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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 $160,000 628
Winter Garden 001 1 $960,200 18
Winter Garden 30 North Park 2 $1,097,000 153
Winter Garden Acreage & Unrec 2 $1,424,950 496
Winter Garden Alexander Rdg 1 $487,500 134
Winter Garden Alexander Ridge 1 $510,000 201
Winter Garden Amberleigh 1 $599,000 68
Winter Garden Amberleigh 47/7 1 $509,900 46
Winter Garden Arrowhead Lakes 3 $459,633 285
Winter Garden Avalon Cove 1 $1,999,000 166
Winter Garden Avalon Rdg 1 $1,895,000 15
Winter Garden Avalon Ridge 2 $1,574,500 165
Winter Garden Avalon Woods 37 $825,593 156
Winter Garden Bay St Park 1 $239,900 3
Winter Garden Belle Meade-ph I B D & G 1 $529,900 41
Winter Garden Black Lake Park 3 $819,333 39
Winter Garden Block Q Summerlake Pd 1 $735,000 175
Winter Garden Borders & Woosley 1 $400,000 130
Winter Garden Bradford Creek 2 $936,000 70
Winter Garden Bradford Crk 1 $640,000 168
Winter Garden Bradford Crk-ph Ii 1 $1,060,000 7
Winter Garden Brandy Creek 1 $450,000 20
Winter Garden Bronsons Landing 1 $825,000 9
Winter Garden Bronsons Lndgs F & M 2 $1,099,495 161
Winter Garden Burchshire 2 $674,500 31
Winter Garden Cambridge Crossing 2 $707,500 117
Winter Garden Canopy Oaks 1 $1,499,900 3
Winter Garden Carriage Pointe 1 $650,000 12
Winter Garden Carriage Pointe A-i & L 2 $792,500 93
Winter Garden Cooper & Sewell 3 $1,388,300 34
Winter Garden Country Lakes 1 $969,000 206
Winter Garden Covington Chase 1 $800,000 102
Winter Garden Covington Park 1 $790,000 193
Winter Garden Covington Park A B D E F G & J 1 $585,000 79
Winter Garden Crown Point Springs 1 $449,500 54
Winter Garden Crown Point Town 1 $1,150,000 15
Winter Garden Cypress Reserve 1 $629,900 13
Winter Garden Daniels Landing 1 $307,000 125
Winter Garden Daniels Lndg A-j 1 $325,000 139
Winter Garden Deer Island 1 $1,495,000 50
Winter Garden Deerfield Place A-g 1 $620,000 13
Winter Garden Del Webb Oasis 12 $682,385 61
Winter Garden East Garden Manor 3 $661,333 97
Winter Garden Edgewater Beach 2 $475,000 116
Winter Garden Emerald Ridge 1 $735,000 39
Winter Garden Enclave/hamlin 2 $621,450 22
Winter Garden Encore At Ovation 5 $560,598 114
Winter Garden Encore At Ovation-ph 3 1 $715,000 362
Winter Garden Encore/ovation 6 $648,417 59
Winter Garden Encore/ovation-ph 3 1 $879,900 158
Winter Garden Esplanade At Mckinnon Groves 14 $644,034 92
Winter Garden Estates At Lakeview Preserve 1 $899,000 40
Winter Garden Ests/lakeview Preserve 3 $1,026,333 136
Winter Garden Fries Winter Garden 1 $2,999,000 571
Winter Garden Fullers Crossing 1 $485,000 236
Winter Garden Fullers Lndg B 2 $510,000 12
Winter Garden Fullers Oak 1 $839,000 55
Winter Garden Garden Heights 1 $589,900 33
Winter Garden Garden West 1 $1,699,000 18
Winter Garden Glenview Estates 1st 2 $495,000 29
Winter Garden Glynwood 51 32 1 $835,000 141
Winter Garden Glynwood Ii 2 $839,000 53
