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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 $160,000 404
Winter Garden 0000 1 $500,000 760
Winter Garden 30 North Park 2 $1,539,000 33
Winter Garden Acreage 2 $1,674,500 115
Winter Garden Acreage & Unrec 3 $1,216,600 187
Winter Garden Alexander Rdg 1 $565,000 12
Winter Garden Alexander Ridge 1 $550,000 18
Winter Garden Amberleigh 1 $625,000 68
Winter Garden Arrowhead Lakes 1 $649,000 522
Winter Garden Avalon Cove 2 $2,225,000 96
Winter Garden Avalon Estates 1 $1,250,000 356
Winter Garden Avalon Hills 1 $1,375,000 636
Winter Garden Avalon Rdg 1 $2,200,000 4
Winter Garden Avalon Reserve 1 $619,000 49
Winter Garden Avalon Reserve Village 1 2 $792,500 126
Winter Garden Avalon Ridge 1 $1,150,000 11
Winter Garden Avalon Woods 63 $856,577 102
Winter Garden Bay Isle 48 17 1 $819,900 424
Winter Garden Bay St Park 2 $247,450 93
Winter Garden Black Lake 1 $399,990 222
Winter Garden Black Lake Park 4 $598,250 29
Winter Garden Black Lake Preserve 4 $861,000 73
Winter Garden Bradford Creek 1 $929,500 101
Winter Garden Bradford Crk 1 $775,000 143
Winter Garden Bray J W F 1 $639,000 81
Winter Garden Bronsons Lndgs F & M 2 $1,512,500 18
Winter Garden Burchshire 4 $547,500 122
Winter Garden Canopy Oaks 3 $1,306,667 12
Winter Garden Carriage Pointe 1 $810,000 61
Winter Garden Carriage Pointe A-i & L 2 $590,000 43
Winter Garden Chapin Station A 1 $479,900 12
Winter Garden Citrus Cove 1 $749,900 158
Winter Garden Cobblestone/winter Garden 1 $494,000 53
Winter Garden Country Lakes 1 $1,490,000 20
Winter Garden Courtlea Oaks 3 $1,199,667 34
Winter Garden Covington Chase 3 $591,633 45
Winter Garden Covington Park A B D E F G & J 1 $549,900 167
Winter Garden Crown Point Spgs 1 $469,000 11
Winter Garden Crown Point Springs Ut 2 1 $425,000 27
Winter Garden Cypress Reserve 4 $798,500 47
Winter Garden Daniels Crossing 1 $310,000 74
Winter Garden Daniels Landing 1 $310,000 21
Winter Garden Daniels Landing A-j 3 $318,000 23
Winter Garden Daniels Lndg A-j 2 $290,000 59
Winter Garden Deer Island 2 $2,000,000 97
Winter Garden Deerfield Place A-g 1 $605,000 171
Winter Garden Del Webb Oasis 14 $599,696 121
Winter Garden East Garden Manor First 1 $303,000 33
Winter Garden Emerald Acres 2 $1,575,000 96
Winter Garden Emerald Ridge 1 $610,000 26
Winter Garden Enclave At Hamlin 1 $599,900 22
Winter Garden Enclave/hamlin 2 $589,945 48
Winter Garden Encore At Ovation 3 $661,630 106
Winter Garden Encore At Ovation-ph 3 1 $715,000 138
Winter Garden Encore/ovation 1 $500,000 15
Winter Garden Encore/ovation-ph 2 1 $725,000 78
Winter Garden Esplanade At Mckinnon Groves 1 $389,999 18
Winter Garden Ests/lakeview Preserve 1 $893,000 208
Winter Garden Fries Winter Garden 1 $2,999,000 347
Winter Garden Fullers Crossing 2 $522,500 33
Winter Garden Fullers Lndg B 1 $630,000 54
Winter Garden Fullers Xing 1 $575,900 97
Winter Garden Garden Heights 1 $585,000 49
Winter Garden Glenview Estates 2nd 1 $424,000 16
Winter Garden Greystone 1 $789,000 13
Winter Garden Grove Park At Stone Crest 1 $576,500 21
