Homes for Sale in Winter Garden, FL
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701 homes are for sale in Winter Garden, FL as of 2026-09-30, with 155 more under contract. The median list price is $585,000 ($257/sq ft), most homes list between $260K to $1.09M, and the median listing has been on the market 41 days. That is 462 houses, 117 condos and 121 townhouses. 176 homes came on the market this week and 1,339 sold in the last 12 months at a median of $597,500.
| Location | Orange County, FL |
|---|---|
| ZIP codes with their own page | 1 |
| For sale right now | 701 active, 155 under contract |
| Asking prices | $585,000 median · $257 per sq ft · most homes $260K–$1.09M |
| Median days on market (active listings) | 41 |
| Property types for sale | 462 houses, 117 condos, 121 townhouses |
| New listings this week | 176 |
| Homes sold, last 12 months | 1,339 at a median of $597,500 |
Listing counts and prices as of 2026-09-30; MLS data, refreshed nightly; sold figures are trailing 12 months of closed sales. Market figures describe homes, not residents. Cite as: Momentum Realty, “Winter Garden, FL key facts,” movewithmomentum.com/homes-for-sale/winter-garden-fl/, data as of 2026-09-30.
701
Homes for sale
$585,000
Median list price
$260K to $1.09M
Typical range
41
Median days on market
176
New this week
155
Under contract
$3,984
Est. monthly cost at median
6.3
Months of supply
Newest homes for sale in Winter Garden
The most recently listed homes in Winter Garden, newest first, with photos. Each card opens the full listing with every photo, the community’s sales history and a tour request. Homes marked New listed in the last seven days.
Winter Garden homes for sale by price
Every active listing in Winter Garden grouped by price, with the newest listings in each band. The median is $585,000; the busiest band is $500K – $750K.
Under $200K: 27 homes
- $184,900 · 2 bd / 2 ba / 1,375 sq ft · 14501 GROVE RESORT AVENUE #2221
- $199,000 · 2 bd / 2 ba / 1,265 sq ft · 14501 GROVE RESORT AVENUE #3215 (The Grove Resort)
- $178,000 · 2 bd / 2 ba / 1,265 sq ft · 14501 GROVE RESORT AVENUE #3703
- $185,000 · 2 bd / 2 ba / 1,265 sq ft · 14501 GROVE RESORT AVENUE #1110 (The Grove Resort)
$200K – $300K: 65 homes
- $244,900 · 2 bd / 2 ba / 1,434 sq ft · 14501 GROVE RESORT AVENUE #2135 (Grove Residence & Spa Hotel Condo Ii)
- $249,000 · 2 bd / 2 ba / 1,375 sq ft · 14501 GROVE RESORT AVENUE #1420 (Grove Resort And Spa Hotel)
- $269,000 · 3 bd / 2 ba / 1,396 sq ft · 14501 GROVE RESORT AVENUE #2219
- $284,995 · 3 bd / 2 ba / 1,340 sq ft · 431 SOUTHERN PECAN CIRCLE #101
$300K – $400K: 62 homes
- $325,000 · 3 bd / 3 ba / 1,544 sq ft · 14501 GROVE RESORT AVENUE #1614 (Grove Resort And Spa Hotel Condo Ii)
- $399,900 · 3 bd / 2.5 ba / 1,860 sq ft · 8049 BASILICA LANE (Ravenna)
- $350,000 · 3 bd / 2 ba / 1,396 sq ft · 14501 GROVE RESORT AVENUE #1603
- $384,900 · 3 bd / 2.5 ba / 1,704 sq ft · 1432 SCARLET OAK LOOP (Villas/Tucker Oaks)
$400K – $500K: 116 homes
- $449,900 · 3 bd / 2.5 ba / 1,751 sq ft · 15375 AVENUE OF THE ARBORS (Signature Lakes, Independence)
- $480,000 · 2 bd / 2 ba / 1,265 sq ft · 14501 GROVE RESORT AVENUE #3425
- $489,140 · 3 bd / 2.5 ba / 1,881 sq ft · 15207 GROVESIDE ROAD (Parkview at Hamlin)
- $415,000 · 2 bd / 2.5 ba / 1,540 sq ft · 5751 NEW INDEPENDENCE PARKWAY (Signature Lakes Ph 02 A B H I J)
$500K – $750K: 195 homes
- $515,000 · 5 bd / 3.5 ba / 2,379 sq ft · 6329 MANUSCRIPT STREET (Signature Lakes Ph 02 A B H I J)
- $502,500 · 3 bd / 2.5 ba / 1,817 sq ft · 12044 SHINE VIEW LANE (Waterleigh)
- $505,435 · 4 bd / 3.5 ba / 1,846 sq ft · 15153 GROVESIDE ROAD (Parkview at Hamlin)
- $537,000 · 3 bd / 2.5 ba / 1,908 sq ft · 13038 SUNSET GARDEN LANE (Westhaven at Ovation)
$750K – $1M: 153 homes
- $787,000 · 5 bd / 4 ba / 2,840 sq ft · 16771 OAKBORO STREET STREET
- $790,000 · 5 bd / 3.5 ba / 3,874 sq ft · 15007 NIGHT HERON DRIVE (Summerlake Pd Ph 3A)
- $800,000 · 4 bd / 3.5 ba / 3,040 sq ft · 14105 LARKSPUR LAKE DRIVE (Lakeview Pointe/Horizon West P)
- $840,000 · 4 bd / 3 ba / 3,072 sq ft · 13993 TITLE WAY (storey grove)
$1M and up: 83 homes
- $1.10M · 3 bd / 2.5 ba / 1,950 sq ft · 206 N HIGHLAND AVENUE (Cooper & Sewell Add)
- $4.30M · 5 bd / 6.5 ba / 6,601 sq ft · 15614 ESPALIER WAY (Signature Lakes)
- $1.07M · 4 bd / 3.5 ba / 3,101 sq ft · 17336 LAKE STAR ROAD (Northlake At Ovation)
- $1.08M · 4 bd / 4 ba / 3,881 sq ft · 1651 AMSEL FALLS PARK TERRACE (Twinwaters)
Every home for sale in Winter Garden right now (701)
All 701 active Winter Garden listings with a detail page, newest first, refreshed twice a day from the MLS.