Winter Garden Grova Residence & Spa Hotel Condo 3 1 $480,000 148
Winter Garden Grove Pk/stone Crest A-e 1 $599,000 111
Winter Garden Grove Residence & Spa Hotel 1 $359,000 529
Winter Garden Grove Residence & Spa Hotel Condo 1 1 $169,000 292
Winter Garden Grove Residence & Spa Hotel Condo 2 2 $277,450 147
Winter Garden Grove Residence & Spa Hotel Condo 3 12 $249,683 172
Winter Garden Grove Residence & Spa Hotel Condo I 4 $273,975 240
Winter Garden Grove Residence & Spa Hotel Condo Ii 13 $243,369 204
Winter Garden Grove Residence & Spa Hotel Condo Il 1 $174,900 76
Winter Garden Grove Residence & Spa Hotel Condo Li 2 $181,950 80
Winter Garden Grove Resort 7 $286,620 474
Winter Garden Grove Resort & Spa 1 $239,000 83
Winter Garden Grove Resort & Spa Hotel Condo 3 1 $245,000 48
Winter Garden Grove Resort & Spa Hotel Condo I 1 $275,000 251
Winter Garden Grove Resort & Spa Hotel Condo Iv 1 $150,000 404
Winter Garden Grove Resort & Spa Hotel Condominium 2 $164,975 143
Winter Garden Grove Resort And Spa 2 $255,250 184
Winter Garden Grove Resort And Spa Condominium 2 1 $195,000 253
Winter Garden Grove Resort And Spa Hote Condominium 3 1 $350,000 193
Winter Garden Grove Resort And Spa Hotel 1 $325,000 1083
Winter Garden Grove Resort And Spa Hotel Condo 1 $215,000 209
Winter Garden Grove Resort And Spa Hotel Condo 1 6 $249,333 222
Winter Garden Grove Resort And Spa Hotel Condo 2 2 $217,000 33
Winter Garden Grove Resort And Spa Hotel Condomimium Building 2 1 $215,000 234
Winter Garden Grove Resort And Spa Hotel Condominium 11 $247,073 248
Winter Garden Grove Resort And Spa Hotel Condominium 1 6 $312,998 331
Winter Garden Grove Resort And Spa Hotel Condominium 2 1 $274,900 424
Winter Garden Grove Resort And Spa Hotel Condominium 22019039615 1 $205,000 68
Winter Garden Grove Resort And Spa Hotel Condominium 3 3 $318,330 236
Winter Garden Grove Resort And Spa Hotel Condominium Ii 1 $325,000 189
Winter Garden Grove Resort And Water Park 1 $304,000 333
Winter Garden Grove Resort And Waterpark 1 $225,000 235
Winter Garden Grove/oakland 1 $2,210,000 181
Winter Garden Grovehurst A-d 1 $575,000 117
Winter Garden Hamilton Gardens 3 $416,000 156
Winter Garden Hamlin Meadows 4 $458,799 81
Winter Garden Hamlin Meadows At Hamlin 54 $692,879 187
Winter Garden Hamlin Pointe 1 $570,000 104
Winter Garden Hamlin Rdg 1 $449,999 130
Winter Garden Hamlin Reserve 5 $660,780 86
Winter Garden Hamlin Southwest 1 $18,900,000 245
Winter Garden Harvest At Ovation 14 $642,267 73
Winter Garden Harvest/ovation 6 $662,167 113
Winter Garden Hawksmoor 4 $807,475 128
Winter Garden Hawksmoor-ph 1 5 $528,580 114
Winter Garden Hawksmoor-phase 1 1 $1,325,000 67
Winter Garden Heritage/plant Street 1 $710,000 41
Winter Garden Hickory Hammock 5 $965,580 76
Winter Garden Hickory Lake Estates 1 $639,000 98
Winter Garden Highland Rdg 6 $507,983 86
Winter Garden Highland Ridge 3 $518,967 71
Winter Garden Highland Ridge Phase 2 1 $493,000 5
