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.
71 homes came on the market in Winter Garden, FL in the last 7 days — about 10 a day — at a median asking price of $649,900 ($283,800 to $1,219,170 for the middle 80%). That is 10% of the 681 homes currently for sale. The most new listings are in Westhaven At Ovation (11) and ZIP 34787 (71).
New listings in Winter Garden this week
| Listing | Community | Asking | $ / sq ft | Listed |
|---|---|---|---|---|
| 949 Celadon Street 5 bd · 4.5 ba · 3,846 sf · Single Family Residence | — | $2,195,000 | $571 | 0d |
| 234 Woodfall Lane 5 bd · 4.5 ba · 4,442 sf · Single Family Residence | Winter Grove | $1,219,170 | $274 | 0d |
| 922 Marsh Reed Drive 5 bd · 3 ba · 3,021 sf · Single Family Residence | — | $679,000 | $225 | 0d |
| 13728 Fox Glove Street 5 bd · 3.5 ba · 3,391 sf · Single Family Residence | — | $649,900 | $192 | 0d |
| 5960 Flowering Cherry Bend 3 bd · 2 ba · 1,772 sf · Single Family Residence | — | $604,990 | $341 | 0d |
| 906 Woodson Hammock Circle 4 bd · 2 ba · 2,487 sf · Single Family Residence | — | $550,000 | $221 | 0d |
| 17449 Water Hemlock Road 5 bd · 5 ba · 3,825 sf · Single Family Residence | lake star at ovation | $1,099,990 | $288 | 1d |
| 17437 Water Hemlock Road 4 bd · 4 ba · 2,908 sf · Single Family Residence | lake star at ovation | $869,990 | $299 | 1d |
| 17443 Water Hemlock Road 4 bd · 3 ba · 2,754 sf · Single Family Residence | lake star at ovation | $859,990 | $312 | 1d |
| 6099 Flowering Cherry Bend 4 bd · 3 ba · 3,038 sf · Single Family Residence | Avalon Woods | $829,496 | $273 | 1d |
| 9953 Summerlake Groves Street 4 bd · 3.5 ba · 2,935 sf · Single Family Residence | — | $774,900 | $264 | 1d |
| 580 First Cape Coral Drive 4 bd · 2.5 ba · 2,834 sf · Single Family Residence | — | $675,000 | $238 | 1d |
| 15625 Murcott Harvest Loop 3 bd · 2.5 ba · 2,613 sf · Single Family Residence | — | $650,000 | $249 | 1d |
| 2004 Lake Roberts Landing Drive 4 bd · 2.5 ba · 2,642 sf · Single Family Residence | — | $640,000 | $242 | 1d |
| 14517 Black Lake Preserve Street 4 bd · 2.5 ba · 2,569 sf · Single Family Residence | Black Lake Preserve | $600,000 | $234 | 1d |
| 9991 Schroeder Alley 3 bd · 2.5 ba · 1,568 sf · Townhouse | — | $378,000 | $241 | 1d |
| 421 Eron Way #36 2 bd · 2 ba · 930 sf · Condominium | Townhomes | $210,000 | $226 | 1d |
| 386 Railroad Avenue 2 bd · 1 ba · 660 sf · Single Family Residence | — | $130,000 | $197 | 1d |
| 9228 Bradleigh Drive 5 bd · 4.5 ba · 3,602 sf · Single Family Residence | Latham Park South | $975,000 | $271 | 2d |
| 9218 Holliston Creek Place 4 bd · 3.5 ba · 3,087 sf · Single Family Residence | Watermark | $860,000 | $279 | 2d |
| 15348 Firelight Drive 6 bd · 4 ba · 3,877 sf · Single Family Residence | Belle Meade | $860,000 | $222 | 2d |
| 15628 Gentle Rain Drive 3 bd · 2.5 ba · 2,614 sf · Single Family Residence | Osprey Ranch | $730,000 | $279 | 2d |
| 17385 Bal Harbour Drive 4 bd · 2.5 ba · 2,580 sf · Single Family Residence | — | $655,000 | $254 | 2d |
