Historic Downtown Winter Garden with clock tower and water tower

Ron the Realtor

Winter Gardens3rd Qtr 2026Real Estate Report

Welcome to the only place to become an expert in Winter Garden real estate in 15 min. Thanks to the top-selling Winter Garden Realtor in the history of the MLS.

Data: Stellar MLS·Published 28 years running·#1 REMAX Realtor · Florida · 6 consecutive years

Ron the Realtor is not only the #1 REMAX Realtor in the entire State of Florida (6 consecutive years). No one has sold more homes than RTR in Winter Garden, 34787.

Let's dive right into the Winter Garden market stats for the 2025 3rd Quarter along with the sought-after Ron the Realtor analysis and breakdown. All numbers and data are directly derived from the Stellar MLS. Let's get into it.

Downtown Winter Garden outdoor patio dining with red umbrellas along historic brick building
Downtown Winter Garden · Historic Plant Street
Winter Garden · 34787

3rd Qtr Highlights

Average Sale Price$702,0324% increase
$/ft$265.501.5% decrease
Median Price$621,0007.5% increase
Days on Market507% decrease
Units Sold53711% increase
Year over year

2026 3rd Qtr Winter Garden

Status: Sold (537)
StatBedsBathsSqFt HeatedList PriceLP / SqFtClose PriceSP / SqFtDays to ContractDays to CloseADOMCDOMSP/LP Ratio
Min11—$159,000$127.24$150,000$114.91————.83
Max787,704$3,330,000$821.77$3,170,000$756.335375755137931.14
Avg432,592$721,504$272.45$702,032$265.5058985057.98
Median432,488$639,000$258.48$621,000$253.0636783032.98

2025 3rd Qtr Winter Garden

Status: Sold (478)
StatBedsBathsSqFt HeatedList PriceLP / SqFtClose PriceSP / SqFtDays to ContractDays to CloseADOMCDOMSP/LP Ratio
Min11420$100,000$156.90$120,000$147.88————.43
Max796,977$9,900,000$1,418.95$4,300,000$709.227037387027021.87
Avg432,466$703,763$278.02$672,417$269.3465925460.98
Median432,227$589,950$262.56$575,000$258.5541743335.98
Gathering area outside Plant St. Market with Crooked Can Brewing in Downtown Winter Garden
Plant St. Market · Community & Outdoor Gathering

Winter Garden continues to defy the doom and gloom headlines. Increases year to year in every major metric except a slight pull back in $/ft from $269.34 to $265.50 in 2026. Average sale price climbed over 4%, days on market dropped 4 days on closed sales and units sold increased in spite of the rising interest rates. All of this is exact opposite of what we are hearing all over the news?

Please remember, as I disclose on every report, Winter Garden has a massive new home market not reflected in the local MLS data. The majority of new home sales are not entered into the Stellar MLS. The data broken down here is predominantly resales on the open market.

With this said, lets do what we always do RTR ARMY… Lets dive even deeper and look into the data not found anywhere else on the internet.

Elevated view of Plant St. Market brick plaza, outdoor patio with yellow umbrellas and live oaks
Historic Plant Street · Downtown Winter Garden Lifestyle
Single Family · 34787

3rd Qtr Single Family Highlights

Average Sale Price$783,1943.5% increase
$/ft$274.181% decrease
Median Sale Price$710,0005% increase
Days on Market47 days10% decrease
Units Sold430 homes15% increase
Year over year

2026 3rd Qtr Single Family Winter Garden

Status: Sold (430)
StatBedsBathsSqFt HeatedList PriceLP / SqFtClose PriceSP / SqFtDays to ContractDays to CloseADOMCDOMSP/LP Ratio
Min21—$165,000$158.79$162,500$146.93————.83
Max787,704$3,330,000$821.77$3,170,000$756.335375755135131.14
Avg442,834$805,179$281.35$783,194$274.1854964752.98
Median432,731$730,092$262.21$710,000$256.3132752728.98

2025 3rd Qtr Single Family Winter Garden

Status: Sold (363)
StatBedsBathsSqFt HeatedList PriceLP / SqFtClose PriceSP / SqFtDays to ContractDays to CloseADOMCDOMSP/LP Ratio
Min21825$150,000$164.84$122,000$147.88————.43
Max796,977$9,900,000$1,418.95$4,300,000$709.227037387027021.13
Avg432,720$794,425$286.96$755,795$276.8263905259.97
Median432,540$687,985$271.19$675,000$263.2537713132.98

When we dive into just single family market, all the metrics are following suit still. Even with a $4M closing in 2025, highest on record still, 34787 benefited from 2 over $3M closings and 7 more topping over $2M price point. The average sale price is flirting with $800k and the $/ft is close to $275!

RTR Breakdown

Like every quarterly report for last 28 years of publishing these, here is RTRs thoughts and breakdown from a high producing Realtor actually in the day to day of the market place.

With interest rates at 7.5% and holiday season approaching, I predict a significant drop on units sold in the 4th and 1st Qtr. I expect an increase in days on market as well. It is great to see year to year significant improvements in most measured and tracked metrics, but I am personally witnessing a significant slow down in qualified buyer traffic and scheduled showings on incredibly priced listings.

Buyers have never had more strength and power than what they will have in the next 3 to 6 months. Those that go against the grain will achieve incredible buys in Winter Garden. Thinking of selling, it will be a price sensitive market. With a smaller qualified buyer pool, those that price well will attract the offers. Those over priced or basing their justification on sales even 4 months ago when rates were in the low 6% will only assist the well priced homes selling and closing while they sit and collect dust on the market.

Launching at a correct price, having the home in best show condition and a global marketing plan have never been more crucial in determining a sellers success.

Want to know what your home is worth, just call 407 592 SOLD for a custom tailored analysis and pricing strategy.