- $4.30M · 5 bd / 6.5 ba / 6,601 sq ft · 15614 ESPALIER WAY (Signature Lakes)
- $1.10M · 3 bd / 2.5 ba / 1,950 sq ft · 206 N HIGHLAND AVENUE (Cooper & Sewell Add)
- $925,000 · 4 bd / 3 ba / 2,860 sq ft · 313 MERIN COURT (Lake Cove Pointe 46 58 Winter Garden)
- $865,000 · 4 bd / 3.5 ba / 2,445 sq ft · 1021 HUNTSPOINT STREET (Oakland Park)
- $840,000 · 4 bd / 3 ba / 3,072 sq ft · 13993 TITLE WAY (storey grove)
- $800,000 · 4 bd / 3.5 ba / 3,040 sq ft · 14105 LARKSPUR LAKE DRIVE (Lakeview Pointe/Horizon West P)
- $790,000 · 5 bd / 3.5 ba / 3,874 sq ft · 15007 NIGHT HERON DRIVE (Summerlake Pd Ph 3A)
- $787,000 · 5 bd / 4 ba / 2,840 sq ft · 16771 OAKBORO STREET STREET
- $515,000 · 5 bd / 3.5 ba / 2,379 sq ft · 6329 MANUSCRIPT STREET (Signature Lakes Ph 02 A B H I J)
- $489,140 · 3 bd / 2.5 ba / 1,881 sq ft · 15207 GROVESIDE ROAD (Parkview at Hamlin)
- $480,000 · 2 bd / 2 ba / 1,265 sq ft · 14501 GROVE RESORT AVENUE #3425
- $449,900 · 3 bd / 2.5 ba / 1,751 sq ft · 15375 AVENUE OF THE ARBORS (Signature Lakes, Independence)
- $399,900 · 3 bd / 2.5 ba / 1,860 sq ft · 8049 BASILICA LANE (Ravenna)
- $325,000 · 3 bd / 3 ba / 1,544 sq ft · 14501 GROVE RESORT AVENUE #1614 (Grove Resort And Spa Hotel Condo Ii)
- $295,000 · 2 bd / 2 ba / 1,265 sq ft · 14501 GROVE RESORT AVENUE #3706 (Grove Residence & Spa Hotel Condo Ii)
- $295,000 · 2 bd / 2 ba / 1,265 sq ft · 14501 GROVE RESORT AVENUE #2703 (Grove Residence & Spa Hotel Condo Ii)
- $290,000 · 3 bd / 3 ba / 1,544 sq ft · 14501 GROVE RESORT AVENUE #3642 (Grove Residence & Spa Hotel)
- $284,995 · 3 bd / 2 ba / 1,340 sq ft · 431 SOUTHERN PECAN CIRCLE #101
- $269,000 · 3 bd / 2 ba / 1,396 sq ft · 14501 GROVE RESORT AVENUE #2219
- $249,000 · 2 bd / 2 ba / 1,375 sq ft · 14501 GROVE RESORT AVENUE #1420 (Grove Resort And Spa Hotel)
- $244,900 · 2 bd / 2 ba / 1,434 sq ft · 14501 GROVE RESORT AVENUE #2135 (Grove Residence & Spa Hotel Condo Ii)
- $199,000 · 2 bd / 2 ba / 1,265 sq ft · 14501 GROVE RESORT AVENUE #3215 (The Grove Resort)
- $184,900 · 2 bd / 2 ba / 1,375 sq ft · 14501 GROVE RESORT AVENUE #2221
- $2.50M · 6 bd / 6.5 ba / 5,287 sq ft · 15505 SHOREBIRD LANE (Lakeshore Preserve)
- $2.00M · 6 bd / 6 ba / 5,248 sq ft · 16077 BARKLY RIDGE COURT (Avalon Ridge)
- $1.60M · 5 bd / 5 ba / 4,442 sq ft · 325 CRYSTAL WOOD DRIVE (Winter Grv)
- $1.55M · 4 bd / 4 ba / 3,487 sq ft · 7031 BILLIE COURT (West Lake Hancock Estates)
- $1.40M · 5 bd / 4.5 ba / 4,919 sq ft · 1720 LAKE ROBERTS LANDING DRIVE (Lake Roberts Lndg E)
- $1.27M · 5 bd / 3.5 ba / 3,906 sq ft · 16894 WINGSPREAD LOOP (Hawksmoor)
- $1.20M · 4 bd / 3.5 ba / 3,022 sq ft · 15594 SHOREBIRD LANE (Lakeshore Preserve)
- $1.16M · 7 bd / 4.5 ba / 4,720 sq ft · 5074 BREEZY ACRES STREET
- $1.16M · 4 bd / 3 ba / 2,902 sq ft · 650 MEDORA WAY (Lakeview Village Estates)
- $1.14M · 4 bd / 3.5 ba / 2,995 sq ft · 642 MEDORA WAY (Lakeview Village Estates)
- $1.09M · 4 bd / 4 ba / 2,701 sq ft · 526 FIRST CAPE CORAL DRIVE (Black Lake Park Ph 1)
