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Lois Ann Cox, PA
REALTOR®, GRI, Gold Key Certification, LeadingRE Marketing Specialist, NHCB New Home Co Broke, REALTOR®, U.S. Military on the Move Certified Military Specialist

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 $160,000 506
Winter Garden 0000 1 $500,000 862
Winter Garden 30 North Park 2 $1,447,000 104
Winter Garden Acreage 1 $165,000 89
Winter Garden Acreage & Unrec 3 $1,833,300 254
Winter Garden Alexander Rdg 3 $541,667 59
Winter Garden Amberleigh 1 $615,000 170
Winter Garden Arrowhead Lakes 3 $607,667 227
Winter Garden Avalon Cove 3 $1,924,666 88
Winter Garden Avalon Hills 1 $1,299,000 738
Winter Garden Avalon Rdg 2 $1,845,000 86
Winter Garden Avalon Ridge 1 $1,150,000 113
Winter Garden Avalon Woods 65 $837,778 135
Winter Garden Bay Isle 48 17 2 $1,047,500 61
Winter Garden Bay St Park 1 $255,000 18
Winter Garden Belle Meade 3 $751,333 35
Winter Garden Belle Meade-ph I B D & G 1 $709,900 3
Winter Garden Black Lake Park 3 $607,000 61
Winter Garden Black Lake Preserve 3 $701,300 148
Winter Garden Block Q Summerlake Pd 1 $765,900 53
Winter Garden Borders & Woosley 1 $450,000 8
Winter Garden Boyd-lutz 1 $2,349,000 8
Winter Garden Bradford Creek 3 $858,300 18
Winter Garden Bradford Crk 2 $692,500 146
Winter Garden Bray J W F 1 $550,000 183
Winter Garden Bronsons Lndgs F & M 1 $1,700,000 124
Winter Garden Cambridge Crossing 1 $875,000 73
Winter Garden Canopy Oaks 1 $1,225,000 86
Winter Garden Carriage Pointe A-i & L 2 $662,450 7
Winter Garden Chapin Station 1 $515,000 16
Winter Garden Citrus Cove 1 $699,500 64
Winter Garden Cooper & Sewell 1 $1,395,000 56
Winter Garden Country Lakes 2 $1,085,988 75
Winter Garden Covington Chase 1 $459,000 24
Winter Garden Covington Park 1 $815,000 71
Winter Garden Covington Park A B D E F G & J 1 $515,000 51
Winter Garden Crown Point Spgs 3 $485,300 32
Winter Garden Crown Point Springs 1 $539,999 39
Winter Garden Crown Point Springs Ut 2 1 $410,000 67
Winter Garden Cypress Reserve 7 $938,371 77
Winter Garden Daniels Crossing 1 $390,000 92
Winter Garden Daniels Landing 1 $316,000 3
Winter Garden Daniels Lndg A-j 2 $342,500 33
Winter Garden Deerfield Place 57/1 1 $599,000 36
Winter Garden Deerfield Place A-g 1 $498,995 34
Winter Garden Del Webb Oasis 12 $773,000 81
Winter Garden East Garden Manor 2 $619,950 45
Winter Garden Edgewater Beach 1 $525,000 11
Winter Garden Ellman Park 1 $549,900 47
Winter Garden Emerald Rdg H 1 $455,000 38
Winter Garden Emerald Ridge 1 $675,000 94
Winter Garden Enclave At Hamlin 1 $575,000 124
Winter Garden Encore At Ovation 5 $685,996 52
Winter Garden Encore At Ovation-ph 3 1 $715,000 240
Winter Garden Encore/ovation 5 $681,400 68
Winter Garden Encore/ovation-ph 3 2 $729,950 51
Winter Garden Esplanade At Mckinnon Groves 8 $626,725 54
Winter Garden Ests/lakeview Preserve 2 $969,450 54
Winter Garden Fries Winter Garden 2 $1,899,500 233
Winter Garden Fullers Crossing 1 $515,000 114
Winter Garden Fullers Landing 1 $649,000 52