Winter Garden Grove Pk/stone Crest A-e 1 $644,900 82
Winter Garden Grove Res & Spa Hotel Condo 3 1 $290,000 242
Winter Garden Grove Res & Spa Hotel Condo Iv 1 $345,000 296
Winter Garden Grove Residence & Spa Hotel 1 $359,000 305
Winter Garden Grove Residence & Spa Hotel Condo 2 $227,000 146
Winter Garden Grove Residence & Spa Hotel Condo 1 2 $251,750 73
Winter Garden Grove Residence & Spa Hotel Condo 2 1 $314,900 20
Winter Garden Grove Residence & Spa Hotel Condo 3 11 $286,091 248
Winter Garden Grove Residence & Spa Hotel Condo I 7 $274,271 151
Winter Garden Grove Residence & Spa Hotel Condo Ii 16 $260,269 151
Winter Garden Grove Residence & Spa Hotel Condo Il 2 $280,000 309
Winter Garden Grove Residence Y Spa Hotel Condo Ii 1 $224,000 313
Winter Garden Grove Resort 7 $338,034 352
Winter Garden Grove Resort & Spa 1 $325,000 1364
Winter Garden Grove Resort & Spa Hotel Condo I 1 $300,000 27
Winter Garden Grove Resort & Spa Hotel Condo Iv 1 $150,000 180
Winter Garden Grove Resort & Spa Hotel Condominium 1 $199,900 6
Winter Garden Grove Resort And Spa 1 $360,000 175
Winter Garden Grove Resort And Spa Condominium 2 1 $287,990 29
Winter Garden Grove Resort And Spa Hotel 1 $332,500 859
Winter Garden Grove Resort And Spa Hotel Condo 1 5 $353,200 125
Winter Garden Grove Resort And Spa Hotel Condo Ii 1 $184,900 50
Winter Garden Grove Resort And Spa Hotel Condomimium Building 2 1 $275,000 10
Winter Garden Grove Resort And Spa Hotel Condominium 12 $277,392 226
Winter Garden Grove Resort And Spa Hotel Condominium 1 8 $345,125 340
Winter Garden Grove Resort And Spa Hotel Condominium 2 1 $289,500 200
Winter Garden Grove Resort And Spa Hotel Condominium 2 201903961 1 $299,000 133
Winter Garden Grove Resort And Spa Hotel Condominium 3 6 $312,665 413
Winter Garden Grove Resort And Spa Hotel Condominium U 1 $190,000 48
Winter Garden Grove Resort And Water Park 1 $304,000 109
Winter Garden Grove Resort And Waterpark 1 $290,000 11
Winter Garden Grovehurst A-d 1 $660,000 48
Winter Garden Hamilton Gardens 5 $530,000 104
Winter Garden Hamlin Meadows 1 $471,735 35
Winter Garden Hamlin Meadows At Hamlin 26 $704,716 19
Winter Garden Hamlin Pointe 1 $565,000 19
Winter Garden Hamlin Rdg 2 $441,950 143
Winter Garden Hamlin Reserve 6 $567,633 242
Winter Garden Hamlin Southwest 1 $22,682,000 21
Winter Garden Harvest At Ovation 12 $700,610 23
Winter Garden Harvest/ovation 4 $631,000 57
Winter Garden Hawksmoor 7 $754,843 107
Winter Garden Hawksmoor-ph 1 2 $689,950 128
Winter Garden Hawksmoor-ph 3 1 $445,000 27
Winter Garden Heritage At Plant Street Community Assoc 1 $529,900 13
Winter Garden Heritage/plant Street 1 $525,000 26
Winter Garden Hickory Hammock 11 $1,038,999 81
Winter Garden Hickory Hammock Emerald Pointe 1 $2,150,000 130
Winter Garden Hickory Lake Estates 1 $1,099,000 25
Winter Garden Highland Rdg 4 $505,725 218
Winter Garden Highland Ridge 5 $479,940 98
Winter Garden Highland Ridge 110/69 Lot 19 1 $474,500 172
Winter Garden Highlands At Summerlake Groves 2 $1,037,500 86
Winter Garden Highlands/summerlake Grove 2 $825,000 77
Winter Garden Highlands/summerlake Grvs 10 $655,090 76