- $1.08M · 4 bd / 4 ba / 3,881 sq ft · 1651 AMSEL FALLS PARK TERRACE (Twinwaters)
- $1.07M · 4 bd / 3.5 ba / 3,101 sq ft · 17336 LAKE STAR ROAD (Northlake At Ovation)
- $974,706 · 4 bd / 3.5 ba / 3,327 sq ft · 11851 SHINE VIEW LANE (Waterleigh)
- $956,826 · 5 bd / 4.5 ba / 3,225 sq ft · 11839 SHINE VIEW LANE (Waterleigh)
- $950,000 · 5 bd / 3.5 ba / 3,104 sq ft · 5416 GOLDEN APPLE DRIVE
- $947,591 · 5 bd / 4.5 ba / 3,225 sq ft · 11935 SHINE VIEW LANE (Waterleigh)
- $925,000 · 5 bd / 3 ba / 3,739 sq ft · 2491 PRAIRIE VIEW DRIVE
- $912,961 · 4 bd / 3.5 ba / 3,327 sq ft · 11929 SHINE VIEW LANE (Waterleigh)
- $902,116 · 5 bd / 4.5 ba / 3,225 sq ft · 11875 SHINE VIEW LANE (Waterleigh)
- $899,900 · 3 bd / 1 ba / 1,478 sq ft · 144 TILDENVILLE SCHOOL ROAD
- $899,760 · 4 bd / 3.5 ba / 2,432 sq ft · 611 SIGLER DRIVE (Lakeview Village Estates)
- $899,000 · 3 bd / 3.5 ba / 2,872 sq ft · 3292 WINDBEAM COURT (Estates At Lakeview Preserve)
- $879,999 · 4 bd / 3 ba / 2,931 sq ft · 17882 ADRIFT ROAD (Waterleigh)
- $879,900 · 4 bd / 3 ba / 2,791 sq ft · 17018 SEVILLE ORANGE ROAD (Northlake At Ovation)
- $825,000 · 5 bd / 4 ba / 3,812 sq ft · 13613 LARSEN LANE
- $799,900 · 4 bd / 3.5 ba / 2,962 sq ft · 15562 WATERLEIGH COVE DRIVE (Waterleigh)
- $744,990 · 4 bd / 3 ba / 3,038 sq ft · 13368 PEACEFUL MELODY DRIVES (Serenade at Ovation)
- $739,000 · 4 bd / 3.5 ba / 2,840 sq ft · 9152 SONOMA COAST DRIVE
- $729,999 · 4 bd / 3.5 ba / 2,877 sq ft · 6158 MERIWETHER CRESCENT (Signature Lakes Ph 02 A B H I J)
- $700,000 · 3 bd / 2.5 ba / 2,856 sq ft · 745 CASCADING CREEK LANE (Black Lake Park Ph 1)
- $660,000 · 4 bd / 4 ba / 2,593 sq ft · 12776 SUNSET WALK DRIVE (Westhaven at Ovation)
- $659,990 · 4 bd / 2 ba / 2,115 sq ft · 3019 CHERRY ORCHARD LANE (Orchard Pk/Stillwater Xing Ph)
- $635,000 · 4 bd / 3.5 ba / 2,478 sq ft · 1527 VISCAYA COVE BOULEVARD
- $611,610 · 3 bd / 2.5 ba / 1,634 sq ft · 636 SIGLER DRIVE (Lakeview Village Estates)
- $605,000 · 3 bd / 3.5 ba / 2,363 sq ft · 12800 SUNSET WALK DRIVE (Westhaven at Ovation)
- $595,000 · 3 bd / 2 ba / 1,916 sq ft · 13235 SPRING GROVE WAY
- $595,000 · 4 bd / 2.5 ba / 2,496 sq ft · 14354 ORCHARD HILLS BOULEVARD
- $595,000 · 4 bd / 3 ba / 2,529 sq ft · 12525 SCARLETT SAGE COURT
- $590,000 · 5 bd / 3 ba / 2,461 sq ft · 7608 SUMMERLAKE GROVES ST (Panther View)
- $581,000 · 4 bd / 3 ba / 2,143 sq ft · 13020 SUNSET GARDEN LANE (Westhaven at Ovation)
- $570,000 · 4 bd / 3 ba / 2,088 sq ft · 16968 HAMLIN OASIS LOOP (Hamlin Pointe)
- $563,000 · 3 bd / 2.5 ba / 2,062 sq ft · 13056 SUNSET GARDEN LANE (Westhaven at Ovation)
- $558,000 · 4 bd / 3 ba / 2,690 sq ft · 17108 HARBOR OAK PARKWAY
- $537,000 · 3 bd / 2.5 ba / 1,908 sq ft · 13038 SUNSET GARDEN LANE (Westhaven at Ovation)
- $505,435 · 4 bd / 3.5 ba / 1,846 sq ft · 15153 GROVESIDE ROAD (Parkview at Hamlin)
- $502,500 · 3 bd / 2.5 ba / 1,817 sq ft · 12044 SHINE VIEW LANE (Waterleigh)
