Sign up to get new listings emailed daily! JOIN SIGN IN
Jeff Baker
REALTOR®, Active
Facebook Icon Zillow Icon 

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 $2,350,000 78
Winter Park 3223171-3223171 1 $3,800,000 59
Winter Park Acreage & Unrec 1 $702,000 361
Winter Park Albert Lee Ridge 1st 1 $470,000 8
Winter Park Albert Lee Ridge First 1 $490,000 45
Winter Park Aloma 3 $564,500 143
Winter Park Aloma Trails 2 $374,750 48
Winter Park Andalucia 1 $550,000 198
Winter Park Aragon Condo 1 $209,999 122
Winter Park Bear Gully Forest 1 $524,900 103
Winter Park Bel-aire Pines, 1 $465,000 183
Winter Park Bldg 6 1 $155,000 65
Winter Park Brookshire Heights 2 $1,237,500 23
Winter Park Brookshire Heights 1st 2 $1,199,500 33
Winter Park Brookshire Heights 4th 1 $639,000 1
Winter Park Campo Bello 1 $679,800 3
Winter Park Camwood 1 $4,995,000 185
Winter Park Capens 4 $693,475 424
Winter Park Carver Town 1 $525,000 45
Winter Park Casa Aloma 2 $424,950 275
Winter Park Cedarwood Village 1 5 $278,760 71
Winter Park Charmont 6 $2,983,000 63
Winter Park Chateaux Du Lac 4 $243,875 88
Winter Park Cinnamon Shores 1 $2,200,000 44
Winter Park Cloister Grove 3 $4,333,333 131
Winter Park Cloisters Condo 3 $1,208,000 117
Winter Park College Place Rep 1 $2,200,000 23
Winter Park Colonies 8 $129,725 170
Winter Park Comstock Park 6 $1,494,000 27
Winter Park Conwill Estates 2 $2,511,000 21
Winter Park Coronado Twnhms 1 $339,900 4
Winter Park Coronation 2 $289,995 81
Winter Park Cortland Park 1 $950,000 16
Winter Park Cypress Reserve 1 $2,095,000 16
Winter Park Dixie Terrace 3 $2,549,633 220
Winter Park Dubsdread Heights 4 $594,750 39
Winter Park Dyer Susan Resub 1 $5,000,000 262
Winter Park Eastbrook 14 $405,471 80
Winter Park Eastgate 6 $583,950 41
Winter Park Ellno Willo 2 $2,622,500 22
Winter Park Enclave At Hawks Crest 4 $439,975 115
Winter Park Fairbanks Park 1 $899,000 121
Winter Park Fairbanks Shores 5th 1 $459,999 25
Winter Park Fernbrook Trails 2 $292,500 72
Winter Park Flora Park 2nd 1 $3,795,000 33
Winter Park Fontainebleau 2 $1,891,500 98
Winter Park Forest Hills 2 $3,362,500 189
Winter Park Four Seasons 1 $169,000 65
Winter Park Four Seasons Condo 5 $186,800 51
Winter Park Fremar 1 $1,050,000 19
Winter Park Galloway Place Rep 1 $600,000 354
Winter Park Garden Acres Rep 02 Blk E 1 $485,000 2
Winter Park Garden Grove 1 $350,000 51
Winter Park Garden Lake Estates 3 $528,000 80
Winter Park Georgetown Estates 3 $504,980 52
Winter Park Glencoe 5 $638,000 95
Winter Park Goldenrod Villas Condo 4 $234,200 209
Winter Park Golfside 3 $657,667 20
Winter Park Golfside Villas Condo 3 $142,063 52
Winter Park Golfview 1 $489,000 119
Winter Park Golfview Heights 2 $822,500 104
Winter Park Grayson Square 3 $436,300 237
Winter Park Green Oaks Rep 2 $3,422,500 31
Winter Park Green Oaks Rep 02 2 $2,785,000 161
Winter Park Green Oaks Rep 03 1 $1,425,000 102
Winter Park Green Terrace V/140 Lot 3 Blk B 1 $1,890,000 30
Winter Park Greenview At Winter Pines 1 $975,000 17
Winter Park H Vanwies 1 $899,000 48
Winter Park Hamilton Place 1 $1,349,000 2
Winter Park Hawks Crest 1 $845,000 25
Winter Park Hidden Oaks Condo 7 $184,057 100
Winter Park Howell Branch Woods 1 $405,000 20
Winter Park Howell Estates 1st 1 $470,000 85
Winter Park Howell Estates Rep 1 $400,000 10
Winter Park Howell Heights 1 $460,000 37
Winter Park Hyde Park 1 $400,000 24
Winter Park J Kronenberger 3 $3,649,333 37
Winter Park Karolina On Killarney 3 $931,297 42
Winter Park Kenilworth Shores 11 $1,364,609 82
Winter Park Killarney Bay Condo 2 $415,000 178
Winter Park Killarney Circle 3 $671,000 330
