Ron The Realtors
2025 Winter Garden Year in
Review

Welcome to a report a year in the making. Excited to share all the data surrounding the housing market with you

Thank you for taking the time to read this report every year and being a part of the RTR ARMY.

After reading this you will have more information than most local Realtors. Here is the year-end market data derived from ORRA STELLAR MFRMLS along with an in-depth analysis and breakdown from Ron the Realtor…. who has sold more homes in 34787 than any Realtor on the planet, proven fact.

Let's get right into it….

2025 Winter Garden Highlights

Average Sale Price
$675,854
4% increase
Average $/ft
$269.10
1% increase
Median Sale Price
$590,000
NIL
Days on Market
57 days
17% increase
Units SOLD
1,939
10% decrease

2025 Winter Garden

Status: Sold (1939)

Beds Baths SqFt Heated List Price LP / SqFt Close Price SP / SqFt Days to Contract Days To Close ADOM CDOM SP/LP Ratio
Min
1
1
420
$100,000
$118.42
$117,000
$118.92
-37
-23
-23
.43
Max
8
9
7,512
$9,900,000
$1,418.95
$4,300,000
$709.99
703
738
702
702
1.87
Avg
4
3
2482
$697,508
$276.32
$675,854
$269.10
69
98
57
63
.98
Median
4
3
2216
$595,000
$262.58
$580,000
$257.31
44
78
33
36
.98

2024 Winter Garden

Status: Sold (2161)

Beds Baths SqFt Heated List Price LP / SqFt Close Price SP / SqFt Days to Contract Days To Close ADOM CDOM SP/LP Ratio
Min
1
1
$160,000
$31.68
$165,000
$31.68
-9
-9
.64
Max
7
8
20,643
$2,850,000
$2441.96
$2,700,000
$2,441.96
592
1,146
588
669
1.69
Avg
4
3
2,431
$659,842
$271.97
$646,835
$266.91
60
96
47
50
.98
Median
4
3
2,184
$585,000
$261.06
$575,000
$257.14
37
71
21
22
.99

Winter Garden continues to be a place thousands of families want to call home. While we can't tout a double-digit spike in sale price or $/ft we can take solace in the fact that all the metrics remained at these record levels without retraction in spite of all the negative factors converging on the economy in 2024. We need to keep in mind that the average closed sale price in 2020, just 5 years ago, was $433,197 and $/ft was $168.53. In 2025 it was $675,854 and $269.10…that's 36% and 37% spikes in just 5 short years. Not only holding but actually increasing 4% from 2024 !

I would be remised if I did not point out the hundreds of homes that closed in the new construction arena not even posted on the ORRA MLS. If they were these numbers would all be much higher, the reality is that many new homes closed and funded, they sell for higher $/ft that resales of same size… it is an easy fact to agree on. This fact cannot be ignored when quantifying the 34787 real estate market and its future projections.

Let's dive even deeper and remove the multifamily units and focus on the single family market itself:

2025 Winter Garden Single Family Highlights

Average Sale Price
$746,212
4% increase
Average $/ft
$275.57
1% increase
Median Sale Price
$650,000
2% increase
Days on Market
56 days
14% increase
Units SOLD
1,532
6% decrease

2025 Winter Garden Single Family

Status: Sold (1532)

Beds Baths SqFt Heated List Price LP / SqFt Close Price SP / SqFt Days to Contract Days To Close ADOM CDOM SP/LP Ratio
Min
1
1
640
$145,000
$118.42
$122,000
$118.92
-37
-23
-23
.43
Max
8
9
7512
$9,900,000
$1418.95
$4,300,000
$709.99
703
738
702
702
1.23
Avg
4
3
2697
$771,321
$283.42
$746,212
$275.57
68
97
56
62
.98
Median
4
3
2502
$671,642
$268.44
$650,000
$262.29
42
76
31
33
.98

2024 Winter Garden Single Family

Status: Sold (1643)

Beds Baths SqFt Heated List Price LP / SqFt Close Price SP / SqFt Days to Contract Days To Close ADOM CDOM SP/LP Ratio
Min
1
1
640
$145,000
$118.42
$122,000
$118.92
-37
-23
-23
.43
Max
8
9
7512
$9,900,000
$1418.95
$4,300,000
$709.99
703
738
702
702
1.23
Avg
4
3
2697
$771,321
$283.42
$746,212
$275.57
68
97
56
56
.98
Median
4
3
2502
$671,642
$268.44
$650,000
$262.29
42
76
31
33
.98

Let's discuss the 2025 single family market activity in depth. What is most glaring is the 2 closed sales over $4 m price point, 1 over $3m , 33 over the $2m price point and ....157 toppling over $1m price point.

For comparison, 2024 had no closed sales over 2.7m and only 22 that eclipsed over $2m price point.

Winter Garden continues an upward trend in spite of national headlines, high interest rates , rising property taxes and homeowners insurance premiums. Closing out 2025 with just under $750k closed sale price and $275/ft averages. Truly remarkable.