- $499,690 · 3 bd / 2.5 ba / 1,652 sq ft · 6355 ARGENT WOOD DRIVE (Silverleaf Oaks)
- $499,000 · 3 bd / 2.5 ba / 1,694 sq ft · 900 WALKERS GROVE LANE (Walkers Grove Twnhms)
- $483,258 · 3 bd / 2.5 ba / 1,697 sq ft · 7272 WINDY WILLOW STREET (Hamlin Meadows)
- $482,500 · 3 bd / 2.5 ba / 1,817 sq ft · 12068 SHINE VIEW LANE (Waterleigh)
- $482,500 · 3 bd / 2.5 ba / 1,817 sq ft · 12062 SHINE VIEW LANE (Waterleigh)
- $479,900 · 4 bd / 3 ba / 1,608 sq ft · 231 E LAFAYETTE STREET
- $473,000 · 3 bd / 2.5 ba / 2,012 sq ft · 15688 ORANGE HARVEST LOOP (Hickory Hammock)
- $471,000 · 3 bd / 2.5 ba / 1,857 sq ft · 12830 SUNSET WALK DRIVE (Westhaven at Ovation)
- $464,500 · 3 bd / 2.5 ba / 1,567 sq ft · 12056 SHINE VIEW LANE (Waterleigh)
- $464,500 · 3 bd / 2.5 ba / 1,567 sq ft · 12050 SHINE VIEW LANE (Waterleigh)
- $459,990 · 3 bd / 2.5 ba / 1,567 sq ft · 12080 SHINE VIEW LANE (Waterleigh)
- $459,500 · 3 bd / 2.5 ba / 1,567 sq ft · 12074 SHINE VIEW LANE (Waterleigh)
- $456,213 · 3 bd / 2.5 ba / 1,764 sq ft · 7276 WINDY WILLOW STREET (Hamlin Meadows)
- $445,000 · 4 bd / 2.5 ba / 1,992 sq ft · 10660 WORDS DRIVE
- $443,990 · 3 bd / 2.5 ba / 1,729 sq ft · 13258 SERENE GLADE ROAD (Serenade at Ovation)
- $443,190 · 3 bd / 2.5 ba / 1,683 sq ft · 6262 SUNNY TIME AVENUE (Silverleaf Oaks)
- $436,990 · 3 bd / 2.5 ba / 1,644 sq ft · 13266 SERENE GLADE ROAD (Serenade at Ovation)
- $435,990 · 3 bd / 2.5 ba / 1,715 sq ft · 13254 SERENE GLADE ROAD (Serenade at Ovation)
- $435,000 · 8 bd / 3 ba / 1,750 sq ft · 208 3RD STREET
- $435,000 · 3 bd / 3 ba / 2,024 sq ft · 7025 TWILIGHT BAY DRIVE
- $429,900 · 3 bd / 2.5 ba / 1,698 sq ft · 2036 PORTCASTLE CIRCLE
- $425,000 · 3 bd / 2 ba / 1,320 sq ft · 1012 GLENSPRINGS AVE (Glenview Estates 1St Add)
- $425,000 · 3 bd / 2.5 ba / 1,505 sq ft · 10108 SALT POINT DRIVE (Waterleigh)
- $420,000 · 3 bd / 2.5 ba / 1,868 sq ft · 15717 KINNOW MANDARIN LANE
- $415,000 · 2 bd / 2.5 ba / 1,540 sq ft · 5751 NEW INDEPENDENCE PARKWAY (Signature Lakes Ph 02 A B H I J)
- $384,900 · 3 bd / 2.5 ba / 1,704 sq ft · 1432 SCARLET OAK LOOP (Villas/Tucker Oaks)
- $350,000 · 3 bd / 2 ba / 1,396 sq ft · 14501 GROVE RESORT AVENUE #1603
- $245,000 · 3 bd / 3 ba / 1,544 sq ft · 14501 GROVE RESORT AVENUE #3201 (Grove Residence & Spa Hotel)
- $239,000 · 3 bd / 3 ba / 1,544 sq ft · 14501 GROVE RESORT AVE #1707 (Grove Resort And Spa)
- $225,000 · 2 bd / 2 ba / 1,375 sq ft · 14501 GROVE RESORT AVENUE #1343 (The Grove Resort)
- $215,000 · 2 bd / 2 ba / 1,265 sq ft · 14501 GROVE RESORT AVENUE #3303 (Grove Residence & Spa Hotel)
- $214,000 · 2 bd / 2 ba / 918 sq ft · 68 WINDTREE LANE #201
- $199,000 · 3 bd / 2 ba / 1,396 sq ft · 14501 GROVE RESORT AVENUE #3534 (Grove Resort And Spa Hotel)
- $185,000 · 2 bd / 2 ba / 1,265 sq ft · 14501 GROVE RESORT AVENUE #1110 (The Grove Resort)
- $178,000 · 2 bd / 2 ba / 1,265 sq ft · 14501 GROVE RESORT AVENUE #3703
