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Shirley Hayes
(904) 834-9390 Cell

Winter Garden, FL Real Estate Subdivision Directory

Are you considering moving to a certain Winter Garden, FL subdivision? Select the subdivision from the list below and browse its real estate and homes for sale.

Click any of the Winter Garden Subdivisions below to view real estate listings for sale in that respective Subdivision.

City Subdivision Listings Avg Asking Price Avg Days on Market
Winter Garden . 1 $160,000 406
Winter Garden 0000 1 $500,000 762
Winter Garden 30 North Park 2 $1,539,000 35
Winter Garden Acreage 2 $1,674,500 117
Winter Garden Acreage & Unrec 3 $1,216,600 189
Winter Garden Alexander Rdg 1 $565,000 14
Winter Garden Alexander Ridge 1 $550,000 20
Winter Garden Amberleigh 1 $625,000 70
Winter Garden Arrowhead Lakes 1 $649,000 524
Winter Garden Avalon Cove 2 $2,225,000 98
Winter Garden Avalon Estates 2 $1,624,500 253
Winter Garden Avalon Hills 1 $1,375,000 638
Winter Garden Avalon Rdg 1 $2,200,000 6
Winter Garden Avalon Reserve 1 $619,000 51
Winter Garden Avalon Reserve Village 1 2 $792,500 128
Winter Garden Avalon Ridge 1 $1,150,000 13
Winter Garden Avalon Woods 63 $850,571 104
Winter Garden Bay Isle 48 17 1 $819,900 426
Winter Garden Bay St Park 2 $247,450 95
Winter Garden Black Lake 1 $399,990 224
Winter Garden Black Lake Park 4 $598,250 31
Winter Garden Black Lake Preserve 4 $861,000 75
Winter Garden Bradford Creek 1 $929,500 103
Winter Garden Bradford Crk 1 $775,000 145
Winter Garden Bray J W F 1 $639,000 83
Winter Garden Bronsons Lndgs F & M 2 $1,512,500 20
Winter Garden Burchshire 4 $547,500 124
Winter Garden Canopy Oaks 4 $1,355,000 11
Winter Garden Carriage Pointe 1 $810,000 63
Winter Garden Carriage Pointe A-i & L 2 $590,000 45
Winter Garden Chapin Station A 1 $479,900 14
Winter Garden Citrus Cove 1 $749,900 160
Winter Garden Cobblestone/winter Garden 1 $494,000 55
Winter Garden Country Lakes 1 $1,490,000 22
Winter Garden Courtlea Oaks 3 $1,199,667 36
Winter Garden Covington Chase 3 $591,633 47
Winter Garden Covington Park A B D E F G & J 1 $549,900 169
Winter Garden Crown Point Spgs 1 $459,000 13
Winter Garden Crown Point Springs Ut 2 1 $419,900 29
Winter Garden Cypress Reserve 4 $828,475 41
Winter Garden Daniels Crossing 1 $310,000 76
Winter Garden Daniels Landing 1 $299,500 23
Winter Garden Daniels Landing A-j 3 $318,000 25
Winter Garden Daniels Lndg A-j 2 $290,000 61
Winter Garden Deer Island 2 $2,000,000 99
Winter Garden Deerfield Place A-g 1 $605,000 173
Winter Garden Del Webb Oasis 14 $599,696 123
Winter Garden East Garden Manor First 1 $303,000 35
Winter Garden Emerald Acres 1 $1,995,000 22
Winter Garden Emerald Ridge 1 $610,000 28
Winter Garden Enclave At Hamlin 1 $591,000 24
Winter Garden Enclave/hamlin 2 $589,945 50
Winter Garden Encore At Ovation 4 $656,198 81
Winter Garden Encore At Ovation-ph 3 1 $715,000 140
Winter Garden Encore/ovation 1 $495,000 17
Winter Garden Encore/ovation-ph 2 1 $725,000 80
Winter Garden Esplanade At Mckinnon Groves 1 $389,999 20
Winter Garden Ests/lakeview Preserve 1 $893,000 210
Winter Garden Fries Winter Garden 1 $2,999,000 349
Winter Garden Fullers Crossing 1 $525,000 14
