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Staci Gil
REALTOR®, Military on the Move
Cell: (848) 250-1674

Winter Park, FL Real Estate Subdivision Directory

Are you considering moving to a certain Winter Park, FL subdivision? Select the subdivision from the list below and browse its real estate and homes for sale.

Click any of the Winter Park Subdivisions below to view real estate listings for sale in that respective Subdivision.

City Subdivision Listings Avg Asking Price Avg Days on Market
Winter Park 147 Interlachen Place 1 $2,170,000 116
Winter Park Acreage 1 $399,900 6
Winter Park Albert Lee Ridge 2 $699,000 5
Winter Park Albert Lee Ridge 1st 1 $470,000 46
Winter Park Albert Lee Ridge First 1 $490,000 83
Winter Park Aloma 3 $564,500 181
Winter Park Aloma Park 1 $295,000 23
Winter Park Aloma Trails 2 $375,000 25
Winter Park Aragon Condo 1 $209,999 160
Winter Park Autumn Glen 1 $535,000 31
Winter Park Banks Colonial Estates 1 $1,200,000 16
Winter Park Bear Gully Forest 1 $524,900 141
Winter Park Bldg 6 1 $155,000 103
Winter Park Brookshire Heights 2 $1,237,500 61
Winter Park Brookshire Heights 1st 3 $1,231,333 53
Winter Park Brookshire Heights 2nd 1 $595,000 18
Winter Park Brookshire Heights 4th 1 $1,115,000 23
Winter Park Campo Bello 1 $649,800 41
Winter Park Capens 3 $649,667 258
Winter Park Carolyn Estates 1 $439,995 33
Winter Park Carver Town 2 $462,500 51
Winter Park Casa Aloma 3 $481,667 184
Winter Park Cedarwood Village 1 6 $267,983 78
Winter Park Charmont 8 $2,443,363 82
Winter Park Chateaux Du Lac 4 $237,850 113
Winter Park Cinnamon Shores 1 $2,200,000 82
Winter Park Cloister Grove 3 $3,996,667 169
Winter Park Cloisters Condo 4 $1,372,000 126
Winter Park College Place Rep 1 $2,200,000 61
Winter Park Colonies 7 $132,129 150
Winter Park Comstock Park 4 $2,832,250 153
Winter Park Conwill Estates 3 $1,941,667 46
Winter Park Coronado Twnhms 1 $339,900 42
Winter Park Coronation 1 $269,000 131
Winter Park Cortland Park 1 $950,000 54
Winter Park Country Lane 2 $477,500 24
Winter Park Dixie Terrace 2 $2,889,450 72
Winter Park Dubsdread Heights 2 $562,000 74
Winter Park Eastbrook 13 $395,245 85
Winter Park Eastgate 4 $659,700 54
Winter Park Ellno Willo 2 $2,521,500 60
Winter Park Enclave At Hawks Crest 2 $425,000 91
Winter Park Fairbanks Park 1 $899,000 159
Winter Park Fairbanks Shores 5th 1 $455,000 63
Winter Park Fernbrook Trails 2 $247,000 86
Winter Park Fontainebleau 2 $1,891,500 136
Winter Park Forest Hills 5 $2,461,000 103
Winter Park Four Seasons 1 $169,000 103
Winter Park Four Seasons Condo 3 $188,000 74
Winter Park Fremar 2 $1,299,000 42
Winter Park Garden Acres Rep 02 Blk E 1 $485,000 40
Winter Park Garden Lake Estates 3 $494,667 74
Winter Park Georgetown Estates 2 $482,450 96
Winter Park Glencoe 7 $577,000 85
Winter Park Goldenrod Villas Condo 4 $232,975 247
Winter Park Golfside 2 $697,450 65
Winter Park Golfside Villas Condo 2 $148,845 82
Winter Park Golfview 2 $431,400 97
Winter Park Golfview Heights 2 $810,000 142
Winter Park Grand Pines 1 $280,000 28
Winter Park Grayson Square 4 $433,475 209
Winter Park Green Oaks Rep 2 $3,422,500 69
Winter Park Green Oaks Rep 02 2 $2,785,000 199
Winter Park Green Terrace 1 $1,005,000 30
Winter Park Green Terrace V/140 Lot 3 Blk B 1 $1,820,000 68
Winter Park Greenview At Winter Pines 1 $899,000 55
Winter Park H Vanwies 2 $899,000 50
Winter Park Hamilton Place 1 $1,349,000 40
Winter Park Henkel 1 $1,095,000 1
Winter Park Hidden Oaks Condo 9 $185,983 103
Winter Park Hidden Oaks Condominium Association, Inc 1 $169,500 27
Winter Park Howell Branch Woods 2 $427,500 35
Winter Park Howell Estates 1st 1 $470,000 123
Winter Park Howell Estates Rep 3 $473,000 31
Winter Park Howell Heights 2 $408,440 44
Winter Park Hyde Park 1 $470,000 14
Winter Park J Kronenberger 3 $3,599,000 75
