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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 $160,000 626
Winter Garden 001 1 $960,200 16
Winter Garden 30 North Park 2 $1,097,000 151
Winter Garden Acreage & Unrec 2 $1,424,950 494
Winter Garden Alexander Rdg 1 $487,500 132
Winter Garden Alexander Ridge 1 $510,000 199
Winter Garden Amberleigh 1 $599,000 66
Winter Garden Amberleigh 47/7 1 $509,900 44
Winter Garden Arrowhead Lakes 3 $459,633 283
Winter Garden Avalon Cove 1 $1,999,000 164
Winter Garden Avalon Rdg 1 $1,895,000 13
Winter Garden Avalon Ridge 2 $1,574,500 163
Winter Garden Avalon Woods 35 $827,281 163
Winter Garden Bay St Park 1 $239,900 1
Winter Garden Belle Meade-ph I B D & G 2 $589,900 81
Winter Garden Black Lake Park 3 $819,333 37
Winter Garden Block Q Summerlake Pd 1 $735,000 173
Winter Garden Borders & Woosley 1 $400,000 128
Winter Garden Bradford Creek 1 $1,060,000 135
Winter Garden Bradford Crk 1 $640,000 166
Winter Garden Bradford Crk-ph Ii 1 $1,060,000 5
Winter Garden Brandy Creek 1 $450,000 18
Winter Garden Bronsons Landing 1 $825,000 7
Winter Garden Bronsons Lndgs F & M 2 $1,099,495 159
Winter Garden Burchshire 2 $674,500 29
Winter Garden Cambridge Crossing 2 $707,500 115
Winter Garden Canopy Oaks 1 $1,499,900 1
Winter Garden Carriage Pointe 1 $650,000 10
Winter Garden Carriage Pointe A-i & L 2 $792,500 91
Winter Garden Cooper & Sewell 3 $1,388,300 32
Winter Garden Country Lakes 1 $969,000 204
Winter Garden Covington Chase 1 $800,000 100
Winter Garden Covington Park 1 $790,000 191
Winter Garden Covington Park A B D E F G & J 1 $585,000 77
Winter Garden Crown Point Springs 1 $449,500 52
Winter Garden Crown Point Town 1 $1,150,000 13
Winter Garden Cypress Reserve 1 $629,900 11
Winter Garden Daniels Landing 1 $307,000 123
Winter Garden Daniels Lndg A-j 1 $325,000 137
Winter Garden Deer Island 1 $1,495,000 48
Winter Garden Deerfield Place A-g 1 $620,000 11
Winter Garden Del Webb Oasis 13 $661,740 60
Winter Garden East Garden Manor 3 $661,333 95
Winter Garden Edgewater Beach 2 $475,000 114
Winter Garden Emerald Ridge 1 $735,000 37
Winter Garden Enclave/hamlin 2 $621,450 20
Winter Garden Encore At Ovation 5 $560,598 112
Winter Garden Encore At Ovation-ph 3 1 $715,000 360
Winter Garden Encore/ovation 6 $634,417 75
Winter Garden Encore/ovation-ph 3 1 $879,900 156
Winter Garden Esplanade At Mckinnon Groves 14 $644,034 90
Winter Garden Estates At Lakeview Preserve 1 $899,000 38
Winter Garden Ests/lakeview Preserve 3 $1,026,333 134
Winter Garden Fries Winter Garden 1 $2,999,000 569
Winter Garden Fullers Crossing 1 $485,000 234
Winter Garden Fullers Lndg B 2 $510,000 10
Winter Garden Fullers Oak 1 $839,000 53
Winter Garden Garden Heights 1 $589,900 31
Winter Garden Garden West 1 $1,749,000 16
Winter Garden Glenview Estates 1st 2 $495,000 27
Winter Garden Glynwood 51 32 1 $835,000 139
Winter Garden Glynwood Ii 2 $839,000 51
Winter Garden Grova Residence & Spa Hotel Condo 3 1 $480,000 146
Winter Garden Grove Pk/stone Crest A-e 1 $599,000 109
Winter Garden Grove Residence & Spa Hotel 1 $359,000 527
Winter Garden Grove Residence & Spa Hotel Condo 1 1 $169,000 290
Winter Garden Grove Residence & Spa Hotel Condo 2 2 $277,450 145
Winter Garden Grove Residence & Spa Hotel Condo 3 11 $233,291 185
Winter Garden Grove Residence & Spa Hotel Condo I 4 $273,975 238
Winter Garden Grove Residence & Spa Hotel Condo Ii 13 $243,369 202
Winter Garden Grove Residence & Spa Hotel Condo Il 1 $174,900 74
Winter Garden Grove Residence & Spa Hotel Condo Li 2 $181,950 78
Winter Garden Grove Resort 7 $286,620 472
Winter Garden Grove Resort & Spa 1 $239,000 81
