8.1%
from
Q1 '26
Median list price
$611K
-3.8%
from
Q1 '26
Active listings
89
+48%
from
Q1 '26
Homes sold
41
+95%
from
Q1 '26
New pendings
44
+38%
from
Q1 '26
New listings
53
+47%
from
Q1 '26
Quarterly Pricing Trends for Windsor
Rolling three-month data ending on quarter boundaries when available.
Median sale price
Median list price
Quarterly Pricing Trends for Windsor
Rolling three-month data ending on quarter boundaries when available.
Median sale price
Median list price
Quarterly Pricing Trends for Windsor
Rolling three-month data ending on quarter boundaries when available.
Median sale price
Median list price
Quarterly Inventory and Sales Activity for Windsor
Rolling three-month supply and activity totals for the selected period.
Active listings
Homes sold
New pendings
New listings
Quarterly Inventory and Sales Activity for Windsor
Rolling three-month supply and activity totals for the selected period.
Active listings
Homes sold
New pendings
New listings
Quarterly Inventory and Sales Activity for Windsor
Rolling three-month supply and activity totals for the selected period.
Active listings
Homes sold
New pendings
New listings
20
Seller’s Market
Seller’s Market
Buyer’s Market
0
20
40
60
80
100
0
25
50
75
100
Market gauge is calculated using active listings and pending sales from the most recently available reporting period (Apr 2026 - Jun 2026).
Year-over-year, Windsor’s rolling three-month numbers point to notable price growth, with the typical home value up nearly 12 percent and the median list price also higher. At the same time, homes are taking much longer to sell than a year ago, with median days on market jumping sharply even as months of supply has edged only slightly higher.
In the most recent rolling period ending in June 2026, buyers saw a median days on market of 67 and about 3.6 months of supply, suggesting options are available but not abundant. Sellers, meanwhile, benefited from strong pricing power, as roughly half of recent sales closed above list price and the average sale-to-list ratio hovered just under 101 percent.
Looking at activity levels, Windsor recorded 41 homes sold and 53 new listings in this latest three-month window, while 44 homes went under contract. With active listings at 89 and a seller’s market gauge reading, conditions continue to favor well-priced listings, but buyers who act decisively can still secure a home. Agent Pronto can connect both buyers and sellers with an experienced local agent to help them navigate these evolving trends and make confident decisions.
Learn more about what Windsor has to offer.
Windsor offers residents a close-knit community, abundant parks and outdoor spaces, solid schools, and easy access to the amenities and opportunities of nearby Madison, all contributing to a high quality of life.
Windsor is a growing community just north of Madison, known for easy commuting, strong schools, and a relaxed suburban atmosphere. With quick access to I‑39/90/94 and Highway 51, residents can reach downtown Madison, Sun Prairie, or DeForest in minutes, making Windsor appealing for both daily commuters and remote workers who want nearby city amenities.
Families appreciate the DeForest Area School District, including Windsor Elementary School, along with convenient services and neighborhood parks. Outdoor recreation is a major draw, with local paths connecting to regional routes and easy access to Token Creek County Park, which offers disc golf, trails, and winter activities. Residents also frequent Cherokee Marsh Conservation Park for wildlife viewing and paddling opportunities.
Daily living is straightforward, with nearby shopping and dining in Windsor and adjacent communities, along with larger retail options in Dane County. Community events, youth sports, and local businesses give Windsor a friendly, rooted feel without sacrificing privacy or quiet.
Whether you are weighing different neighborhoods or preparing to list your home, working with a real estate agent who knows Windsor’s traffic patterns, school boundaries, and future development plans can make decisions clearer and timelines smoother. Agent Pronto connects buyers and sellers with experienced local agents who help reduce stress and keep the process on track from first meeting to closing.
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“It was a pleasure working with Levi and his knowledgeable, friendly staff. He knows the local market and kept me updated on progress. He was mindful of my needs and those of my family. I would highly recommend Levi and will definitely use him again when the need arises.”
RE/MAX Port Cities
“Matt and Candie were excellent to work with. Matt's knowledge of construction issues and contacts with all kinds of service providers was extremely helpful. Matt always answered the phone and gladly took on any requests or questions we had with immediate response. We have actually made our first good friends in Cape Coral by working with Matt and Candie. We could not recommend them enough.”