Winter Park Killarney Estates 3 $1,090,030 192
Winter Park Lake Bell Terrace 3 $803,300 141
Winter Park Lake Florence Preserve 2 $912,000 233
Winter Park Lake Forest Park 3 $1,418,267 16
Winter Park Lake Killarney Condo 1 $298,000 138
Winter Park Lake Killarney Shores 1 $1,499,900 180
Winter Park Lake Knowles Terrace 2 $2,624,950 60
Winter Park Lake Monte 1 $1,689,000 82
Winter Park Lake Virginia 1 $1,050,000 72
Winter Park Lake Virginia Pt Rep 1 $1,875,000 10
Winter Park Lake Waunatta Village 1 $457,000 88
Winter Park Lakeside Estates 2 $1,172,500 48
Winter Park Lakeside Manor 7 $181,643 184
Winter Park Lakeside Manor Condominium Association, Inc. 1 $234,999 437
Winter Park Lakeview Terrace 2 $1,374,250 80
Winter Park Lancelot/winter Park 2 $178,500 18
Winter Park Landings At Hawks Crest 3 $769,966 66
Winter Park Las Casas De Indiana 1 $545,000 67
Winter Park Laurel Spgs 1 $427,500 7
Winter Park Lawndale 6 $1,171,133 74
Winter Park Lazy Oaks Condo 3 $268,333 23
Winter Park Lords 2 $1,372,500 295
Winter Park Lost Creek 2 $664,450 17
Winter Park Lugano Terrace 1 $2,265,000 158
Winter Park Magnolia Gardens 2 $662,450 177
Winter Park Maitland Shores 3 $3,081,333 165
Winter Park Maitland Shores First 2 $2,824,500 71
Winter Park Meadows At Hawks Crest 5 $727,980 48
Winter Park Metzingers 1 $599,900 45
Winter Park Mondrian/winder Park Twnhms 2 $1,247,000 41
Winter Park None 5 $1,081,400 98
Winter Park Northwood Terrace 1 $679,000 177
Winter Park Oakcrest-516 1 $200,000 13
Winter Park Orange Terrace 2 $542,000 148
Winter Park Orwin Manor Westminster 5 $1,151,580 82
Winter Park Osceola Heights 1 $1,425,000 37
Winter Park Osceola Place 1 $6,495,000 179
Winter Park Osceola Shores 1 $1,645,000 68
Winter Park Osceola Summit 1 $1,675,000 304
Winter Park Park Aire Condo 1 $450,000 122
Winter Park Park Grove 3 $2,864,667 66
Winter Park Park Grove W/125 Lot 10 Blk D 1 $2,200,000 24
Winter Park Park Manor 1 $1,450,000 146
Winter Park Park North 1 $2,650,000 24
Winter Park Park West Condo 1 $495,000 31
Winter Park Parklando 3 $1,378,000 57
Winter Park Parklando #3 1 $1,690,000 46
Winter Park Parkview Village 4 $183,850 511
Winter Park Parkview Village Condo 1 $150,000 224
Winter Park Parkview Village Condo Blvd 2918 1 $189,000 39
Winter Park Pervis Survey For R E 1 $1,850,000 69
Winter Park Phillips Circle Rep 3 $324,600 204
Winter Park Preserve At Hawks Crest 2 $714,450 236
Winter Park Quail Run 1 $674,900 2
Winter Park Quarters At Winter Park Condo 1 $625,000 146
Winter Park Robert Dhu Macdonald Park 3 $3,316,667 48
Winter Park Sanctuary At Aloma 1 $665,000 79
Winter Park Sandlewood Creek Condo 2 $285,500 47
Winter Park Sevilla 2 $2,170,000 123
Winter Park Seville Park 1 $510,000 65
Winter Park Sicilian Shores 2 $3,042,500 33
Winter Park Sicilian Shores Rep 02 1 $4,650,000 23
Winter Park Slovak Village 1 $317,500 179
Winter Park Sorensen Heights 1 $3,250,000 139
Winter Park South Lakemont Shores 2 $1,350,000 10
Winter Park Stovins 1 $2,540,000 11
Winter Park Stratford A Winter Park Condo 8 $169,738 144
Winter Park Stratford Winter Park 1 $144,000 62
Winter Park Suburban Homes 1 $390,000 12
Winter Park Suburban Homes First 1 $375,000 73
Winter Park Swoope Park 1 $695,000 88
Winter Park Sylvan Heights 3 $1,834,667 71
Winter Park Sylvan Lake Shores 2 $1,745,000 35
Winter Park Sylvan Park 1 $795,000 44
Winter Park Tanglewood 3 $605,333 354
Winter Park Temple Estates 1 $2,385,000 34
Winter Park Temple Heights 3 $2,449,933 106
Winter Park Temple Terrace 2 $1,173,500 19
Winter Park Terazzo Del Sol Condo Assn Inc 1 $585,000 95