Winter Garden G T Smith 1 $1,725,000 17
Winter Garden Garden West 1 $1,275,000 61
Winter Garden Glynwood 51 32 1 $850,000 19
Winter Garden Grova Residence & Spa Hotel Condo 3 1 $480,000 26
Winter Garden Grove Res & Spa Hotel Condo Iv 1 $345,000 398
Winter Garden Grove Residence & Spa Hotel 1 $359,000 407
Winter Garden Grove Residence & Spa Hotel Condo 4 $269,750 149
Winter Garden Grove Residence & Spa Hotel Condo 1 1 $185,000 170
Winter Garden Grove Residence & Spa Hotel Condo 2 1 $299,900 122
Winter Garden Grove Residence & Spa Hotel Condo 3 10 $258,040 170
Winter Garden Grove Residence & Spa Hotel Condo I 5 $283,980 179
Winter Garden Grove Residence & Spa Hotel Condo Ii 18 $254,961 177
Winter Garden Grove Residence & Spa Hotel Condo Il 2 $280,000 411
Winter Garden Grove Resort 7 $307,334 434
Winter Garden Grove Resort & Spa Hotel Condo I 1 $300,000 129
Winter Garden Grove Resort & Spa Hotel Condo Iv 1 $150,000 282
Winter Garden Grove Resort & Spa Hotel Condominium 1 $179,950 108
Winter Garden Grove Resort And Spa 2 $255,250 62
Winter Garden Grove Resort And Spa Condominium 2 1 $249,990 131
Winter Garden Grove Resort And Spa Hote Condominium 3 1 $350,000 71
Winter Garden Grove Resort And Spa Hotel 1 $332,500 961
Winter Garden Grove Resort And Spa Hotel Condo 1 $230,000 87
Winter Garden Grove Resort And Spa Hotel Condo 1 5 $306,600 185
Winter Garden Grove Resort And Spa Hotel Condo 3 1 $349,900 75
Winter Garden Grove Resort And Spa Hotel Condo Ii 1 $175,000 152
Winter Garden Grove Resort And Spa Hotel Condomimium Building 2 1 $275,000 112
Winter Garden Grove Resort And Spa Hotel Condominium 10 $269,235 223
Winter Garden Grove Resort And Spa Hotel Condominium 1 6 $344,848 459
Winter Garden Grove Resort And Spa Hotel Condominium 2 1 $289,500 302
Winter Garden Grove Resort And Spa Hotel Condominium 3 6 $309,332 515
Winter Garden Grove Resort And Spa Hotel Condominium Ii 1 $325,000 67
Winter Garden Grove Resort And Water Park 1 $304,000 211
Winter Garden Grove Resort And Waterpark 1 $290,000 113
Winter Garden Grove/oakland 3 $2,466,773 28
Winter Garden Grovehurst A-d 2 $552,500 91
Winter Garden Hamilton Gardens 4 $475,475 133
Winter Garden Hamlin Meadows 7 $473,748 58
Winter Garden Hamlin Meadows At Hamlin 61 $695,619 83
Winter Garden Hamlin Rdg 1 $455,900 8
Winter Garden Hamlin Reserve 4 $599,500 39
Winter Garden Hamlin Southwest 1 $18,900,000 123
Winter Garden Harvest At Ovation 11 $700,078 85
Winter Garden Harvest/ovation 6 $660,167 27
Winter Garden Hawksmoor 6 $619,980 119
Winter Garden Hawksmoor-ph 1 4 $616,100 144
Winter Garden Hawksmoor-ph 3 1 $435,000 129
Winter Garden Heritage/plant Street 1 $745,000 54
Winter Garden Hickory Hammock 6 $734,133 21
Winter Garden Highland Rdg 7 $500,271 55
Winter Garden Highland Ridge 2 $573,950 80
Winter Garden Highlands/summerlake 1 $399,900 217
Winter Garden Highlands/summerlake Grove 2 $702,450 135
Winter Garden Highlands/summerlake Grvs 10 $845,280 64
Winter Garden Horizon Isle 2 $754,500 73
Winter Garden Hull Island/oakland 2 $1,214,000 13
