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.
34 homes for sale in Winter Garden, FL cut their asking price in the last 7 days and 251 in the last 30, out of 670 active listings (30% reduced at least once this month). The median reduction is 2.3% ($15,000). The largest cut this week was $200,000 on 16945 W Phil C Peters Road in Winter Garden ($1,690,000 → $1,490,000).
Latest price reductions in Winter Garden
| Listing | Community | Was | Now | Cut | DOM |
|---|---|---|---|---|---|
| 906 Allendale Lane Nov 6 · 5 bd · 4 ba · 3,784 sf | Oakland Park B | $1,699,900 | $1,649,000 | −3.0% | 250 |
| 261 Zachary Wade Street Nov 6 · 4 bd · 3.5 ba · 3,728 sf | Lakeview Reserve | $1,500,000 | $1,450,000 | −3.3% | 34 |
| 17372 Glossy Pomelo Way Nov 6 · 5 bd · 5.5 ba · 4,977 sf | lake star at ovation | $1,575,900 | $1,550,000 | −1.6% | 179 |
| 6982 Twilight Bay Drive Nov 6 · 4 bd · 2.5 ba · 1,860 sf | Mezzano | $475,000 | $470,000 | −1.1% | 70 |
| 14014 Scarlet Aster Alley Nov 6 · 3 bd · 3 ba · 1,808 sf | Harvest Ovation | $449,000 | $445,000 | −0.9% | 101 |
| 14501 Grove Resort Avenue #1203 Nov 5 · 3 bd · 2 ba · 1,396 sf | Grove Resort And Spa Hotel | $325,000 | $249,000 | −23.4% | 253 |
| 519 Teagarden Court Nov 5 · 4 bd · 3 ba · 3,061 sf | Teacup Springs Cove | $857,000 | $819,500 | −4.4% | 119 |
| 14501 Grove Resort Avenue #1443 Nov 5 · 2 bd · 2 ba · 1,375 sf | — | $275,000 | $241,000 | −12.4% | 253 |
| 16945 W Phil C Peters Road Nov 4 · 6 bd · 4 ba · 4,396 sf | — | $1,690,000 | $1,490,000 | −11.8% | 109 |
| 16773 Wingspread Loop Nov 4 · 5 bd · 4 ba · 3,752 sf | hawksmoor | $950,000 | $925,000 | −2.6% | 53 |
| 9231 Grand Island Way Nov 4 · 4 bd · 2.5 ba · 2,060 sf | Watermark | $469,000 | $449,000 | −4.3% | 151 |
| 14501 Grove Resort Avenue #1732 Nov 4 · 2 bd · 2 ba · 1,265 sf | Grove Resort And Spa Hotel | $169,950 | $159,950 | −5.9% | 216 |
| 16306 Prairie School Drive Nov 4 · 3 bd · 2.5 ba · 1,792 sf | hawksmoor | $398,000 | $389,900 | −2.0% | 81 |
| 17336 Lake Star Road Nov 3 · 4 bd · 3.5 ba · 3,101 sf | northlake at ovation | $1,075,000 | $997,500 | −7.2% | 35 |
| 1711 Amsel Falls Park Terrace Nov 3 · 5 bd · 4 ba · 3,863 sf | Twinwaters | $1,046,000 | $999,990 | −4.4% | 124 |
| 14050 Fairway Willow Lane Nov 3 · 3 bd · 2 ba · 2,027 sf | Woodbridge On Green | $614,999 | $599,000 | −2.6% | 222 |
| 15154 Alder Chase Alley Nov 3 · 4 bd · 3.5 ba · 2,332 sf | harvest at ovation | $629,000 | $619,000 | −1.6% | 77 |
| 6158 Meriwether Crescent Nov 3 · 4 bd · 3.5 ba · 2,877 sf | Signature Lakes | $719,999 | $715,000 | −0.7% | 45 |
| 289 Crystal Wood Drive Nov 1 · 4 bd · 3.5 ba · 3,370 sf | Winter Grove | $969,270 | $949,270 | −2.1% | 81 |
| 10625 Atwater Bay Drive Nov 1 · 4 bd · 3 ba · 2,477 sf | waterleigh | $550,000 | $535,000 | −2.7% | 59 |
| 11113 Lime Flower Drive Nov 1 · 3 bd · 2.5 ba · 1,584 sf | northlake at ovation | $410,000 | $399,990 | −2.4% | 38 |
| 206 N Highland Avenue Oct 31 · 3 bd · 2.5 ba · 1,880 sf | Cooper Sewell | $1,050,000 | $999,999 | −4.8% | 34 |
| 3447 Current Oct 31 · 4 bd · 3.5 ba · 2,741 sf | — | $699,999 | $674,999 | −3.6% | 134 |
