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Mitchel Robertson
REALTOR®, Agent

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 $160,000 491
Winter Garden 0000 1 $500,000 847
Winter Garden 30 North Park 2 $1,447,000 89
Winter Garden Acreage 1 $165,000 74
Winter Garden Acreage & Unrec 3 $1,833,300 239
Winter Garden Alexander Rdg 3 $551,633 59
Winter Garden Alexander Ridge 1 $565,000 64
Winter Garden Amberleigh 1 $615,000 155
Winter Garden Arrowhead Lakes 3 $606,000 233
Winter Garden Avalon Cove 3 $1,968,300 73
Winter Garden Avalon Hills 1 $1,299,000 723
Winter Garden Avalon Rdg 2 $1,845,000 71
Winter Garden Avalon Reserve Village 1 1 $800,000 35
Winter Garden Avalon Ridge 1 $1,150,000 98
Winter Garden Avalon Woods 70 $840,097 129
Winter Garden Bay Isle 48 17 2 $1,047,500 46
Winter Garden Bay St Park 2 $240,000 47
Winter Garden Belle Meade 3 $751,333 20
Winter Garden Black Lake Park 3 $545,333 100
Winter Garden Black Lake Preserve 3 $701,300 133
Winter Garden Block Q Summerlake Pd 1 $765,900 38
Winter Garden Bradford Creek 2 $737,450 5
Winter Garden Bradford Crk 2 $692,500 131
Winter Garden Brandy Creek 1 $474,900 46
Winter Garden Bray J W F 1 $639,000 168
Winter Garden Bronsons Lndgs F & M 1 $1,700,000 109
Winter Garden Burchshire 1 $699,000 105
Winter Garden Cambridge Crossing 1 $875,000 58
Winter Garden Canopy Oaks 2 $1,182,000 85
Winter Garden Chapin Station 1 $515,000 1
Winter Garden Citrus Cove 1 $699,500 49
Winter Garden Cooper & Sewell 1 $1,395,000 41
Winter Garden Country Lakes 1 $1,175,000 51
Winter Garden Covington Chase 2 $502,000 12
Winter Garden Covington Park 1 $815,000 56
Winter Garden Covington Park A B D E F G & J 1 $515,000 36
Winter Garden Crown Point Spgs 3 $488,967 17
Winter Garden Crown Point Springs 1 $539,999 24
Winter Garden Crown Point Springs Ut 2 1 $410,000 52
Winter Garden Cypress Reserve 7 $945,514 62
Winter Garden Daniels Crossing 2 $382,500 52
Winter Garden Daniels Landing A-j 1 $310,500 99
Winter Garden Daniels Lndg A-j 2 $342,500 18
Winter Garden Deerfield Place 57/1 1 $599,000 21
Winter Garden Deerfield Place A-g 1 $500,000 19
Winter Garden Del Webb Oasis 12 $757,166 94
Winter Garden East Garden Manor 1 $339,900 66
Winter Garden Ellman Park 1 $549,900 32
Winter Garden Emerald Rdg H 1 $455,000 23
Winter Garden Emerald Ridge 1 $675,000 79
Winter Garden Enclave At Hamlin 1 $575,000 109
Winter Garden Encore At Ovation 4 $688,747 48
Winter Garden Encore At Ovation-ph 3 1 $715,000 225
Winter Garden Encore/ovation 5 $681,400 53
Winter Garden Encore/ovation-ph 3 2 $729,950 36
Winter Garden Esplanade At Mckinnon Groves 8 $626,725 39
Winter Garden Estates/lakeview Preserve 1 $749,000 14
Winter Garden Ests/lakeview Preserve 2 $969,450 39
Winter Garden Foxcrest A-n & P 1 $869,990 60
Winter Garden Fries Winter Garden 2 $1,899,500 218
Winter Garden Fullers Crossing 1 $520,000 99
Winter Garden Fullers Landing 1 $750,000 37
Winter Garden Fullers Xing 1 $529,990 52
Winter Garden G T Smith 1 $1,725,000 2
Winter Garden Garden Heights 1 $549,900 136
Winter Garden Garden West 1 $1,275,000 46
Winter Garden Glynwood 51 32 1 $850,000 4
