Winter Garden Real Estate Report

1st Quarter 2025

Thank you for taking a few minutes to read the Ron the Realtor 2025 1st Quarter Real Estate Report. The only place on the planet to get this detailed breakdown every single quarter from the Realtor that has dominated one of the most active zip codes in the entire state for over 2 decades. The data is broken down every quarter to the single-family market as well, which is crucial when trying to identify trends in the local marketplace.

Winter Garden continues to be a highly sought-after place to call HOME.

When it comes time to buy or sell make sure RTR is the first call you make… No one has sold more homes in 34787 than RTR, period. True story.

All of this data is derived from the ORRA MLS and then broken down and analyzed to a level deeper than anywhere on the internet…

Let's get into it:

Windermere 1st Quarter Highlights

Average Sale Price

$654,168
YoY: NIL

Average $/ft

$272
4% increase

Median Sale Price

$578,500
No change

Days on Market

56 days
No Change

Winter Garden Single Family 1st Qtr 2025 Highlights

Average Sale Price

$716,750
4% increase

Average $/ft

$278.02
5% increase

Median Sale Price

$632,450
2% increase

Days on Market

53 days
No Change

From the Desk of Ron the Realtor

First of all, thank you for being an avid reader and follower of mine. I have spent countless hours over last 2 decades publishing these reports every quarter for the City I have devoted over half my life exceeding my client’s real estate goals in, Winter Garden. These reports I produce while the majority of the population is asleep, it is the only time I can get pen to paper without distractions.

Even more important than these Quarterly reports that are released without a sign-up or registration required, I also pour my expertise and knowledge into the heavily read RTR End of year report and what the majority of all RTR ARMY skips to, the always spot on RTRs Crystal Ball predictions. With this aid let’s make this report short and sweet so I can devote the time needed to the year in review. The section read by most of my competition and parroted, which is a true honor. Knowledge is power and why I have given all of this to you with no strings attached over the last 2 decades.

Market Snapshot

Winter Garden has got it’s groove back ! While 34787 was very flat 2023 to 2024 from 2024 to 2025 we are seeing a pulse again.

Average sale price and Average $/ft jumping 3% and 4% from 2024 1st qtr. When you look back at 2024 year in review, this 1st Qtr of 2025 closed out higher than the 2024 average sale price of $646,528 BUT fell approximately 2% short of the 2024 yearly average of $266/ft.

Winter Garden Single Family 1st Qtr 2025 HIGHLIGHTS

Average Sale Price

$716,750
4% increase

Average $/ft

$278.02
5% increase

Median Sale Price

$632,450
2% increase

Days on Market

53 days
No Change

Lets separate the multifamily units making up 25% of the Winter Garden Market and concentrate on the single family sector....

Market Data

2025 Market Data

Status: Sold (410)

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Avg Median Max Min
Beds
4
4
7
1
Bath
3
3
6
1
SqFt Heated
2399
2137
5760
420
List Price
$669,308
$587,215
$2,500,000
$116,900
LP / SqFt
$277.96
$265.92
$543.48
$118.42
Close Price
$654,168
$578,500
$2,421,000
$117,000
SP / SqFt
$272.00
$261.00
$544.90
$118.92
Days to Contract
43
33
630
-420
Days To Close
100
76
646
ADOM
56
26
560
-12
CDOM
62
30
569
-12
SP/LP Ratio
.98
.99
1.09
.77

2025 Single Family Home Data

Status: Sold (329)

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Avg Median Max Min
Beds
4
4
7
2
Bath
3
3
6
1
SqFt Heated
2589
2449
5760
640
List Price
$733,936
$649,888
$2,500,000
$192,000
LP / SqFt
$284.44
$273.72
$543.48
$118.42
Close Price
$716,750
$632,450
$2,421,000
$180,000
SP / SqFt
$278.02
$267.41
$544.90
$118.92
Days to Contract
36
27
630
-420
Days To Close
96
72
646
ADOM
53
22
560
-12
CDOM
57
23
560
-12
SP/LP Ratio
.98
.99
1.09
.77

Year-Over-Year Comparison

2025 vs 2024 Improvement

When you focus solely on the single family sector of Winter Garden, the increase year over year improved an extra 1%!

Luxury Market Growth

2024 Market Data

Status: Sold (422)

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Avg Median Max Min
Beds
4
4
7
2
Bath
3
3
8
1
SqFt Heated
2456
2216
20643
720
List Price
$647,053
$589,865
$2,700,000
$180,000
LP / SqFt
$266.53
$259.38
$540.15
$31.68
Close Price
$634,654
$580,000
$2,700,000
$180,000
SP / SqFt
$261.50
$256.28
$532.07
$31.68
Days to Contract
24
30
592
-913
Days To Close
105
86
1150
ADOM
52
24
588
CDOM
58
26
669
SP/LP Ratio
.98
.99
1.69
.75

When you focus solely on the single family sector of Winter Garden, the increase year over year improved an extra 1%! In 2025 1st Quarter 34787 had 4 closings topping the $2M price point and 41 closed over $1M, in 2024 1st quarter there were 2 $2M and 28 $1M closings.

RTR BREAKDOWN

Winter Garden continues to be a red-hot market, outpacing the national housing market. Seems every week there is another community sign being installed with coming soon details.

Historical Perspective

From 2023 to 2024 Winter Garden was flat across all metrics but days on market, which increased drastically. 2022 to 2023 Winter Garden spiked 10% average sale price, the spike from 2021 to 2022 was 20%. 2020 to 2021 11.5%…. these are historical numbers that cannot be sustained every year, remember these are all COMPOUNDING year after year…. homes are becoming unaffordable… to sustain the levels achieved and not regress with the interest rates, record inflation and world events is quite remarkable from where I am looking.

Was great to see upticks again to start 2025. I didn’t know what to expect with all the national headlines pitching doom and gloom at every turn. I knew our beloved Winter Garden was going strong… I am on the front line every single day but was great to sizeable gains where it mattes most and days on market to be exactly like it was a full year ago.

I feel the biggest issue we are facing are many inexperienced Realtors over promising out the gate and way overpricing their listings, only to have them sit and price reduce. Both fueling the journalist headlines.

Personally, the RTR ARMY experienced another record 1st Qtr with record sales in several sought after communities. With many homes selling at or above asking rpcie in the first weekend of hitting the market!

Curious what your home is currently worth, as always… 407-592-SOLD for a private, custom market analysis consultation with RTR himself.

Buying new construction, awesome RTR is there every step from concept to close…plus you get a free 4 pt inspection at final walk thru too!

Thank you for taking the time to read this knowledge

God Bless our troops overseas and the families they leave behind, I for one will never forget that FREEDOM IS NEVER FREE. My family thanks you for your sacrifice.

Ready to Buy or Sell in Winter Garden?

First of all, thank you for being an avid reader and follower of mine. I have spent countless hours over last 2 decades publishing these reports every quarter for the City I have devoted over half my life exceeding my client’s real estate goals in, Winter Garden.

When it comes time to buy or sell make sure RTR is the first call you make… No one has sold more homes in 34787 than RTR, period. True story.

Contact Ron Directly

RTR ARMY

Dominating Winter Garden Real Estate For Well Over 2 Decades