1. Agent Pronto
  2. Illinois
  3. Winthrop Harbor

The best way to find top real estate agents in Winthrop Harbor, IL

We analyze thousands of real estate agents in Winthrop Harbor and nationwide to find you proven local professionals, for free.

Find Your Perfect Agent

Ready to get started?


  • Client Testimonials
  • Local Market Reports
  • Tailored Recommendations
  • Free Home Value Estimates
  • Agent Sales Histories
  • Free, No Obligation
Winthrop Harbor, IL real estate

Compare top Winthrop Harbor real estate agents.

Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for November 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.

The easiest way to find a top agent you can trust.

Sell faster. Buy smarter. Get matched with proven agents who know your market—all for free.

Tell us what you need.
Answer a few quick questions about your real estate goals.
Get matched.
We’ll find you top local agents based on performance, expertise, and customer reviews.
Connect and compare.
Review your personalized recommendations and choose who’s right for you.
Move forward with confidence.
Whether you’re buying, selling, or both, you’ll have a proven expert on your side.
Agent profile screenshot
Agent profile screenshot

Winthrop Harbor real estate Market Report.

Information and statistics on the latest trends in the Winthrop Harbor real estate market. *

Latest Rolling 3-Month Snapshot

Jul 1, 2026 - Sep 30, 2026

Median sale price
$324K
+4.1% from Q2 '26
Median list price
$347K
+9.3% from Q2 '26
Active listings
53
+10% from Q2 '26
Homes sold
24
+4.3% from Q2 '26
New pendings
26
-10% from Q2 '26
New listings
31
+3.3% from Q2 '26

Quarterly Pricing Trends for Winthrop Harbor

Rolling three-month data ending on quarter boundaries when available.

Quarterly Pricing Trends for Winthrop Harbor Q4 '21 Q4 '22 Q4 '23 Q4 '24 Q4 '25 Q3 '26 Median sale price in Oct 2021 - Dec 2021: $207K Median sale price in Jan 2022 - Mar 2022: $240K Median sale price in Apr 2022 - Jun 2022: $250K Median sale price in Jul 2022 - Sep 2022: $264K Median sale price in Oct 2022 - Dec 2022: $250K Median sale price in Jan 2023 - Mar 2023: $225K Median sale price in Apr 2023 - Jun 2023: $277K Median sale price in Jul 2023 - Sep 2023: $255K Median sale price in Oct 2023 - Dec 2023: $265K Median sale price in Jan 2024 - Mar 2024: $299K Median sale price in Apr 2024 - Jun 2024: $293K Median sale price in Jul 2024 - Sep 2024: $335K Median sale price in Oct 2024 - Dec 2024: $293K Median sale price in Jan 2025 - Mar 2025: $259K Median sale price in Apr 2025 - Jun 2025: $300K Median sale price in Jul 2025 - Sep 2025: $330K Median sale price in Oct 2025 - Dec 2025: $315K Median sale price in Jan 2026 - Mar 2026: $285K Median sale price in Apr 2026 - Jun 2026: $311K Median sale price in Jul 2026 - Sep 2026: $324K Median list price in Oct 2021 - Dec 2021: $206K Median list price in Jan 2022 - Mar 2022: $240K Median list price in Apr 2022 - Jun 2022: $265K Median list price in Jul 2022 - Sep 2022: $280K Median list price in Oct 2022 - Dec 2022: $200K Median list price in Jan 2023 - Mar 2023: $260K Median list price in Apr 2023 - Jun 2023: $259K Median list price in Jul 2023 - Sep 2023: $275K Median list price in Oct 2023 - Dec 2023: $265K Median list price in Jan 2024 - Mar 2024: $350K Median list price in Apr 2024 - Jun 2024: $339K Median list price in Jul 2024 - Sep 2024: $257K Median list price in Oct 2024 - Dec 2024: $279K Median list price in Jan 2025 - Mar 2025: $305K Median list price in Apr 2025 - Jun 2025: $320K Median list price in Jul 2025 - Sep 2025: $325K Median list price in Oct 2025 - Dec 2025: $240K Median list price in Jan 2026 - Mar 2026: $350K Median list price in Apr 2026 - Jun 2026: $317K Median list price in Jul 2026 - Sep 2026: $347K Oct 2021 - Dec 2021 Median sale price $207K Median list price $206K Jan 2022 - Mar 2022 Median sale price $240K Median list price $240K Apr 2022 - Jun 2022 Median sale price $250K Median list price $265K Jul 2022 - Sep 2022 Median sale price $264K Median list price $280K Oct 2022 - Dec 2022 Median sale price $250K Median list price $200K Jan 2023 - Mar 2023 Median sale price $225K Median list price $260K Apr 2023 - Jun 2023 Median sale price $277K Median list price $259K Jul 2023 - Sep 2023 Median sale price $255K Median list price $275K Oct 2023 - Dec 2023 Median sale price $265K Median list price $265K Jan 2024 - Mar 2024 Median sale price $299K Median list price $350K Apr 2024 - Jun 2024 Median sale price $293K Median list price $339K Jul 2024 - Sep 2024 Median sale price $335K Median list price $257K Oct 2024 - Dec 2024 Median sale price $293K Median list price $279K Jan 2025 - Mar 2025 Median sale price $259K Median list price $305K Apr 2025 - Jun 2025 Median sale price $300K Median list price $320K Jul 2025 - Sep 2025 Median sale price $330K Median list price $325K Oct 2025 - Dec 2025 Median sale price $315K Median list price $240K Jan 2026 - Mar 2026 Median sale price $285K Median list price $350K Apr 2026 - Jun 2026 Median sale price $311K Median list price $317K Jul 2026 - Sep 2026 Median sale price $324K Median list price $347K
Median sale price
Median list price
* Data provided by Redfin, a national real estate brokerage.
20
Seller’s Market
Seller’s Market
Buyer’s Market
0
25
50
75
100

