in Windermere, FL • 2026 Buying Guide
Best Month
December
$761K
Avoid
September
$967K
Potential Savings
$206K
21.3% difference
Market Type
Buyer's
30.0 mo. supply
In a buyer's market, you can be selective about end units vs. interior units, orientation, and neighborhood within the development. Request seller concessions and negotiate on any needed repairs.
Median Sale Price
$544K
N/A YoY
Days on Market
6
median days
Inventory
30
active listings
Sale-to-List Ratio
97.3%
room to negotiate
Jan
$808K
Feb
$768K
Mar
$783K
Apr
$809K
May
$822K
Jun
$896K
Jul
$796K
Aug
$849K
Sep
$967K
PeakOct
$734K
Nov
$854K
Dec
$761K
BestBased on historical sales data in Windermere
Townhouses attract first-time buyers and downsizers, making timing more predictable. Winter offers the best deals as families are less active, but early spring (before the rush) can offer good inventory before competition heats up.
Real Estate Agent
Real Estate Agent
Licensed Real Estate Agent
+ 6 more agents in Windermere
Pro Tip: With Windermere's median price at $544K, a 20% down payment would be approximately $109K. Get pre-approved early to know exactly what you can afford.
Based on our analysis of Windermere's housing market, December is typically the best time to buy a townhouse. During this month, prices average around $761K, which is 21.3% lower than peak prices in September. Townhouses attract first-time buyers and downsizers, making timing more predictable. Winter offers the best deals as families are less active, but early spring (before the rush) can offer good inventory before competition heats up.
The current median home price in Windermere is $544K. Townhouse prices vary based on location, size, and condition. Year-over-year, prices have changed N/A. Townhouses often appreciate similarly to single-family homes in the same area while requiring less maintenance. End units and those with garages typically appreciate faster.
Yes, Windermere is currently a buyer's market with 30.0 months of inventory. In a buyer's market, you can be selective about end units vs. interior units, orientation, and neighborhood within the development. Request seller concessions and negotiate on any needed repairs.
Key considerations for buying a townhouse in Windermere include: End unit vs. interior - affects noise, natural light, and resale value; Understand exactly what the HOA maintains (often exterior only); Check shared wall sound insulation quality. Also watch for red flags like Shared driveways or parking issues and Evidence of water intrusion on shared walls.
Homes in Windermere currently spend an average of 6 days on market. This indicates a fast-moving market where you need to be prepared to act quickly.
Most townhouses qualify for conventional, FHA, and VA loans Some lenders classify townhouses as condos - verify with your lender With Windermere's median price of $544K, you'll want to get pre-approved early to understand your budget.
Looking for the best time to buy a townhouse in Windermere? Our analysis shows that December typically offers the best prices, with homes averaging around $761K. Buying during this time could save you up to $206K compared to peak months like September.
With a median price of $544K and homes spending an average of 6 days on market, Windermere is currently a buyer's market. There's currently 30.0 months of inventory available.
Townhouses often appreciate similarly to single-family homes in the same area while requiring less maintenance. End units and those with garages typically appreciate faster.
There are 9 real estate agents active in Windermere who can help you find the perfect townhouse. A local expert understands neighborhood nuances, pricing trends, and can help you navigate Windermere's specific market conditions.
Connect with local agents who specialize in townhouses.