Winter Garden Grove Resort & Spa Hotel Condo 3 1 $245,000 46
Winter Garden Grove Resort & Spa Hotel Condo I 1 $275,000 249
Winter Garden Grove Resort & Spa Hotel Condo Iv 1 $150,000 402
Winter Garden Grove Resort & Spa Hotel Condominium 2 $169,975 141
Winter Garden Grove Resort And Spa 2 $255,250 182
Winter Garden Grove Resort And Spa Condominium 2 1 $195,000 251
Winter Garden Grove Resort And Spa Hote Condominium 3 1 $350,000 191
Winter Garden Grove Resort And Spa Hotel 1 $325,000 1081
Winter Garden Grove Resort And Spa Hotel Condo 1 $215,000 207
Winter Garden Grove Resort And Spa Hotel Condo 1 6 $249,333 220
Winter Garden Grove Resort And Spa Hotel Condo 2 2 $217,000 31
Winter Garden Grove Resort And Spa Hotel Condomimium Building 2 1 $215,000 232
Winter Garden Grove Resort And Spa Hotel Condominium 11 $247,073 246
Winter Garden Grove Resort And Spa Hotel Condominium 1 6 $312,998 329
Winter Garden Grove Resort And Spa Hotel Condominium 2 1 $274,900 422
Winter Garden Grove Resort And Spa Hotel Condominium 22019039615 1 $205,000 66
Winter Garden Grove Resort And Spa Hotel Condominium 3 3 $318,330 234
Winter Garden Grove Resort And Spa Hotel Condominium Ii 1 $325,000 187
Winter Garden Grove Resort And Water Park 1 $304,000 331
Winter Garden Grove Resort And Waterpark 1 $225,000 233
Winter Garden Grove/oakland 1 $2,210,000 179
Winter Garden Grovehurst A-d 1 $575,000 115
Winter Garden Hamilton Gardens 3 $416,000 154
Winter Garden Hamlin Meadows 4 $458,799 79
Winter Garden Hamlin Meadows At Hamlin 54 $692,879 185
Winter Garden Hamlin Pointe 1 $570,000 102
Winter Garden Hamlin Rdg 1 $449,999 128
Winter Garden Hamlin Reserve 5 $660,780 84
Winter Garden Hamlin Southwest 1 $18,900,000 243
Winter Garden Harvest At Ovation 14 $642,982 71
Winter Garden Harvest/ovation 6 $662,167 111
Winter Garden Hawksmoor 4 $809,500 126
Winter Garden Hawksmoor-ph 1 5 $528,580 112
Winter Garden Hawksmoor-phase 1 1 $1,325,000 65
Winter Garden Heritage/plant Street 1 $710,000 39
Winter Garden Hickory Hammock 4 $706,975 67
Winter Garden Hickory Lake Estates 1 $639,000 96
Winter Garden Highland Rdg 6 $507,983 84
Winter Garden Highland Ridge 3 $518,967 69
Winter Garden Highlands/summerlake Grove 1 $730,000 300
Winter Garden Highlands/summerlake Grvs 7 $840,114 93
Winter Garden Hillcrest 1 $389,000 44
Winter Garden Horizon Isle 4 $718,225 67
Winter Garden Horizon Oaks 1 $275,000 20
Winter Garden Hull Island/oakland 1 $1,699,000 129
Winter Garden Independence / Signature Lakes 1 $575,000 9
Winter Garden Island Pointe 1 $572,000 31
Winter Garden Isles/lk Hancock 1 $2,300,000 8
Winter Garden J L Dillard 2 $1,099,500 200
Winter Garden J W Jones 1 $295,000 19
Winter Garden Joe Louis Park 1 $260,000 73
Winter Garden Joe Louis Park First 1 $289,000 148
Winter Garden Johns Lake Pointe 1 $699,900 134
Winter Garden Johns Lake Pointe A & S 1 $865,000 1113
Winter Garden Kenny Court 1 $350,000 16
Winter Garden Lake Apopka Sound 2 $897,500 60
Winter Garden Lake Avalon Groves Rep 3 $1,475,000 412
Winter Garden Lake Cove Pointe 46/58 2 $887,494 53
Winter Garden Lake Forest 1 $825,000 163
Winter Garden Lake Hancock Preserve 4 $578,225 68
Winter Garden Lake Roberts Lndg E 2 $1,300,000 98
Winter Garden Lake Star At Ovation 9 $869,991 103
Winter Garden Lake Star/ovation 1 $1,575,900 175
Winter Garden Lakeshore Preserve 26 $1,181,200 116
Winter Garden Lakeview Pointe/horizon West 1 $599,000 66
Winter Garden Lakeview Pointe/horizon West P 3 $853,333 60
Winter Garden Lakeview Preserve 6 $923,000 58
Winter Garden Lakeview Reserve 1 $1,675,000 171
Winter Garden Lakeview Reserve 46/149 3 $849,000 27
