Windermere, FL Real Estate Market Update — January 2026
By Wendy Morris Realty — Your Local Windermere Real Estate Expert
Welcome to 2026! If you’re exploring the Windermere, FL real estate market, whether you’re buying, selling, investing, or simply keeping an eye on trends, this January 2026 update from Wendy Morris Realty has everything you need. Windermere continues to be one of Central Florida’s most coveted real estate markets — and here’s the latest snapshot, complete with key stats, trends, and insights.
Windermere remains an upscale market where luxury living meets strong demand and evolving trends. According to the latest data:
Average list price in Windermere is about $2,080,766, up roughly 37% year-over-year.
Average list price for houses sits around $2,363,244, marking a 36% increase compared with January 2025.
Condos/townhomes average about $399,693, reflecting modest annual growth.
Lots/land inventory has surged — with average land prices up nearly 91% year-over-year — indicating investor interest in development opportunities.
These trends emphasize that while prices are high, demand for quality properties in Windermere remains strong, supported by its desirable lifestyle, excellent schools, and proximity to Orlando’s economic hubs.
1. Strong Price Levels With Seasonal Adjustments
Windermere’s market prices continue to outpace many neighboring areas, with luxury homes commanding premium valuations. Buyers and sellers should understand that high prices don’t mean a static market — many listings require strategic pricing to attract serious offers.
2. Days on Market — More Buyer Breathing Room
Homes in Windermere are taking slightly longer to sell compared to the frenetic pace seen during the pandemic years. The average days on market (DOM) has expanded, giving buyers more opportunity to compare properties and negotiate effectively.
3. Inventory Increases = More Options for Buyers
Inventory levels have grown versus recent years — a welcome shift for buyers seeking choice, especially in the $800,000+ segment where demand historically outstrips supply.
4. Varied Market Segments — Luxury vs. Entry Luxury
Windermere’s unique dual-tiered market means that while ultra-luxury homes continue to command strong interest, more moderately priced properties offer buyers flexibility and negotiating leverage. Local data suggests luxury estates remain a cornerstone of the area’s appeal.
For Buyers:
With more inventory and longer DOM, you have better leverage and time to make informed decisions.
Consider a broader search inside Windermere’s diverse neighborhoods — from lakeside estates to modern family homes — to find the best match for your lifestyle and budget.
For Sellers:
Pricing your home competitively is key in today’s market. While prices are strong, savvy buyers have more options than they did a couple of years ago.
Proper staging, professional photography, and targeted marketing can significantly boost sale potential.
Windermere, FL continues to be one of Central Florida’s most dynamic and desirable markets. Whether you’re chasing luxury lakeside living or looking for growth and lifestyle opportunities, understanding the local trends is essential.
As your trusted local brokerage, Wendy Morris Realty is here to help you navigate every twist and turn of the Windermere real estate market in January 2026 — with expertise, integrity, and a commitment to your success.
? Ready to make your next move in Windermere? Contact Wendy Morris Realty today — your local market concierge and real estate partner.