Winter Garden Grova Residence & Spa Hotel Condo 3 1 $480,000 11
Winter Garden Grove Res & Spa Hotel Condo 3 1 $290,000 329
Winter Garden Grove Res & Spa Hotel Condo Iv 1 $345,000 383
Winter Garden Grove Residence & Spa Hotel 1 $359,000 392
Winter Garden Grove Residence & Spa Hotel Condo 3 $246,000 180
Winter Garden Grove Residence & Spa Hotel Condo 1 1 $189,000 155
Winter Garden Grove Residence & Spa Hotel Condo 2 1 $299,900 107
Winter Garden Grove Residence & Spa Hotel Condo 3 10 $275,740 205
Winter Garden Grove Residence & Spa Hotel Condo I 6 $284,983 195
Winter Garden Grove Residence & Spa Hotel Condo Ii 18 $256,350 162
Winter Garden Grove Residence & Spa Hotel Condo Il 2 $280,000 396
Winter Garden Grove Residence Y Spa Hotel Condo Ii 1 $215,000 400
Winter Garden Grove Resort 7 $307,334 419
Winter Garden Grove Resort & Spa Hotel Condo I 1 $300,000 114
Winter Garden Grove Resort & Spa Hotel Condo Iv 1 $150,000 267
Winter Garden Grove Resort & Spa Hotel Condominium 1 $179,950 93
Winter Garden Grove Resort And Spa 3 $240,133 120
Winter Garden Grove Resort And Spa Condominium 2 1 $287,990 116
Winter Garden Grove Resort And Spa Hote Condominium 3 1 $350,000 56
Winter Garden Grove Resort And Spa Hotel 1 $332,500 946
Winter Garden Grove Resort And Spa Hotel Condo 1 $230,000 72
Winter Garden Grove Resort And Spa Hotel Condo 1 4 $324,500 199
Winter Garden Grove Resort And Spa Hotel Condo 3 1 $349,900 60
Winter Garden Grove Resort And Spa Hotel Condo Ii 1 $175,000 137
Winter Garden Grove Resort And Spa Hotel Condomimium Building 2 1 $275,000 97
Winter Garden Grove Resort And Spa Hotel Condominium 11 $272,568 209
Winter Garden Grove Resort And Spa Hotel Condominium 1 7 $342,584 399
Winter Garden Grove Resort And Spa Hotel Condominium 2 1 $289,500 287
Winter Garden Grove Resort And Spa Hotel Condominium 3 6 $309,332 500
Winter Garden Grove Resort And Spa Hotel Condominium Ii 1 $325,000 52
Winter Garden Grove Resort And Spa Hotel Condominium U 1 $190,000 135
Winter Garden Grove Resort And Water Park 1 $304,000 196
Winter Garden Grove Resort And Waterpark 1 $290,000 98
Winter Garden Grove Resort Hotel And Spa Hotel Condo 1 1 $389,900 403
Winter Garden Grove/oakland 2 $2,392,500 26
Winter Garden Grovehurst A-d 2 $552,500 76
Winter Garden Hamilton Gardens 4 $479,500 118
Winter Garden Hamlin Meadows 6 $475,803 51
Winter Garden Hamlin Meadows At Hamlin 62 $700,342 70
Winter Garden Hamlin Pointe 1 $525,000 106
Winter Garden Hamlin Reserve 8 $529,475 40
Winter Garden Hamlin Ridge 1 $460,000 77
Winter Garden Hamlin Southwest 1 $18,900,000 108
Winter Garden Harvest At Ovation 16 $683,177 80
Winter Garden Harvest/ovation 6 $692,667 25
Winter Garden Hawksmoor 7 $623,413 103
Winter Garden Hawksmoor-ph 1 4 $616,100 129
Winter Garden Hawksmoor-ph 3 1 $435,000 114
Winter Garden Heritage/plant Street 2 $622,495 76
Winter Garden Hickory Hammock 5 $774,778 58
Winter Garden Highland Rdg 5 $497,380 57
Winter Garden Highland Ridge 1 $659,000 67
Winter Garden Highlands/summerlake 1 $399,900 202
Winter Garden Highlands/summerlake Grove 2 $697,500 120
Winter Garden Highlands/summerlake Grvs 11 $857,264 85