Winter Park Karolina On Killarney 7 $836,270 44
Winter Park Kawilla Crest 1 $890,000 26
Winter Park Kenilworth Estates 1st 2 $604,500 20
Winter Park Kenilworth Shores 9 $1,206,089 55
Winter Park Killarney Bay Condo 3 $405,000 148
Winter Park Killarney Circle 4 $622,000 283
Winter Park Killarney Estates 5 $2,068,000 69
Winter Park Kings Cove 1 $824,000 19
Winter Park La Casas De Indiana 1 $524,000 23
Winter Park Lake Bell Terrace 3 $786,333 179
Winter Park Lake Florence Preserve 3 $995,667 180
Winter Park Lake Forest Park 5 $1,796,760 42
Winter Park Lake Killarney Condo 2 $268,500 91
Winter Park Lake Killarney Shores 1 $1,449,900 218
Winter Park Lake Knowles Terrace 4 $2,325,000 49
Winter Park Lake Monte 1 $1,095,000 5
Winter Park Lake Virginia 1 $999,000 110
Winter Park Lake Virginia Pt Rep 1 $1,875,000 48
Winter Park Lake Waunatta Village 1 $457,000 126
Winter Park Lakeside Estates 2 $1,172,500 86
Winter Park Lakeside Manor 7 $183,771 175
Winter Park Lakeside Manor Condominium Association, Inc. 1 $224,999 475
Winter Park Lakeview Terrace 4 $999,000 66
Winter Park Lancelot/winter Park 2 $169,500 53
Winter Park Landings At Hawks Crest 2 $774,950 99
Winter Park Las Casas De Indiana 1 $545,000 105
Winter Park Laurel Spgs 2 $410,000 32
Winter Park Laurel Springs 1 $400,000 9
Winter Park Lawndale 9 $1,064,178 80
Winter Park Lazy Oaks Condo 3 $266,667 61
Winter Park Lords 1 $1,050,000 578
Winter Park Lost Creek 3 $604,967 33
Winter Park Lugano Terrace 1 $2,265,000 196
Winter Park Lyman Ave Villas 1 1 $1,375,000 18
Winter Park Maitland Shores 2 $3,700,000 271
Winter Park Maitland Shores First 2 $2,786,500 109
Winter Park Mead Garden 1 $240,000 34
Winter Park Meadows At Hawks Crest 4 $786,250 54
Winter Park Metzingers 1 $589,900 83
Winter Park Mondrian/winder Park Twnhms 2 $1,247,000 79
Winter Park Morseland 1 $1,185,999 28
Winter Park New England Bldg 1 $425,000 16
Winter Park None 4 $1,350,500 160
Winter Park Northwood Terrace 1 $649,000 215
Winter Park Oakcrest-516 1 $200,000 51
Winter Park Orange Terrace 1 $480,000 293
Winter Park Orwin Manor Stratford 1 $725,000 27
Winter Park Orwin Manor Westminster 5 $1,081,800 120
Winter Park Osceola Heights 1 $1,399,000 75
Winter Park Osceola Place 1 $6,495,000 217
Winter Park Osceola Shores 2 $2,049,500 66
Winter Park Park Grove 1 $2,895,000 21
Winter Park Park Grove W/125 Lot 10 Blk D 1 $2,200,000 62
Winter Park Park Hill 1 $4,295,000 13
Winter Park Park Manor 2 $1,024,000 109
Winter Park Park North 1 $2,495,000 62
Winter Park Park West Condo 1 $750,000 5
Winter Park Parklando 2 $904,875 47
Winter Park Parklando #3 1 $1,649,000 84
Winter Park Parklando 03 1 $1,949,000 402
Winter Park Parkview Village 4 $176,600 319
Winter Park Parkview Village Condo Blvd 2918 1 $189,000 77
Winter Park Pennsylvania Place Rep 1 $1,895,000 6
Winter Park Pervis Survey For R E 1 $1,799,999 107
Winter Park Phillips Circle Rep 3 $314,300 242
Winter Park Preserve At Hawks Crest 2 $694,450 274
Winter Park Quail Hollow 1 $1,295,000 34
Winter Park Quail Run 1 $649,900 40
Winter Park Replat Of Lts 1 2 & 3 Brookside 1 $510,000 34
Winter Park Robert Dhu Macdonald Park 1 $6,950,000 107
Winter Park Sanctuary At Aloma 1 $665,000 117
Winter Park Sandlewood Creek Condo 1 $314,000 109
Winter Park Sevilla 2 $2,175,000 161
Winter Park Seville Park 2 $549,950 58
Winter Park Shores Lake Killarney 1 $750,000 22
Winter Park Sicilian Shores 1 $2,790,000 48
Winter Park Sicilian Shores Rep 02 1 $4,650,000 61
Winter Park Slovak Village 1 $317,500 217
Winter Park South Lakemont Shores 3 $1,450,000 32
Winter Park Stratford A Winter Park Condo 7 $185,684 116
Winter Park Stratford Winter Park 1 $144,000 100
Winter Park Suburban Homes 3 $461,667 30
Winter Park Swoope Park 1 $695,000 126
Winter Park Sylvan Heights 4 $1,519,750 85
Winter Park Sylvan Hgts 1 $739,000 27