- $965,000 · 4 bd / 2.5 ba / 2,325 sq ft · 128 N HIGHLAND AVENUE (Cooper & Sewell Add)
- $950,000 · 5 bd / 4 ba / 3,752 sq ft · 16773 WINGSPREAD LOOP (Hawksmoor)
- $795,000 · 3 bd / 2 ba / 1,807 sq ft · 148 ROPER DRIVE
- $795,000 · 4 bd / 3.5 ba / 3,327 sq ft · 18321 OLIVER TWIST WAY
- $779,990 · 5 bd / 4 ba / 3,065 sq ft · 13344 PEACEFUL MELODY DRIVE (Serenade at Ovation)
- $769,990 · 5 bd / 4 ba / 3,076 sq ft · 13326 PEACEFUL MELODY DRIVE (Serenade at Ovation)
- $735,000 · 4 bd / 2.5 ba / 3,605 sq ft · 1809 DELAFIELD DRIVE (Emerald Ridge)
- $684,990 · 4 bd / 3 ba / 2,235 sq ft · 13356 PEACEFUL MELODY DRIVE (Serenade at Ovation)
- $669,990 · 4 bd / 2.5 ba / 2,635 sq ft · 15601 DAHOON HOLLY LANE (Summerlake Pd Ph 3A)
- $589,990 · 4 bd / 3.5 ba / 2,481 sq ft · 14180 TITLE WAY (storey grove)
- $585,000 · 2 bd / 2 ba / 1,051 sq ft · 325 W NEWELL STREET
- $525,000 · 3 bd / 2 ba / 1,440 sq ft · 13619 LAKE BOULEVARD (Edgewater Beach)
- $519,900 · 4 bd / 3 ba / 2,030 sq ft · 1372 ROXY LANE
- $509,900 · 3 bd / 2 ba / 1,801 sq ft · 14931 PORTER RD
- $499,900 · 3 bd / 2.5 ba / 1,770 sq ft · 13953 EASDALE ALLEY (Westhaven at Ovation)
- $469,690 · 3 bd / 2.5 ba / 1,652 sq ft · 6379 ARGENT WOOD DRIVE (Silverleaf Oaks)
- $460,000 · 4 bd / 2 ba / 2,009 sq ft · 1118 MAIDENMOOR ROAD (Stoneybrook West)
- $459,900 · 3 bd / 2 ba / 1,579 sq ft · 15193 AQUA SOL LANE (Del Webb Oasis)
- $424,990 · 3 bd / 2.5 ba / 1,536 sq ft · 15014 WINDFLOWER ALLEY (Osprey Ranch)
- $410,000 · 3 bd / 2.5 ba / 1,584 sq ft · 11113 LIME FLOWER DRIVE (Northlake At Ovation)
- $330,000 · 2 bd / 2 ba / 1,265 sq ft · 14501 GROVE RESORT AVENUE #3222 (Grove Resort And Spa Hotel)
- $255,000 · 3 bd / 2 ba / 1,396 sq ft · 14501 GROVE RESORT AVENUE #2608
- $199,999 · 1 bd / 1 ba / 1,300 sq ft · 844 KLONDIKE STREET (Loveless J S Add 01)
- $1.25M · 5 bd / 5 ba / 3,615 sq ft · 16795 TURTLE HATCH DRIVE (Waterside At Johns Lake)
- $1.16M · 4 bd / 3.5 ba / 2,954 sq ft · 16753 TURTLE HATCH DRIVE
- $1.15M · 3 bd / 4 ba / 2,040 sq ft · 72 N PARK AVENUE #8 (30 North Park)
- $1.09M · 5 bd / 4.5 ba / 3,878 sq ft · 9845 EMERALD BERRY DRIVE (Watermark)
- $924,900 · 3 bd / 4 ba / 3,012 sq ft · 15199 LAKE CLAIRE OVERLOOK DRIVE (Hickory Hammock)
- $815,000 · 4 bd / 4 ba / 3,680 sq ft · 426 DUFF DRIVE
- $799,000 · 4 bd / 3.5 ba / 2,832 sq ft · 14931 LEBEAU LOOP
- $744,396 · 4 bd / 3 ba / 2,113 sq ft · 11899 SHINE VIEW LANE (Waterleigh)
- $680,000 · 4 bd / 3 ba / 2,560 sq ft · 707 CHASE OAKS COURT (Winter Oaks)
- $565,000 · 3 bd / 2.5 ba / 1,836 sq ft · 16273 TALIESIN STREET (Hawksmoor)
- $487,500 · 3 bd / 2.5 ba / 1,817 sq ft · 12086 SHINE VIEW LANE (Waterleigh)
- $450,000 · 4 bd / 2.5 ba / 1,996 sq ft · 14058 FRASIER STREET (Highland Rdg)
- $399,000 · 3 bd / 2.5 ba / 1,727 sq ft · 15579 HONEYBELL DRIVE (Hamlin Reserve)
- $375,000 · 2 bd / 2.5 ba / 1,476 sq ft · 14169 AVENUE OF THE GROVES
- $342,000 · 2 bd / 1 ba / 914 sq ft · 636 COKE AVENUE (Westchester Place)