Century 21 Selling Paradise
“I felt immediately comfortable having Bob as my realtor. He explained everything clearly, discussed the plan for selling my property&never made me feel the sale of my property wasn't as important to him as it was to me. I highly recommend Bob for anyone looking for a dedicated realtor. He's dedicated, knowledgeable, calm&never once did I feel he wasn't motivated to sell my property. I was completely comfortable with Bob. If you're looking for someone who has your best interests in mind,hire Bob.”
Homestead Realty Inc.
“we used Braylee to look at houses prior to finding our home and she was absolutely great. she helped and made every step of the way comfortable!”
Resource One Realty
“Renee O'Brien was very understanding, helpful, and kind .... knowledgable in the house situation and problem solving to move the sale along swiftly...”
Keller Williams North Shore West
“We strongly recommend Larry Nielson for selling/buying your next home. He was very knowledgeable, confident and easy to work with.”
Nielson Real Estate Services
“Jen Burns is extremely good realtor I was an out of state buyer and her help was greatly appreciated negotiating with the builders and making sure the house was done to my specifications. I greatly appreciated her help for the last 9 months to keep it on track. Thank you again Jen Burns I really appreciate. Jen also found me a realtor for my home in St. Louis Missouri Jen is very professional and experienced in her profession. Thank you again. Mark Ruess”
Century 21 Affiliated
“My husband and I were both thrilled and relieved when Krag agreed to help us purchase our neighbors' property. Because of his years of experience and knowledge of the process, the journey went smoothly and quickly. Working with Krag was an absolute pleasure.”
RE/MAX Affiliates
“My experience with Mo Simmons was one of respect support and professionalism for my decision to sell my home of 41 years. From the first prompt contact until closing Mo has been available in all phases in the process with any suggestions or recommendations I was always aware of my options before making my decisions. It has been my pleasure to work with her.”
Synergy Real Estate Group
“They were very prompt. Within minutes of completing the AgentPronto form, I received a call. On a Saturday! Everyone was so nice, and they kept checking in to make sure the realtor was good and if I had questions. An overall good experience.”
Trimberger Realty
“The team was efficient, thoughtful, disciplined and committed. The access to immediate contractor support was also helpful.”
RE/MAX Advantage Plus
“Alyssa was very professional and accommodating. Definitely recommend her.”
eXp Realty
“Amy was very helpful and knowledgeable. Everything went well.”
Keller Williams Premier Realty
“The realtor was excellent. Brian Hollenbeck went above and beyond. I was really impressed with all aspects of the process, thanks to Brian.”
Coldwell Banker Realty
“Adam Adler is an excellent agent. We couldn't be more pleased.”
Coldwell Banker The Real Estate Group
“Jennifer and Trisha were the best! I would recommend them to anyone looking for an agent. ”
RE/MAX Forward
“Thank you, Agent Pronto, for recommending Karl. He was an amazing agent and just got the job done! I would recommend your service and Karl to any future home sellers or buyers!!!”
Gambino Realtors
“Brenda Charlson is a terrific realtor. We are moving next Tuesday from Illinois to Iowa and Brenda helped us buy a house VIRTUALLY! She guided and advised us all along the way, set up and conducted virtual tours for us, and even helped us to find local handymen in Iowa so our home will be clean and ready to go when we move in next week. HIGHLY recommended.”
RE/MAX Advantage Realty
“Great experience would use Barry again. All worked out well. Excellent experience.”
Century 21 Affiliated
Frequently Asked Questions
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There are more than 2 million real estate agents across the U.S., and you want to be sure the one you partner with is an experienced and trustworthy professional with strong local expertise covering the housing market in and around Windsor. Working with a proven agent will help you sell your home faster and for more money, and help you find your dream home at the best possible price.
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Choosing a real estate agent to help you buy or sell property is one of the most important decisions you’ll make in your lifetime. You want to make sure your agent is an expert in your area, has a proven record helping people buy and sell similar homes to yours, and is well regarded by their previous clients. Let us know a few details about the property you are selling or the kind of home you want to buy, and Agent Pronto will match you with trusted real estate agents that have the experience you need. And before you interview an agent, check out our top five questions to ask a buyer’s agent and listing agent.
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We consider performance metrics, close rates, specialties, and client reviews to qualify the best full-time agents. We then take the information you provide about the home you are selling or the kind of home you want to buy, and analyze the top local agents with the right experience for your specific needs. For more than a decade, we've helped hundreds of thousands of home buyers and sellers find the right agent. Get started now and find the perfect real estate agent.
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No. Agent Pronto is a free service for home buyers and sellers and you are under no obligation to work with our recommended agents. Find your Windsor Realtor® or real estate agent today.
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