Winter Garden Highlands/summerlake Grove 1 $730,000 302
Winter Garden Highlands/summerlake Grvs 7 $840,114 95
Winter Garden Hillcrest 1 $389,000 46
Winter Garden Horizon Isle 4 $718,225 69
Winter Garden Horizon Oaks 1 $275,000 22
Winter Garden Hull Island/oakland 1 $1,699,000 131
Winter Garden Independence / Signature Lakes 1 $575,000 11
Winter Garden Island Pointe 1 $572,000 33
Winter Garden Isles/lk Hancock 1 $2,300,000 10
Winter Garden J L Dillard 2 $1,099,500 202
Winter Garden J W Jones 1 $295,000 21
Winter Garden Joe Louis Park 1 $260,000 75
Winter Garden Joe Louis Park First 1 $289,000 150
Winter Garden Johns Lake Pointe 1 $699,900 136
Winter Garden Johns Lake Pointe A & S 1 $865,000 1115
Winter Garden Kenny Court 1 $350,000 18
Winter Garden Lake Apopka Sound 2 $897,500 62
Winter Garden Lake Avalon Groves Rep 3 $1,475,000 414
Winter Garden Lake Cove Pointe 46/58 2 $887,494 55
Winter Garden Lake Forest 1 $825,000 165
Winter Garden Lake Hancock Preserve 4 $578,225 70
Winter Garden Lake Roberts Lndg E 2 $1,300,000 100
Winter Garden Lake Star At Ovation 8 $908,741 97
Winter Garden Lake Star/ovation 1 $1,575,900 177
Winter Garden Lakeshore Preserve 25 $1,196,488 108
Winter Garden Lakeview Pointe/horizon West 1 $599,000 68
Winter Garden Lakeview Pointe/horizon West P 3 $853,333 62
Winter Garden Lakeview Preserve 6 $923,000 60
Winter Garden Lakeview Reserve 1 $1,675,000 173
Winter Garden Lakeview Reserve 46/149 3 $849,000 29
Winter Garden Lakeview Village Estates 7 $827,539 58
Winter Garden Latham Park North 2 $657,000 119
Winter Garden Latham Park South 1 $685,000 96
Winter Garden Loveless J S 3 $209,633 185
Winter Garden M C Britt 1 $479,900 84
Winter Garden Magnolia Wood Fifth 1 $579,000 33
Winter Garden Magnolia Wood Third 1 $520,000 19
Winter Garden Magnolia Woods 1 $579,000 33
Winter Garden Mary Jean 1 $109,000 384
Winter Garden Mcallister Lndg 2 $724,000 23
Winter Garden Mezzano 2 $472,000 114
Winter Garden Mezzano Townhomes 1 $455,000 60
Winter Garden Mt Park Orange Grove 1 $625,000 271
Winter Garden None 5 $1,956,980 217
Winter Garden Northlake At Ovation 15 $838,308 79
Winter Garden Northlake/ovation 4 $930,998 148
Winter Garden Oak Park At Winter Garden 1 $445,000 90
Winter Garden Oakland Hills 1 $1,899,999 42
Winter Garden Oakland Park 9 $917,167 87
Winter Garden Oakland Parka 2 $2,060,000 45
Winter Garden Oakland Parka F1 & F2 1 $899,000 33
Winter Garden Oakland Trails 1 $640,000 68
Winter Garden Orange Cove 2 $444,450 53
Winter Garden Orchard A1-a26 B1 B2 C D1-d4 1 $350,000 88
Winter Garden Orchard Hills 8 $709,974 88
Winter Garden Orchard Pk/stillwater Xing 2 $729,990 37
Winter Garden Osprey Ranch 13 $674,526 112
Winter Garden Osprey Ranch-ph 1 3 $596,255 157
Winter Garden Overlook 2/hamlin 2 $575,000 214
Winter Garden Overstreet Crate 6 $710,833 428
Winter Garden Oxford Chase 3 $931,000 61
Winter Garden Palisades 3 $231,000 308