| 8163 Red Stopper Lane Oct 31 · 3 bd · 2.5 ba · 1,725 sf | — | $455,000 | $435,000 | −4.4% | 11 |
| 14037 Pecan Orchard Drive Oct 31 · 5 bd · 4.5 ba · 3,793 sf | Orchard Park Stillwater Crossing | $819,000 | $799,990 | −2.3% | 25 |
| 900 Walkers Grove Lane Oct 31 · 3 bd · 2.5 ba · 1,694 sf | Walkers Grove Townhomes | $475,000 | $460,000 | −3.2% | 40 |
| 939 Kylee Alley Oct 31 · 3 bd · 2.5 ba · 1,772 sf | Oakland Park | $659,900 | $648,500 | −1.7% | 30 |
| 15101 Purple Martin Street Oct 31 · 3 bd · 2.5 ba · 1,998 sf | Summerlake Pd | $499,900 | $489,900 | −2.0% | 107 |
| 16614 Wingspread Loop Oct 31 · 3 bd · 2.5 ba · 2,372 sf | hawksmoor | $569,000 | $559,000 | −1.8% | 50 |
| 8819 Sonoma Coast Drive Oct 31 · 4 bd · 3.5 ba · 3,327 sf | waterleigh | $775,000 | $769,900 | −0.7% | 51 |
| 14050 Fairway Willow Lane Oct 31 · 3 bd · 2 ba · 2,027 sf | Woodbridge On Green | $619,999 | $614,999 | −0.8% | 222 |
| 14501 Grove Resort Avenue #2534 Oct 31 · 3 bd · 2 ba · 1,396 sf | Grove Residence & Spa Hotel Condo | $195,000 | $190,000 | −2.6% | 314 |
| 12706 Grovehurst Avenue Oct 31 · 5 bd · 3 ba · 3,382 sf | Grovehurst A D | $580,000 | $575,000 | −0.9% | 119 |
| 11947 Shine View Lane Oct 31 · 5 bd · 4.5 ba · 3,225 sf | waterleigh | $942,771 | $942,596 | −0.0% | 10 |
| 809 Burch Avenue Oct 29 · 4 bd · 4.5 ba · 3,543 sf | Burchshire | $749,999 | $649,999 | −13.3% | 46 |
| 190 Roper Drive Oct 29 · 3 bd · 2 ba · 1,755 sf | Westlake Manor | $795,000 | $750,000 | −5.7% | 26 |
| 12523 Gold Honeysuckle Street Oct 29 · 4 bd · 3 ba · 2,552 sf | Osprey Ranch | $844,990 | $799,990 | −5.3% | 75 |
| 11851 Shine View Lane Oct 29 · 4 bd · 3.5 ba · 3,327 sf | waterleigh | $944,766 | $899,990 | −4.7% | 35 |
| 11845 Shine View Lane Oct 29 · 4 bd · 3.5 ba · 3,327 sf | waterleigh | $939,076 | $899,990 | −4.2% | 88 |
| 11839 Shine View Lane Oct 29 · 5 bd · 4.5 ba · 3,225 sf | waterleigh | $926,901 | $888,990 | −4.1% | 38 |
| 11869 Shine View Lane Oct 29 · 5 bd · 4.5 ba · 3,225 sf | waterleigh | $857,141 | $819,990 | −4.3% | 111 |
| 5074 Breezy Acres Street Oct 29 · 7 bd · 4.5 ba · 4,720 sf | — | $1,159,900 | $1,124,900 | −3.0% | 45 |
| 12056 Shine View Lane Oct 29 · 3 bd · 2.5 ba · 1,567 sf | waterleigh | $464,500 | $429,990 | −7.4% | 35 |
| 12050 Shine View Lane Oct 29 · 3 bd · 2.5 ba · 1,567 sf | waterleigh | $464,500 | $429,990 | −7.4% | 35 |
| 2102 Green Ash Court Oct 29 · 5 bd · 3 ba · 3,766 sf | Wintermere Harbor | $729,000 | $699,000 | −4.1% | 43 |
| 2027 Rickover Place Oct 29 · 5 bd · 4 ba · 3,078 sf | Bronsons Lndgs F M | $729,000 | $699,000 | −4.1% | 74 |
| 12080 Shine View Lane Oct 29 · 3 bd · 2.5 ba · 1,567 sf | waterleigh | $459,990 | $429,990 | −6.5% | 35 |
| 17806 Sedona Street Oct 29 · 2 bd · 2 ba · 1,843 sf | — | $630,000 | $600,000 | −4.8% | 145 |
| 11887 Shine View Lane Oct 29 · 5 bd · 4.5 ba · 3,225 sf | waterleigh | $847,841 | $819,990 | −3.3% | 89 |
| 8937 Lakeshore Pointe Drive Oct 29 · 3 bd · 2.5 ba · 2,052 sf | Lakeshore Preserve | $575,000 | $550,000 | −4.3% | 123 |
| 1032 Galston Alley Oct 29 · 6 bd · 4.5 ba · 3,506 sf | Oakland Parka | $1,650,000 | $1,625,000 | −1.5% | 39 |
