Find the perfect real estate agent for veterans and active U.S. military members
We analyze top real estate agents in Chicago’s Northwest Side neighborhood and across the country to find you the best veteran and military-friendly local agents, for free.

Compare the top 25 real estate agents in Northwest Side
Agent Pronto analyzes transaction data, specialties, client reviews, and more to find the best agent for you. Updated for May 2025. *
* 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.
The easiest way to find the best VA-specialist real estate agent.
Sell your home fast and for top dollar or find your dream home at the best possible price. Use our free service to find top agents you can trust.
- Tell us what you need.
- Answer a few quick questions about your real estate needs so we can begin our search.
- Match with the perfect agent.
- Our personalized matching system will connect you with a top-rated real estate agent with the local expertise and experience you need.
- Meet your agent.
- Review the details of your top agent recommendations and speak with them to learn exactly how they can make your real estate journey a success.
- Buy and sell with confidence.
- While real estate decisions are among the most important financial and personal decisions we make, you can rest easy knowing that you have a proven real estate professional on your side.


Home buyers and sellers love Agent Pronto.
Here’s what some of the 400,000+ home buyers and sellers have had to say about our service.
Northwest Side real estate Market Report.
Information and statistics on the latest trends in the Northwest Side real estate market, updated for May 2025. *
The typical home value in Northwest Side is projected to be $428,500 for the month of May. April’s finalized data reported the typical value of a home in the neighborhood to be $419,000—up 5.21% over the previous 12 months. For comparison, city-level data pegged home values at $394,490 in Chicago for the most recent reporting period. That number is expected to float around $396,790 in May.
Northwest Side had 569 new listings and 540 listings that went under contract in April, increasing the area’s total available inventory to 338—up 4.64% from the previous month. Inventory is projected to have further increased in May.
The median listing price for homes in Northwest Side grew 0.6% from March to April, bringing the current median listing price to $432,500. Based on projected data for May, listing prices may continue to grow.
The number of days that homes have been on the market prior to going under contract rose year-over-year. In April 2025, the median time for a listed property to go pending was 48 days, compared to 43 days in April 2024. In recent months the median number of days from listed to pending appears to be increasing. That trend is predicted to have carried through to this May.

Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.
Learn more about what Northwest Side has to offer.
Chicago's Northwest Side offers residents a vibrant community with diverse parks, lively neighborhoods, and convenient access to city amenities.
Northwest Side stands out within the fabric of Chicago, offering an appealing balance of welcoming neighborhoods, expansive parkways, and a strong sense of community. From the inviting tree-lined streets of Portage Park, where the historic Portage Theater continues to host lively events, to the energetic culinary scene in Jefferson Park, residents enjoy a vibrant mix of local fare, unique shopping, and cultural experiences. Locals treasure the area’s green spaces, especially at Forest Glen, where preserves and scenic trails stretch along the North Branch of the Chicago River, creating natural escapes close to home.
Parents and students value the Northwest Side’s commitment to education, thanks to highly regarded public schools like Taft High School and strong neighborhood elementary options, including Beaubien Elementary School. Educational enrichment continues at Wilbur Wright College, a dynamic community college drawing lifelong learners of all ages.
Residents benefit from seamless access to public transit, with the iconic Metra Rail and CTA Blue Line connecting Northwest Side directly to downtown and O’Hare International Airport. Opportunities for recreation abound—spend weekends exploring the trails at LaBagh Woods, or cheer at a local soccer match in Norwood Park.
Whether you’re buying your first home or looking to make a move, Agent Pronto helps both buyers and sellers find experienced real estate agents, making the process of joining or leaving the Northwest Side community effortless and straightforward.

Within a few minutes, I was paired up with an awesome agent who really knew the local area and helped me find a great condo in a super tight market. It was daunting to think about how to find the right agent. Agent Pronto got me the right agent, pronto!
Take the guesswork out of finding an agent.
With over 2 million real estate agents across the U.S., it’s not easy deciding who to trust when buying or selling a home.
We’ve analyzed performance metrics, close rates, specialties, and client reviews of the top real estate agents in Northwest Side to qualify the best agents for your specific needs.
We know that choosing the right real estate agent can be a stressful task. With Agent Pronto, it doesn’t have to be.
Data analysis with a human touch.
Agent Pronto works through troves of local and national housing data, client reviews, and agent performance metrics to find the top agents in Chicago. But we don’t stop there.
Our Agent Specialists will take into account any special requests you have when searching for your real estate agent recommendation.
Need a great agent who speaks fluent Spanish and is a luxury condo expert in your neighborhood? No problem!
Resources for buyers and sellers.
Tips and market insights to make your Chicago real estate journey a success.

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. 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.
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