Updated regularlyAnalyzed 1,279 agents

Find the top real estate agents in Winnetka, IL

We analyzed 1,279 Winnetka agents on closed volume, sale-to-list ratio, and review quality. Tell us what you’re looking for and we’ll match you with the best agent, suited for your exact needs.

100% freeNo obligationBased on historical performance
How this works
1,279agents analyzed
Every licensed Winnetka agent — not a paid directory.
45M+transactions analyzed nationwide
Our algorithm scores every agent across dozens of variables — volume, sale-to-list, days on market, and more.
200,000+customer testimonials nationwide
Real feedback from real home sellers and buyers, cross-referenced with closed transactions.
100% Freeto you
No markup on commission. Agents pay us only if you close.
MLS, public records, HomeLight database

Featured in

Why it matters who you pick

Top Winnetka agents sell faster and for more — here’s the gap.

Data pulled from Winnetka listings closed in the last 12 months. The top 3% of agents consistently outperform the rest of the market on every seller metric.

Metric (last 12 months)
Top 3% of Winnetka
Average Winnetka agent
Top performers…
Sale-to-list ratio
100.9%
93.9%
+7.0 pts higher
Days on market
67
116
49 days faster
Homes sold per year
1339
168
8.0× more deals

Based on Winnetka listings analyzed over the last 12 months.

Top Real Estate Agents & Realtors® in Winnetka, IL

  1. Cory GreenCompass- Lake Forest5.0/5 (7 reviews)
  2. Michael MitchellColdwell Banker Residential Brokerage5.0/5 (2 reviews)
  3. Frank Denovi5.0/5 (1 reviews)
  4. Marina Britva5.0/5 (1 reviews)
  5. Lauren Mitrick-WoodBerkshire Hathaway Home Services KoenigRubloff5.0/5 (1 reviews)
  6. Mike BergMike Berg / Berg Properties5.0/5 (1 reviews)
  7. Rubenstein FoxBaird & Warner3.6666666666666667/5 (3 reviews)
  8. Jessica Rosien
  9. Marjorie Richter
  10. Cheryl Waldstein
  11. Blanche Romey
  12. Alyson Tesar
  13. Dinny Dwyer
  14. Eric Booth
  15. Maryann Burke
  16. Suzanne Beu
  17. Monica Corbett
  18. Kathleen Doron
  19. Katie Hauser
  20. Grace Goro
  21. Annie Flanagan
  22. Beverly FleischmanColdwell Banker Residential
  23. Sheila Bower
  24. Sherry MolitorBHHS KoenigRubloff Realty Group
  25. Leslie Maguire@properties
  26. Kathleen Tyrrell
  27. Jody Savino
  28. Katie Marx
  29. Martha May
  30. Cha Mcdaniel
  31. Meredith Schreiber
  32. Kevin Rutherford
  33. Susan Roche
  34. Monica Sofranko
  35. Carol Munro
  36. Patricia Skirving
  37. Martin Winefield
  38. Jeanine Wheeler
  39. Kathleen Peters
  40. Laura Mccain

How Agent Match works

Meet three top Winnetka listing agents in under 48 hours

We’ve done the vetting. You pick the fit. The entire service is free — we’re paid by agents only if you close a transaction.

1
Illustration of a home valuation form

Tell us about your home

Two minutes, five questions. Address, timeline, price tier. We auto-fill what we can from public records.

2
Illustration of agent matching results

We match you to 2–3 agents

We shortlist the top agents in your specific neighborhood and price tier — not the whole city list.

3
Illustration of a homeowner interviewing a real estate agent

You interview. Zero obligation.

Meet your matches, compare strategies, and pick the one who fits — or none at all. You're in control the whole way.

“HomeLight is a way to narrow the field and find the right agent for your house sale… Within 36 hours of listing, we had a contract.”

Frank L.

Sold with a HomeLight Agent

“I'd already met two agents on my own. HomeLight's match was better than both. Smooth from handoff through closing.”

James T.

Sold in 9 days

Winnetka FAQ

Questions Winnetka sellers actually ask.

Answered with live Winnetka data. Updated monthly when the MLS refreshes.

The Winnetka market is competitive, with well-priced homes typically selling within days of listing at or above asking price. Inventory remains below historical averages, which continues to favor sellers. Median prices have appreciated year-over-year, driven by strong demand and limited supply.
The national average real estate commission is typically between 5% and 6% of the home's final sale price. The exact rate is always negotiable. Post-2024 NAR settlement, buyer-side compensation is now separately negotiated between seller and buyer directly.
Based on HomeLight's data from sold homes in Winnetka since 2014, December historically produces the highest sale prices, while July sees homes sell fastest. That said, low inventory year-round means motivated buyers exist in every season, so listing when your home is ready often beats waiting for the "perfect" month.
Prioritize agents with recent Winnetka transaction history (25+ closings in the last 12 months), a strong sale-to-list ratio (102%+ is excellent), verifiable client reviews, and proven specialization in your neighborhood and price tier. Always interview 2–3 candidates before deciding.
Well-priced homes in desirable Winnetka neighborhoods often accept offers within a week. From list date to close-of-escrow, plan on 30–45 days total, including buyer financing contingencies and inspections.
If timing for peak price, Winnetka data points to December as the historically strongest month for sale prices; for the fastest sale, July sees the fewest days on market. That said, holding several months carries real risk — rate shifts or softening demand can reduce your net proceeds. In most cases, listing when your home is ready outperforms trying to time the market.
HomeLight's Agent Match is 100% free for home sellers and buyers, with no obligation to work with the agents we recommend. We collect a referral fee from the agent only if you close a transaction with them — the service costs you nothing extra.
We analyze 45M+ transactions nationwide and score every licensed Winnetka agent on recent transaction volume, sale-to-list ratio, days on market, client review quality, and neighborhood specialization. Only the top few percent of Winnetka agents make our featured list, and we re-score monthly as new data arrives.
Absolutely — and we encourage it. HomeLight matches you with 2–3 top-performing Winnetka agents tailored to your home's location, price tier, and timeline. There's no obligation to work with any of them, and our concierge team can help you prepare questions specific to your neighborhood.
We analyze your home's location, estimated price tier, and your stated timeline, then match you with 2–3 top agents. A HomeLight concierge follows up within minutes to review your matches and answer any questions. The whole process — from submit to first agent conversation — typically takes under an hour.

How we match agents

Out of 1,279 agents in Winnetka, we find the 2–3 best to sell your home.

Most agent directories are paid listings. HomeLight is different — our algorithm ranks every licensed Winnetka agent on objective transaction data.

45M+ transactions
We score every agent on every sale — recency, price band, and neighborhood — so your match reflects current performance, not old reputation.
Performance weighted
Sale-to-list ratio, days on market, and transaction volume — not star ratings or paid directory placement.
Client satisfaction
200,000+ verified reviews, cross-referenced against actual closed transactions to remove unverified feedback.
Hyperlocal fit
We match you with agents who have a proven track record in your specific neighborhood and price range — not just city-wide.

Agent rankings are updated regularly. Data sourced from MLS, public records, and HomeLight’s transaction database.

Explore nearby

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