Winter Garden Hillcrest 1 $399,999 610
Winter Garden Horizon Isle 2 $754,500 58
Winter Garden Hull Island/oakland 1 $679,000 1
Winter Garden Island Pointe 3 $608,333 41
Winter Garden Isles Lake Hancock 1 $3,330,000 51
Winter Garden Isles Of Lake Hancock 2 $2,987,500 75
Winter Garden J L Dillard 1 $1,499,999 242
Winter Garden Joe Louis Park First 1 $295,000 13
Winter Garden John Lake Pointe 1 $598,000 16
Winter Garden Johns Cove 43/104 1 $1,799,000 14
Winter Garden Johns Lake Pointe 3 $941,330 47
Winter Garden Johns Lake Pointe A & S 4 $751,223 320
Winter Garden K Hovnanian Winding Bay Preserve 1 $445,000 430
Winter Garden Lake Apopka Sound 1 $475,000 24
Winter Garden Lake Avalon Groves 1 $2,750,000 521
Winter Garden Lake Avalon Groves Rep 7 $2,191,714 252
Winter Garden Lake Avalon Heights 3 $782,933 45
Winter Garden Lake Cove Pointe 1 $875,000 7
Winter Garden Lake Cove Pointe 46/58 1 $1,200,000 18
Winter Garden Lake Forest 1 $825,000 28
Winter Garden Lake Hancock Preserve 3 $596,633 134
Winter Garden Lake Highlands 23-22-26 1 $875,000 42
Winter Garden Lake Johns Shores 1 $1,200,000 30
Winter Garden Lake Roberts Lndg E 1 $1,200,000 8
Winter Garden Lake Star At Ovation 4 $948,743 51
Winter Garden Lake Star/ovation 1 $1,790,000 40
Winter Garden Lakeshore Preserve 23 $1,160,417 75
Winter Garden Lakeside At Hamlin 1 $635,000 43
Winter Garden Lakeside/hamlin 2 $683,450 83
Winter Garden Lakeside/hamlin 60 1 $1,100,000 0
Winter Garden Lakeview Pointe At Horizon West 1 $438,100 27
Winter Garden Lakeview Pointe/horizon West P 2 $492,500 22
Winter Garden Lakeview Preserve 7 $682,414 73
Winter Garden Lakeview Reserve 2 $1,137,500 28
Winter Garden Lakeview Reserve 46/149 3 $1,189,833 107
Winter Garden Lakeview Village Estates 4 $951,428 10
Winter Garden Latham Park North 2 $600,000 99
Winter Garden Latham Park South 2 $1,033,900 22
Winter Garden Longleaf/oakland Rep 1 $379,900 20
Winter Garden Loveless J S 3 $219,667 228
Winter Garden Magnolia Wood Fifth 2 $499,000 36
Winter Garden Mary Jean 1 $119,000 247
Winter Garden Mcallister Lndg 1 $1,399,000 63
Winter Garden Mezzano 6 $477,733 132
Winter Garden Mt Park Orange Grove 2 $975,000 102
Winter Garden None 7 $1,612,143 533
Winter Garden Northlake At Ovation 8 $813,096 57
Winter Garden Northlake/ovation 5 $890,400 133
Winter Garden Not On The List 2 $572,500 96
Winter Garden Oakland Park 11 $1,170,627 49
Winter Garden Oakland Park B-2 1 $1,765,000 138
Winter Garden Oakland Parka 1 $890,000 10
Winter Garden Oakland Parkb-1 2 $1,149,500 64
Winter Garden Oakland Trails 1 $520,000 23
Winter Garden Oakland Trls 1 $525,000 19
Winter Garden Oaks/brandy Lake 01 Rep A & B 3 $533,300 90
Winter Garden Oaks/brandy Lake O 1 $399,000 42
Winter Garden Orange Cove 1 $450,000 1
Winter Garden Orchard A1-a26 B1 B2 C D1-d4 2 $344,200 63
Winter Garden Orchard Hills 11 $711,995 32
Winter Garden Orchard Pk/stillwater Xing 3 $839,633 73
Winter Garden Osprey Ranch 19 $669,864 44
Winter Garden Osprey Ranch - 1 $355,000 95
Winter Garden Osprey Ranch-ph 1 3 $705,333 127
Winter Garden Ovation/westhaven 1 $515,000 130
Winter Garden Overlook 2/hamlin 7 $919,121 83