Winter Garden Lakeview Village Estates 7 $827,539 56
Winter Garden Latham Park North 2 $657,000 117
Winter Garden Latham Park South 1 $685,000 94
Winter Garden Loveless J S 3 $209,633 183
Winter Garden M C Britt 1 $479,900 82
Winter Garden Magnolia Wood Fifth 1 $579,000 31
Winter Garden Magnolia Wood Third 1 $520,000 17
Winter Garden Magnolia Woods 1 $579,000 31
Winter Garden Mary Jean 1 $109,000 382
Winter Garden Mcallister Lndg 2 $724,000 21
Winter Garden Mezzano 2 $472,000 112
Winter Garden Mezzano Townhomes 1 $455,000 58
Winter Garden Mt Park Orange Grove 1 $625,000 269
Winter Garden None 4 $2,444,975 269
Winter Garden Northlake At Ovation 15 $838,308 77
Winter Garden Northlake/ovation 4 $930,998 146
Winter Garden Oak Park At Winter Garden 1 $445,000 88
Winter Garden Oakland Hills 1 $1,899,999 40
Winter Garden Oakland Park 9 $917,167 85
Winter Garden Oakland Parka 2 $2,060,000 43
Winter Garden Oakland Parka F1 & F2 1 $899,000 31
Winter Garden Oakland Trails 1 $640,000 66
Winter Garden Orange Cove 2 $444,450 51
Winter Garden Orchard A1-a26 B1 B2 C D1-d4 1 $350,000 86
Winter Garden Orchard Hills 8 $709,974 86
Winter Garden Orchard Pk/stillwater Xing 2 $729,990 35
Winter Garden Osprey Ranch 13 $674,526 110
Winter Garden Osprey Ranch-ph 1 3 $596,255 155
Winter Garden Overlook 2/hamlin 2 $575,000 212
Winter Garden Overstreet Crate 6 $710,833 426
Winter Garden Oxford Chase 3 $931,000 59
Winter Garden Palisades 3 $231,000 306
Winter Garden Panther View 4 $785,750 61
Winter Garden Park Ave Estates 1 $325,000 152
Winter Garden Park Place At Winter Garden 2 $876,500 141
Winter Garden Park Place/winter Garden 3 $824,333 139
Winter Garden Parkview At Hamlin 10 $497,535 79
Winter Garden Ravenna 2 $404,950 58
Winter Garden Regal Pointe 1 $389,990 93
Winter Garden Regency Oaks F 1 $575,000 199
Winter Garden Rep Pt Pleasant Park 1 $518,000 10
Winter Garden Roper Reserve 1 $719,900 167
Winter Garden Sanctuary/twin Waters 3 $1,261,633 78
Winter Garden Serenade At Ovation 16 $563,618 63
Winter Garden Serenade/ovation 1 $498,900 9
Winter Garden Shorefront Cove At Horizon West 1 $2,985,000 86
Winter Garden Signature Lakes 14 $838,057 79
Winter Garden Signature Lakes - 1 $399,900 9
Winter Garden Signature Lakes Independence 1 $2,400,000 90
Winter Garden Signature Lakes Parcel 1b 1 $332,500 51
Winter Garden Signature Lakes, Independence 2 $482,450 10
Winter Garden Signature Lks-pcl 01d 4 $962,000 44
Winter Garden Silverleaf Oaks 11 $488,772 63
Winter Garden Silverleaf Oaks/hamlin 1 $925,000 16
Winter Garden Silverleaf Reserve 2 $707,000 190
Winter Garden Silverleaf Reserve/hamlin 6 $866,983 121
Winter Garden Southern Pines 1 $290,000 110
Winter Garden Southern Pines Condo 10 $250,580 122
Winter Garden Stanton Estates 1 $1,395,000 26
Winter Garden Stone Creek 1 $429,000 19
Winter Garden Stone Crk 2 $392,400 49
Winter Garden Stone Crk A-1 & A-2 2 $417,450 45
Winter Garden Stoneybrook West 6 $547,150 93
Winter Garden Stoneybrook West 44/134 1 $749,000 20
Winter Garden Stoneybrook West D 4 $542,200 56
Winter Garden Stoneybrook West I 3 $365,600 68
Winter Garden Stoneybrook West Ut 4`` 1 $859,000 65
Winter Garden Storey Grove 19 $499,619 145
Winter Garden Storey Grv 1 $445,000 87
Winter Garden Suburban Shores 1 $245,000 214
Winter Garden Summerlake 2 $603,900 183
Winter Garden Summerlake Grvs 2 $452,400 100
Winter Garden Summerlake Pd 15 $938,566 88
Winter Garden Summerlake Reserve 1 $989,000 478
Winter Garden Sunset Lakes 1 $3,799,000 171
Winter Garden Teacup Spgs Cove 1 $857,000 139
Winter Garden The Grove Resort 3 $295,000 487