Winter Garden Fullers Lndg B 1 $630,000 56
Winter Garden Fullers Xing 1 $575,900 99
Winter Garden Garden Heights 1 $585,000 51
Winter Garden Glenview Estates 2nd 1 $424,000 18
Winter Garden Greystone 1 $789,000 15
Winter Garden Grove Park At Stone Crest 1 $576,500 23
Winter Garden Grove Pk/stone Crest A-e 1 $644,900 84
Winter Garden Grove Res & Spa Hotel Condo 3 1 $290,000 244
Winter Garden Grove Res & Spa Hotel Condo Iv 1 $345,000 298
Winter Garden Grove Residence & Spa Hotel 1 $359,000 307
Winter Garden Grove Residence & Spa Hotel Condo 2 $227,000 148
Winter Garden Grove Residence & Spa Hotel Condo 1 2 $251,750 75
Winter Garden Grove Residence & Spa Hotel Condo 2 1 $314,900 22
Winter Garden Grove Residence & Spa Hotel Condo 3 11 $286,091 250
Winter Garden Grove Residence & Spa Hotel Condo I 7 $274,271 153
Winter Garden Grove Residence & Spa Hotel Condo Ii 16 $259,731 153
Winter Garden Grove Residence & Spa Hotel Condo Il 2 $280,000 311
Winter Garden Grove Residence Y Spa Hotel Condo Ii 1 $224,000 315
Winter Garden Grove Resort 7 $338,034 354
Winter Garden Grove Resort & Spa 1 $325,000 1366
Winter Garden Grove Resort & Spa Hotel Condo I 1 $300,000 29
Winter Garden Grove Resort & Spa Hotel Condo Iv 1 $150,000 182
Winter Garden Grove Resort & Spa Hotel Condominium 1 $199,900 8
Winter Garden Grove Resort And Spa 1 $360,000 177
Winter Garden Grove Resort And Spa Condominium 2 1 $287,990 31
Winter Garden Grove Resort And Spa Hotel 1 $332,500 861
Winter Garden Grove Resort And Spa Hotel Condo 1 5 $353,200 127
Winter Garden Grove Resort And Spa Hotel Condo Ii 1 $184,900 52
Winter Garden Grove Resort And Spa Hotel Condomimium Building 2 1 $275,000 12
Winter Garden Grove Resort And Spa Hotel Condominium 11 $285,336 218
Winter Garden Grove Resort And Spa Hotel Condominium 1 8 $345,125 342
Winter Garden Grove Resort And Spa Hotel Condominium 2 1 $289,500 202
Winter Garden Grove Resort And Spa Hotel Condominium 2 201903961 1 $299,000 135
Winter Garden Grove Resort And Spa Hotel Condominium 3 6 $312,665 415
Winter Garden Grove Resort And Spa Hotel Condominium U 1 $190,000 50
Winter Garden Grove Resort And Water Park 1 $304,000 111
Winter Garden Grove Resort And Waterpark 1 $290,000 13
Winter Garden Grovehurst A-d 1 $644,900 50
Winter Garden Hamilton Gardens 5 $530,000 106
Winter Garden Hamlin Meadows 1 $471,735 37
Winter Garden Hamlin Meadows At Hamlin 27 $706,030 21
Winter Garden Hamlin Pointe 1 $565,000 21
Winter Garden Hamlin Rdg 2 $441,950 145
Winter Garden Hamlin Reserve 7 $625,829 209
Winter Garden Hamlin Southwest 1 $22,682,000 23
Winter Garden Harvest At Ovation 12 $697,267 25
Winter Garden Harvest/ovation 4 $631,000 59
Winter Garden Hawksmoor 6 $802,150 107
Winter Garden Hawksmoor-ph 1 2 $689,950 130
Winter Garden Hawksmoor-ph 3 2 $417,000 15
Winter Garden Heritage At Plant Street Community Assoc 1 $529,900 15
Winter Garden Heritage/plant Street 1 $525,000 28
Winter Garden Hickory Hammock 10 $1,041,699 73
Winter Garden Hickory Hammock Emerald Pointe 1 $2,150,000 132
Winter Garden Hickory Lake Estates 1 $1,099,000 27
Winter Garden Highland Rdg 4 $505,725 220
Winter Garden Highland Ridge 5 $479,940 100