Winter Garden Highlands/summerlake Grvs #1 1 $416,000 115
Winter Garden Hillcrest 1 $415,000 523
Winter Garden Horizon Isle 1 $664,000 25
Winter Garden Horizon Isles 1 $879,000 104
Winter Garden Independence 1 $359,000 111
Winter Garden Independence Community 1 $575,000 356
Winter Garden Island Pointe 2 $637,000 66
Winter Garden J L Dillard 1 $1,750,000 155
Winter Garden Joe Louis Park 1 $169,000 57
Winter Garden Joe Louis Park First 1 $274,900 21
Winter Garden Johns Lake Pointe 2 $879,500 139
Winter Garden Johns Lake Pointe A & S 3 $839,997 318
Winter Garden K Hovnanian Winding Bay Preserve 1 $445,000 343
Winter Garden Lake Apopka Sound 3 $824,333 105
Winter Garden Lake Avalon Groves 2 $1,897,500 252
Winter Garden Lake Avalon Groves Rep 6 $1,817,333 239
Winter Garden Lake Avalon Groves Rep 02 1 $669,950 6
Winter Garden Lake Avalon Grvs 2nd Rep 1 $2,500,000 418
Winter Garden Lake Avalon Heights 1 $1,125,000 1
Winter Garden Lake Forest 1 $900,000 34
Winter Garden Lake Hancock Preserve 4 $614,950 137
Winter Garden Lake Star At Ovation 9 $658,880 146
Winter Garden Lakeshore Preserve 11 $1,012,672 83
Winter Garden Lakeside/hamlin 2 $584,500 72
Winter Garden Lakeview Pointe 2 $407,500 27
Winter Garden Lakeview Pointe/horizon West P 2 $475,713 35
Winter Garden Lakeview Preserve 13 $703,300 73
Winter Garden Lakeview Reserve 46/149 4 $1,053,625 76
Winter Garden Lakeview Village Estates 2 $757,170 21
Winter Garden Latham Park North 1 $550,000 54
Winter Garden Latham Park South 1 $995,000 122
Winter Garden Lift Station/cobblestone/winte 1 $589,900 43
Winter Garden Loveless J S 3 $228,000 141
Winter Garden Magnolia Wood Fifth 1 $625,000 54
Winter Garden Mary Jean 1 $119,000 160
Winter Garden Mcallister Lndg 2 $725,000 76
Winter Garden Merchants 2 $313,450 116
Winter Garden Mezzano 5 $484,980 79
Winter Garden Mt Park Orange Grove 1 $799,000 47
Winter Garden None 9 $1,370,000 355
Winter Garden Northlake At Ovation 7 $735,636 80
Winter Garden Northlake/ovation 8 $785,613 81
Winter Garden Not On The List 1 $625,000 68
Winter Garden Oakland 1 $1,495,000 32
Winter Garden Oakland Hills 1 $1,850,000 20
Winter Garden Oakland Park 4 $1,142,250 25
Winter Garden Oakland Park Ut 1b - 1a 1 $875,000 34
Winter Garden Oakland Parkb-2 1 $1,785,000 51
Winter Garden Oaks/brandy Lake 01 Rep A & B 1 $535,000 134
Winter Garden Oaks/brandy Lake O 2 $499,450 59
Winter Garden Orchard A1-a26 B1 B2 C D1-d4 1 $379,900 9
Winter Garden Orchard Hills 7 $626,000 121
Winter Garden Orchard Pk/stillwater Xing 5 $780,800 113
Winter Garden Osprey Ranch 5 $661,104 44
Winter Garden Osprey Ranch - 1 $365,000 8
Winter Garden Osprey Ranch - Phase 1 1 $455,000 201
Winter Garden Osprey Ranch-ph 1 3 $664,633 111
Winter Garden Overlook 2 At Hamlin 2 $1,295,000 47
Winter Garden Overlook 2 Hamlin 1 $635,000 21
Winter Garden Overlook 2/hamlin 5 $977,800 59
Winter Garden Overstreet Crate 5 $788,400 272
Winter Garden Oxford Chase 3 $862,633 26
Winter Garden Palisades 3 $247,000 212
Winter Garden Palisades Condo 1 $259,900 205
Winter Garden Panther View 3 $742,633 130