| 15530 Kinnow Mandarin Lane 3 bd · 2.5 ba · 2,579 sf · Single Family Residence | — | $650,000 | $252 | 2d |
| 5531 Myrtle Pine Lane 4 bd · 2.5 ba · 2,703 sf · Single Family Residence | — | $599,000 | $222 | 2d |
| 14838 Driftwater Drive 3 bd · 2.5 ba · 1,748 sf · Townhouse | signature lakes | $389,900 | $223 | 2d |
| 1451 E Bay Street 3 bd · 1 ba · 1,139 sf · Single Family Residence | Joe Louis Park | $208,000 | $183 | 2d |
| 13228 Tollcross Way 5 bd · 4.5 ba · 3,545 sf · Single Family Residence | Westhaven At Ovation | $1,450,000 | $409 | 3d |
| 243 Zachary Wade Street 5 bd · 3.5 ba · 3,097 sf · Single Family Residence | Lakeview Reserve | $1,150,000 | $371 | 3d |
| 10732 Petrillo Way 5 bd · 5.5 ba · 4,014 sf · Single Family Residence | — | $899,990 | $224 | 3d |
| 14501 Grove Resort Avenue #3221 2 bd · 2 ba · 1,375 sf · Condo - Hotel | Grove Residence & Spa Hotel | $169,900 | $124 | 3d |
| 14501 Grove Resort Avenue #3420 2 bd · 2 ba · 1,265 sf · Condo - Hotel | Grove Residence & Spa Hotel | $169,900 | $134 | 3d |
| Address withheld 2 bd · 2 ba · 1,265 sf · Condominium | Grove Residence & Spa Hotel Condo | $155,000 | $123 | 3d |
| 15928 Citrus Knoll Drive 6 bd · 5.5 ba · 4,930 sf · Single Family Residence | hickory hammock | $1,549,000 | $314 | 5d |
| 12922 Canopy Woods Way 5 bd · 4.5 ba · 4,671 sf · Single Family Residence | — | $1,525,000 | $326 | 5d |
| 13011 Sunset Garden Lane 5 bd · 4.5 ba · 3,894 sf · Single Family Residence | Westhaven At Ovation | $1,034,940 | $266 | 5d |
| 231 Tbd Drive 5 bd · 4.5 ba · 3,894 sf · Single Family Residence | Westhaven At Ovation | $973,550 | $250 | 5d |
| 233 Tbd Drive 4 bd · 3.5 ba · 3,000 sf · Single Family Residence | Westhaven At Ovation | $867,555 | $289 | 5d |
| 15162 Flannan Street 5 bd · 4 ba · 2,686 sf · Single Family Residence | Westhaven At Ovation | $702,570 | $262 | 5d |
| 12818 Sunset Walk Drive 4 bd · 4 ba · 1,930 sf · Townhouse | Westhaven At Ovation | $659,008 | $341 | 5d |
| 12834 Sunset Walk Drive 4 bd · 4 ba · 2,447 sf · Townhouse | Westhaven At Ovation | $636,947 | $260 | 5d |
| 505 N Boyd Street 3 bd · 2 ba · 1,542 sf · Single Family Residence | winter garden shores | $618,000 | $401 | 5d |
| 645 Autumn Oaks Loop 4 bd · 2.5 ba · 2,410 sf · Single Family Residence | Winter Oaks | $599,900 | $249 | 5d |
| 12826 Sunset Walk Drive 4 bd · 3 ba · 1,897 sf · Townhouse | Westhaven At Ovation | $539,239 | $284 | 5d |
| 15126 Flannan Lane 3 bd · 2.5 ba · 2,062 sf · Single Family Residence | Westhaven At Ovation | $534,170 | $259 | 5d |
| 12822 Sunset Walk Drive 3 bd · 2.5 ba · 1,857 sf · Townhouse | Westhaven At Ovation | $528,396 | $285 | 5d |
| 17152 Arrowhead Boulevard 4 bd · 2 ba · 1,458 sf · Manufactured Home | Arrowhead Lakes | $449,000 | $308 | 5d |
| 14501 Grove Resort Avenue #1516 3 bd · 2 ba · 1,396 sf · Condo - Hotel | Grove Resort And Spa Hotel | $283,800 | $203 | 5d |
| 14253 Country Estate Drive 5 bd · 4.5 ba · 5,504 sf · Single Family Residence | country lakes | $1,675,000 | $304 | 6d |
| 17706 Marsh Road 3 bd · 2 ba · 1,440 sf · Single Family Residence | Lake Avalon Groves | $1,300,000 | $903 | 6d |
