Who Has The Advantage?
Sellers Have The Advantage
4.0 months
Months Of Homes For Sale
If no new homes came up for sale, it would take about 4.0 months to sell the homes currently available.
Real estate term: Months of Supply
SellersBalancedBuyers
Winter Park Housing Market
November 2026 Update
Updated November 9, 2026
Winter Park homes sold for a median of $534,938 as of November 9, 2026, down 12.7% from the same 90-day period a year earlier. In Winter Park, the typical home took 23 days to sell, counting total time on market, and 327 homes were for sale as of November 9, 2026.
See What Your Home Is WorthThis Week's Florida Market Report
Florida Housing Market Update November 9, 2026: Rates at 6-Week Low, Homes Selling Faster
Market Pulse This Week In Winter Park
As of November 9, 2026
Weekly activity across Winter Park, FL.
327
Homes For Sale
Active inventory buyers can choose from
61
New In The Last 30 Days
Listings newly added to the market
96
Price Changes In The Last 30 Days
Homes that changed price this week
61
Went Under Contract
Homes that found a buyer this week
0
Back On Market
Homes returned for sale this week
What Are Homes Selling For?
$534,938
Typical Sale Price
$330
Typical Price Per Sq. Ft.
97.2%
Of Asking Price
At Winter Park's typical close-to-list ratio, a home listed at $500,000 would have sold for about $486,000.
How Long Does It Take?
23 days
Typical Time To Sell
6.7%
Share Of Homes Listed Before
Some homes are relisted, which restarts the clock on most sites. This counts total time on market.
Are Sellers Changing Their Prices?
As of November 9, 2026
48.9%
Of Homes For Sale Are Below Their Original Asking Price
4
Price Changes This Week
96
Price Changes In The Last 30 Days
1.2%
Share Of Inventory That Changed Price This Week
$47,416 (5.7%)
Typical Reduction Among Reduced Listings
More sellers changing their asking price can be a sign that buyers are being selective.
Who Has The Advantage?
Sellers Have The Advantage
3.6 months
Months Of Homes For Sale
If no new homes came up for sale, it would take about 3.6 months to sell the homes currently available.
Real estate term: Months of Supply
SellersBalancedBuyers
What Are Homes Selling For?
$610,735
Typical Sale Price
$346
Typical Price Per Sq. Ft.
96.9%
Of Asking Price
At Winter Park's typical close-to-list ratio, a home listed at $500,000 would have sold for about $485,000.
How Long Does It Take?
19 days
Typical Time To Sell
8.4%
Share Of Homes Listed Before
Some homes are relisted, which restarts the clock on most sites. This counts total time on market.
Are Sellers Changing Their Prices?
As of November 9, 2026
48.4%
Of Homes For Sale Are Below Their Original Asking Price
1
Price Changes This Week
69
Price Changes In The Last 30 Days
0.5%
Share Of Inventory That Changed Price This Week
$66,791 (6.0%)
Typical Reduction Among Reduced Listings
More sellers changing their asking price can be a sign that buyers are being selective.
Where Have Prices Been Going?
As of November 9, 2026
$893.7K -> $682.4K Down 23.6% over the last 12 months
The typical sale price moved from $893,686 in Nov 2025 to $682,400 in Oct 2026, down $211,286.
Who Has The Advantage?
A Balanced Market
5.2 months
Months Of Homes For Sale
If no new homes came up for sale, it would take about 5.2 months to sell the homes currently available.
Real estate term: Months of Supply
SellersBalancedBuyers
What Are Homes Selling For?
$317,708
Typical Sale Price
$260
Typical Price Per Sq. Ft.
97.0%
Of Asking Price
At Winter Park's typical close-to-list ratio, a home listed at $500,000 would have sold for about $485,000.
How Long Does It Take?
36 days
Typical Time To Sell
3.8%
Share Of Homes Listed Before
Some homes are relisted, which restarts the clock on most sites. This counts total time on market.
Are Sellers Changing Their Prices?
As of November 9, 2026
48.1%
Of Homes For Sale Are Below Their Original Asking Price
2
Price Changes This Week
18
Price Changes In The Last 30 Days
2.5%
Share Of Inventory That Changed Price This Week
$12,301 (5.9%)
Typical Reduction Among Reduced Listings
More sellers changing their asking price can be a sign that buyers are being selective.
Where Have Prices Been Going?
As of November 9, 2026
$167.4K -> $241.7K Up 44.4% over the last 12 months
The typical sale price moved from $167,436 in Nov 2025 to $241,719 in Oct 2026, up $74,283.
Who Has The Advantage?
A Balanced Market
5.1 months
Months Of Homes For Sale
If no new homes came up for sale, it would take about 5.1 months to sell the homes currently available.
Real estate term: Months of Supply
SellersBalancedBuyers
How Long Does It Take?
3.1%
Share Of Homes Listed Before
Are Sellers Changing Their Prices?
As of November 9, 2026
53.1%
Of Homes For Sale Are Below Their Original Asking Price
1
Price Changes This Week
9
Price Changes In The Last 30 Days
3.1%
Share Of Inventory That Changed Price This Week
$43,709 (3.9%)
Typical Reduction Among Reduced Listings
More sellers changing their asking price can be a sign that buyers are being selective.
Where Have Prices Been Going?
As of November 9, 2026
$564.5K -> $277.5K Down 50.8% over the last 12 months
The typical sale price moved from $564,500 in Nov 2025 to $277,500 in Oct 2026, down $287,000.
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The market statistics above describe the Winter Park market. Enter your property address in Winter Park, FL for a property-specific estimate based on your home, not the blended market averages.
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Why Can The Numbers Sometimes Jump Around?
Not every home is the same, so if more large or expensive homes sell in a given month, the typical sale price can rise even when the market has not really changed.
1,677 sq ft
Typical Size Of Homes Sold
10.4%
New Construction
Mix By Property Type
- Single Family34 (70.8%)
- Condo12 (25.0%)
- Townhome2 (4.2%)
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Questions About The Winter Park Real Estate Market
As of November 9, 2026, the median sale price in Winter Park was down 12.7% year over year compared with the same 90-day period a year earlier, and active inventory was up 30.8% year over year.
As of November 9, 2026, the median closed sale price in Winter Park was $534,938.
As of November 9, 2026, the typical home in Winter Park took 23 days to sell, counting total time on market.
As of November 9, 2026, Winter Park had 4.0 months of supply, which is in the balanced range. As a rule of thumb, under 4 months tends to favor sellers, 4 to 6 is balanced, and over 6 tends to favor buyers. For a property-specific estimate, use the free HomeJam home valuation.
Selling costs depend on your sale price, your mortgage payoff and how you choose to sell. HomeJam's free seller net sheet estimates your net proceeds for a home in Winter Park, and HomeJam's guided selling option starts at 1% of the sale price.
About This Data
Market statistics are calculated using MLS data for Winter Park, FL.
Data is updated weekly. Last updated November 9, 2026.
Listing data provided by participating MLS sources.