Winter Garden Park Place 1 $969,000 233
Winter Garden Park Place/winter Garden 1 $895,000 67
Winter Garden Parkview At Hamlin 11 $483,119 58
Winter Garden Parkview/hamlin 3 $492,657 27
Winter Garden Ravenna 3 $422,767 108
Winter Garden Regal Pointe 1 $334,900 27
Winter Garden Regency Oaks F 1 $595,000 179
Winter Garden Reserve At Carriage Pointe 1 $799,900 81
Winter Garden Roper Reserve 2 $745,000 65
Winter Garden Sanctuary / Twin Waters 1 $900,000 20
Winter Garden Sanctuary/hamlin 1 $775,000 68
Winter Garden Sanctuary/twin Waters 2 $1,450,000 57
Winter Garden Savannah Ridge 1 $3,299,999 271
Winter Garden Serenade At Ovation 16 $573,324 81
Winter Garden Shorefront Cove 1 $3,327,429 181
Winter Garden Showalter Park 1 $375,000 209
Winter Garden Signature Lakes 12 $1,071,908 96
Winter Garden Signature Lakes Parcel 1a 1 $505,000 60
Winter Garden Signature Lakes Parcel 1d 1 $1,246,000 244
Winter Garden Signature Lakes Prcl 01c 1 $3,195,000 36
Winter Garden Signature Lakes, Independence 3 $1,293,267 40
Winter Garden Signature Lakes-pcl 01d 1 $824,900 130
Winter Garden Signature Lks-pcl 01a 2 $339,950 96
Winter Garden Signature Lks-pcl 01b 3 $543,300 54
Winter Garden Signature Lks-pcl 01d 1 $350,000 7
Winter Garden Silverleaf Oaks 3 $661,327 31
Winter Garden Silverleaf Oaks At Hamlin 1 $585,000 163
Winter Garden Silverleaf Oaks/hamlin 1 $455,000 34
Winter Garden Silverleaf Reserve 1 $899,000 118
Winter Garden Silverleaf Reserve At Hamlin 1 $680,000 342
Winter Garden Silverleaf Reserve/haml 1 $545,000 40
Winter Garden Silverleaf Reserve/hamlin 5 $657,400 69
Winter Garden Siplin Heights 1 $129,900 581
Winter Garden Solomon 1 $285,000 64
Winter Garden Southern Pines 1 $270,000 43
Winter Garden Southern Pines Condo 9 $283,311 125
Winter Garden Southern Pines Condominium 1 $240,000 28
Winter Garden Stanton Estates 1 $1,200,000 19
Winter Garden Stone Creek 1 $389,900 55
Winter Garden Stone Creek 44/131 1 $410,000 18
Winter Garden Stoneybrook West 3 $693,263 195
Winter Garden Stoneybrook West 44/134 2 $685,000 30
Winter Garden Stoneybrook West 46/55 1 $839,000 13
Winter Garden Stoneybrook West D 2 $557,495 33
Winter Garden Stoneybrook West I 1 $365,000 218
Winter Garden Stoneybrook West Ut 04 48 48 3 $642,997 45
Winter Garden Stoneybrook West Ut 04 Rep 49 121 1 $549,000 64
Winter Garden Storey Grove 15 $533,185 95
Winter Garden Storey Grove 50 1 $675,000 242
Winter Garden Storey Grv 1 $519,000 169
Winter Garden Summerlake 4 $539,700 24
Winter Garden Summerlake Groves 1 $495,900 19
Winter Garden Summerlake Grvs 3 $683,000 39
Winter Garden Summerlake Pd 18 $691,878 92
Winter Garden Summerlake Pd Phases 2c 1 $505,000 201
Winter Garden Summerlake Reserve 2 $948,500 139
Winter Garden The Grove Resort 2 $337,500 195
Winter Garden The Grove Resort And Spa 1 $215,000 54
Winter Garden Tilden Place 2 $1,099,000 17
Winter Garden Tilden Place/winter Garden 3 $859,963 100
Winter Garden Townhomes Of Winter Garden Condo 1 $200,000 102
Winter Garden Townhomes Winter Garden 2 $166,000 121
Winter Garden Traditions 1 $524,975 7
