New Listings in Winter Garden, FL This Week
The homes that just listed are the ones you have a shot at before everyone else: the best-priced ones go under contract in days. This page lists every Winter Garden listing from the last week, newest first, with price, size and community, refreshed every night from the live MLS record.
126 homes came on the market in Winter Garden, FL in the last 7 days — about 18 a day — at a median asking price of $560,000 ($199,999 to $1,100,000 for the middle 80%). That is 25% of the 509 homes currently for sale. The most new listings are in waterleigh (13) and ZIP 34787 (126).
New listings in Winter Garden this week
| Listing | Community | Asking | $ / sq ft | Listed |
|---|---|---|---|---|
| 285 Crystal Wood Drive 5 bd · 4 ba · 3,202 sf · Single Family Residence | Winter Grove | $925,000 | $289 | 0d |
| 13993 Title Way 4 bd · 3 ba · 3,072 sf · Single Family Residence | storey grove | $840,000 | $273 | 0d |
| 2242 Wintermere Pointe Drive 5 bd · 4 ba · 3,381 sf · Single Family Residence | wintermere pointe | $790,000 | $234 | 0d |
| 8013 Basilica Lane 3 bd · 2.5 ba · 1,860 sf · Townhouse | ravenna | $410,000 | $220 | 0d |
| 1017 Priory Circle 3 bd · 2.5 ba · 1,625 sf · Townhouse | stoneybrook west | $350,000 | $215 | 0d |
| 14501 Grove Resort Avenue #1614 3 bd · 3 ba · 1,544 sf · Condo - Hotel | Grove Resort And Spa Hotel Condo | $325,000 | $210 | 0d |
| Address withheld 2 bd · 2 ba · 1,434 sf · Condo - Hotel | Grove Residence & Spa Hotel Condo | $320,000 | $223 | 0d |
| 14501 Grove Resort Avenue #3706 2 bd · 2 ba · 1,265 sf · Condo - Hotel | Grove Residence & Spa Hotel Condo | $295,000 | $233 | 0d |
| 14501 Grove Resort Avenue #2703 2 bd · 2 ba · 1,265 sf · Condo - Hotel | Grove Residence & Spa Hotel Condo | $295,000 | $233 | 0d |
| 14501 Grove Resort Avenue #3642 3 bd · 3 ba · 1,544 sf · Condo - Hotel | Grove Residence & Spa Hotel | $290,000 | $188 | 0d |
| 14501 Grove Resort Avenue #1420 2 bd · 2 ba · 1,375 sf · Condo - Hotel | Grove Resort And Spa Hotel | $249,000 | $181 | 0d |
| 14501 Grove Resort Avenue #2135 2 bd · 2 ba · 1,434 sf · Condo - Hotel | Grove Residence & Spa Hotel Condo | $244,900 | $171 | 0d |
| 14501 Grove Resort Avenue #3215 2 bd · 2 ba · 1,265 sf · Condo - Hotel | The Grove Resort | $199,000 | $157 | 0d |
| 215 Center Street #225/227 2,304 sf · Business | J S Loveless | $32,400 | $14 | 0d |
| 15179 Blue Peacock Lane 4 bd · 3 ba · 2,500 sf · Single Family Residence | Osprey | $3,200 | $1 | 0d |
| 508 Varsity Street 2 bd · 1 ba · 780 sf · Half Duplex | Manns First Add | $1,695 | $2 | 0d |
| 15505 Shorebird Lane 6 bd · 6.5 ba · 5,287 sf · Single Family Residence | Lakeshore Preserve | $2,500,000 | $473 | 1d |
| 16077 Barkly Ridge Court 6 bd · 6 ba · 5,248 sf · Single Family Residence | Avalon Ridge | $1,999,000 | $381 | 1d |
| 15680 Panther Lake Drive 5 bd · 5 ba · 4,329 sf · Single Family Residence | Lakeshore Preserve | $1,950,000 | $450 | 1d |
| 325 Crystal Wood Drive 5 bd · 5 ba · 4,442 sf · Single Family Residence | Winter Grove | $1,600,000 | $360 | 1d |
| 1720 Lake Roberts Landing Drive 5 bd · 4.5 ba · 4,919 sf · Single Family Residence | Lake Roberts Landing E | $1,399,999 | $285 | 1d |
| 16894 Wingspread Loop 5 bd · 3.5 ba · 3,906 sf · Single Family Residence | hawksmoor | $1,270,000 | $325 | 1d |
| 650 Medora Way 4 bd · 3 ba · 2,902 sf · Single Family Residence | Lakeview Village Estates | $1,157,190 | $399 | 1d |
| 642 Medora Way 4 bd · 3.5 ba · 2,995 sf · Single Family Residence | Lakeview Village Estates | $1,137,150 | $380 | 1d |
| 16091 Silver Brook Way 5 bd · 4.5 ba · 3,743 sf · Single Family Residence | silverleaf reserve at hamlin | $1,100,000 | $294 | 1d |