Winter Garden Island Pointe 3 $608,333 56
Winter Garden Isles Lake Hancock 1 $3,330,000 66
Winter Garden Isles Of Lake Hancock 1 $1,075,000 151
Winter Garden J L Dillard 1 $1,499,999 257
Winter Garden Joe Louis Park First 1 $295,000 28
Winter Garden Joe Louis Park Q162 1 $434,000 2
Winter Garden John Lake Pointe 1 $598,000 31
Winter Garden Johns Cove 43/104 2 $1,437,000 22
Winter Garden Johns Lake Pointe 4 $888,248 50
Winter Garden Johns Lake Pointe A & S 3 $776,633 407
Winter Garden K Hovnanian Winding Bay Preserve 1 $445,000 445
Winter Garden Lake Apopka Sound 1 $449,000 39
Winter Garden Lake Avalon Groves 1 $2,500,000 536
Winter Garden Lake Avalon Groves Rep 6 $2,205,333 290
Winter Garden Lake Avalon Heights 2 $699,400 41
Winter Garden Lake Avalon Rural Settlement 1 $950,000 15
Winter Garden Lake Cove Pointe 2 $927,500 28
Winter Garden Lake Forest 1 $825,000 43
Winter Garden Lake Hancock Preserve 3 $596,633 149
Winter Garden Lake Highlands 23-22-26 1 $875,000 57
Winter Garden Lake Johns Shores 1 $1,200,000 45
Winter Garden Lake Roberts Lndg E 1 $1,200,000 23
Winter Garden Lake Star At Ovation 4 $948,743 66
Winter Garden Lake Star/ovation 1 $1,749,890 55
Winter Garden Lakeshore Preserve 26 $1,080,811 73
Winter Garden Lakeside At Hamlin 1 $579,000 3
Winter Garden Lakeside/hamlin 60 1 $1,100,000 15
Winter Garden Lakeview Pointe At Horizon West 1 $438,100 42
Winter Garden Lakeview Pointe/horizon West P 3 $496,667 25
Winter Garden Lakeview Preserve 9 $767,421 75
Winter Garden Lakeview Reserve 2 $1,137,500 43
Winter Garden Lakeview Reserve 46/149 3 $1,184,833 122
Winter Garden Lakeview Village Estates 4 $951,428 25
Winter Garden Latham Park North 1 $639,000 72
Winter Garden Latham Park South 1 $968,800 24
Winter Garden Loveless J S 3 $219,667 243
Winter Garden Magnolia Wood Fifth 1 $463,000 42
Winter Garden Mary Jean 1 $119,000 262
Winter Garden Mcallister Lndg 1 $1,399,000 78
Winter Garden Mezzano 4 $467,875 84
Winter Garden Mt Park Orange Grove 2 $975,000 117
Winter Garden None 8 $1,476,875 480
Winter Garden Northlake At Ovation 8 $819,438 63
Winter Garden Northlake/ovation 6 $904,333 125
Winter Garden Not On The List 2 $572,500 111
Winter Garden Oakland Park 8 $1,240,987 56
Winter Garden Oakland Park B-2 1 $1,765,000 153
Winter Garden Oakland Parka 1 $890,000 25
Winter Garden Oakland Parkb-1 2 $1,137,500 79
Winter Garden Oakland Parkb-1b A 1 $1,225,000 3
Winter Garden Oakland Trails 1 $520,000 38
Winter Garden Oakland Trls 1 $525,000 34
Winter Garden Oaks/brandy Lake 01 Rep A & B 3 $533,300 105
Winter Garden Oaks/brandy Lake O 1 $399,000 57
Winter Garden Orange Cove 1 $450,000 16
Winter Garden Orchard A1-a26 B1 B2 C D1-d4 1 $309,000 44
Winter Garden Orchard Hills 11 $617,359 42
Winter Garden Orchard Pk/stillwater Xing 3 $839,633 88
Winter Garden Osprey Ranch 19 $661,969 52
Winter Garden Osprey Ranch-ph 1 3 $696,667 142
Winter Garden Ovation/westhaven 1 $515,000 145
Winter Garden Overlook 2/hamlin 6 $1,091,641 86
Winter Garden Overlook At Hamlin 2 $1,515,000 66
