Best Real Estate Agents in Winter Park, FL• Updated
Looking for the best real estate agent in Winter Park, FL? This page ranks the top realtors in Winter Park by actual transaction data — not reviews or paid ads. Whether you want to find a top listing agent in Winter Park, FL or buy a home in Winter Park, our 2026 rankings use verified sales records, days on market, and price retention to surface the highest-performing agents.
Market Pulse: Opportunity 📈
The Winter Park, FL real estate market is currently a Buyer's Market. Homes are retaining 96% of their value (Sale Price to List Price Ratio). With 5 active listings and 3 closed sales this month, inventory remains at 11 months of supply. Trends over the last half-year show median values moving down by 14%, while Average Days on Market has decreased by 21%. Listings in Winter Park are moving 4 days faster than the Orange average.
Top Listing & Buyer's Agents in Winter Park, FL
Detached Homes
Mid-Market Detached Home Market Trends Median Price Market Trend The Mid-Market Detached Home tier commands a price of $610K. Days On Market Avg. Market Trend Lower is better Detached Home homes in the Mid-Market range average 103 days on market. Sale Price to List Price Ratio Market Trend Higher is better Lower is better Sellers of Mid-Market Detached Home assets receive 99% of list price.
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Ultra-Luxury Detached Home Market Trends Median Price Market Trend The average price in the Ultra-Luxury Detached Home segment has risen by 43% over the last 2 months. Days On Market Avg. Market Trend Lower is better Days on market for Ultra-Luxury Detached Home is increasing, with homes now staying on market for 59 days on average. Sale Price to List Price Ratio Market Trend Higher is better Lower is better Seller leverage in the Ultra-Luxury Detached Home market is strengthening, with the Sale Price to List Price Ratio now at 101%.
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Townhomes
Mid-Market Townhome Market Trends Median Price Market Trend The Mid-Market Townhome tier commands a price of $790K. Days On Market Avg. Market Trend Lower is better Townhome homes in the Mid-Market range average 34 days on market. Sale Price to List Price Ratio Market Trend Higher is better Lower is better Sellers of Mid-Market Townhome assets receive 100% of list price.
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Ultra-Luxury Townhome Market Trends Median Price Market Trend The Ultra-Luxury Townhome tier commands a price of $310K. Days On Market Avg. Market Trend Lower is better Townhome homes in the Ultra-Luxury range average 37 days on market. Sale Price to List Price Ratio Market Trend Higher is better Lower is better Sellers of Ultra-Luxury Townhome assets receive 93% of list price.
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Winter Park Real Estate Market Trends June 2026
Inventory Breakdown by Segment
| Property Type | Entry Level | High-End | Mid-Market | Ultra-Luxury | Total |
|---|---|---|---|---|---|
| Condo/Co-op | — | — | 1 | — | 1 |
| Detached Home | — | — | — | 4 | 4 |
Market Insights & FAQ
How is the real estate market in Winter Park, FL performing right now?
The data indicates a stable environment in Winter Park, FL. Inventory is at 11 months, meaning a balanced environment with steady turnover. Inventory levels provide a healthy range of options for prospective buyers.
What are the current pricing trends for Winter Park, FL real estate?
Currently, $468,000 represents the median entry point in Winter Park, FL. Over the past half-year, home values in Winter Park have moved downward by approximately 14% based on regional transaction data.
Are sellers in Winter Park, FL getting their full asking price?
Buyers have room for negotiation in Winter Park, FL, with a Sale Price to List Price Ratio of 96.3%. On average, properties in Winter Park are transitioning from active to sold status in 54 days.
Who is the best agent to sell my home in Winter Park?
Based on closed transaction data, Romain Liberman ranks at the top of our Winter Park leaderboard earning an algorithm performance score of -48. Agent Algo's rankings are built entirely from real deal outcomes — not reviews or paid placements — so this reflects actual results in the local market.
How does the Winter Park, FL market compare to Orange trends?
Winter Park, FL maintains a distinct profile within the broader Orange region. Median home values are currently 18% higher than the regional average, reflecting the unique demand and inventory dynamics of Winter Park.
Which agent is best for buying a Entry Level Condo/Co-op in Winter Park, FL?
Buyers targeting Entry Level Condo/Co-op homes in Winter Park, FL may want to work with Mauricio Padilla. Their buyer transactions in the Entry Level Condo/Co-op category in Winter Park, FL reflect genuine niche experience — a meaningful advantage over agents working this segment only occasionally.
Which agent is best for buying a Ultra-Luxury Townhome in Winter Park, FL?
Our data flags Non Agent as a top buyer's advocate for Ultra-Luxury Townhome properties in Winter Park, FL. Our algorithm surfaces Non Agent based on actual closed buyer deals in the Ultra-Luxury Townhome market. That's the kind of specific, verifiable track record buyers should look for in an agent.
Which agent is best for buying a Ultra-Luxury Detached Home in Winter Park, FL?
If you're hunting for a Ultra-Luxury Detached Home in Winter Park, FL, Nonmember Nonmls Ids For Ragflsold Mls Agent's track record speaks for itself. For buyers competing in the Ultra-Luxury Detached Home market in Winter Park, FL, their track record indicates speed and negotiating strength that outperforms the segment baseline on both counts.
Who is a top listing agent for Mid-Market Townhome homes in Winter Park, FL?
Romain Liberman has been particularly active in Winter Park's Mid-Market Townhome segment, and the numbers back it up. They've built a consistent track record in the Mid-Market Townhome category specifically — not just broad volume, but demonstrated results in this exact niche in Winter Park, FL.
Which agent is best for buying a Mid-Market Detached Home in Winter Park, FL?
Non Agent has a strong showing as a buyer's agent in Winter Park's Mid-Market Detached Home market. Our algorithm surfaces Non Agent based on actual closed buyer deals in the Mid-Market Detached Home market. That's the kind of specific, verifiable track record buyers should look for in an agent.
Which agent is best for buying a High-End Townhome in Winter Park, FL?
For those looking to purchase a High-End Townhome in Winter Park, FL, NONMLS MEMBER has the deal history to support the choice. Buying in the High-End Townhome space has its own dynamics. NONMLS MEMBER's history of closed deals in this exact category in Winter Park, FL shows they understand those dynamics well.
Who is a top listing agent for Ultra-Luxury Detached Home homes in Winter Park, FL?
In the Ultra-Luxury Detached Home category, few agents in Winter Park, FL can match the track record of Lesley Byrd. Their Ultra-Luxury Detached Home closings in Winter Park, FL show an above-average sale-to-list ratio for this segment — a sign of skilled pricing and negotiation that protects seller value.
Which agent is best for buying a Mid-Market Townhome in Winter Park, FL?
NONMLS MEMBER has helped buyers close on Mid-Market Townhome properties in Winter Park, FL — and the data shows it. Our algorithm surfaces NONMLS MEMBER based on actual closed buyer deals in the Mid-Market Townhome market. That's the kind of specific, verifiable track record buyers should look for in an agent.