We analyze thousands of real estate agents in Milwaukee’s Roosevelt Grove neighborhood and nationwide to find you proven local professionals, for free.
Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for August 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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Information and statistics on the latest trends in the Roosevelt Grove real estate market. *
May 1, 2026 - Jul 31, 2026
Rolling three-month data ending on quarter boundaries when available.
Rolling three-month data ending on quarter boundaries when available.
Rolling three-month data ending on quarter boundaries when available.
Rolling three-month supply and activity totals for the selected period.
Rolling three-month supply and activity totals for the selected period.
Rolling three-month supply and activity totals for the selected period.
Market gauge is calculated using active listings and pending sales from the most recently available reporting period (May 2026 - Jul 2026).
Inventory in Roosevelt Grove has expanded over the past year on a rolling three-month basis, with active listings up more than 40 percent. Months of supply has nearly tripled year over year to about 4.8 months, a looser feel than the broader Milwaukee market’s 2.5 months. Despite more choices for buyers, homes are still moving in under a month on median, with days on market down sharply from a year ago.
Contract activity is softer than last year, as rolling three-month home sales have slipped by roughly 12 percent, and pending sales are also down. New listings, however, have surged more than 50 percent year over year, indicating more owners are testing the market even as a smaller share of properties sell above asking.
Pricing is adjusting to these mixed signals. The typical home value in Roosevelt Grove has dipped a bit compared with last year, and the median list price is also down year over year, while the average sale-to-list ratio has edged slightly lower but still sits near 98 percent, showing sellers remain close to their asking prices. Compared with the city of Milwaukee overall, homes in this neighborhood are more affordable, with local values notably below the citywide median. In this kind of shifting environment, both buyers and sellers can benefit from Agent Pronto’s help connecting with a knowledgeable local agent who understands current conditions.
Roosevelt Grove offers residents a welcoming, tight-knit community with accessible parks, convenient neighborhood amenities, and plenty of opportunities for connection, growth, and a balanced quality of life.
Roosevelt Grove in Milwaukee stands out from nearby north side neighborhoods through its steady residential feel and strong sense of local pride. Streets are lined with modest bungalows and duplexes, many owned by long term residents who know their neighbors and keep a close eye on the block. Proximity to Uptown and Grasslyn Manor gives buyers additional options, yet Roosevelt Grove retains a quieter, more close knit identity.
Families value the neighborhood’s access to parks and schools. Sherman Park’s trails, lagoon, and athletic fields are a short trip away via Sherman Park and offer space for weekend gatherings and exercise. Nearby Madison High School and other Milwaukee Public Schools attract households looking to stay within the city. Residents also rely on the Milwaukee Public Library system and neighborhood branches for study time and community programs.
Daily errands are straightforward, with local retailers along major corridors and quick access to Uptown Crossing for additional services. Commuters benefit from Milwaukee County Transit routes and connections toward Downtown Milwaukee, while regional amenities in Wauwatosa lie just to the west.
Because Roosevelt Grove offers a relatively stable housing stock and competitive prices, timing and preparation matter. Whether you are planning a first purchase or weighing the sale of a longtime home, working early with a knowledgeable Agent Pronto partner can help you navigate the local market and move with confidence.
See why so many people rely on Agent Pronto to make their real estate journey a success.
“Matt and Candie are simply the best, professional,responsive and knowledgeable throughout the entire process. They listened carefully to our needs, communicate clearly, and made everything feel smooth and stress free. I truly appreciated their guidance and attention to detail, and I would highly recommend them to anyone buying or selling a home.”
“Levi supported the sale process from early stages of marketing through the final stage of closing. Pleased with the results in the short timeframe of all process to be completed and sale of our home.”
“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!”
“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.”
“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!”
“Renee O'Brien was very understanding, helpful, and kind .... knowledgable in the house situation and problem solving to move the sale along swiftly...”
“We strongly recommend Larry Nielson for selling/buying your next home. He was very knowledgeable, confident and easy to work with.”
“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”
“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.”
“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.”
“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.”
“The team was efficient, thoughtful, disciplined and committed. The access to immediate contractor support was also helpful.”
“Alyssa was very professional and accommodating. Definitely recommend her.”
“Amy was very helpful and knowledgeable. Everything went well.”
“The realtor was excellent. Brian Hollenbeck went above and beyond. I was really impressed with all aspects of the process, thanks to Brian.”
“Adam Adler is an excellent agent. We couldn't be more pleased.”
“Jennifer and Trisha were the best! I would recommend them to anyone looking for an agent. ”
“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!!!”
“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.”
“Great experience would use Barry again. All worked out well. Excellent experience.”
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 Roosevelt Grove. 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.
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.
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.
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 Roosevelt Grove Realtor® or real estate agent today.
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