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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 $160,000 531
Winter Garden 0000 1 $500,000 887
Winter Garden 30 North Park 1 $1,095,000 155
Winter Garden Acreage & Unrec 3 $1,833,300 279
Winter Garden Alexander Rdg 2 $530,000 88
Winter Garden Alexander Ridge 1 $554,900 104
Winter Garden Amberleigh 47/7 1 $730,000 9
Winter Garden Arrowhead Lakes 2 $624,000 343
Winter Garden Avalon Cove 3 $1,907,667 113
Winter Garden Avalon Hills 1 $1,250,000 763
Winter Garden Avalon Rdg 1 $1,690,000 90
Winter Garden Avalon Ridge 1 $1,150,000 138
Winter Garden Avalon Woods 64 $840,123 149
Winter Garden Bay Isle 48 17 1 $885,000 54
Winter Garden Bay St Park 1 $255,000 43
Winter Garden Belle Meade 1 $821,000 56
Winter Garden Belle Meade-ph I B D & G 1 $689,900 28
Winter Garden Black Lake Park 3 $577,667 105
Winter Garden Black Lake Preserve 1 $660,000 230
Winter Garden Block Q Summerlake Pd 1 $765,900 78
Winter Garden Borders & Woosley 1 $440,000 33
Winter Garden Boyd-lutz 1 $2,190,000 33
Winter Garden Bradford Creek 3 $851,633 43
Winter Garden Bradford Crk 1 $640,000 71
Winter Garden Bray J W F 1 $550,000 208
Winter Garden Bronsons Lndgs F & M 1 $870,000 15
Winter Garden Burchshire 1 $699,000 145
Winter Garden Cambridge Crossing 1 $839,000 98
Winter Garden Canopy Oaks 2 $1,347,500 64
Winter Garden Carriage Pointe A-i & L 4 $689,950 25
Winter Garden Chapin Station 1 $515,000 41
Winter Garden Citrus Cove 1 $699,500 89
Winter Garden Cooper & Sewell 1 $1,349,000 81
Winter Garden Country Lakes 1 $996,975 109
Winter Garden Courtlea Oaks 1 $950,000 13
Winter Garden Covington Chase 2 $654,500 27
Winter Garden Covington Park 1 $815,000 96
Winter Garden Covington Park A B D E F G & J 1 $525,000 76
Winter Garden Crown Point Spgs 2 $454,000 62
Winter Garden Crown Point Springs 1 $539,999 64
Winter Garden Cypress Reserve 5 $1,007,600 77
Winter Garden Daniels Landing 2 $307,750 25
Winter Garden Daniels Lndg A-j 2 $330,000 58
Winter Garden Deerfield Place A-g 1 $498,995 59
Winter Garden Del Webb Oasis 9 $776,577 74
Winter Garden Downtown Winter Garden 1 $1,099,000 7
Winter Garden East Garden Manor 2 $619,500 70
Winter Garden Edgewater Beach 2 $479,000 19
Winter Garden Ellman Park 1 $544,900 72
Winter Garden Emerald Ridge 2 $570,000 64
Winter Garden Enclave At Hamlin 1 $565,000 149
Winter Garden Encore At Ovation 5 $677,996 77
Winter Garden Encore At Ovation-ph 3 1 $715,000 265
Winter Garden Encore/ovation 5 $673,600 84
Winter Garden Encore/ovation-ph 3 2 $729,950 76
Winter Garden Esplanade At Mckinnon Groves 13 $625,064 51
Winter Garden Estates At Lakeview Preserve 1 $1,099,000 20
Winter Garden Ests/lakeview Preserve 2 $969,450 79
Winter Garden Fries Winter Garden 2 $1,899,500 258
Winter Garden Fullers Crossing 2 $507,495 77
Winter Garden Fullers Landing 1 $599,000 77
Winter Garden Fullers Oak 1 $689,000 19
Winter Garden Glynwood 51 32 1 $850,000 44
Winter Garden Grova Residence & Spa Hotel Condo 3 1 $480,000 51
Winter Garden Grove Pk/stone Crest A-e 1 $619,000 14
