Welcome to Ron the Realtor’s Windermere Real Estate Market Report 2025 Year in review. The only place on the internet to get this much accurate data regarding the Windermere Real Estate market along with in-depth breakdown and predictions from Windermere resident and previous #1 REMAX Realtor in State of Florida 6 consecutive years.
Windermere continues to be sought after due to its proximity to the theme parks, Downtown Orlando and the famed Butler Chain of Lakes. Exclusive manned gated communities lined with mature oaks attract high-net-worth families to call 34786 their home. The Town’s dedication to keeping the charm of the area allows for one of the only places in Central Florida not bustling with 4 lane highways and neon signs on every corner.
The sought-after schools and close proximity to Sand Lakes restaurant row, International Drive, and the booming Winter Garden allow the residents endless shopping and dining options.
Lets dive right into the report a year in the making….
| Metric | Beds | Baths | SqFt Heated | List Price | LP / SqFt | Close Price | SP / SqFt | Days to Contract | Days To Close | ADOM | CDOM | SP/LP Ratio |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
|
Min |
2 |
2 |
1161 |
$295,000 |
$179.00 |
$292,000 |
$174.17 |
|
|
|
|
.85 |
|
Max |
7 |
10 |
16257 |
$12,995,000 |
$853.91 |
$11,100,000 |
$819.29 |
348 |
372 |
348 |
443 |
1.02 |
|
Avg |
4 |
4 |
3259 |
$1,228,835 |
$327.27 |
$1,166,710 |
$313.26 |
71 |
105 |
65 |
72 |
.96 |
|
Median |
4 |
3 |
2867 |
$780,000 |
$283.65 |
$760,000 |
$277.34 |
52 |
99 |
43 |
50 |
.97 |
| Metric | Beds | Baths | SqFt Heated | List Price | LP / SqFt | Close Price | SP / SqFt | Days to Contract | Days To Close | ADOM | CDOM | SP/LP Ratio |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
|
Min |
2 |
2 |
1161 |
$295,000 |
$179.00 |
$292,000 |
$174.17 |
|
|
|
|
.85 |
|
Max |
7 |
10 |
16257 |
$12,995,000 |
$853.91 |
$11,100,000 |
$819.29 |
348 |
372 |
348 |
443 |
1.02 |
|
Avg |
4 |
4 |
3259 |
$1,228,835 |
$327.27 |
$1,166,710 |
$313.26 |
71 |
105 |
65 |
72 |
.96 |
|
Median |
4 |
3 |
2867 |
$780,000 |
$283.65 |
$760,000 |
$277.34 |
52 |
99 |
43 |
50 |
.97 |
Well nailed the median sale price exactly. Was it seems too optomistic on Average sale price, $/ft and days on market. Falling short on these 3 metrics. The great news is in the current national housing market to stay even at these $1,200,000 and $333/ft levels in itself great news.
| Metric | Beds | Baths | SqFt Heated | List Price | LP / SqFt | Close Price | SP / SqFt | Days to Contract | Days To Close | ADOM | CDOM | SP/LP Ratio |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
|
Min |
2 |
2 |
1161 |
$295,000 |
$179.00 |
$292,000 |
$174.17 |
|
|
|
|
.85 |
|
Max |
7 |
10 |
16257 |
$12,995,000 |
$853.91 |
$11,100,000 |
$819.29 |
348 |
372 |
348 |
443 |
1.02 |
|
Avg |
4 |
4 |
3259 |
$1,228,835 |
$327.27 |
$1,166,710 |
$313.26 |
71 |
105 |
65 |
72 |
.96 |
|
Median |
4 |
3 |
2867 |
$780,000 |
$283.65 |
$760,000 |
$277.34 |
52 |
99 |
43 |
50 |
.97 |
| Metric | Beds | Baths | SqFt Heated | List Price | LP / SqFt | Close Price | SP / SqFt | Days to Contract | Days To Close | ADOM | CDOM | SP/LP Ratio |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
|
Min |
2 |
2 |
1161 |
$295,000 |
$179.00 |
$292,000 |
$174.17 |
|
|
|
|
.85 |
|
Max |
7 |
10 |
16257 |
$12,995,000 |
$853.91 |
$11,100,000 |
$819.29 |
348 |
372 |
348 |
443 |
1.02 |
|
Avg |
4 |
4 |
3259 |
$1,228,835 |
$327.27 |
$1,166,710 |
$313.26 |
71 |
105 |
65 |
72 |
.96 |
|
Median |
4 |
3 |
2867 |
$780,000 |
$283.65 |
$760,000 |
$277.34 |
52 |
99 |
43 |
50 |
.97 |
The 2% decline is of little concern, 2024 experienced a $13m, $10.5m , $9.6m and 21 homes over $4m. In 2025 34786 had an $11m, a $9m and 22 properties over $4m close and fund. The 2 top tier closings are 100% contributing to this 2% dip at end of the day. The median sale price landed right at $1,000,000 in 2025 and the $/ft held at over $350/ft. The average sale price fell a hair short of $1,400,000.
