Top Real Estate Agents in Windermere, FL – December 2025
Find the best real estate agents in Windermere, FL. See who's closing the most deals, selling fastest, and dominating the market—backed by 12 months of MLS data.
We analyzed 804 MLS transactions across 512 agents in Windermere over the last 12 months to find who's actually moving property. Here's what the data says.
Key Market Stats
- Median Home Price: $908K
- Avg Days on Market: 88 days
- #1 Agent: Nancy Pruitt Pa. Veteran Military Real Estate Buyer Agent Realtor® (20 transactions, $22.9M volume)
Windermere Housing Market Snapshot
Understanding the current market conditions helps you set realistic expectations and negotiate effectively.
| Metric | Value |
|---|---|
| Median Home Price | $908K |
| Avg Days on Market | 88 days |
| Listings Selling Under 30 Days | 17% |
| Listings on Market 90+ Days | 37% |
| Price Trend (vs Prior Quarter) | -3.3% |
Buyer's Market
How to Choose the Right Real Estate Agent in Windermere
Finding the right agent is about more than just transaction volume. Here's what to look for:
Ask these before signing with any Windermere agent:
- How many homes have you sold in Windermere in the past 12 months?
- How often will you update me, and through what channels?
- How do you determine list price? What's your sale-to-list ratio?
- What specific tactics will you use to market my property?
- Can you provide contact info for 3 recent clients?
Walk away if you see these warning signs:
- No recent local deals — They may not know the current market.
- Vague marketing — "We'll put it on the MLS" isn't a strategy.
- Pressure tactics — Good agents educate, not push.
Which structure fits your needs?
| Team | Solo Agent | |
|---|---|---|
| Availability | More coverage | Single point of contact |
| Specialization | Dedicated roles | Generalist approach |
| Communication | May vary by team member | Consistent relationship |
| Best for | High-volume, fast markets | Personalized attention |
Windermere Agent Rankings
| Rank | Agent | Brokerage | Transactions | Total Volume | Cohort |
|---|---|---|---|---|---|
| 1 | Nancy Pruitt Pa. Veteran Military Real Estate Buyer Agent Realtor® | Olympus Executive Realty® | 20 | $22.9M | Top 1% |
| 2 | Mike And Teresa Stewart | Southern Realty Group, LLC | 14 | $40.8M | Top 5% |
| 3 | Ken Pozek | Real Broker, LLC - Broker | 13 | $17.5M | Top 5% |
| 4 | Omar Andreasen | Exp Realty Llc, Fl | 11 | $4.3M | Top 10% |
| 5 | Eric Jia | — | 10 | $7.0M | Top 25% |
| 6 | Rob Rahter, Managing Broker & Luxury Specialist | Stockworth Realty Group - Broker | 10 | $41.2M | Top 25% |
| 7 | Darrell Nunnelley | — | 9 | $17.0M | Top 25% |
| 8 | Angela Durruthy | Keene'S Pointe Realty | 9 | $22.9M | Top 25% |
| 9 | Non Realtor | — | 8 | $26.5M | Top 25% |
| 10 | Carey Sheffield | Isleworth Realty LLC - Broker | 7 | $26.8M | Top 25% |
Rankings based on MLS transaction data. Cohort percentile calculated against all agents in the market.
Top Agents by Transaction Volume
Speed to Sale: Agent vs Market Average
Agents highlighted in orange sell faster than the Windermere market average of 88 days.
Total Sales Volume
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Methodology
Data Collection
We analyzed 804 MLS listings in Windermere, FL from the last 12 months, sourced from our proprietary database of 21M+ nationwide transactions.
Ranking Calculation
Agents are ranked by transaction count with a minimum of 3 transactions required. Cohort percentiles compare each agent against all agents in the market.
Performance Metrics
We calculate days on market, total volume, and average sale price to provide a complete performance picture.
Frequently Asked Questions
How We Keep This List Updated
This ranking of top real estate agents in Windermere is updated monthly using the latest MLS transaction data. Our automated pipeline processes millions of records to identify agents with consistent, verifiable performance.
What triggers ranking changes:
- New transactions closing in the MLS
- Shifts in agent volume relative to market peers
- Updated brokerage affiliations
Last updated: 12-30-2025
About This Data
Rankings are based solely on MLS transaction data. Tab Tab Labs does not accept payment for placement. Past performance does not guarantee future results. Always interview multiple agents before making a decision.
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