Winter Garden Grove Res & Spa Hotel Condo Iv 1 $345,000 423
Winter Garden Grove Residence & Spa Hotel 1 $359,000 432
Winter Garden Grove Residence & Spa Hotel Condo 2 $274,500 198
Winter Garden Grove Residence & Spa Hotel Condo 1 1 $185,000 195
Winter Garden Grove Residence & Spa Hotel Condo 2 1 $299,900 147
Winter Garden Grove Residence & Spa Hotel Condo 3 9 $253,822 152
Winter Garden Grove Residence & Spa Hotel Condo I 3 $308,300 207
Winter Garden Grove Residence & Spa Hotel Condo Ii 16 $264,431 157
Winter Garden Grove Residence & Spa Hotel Condo Il 1 $240,000 205
Winter Garden Grove Resort 7 $300,334 423
Winter Garden Grove Resort & Spa Hotel Condo I 1 $290,000 154
Winter Garden Grove Resort & Spa Hotel Condo Iv 1 $150,000 307
Winter Garden Grove Resort & Spa Hotel Condominium 1 $179,950 133
Winter Garden Grove Resort And Spa 2 $255,250 87
Winter Garden Grove Resort And Spa Condominium 2 1 $249,990 156
Winter Garden Grove Resort And Spa Hote Condominium 3 1 $350,000 96
Winter Garden Grove Resort And Spa Hotel 1 $325,000 986
Winter Garden Grove Resort And Spa Hotel Condo 1 $230,000 112
Winter Garden Grove Resort And Spa Hotel Condo 1 5 $306,600 210
Winter Garden Grove Resort And Spa Hotel Condo 3 1 $329,900 100
Winter Garden Grove Resort And Spa Hotel Condo Ii 1 $165,000 177
Winter Garden Grove Resort And Spa Hotel Condomimium Building 2 1 $275,000 137
Winter Garden Grove Resort And Spa Hotel Condominium 11 $265,659 226
Winter Garden Grove Resort And Spa Hotel Condominium 1 6 $344,848 484
Winter Garden Grove Resort And Spa Hotel Condominium 2 1 $289,500 327
Winter Garden Grove Resort And Spa Hotel Condominium 3 6 $309,332 540
Winter Garden Grove Resort And Spa Hotel Condominium Ii 1 $325,000 92
Winter Garden Grove Resort And Water Park 1 $304,000 236
Winter Garden Grove Resort And Waterpark 1 $290,000 138
Winter Garden Grove/oakland 3 $2,466,773 53
Winter Garden Grovehurst A-d 2 $607,000 98
Winter Garden Hamilton Gardens 5 $457,280 127
Winter Garden Hamlin Meadows 8 $472,296 75
Winter Garden Hamlin Meadows At Hamlin 63 $689,651 99
Winter Garden Hamlin Pointe 1 $570,000 7
Winter Garden Hamlin Reserve 7 $657,713 41
Winter Garden Hamlin Southwest 1 $18,900,000 148
Winter Garden Harvest At Ovation 11 $691,418 97
Winter Garden Harvest/ovation 8 $674,999 44
Winter Garden Hawksmoor 4 $697,495 123
Winter Garden Hawksmoor-ph 1 4 $609,850 169
Winter Garden Hawksmoor-ph 3 1 $435,000 154
Winter Garden Hickory Hammock 9 $907,089 33
Winter Garden Hickory Lake Estates 1 $639,000 1
Winter Garden Highland Rdg 7 $494,714 80
Winter Garden Highland Ridge 3 $539,333 76
Winter Garden Highlands/summerlake Grove 1 $790,000 205
Winter Garden Highlands/summerlake Grvs 11 $737,518 70
Winter Garden Hillcrest 1 $1,390,000 7
Winter Garden Horizon Isle 2 $738,000 98
Winter Garden Hull Island/oakland 4 $1,116,750 30
Winter Garden Independence 1 $1,690,000 13
Winter Garden Island Pointe 3 $604,000 81
Winter Garden Isles Lake Hancock 1 $3,330,000 91
Winter Garden J L Dillard 1 $1,499,999 282