To sound like a broken record, the 34787 mls data is not 100% encompassing, the new home sales are at record pace currently in the Horizons West area and luxury custom market that is exploding in Oakland area. New homes sell higher than resale homes PLUS new home purchases cost the buyer significantly more in closing costs due to the title insurance and documentary stamp responsibility that is actually a seller expense in the resale arena. No idea how the builders as a whole pulled this off decades ago, put that is a whole different topic.

SOME RANDOM THOUGHTS ON WINTER GARDEN FROM RTR

For those not familiar with this area, let's break it down like it has never been broken down. Winter Garden is a real estate market like no other, it is a tale of really 3 cities really, and it is MASSIVE. Each of the 3 prongs of the trident are so different and it is what makes this area so incredible and why RTR has devoted over half his life promoting and selling 34787. It offers something for literally anyone and everyone, regardless of lifestyle or life goals.

The Downtown Historic Golf Cart District

The Downtown historic golf cart district offers something not found in many places of Central Florida… WALKABILITY. Small town charm, older homes with majestic oaks, each with its own storied history and the famous Plant Street business district. One of the most incredible Farmers Markets in the country and countless shopping and dining options in every direction. Lets not forget the incredible Orange County Bike Trail too.

The Boom Era (2000-2010)

Then what I like to call the boom era. This is the countless tract home communities that exploded on the scene from 2000-2010 with development and building 34787 never experienced, Well over doubling the population of the city with the opening of the 429 expressway. With it the Winter Garden Village and big-name retail flooded the area, creating a quality of life not experienced in this area. Before this explosion, residents had few options for shopping and dining in the immediate area. This boom also led to the rejuvenation of the golf cart district that was referred to as the other side of the tracks for quite some time.

The Horizons West Area

The Horizons West area. Exploding on the scene after the brakes were pumped in the 2008-2012 real estate turmoil. This area of Winter Garden has doubled the population yet again. The development is neck breaking and the options and choices for buyers looking to buy BRAND NEW have never been greater. With the majority of these sales not even being recorded in the ORRA MLS, you can only imagine what the impact will be on the area's headlines when resales start popping up. These newer homes will carry a higher $/ft than homes 20 years older typically. You truly have to keep this in mind when dealing with this unique Winter Garden real estate market. I never see anyone taking this into account, but like I always say. you have to be odd to be number 1.

Disney Proximity

Being the neighbor to the State's Largest single employer ( Disney) has always helped the Winter Garden area and this will continue for decades to come.

Education Excellence

New schools have eased the overcrowding and have delivered state of art technology and design for the future generation.

RTR ARMY PRO TIP

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.

RTR PREDICTIONS FOR 2026

The section most just skip right too... rightfully so.

Over past 20 years RTR has closed and funded 687 homes at $293,000,000 in volume. This does not count for the 2 decades of new home construction sold year in and year out. No one has even come close to this in the Realtor community. In fact next closest ranking is $100,000,000 plus off this volume.

Last year I was off on my predictions, I was really expecting interest rates to be under 6%, but even with several FED rate cuts they are hovering at approximately 6.15% at the end of 2025.

RTR PREDICTION TRACKER

Average Sale Price
Predicted
$688,000
Reality
$676,000
Average $/ft
Predicted
$305
Reality
$269
way off here.
Median Sale Price
Predicted
$635,000
Reality
$585,000

Interest rates and massive new home builder incentives I believe skewed these results. I am personally happy with the 4% jump in average sale price and average $/ft way over $250/ft.

RTR 2026 Predictions:

I expect the interest rates to have continued downward pressure and we will see mid 5% by spring. If this is accurate the pent up demand that I personally know of will drive many off the fence and we will see inventory increase. Owners of properties with under 3% interest rates will be willing to let them go to cash in their incredible equity position over last 5 years and move to the new home that fits their current wants and needs. Without these sellers entering the market we will remain flat in 2026. I strongly feel that will not be the case.

Average Sale Price
$770,000
3% increase
Average $/ft
$276
3% increase
Average Days on Market
69
2% increase
Median Sale Price
$610,000
5% increase
Units SOLD
at least 8% increase

would not be shocked if this tops over 10% if my interest rate prediction rings true

Remember Majority of new construction is not inputted into the MLS.

Closing Words

In summary, the Winter Garden real estate market will continue to outpace the National and even most local real estate markets as it has for the last decade.

Thank you for spending some time with me today, learning about the Winter Garden real estate market that I love so.

When it comes time to buy or sell my goal is to always be your first and only call. I have devoted my entire adult life to helping any family I can by giving each one my all.

From start to finish, I strive to always give advice and answers based on a foundation of decades in the field. When selling, sparing no expense to marketing your home globally at the highest level. When buying, utilize my countless relationships and my impeccable reputation to get your family the best deal and most sound advice on the planet.

When you are ready, so am I
407 592 SOLD, it is always on.
Have an amazing 2026 !

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

Winter Garden 34787
© 2025 Ron the Realtor. All rights reserved.