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 97% of their value (Sale Price to List Price Ratio). With 8 active listings and 2 closed sales this month, inventory remains at 6.8 months of supply. Trends over the last half-year show median values moving up by 19%, while Average Days on Market has decreased by 42%. Listings in Winter Park are moving 28 days faster than the Orange average.
Top Listing & Buyer's Agents in Winter Park, FL
Detached Homes
Entry Level Detached Home Market Trends Median Price Market Trend The Entry Level Detached Home tier commands a price of $798K. Days On Market Avg. Market Trend Lower is better Detached Home homes in the Entry Level range average 89 days on market. Sale Price to List Price Ratio Market Trend Higher is better Lower is better Sellers of Entry Level Detached Home assets receive 94% of list price.
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Mid-Market Detached Home Market Trends Median Price Market Trend The Mid-Market Detached Home tier commands a price of $1.7M. Days On Market Avg. Market Trend Lower is better Detached Home homes in the Mid-Market range average 29 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 100% of list price.
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Ultra-Luxury Detached Home Market Trends Median Price Market Trend The Ultra-Luxury Detached Home tier commands a price of $430K. Days On Market Avg. Market Trend Lower is better Detached Home homes in the Ultra-Luxury range average 59 days on market. Sale Price to List Price Ratio Market Trend Higher is better Lower is better Sellers of Ultra-Luxury Detached Home assets receive 101% of list price.
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Townhomes
Entry Level Townhome Market Trends Median Price Market Trend The Entry Level Townhome tier commands a price of $790K. Days On Market Avg. Market Trend Lower is better Townhome homes in the Entry Level range average 34 days on market. Sale Price to List Price Ratio Market Trend Higher is better Lower is better Sellers of Entry Level Townhome assets receive 100% of list price.
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Ultra-Luxury Townhome Market Trends Median Price Market Trend The average price in the Ultra-Luxury Townhome segment has softened by 31% over the last 2 months. Days On Market Avg. Market Trend Lower is better Days on market for Ultra-Luxury Townhome is increasing, with homes now staying on market for 52 days on average. Sale Price to List Price Ratio Market Trend Higher is better Lower is better Seller leverage in the Ultra-Luxury Townhome market is strengthening, with the Sale Price to List Price Ratio now at 99%.
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Condo/Co-op
Mid-Market Condo/Co-op Market Trends Median Price Market Trend The average price in the Mid-Market Condo/Co-op segment has risen by 30% over the last 2 months. Days On Market Avg. Market Trend Lower is better Days on market for Mid-Market Condo/Co-op is decreasing, with homes now staying on market for 30 days on average. Sale Price to List Price Ratio Market Trend Higher is better Lower is better Seller leverage in the Mid-Market Condo/Co-op market is strengthening, with the Sale Price to List Price Ratio now at 94%.
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Multi-Family (2-4 Unit)
Ultra-Luxury Multi-Family (2-4 Unit) Market Trends Median Price Market Trend The Ultra-Luxury Multi-Family (2-4 Unit) tier commands a price of $1M. Days On Market Avg. Market Trend Lower is better Multi-Family (2-4 Unit) homes in the Ultra-Luxury range average 114 days on market. Sale Price to List Price Ratio Market Trend Higher is better Lower is better Sellers of Ultra-Luxury Multi-Family (2-4 Unit) assets receive 67% of list price.
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Winter Park Real Estate Market Trends September 2026
Inventory Breakdown by Segment
| Property Type | Entry Level | Mid-Market | Ultra-Luxury | Total |
|---|---|---|---|---|
| Condo/Co-op | 1 | — | — | 2 |
| Detached Home | 2 | — | 2 | 6 |
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 6.8 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, $900,000 represents the median entry point in Winter Park, FL. Over the past half-year, home values in Winter Park have moved upward by approximately 19% 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 96.8%. On average, properties in Winter Park are transitioning from active to sold status in 30 days.
Who is the best agent to sell my home in Winter Park?
Based on closed transaction data, Sonia Petraitis ranks at the top of our Winter Park leaderboard earning an algorithm performance score of -130. 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 122% higher than the regional average, reflecting the unique demand and inventory dynamics of Winter Park.
Which agent is best for buying a Ultra-Luxury Multi-Family (2-4 Unit) in Winter Park, FL?
Buyers targeting Ultra-Luxury Multi-Family (2-4 Unit) homes in Winter Park, FL may want to work with Ahmed Hamada. Their buyer transactions in the Ultra-Luxury Multi-Family (2-4 Unit) 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 Mid-Market Condo/Co-op in Winter Park, FL?
Our data flags Mauricio Padilla as a top buyer's advocate for Mid-Market Condo/Co-op properties in Winter Park, FL. Across their deals in the Mid-Market Condo/Co-op category, Mauricio Padilla has consistently achieved better-than-average terms relative to asking price in Winter Park, FL. That kind of negotiating edge compounds over a transaction.
Who is a top listing agent for Mid-Market Condo/Co-op homes in Winter Park, FL?
Among agents with recent closings in the Mid-Market Condo/Co-op space, Sonia Petraitis has the strongest performance metrics in Winter Park, FL. Speed and price retention together are the hardest combination to find in a single agent. Their track record in the Mid-Market Condo/Co-op category in Winter Park, FL reflects both.
Who is a top listing agent for Entry Level Detached Home homes in Winter Park, FL?
Tika Van Den Hurk has been particularly active in Winter Park's Entry Level Detached Home segment, and the numbers back it up. Their listings in this segment consistently close faster than the local pace — a meaningful edge when carrying costs and market timing matter to sellers.
Who is a top listing agent for Ultra-Luxury Multi-Family (2-4 Unit) homes in Winter Park, FL?
When looking specifically at Ultra-Luxury Multi-Family (2-4 Unit) transactions, Maria Tenner consistently surfaces as a top performer in Winter Park, FL. Our algorithm ranks them based on closed transaction outcomes in the Ultra-Luxury Multi-Family (2-4 Unit) segment, not self-reported volume or marketing activity. The ranking reflects actual local performance.