Winter Garden Overlook At Hamlin 2 $1,515,000 51
Winter Garden Overstreet Crate 6 $734,167 291
Winter Garden Palisades 3 $246,667 171
Winter Garden Panther View 1 $550,000 1
Winter Garden Panther View 40 1 $610,000 22
Winter Garden Park Ave Estates 3 $326,633 27
Winter Garden Park Place At Winter Garden 1 $900,000 49
Winter Garden Park Place/winter Garden 1 $834,000 154
Winter Garden Parkview At Hamlin 7 $491,955 86
Winter Garden Parkview/hamlin 2 $482,490 35
Winter Garden Ravenna 2 $615,000 13
Winter Garden Regal Pointe 1 $450,000 57
Winter Garden Regency Oaks F 1 $595,000 64
Winter Garden Rep Pt Pleasant Park 1 $500,000 25
Winter Garden Reserve/carriage Point 1 $749,900 51
Winter Garden Reserve/carriage Pointe 1 $765,000 85
Winter Garden Roper Reserve 2 $739,500 108
Winter Garden Sanctuary/twin Waters 2 $1,144,000 96
Winter Garden Serenade At Ovation 18 $587,139 40
Winter Garden Shadow Lawn L/125 Lot 9 Blk F 1 $335,000 35
Winter Garden Shorefront Cove 1 $2,999,990 268
Winter Garden Showalter Park 1 $465,000 56
Winter Garden Signature Lakes 16 $894,553 56
Winter Garden Signature Lakes Parcel 1d 1 $1,100,000 331
Winter Garden Signature Lakes Prcl 01c 1 $558,000 12
Winter Garden Signature Lakes, Independence 1 $479,999 98
Winter Garden Signature Lks-pcl 01d 6 $977,983 32
Winter Garden Silverleaf 1 $805,260 0
Winter Garden Silverleaf Oaks 8 $612,593 37
Winter Garden Silverleaf Oaks At Hamlin 1 $585,000 7
Winter Garden Silverleaf Reserve 2 $719,500 105
Winter Garden Silverleaf Reserve At Hamlin 2 $815,000 226
Winter Garden Silverleaf Reserve Bungalows 1 $540,000 71
Winter Garden Silverleaf Reserve/hamlin 5 $808,600 80
Winter Garden Siplin Heights 1 $129,900 668
Winter Garden Southern Pines Condo 11 $274,645 76
Winter Garden Southern Pines Condominium 1 $225,000 115
Winter Garden Stanton Estates 1 $1,149,950 106
Winter Garden Stone Creek 1 $389,000 17
Winter Garden Stone Creek 44/131 1 $477,000 17
Winter Garden Stone Crk 1 $435,000 64
Winter Garden Stoneybrook West 7 $641,243 52
Winter Garden Stoneybrook West 44/134 3 $693,167 48
Winter Garden Stoneybrook West 47/78 2 $482,495 35
Winter Garden Stoneybrook West I 1 $395,000 16
Winter Garden Stoneybrook West Ut 04 48 48 2 $727,450 104
Winter Garden Stoneybrook West Ut 04 Rep 49 121 1 $519,000 151
Winter Garden Storey Grove 15 $563,525 99
Winter Garden Suburban Shores 1 $245,000 79
Winter Garden Summerlake 2 $499,450 135
Winter Garden Summerlake Groves 1 $660,000 3
Winter Garden Summerlake Grvs 3 $611,300 67
Winter Garden Summerlake Pd 18 $709,488 95
Winter Garden Summerlake Pd Phases 2c 1 $505,000 288
Winter Garden Summerlake Reserve 3 $885,330 204
Winter Garden Sunset Lakes 2 $2,449,500 50
Winter Garden Teacup Spgs Cove 1 $898,000 4
Winter Garden The Grove Resort 3 $295,000 352
Winter Garden The Grove Resort And Spa 2 $195,000 72
Winter Garden Tilden Place/winter Garden 2 $817,495 200
Winter Garden Timbercreek Pines A B C & D 1 $555,000 29
Winter Garden Townhomes Of Winter Garden Condo 1 $199,900 189
Winter Garden Townhomes Winter Garden 3 $182,000 155
Winter Garden Traditions 1 $444,975 94
Winter Garden Troynelle By Lake Apopka 1 $252,000 252