Winter Park Terrazo Del Sol 1 $580,000 33
Winter Park The Enclave Winter Park 4 $1,702,500 30
Winter Park Timberlane 2 $1,322,500 25
Winter Park Timberlane Shores 1 $1,925,000 89
Winter Park Town Of Winter Park 1 $450,000 2
Winter Park Tuscania 4 $3,097,500 41
Winter Park Tuscany Terrace 1 $1,595,000 72
Winter Park Twin Acres 2 $2,045,000 54
Winter Park Urban Green 12 1 $560,000 13
Winter Park Valencia Terrace 1 $4,295,000 241
Winter Park Villa View Park 1 $1,925,000 31
Winter Park Village Green 1 $325,000 10
Winter Park Village Winterset Inc 1 $629,000 40
Winter Park Village/whisperwood 1 $249,800 52
Winter Park Villas Of Casselberry 3 $313,333 63
Winter Park Virginia Heights 2 $4,595,000 102
Winter Park Virginia Heights Rep 1 $790,000 3
Winter Park Vistas At Lake Howell 1 $355,000 54
Winter Park Waterfall Cove 3 $126,663 127
Winter Park Waterfall Cove At Winter Park 1 $210,000 411
Winter Park Waterfall Cove At Winter Park Condo 1 $120,000 26
Winter Park Waterfall Cove Winter Park 1 $139,990 23
Winter Park Waterfall Cove/winter Park 1 $115,000 11
Winter Park Whispering Waters 1 $315,000 146
Winter Park Whispering Waters/phillips Circle Rep 1 $2,100,000 104
Winter Park Whisperwood Condo 2 $194,500 144
Winter Park Windsong Elizabeths Walk 43/81 1 $2,195,000 16
Winter Park Windsong Lakeside 1 $2,850,000 18
Winter Park Windsong Preserve Point 43/76 1 $8,500,000 326
Winter Park Windsong-knowles Place 1 $1,895,000 111
Winter Park Windsong-preserve Point 1 $8,950,000 195
Winter Park Windward Square 6 $280,733 114
Winter Park Winflor Court Pt Rep 1 $4,285,000 4
Winter Park Winter Green 1 $315,000 45
Winter Park Winter Park 4 $4,250,000 251
Winter Park Winter Park Estates 4 $466,250 320
Winter Park Winter Park Forest 1 $439,000 23
Winter Park Winter Park Gardens Condo 1 $350,000 23
Winter Park Winter Park Oaks 1 $285,000 10
Winter Park Winter Park Oasis 1 $775,000 18
Winter Park Winter Park Pines 6 $654,483 140
Winter Park Winter Park Pines Merrie Oaks 2 $654,950 44
Winter Park Winter Park Pines Patio Homes 2 $309,493 15
Winter Park Winter Park Pines Rep 2 $702,250 34
Winter Park Winter Park Pines Ut 5 1 $740,000 24
Winter Park Winter Park Residential 1 $1,580,000 24
Winter Park Winter Park Rev 1 $1,795,000 19
Winter Park Winter Park Village 4 $1,876,250 39
Winter Park Winter Park Woods Condo 4 $108,475 92
Winter Park Winter Woods 2 $510,000 80
Winter Park Wrenwood 2 $442,500 22
Winter Park Wrenwood Condo 4 $197,474 55
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 04/19/2026. The listing information on this page last changed on 04/19/2026. 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 Sun 04/19/2026 12:00:01 AM EST) or GAMLS (last updated Sat 04/18/2026 11:15:07 PM EST) or Stellar MLS (last updated Sat 04/18/2026 11:45:11 PM EST) or SPC MLS (last updated Sat 04/18/2026 11:20:27 PM EST) or Martin MLS (last updated Sat 04/18/2026 11:38:10 PM EST) or Indian River MLS (last updated Sat 04/18/2026 11:30:19 PM EST) or Daytona MLS (last updated Sat 04/18/2026 11:36:57 PM EST) or Northeast Florida MLS (last updated Sat 04/18/2026 11:48:52 PM EST) or Beaches MLS (last updated Sat 04/18/2026 11:48:51 PM EST) or BORMLS (last updated Sat 04/18/2026 11:15:29 PM EST) or Golden Isles MLS (last updated Sat 04/18/2026 11:26:27 PM EST) or Amelia/Nassau MLS (last updated Sat 04/18/2026 11:25:14 PM EST) or Dixie Gilchrist Levy MLS (last updated Sat 04/18/2026 11:42:19 PM EST) or NFLMLS (last updated Sat 04/18/2026 9:04:21 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.
Privacy Policy / DMCA Notice / ADA Accessibility

Login to My Homefinder

Pixel