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.
68 homes for sale in Winter Garden, FL cut their asking price in the last 7 days and 210 in the last 30, out of 679 active listings (26% reduced at least once this month). The median reduction is 2.3% ($12,426). The largest cut this week was $99,001 on 16038 Johns Lake Overlook Drive in hickory hammock ($2,099,000 → $1,999,999).
Latest price reductions in Winter Garden
| Listing | Community | Was | Now | Cut | DOM |
|---|---|---|---|---|---|
| 12792 Sunset Walk Drive Oct 15 · 4 bd · 3 ba · 1,930 sf | Westhaven At Ovation | $580,000 | $499,000 | −14.0% | 132 |
| 72 N Park Avenue #8 Oct 15 · 3 bd · 4 ba · 2,040 sf | 30 North Park | $1,149,000 | $1,099,000 | −4.4% | 33 |
| 15475 Shorebird Lane Oct 15 · 5 bd · 5 ba · 4,253 sf | Lakeshore Preserve | $2,125,000 | $2,075,000 | −2.4% | 62 |
| 14501 Grove Resort Ave #1622 Oct 15 · 3 bd · 3 ba · 1,544 sf | — | $449,000 | $399,000 | −11.1% | 302 |
| 16192 Honey Harvest Street Oct 15 · 5 bd · 4.5 ba · 2,725 sf | Harvest Ovation | $699,000 | $675,000 | −3.4% | 63 |
| 9561 Waterway Passage Drive Oct 15 · 4 bd · 3.5 ba · 3,267 sf | waterleigh | $700,000 | $679,900 | −2.9% | 89 |
| 12706 Grovehurst Avenue Oct 15 · 5 bd · 3 ba · 3,382 sf | Grovehurst A D | $584,000 | $580,000 | −0.7% | 97 |
| 304 Eron Way #2 Oct 15 · 2 bd · 2 ba · 840 sf | Townhomes | $153,900 | $149,900 | −2.6% | 114 |
| 2628 Balforn Tower Way Oct 15 · 3 bd · 2 ba · 1,372 sf | Stoneybrook West D | $438,000 | $435,000 | −0.7% | 46 |
| 206 N Highland Avenue Oct 14 · 3 bd · 2.5 ba · 1,880 sf | Cooper Sewell | $1,100,000 | $1,050,000 | −4.5% | 14 |
| 1664 Holcomb Creek St. Oct 14 · 5 bd · 4 ba · 4,305 sf | Twinwaters | $1,080,000 | $1,035,000 | −4.2% | 74 |
| 5416 Golden Apple Drive Oct 14 · 5 bd · 3.5 ba · 3,104 sf | — | $925,000 | $900,000 | −2.7% | 21 |
| 2102 Green Ash Court Oct 14 · 5 bd · 3 ba · 3,766 sf | Wintermere Harbor | $749,000 | $729,000 | −2.7% | 20 |
| 13129 Faro Court Oct 14 · 5 bd · 4.5 ba · 3,664 sf | Horizon Isle | $779,000 | $763,000 | −2.1% | 119 |
| 1374 Viscaya Cove Boulevard Oct 14 · 4 bd · 3.5 ba · 2,492 sf | Waterside At Johns Lake | $529,000 | $515,000 | −2.6% | 41 |
| 15813 Sweet Lemon Way Oct 14 · 3 bd · 2.5 ba · 2,119 sf | — | $534,000 | $523,434 | −2.0% | 94 |
| 13527 Fox Glove Street Oct 14 · 4 bd · 3 ba · 3,255 sf | stoneybrook west | $699,000 | $690,000 | −1.3% | 68 |
| 6323 Hamlin Reserve Boulevard Oct 14 · 3 bd · 2.5 ba · 2,177 sf | Hamlin Reserve | $548,900 | $539,900 | −1.6% | 125 |
| 5754 Surprise Lily Drive Oct 14 · 4 bd · 2.5 ba · 2,128 sf | — | $475,000 | $473,000 | −0.4% | 123 |
| 17631 Lake Star Road Oct 13 · 3 bd · 3 ba · 2,999 sf | northlake at ovation | $835,026 | $799,990 | −4.2% | 81 |
| 10264 Love Story Street Oct 13 · 5 bd · 3 ba · 3,295 sf | storey grove | $875,000 | $849,000 | −3.0% | 130 |
| 325 W Newell Street Oct 13 · 2 bd · 2 ba · 1,051 sf | — | $585,000 | $575,000 | −1.7% | 21 |
| 420 E Cypress Street Oct 13 · 3 bd · 2 ba · 1,616 sf | Overstreet Crate | $410,000 | $400,000 | −2.4% | 128 |
| 13175 Sunny Retreat Lane Oct 13 · 3 bd · 2 ba · 2,054 sf | del webb oasis | $755,000 | $745,000 | −1.3% | 105 |