Winter Garden Highlands At Summerlake Groves 2 $1,037,500 88
Winter Garden Highlands/summerlake Grove 2 $812,500 79
Winter Garden Highlands/summerlake Grvs 10 $655,090 78
Winter Garden Highlands/summerlake Grvs #1 1 $416,000 117
Winter Garden Hillcrest 1 $415,000 525
Winter Garden Horizon Isle 1 $664,000 27
Winter Garden Horizon Isles 1 $879,000 106
Winter Garden Independence 1 $359,000 113
Winter Garden Independence Community 1 $575,000 358
Winter Garden Island Pointe 2 $637,000 68
Winter Garden J L Dillard 1 $1,600,000 157
Winter Garden Joe Louis Park 1 $169,000 59
Winter Garden Joe Louis Park First 1 $274,900 23
Winter Garden Johns Lake Pointe 2 $879,500 141
Winter Garden Johns Lake Pointe A & S 3 $839,997 320
Winter Garden K Hovnanian Winding Bay Preserve 1 $445,000 345
Winter Garden Lake Apopka Sound 3 $822,667 107
Winter Garden Lake Avalon Groves 2 $1,897,500 254
Winter Garden Lake Avalon Groves Rep 6 $1,817,333 241
Winter Garden Lake Avalon Groves Rep 02 1 $669,950 8
Winter Garden Lake Avalon Grvs 2nd Rep 1 $2,500,000 420
Winter Garden Lake Avalon Heights 2 $1,125,000 86
Winter Garden Lake Forest 1 $900,000 36
Winter Garden Lake Hancock Preserve 4 $614,950 139
Winter Garden Lake Star At Ovation 9 $658,880 148
Winter Garden Lakeshore Preserve 10 $1,010,039 83
Winter Garden Lakeside/hamlin 2 $584,500 74
Winter Garden Lakeview Pointe 2 $407,500 29
Winter Garden Lakeview Pointe/horizon West P 2 $475,713 37
Winter Garden Lakeview Preserve 13 $703,300 75
Winter Garden Lakeview Reserve 46/149 4 $1,052,375 78
Winter Garden Lakeview Village Estates 2 $757,170 23
Winter Garden Latham Park North 1 $550,000 56
Winter Garden Latham Park South 1 $995,000 124
Winter Garden Lift Station/cobblestone/winte 1 $589,900 45
Winter Garden Loveless J S 3 $228,000 143
Winter Garden Magnolia Wood 1 $540,000 2
Winter Garden Mary Jean 1 $119,000 162
Winter Garden Mcallister Lndg 1 $675,000 80
Winter Garden Merchants 2 $309,450 118
Winter Garden Mezzano 5 $484,760 81
Winter Garden Mt Park Orange Grove 1 $799,000 49
Winter Garden None 9 $1,369,433 357
Winter Garden Northlake At Ovation 6 $754,077 81
Winter Garden Northlake/ovation 8 $785,613 83
Winter Garden Not On The List 1 $625,000 70
Winter Garden Oakland 1 $1,495,000 34
Winter Garden Oakland Hills 1 $1,850,000 22
Winter Garden Oakland Park 4 $1,142,250 27
Winter Garden Oakland Parkb-2 1 $1,785,000 53
Winter Garden Oaks/brandy Lake 01 Rep A & B 1 $535,000 136
Winter Garden Oaks/brandy Lake O 2 $499,450 61
Winter Garden Orchard A1-a26 B1 B2 C D1-d4 1 $379,900 11
Winter Garden Orchard Hills 7 $626,000 123
Winter Garden Orchard Pk/stillwater Xing 5 $780,800 115
Winter Garden Osprey Ranch 7 $691,928 33
Winter Garden Osprey Ranch - 1 $365,000 10
Winter Garden Osprey Ranch - Phase 1 1 $455,000 203
Winter Garden Osprey Ranch-ph 1 3 $661,300 113
Winter Garden Overlook 2 At Hamlin 2 $1,295,000 49
Winter Garden Overlook 2 Hamlin 1 $635,000 23
Winter Garden Overlook 2/hamlin 5 $977,800 61
Winter Garden Overstreet Crate 5 $788,400 274
Winter Garden Oxford Chase 4 $896,725 56
Winter Garden Palisades 3 $247,000 214
Winter Garden Palisades Condo 1 $259,900 207
Winter Garden Panther View 3 $742,633 132