This is all incredible news and continues to prove that location is king in real estate.
Windermere will always be "the place to be" in SW Orlando. As urban sprawl continues to push commuters further and further and drive times continue to climb, Windermere's location is superior to most. The famed butler chain of lakes still claims the highest closed sales year after year with no slow down in sight.
The shortage of skilled labor and cost of all building materials is really driving the desirability and value of turnkey estates value to new heights, it seems every month. With custom build and full remodels topping over 2 years in many cases for completion, it appears the wealthiest of the bunch are literally buying time and bypassing all the waiting and dropping serious coin on any homeowners willing to move.
Inventory will continue to tighten in 34786, there are no major parcels to develop. Orange Counties attitude towards gated communities last 10 years has made the existing ones even more valuable.
Windermere is not as sensitive to interest rates and employment data as many of the surrounding markets, it is tied to financial sector and politics.
One more important factor of the Windermere market is a sizeable amount of transactions occur off market and just listed on mls for data and prosperity purposes, if at all. Many sales over $5m stay off market year after year but even more so as the inventory continues to tighten. Having a Realtor in the know is more crucial than ever in this environment.
I have preached since day one of my career that where you select to call home is critical. Every buyer I have ever guided knows and swears by the philosophy of buying a "premium lot". Paying extra for that "premium lot" is money in the bank on several levels. You get to enjoy the privacy and views from day one of ownership. Equally as important, when it is time to sell you will be the more sought after property over the immediate competition. You pay more upfront but you get it back tenfold through these factors.
In the current market environment this is playing out for all to see. When a market shifts to equal balance or stronger Buyer than Seller advantage, like we have currently, Buyers demand excellence even more. Premium lots and nice homes are still selling in days on the market if priced right. The ones that are sitting and experiencing price drops are ones backing to roads, powerline, schools , commercial zoning and even other homes in the community.
Pay to play is on full display. It rhymes and it is true. Spend the extra coin on the premium lot, you will be glad you did from the day of closing to the day of closing.
When dealing with averaghe sale prices hovering around $1.4M even a few percentage points equates to sizeable cash. The lack of inventory and shortage of qualified local labor will continue to keep move in ready estates in very high demand. I would not be surprised to see a closed sale in 2026 surpassing the $20m mark . I know of several owners discussing selling in this stratosphere.
Windermere will continue to be in high demand for decades to come and beyond. The stock market continues to climb and interest rates, while the Windermere market is not rate sensitive like many others, will continue to lower as the year progresses. These factors will only fuel more demand and keep prices on the rise in Windermere.
The 1st quarter will be very slow and lackluster. As school year ends we will see many sought after properties start to hit the market. Owners in this price point create their own time line and rarely want to be bothered while their kids are finishing their school year. Many prefer to hit the market near end of 2nd quarter , when summer is starting and many are vacationing. The 3rd quarter of 2026 will be fast paced and has potential to be record setting.
With this stated if you are selling in 2026, you should strongly consider being on the market in February to beat the spring rush. You will benefit from all those that have not found the perfect one throw the holiday season. These buyers are very educated and very qualified. They are just waiting for the right property to call home.
Curious what your homes current market value is, call 407 592 SOLD and have RTR over to discuss a custom market and pricing strategy that will be tailored to exceed your real estate goals. There is no substitute for 29 years of domination in the local market. It does not cost your family EXTRA to achieve the EXTRAordinary results you deserve.
Thank you for taking the time to become educated on one of the most sought after zip codes in Central Florida. 2026 is going to be incredible year with the most balance between a buyer and seller market in well over a decade.
What a time to be alive !
God Bless our troops overseas and the families they have left behind. I will never forget that FREEDOM IS NEVER FREE, thank you
Represented buyer, saved RTR ARMY $250,000 with competing full price offers
Windermere's Most Accurate Market Authority
© 2025 Ron the Realtor. All market data compiled and verified personally.
This is the only place on the internet to get this level of Windermere market analysis.