| 13043 Serene Glade Road Oct 12 · 4 bd · 3 ba · 2,083 sf | serenade at ovation | $564,000 | $559,000 | −0.9% | 85 |
| 11025 Suspense Drive Oct 12 · 3 bd · 2.5 ba · 1,636 sf | storey grove | $410,000 | $408,500 | −0.4% | 132 |
| 10625 Atwater Bay Drive Oct 11 · 4 bd · 3 ba · 2,477 sf | waterleigh | $575,000 | $550,000 | −4.3% | 36 |
| 5863 Cypress Hill Road Oct 11 · 2 bd · 2.5 ba · 1,594 sf | — | $369,900 | $355,000 | −4.0% | 108 |
| 12940 Harvest Rain Avenue Oct 11 · 4 bd · 4.5 ba · 2,837 sf | harvest at ovation | $812,285 | $800,000 | −1.5% | 66 |
| 461 Geranium Park Way Oct 11 · 3 bd · 3.5 ba · 2,432 sf | Park Place At Winter Garden | $850,000 | $838,000 | −1.4% | 162 |
| 16614 Wingspread Loop Oct 11 · 3 bd · 2.5 ba · 2,372 sf | hawksmoor | $589,000 | $579,000 | −1.7% | 28 |
| 5751 New Independence Parkway Oct 11 · 2 bd · 2.5 ba · 1,540 sf | Signature Lakes | $405,000 | $399,000 | −1.5% | 22 |
| 16795 Turtle Hatch Drive Oct 10 · 5 bd · 5 ba · 3,615 sf | Waterside At Johns Lake | $1,249,990 | $1,199,990 | −4.0% | 36 |
| 2157 Wintermere Pointe Drive Oct 10 · 5 bd · 3.5 ba · 3,197 sf | wintermere pointe | $795,000 | $765,000 | −3.8% | 50 |
| 15518 Honey Mandarin Way Oct 10 · 5 bd · 4.5 ba · 3,640 sf | — | $839,500 | $819,000 | −2.4% | 189 |
| 15806 Gem View St Oct 10 · 2 bd · 2 ba · 1,574 sf | del webb oasis | $465,000 | $444,900 | −4.3% | 129 |
| 2420 Balforn Tower Way Oct 10 · 3 bd · 2 ba · 1,572 sf | Stoneybrook West D | $619,900 | $599,900 | −3.2% | 29 |
| 11120 Suspense Drive Oct 10 · 3 bd · 2.5 ba · 1,636 sf | storey grove | $409,900 | $399,000 | −2.7% | 19 |
| 6262 Sunny Time Avenue Oct 10 · 3 bd · 2.5 ba · 1,683 sf | Silverleaf Oaks | $443,190 | $433,190 | −2.3% | 80 |
| 17372 Glossy Pomelo Way Oct 10 · 5 bd · 5.5 ba · 4,977 sf | lake star at ovation | $1,589,900 | $1,580,000 | −0.6% | 153 |
| 14766 Peekskill Drive Oct 10 · 2 bd · 2.5 ba · 1,406 sf | — | $340,000 | $332,500 | −2.2% | 30 |
| 7608 Summerlake Groves St Oct 10 · 5 bd · 3 ba · 2,461 sf | Panther View | $590,000 | $583,000 | −1.2% | 36 |
| 304 Eron Way #2 Oct 10 · 2 bd · 2 ba · 840 sf | Townhomes | $155,900 | $153,900 | −1.3% | 114 |
| 16038 Johns Lake Overlook Drive Oct 9 · 5 bd · 5 ba · 4,139 sf | hickory hammock | $2,099,000 | $1,999,999 | −4.7% | 78 |
| 8001 Pond Apple Drive Oct 9 · 5 bd · 3 ba · 3,289 sf | Summerlake | $748,800 | $688,800 | −8.0% | 40 |
| 14501 Grove Resort Avenue #2623 Oct 9 · 2 bd · 2 ba · 1,265 sf | The Grove Resort | $390,000 | $340,000 | −12.8% | 414 |
| 721 S Woodland Street Oct 9 · 2 bd · 1 ba · 1,034 sf | — | $440,000 | $400,000 | −9.1% | 103 |
| 13163 Lakeshore Grove Drive Oct 9 · 5 bd · 3 ba · 3,249 sf | Wintermere Harbor | $759,900 | $729,900 | −3.9% | 28 |
| 906 Allendale Lane Oct 9 · 5 bd · 4 ba · 3,784 sf | Oakland Park B | $1,725,000 | $1,699,900 | −1.5% | 225 |
| 1630 Chandelle Lane Oct 9 · 4 bd · 4 ba · 2,623 sf | — | $569,900 | $549,900 | −3.5% | 15 |
| 11851 Shine View Lane Oct 9 · 4 bd · 3.5 ba · 3,327 sf | waterleigh | $974,706 | $964,706 | −1.0% | 10 |