Winter Park Sylvan Lake Shores 4 $2,797,500 39
Winter Park Sylvan Park 2 $1,022,000 58
Winter Park Tanglewood 2 $506,000 529
Winter Park Temple Estates 1 $2,385,000 72
Winter Park Temple Terrace 2 $1,099,500 57
Winter Park Terazzo Del Sol Condo Assn Inc 1 $549,000 133
Winter Park Terrazo Del Sol 1 $525,000 71
Winter Park The Enclave Winter Park 8 $1,886,625 39
Winter Park Timberlane Shores 2 $1,520,000 77
Winter Park Townhomes/harper Place 1 $539,000 37
Winter Park Trotters Rep 1 $745,000 19
Winter Park Tuscania 2 $2,000,000 107
Winter Park Tuscany Terrace 1 $1,595,000 110
Winter Park Twin Acres 2 $1,995,000 92
Winter Park Valencia Terrace 1 $4,075,000 279
Winter Park Villa View Park 1 $1,925,000 69
Winter Park Village Green 1 $549,000 37
Winter Park Village Winterset Inc 2 $804,250 42
Winter Park Village/whisperwood 1 $236,800 90
Winter Park Villas Of Casselberry 5 $350,980 43
Winter Park Virginia Heights 3 $4,463,333 100
Winter Park Virginia Heights Rep 1 $1,695,000 27
Winter Park Vistas At Lake Howell 2 $345,000 48
Winter Park Waterfall Cove 3 $122,997 98
Winter Park Waterfall Cove At Winter Park 1 $205,000 449
Winter Park Waterfall Cove At Winter Park Condo 1 $120,000 64
Winter Park Waterfall Cove Winter Park 1 $134,900 61
Winter Park Waterfall Cove/winter Park 1 $125,000 23
Winter Park Whispering Waters/phillips Circle Rep 1 $2,075,000 19
Winter Park Whisperwood Condo 4 $221,975 147
Winter Park Windsong Elizabeths Walk 1 $1,395,000 12
Winter Park Windsong Elizabeths Walk 43/81 1 $2,195,000 54
Winter Park Windsong Lakeside 1 $2,699,000 56
Winter Park Windsong-knowles Place 1 $1,995,000 26
Winter Park Windsong-preserve Point 1 $8,950,000 233
Winter Park Windward Square 3 $268,333 123
Winter Park Winflor Court Pt Rep 2 $4,267,500 26
Winter Park Winter Green 1 $300,000 83
Winter Park Winter Park 5 $3,736,778 127
Winter Park Winter Park Estates 6 $469,667 226
Winter Park Winter Park Gardens Condo 2 $340,000 5
Winter Park Winter Park Manor 1 $399,500 36
Winter Park Winter Park Oaks 1 $285,000 48
Winter Park Winter Park Pines 8 $649,875 80
Winter Park Winter Park Pines Merrie Oaks 2 $502,450 61
Winter Park Winter Park Pines Patio Homes 1 $318,985 56
Winter Park Winter Park Pines Rep 2 $697,450 72
Winter Park Winter Park Pines Ut 5 1 $719,000 62
Winter Park Winter Park Rev 1 $1,795,000 57
Winter Park Winter Park Village 5 $1,619,900 61
Winter Park Winter Park Villas 1 $199,900 31
Winter Park Winter Park Woods Condo 3 $119,633 146
Winter Park Winter Woods 2 $447,500 93
Winter Park Wrenwood 1 $489,000 13
Winter Park Wrenwood Condo 3 $195,967 63
Winter Park Wrenwood Heights 2 $454,995 25
Staci Gil
Staci Gil Office: (904) 436-1347 Cell: (848) 250-1674 Email Me
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 05/27/2026. The listing information on this page last changed on 05/27/2026. 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 05/27/2026 12:26:17 AM EST) or GAMLS (last updated Tue 05/26/2026 11:15:05 PM EST) or Stellar MLS (last updated Wed 05/27/2026 12:13:57 AM EST) or SPC MLS (last updated Tue 05/26/2026 11:20:56 PM EST) or Martin MLS (last updated Tue 05/26/2026 11:38:09 PM EST) or Indian River MLS (last updated Tue 05/26/2026 11:30:15 PM EST) or Daytona MLS (last updated Tue 05/26/2026 11:36:45 PM EST) or Northeast Florida MLS (last updated Wed 05/27/2026 12:18:55 AM EST) or Beaches MLS (last updated Tue 05/26/2026 5:59:08 PM EST) or BORMLS (last updated Tue 05/26/2026 11:14:56 PM EST) or Golden Isles MLS (last updated Tue 05/26/2026 11:26:15 PM EST) or Amelia/Nassau MLS (last updated Tue 05/26/2026 11:25:12 PM EST) or Dixie Gilchrist Levy MLS (last updated Tue 05/26/2026 11:42:15 PM EST) or NFLMLS (last updated Tue 05/26/2026 9:04:07 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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