Winter Garden, FL Price Reductions
A price reduction is the clearest signal a seller sends: the first number did not work. This tracker lists every Winter Garden listing that lowered its asking price, updated nightly from the live MLS record — the old price, the new price, the size of the cut and how long the home has been on the market — so buyers can see where sellers are moving and sellers can see what their competition just did.
24 homes for sale in Winter Garden, FL cut their asking price in the last 7 days and 24 in the last 30, out of 503 active listings (5% reduced at least once this month). The median reduction is 2.1% ($15,500). The largest cut this week was $80,000 on 243 Zachary Wade Street in Lakeview Reserve ($1,300,000 → $1,220,000).
Latest price reductions in Winter Garden
| Listing | Community | Was | Now | Cut | DOM |
|---|---|---|---|---|---|
| 243 Zachary Wade Street Sep 17 · 5 bd · 3.5 ba · 3,097 sf | Lakeview Reserve | $1,300,000 | $1,220,000 | −6.2% | 181 |
| 14501 Grove Resort Avenue #2527 Sep 17 · 3 bd · 3 ba · 1,544 sf | Grove Residence & Spa Hotel Condo | $270,000 | $215,000 | −20.4% | 272 |
| 17419 Water Hemlock Road Sep 17 · 5 bd · 4 ba · 3,610 sf | lake star at ovation | $939,990 | $899,990 | −4.3% | 13 |
| 17937 Lake Star Road Sep 17 · 4 bd · 3.5 ba · 3,066 sf | lake star at ovation | $889,990 | $859,990 | −3.4% | 13 |
| 17425 Water Hemlock Road Sep 17 · 4 bd · 3 ba · 2,869 sf | lake star at ovation | $814,990 | $789,990 | −3.1% | 12 |
| 9462 Komika Lane Sep 17 · 3 bd · 2.5 ba · 2,216 sf | waterleigh | $549,500 | $524,900 | −4.5% | 41 |
| 17307 Bal Harbour Drive Sep 17 · 3 bd · 2 ba · 2,123 sf | Waterside At Johns Lake | $660,000 | $639,900 | −3.0% | 22 |
| 17431 Water Hemlock Road Sep 17 · 4 bd · 3 ba · 2,908 sf | lake star at ovation | $789,990 | $769,990 | −2.5% | 13 |
| 17943 Lake Star Road Sep 17 · 5 bd · 5 ba · 3,825 sf | lake star at ovation | $949,990 | $929,990 | −2.1% | 13 |
| 15031 Guava Bay Drive Sep 17 · 5 bd · 4.5 ba · 3,958 sf | Watermark | $905,000 | $890,000 | −1.7% | 71 |
| 10007 Little Alcove Loop Sep 17 · 4 bd · 3.5 ba · 2,921 sf | waterleigh | $989,900 | $979,900 | −1.0% | 374 |
| 15163 Book Club Road Sep 17 · 4 bd · 3.5 ba · 2,502 sf | storey grove | $545,000 | $540,000 | −0.9% | 32 |
| 304 Eron Way #2 Sep 17 · 2 bd · 2 ba · 840 sf | Townhomes | $162,900 | $159,900 | −1.8% | 86 |
| 15671 Marina Bay Drive Sep 16 · 4 bd · 4.5 ba · 3,348 sf | waterleigh | $875,000 | $849,000 | −3.0% | 25 |
| 10169 Shallow Water Drive Sep 16 · 4 bd · 3.5 ba · 3,267 sf | waterleigh | $815,000 | $799,000 | −2.0% | 39 |
| 9362 Woodcrane Drive Sep 16 · 3 bd · 2.5 ba · 2,058 sf | Watermark | $449,300 | $435,800 | −3.0% | 91 |
| 17372 Glossy Pomelo Way Sep 16 · 5 bd · 5.5 ba · 4,977 sf | lake star at ovation | $1,639,900 | $1,629,900 | −0.6% | 128 |
