Updated regularlyAnalyzed 300 agents

Find the top real estate agents in Winter Park, CO

We analyzed 300 Winter Park 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
300agents analyzed
Every licensed Winter Park 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 Winter Park agents sell faster and for more — here’s the gap.

Data pulled from Winter Park 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 Winter Park
Average Winter Park agent
Top performers…
Sale-to-list ratio
102.7%
98.4%
+4.3 pts higher
Days on market
40
74
34 days faster
Homes sold per year
732
102
7.2× more deals

Based on Winter Park listings analyzed over the last 12 months.

Top Real Estate Agents & Realtors® in Winter Park, CO

  1. Holly Chione5.0/5 (2 reviews)
  2. Stephanie IannoneCompass5.0/5 (2 reviews)
  3. Jeff KrollMetro Brokers/Colorado Dream Properties1.0/5 (3 reviews)
  4. Sequeeta RobinsonTrelora Colorado1.0/5 (1 reviews)
  5. Michelle CampbellFuller Sotheby's Int'l Realty
  6. Ashley CooleyRe/max Affiliates
  7. Craig Harcek8z Real Estate
  8. Tyson MurrayKeller Williams Advantage Rlty
  9. Arlene BurgessMb The Brian Petrelli Team
  10. Nancy AustinPorchLight Real Estate Group
  11. Lisa Lunger
  12. Jean WolterReal Estate of Winter Park
  13. David WilliamsHomeSmart Cherry Creek
  14. Julia Wilcox
  15. Amy Freeman
  16. Brad SimbricModus Real Estate
  17. Jennifer Hughes
  18. Susan CahillEco Luxe Real Estate
  19. Michelle MoranRe/max Momentum
  20. Tricia DesselCompass Colorado, LLC - Boulder
  21. Anthony Grandt
  22. Tucker ZimmermanSLIFER SMITH AND FRAMPTON REAL ESTATE
  23. Megan Waymire
  24. Julie RayBerkshire Hathaway
  25. The GroupThe Peak Properties Group - REALTORS
  26. Monica AndersonRE/MAX Peak to Peak
  27. Anne OhlyOmni Real Estate Co
  28. Seth WilliamsK-Company

How Agent Match works

Meet three top Winter Park 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

Winter Park FAQ

Questions Winter Park sellers actually ask.

Answered with live Winter Park data. Updated monthly when the MLS refreshes.

The Winter Park 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.
Spring (April–June) is historically the strongest window to list in Winter Park. Homes listed in spring sell faster and closer to (or above) asking price. 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 Winter Park 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 Winter Park 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.
With prices appreciating and inventory tight in Winter Park, conditions currently favor sellers. The primary reason to wait would be targeting the peak spring listing window — but holding several months carries the risk of rate or demand shifts that could reduce your net proceeds. In most cases, listing when your home is ready outperforms market timing.
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 Winter Park agent on recent transaction volume, sale-to-list ratio, days on market, client review quality, and neighborhood specialization. Only the top few percent of Winter Park 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 Winter Park 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 300 agents in Winter Park, we find the 2–3 best to sell your home.

Most agent directories are paid listings. HomeLight is different — our algorithm ranks every licensed Winter Park 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

Find top agents in Winter Park neighborhoods & nearby cities