Winter Garden Panther View 4 $785,750 63
Winter Garden Park Ave Estates 1 $325,000 154
Winter Garden Park Place At Winter Garden 2 $876,500 143
Winter Garden Park Place/winter Garden 3 $824,333 141
Winter Garden Parkview At Hamlin 10 $497,535 81
Winter Garden Ravenna 2 $404,950 60
Winter Garden Regal Pointe 1 $389,990 95
Winter Garden Regency Oaks F 1 $575,000 201
Winter Garden Rep Pt Pleasant Park 1 $518,000 12
Winter Garden Roper Reserve 1 $719,900 169
Winter Garden Sanctuary/twin Waters 3 $1,261,633 80
Winter Garden Serenade At Ovation 16 $563,618 65
Winter Garden Serenade/ovation 1 $498,900 11
Winter Garden Shorefront Cove At Horizon West 1 $2,985,000 88
Winter Garden Signature Lakes 15 $806,520 86
Winter Garden Signature Lakes - 1 $399,900 11
Winter Garden Signature Lakes Independence 1 $2,400,000 92
Winter Garden Signature Lakes Parcel 1b 1 $332,500 53
Winter Garden Signature Lakes, Independence 2 $482,450 12
Winter Garden Signature Lks-pcl 01d 4 $962,000 46
Winter Garden Silverleaf Oaks 10 $483,950 58
Winter Garden Silverleaf Oaks/hamlin 1 $925,000 18
Winter Garden Silverleaf Reserve 2 $707,000 192
Winter Garden Silverleaf Reserve/hamlin 6 $866,983 123
Winter Garden Southern Pines 1 $290,000 112
Winter Garden Southern Pines Condo 10 $250,580 124
Winter Garden Stanton Estates 1 $1,395,000 28
Winter Garden Stone Creek 1 $429,000 21
Winter Garden Stone Crk 2 $392,400 51
Winter Garden Stone Crk A-1 & A-2 2 $417,450 47
Winter Garden Stoneybrook West 6 $547,150 95
Winter Garden Stoneybrook West 44/134 1 $749,000 22
Winter Garden Stoneybrook West 47/78 1 $439,000 194
Winter Garden Stoneybrook West D 4 $542,200 58
Winter Garden Stoneybrook West I 3 $365,600 70
Winter Garden Stoneybrook West Ut 4`` 1 $859,000 67
Winter Garden Storey Grove 19 $499,619 147
Winter Garden Storey Grv 1 $445,000 89
Winter Garden Suburban Shores 1 $245,000 216
Winter Garden Summerlake 2 $603,900 185
Winter Garden Summerlake Grvs 2 $452,400 102
Winter Garden Summerlake Pd 16 $1,048,343 85
Winter Garden Summerlake Reserve 1 $989,000 480
Winter Garden Sunset Lakes 1 $3,799,000 173
Winter Garden Teacup Spgs Cove 1 $857,000 141
Winter Garden The Grove Resort 3 $295,000 489
Winter Garden The Grove Resort And Spa 2 $172,500 146
Winter Garden The Harbor 1 $579,000 31
Winter Garden Tilden Place 1 $789,000 237
Winter Garden Tilden Place/winter Garden 2 $802,000 142
Winter Garden Townhomes Winter Garden 3 $222,666 110
Winter Garden Tribute/ovation 1 $455,000 8
Winter Garden Tucker Oaks 3 $318,300 153
Winter Garden Tucker Oaks Condo 1 $299,900 19
Winter Garden Tuscany 2 $574,500 38
Winter Garden Twin City Dev Co 4 $398,250 73
Winter Garden Twinwaters 4 $965,998 121
Winter Garden Valencia Shores 1 $665,000 68
Winter Garden Verde Park 2 $862,500 77
Winter Garden Village Grove 1 $165,000 39
Winter Garden Villas/tucker Oaks 2 $381,950 55
Winter Garden Vinings 1 $535,000 75