Winter Garden Overstreet Crate 6 $731,667 306
Winter Garden Palisades 3 $246,667 186
Winter Garden Panther View 3 $656,000 11
Winter Garden Panther View 40 1 $610,000 37
Winter Garden Park Ave Estates 2 $324,950 42
Winter Garden Park Place At Winter Garden 1 $875,000 64
Winter Garden Park Place/winter Garden 2 $876,500 87
Winter Garden Parkview At Hamlin 4 $492,879 67
Winter Garden Parkview/hamlin 1 $489,990 39
Winter Garden Pleasant Park 1 $450,000 11
Winter Garden Ravenna 2 $605,000 28
Winter Garden Regency Oaks F 1 $595,000 79
Winter Garden Rep Pt Pleasant Park 1 $500,000 40
Winter Garden Reserve/carriage Point 1 $749,900 66
Winter Garden Reserve/carriage Pointe 1 $765,000 100
Winter Garden Roper Reserve 2 $739,500 123
Winter Garden Sanctuary/twin Waters 3 $975,000 77
Winter Garden Serenade At Ovation 19 $584,657 52
Winter Garden Shadow Lawn L/125 Lot 9 Blk F 1 $335,000 50
Winter Garden Shorefront Cove 1 $2,999,990 283
Winter Garden Signature Lakes 18 $688,486 45
Winter Garden Signature Lakes Parcel 1d 1 $1,100,000 346
Winter Garden Signature Lakes, Independence 1 $479,999 113
Winter Garden Signature Lakes/independence 1 $645,000 2
Winter Garden Signature Lks-pcl 01d 5 $868,580 47
Winter Garden Silverleaf Oaks 10 $557,881 38
Winter Garden Silverleaf Oaks At Hamlin 1 $585,000 22
Winter Garden Silverleaf Reserve 2 $719,500 120
Winter Garden Silverleaf Reserve At Hamlin 2 $815,000 241
Winter Garden Silverleaf Reserve Bungalows 1 $540,000 86
Winter Garden Silverleaf Reserve/hamlin 4 $819,500 101
Winter Garden Siplin Heights 1 $129,900 683
Winter Garden Southern Pines Condo 14 $271,829 72
Winter Garden Southern Pines Condominium 1 $225,000 130
Winter Garden Stanton Estates 1 $1,149,950 121
Winter Garden Stone Creek 44/131 1 $477,000 32
Winter Garden Stone Crk 1 $435,000 79
Winter Garden Stoneybrook West 6 $661,483 51
Winter Garden Stoneybrook West 44/134 2 $627,500 77
Winter Garden Stoneybrook West 47/78 3 $613,330 36
Winter Garden Stoneybrook West D 1 $980,000 7
Winter Garden Stoneybrook West I 1 $395,000 31
Winter Garden Stoneybrook West Ut 04 48 48 2 $727,450 119
Winter Garden Stoneybrook West Ut 04 Rep 49 121 1 $499,000 166
Winter Garden Storey Grove 16 $553,617 111
Winter Garden Suburban Shores 1 $245,000 94
Winter Garden Summerlake 2 $487,000 150
Winter Garden Summerlake Groves 1 $640,000 18
Winter Garden Summerlake Grvs 4 $552,725 63
Winter Garden Summerlake Pd 18 $710,878 93
Winter Garden Summerlake Pd Phases 2c 1 $505,000 303
Winter Garden Summerlake Reserve 2 $894,495 191
Winter Garden Sunset Lakes 2 $2,424,500 65
Winter Garden Teacup Spgs Cove 1 $898,000 19
Winter Garden The Grove Resort 3 $295,000 367
Winter Garden The Grove Resort And Spa 2 $195,000 87
Winter Garden Tilden Place/winter Garden 2 $817,495 215
Winter Garden Timbercreek Pines A B C & D 1 $535,000 44
Winter Garden Townhomes Winter Garden 6 $196,500 89
Winter Garden Traditions 1 $429,975 109
Winter Garden Troynelle By Lake Apopka 1 $252,000 267
Winter Garden Tucker Oaks 4 $340,975 85