Winter Garden Park Place 1 $969,000 235
Winter Garden Park Place/winter Garden 1 $895,000 69
Winter Garden Parkview At Hamlin 11 $483,119 60
Winter Garden Parkview/hamlin 3 $492,657 29
Winter Garden Ravenna 2 $409,450 88
Winter Garden Regal Pointe 1 $334,900 29
Winter Garden Reserve At Carriage Pointe 1 $795,000 83
Winter Garden Reserve/carriage Pointe 1 $795,000 0
Winter Garden Roper Reserve 2 $745,000 67
Winter Garden Sanctuary / Twin Waters 1 $900,000 22
Winter Garden Sanctuary/hamlin 1 $775,000 70
Winter Garden Sanctuary/twin Waters 2 $1,450,000 59
Winter Garden Savannah Ridge 1 $3,299,999 273
Winter Garden Serenade At Ovation 16 $573,324 83
Winter Garden Shorefront Cove 1 $3,327,429 183
Winter Garden Showalter Park 1 $375,000 211
Winter Garden Signature Lakes 12 $1,071,908 98
Winter Garden Signature Lakes Parcel 1a 1 $505,000 62
Winter Garden Signature Lakes Parcel 1d 1 $1,246,000 246
Winter Garden Signature Lakes Prcl 01c 1 $3,195,000 38
Winter Garden Signature Lakes, Independence 3 $1,293,267 42
Winter Garden Signature Lakes-pcl 01d 1 $824,900 132
Winter Garden Signature Lks-pcl 01a 2 $339,950 98
Winter Garden Signature Lks-pcl 01b 2 $494,950 24
Winter Garden Signature Lks-pcl 01d 1 $350,000 9
Winter Garden Silverleaf Oaks 3 $661,327 33
Winter Garden Silverleaf Oaks At Hamlin 1 $585,000 165
Winter Garden Silverleaf Oaks/hamlin 1 $455,000 36
Winter Garden Silverleaf Reserve 1 $899,000 120
Winter Garden Silverleaf Reserve At Hamlin 1 $680,000 344
Winter Garden Silverleaf Reserve At Hamlin Phase 2a 1 $730,000 0
Winter Garden Silverleaf Reserve/haml 1 $545,000 42
Winter Garden Silverleaf Reserve/hamlin 4 $686,750 78
Winter Garden Siplin Heights 1 $129,900 583
Winter Garden Solomon 1 $285,000 66
Winter Garden Southern Pines 1 $270,000 45
Winter Garden Southern Pines Condo 10 $279,980 114
Winter Garden Southern Pines Condominium 1 $240,000 30
Winter Garden Stanton Estates 1 $1,200,000 21
Winter Garden Stone Creek 1 $389,900 57
Winter Garden Stone Creek 44/131 1 $410,000 20
Winter Garden Stoneybrook West 4 $731,198 148
Winter Garden Stoneybrook West 44/134 2 $685,000 32
Winter Garden Stoneybrook West 46/55 1 $839,000 15
Winter Garden Stoneybrook West D 2 $557,495 35
Winter Garden Stoneybrook West I 1 $365,000 220
Winter Garden Stoneybrook West Ut 04 48 48 3 $642,997 47
Winter Garden Stoneybrook West Ut 04 Rep 49 121 1 $549,000 66
Winter Garden Storey Grove 15 $530,852 97
Winter Garden Storey Grove 50 1 $675,000 244
Winter Garden Storey Grv 1 $519,000 171
Winter Garden Summerlake 3 $549,633 13
Winter Garden Summerlake Groves 1 $495,900 21
Winter Garden Summerlake Grvs 3 $683,000 41
Winter Garden Summerlake Pd 18 $690,483 94
Winter Garden Summerlake Pd Phases 2c 1 $505,000 203
Winter Garden Summerlake Reserve 2 $948,500 141
Winter Garden The Grove Resort 2 $337,500 197
Winter Garden The Grove Resort And Spa 1 $215,000 56
Winter Garden Tilden Place 2 $1,099,000 19
Winter Garden Tilden Place/winter Garden 3 $859,963 102
Winter Garden Townhomes Of Winter Garden Condo 1 $199,900 104
Winter Garden Townhomes Winter Garden 2 $166,000 123
Winter Garden Traditions 1 $524,975 9
Winter Garden Tribute At Ovation Way 1 $459,900 52