Winter Garden The Grove Resort And Spa 2 $172,500 144
Winter Garden The Harbor 1 $579,000 29
Winter Garden Tilden Place 1 $789,000 235
Winter Garden Tilden Place/winter Garden 2 $802,000 140
Winter Garden Townhomes Winter Garden 3 $222,666 108
Winter Garden Tribute/ovation 1 $455,000 6
Winter Garden Tucker Oaks 3 $318,300 151
Winter Garden Tucker Oaks Condo 1 $299,900 17
Winter Garden Tuscany 2 $574,500 36
Winter Garden Twin City Dev Co 4 $398,250 71
Winter Garden Twinwaters 4 $977,500 119
Winter Garden Valencia Shores 1 $665,000 66
Winter Garden Verde Park 2 $862,500 75
Winter Garden Village Grove 1 $165,000 37
Winter Garden Villas/tucker Oaks 2 $381,950 53
Winter Garden Vinings 1 $535,000 73
Winter Garden Walkers Grove Twnhms 1 $460,000 39
Winter Garden Water Mark 1 $550,000 31
Winter Garden Waterleigh 86 $658,052 103
Winter Garden Watermark 28 $696,828 119
Winter Garden Watermark At Horizon West 1 $485,000 21
Winter Garden Waterside 1 $535,000 39
Winter Garden Waterside On Johns Lake 1 $2,575,000 11
Winter Garden Waterside On Johns Lake - 1 $519,900 23
Winter Garden Waterside/johns Lake 3 $779,963 62
Winter Garden Waterside/johns Lk-ph 1 1 $1,298,000 52
Winter Garden Waterside/johns Lk-ph 2a 1 $719,999 53
Winter Garden Waterside/johns Lk-ph 2b 1 $689,900 9
Winter Garden West Lake Hancock Estates 2 $1,620,000 59
Winter Garden Westfield Lakes 1 $729,000 31
Winter Garden Westhaven At Ovation 24 $601,011 181
Winter Garden Westhaven/ovation 3 $489,267 95
Winter Garden Westlake Manor 1st 2 $667,500 15
Winter Garden Westside Townhomes 1 $230,000 52
Winter Garden Westside Twnhms 1 $189,000 30
Winter Garden Wincey Grvs 2 $1,012,450 42
Winter Garden Winding Bay 6 $644,833 68
Winter Garden Windtree Gardens 1 $188,000 100
Winter Garden Windtree Gardens Condo 2 $203,500 155
Winter Garden Windward Cay 1 $829,500 31
Winter Garden Windward Cay 48 125 1 $800,000 24
Winter Garden Winter Garden Executive Centre 1 $749,000 152
Winter Garden Winter Garden Manor 1 $850,000 6
Winter Garden Winter Garden Shores 1 $774,900 73
Winter Garden Winter Garden Shores First 1 $985,000 149
Winter Garden Winter Garden Shores Rep 4 $763,375 118
Winter Garden Winter Gdn Manor 1 $850,000 6
Winter Garden Winter Grove 4 $893,130 131
Winter Garden Winter Grv 1 $1,600,000 164
Winter Garden Winter Oaks 1 $680,000 37
Winter Garden Wintermere Harbor 4 $709,475 59
Winter Garden Wintermere Pointe 2 $777,500 61
Winter Garden Wnding Bay 1 $899,000 40
Winter Garden Woodbridge On Green 1 $614,999 222
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 11/01/2026. The listing information on this page last changed on 11/01/2026. 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 Sun 11/01/2026 12:02:14 AM EST) or GAMLS (last updated Sat 10/31/2026 11:15:07 PM EST) or Stellar MLS (last updated Sat 10/31/2026 11:54:57 PM EST) or SPC MLS (last updated Sat 10/31/2026 11:20:56 PM EST) or Martin MLS (last updated Sat 10/31/2026 11:38:19 PM EST) or Indian River MLS (last updated Sat 10/31/2026 11:30:11 PM EST) or Daytona MLS (last updated Sat 10/31/2026 11:36:49 PM EST) or Northeast Florida MLS (last updated Sat 10/31/2026 11:58:55 PM EST) or Beaches MLS (last updated Sat 10/31/2026 11:57:34 PM EST) or BORMLS (last updated Sat 10/31/2026 11:16:19 PM EST) or Scout MLS (Golden Isles) (last updated Sat 10/31/2026 7:06:08 AM EST) or Amelia/Nassau MLS (last updated Sat 10/31/2026 11:25:37 PM EST) or Dixie Gilchrist Levy MLS (last updated Sat 10/31/2026 11:42:21 PM EST) or NFLMLS (last updated Sat 10/31/2026 9:06:00 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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