Winter Garden Tucker Oaks 5 $1,221,300 234
Winter Garden Tucker Oaks Bldg 5 1 $347,500 86
Winter Garden Tuscany 1 $499,900 294
Winter Garden Twinwaters 6 $1,059,133 95
Winter Garden Twinwaters Homeowners' Association, Inc. 1 $1,399,900 137
Winter Garden Valley View 1 $1,400,000 30
Winter Garden Village Grove 1 $229,900 216
Winter Garden Villas/tucker Oaks 1 $350,000 14
Winter Garden Walkers Grove Twnhms 1 $465,000 148
Winter Garden Waterleigh 91 $682,452 116
Winter Garden Watermark 24 $697,254 102
Winter Garden Watermark Ph 2c 1 $499,900 10
Winter Garden Waterside 1 $850,000 22
Winter Garden Waterside 90's 1 $2,795,900 8
Winter Garden Waterside At Johns Lake 1 $678,000 16
Winter Garden Waterside On Johns Lake 1 $767,000 115
Winter Garden Waterside/johns Lake 5 $735,800 62
Winter Garden Waterside/johns Lk-ph 1 4 $1,303,475 54
Winter Garden Waterside/johns Lk-ph 2a 1 $534,900 51
Winter Garden West Lake Hancock Estates 2 $902,450 11
Winter Garden Westchester Place 2 $313,500 168
Winter Garden Westfield 03 1 $710,000 53
Winter Garden Westfield Lakes 4 $833,950 28
Winter Garden Westhaven At Ovation 26 $677,552 92
Winter Garden Westhaven/ovation 1 $479,900 49
Winter Garden Westside Townhomes 1 $215,000 11
Winter Garden Westside Twnhms 2 $227,000 40
Winter Garden Westside Twnhms-ph 05 A B & C 1 $279,900 70
Winter Garden Wincey Grvs 3 $849,967 106
Winter Garden Winding Bay 8 $665,750 117
Winter Garden Winding Bay Preserve 1 $429,000 464
Winter Garden Windtree Gardens 1 $202,900 248
Winter Garden Windtree Gardens Condo 7 $203,100 114
Winter Garden Windward Cay 48 125 1 $810,000 65
Winter Garden Winter Garden Executive Centre 1 $799,000 17
Winter Garden Winter Garden Shores First 1 $1,149,000 14
Winter Garden Winter Garden Shores Rep 2 $862,995 125
Winter Garden Winter Garden Trls 01-3 2 $479,450 14
Winter Garden Winter Grove 4 $1,061,848 72
Winter Garden Winter Grv 1 $1,600,000 29
Winter Garden Winter Oaks 1 $594,000 8
Winter Garden Wintermere Pointe 3 $678,267 60
Winter Garden Woodbridge On Green 2 $674,000 76
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 06/19/2026. The listing information on this page last changed on 06/19/2026. 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 Fri 06/19/2026 12:23:17 AM EST) or GAMLS (last updated Thu 06/18/2026 11:15:19 PM EST) or Stellar MLS (last updated Fri 06/19/2026 12:14:17 AM EST) or SPC MLS (last updated Thu 06/18/2026 11:21:10 PM EST) or Martin MLS (last updated Thu 06/18/2026 11:38:22 PM EST) or Indian River MLS (last updated Thu 06/18/2026 11:30:23 PM EST) or Daytona MLS (last updated Thu 06/18/2026 11:36:57 PM EST) or Northeast Florida MLS (last updated Fri 06/19/2026 12:19:09 AM EST) or Beaches MLS (last updated Fri 06/19/2026 12:17:38 AM EST) or BORMLS (last updated Thu 06/18/2026 11:16:09 PM EST) or Amelia/Nassau MLS (last updated Thu 06/18/2026 11:25:28 PM EST) or Dixie Gilchrist Levy MLS (last updated Thu 06/18/2026 11:42:28 PM EST) or NFLMLS (last updated Thu 06/18/2026 9:07:55 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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