| 15579 Hamlin Blossom Avenue 5 bd · 4 ba · 3,577 sf · Single Family Residence | hickory hammock | $995,000 | $278 | 6d |
| 704 Caterpillar Run 4 bd · 3 ba · 3,027 sf · Single Family Residence | mcallister landing | $675,000 | $223 | 6d |
| 3249 Sailing Pier Avenue 4 bd · 3.5 ba · 2,964 sf · Single Family Residence | — | $675,000 | $228 | 6d |
| 14844 Black Cherry Trail 4 bd · 3.5 ba · 2,698 sf · Single Family Residence | signature lakes | $620,000 | $230 | 6d |
| 925 Butter Oaks Court 3 bd · 2.5 ba · 2,031 sf · Single Family Residence | Winter Oaks | $619,000 | $305 | 6d |
| 15530 Sunquat Dr 4 bd · 3.5 ba · 2,466 sf · Single Family Residence | Hamlin Reserve | $599,999 | $243 | 6d |
| 17316 Melogold Way 3 bd · 2.5 ba · 1,675 sf · Townhouse | northlake at ovation | $530,047 | $316 | 6d |
| 15032 Lebeau Loop 3 bd · 2.5 ba · 1,945 sf · Single Family Residence | — | $499,000 | $257 | 6d |
| 13151 Calming Breeze Way 3 bd · 2.5 ba · 2,096 sf · Single Family Residence | serenade at ovation | $489,900 | $234 | 6d |
| 226 Charlotte Street 3 bd · 2 ba · 1,498 sf · Single Family Residence | — | $449,999 | $300 | 6d |
| 215 S Woodland Street 4 bd · 2 ba · 1,685 sf · Single Family Residence | Fries Survey Of Winter Garden | $425,000 | $252 | 6d |
| 271 Daniels Pointe Drive 3 bd · 2 ba · 1,300 sf · Single Family Residence | daniels crossing | $355,000 | $273 | 6d |
| 14501 Grove Resort Avenue #2627 3 bd · 3 ba · 1,544 sf · Condo - Hotel | Grove Residence & Spa Hotel Condo | $194,900 | $126 | 6d |
| 557 Lake Cove Pointe Circle 5 bd · 4.5 ba · 4,176 sf · Single Family Residence | lake cove pointe | $2,249,999 | $539 | 7d |
| 17984 Adrift Road 5 bd · 4.5 ba · 3,299 sf · Single Family Residence | — | $899,000 | $273 | 7d |
| 17778 Sedona Street 3 bd · 3.5 ba · 2,903 sf · Single Family Residence | — | $814,139 | $280 | 7d |
| 12818 Sunset Walk 4 bd · 3 ba · 1,930 sf · Townhouse | Westhaven At Ovation | $659,008 | $341 | 7d |
| 15543 Kinnow Mandarin Lane 3 bd · 2.5 ba · 2,612 sf · Single Family Residence | — | $648,000 | $248 | 7d |
| 17906 Hither Hills Circle 4 bd · 3.5 ba · 2,376 sf · Single Family Residence | — | $560,000 | $236 | 7d |
| 16431 Olive Hill Drive 3 bd · 2.5 ba · 2,008 sf · Single Family Residence | hawksmoor | $560,000 | $279 | 7d |
| 427 Lake Amberleigh Drive 4 bd · 2 ba · 2,158 sf · Single Family Residence | Amberleigh | $550,000 | $255 | 7d |
Where the new listings are
| Community | City | New this week | Median asking |
|---|---|---|---|
| Westhaven At Ovation | Winter Garden | 11 | $659,008 |
| lake star at ovation | Winter Garden | 3 | $869,990 |
| hickory hammock | Winter Garden | 2 | $1,272,000 |
| Grove Residence & Spa Hotel Condo | Winter Garden | 2 | $174,950 |
| Grove Residence & Spa Hotel | Winter Garden | 2 | $169,900 |
| signature lakes | Winter Garden | 2 | $504,950 |
| Winter Oaks | Winter Garden | 2 | $609,450 |
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 November 14, 2026. and this week’s Winter Garden price reductions.