| 526 First Cape Coral Drive 4 bd · 4 ba · 2,701 sf · Single Family Residence | Black Lake Park | $1,089,000 | $403 | 1d |
| 1651 Amsel Falls Park Terrace 4 bd · 4 ba · 3,881 sf · Single Family Residence | Twinwaters | $1,080,000 | $278 | 1d |
| 16260 Silver Grove Blvd 5 bd · 4.5 ba · 3,979 sf · Single Family Residence | silverleaf reserve at hamlin | $978,000 | $246 | 1d |
| 17943 Lake Star Road 5 bd · 5 ba · 3,825 sf · Single Family Residence | lake star at ovation | $949,990 | $248 | 1d |
| 611 Sigler Drive 4 bd · 3.5 ba · 2,432 sf · Single Family Residence | Lakeview Village Estates | $899,760 | $370 | 1d |
| 17882 Adrift Road 4 bd · 3 ba · 2,931 sf · Single Family Residence | waterleigh | $879,999 | $300 | 1d |
| 17018 Seville Orange Road 4 bd · 3 ba · 2,791 sf · Single Family Residence | northlake at ovation | $879,900 | $315 | 1d |
| 402 E Maple Street 6 bd · 5 ba · 2,876 sf · Single Family Residence | East Garden Manor | $850,000 | $296 | 1d |
| 15526 Mango Isle Street 4 bd · 3 ba · 2,117 sf · Single Family Residence | waterleigh | $777,000 | $367 | 1d |
| 301 Valencia Court 4 bd · 2.5 ba · 2,029 sf · Single Family Residence | Valencia Shores | $750,000 | $370 | 1d |
| 12021 Windstone Street 4 bd · 3 ba · 2,335 sf · Single Family Residence | westfield lakes | $749,000 | $321 | 1d |
| 2027 Rickover Place 5 bd · 4 ba · 3,078 sf · Single Family Residence | Bronsons Lndgs F M | $749,000 | $243 | 1d |
| 12776 Sunset Walk Drive 4 bd · 4 ba · 2,593 sf · Townhouse | Westhaven At Ovation | $660,000 | $255 | 1d |
| 12325 Silk Mimosa Alley 4 bd · 3.5 ba · 2,743 sf · Single Family Residence | Osprey Ranch | $659,310 | $240 | 1d |
| 15154 Alder Chase Alley 4 bd · 3.5 ba · 2,332 sf · Single Family Residence | harvest at ovation | $629,000 | $270 | 1d |
| 15124 Lemon Peel Alley 4 bd · 3.5 ba · 2,496 sf · Single Family Residence | Hamlin Reserve | $627,500 | $251 | 1d |
| 16950 Arrowhead Boulevard 2 bd · 2 ba · 1,514 sf · Single Family Residence | Arrowhead Lakes | $620,000 | $410 | 1d |
| 636 Sigler Drive 3 bd · 2.5 ba · 1,634 sf · Townhouse | Lakeview Village Estates | $611,610 | $374 | 1d |
| 12800 Sunset Walk Drive 3 bd · 3.5 ba · 2,363 sf · Townhouse | Westhaven At Ovation | $605,000 | $256 | 1d |
| 16614 Wingspread Loop 3 bd · 2.5 ba · 2,372 sf · Single Family Residence | hawksmoor | $599,000 | $253 | 1d |
| 13360 Sunny Retreat Lane 3 bd · 2 ba · 2,000 sf · Single Family Residence | del webb oasis | $595,000 | $298 | 1d |
| 7608 Summerlake Groves St 5 bd · 3 ba · 2,461 sf · Single Family Residence | Panther View | $590,000 | $240 | 1d |
| 10625 Atwater Bay Drive 4 bd · 3 ba · 2,477 sf · Single Family Residence | waterleigh | $590,000 | $238 | 1d |
| 13020 Sunset Garden Lane 4 bd · 3 ba · 2,143 sf · Single Family Residence | Westhaven At Ovation | $581,000 | $271 | 1d |
| 16968 Hamlin Oasis Loop 4 bd · 3 ba · 2,088 sf · Single Family Residence | Hamlin Pointe | $570,000 | $273 | 1d |
| 13056 Sunset Garden Lane 3 bd · 2.5 ba · 2,062 sf · Single Family Residence | Westhaven At Ovation | $563,000 | $273 | 1d |
| 16050 Honey Harvest Street 3 bd · 3.5 ba · 2,461 sf · Single Family Residence | harvest at ovation | $560,000 | $228 | 1d |
| 14373 Breda Center Loop 3 bd · 2.5 ba · 2,488 sf · Single Family Residence | Lake Hancock Preserve | $558,000 | $224 | 1d |
| 9445 Komika Lane 4 bd · 3.5 ba · 2,477 sf · Single Family Residence | waterleigh | $549,000 | $222 | 1d |
| 760 Walkers Grove Lane 3 bd · 2.5 ba · 1,915 sf · Townhouse | Walkers Grove Townhomes | $540,000 | $282 | 1d |
| 16803 Evermore Alley 3 bd · 2.5 ba · 1,896 sf · Single Family Residence | Silverleaf Oaks | $537,290 | $283 | 1d |