Market gauge is calculated using active listings and pending sales from the most recently available reporting period (Jul 2026 - Sep 2026).

Inventory in Winthrop Harbor has expanded in this rolling three-month view, with active listings up slightly from a year ago and months of supply rising more than 60 percent to 3.3. Even with more options, homes are still moving, as 24 properties sold and 26 went under contract, keeping conditions tilted toward sellers.

Pricing is showing a mixed pattern, with the typical home value down a bit year over year while the median list price has climbed more than 6 percent. Sellers are generally pricing with some ambition, but on average buyers are paying just under full asking at about 98 percent of list.

Speed has moderated somewhat, as the median days on market is in the low 60s and roughly flat compared with last year, and the share of homes selling above list price has eased to about one in four. With supply higher than a year ago and prices adjusting unevenly, Agent Pronto can connect both buyers and sellers with an experienced Winthrop Harbor agent who understands how to navigate these shifting conditions.



Learn more about what Winthrop Harbor has to offer.

Winthrop Harbor offers residents a close-knit community with lakefront recreation, parks, local services, and a welcoming small-town atmosphere.

Winthrop Harbor sits at the northern edge of the Illinois shoreline, offering direct access to Lake Michigan, Metra service into Chicago, and a small-town feel that is closely tied to outdoor recreation. Residents enjoy a practical mix of single-family homes, lakefront cottages, and quiet streets that appeal to commuters, retirees, and first-time buyers alike.

At the heart of the community is North Point Marina, one of the largest freshwater marinas in the country, with walking paths, lake views, and seasonal events. Nearby Winthrop Harbor Yacht Club and public lakefront areas make boating and fishing part of everyday life. Families appreciate the local schools in Winthrop Harbor School District 1, along with nearby options in Zion and Waukegan.