Winter Garden Jewel Heights 1 $165,000 13
Winter Garden Joe Louis Park First 1 $289,000 53
Winter Garden Joe Louis Park Q162 1 $434,000 27
Winter Garden Johns Cove 43/104 1 $1,075,000 39
Winter Garden Johns Lake Pointe 3 $824,333 49
Winter Garden Johns Lake Pointe A & S 3 $776,633 432
Winter Garden Johns Landing 1 $599,000 12
Winter Garden K Hovnanian Winding Bay Preserve 1 $445,000 470
Winter Garden Lake Apopka Sound 3 $666,300 2
Winter Garden Lake Avalon Groves 1 $2,500,000 561
Winter Garden Lake Avalon Groves Rep 7 $2,085,714 292
Winter Garden Lake Avalon Heights 2 $647,500 66
Winter Garden Lake Avalon Rural Settlement 1 $950,000 40
Winter Garden Lake Cove Pointe 1 $980,000 58
Winter Garden Lake Forest 2 $862,500 41
Winter Garden Lake Hancock Preserve 3 $639,967 156
Winter Garden Lake Highlands 23-22-26 1 $875,000 82
Winter Garden Lake Roberts Lndg E 1 $1,200,000 48
Winter Garden Lake Star At Ovation 4 $936,243 91
Winter Garden Lake Star/ovation 1 $1,740,000 80
Winter Garden Lakeshore Preserve 28 $1,063,103 81
Winter Garden Lakeside At Hamlin 1 $579,000 28
Winter Garden Lakeside/hamlin 1 $695,990 14
Winter Garden Lakeside/hamlin 60 1 $1,045,000 40
Winter Garden Lakeview Pointe At Horizon West 2 $599,950 37
Winter Garden Lakeview Pointe/horizon West P 3 $491,333 50
Winter Garden Lakeview Preserve 8 $760,475 96
Winter Garden Lakeview Reserve 2 $1,137,500 68
Winter Garden Lakeview Reserve 46/149 4 $987,250 115
Winter Garden Lakeview Village Estates 4 $951,428 50
Winter Garden Latham Park North 1 $639,000 97
Winter Garden Latham Park South 1 $1,050,000 23
Winter Garden Longleaf At Oakland 1 $520,000 5
Winter Garden Loveless J S 3 $218,833 268
Winter Garden Magnolia Wood Fifth 1 $443,000 67
Winter Garden Mary Jean 1 $119,000 287
Winter Garden Mcallister Lndg 1 $1,399,000 103
Winter Garden Mezzano 3 $468,000 101
Winter Garden Mt Park Orange Grove 2 $962,500 142
Winter Garden None 7 $1,460,714 526
Winter Garden Northlake At Ovation 10 $808,568 72
Winter Garden Northlake/ovation 5 $888,000 143
Winter Garden Oakland 1 $1,795,000 22
Winter Garden Oakland Hills 1 $2,325,000 14
Winter Garden Oakland Park 9 $1,218,655 67
Winter Garden Oakland Park B-2 1 $1,765,000 178
Winter Garden Oakland Parka 1 $890,000 50
Winter Garden Oakland Parkb-1 1 $1,225,000 154
Winter Garden Oakland Trls 1 $525,000 59
Winter Garden Oaks/brandy Lake 01 Rep A & B 1 $529,900 82
Winter Garden Orange Cove 1 $450,000 41
Winter Garden Orchard A1-a26 B1 B2 C D1-d4 1 $309,000 69
Winter Garden Orchard Hills 9 $632,111 57
Winter Garden Orchard Pk/stillwater Xing 1 $850,000 113
Winter Garden Osprey Ranch 16 $640,340 64
Winter Garden Osprey Ranch-ph 1 2 $745,500 97
Winter Garden Ovation/westhaven 1 $515,000 170
Winter Garden Overlook 2 At Hamlin 1 $1,250,000 9
Winter Garden Overlook 2/hamlin 5 $1,176,990 71
Winter Garden Overlook At Hamlin 1 $2,295,000 99
Winter Garden Overstreet Crate 6 $730,000 331
Winter Garden Oxford Chase 1 $899,000 11
Winter Garden Palisades 3 $245,667 211
Winter Garden Panther View 2 $709,000 33