| 13038 Sunset Garden Lane 3 bd · 2.5 ba · 1,908 sf · Single Family Residence | Westhaven At Ovation | $537,000 | $281 | 1d |
| 15153 Groveside Road 4 bd · 3.5 ba · 1,846 sf · Townhouse | Parkview At Hamlin | $505,435 | $274 | 1d |
| 13953 Easdale Alley 3 bd · 2.5 ba · 1,770 sf · Townhouse | Westhaven At Ovation | $499,900 | $282 | 1d |
| 6355 Argent Wood Drive 3 bd · 2.5 ba · 1,652 sf · Townhouse | Silverleaf Oaks | $499,690 | $302 | 1d |
| 14075 Lochend Way 4 bd · 3 ba · 2,197 sf · Townhouse | Westhaven At Ovation | $490,000 | $223 | 1d |
| 7272 Windy Willow Street 3 bd · 2.5 ba · 1,697 sf · Townhouse | Hamlin Meadows | $483,258 | $285 | 1d |
| 15213 Groveside Road 3 bd · 2.5 ba · 1,846 sf · Townhouse | Parkview At Hamlin | $480,085 | $260 | 1d |
| 12830 Sunset Walk Drive 3 bd · 2.5 ba · 1,857 sf · Townhouse | Westhaven At Ovation | $471,000 | $254 | 1d |
| 9456 Komika Lane 3 bd · 2 ba · 1,705 sf · Single Family Residence | waterleigh | $469,500 | $275 | 1d |
| 7276 Windy Willow Street 3 bd · 2.5 ba · 1,764 sf · Townhouse | Hamlin Meadows | $456,213 | $259 | 1d |
| 9467 Cinzel Alley 3 bd · 2.5 ba · 1,814 sf · Townhouse | waterleigh | $455,000 | $251 | 1d |
| 6262 Sunny Time Avenue 3 bd · 2.5 ba · 1,683 sf · Townhouse | Silverleaf Oaks | $443,190 | $263 | 1d |
| 10108 Salt Point Drive 3 bd · 2.5 ba · 1,505 sf · Townhouse | waterleigh | $425,000 | $282 | 1d |
| 16306 Prairie School Drive 3 bd · 2.5 ba · 1,792 sf · Townhouse | hawksmoor | $415,000 | $232 | 1d |
| 10119 Salt Point Drive 3 bd · 2.5 ba · 1,451 sf · Townhouse | waterleigh | $399,000 | $275 | 1d |
| 1422 Basin Street 4 bd · 1 ba · 880 sf · Single Family Residence | Joe Louis Park | $275,000 | $312 | 1d |
| 14501 Grove Resort Ave #1707 3 bd · 3 ba · 1,544 sf · Condo - Hotel | Grove Resort And Spa | $239,000 | $155 | 1d |
| 14501 Grove Resort Avenue #1343 2 bd · 2 ba · 1,375 sf · Condominium | The Grove Resort | $225,000 | $164 | 1d |
| 14501 Grove Resort Avenue #3303 2 bd · 2 ba · 1,265 sf · Condo - Hotel | Grove Residence & Spa Hotel | $215,000 | $170 | 1d |
| 14501 Grove Resort Avenue #3534 3 bd · 2 ba · 1,396 sf · Condo - Hotel | Grove Resort And Spa Hotel | $199,000 | $143 | 1d |
| 14501 Grove Resort Avenue #1110 2 bd · 2 ba · 1,265 sf · Condo - Hotel | The Grove Resort | $185,000 | $146 | 1d |
| 14501 Grove Resort Avenue #1527 2 bd · 2 ba · 1,265 sf · Condo - Hotel | Grove Resort And Spa Hotel | $170,000 | $134 | 1d |
| 215 Center Street #227 2,304 sf · Retail | J S Loveless | $43,795 | $19 | 1d |
| 15236 Tribute Ovation Way 3 bd · 2.5 ba · 1,850 sf · Townhouse | Tribute/Ovation | $3,250 | $2 | 1d |
Where the new listings are
| Community | City | New this week | Median asking |
|---|---|---|---|
| waterleigh | Winter Garden | 13 | $520,000 |
| Westhaven At Ovation | Winter Garden | 8 | $550,000 |
| Grove Resort And Spa Hotel | Winter Garden | 5 | $199,000 |
| hawksmoor | Winter Garden | 5 | $599,000 |
| Grove Residence & Spa Hotel Condo | Winter Garden | 4 | $295,000 |
| Parkview At Hamlin | Winter Garden | 4 | $492,985 |
| Lakeview Village Estates | Winter Garden | 4 | $1,018,455 |
| Lakeshore Preserve | Winter Garden | 4 | $2,174,500 |
| del webb oasis | Winter Garden | 4 | $824,215 |
| harvest at ovation | Winter Garden | 3 | $560,000 |
| Osprey Ranch | Winter Garden | 3 | $659,310 |
| Silverleaf Oaks | Winter Garden | 3 | $499,690 |
How to read this
A listing counts as new when its MLS days-on-market is seven or fewer at the nightly refresh; relists under a new MLS number count as new. Prices are asking prices. Source: live MLS feeds compiled by Momentum Research, updated September 15, 2026..