Daily errands are straightforward, with local shops, dining, and services along Sheridan Road and close access to Zion-Benton Public Library and healthcare in Lake County. Parks such as Winthrop Harbor’s 38-acre community park provide sports fields, playgrounds, and seasonal programming, while Illinois Beach State Park just to the south offers miles of trails, swimming, and natural dunes.

Whether you are relocating from nearby Kenosha or moving across the country, a knowledgeable local real estate agent can help you weigh neighborhood options, commute times, and waterfront considerations. Agent Pronto connects buyers and sellers in Winthrop Harbor with agents who know the area well, helping make each move more efficient and less stressful.

Find your Winthrop Harbor real estate agent today →


Trusted by over 500,000 buyers and sellers.

See why so many people rely on Agent Pronto to make their real estate journey a success.

“I worked with Eric for the better course of a year to land my first property, and Eric demonstrated extreme patience, flexibility, excellent communication, and great professionalism throughout the whole process. Eric is extremely knowledgeable in his expertise and makes the buyer feel comfortable and confident in their decisions. Eric is extremely approachable and supportive, and I would recommend anyone in the buying market to reach out to Eric with any questions, tours, or any housing-related items.”

ImranBurney ·

Photo of The Star Home Team
Better Homes & Gardens Real Estate Real Estate Star Homes
“We couldn’t have asked for a better agent than Christin Kaufman to help us sell our home. Our transaction turned out to be far more challenging than we ever expected. We were dealing with an extremely demanding buyer and what seemed like an endless stream of questions, concerns, and new requests.  Through all of it, Christin was fantastic. She stayed calm, kept us focused on the end goal, helped us separate the important issues from the noise, and guided us through every new twist without letting the process get off track. She was always responsive, patient, and willing to talk through our options. Anyone can look like a great real estate agent when a transaction goes perfectly. You really learn the value of your agent when things get difficult. Christin proved her value to us over and over again and ultimately helped us get across the finish line. We are incredibly grateful for everything she did for us and would recommend Christin without hesitation to anyone looking to buy or sell a home.”

Steve Winandy ·

Photo of Jamie Hering
Better Homes & Gardens Real Estate Star Homes
“Renee is an incredibly knowledgeable agent that has a lot of experience, cares about her clients, and is trustworthy !! She knows the ins and outs of current real estate markets and how to strategically price a property so that it will sell in a timely manner but with the highest yield!! She has sold two of our properties over the last eight years (one in Illinois and one in Wisconsin) and we received more than we expected on each of the sales!! We cannot recommend her highly enough! Thank you so much, Renee!!”

Val · Elkhorn, WI

Photo of Renee OBrien Group
Keller Williams North Shore West
“I don’t know how she does it, but Marina is truly exceptional at her craft! She helped us close on a house in Mount Prospect, even in the hardest market to buy. I have no words to describe how amazing she is but she doesn’t need them, her work speaks for itself! Thank you always Marina!”

Xhevit ·

Photo of Marina Camenschi
Home Smart Connect
“Working with Anthony was an absolute game-changer for us as first-time home buyers. He knows the local market inside and out, he answered all of our (many) questions at any time of the day, and not only was he very professional and reliable, but we knew throughout the process that he genuinely cared about us and our satisfaction. Now we have our dream home! I'm so glad we had Anthony working with us throughout this process, and we highly recommend him!”

Lais Boa · Round Lake, IL

Photo of Anthony Osifalujo
Illinois Real Estate Partners
“I had the pleasure of working with Jessica as a first time home buyer. She was excellent, knowledgeable and quick to answer questions. Thank you so much!”

Gina k ·

Photo of Jessica Garry
Garry Real Estate
“Working on selling my home with Scott Paul was an absolute pleasure. From day one he had a clear strategy and data driven approach to help me sell my home. His communication skills are Excellent! He’s highly experienced and knowledgeable in real estate. I recommend him to anyone trying to sell their home.”