- $2.25M · 5 bd / 5 ba / 4,132 sq ft · 16870 SANCTUARY DRIVE (Sanctuary/Twin Waters)
- $1.65M · 5 bd / 4.5 ba / 3,506 sq ft · 1032 GALSTON ALLEY (Oakland Parka)
- $839,000 · 6 bd / 4 ba / 4,181 sq ft · 1707 FULLERS OAK LOOP (Fullers Oak)
- $569,900 · 4 bd / 4 ba / 2,623 sq ft · 1630 CHANDELLE LANE (Belle Meade-Ph I B D & G)
- $569,500 · 4 bd / 3.5 ba / 2,434 sq ft · 16644 POINT ROCK DRIVE
- $520,000 · 3 bd / 2.5 ba / 2,078 sq ft · 10301 AUSTRINA OAK LOOP (Watermark)
- $469,900 · 4 bd / 2 ba / 1,487 sq ft · 113 W DIVISION STREET (Winter Garden Shores Rep)
Showing the newest 150 of 701; the price bands above and the map cover the rest.
Homes for sale in Winter Garden by ZIP code
Where the inventory is: active listings and the median asking price by ZIP. ZIPs link to their housing scorecard.
| ZIP | Homes for sale | Median list price |
|---|---|---|
| 34787 | 701 | $585,000 |
Winter Garden communities with the most homes for sale
The Winter Garden neighborhoods and subdivisions with active listings, the median asking price in each, and what homes there actually sold for over the last 12 months. Community names open the community guide with live inventory, sales history, HOA and schools.
| Community | For sale | Median list | Median sold (12 mo) | Days on market |
|---|---|---|---|---|
| Waterleigh | 60 | $727,450 | — | — |
| Watermark | 22 | $651,845 | — | — |
| Lakeshore Preserve | 21 | $875,700 | — | — |
| Westhaven at Ovation | 19 | $547,160 | — | — |
| Grove Resort And Spa Hotel | 15 | $220,000 | — | — |
| Northlake At Ovation | 14 | $837,500 | — | — |
| Grove Residence & Spa Hotel Condo Ii | 13 | $244,900 | — | — |
| Grove Residence & Spa Hotel | 12 | $267,250 | — | — |
| Osprey Ranch | 11 | $669,900 | — | — |
| Serenade at Ovation | 11 | $544,990 | — | — |
| Hawksmoor | 9 | $565,000 | — | — |
| The Grove Resort | 9 | $225,000 | — | — |
| Del Webb Oasis | 9 | $755,000 | — | — |
| Lake Star At Ovation | 8 | $879,990 | — | — |
| Harvest/Ovation | 6 | $664,495 | — | — |
| Oakland Park | 6 | $970,000 | — | — |
| Signature Lakes Ph 02 A B H I J | 6 | $550,000 | — | — |
| Townhomes Winter Garden | 6 | $205,000 | — | — |
| Hickory Hammock | 5 | $924,900 | — | — |
| Highland Rdg | 5 | $499,000 | — | — |
| Parkview at Hamlin | 5 | $489,990 | — | — |
| Stoneybrook West | 5 | $460,000 | — | — |
| Summerlake Pd Ph 3A | 5 | $669,990 | — | — |
| Grove Resort And Spa | 4 | $239,250 | — | — |
| Hamlin Meadows | 4 | $469,498 | — | — |
| Hamlin Reserve | 4 | $699,450 | — | — |
| Lakeview Village Estates | 4 | $1.02M | — | — |
| Palisades | 4 | $232,000 | — | — |
| Silverleaf Oaks | 4 | $484,690 | — | — |
| Silverleaf Reserve At Hamlin | 4 | $960,500 | — | — |
What is for sale in Winter Garden: property types
- Single-family houses: 462
- Townhouses: 121
- Condos: 117
- Villas: 1
Another 3 listings in Winter Garden are land, commercial or other non-residential property and are not counted above.