Winter Garden Panther View 40 1 $610,000 62
Winter Garden Park Ave Estates 2 $324,950 67
Winter Garden Park Place At Winter Garden 2 $895,000 46
Winter Garden Park Place/winter Garden 2 $876,500 112
Winter Garden Parkview At Hamlin 9 $497,270 53
Winter Garden Pleasant Park 1 $450,000 36
Winter Garden Ravenna 1 $799,900 51
Winter Garden Regency Oaks 1 $524,500 20
Winter Garden Regency Oaks F 1 $595,000 104
Winter Garden Rep Pt Pleasant Park 1 $500,000 65
Winter Garden Reserve/carriage Point 1 $719,000 20
Winter Garden Reserve/carriage Pointe 1 $765,000 125
Winter Garden Roper Reserve 3 $731,300 103
Winter Garden Sanctuary/twin Waters 2 $998,500 105
Winter Garden Serenade At Ovation 20 $571,568 62
Winter Garden Serenade/ovation 1 $555,000 21
Winter Garden Shadow Lawn L/125 Lot 9 Blk F 1 $335,000 75
Winter Garden Shorefront Cove 1 $2,999,990 308
Winter Garden Signature Lakes 15 $585,580 64
Winter Garden Signature Lakes Prcl 01c 1 $440,000 15
Winter Garden Signature Lakes/independence 1 $645,000 27
Winter Garden Signature Lks-pcl 01b 2 $497,450 19
Winter Garden Signature Lks-pcl 01d 4 $995,750 70
Winter Garden Silverleaf Oaks 11 $506,672 23
Winter Garden Silverleaf Oaks At Hamlin 1 $585,000 47
Winter Garden Silverleaf Reserve 2 $719,500 145
Winter Garden Silverleaf Reserve At Hamlin 2 $779,950 266
Winter Garden Silverleaf Reserve Bungalows 1 $540,000 111
Winter Garden Silverleaf Reserve/hamlin 4 $819,500 126
Winter Garden Siplin Heights 1 $129,900 708
Winter Garden Solomon 1 $179,000 21
Winter Garden Southern Pines 1 $295,000 15
Winter Garden Southern Pines Condo 12 $275,183 89
Winter Garden Southern Pines Condominium 1 $225,000 155
Winter Garden Stanton Estates 1 $1,149,950 146
Winter Garden Stone Creek 44/131 1 $477,000 57
Winter Garden Stone Crk 1 $425,000 104
Winter Garden Stoneybrook West 4 $694,725 83
Winter Garden Stoneybrook West 44/134 2 $617,500 102
Winter Garden Stoneybrook West 47/78 3 $609,997 61
Winter Garden Stoneybrook West I 3 $379,967 21
Winter Garden Stoneybrook West Ut 04 48 48 1 $755,000 204
Winter Garden Stoneybrook West Ut 04 Rep 49 121 1 $474,000 191
Winter Garden Storey Grove 18 $554,936 120
Winter Garden Suburban Shores 1 $245,000 119
Winter Garden Summerlake 4 $487,225 99
Winter Garden Summerlake Groves 1 $640,000 43
Winter Garden Summerlake Grvs 4 $550,225 88
Winter Garden Summerlake Pd 14 $733,686 92
Winter Garden Summerlake Pd Phases 2c 1 $505,000 328
Winter Garden Summerlake Reserve 2 $889,495 216
Winter Garden Sunset Lakes 2 $2,412,000 90
Winter Garden Teacup Spgs Cove 1 $878,000 44
Winter Garden The Grove Resort 4 $278,750 297
Winter Garden The Grove Resort And Spa 2 $195,000 112
Winter Garden Tilden Place 1 $799,000 140
Winter Garden Tilden Place/winter Garden 2 $802,495 240
Winter Garden Timbercreek Pines A B C & D 1 $525,000 69
Winter Garden Townhomes Winter Garden 5 $206,780 61
Winter Garden Traditions 1 $429,975 134
Winter Garden Troynelle By Lake Apopka 1 $252,000 292
Winter Garden Tucker Oaks 4 $338,750 110