AY K ·

Photo of Scott Paul
RE/MAX Suburban
“Honestly Ariel is an amazing realtor. She was responsive, knowledgeable, and willing to answer all my random questions as a first time homeowner. She clearly explained the process, was patient when looking at a variety of homes over a year, and was a huge help. 10/10 Recommend!”

cheese001 ·

Photo of Sarah Leonard Team
Legacy Properties, A Sarah Leonard Company
“I had a wonderful experience working with Jary buy my new home. As first-time buyer,I had a lot of questions. Jary was patient, kind, and always available to talk. She knew the local market very well and helped me find the house without any pressure. During the offer process, her advice was spot-on. I could not have done this without her. Highly recommend!”

rodriguezl199422 ·

Photo of Jary Becerra
Exit Realty EXIT Strategy Realty
“Selling our condo was a much smoother experience than I expected, and I truly have Larry to thank for that. From the very beginning, he was knowledgeable, responsive, and incredibly professional. Night or Day, weekday or weekend Larry answered the phone and communicated actively any information about the process to us. A true professional. He guided us through every step of the process, answered all of my questions, and always made us feel confident in the decisions we were making. What impressed me most was his negotiation skills. Larry advocated for our best interests every step of the way and worked hard to secure the best possible outcome. We always felt like he had our back and never settled for less than what our home was worth. If you’re looking for an agent who is honest, strategic, communicative, and genuinely invested in their clients, we can’t recommend Larry Lazar highly enough. Selling a home can be stressful, but he made the entire process seamless. We would absolutely work with him again and recommend him to anyone buying or selling a home.”

Karen Collins-Boddy ·

Photo of Larry Lazar
Charles Rutenberg Realty Charles Rutenberg
“Matt did a fantastic job. He is very knowledgeable about the area, and the processes, and all the little tricks to maximize the odds of a successful home purchase. As a buyer from out of state, I can say Matt made the process much better than it could have been. He sent us walkthrough videos of each property (usually within 1-2 hours of my request). Matt goes above and beyond and we could not have asked for a better real estate agent.”

bmocbam ·

Photo of Matthew Lawrence
1st Class Realty ALL PRO
“Branden was wonderful to work with. He is professional, knowledgeable, patient and friendly. This was our first time using a VA home loan, and he took a lot of time to walk us through the process and make sure we were satisfied with everything. Branden was also very direct and realistic in explaining what to expect from the process, especially when our buyers became rather difficult to deal with. I would recommend Branden to anyone looking for a realtor.”

Rachel ·

Photo of Branden Linnane
HomeSmart Connect
“Sarah was great with me for my townhouse purchase post divorce. She was always ready to meet me very quickly for the 5 or so places I looked at. I ultimately settled on a smaller more affordable unit and she had a great inspector recommendation for me. I learned a lot about the home buying process through her answers to my questions and I also learned about closing details that were important to address for my satisfaction. When the time comes for me to purchase any other real estate, I'm confident that I will call upon her again. She was absolutely helpful and of great help to me.”

Kimberly Mehta ·

Photo of Ben Hickman
RE/MAX Plaza
“Would use Lizette again, very easy to work with & very professional. Would recommend here 100% to Friends.”