Browse by type: Condos for sale in Winter Garden (117) · Townhomes for sale in Winter Garden (121).
The Winter Garden real estate market right now
Over the last 12 months 1,339 homes sold in Winter Garden at a median of $597,500 (-1.0% year over year), $254 per square foot. Sellers received 96% of list price and homes took a median 38 days to go under contract. With 701 homes for sale against that sales pace, months of supply is 6.3, a buyer’s market by the six-month rule. Cash buyers accounted for 24% of sales. New construction was 25% of sales.
Winter Garden supply by price band
| Price band | Active | Sold, 12 mo | Months of supply | DOM |
|---|---|---|---|---|
| Under $300K | 26 | 43 | 7.3 | 42 |
| $300K–$500K | 63 | 302 | 2.5 | 59 |
| $500K–$750K | 189 | 751 | 3.0 | 43 |
| $750K+ | 64 | 243 | 3.2 | 38 |
Winter Garden home prices by year
Median sold price, closed sales, days on market and sale-to-list ratio by year, from Momentum’s MLS record.
| Year | Median sold price | Homes sold | Days on market | Sale-to-list |
|---|---|---|---|---|
| 2019 | $372,093 | 167 | 84 | 96% |
| 2021 | $507,327 | 475 | 10 | 101% |
| 2022 | $555,340 | 2,181 | 8 | 100% |
| 2023 | $616,905 | 764 | 17 | 98% |
| 2024 | $622,711 | 2,037 | 32 | 98% |
| 2025 | $624,933 | 2,193 | 39 | 97% |
| 2026 | $640,754 | 2,068 | 41 | 96% |
What a home in Winter Garden costs to own
Take the median $585,000 listing with 20% down at today’s 7.03% 30-year rate: principal and interest run about $3,123/month. Orange County’s typical millage of 16.67 puts property tax near $8,920/year after the $50,000 homestead exemption — and that is the reset bill a buyer pays, not the seller’s capped one. Citizens’ average premium in Orange County is about $1,409/year; newer roofs and inland addresses usually quote below it. All in, plan on roughly $3,984/month plus any HOA or CDD assessment.
Communities buyers are searching in Winter Garden. The Winter Garden community pages people are opening from Google right now: Hickory Nut Estates Horizon West · Johns Lake Urban Village · Waterleigh · Silverleaf Reserve at Hamlin · Oakland Park.
Explore Winter Garden
- All homes for sale in Orange County, FL
- What is my house worth in Winter Garden? Home values, $/sq ft and days to contract
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- What $500K buys in Orange County
- Winter Garden market intelligence: prices, supply and trends
- Winter Garden ZIP codes: every ZIP, map and home prices
- Moving to Winter Garden: the data guide
- Cost of living in Winter Garden
- New construction homes in Winter Garden
- Best neighborhoods in Winter Garden
- Orange County property tax guide
- Orange County down payment assistance limits
- First-time home buyer guide for Florida
- Search every Winter Garden community
- Best places to live in Florida: every city ranked by the numbers
- All Florida cities and counties
Homes for sale near Winter Garden
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- Homes for sale in Golden Oak, FL — 6 listings
Recently off market in Winter Garden
Homes in Winter Garden that left the market most recently, with their last list price and a public-record page for each address. Off-market pages keep the community, tax and sales-history context after a listing closes or expires.
- 346 Crystal Wood Drive · last listed $883,390 · off market Sep 30, 2026
- 1815 Americus Minor Drive · last listed $474,990 · off market Sep 30, 2026
- 17125 Stillness Alley · last listed $560,990 · off market Sep 30, 2026
- 17098 Water Spring Boulevard · last listed $555,000 · off market Sep 30, 2026
- 17059 Harbor Oak Parkway · last listed $620,000 · off market Sep 30, 2026
- 16845 Hobe Sound Court · last listed $515,000 · off market Sep 30, 2026
- 16521 Barbours Creek Way · last listed $414,990 · off market Sep 30, 2026
- 16425 Prairie School Drive · last listed $414,900 · off market Sep 30, 2026
- 15264 Shonan Gold Drive · last listed $1,359,999 · off market Sep 30, 2026
- 13536 Sunset Lakes Circle · last listed $989,900 · off market Sep 30, 2026
- 12597 Encore At Ovation Way · last listed $459,000 · off market Sep 30, 2026
- 12308 Bracco Street · last listed $485,000 · off market Sep 30, 2026
Common questions
How many homes are for sale in Winter Garden, FL?