| 300 Eron Way #1 Sep 16 · 2 bd · 2 ba · 840 sf | Townhomes | $229,000 | $224,000 | −2.2% | 27 |
| 15741 Fountain Springs Road Sep 16 · 3 bd · 2.5 ba · 2,216 sf | waterleigh | $548,000 | $544,400 | −0.7% | 67 |
| 11102 Hanlon Terrace Alley Sep 15 · 3 bd · 2.5 ba · 1,868 sf | Winding Bay Preserve | $450,000 | $425,000 | −5.6% | 26 |
| 9561 Waterway Passage Drive Sep 15 · 4 bd · 3.5 ba · 3,267 sf | waterleigh | $720,000 | $708,000 | −1.7% | 59 |
| 13092 Sunrise Harvest Drive Sep 15 · 4 bd · 3.5 ba · 2,993 sf | Harvest Ovation | $850,000 | $845,000 | −0.6% | 37 |
| 16736 Gullfloss Terrace Sep 14 · 4 bd · 3.5 ba · 2,806 sf | Twinwaters | $775,000 | $765,000 | −1.3% | 62 |
| 4981 Coral Bean Alley Sep 14 · 4 bd · 2.5 ba · 2,114 sf | silverleaf reserve at hamlin | $574,900 | $569,900 | −0.9% | 30 |
Biggest cuts this week
| Listing | Community | Was | Now | Cut | DOM |
|---|---|---|---|---|---|
| 243 Zachary Wade Street Sep 17 · 5 bd · 3.5 ba · 3,097 sf | Lakeview Reserve | $1,300,000 | $1,220,000 | −6.2% | 181 |
| 14501 Grove Resort Avenue #2527 Sep 17 · 3 bd · 3 ba · 1,544 sf | Grove Residence & Spa Hotel Condo | $270,000 | $215,000 | −20.4% | 272 |
| 17419 Water Hemlock Road Sep 17 · 5 bd · 4 ba · 3,610 sf | lake star at ovation | $939,990 | $899,990 | −4.3% | 13 |
| 17937 Lake Star Road Sep 17 · 4 bd · 3.5 ba · 3,066 sf | lake star at ovation | $889,990 | $859,990 | −3.4% | 13 |
| 15671 Marina Bay Drive Sep 16 · 4 bd · 4.5 ba · 3,348 sf | waterleigh | $875,000 | $849,000 | −3.0% | 25 |
| 11102 Hanlon Terrace Alley Sep 15 · 3 bd · 2.5 ba · 1,868 sf | Winding Bay Preserve | $450,000 | $425,000 | −5.6% | 26 |
| 17425 Water Hemlock Road Sep 17 · 4 bd · 3 ba · 2,869 sf | lake star at ovation | $814,990 | $789,990 | −3.1% | 12 |
| 9462 Komika Lane Sep 17 · 3 bd · 2.5 ba · 2,216 sf | waterleigh | $549,500 | $524,900 | −4.5% | 41 |
| 17307 Bal Harbour Drive Sep 17 · 3 bd · 2 ba · 2,123 sf | Waterside At Johns Lake | $660,000 | $639,900 | −3.0% | 22 |
| 17431 Water Hemlock Road Sep 17 · 4 bd · 3 ba · 2,908 sf | lake star at ovation | $789,990 | $769,990 | −2.5% | 13 |
Communities with the most reductions (30 days)
| Community | City | Reductions | Median cut |
|---|---|---|---|
| waterleigh | Winter Garden | 6 | −1.8% |
| lake star at ovation | Winter Garden | 6 | −2.8% |
| Watermark | Winter Garden | 2 | −2.3% |
| Townhomes | Winter Garden | 2 | −2.0% |
How to read this
Reductions are detected by comparing each listing’s asking price night over night in the MLS feed; a listing appears once per cut, and the share reduced counts each listing once. Relists at a new price under a new MLS number are not matched. Prices are asking prices. Source: live MLS feeds compiled by Momentum Research, updated September 17, 2026.