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.
41 homes came on the market in Winter Garden, FL in the last 7 days — about 6 a day — at a median asking price of $535,000 ($32,400 to $940,000 for the middle 80%). That is 6% of the 706 homes currently for sale. The most new listings are in waterleigh (3) and ZIP 34787 (41).
New listings in Winter Garden this week
| Listing | Community | Asking | $ / sq ft | Listed |
|---|---|---|---|---|
| 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 |
| 11947 Shine View Lane 5 bd · 4.5 ba · 3,225 sf · Single Family Residence | waterleigh | $942,771 | $292 | 1d |
| 17664 Japonica Bloom Drive 5 bd · 4.5 ba · 3,663 sf · Single Family Residence | — | $940,000 | $257 | 1d |
| 15311 Calming Balsam Alley 5 bd · 4.5 ba · 2,921 sf · Single Family Residence | Enclave/Hamlin | $699,900 | $240 | 1d |
| 17361 Bal Harbour Drive 4 bd · 3 ba · 2,931 sf · Single Family Residence | — | $689,900 | $235 | 1d |
| 8943 Lakeshore Pointe Drive 3 bd · 2.5 ba · 2,052 sf · Townhouse | Lakeshore Preserve | $639,900 | $312 | 1d |
| 5513 New Independence Parkway 3 bd · 2 ba · 1,920 sf · Single Family Residence | Independence Signature Lakes | $575,000 | $299 | 1d |
| 13006 Serene Glade Road 3 bd · 2.5 ba · 2,096 sf · Single Family Residence | serenade at ovation | $498,900 | $238 | 1d |
| 526 Westcliffe Drive 4 bd · 2 ba · 2,255 sf · Single Family Residence | Fullers Landing B | $450,000 | $200 | 1d |
| 5705 New Independence Parkway 3 bd · 2 ba · 1,751 sf · Townhouse | signature lakes | $399,900 | $228 | 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 |
| 12866 Eureka Lemon Drive 5 bd · 4.5 ba · 3,736 sf · Single Family Residence | northlake at ovation | $980,095 | $262 | 2d |
| 15023 Guava Bay Drive 5 bd · 3.5 ba · 2,935 sf · Single Family Residence | Watermark | $835,000 | $284 | 2d |
| 524 S Highland Avenue 3 bd · 2 ba · 1,782 sf · Single Family Residence | — | $518,000 | $291 | 2d |
| 5522 New Independence Parkway 3 bd · 2 ba · 2,072 sf · Single Family Residence | Signature Lakes Independence | $499,900 | $241 | 2d |
| 5685 New Independence Parkway 3 bd · 2.5 ba · 1,751 sf · Single Family Residence | Signature Lakes Independence | $464,999 | $266 | 2d |
| 8163 Red Stopper Lane 3 bd · 2.5 ba · 1,725 sf · Townhouse | — | $455,000 | $264 | 2d |
| 87 Windtree Lane #K 2 bd · 2 ba · 918 sf · Condominium | — | $189,000 | $206 | 2d |
| 188 Mary Street | Mary Jean | $119,000 | — | 2d |
| 16773 Broadwater Avenue 7 bd · 5.5 ba · 6,235 sf · Single Family Residence | waterside on johns lake | $2,575,000 | $413 | 3d |
| 11390 Bourbon Rose Circle 4 bd · 3 ba · 2,717 sf · Single Family Residence | — | $860,494 | $317 | 3d |
| 14230 Sunridge Boulevard 3 bd · 2 ba · 2,270 sf · Single Family Residence | — | $629,900 | $277 | 3d |
| 108 Doe Run Drive 4 bd · 3 ba · 2,835 sf · Single Family Residence | Deerfield Place A G | $620,000 | $219 | 3d |
| 10097 Beach Port Drive 3 bd · 3 ba · 2,200 sf · Single Family Residence | waterleigh | $579,900 | $264 | 3d |
| 921 Westcliffe Drive 4 bd · 2.5 ba · 2,354 sf · Single Family Residence | Fullers Landing B | $570,000 | $242 | 3d |
| 10606 Words Drive 4 bd · 2.5 ba · 1,863 sf · Townhouse | storey grove | $420,000 | $225 | 3d |
| 14501 Grove Resort Avenue #1528 3 bd · 3 ba · 1,396 sf · Condo - Hotel | — | $215,000 | $154 | 3d |
| 14501 Grove Resort Avenue #1440 2 bd · 2 ba · 1,375 sf · Condo - Hotel | Grove Resort And Spa | $159,999 | $116 | 3d |
| 816 E Fullers Cross Road 4 bd · 3.5 ba · 3,262 sf · Single Family Residence | — | $1,150,000 | $353 | 4d |
| 14779 Mcclane Road 5 bd · 4 ba · 3,118 sf · Single Family Residence | — | $869,000 | $279 | 4d |
| 14327 Wabasso Loop 5 bd · 4 ba · 3,710 sf · Single Family Residence | Tilden Place | $869,000 | $234 | 4d |
| 8270 Topsail Place 4 bd · 3 ba · 2,306 sf · Single Family Residence | Lakeshore Preserve | $849,900 | $369 | 5d |
| 9279 Grand Island Way 3 bd · 2.5 ba · 1,908 sf · Single Family Residence | Watermark | $505,000 | $265 | 5d |
| 213 S Dillard Street #230 1,448 sf · Medical Office | Winter Garden Executive Centre | $799,000 | $552 | 6d |
| 15066 Marbled Godwit Drive 3 bd · 2.5 ba · 2,156 sf · Single Family Residence | Summerlake Pd | $535,000 | $248 | 6d |
| 9662 Waterway Passage Drive 3 bd · 2.5 ba · 2,014 sf · Single Family Residence | waterleigh | $515,000 | $256 | 6d |
| 9201 Gran Teatro Drive 3 bd · 2.5 ba · 1,715 sf · Townhouse | Tribute/Ovation | $2,900 | $2 | 6d |
| 13618 Larsen Lane 4 bd · 4 ba · 3,539 sf · Single Family Residence | — | $888,000 | $251 | 7d |
Where the new listings are
| Community | City | New this week | Median asking |
|---|---|---|---|
| waterleigh | Winter Garden | 3 | $579,900 |
| Watermark | Winter Garden | 2 | $670,000 |
| Signature Lakes Independence | Winter Garden | 2 | $482,450 |
| J S Loveless | Winter Garden | 2 | $38,097 |
| Lakeshore Preserve | Winter Garden | 2 | $744,900 |
| Tribute/Ovation | Winter Garden | 2 | $3,075 |
| Fullers Landing B | Winter Garden | 2 | $510,000 |
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 October 24, 2026. and this week’s Winter Garden price reductions.