Winter Garden Tucker Oaks Bldg 5 1 $347,500 126
Winter Garden Tucker Oaks Condo 1 $350,000 34
Winter Garden Tuscany 1 $479,900 334
Winter Garden Twinwaters 7 $989,126 58
Winter Garden Twinwaters Homeowners' Association, Inc. 1 $1,399,900 177
Winter Garden Valley View 2 $1,325,000 39
Winter Garden Verde Park 1 $834,999 32
Winter Garden Village Grove 2 $233,700 146
Winter Garden Walkers Grove Twnhms 1 $459,900 188
Winter Garden Waterleigh 97 $688,734 94
Winter Garden Watermark 25 $729,848 107
Winter Garden Waterside 1 $850,000 62
Winter Garden Waterside 90's 1 $2,795,900 48
Winter Garden Waterside At Johns Lake 1 $658,000 56
Winter Garden Waterside/johns Lake 5 $747,780 46
Winter Garden Waterside/johns Lk-ph 1 1 $1,199,999 82
Winter Garden Waterside/johns Lk-ph 2a 1 $699,999 0
Winter Garden West Lake Hancock Estates 5 $1,069,300 34
Winter Garden Westchester Place 2 $313,500 208
Winter Garden Westfield Lakes 2 $913,950 52
Winter Garden Westhaven At Ovation 26 $671,706 132
Winter Garden Westhaven/ovation 1 $468,000 89
Winter Garden Westpoint Townhomes 1 $330,000 19
Winter Garden Westside Townhomes 1 $215,000 51
Winter Garden Wincey Groves 1 $649,900 139
Winter Garden Wincey Grvs 2 $785,000 113
Winter Garden Winding Bay 9 $633,433 78
Winter Garden Winding Bay Preserve 1 $439,000 7
Winter Garden Windtree Gardens 1 $199,999 5
Winter Garden Windtree Gardens Condo 6 $205,300 141
Winter Garden Winter Garden Executive Centre 1 $799,000 57
Winter Garden Winter Garden Shores First 1 $1,080,000 54
Winter Garden Winter Garden Shores Rep 2 $862,995 165
Winter Garden Winter Grove 5 $1,029,078 93
Winter Garden Winter Grv 1 $1,600,000 69
Winter Garden Winter Oaks 1 $594,000 48
Winter Garden Wintermere Harbor 1 $759,900 13
Winter Garden Wintermere Pointe 4 $709,725 37
Winter Garden Woodbridge On Green 1 $714,999 127
7601 Conroy-Windermere Road
Suite 100
Orlando, FL 32835
(407) 401-1510
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 07/29/2026. The listing information on this page last changed on 07/29/2026. 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 Wed 07/29/2026 12:01:17 AM EST) or GAMLS (last updated Tue 07/28/2026 11:15:21 PM EST) or Stellar MLS (last updated Tue 07/28/2026 11:44:12 PM EST) or SPC MLS (last updated Tue 07/28/2026 11:20:52 PM EST) or Martin MLS (last updated Tue 07/28/2026 11:38:09 PM EST) or Indian River MLS (last updated Tue 07/28/2026 11:30:11 PM EST) or Daytona MLS (last updated Tue 07/28/2026 11:36:42 PM EST) or Northeast Florida MLS (last updated Tue 07/28/2026 11:59:11 PM EST) or Beaches MLS (last updated Tue 07/28/2026 11:59:09 PM EST) or BORMLS (last updated Tue 07/28/2026 11:16:22 PM EST) or Scout MLS (Golden Isles) (last updated Tue 07/28/2026 7:06:01 AM EST) or Amelia/Nassau MLS (last updated Tue 07/28/2026 11:25:21 PM EST) or Dixie Gilchrist Levy MLS (last updated Tue 07/28/2026 11:42:16 PM EST) or NFLMLS (last updated Tue 07/28/2026 9:04:48 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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