Winter Garden Walkers Grove Twnhms 1 $460,000 41
Winter Garden Water Mark 1 $550,000 33
Winter Garden Waterleigh 84 $660,690 103
Winter Garden Watermark 28 $695,543 121
Winter Garden Watermark At Horizon West 1 $475,000 23
Winter Garden Waterside 1 $535,000 41
Winter Garden Waterside On Johns Lake 1 $2,575,000 13
Winter Garden Waterside On Johns Lake - 1 $519,900 25
Winter Garden Waterside/johns Lake 3 $779,963 64
Winter Garden Waterside/johns Lk-ph 1 1 $1,298,000 54
Winter Garden Waterside/johns Lk-ph 2a 1 $719,999 55
Winter Garden Waterside/johns Lk-ph 2b 1 $689,900 11
Winter Garden West Lake Hancock Estates 2 $1,620,000 61
Winter Garden Westfield Lakes 1 $729,000 33
Winter Garden Westhaven At Ovation 24 $601,011 183
Winter Garden Westhaven/ovation 3 $489,267 97
Winter Garden Westlake Manor 1st 2 $667,500 17
Winter Garden Westside Townhomes 1 $230,000 54
Winter Garden Westside Twnhms 1 $189,000 32
Winter Garden Wincey Grvs 2 $1,012,450 44
Winter Garden Winding Bay 6 $644,833 70
Winter Garden Windtree Gardens 1 $188,000 102
Winter Garden Windtree Gardens Condo 3 $203,967 161
Winter Garden Windward Cay 1 $829,500 33
Winter Garden Windward Cay 48 125 1 $800,000 26
Winter Garden Winter Garden Executive Centre 1 $749,000 154
Winter Garden Winter Garden Manor 1 $850,000 8
Winter Garden Winter Garden Shores 1 $774,900 75
Winter Garden Winter Garden Shores First 1 $985,000 151
Winter Garden Winter Garden Shores Rep 4 $763,375 120
Winter Garden Winter Gdn Manor 1 $850,000 8
Winter Garden Winter Grove 4 $893,130 133
Winter Garden Winter Grv 1 $1,600,000 166
Winter Garden Winter Oaks 1 $680,000 39
Winter Garden Wintermere Harbor 4 $709,475 61
Winter Garden Wintermere Pointe 2 $777,500 63
Winter Garden Wnding Bay 1 $899,000 42
Winter Garden Woodbridge On Green 1 $599,000 224
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 11/03/2026. The listing information on this page last changed on 11/03/2026. 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 11/03/2026 12:00:02 AM EST) or GAMLS (last updated Mon 11/02/2026 11:15:11 PM EST) or Stellar MLS (last updated Mon 11/02/2026 11:55:37 PM EST) or SPC MLS (last updated Mon 11/02/2026 11:20:23 PM EST) or Martin MLS (last updated Mon 11/02/2026 11:38:29 PM EST) or Indian River MLS (last updated Mon 11/02/2026 11:30:11 PM EST) or Daytona MLS (last updated Mon 11/02/2026 11:36:46 PM EST) or Northeast Florida MLS (last updated Mon 11/02/2026 11:58:56 PM EST) or Beaches MLS (last updated Mon 11/02/2026 11:56:29 PM EST) or BORMLS (last updated Mon 11/02/2026 11:15:57 PM EST) or Scout MLS (Golden Isles) (last updated Mon 11/02/2026 7:06:08 AM EST) or Amelia/Nassau MLS (last updated Mon 11/02/2026 11:25:23 PM EST) or Dixie Gilchrist Levy MLS (last updated Mon 11/02/2026 11:42:19 PM EST) or NFLMLS (last updated Mon 11/02/2026 9:05:02 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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