| 17077 Wingspread Loop Oct 29 · 5 bd · 4.5 ba · 4,680 sf | hawksmoor | $1,349,000 | $1,325,000 | −1.8% | 44 |
| 2020 Portcastle Circle Oct 29 · 3 bd · 2.5 ba · 1,857 sf | Stone Creek A-1 & A | $455,000 | $435,000 | −4.4% | 28 |
| 12511 Gold Honeysuckle Street Oct 29 · 5 bd · 4 ba · 3,045 sf | Osprey Ranch | $869,990 | $849,990 | −2.3% | 27 |
| 11221 Carding Mill Lane Oct 29 · 3 bd · 3 ba · 2,085 sf | — | $750,000 | $730,000 | −2.7% | 145 |
| 11827 Shine View Lane Oct 29 · 5 bd · 4.5 ba · 3,225 sf | waterleigh | $839,846 | $819,990 | −2.4% | 130 |
| 15009 Lebeau Loop Oct 29 · 3 bd · 2.5 ba · 2,116 sf | — | $708,000 | $689,000 | −2.7% | 102 |
| 11893 Shine View Lane Oct 29 · 4 bd · 3 ba · 2,113 sf | waterleigh | $778,436 | $759,990 | −2.4% | 89 |
| 4780 Terrace Bluff Street Oct 29 · 4 bd · 3.5 ba · 2,342 sf | Enclave/Hamlin | $559,900 | $543,000 | −3.0% | 33 |
| 15813 Sweet Lemon Way Oct 29 · 3 bd · 2.5 ba · 2,119 sf | — | $523,434 | $507,900 | −3.0% | 114 |
Biggest cuts this week
| Listing | Community | Was | Now | Cut | DOM |
|---|---|---|---|---|---|
| 16945 W Phil C Peters Road Nov 4 · 6 bd · 4 ba · 4,396 sf | — | $1,690,000 | $1,490,000 | −11.8% | 109 |
| 17336 Lake Star Road Nov 3 · 4 bd · 3.5 ba · 3,101 sf | northlake at ovation | $1,075,000 | $997,500 | −7.2% | 35 |
| 14501 Grove Resort Avenue #1203 Nov 5 · 3 bd · 2 ba · 1,396 sf | Grove Resort And Spa Hotel | $325,000 | $249,000 | −23.4% | 253 |
| 906 Allendale Lane Nov 6 · 5 bd · 4 ba · 3,784 sf | Oakland Park B | $1,699,900 | $1,649,000 | −3.0% | 250 |
| 206 N Highland Avenue Oct 31 · 3 bd · 2.5 ba · 1,880 sf | Cooper Sewell | $1,050,000 | $999,999 | −4.8% | 34 |
| 261 Zachary Wade Street Nov 6 · 4 bd · 3.5 ba · 3,728 sf | Lakeview Reserve | $1,500,000 | $1,450,000 | −3.3% | 34 |
| 1711 Amsel Falls Park Terrace Nov 3 · 5 bd · 4 ba · 3,863 sf | Twinwaters | $1,046,000 | $999,990 | −4.4% | 124 |
| 519 Teagarden Court Nov 5 · 4 bd · 3 ba · 3,061 sf | Teacup Springs Cove | $857,000 | $819,500 | −4.4% | 119 |
| 14501 Grove Resort Avenue #1443 Nov 5 · 2 bd · 2 ba · 1,375 sf | — | $275,000 | $241,000 | −12.4% | 253 |
| 17372 Glossy Pomelo Way Nov 6 · 5 bd · 5.5 ba · 4,977 sf | lake star at ovation | $1,575,900 | $1,550,000 | −1.6% | 179 |
Communities with the most reductions (30 days)
| Community | City | Reductions | Median cut |
|---|---|---|---|
| waterleigh | Winter Garden | 50 | −2.2% |
| serenade at ovation | Winter Garden | 11 | −2.8% |
| Lakeshore Preserve | Winter Garden | 8 | −1.4% |
| hawksmoor | Winter Garden | 7 | −1.8% |
| Watermark | Winter Garden | 5 | −4.3% |
| Osprey Ranch | Winter Garden | 5 | −1.7% |
| Signature Lakes | Winter Garden | 5 | −1.4% |
| northlake at ovation | Winter Garden | 5 | −2.4% |
| Woodbridge On Green | Winter Garden | 4 | −1.7% |
| Wintermere Harbor | Winter Garden | 4 | −3.3% |
| Stoneybrook West D | Winter Garden | 4 | −0.8% |
| Oakland Park | Winter Garden | 4 | −1.6% |
| Grove Residence & Spa Hotel Condo | Winter Garden | 3 | −5.3% |
| storey grove | Winter Garden | 3 | −2.3% |
| Harvest Ovation | Winter Garden | 3 | −1.8% |
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 November 6, 2026.