Winter Garden Tucker Oaks Bldg 5 1 $347,500 101
Winter Garden Tucker Oaks Condo 1 $350,000 9
Winter Garden Tuscany 1 $499,900 309
Winter Garden Twinwaters 6 $1,047,465 66
Winter Garden Twinwaters Homeowners' Association, Inc. 1 $1,399,900 152
Winter Garden Valley View 1 $1,400,000 45
Winter Garden Verde Park 1 $834,999 7
Winter Garden Village Grove 2 $239,900 121
Winter Garden Villas/tucker Oaks 1 $350,000 29
Winter Garden Walkers Grove Twnhms 1 $465,000 163
Winter Garden Waterleigh 86 $706,056 104
Winter Garden Watermark 22 $682,322 102
Winter Garden Watermark Ph 2c 1 $499,900 25
Winter Garden Waterside 1 $850,000 37
Winter Garden Waterside 90's 1 $2,795,900 23
Winter Garden Waterside At Johns Lake 1 $675,000 31
Winter Garden Waterside/johns Lake 4 $785,000 29
Winter Garden Waterside/johns Lk-ph 1 4 $1,303,475 69
Winter Garden West Lake Hancock Estates 4 $1,121,225 15
Winter Garden Westchester Place 2 $313,500 183
Winter Garden Westfield 03 1 $675,000 68
Winter Garden Westfield Lakes 4 $956,475 36
Winter Garden Westhaven At Ovation 26 $673,667 107
Winter Garden Westhaven/ovation 1 $479,900 64
Winter Garden Westside Townhomes 1 $215,000 26
Winter Garden Westside Twnhms 2 $227,000 55
Winter Garden Westside Twnhms-ph 05 A B & C 1 $279,900 85
Winter Garden Wincey Grvs 2 $785,000 88
Winter Garden Winding Bay 6 $541,483 106
Winter Garden Windtree Gardens 1 $202,900 263
Winter Garden Windtree Gardens Condo 7 $203,100 129
Winter Garden Winter Garden Executive Centre 1 $799,000 32
Winter Garden Winter Garden Shores First 1 $1,120,000 29
Winter Garden Winter Garden Shores Rep 3 $818,663 95
Winter Garden Winter Garden Trls 01-3 2 $479,450 29
Winter Garden Winter Grove 4 $1,061,848 87
Winter Garden Winter Grv 1 $1,600,000 44
Winter Garden Winter Oaks 1 $594,000 23
Winter Garden Wintermere Pointe 2 $767,450 36
Winter Garden Woodbridge On Green 2 $671,500 91
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 07/04/2026. The listing information on this page last changed on 07/04/2026. 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 Sat 07/04/2026 12:08:40 AM EST) or GAMLS (last updated Fri 07/03/2026 11:15:04 PM EST) or Stellar MLS (last updated Fri 07/03/2026 11:58:54 PM EST) or SPC MLS (last updated Fri 07/03/2026 11:21:25 PM EST) or Martin MLS (last updated Fri 07/03/2026 11:38:10 PM EST) or Indian River MLS (last updated Fri 07/03/2026 11:30:10 PM EST) or Daytona MLS (last updated Fri 07/03/2026 11:36:44 PM EST) or Northeast Florida MLS (last updated Fri 07/03/2026 11:58:55 PM EST) or Beaches MLS (last updated Sat 07/04/2026 12:01:52 AM EST) or BORMLS (last updated Fri 07/03/2026 11:16:19 PM EST) or Golden Isles MLS (last updated Fri 07/03/2026 7:06:08 AM EST) or Amelia/Nassau MLS (last updated Fri 07/03/2026 11:25:16 PM EST) or Dixie Gilchrist Levy MLS (last updated Fri 07/03/2026 11:42:18 PM EST) or NFLMLS (last updated Fri 07/03/2026 9:04:40 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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