| 11839 Shine View Lane Oct 9 · 5 bd · 4.5 ba · 3,225 sf | waterleigh | $956,826 | $946,826 | −1.0% | 13 |
| 16534 Barbours Creek Way Oct 9 · 3 bd · 2.5 ba · 1,817 sf | waterleigh | $464,990 | $454,990 | −2.2% | 58 |
| 11845 Shine View Lane Oct 9 · 4 bd · 3.5 ba · 3,327 sf | waterleigh | $969,016 | $959,016 | −1.0% | 63 |
| 11887 Shine View Lane Oct 9 · 5 bd · 4.5 ba · 3,225 sf | waterleigh | $877,766 | $867,766 | −1.1% | 64 |
| 11833 Shine View Lane Oct 9 · 4 bd · 3.5 ba · 3,327 sf | waterleigh | $927,281 | $917,281 | −1.1% | 66 |
| 11869 Shine View Lane Oct 9 · 5 bd · 4.5 ba · 3,225 sf | waterleigh | $887,066 | $877,066 | −1.1% | 86 |
| 11863 Shine View Lane Oct 9 · 5 bd · 4 ba · 2,866 sf | waterleigh | $850,621 | $840,621 | −1.2% | 91 |
| 6158 Meriwether Crescent Oct 9 · 4 bd · 3.5 ba · 2,877 sf | Signature Lakes | $729,999 | $719,999 | −1.4% | 20 |
| 2036 Portcastle Circle Oct 9 · 3 bd · 2.5 ba · 1,698 sf | — | $429,900 | $424,900 | −1.2% | 20 |
Biggest cuts this week
| Listing | Community | Was | Now | Cut | DOM |
|---|---|---|---|---|---|
| 16038 Johns Lake Overlook Drive Oct 9 · 5 bd · 5 ba · 4,139 sf | hickory hammock | $2,099,000 | $1,999,999 | −4.7% | 78 |
| 12792 Sunset Walk Drive Oct 15 · 4 bd · 3 ba · 1,930 sf | Westhaven At Ovation | $580,000 | $499,000 | −14.0% | 132 |
| 8001 Pond Apple Drive Oct 9 · 5 bd · 3 ba · 3,289 sf | Summerlake | $748,800 | $688,800 | −8.0% | 40 |
| 7573 Green Mountain Way Oct 8 · 4 bd · 3.5 ba · 3,388 sf | West Lake Hancock Estates | $1,750,000 | $1,690,000 | −3.4% | 58 |
| 72 N Park Avenue #8 Oct 15 · 3 bd · 4 ba · 2,040 sf | 30 North Park | $1,149,000 | $1,099,000 | −4.4% | 33 |
| 15475 Shorebird Lane Oct 15 · 5 bd · 5 ba · 4,253 sf | Lakeshore Preserve | $2,125,000 | $2,075,000 | −2.4% | 62 |
| 16795 Turtle Hatch Drive Oct 10 · 5 bd · 5 ba · 3,615 sf | Waterside At Johns Lake | $1,249,990 | $1,199,990 | −4.0% | 36 |
| 14501 Grove Resort Ave #1622 Oct 15 · 3 bd · 3 ba · 1,544 sf | — | $449,000 | $399,000 | −11.1% | 302 |
| 206 N Highland Avenue Oct 14 · 3 bd · 2.5 ba · 1,880 sf | Cooper Sewell | $1,100,000 | $1,050,000 | −4.5% | 14 |
| 14501 Grove Resort Avenue #2623 Oct 9 · 2 bd · 2 ba · 1,265 sf | The Grove Resort | $390,000 | $340,000 | −12.8% | 414 |
Communities with the most reductions (30 days)
| Community | City | Reductions | Median cut |
|---|---|---|---|
| waterleigh | Winter Garden | 25 | −1.5% |
| lake star at ovation | Winter Garden | 9 | −2.1% |
| del webb oasis | Winter Garden | 7 | −2.7% |
| Townhomes | Winter Garden | 6 | −2.3% |
| Grove Residence & Spa Hotel Condo | Winter Garden | 5 | −9.1% |
| Waterside At Johns Lake | Winter Garden | 5 | −2.9% |
| Lake Hancock Preserve | Winter Garden | 4 | −1.7% |
| Lakeshore Preserve | Winter Garden | 4 | −1.8% |
| Harvest Ovation | Winter Garden | 4 | −2.5% |
| Osprey Ranch | Winter Garden | 4 | −1.6% |
| hawksmoor | Winter Garden | 4 | −2.9% |
| Watermark | Winter Garden | 3 | −2.0% |
| hickory hammock | Winter Garden | 3 | −4.5% |
| Grove Residence & Spa Hotel | Winter Garden | 3 | −4.8% |
| storey grove | Winter Garden | 3 | −2.7% |
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 October 15, 2026.