Winter Garden Tribute At Ovation Way 1 $459,900 50
Winter Garden Troynelle By Lake Apopka 1 $260,000 165
Winter Garden Tucker Oaks 2 $2,541,000 419
Winter Garden Tuscany 4 $597,448 151
Winter Garden Twinwaters 6 $1,273,117 45
Winter Garden Twinwaters Homeowners' Association, Inc. 1 $1,399,900 50
Winter Garden Verde Park 2 $704,500 244
Winter Garden Village Grove 4 $237,475 160
Winter Garden Walkers Grove Twnhms 1 $490,000 61
Winter Garden Waterleigh 99 $653,886 94
Winter Garden Watermark 17 $679,965 131
Winter Garden Waterside On Johns Lake 1 $795,000 28
Winter Garden Waterside/johns Lake 4 $575,500 109
Winter Garden Waterside/johns Lk-ph 1 1 $1,590,000 20
Winter Garden Waterside/johns Lk-ph 2a 1 $510,000 97
Winter Garden Waterside/johns Lk-ph 2b 1 $850,000 7
Winter Garden West Lake Hancock Estates 2 $1,192,444 236
Winter Garden Westchester Place 3 $314,000 62
Winter Garden Westfield Lakes 1 $549,000 54
Winter Garden Westhaven At Ovation 11 $716,717 78
Winter Garden Westhaven/ovation 3 $643,333 214
Winter Garden Westlake Manor 1st 1 $765,000 41
Winter Garden Westside Townhomes 1 $212,500 258
Winter Garden Westside Twnhms 3 $205,967 49
Winter Garden Wincey Groves 3 $773,267 130
Winter Garden Wincey Grvs 3 $816,667 53
Winter Garden Winding Bay 16 $703,062 72
Winter Garden Winding Bay Ii Llc 1 $1,175,000 61
Winter Garden Winding Bay Preserve 3 $426,330 186
Winter Garden Windtree Gardens 2 $189,450 135
Winter Garden Windtree Gardens Condo 5 $214,199 77
Winter Garden Windtree Professional Center 1 $399,000 20
Winter Garden Winter Garden Manor 1 $575,000 49
Winter Garden Winter Garden Shores Rep 2 $892,450 106
Winter Garden Winter Garden Trls 01-3 1 $475,000 9
Winter Garden Winter Grove 2 $897,500 23
Winter Garden Winter Oaks 1 $599,900 5
Winter Garden Wintermere Pointe 3 $806,333 41
Winter Garden Winters Lndg 1 $865,000 71
Winter Garden Woodbridge On Green 1 $795,000 0
7601 Conroy-Windermere Road
Suite 100
Orlando, FL 32835
(407) 493-5225
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 03/24/2026. The listing information on this page last changed on 03/24/2026. 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 Tue 03/24/2026 4:51:53 AM EST) or GAMLS (last updated Mon 03/23/2026 11:14:57 PM EST) or Stellar MLS (last updated Tue 03/24/2026 1:58:49 AM EST) or SPC MLS (last updated Mon 03/23/2026 11:20:22 PM EST) or Martin MLS (last updated Mon 03/23/2026 11:38:09 PM EST) or Indian River MLS (last updated Mon 03/23/2026 11:30:18 PM EST) or Daytona MLS (last updated Mon 03/23/2026 11:36:43 PM EST) or Northeast Florida MLS (last updated Tue 03/24/2026 12:18:39 AM EST) or Beaches MLS (last updated Tue 03/24/2026 2:35:49 AM EST) or BORMLS (last updated Mon 03/23/2026 11:15:28 PM EST) or Golden Isles MLS (last updated Mon 03/23/2026 11:26:33 PM EST) or Amelia/Nassau MLS (last updated Mon 03/23/2026 11:25:18 PM EST) or Dixie Gilchrist Levy MLS (last updated Mon 03/23/2026 11:42:20 PM EST) or NFLMLS (last updated Mon 03/23/2026 9:04:47 PM 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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