Winter Garden Troynelle By Lake Apopka 1 $260,000 167
Winter Garden Tucker Oaks 2 $2,541,000 421
Winter Garden Tucker Oaks Bldg 5 1 $360,000 1
Winter Garden Tuscany 4 $597,448 153
Winter Garden Twinwaters 5 $1,067,940 46
Winter Garden Twinwaters Homeowners' Association, Inc. 1 $1,399,900 52
Winter Garden Verde Park 2 $704,500 246
Winter Garden Village Grove 4 $237,475 162
Winter Garden Walkers Grove Twnhms 1 $485,000 63
Winter Garden Waterleigh 101 $657,730 93
Winter Garden Watermark 18 $668,578 126
Winter Garden Waterside On Johns Lake 1 $795,000 30
Winter Garden Waterside/johns Lake 4 $575,500 111
Winter Garden Waterside/johns Lk-ph 1 1 $1,590,000 22
Winter Garden Waterside/johns Lk-ph 2a 1 $510,000 99
Winter Garden Waterside/johns Lk-ph 2b 1 $850,000 9
Winter Garden West Lake Hancock Estates 2 $1,192,444 238
Winter Garden Westchester Place 3 $314,000 64
Winter Garden Westfield Lakes 1 $549,000 56
Winter Garden Westhaven At Ovation 11 $716,717 80
Winter Garden Westhaven/ovation 3 $643,333 216
Winter Garden Westlake Manor 1st 1 $765,000 43
Winter Garden Westside Townhomes 1 $212,500 260
Winter Garden Westside Twnhms 3 $205,967 51
Winter Garden Wincey Groves 3 $773,267 132
Winter Garden Wincey Grvs 4 $768,725 47
Winter Garden Winding Bay 16 $725,437 72
Winter Garden Winding Bay Ii Llc 1 $1,150,000 63
Winter Garden Winding Bay Preserve 3 $421,297 188
Winter Garden Windtree Gardens 2 $207,450 137
Winter Garden Windtree Gardens Condo 5 $214,779 79
Winter Garden Windtree Professional Center 1 $399,000 22
Winter Garden Winter Garden Manor 1 $575,000 51
Winter Garden Winter Garden Shores Rep 2 $892,450 108
Winter Garden Winter Garden Trls 01-3 1 $475,000 11
Winter Garden Winter Grove 2 $897,500 25
Winter Garden Winter Oaks 1 $599,900 7
Winter Garden Wintermere Pointe 3 $806,333 43
Winter Garden Winters Lndg 1 $865,000 73
Winter Garden Woodbridge On Green 1 $795,000 2
175 Hampton Point Drive
St. Augustine, FL 32092
(904) 834-9390 Cell
Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 03/26/2026. The listing information on this page last changed on 03/26/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Thu 03/26/2026 7:24:06 AM EST) or GAMLS (last updated Thu 03/26/2026 6:59:13 AM EST) or Stellar MLS (last updated Thu 03/26/2026 1:59:13 AM EST) or SPC MLS (last updated Thu 03/26/2026 6:19:40 AM EST) or Martin MLS (last updated Wed 03/25/2026 11:38:11 PM EST) or Indian River MLS (last updated Wed 03/25/2026 11:30:25 PM EST) or Daytona MLS (last updated Thu 03/26/2026 6:55:38 AM EST) or Northeast Florida MLS (last updated Thu 03/26/2026 12:18:43 AM EST) or Beaches MLS (last updated Thu 03/26/2026 6:42:51 AM EST) or BORMLS (last updated Wed 03/25/2026 11:15:44 PM EST) or Golden Isles MLS (last updated Thu 03/26/2026 7:04:48 AM EST) or Amelia/Nassau MLS (last updated Thu 03/26/2026 7:20:16 AM EST) or Dixie Gilchrist Levy MLS (last updated Wed 03/25/2026 11:42:17 PM EST) or NFLMLS (last updated Thu 03/26/2026 6:06:01 AM EST). Real estate listings held by brokerage firms other than Watson Realty Corp., REALTORS ® may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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