Bill Zabresky · Wheeling, IL

Photo of Lizette Andrews Delgado
REALTY OF AMERICA
“If I could give Claudio Varo from Varo Real Estate more than 5 stars, I would in a heartbeat. Working with Claudio has been one of the best experiences we’ve ever had, not just in real estate but with any professional, period.??We were helping my parents find a condo, and in today’s limited market, that’s not easy. But Claudio made the entire process feel effortless. He showed us around a dozen properties, and every single time, he was patient, professional, and genuinely caring. He didn’t just open doors; he walked us through every detail, pointed out things most agents would miss, and gave honest, thoughtful advice. He even saved us from a few total disasters along the way.??What really makes Claudio special is his honesty and integrity. It’s SO clear that he’s not just trying to make a sale. He truly wants his clients to find the right home. Since my parents weren’t in a rush, he literally told us, “Don’t buy something just to buy it, wait for the right one.” That alone says everything about the kind of person and realtor he is.??He also goes above and beyond when it comes to communication. Claudio was always there for us, no matter what time it was. There were nights when we’d text him at 11 PM and mornings when we’d message at 7 AM, and without fail, he always responded right away. He always answered my calls, and I never once had to wait or wonder if I’d hear back. That kind of responsiveness and dedication is almost unheard of these days, and it meant the world to us.??My mom, who attended every single showing, said it best: “You couldn’t have picked a better realtor.” She constantly mentioned how much she appreciated his patience, kindness, and honesty, and she’s genuinely so thankful for everything he did. Claudio treated us like family, not clients, and that’s something we’ll never forget.??If you’re looking for a realtor who’s professional, honest, patient, and truly dedicated to your best interests, someone who will show up, answer every text, every call, and genuinely care about finding what’s right for you — Claudio is your guy.??Thank you, Claudio, for your honesty, your time, your patience, and your heart. You’ve set the bar impossibly high for every realtor out there.”

Emina A ·

Photo of Claudio & Raluca Varo
Varo Real Estate
“Working with Dontae was an absolute pleasure. He made the entire home-buying process easy and stress-free, always taking the time to explain things clearly and answer any questions I had. What I appreciated most was that I never felt pressured. His knowledge of the market and genuine care for finding the right home for me really stood out. I’m grateful for his help and would recommend Dontae to anyone looking for a new home.”

dgutknechtjr ·

Photo of Dontae Kelly
Keller Williams North Shore West
“We had an outstanding experience working with Paul Ambrogio while selling my mothers home in Del Web Sun City Huntley Illinois. He was friendly, knowledgeable and incredibly helpful and made communication a breeze. He made what could have been a stressful process feel smooth and manageable. Paul was always available to answer questions, provided expert guidance, and went above and beyond to ensure we got the best possible outcome. I highly recommend him to anyone looking to buy or sell in the area. Truly a top-notch professional! Thanks for everything Paul. Glad we found you during our search for a relator.”

Carrie Rutkowski ·

Photo of Paul Ambrogio
Berkshire Hathaway Starck Real Estate
“Thalia is an amazing realtor! 10/10! 5 stars! As a first time home buyer, I did not know what to expect or what the process of buying a home was. Thalia was amazing when she sat down with me and walked me through each and every step. She is extremely knowledgeable, and always available. I really appreciated her efficiency; Thalia works at the buyers pace, and when she says something will get done…..it gets done. She was always available to answer any and all of my questions….at anytime of the day! I am so happy Thalia was my realtor, and if I ever need to buy or sell a property, I will be calling Thalia back.”

Aleksandra Lemiesz ·

Photo of Thalia Mena
Coldwell Banker Realty
“I had an amazing experience working with Erick when purchasing my new home. From the very beginning, he took the time to understand exactly what I was looking for and offered valuable insights into the housing market. Erick was incredibly knowledgeable, patient, and responsive, answering all my questions and guiding me through every step of the process. The process of finding the perfect home can be overwhelming, but Erick made it seamless. He was always available to schedule viewings at my convenience, and when we found the right place, he worked tirelessly to ensure my offer was competitive and that all the paperwork was handled efficiently. Thanks to Erick, I now own a home that I absolutely love. I highly recommend him to anyone looking for a dedicated and professional real estate agent.”

Lizette · Addison, IL

Photo of Erick Coley
Berkshire Hathaway American Heritage
“Super knowledgeable of the area and made my first home buying experience a breeze! She is very friendly and easy to communicate with. IHighly recommend Michelle B.”

zack ·

Photo of Michelle Buckun
Results Realty USA

Frequently Asked Questions

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 Winthrop Harbor. 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.


Looking for an agent outside Winthrop Harbor?

We’ll match you with top-rated real estate agents in just about any city—wherever your next move takes you.