As of 2026-09-30, Momentum's MLS record shows 701 residential homes actively listed for sale in Winter Garden and 155 under contract. 176 of them came on the market in the last 7 days.
What is the median home price in Winter Garden?
The median list price of homes for sale in Winter Garden is $585,000, about $257 per square foot for a typical 2,131-square-foot home. Ten percent of listings are under $260K and ten percent are above $1.09M. Over the last 12 months the median SOLD price was $597,500, -1.0% year over year.
How long do homes take to sell in Winter Garden?
Homes currently listed have been on the market a median of 41 days. Homes that sold in the last 12 months took a median of 38 days and sold at 96% of list price. At today's inventory that is 6.3 months of supply, a buyer's market by the usual six-month rule.
What does a $585,000 home in Winter Garden cost per month?
Roughly $3,984 a month with 20% down at 7.03%: principal and interest of $3,123, Orange County property tax of about $743/month after the $50,000 homestead exemption, and insurance near $117/month at the Citizens county average. HOA or CDD fees, where they apply, come on top.
Which Winter Garden neighborhoods have the most homes for sale?
The communities with the most active listings right now are Waterleigh (60), Watermark (22), Lakeshore Preserve (21), Westhaven at Ovation (19), Grove Resort And Spa Hotel (15). Each community page carries its own sales history, live inventory and schools.
How do I see a home for sale in Winter Garden?
Every listing on this page opens a full page with all photos, the community's data and a tour request. A Momentum agent who works Winter Garden can show any home here, whether it is our listing or another brokerage's, at no cost to a buyer. Call (904) 351-6461 or use the form below.
Where is Winter Garden, FL, and what county is it in?
Winter Garden is in Orange County, Florida. Homes for sale there today carry the ZIP codes 34787. Nearby cities in the same county with homes for sale: Orlando, Apopka, Winter Park, Windermere, Ocoee.
What ZIP codes are in Winter Garden, FL?
Listings in Winter Garden are currently in 1 ZIP code: 34787. The ZIP table above shows how many homes are for sale in each and the median asking price.
How many houses are for sale in Winter Garden, FL?
462 single-family houses are for sale in Winter Garden today, out of 701 total listings (117 condos, 121 townhouses). The property-type section above breaks the inventory down, and each card opens the full listing.
How do I buy a house in Winter Garden, FL?
Start with the numbers: 701 homes are for sale in Winter Garden today at a median asking price of $585,000, so a 20% down payment on the median home is about $117,000 and principal and interest run near $3,123/month at today's 7.03% 30-year rate. Get pre-approved first, sign a written buyer agreement with your agent (required before touring since August 2024), then search by price band, ZIP or community above. Our Florida buyer closing-cost calculator itemizes the cash to close, and the Florida first-time buyer guide covers programs and down-payment help.
What county is Winter Garden in?
Winter Garden is in Orange County, Florida; a smaller share of Winter Garden addresses fall in Lake County. Orange County's 12-month median sale price is $462K on 10,554 closings. Property tax, school zoning and permitting for Winter Garden run through Orange County.
Is Winter Garden a good place to live?
That depends on your budget, commute and the kind of home you want, so here is what the housing data says about Winter Garden: the median sale price over the last 12 months was $598K across 1,339 closings (-1.0% year over year), 29% above the Orange County median of $462K; homes took a median 38 days to go under contract; 342 homes are for sale today, 3.8 months of supply at the current pace, which is balanced; new construction was 25% of sales; the communities with the most sales are waterleigh, serenade at ovation, harvest at ovation, Parkview At Hamlin. The market tracker, price bands and community pages on this site carry the full numbers.
Is Winter Garden in a flood zone?
Partly. Across 183 homes sampled in Winter Garden's largest communities, about 98% sit outside a FEMA Special Flood Hazard Area (Zone X) and about 2% are inside one (Zone A or AE), where a lender requires flood insurance. Flood zones are drawn parcel by parcel, so check the exact address on FEMA's flood map; each community page here shows its own mix.
Listings, counts and prices are from Momentum Realty’s MLS record of active residential listings in Winter Garden as of 2026-09-30 and refresh as homes list and sell. Listings courtesy of Stellar MLS as distributed by MLS GRID. The data relating to real estate for sale on this page comes in part from the Internet Data Exchange (IDX) program of the MLS(s) named above; listings held by brokerages other than Momentum Realty are marked with the listing brokerage’s name. Information is deemed reliable but not guaranteed. Estimates are not guarantees. Equal Housing Opportunity.