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	4572 Palmetto Condo	1	$3,200,000	28
Winter Park	Acreage	1	$1,349,000	2
Winter Park	Acreage & Unrec	1	$3,750,000	39
Winter Park	Alabama Condo	1	$1,150,000	12
Winter Park	Albert Lee Ridge	2	$482,450	74
Winter Park	Albert Lee Ridge 1st	1	$439,000	191
Winter Park	Albert Lee Ridge Annex	1	$1,600,000	53
Winter Park	Aloma	4	$499,000	187
Winter Park	Aloma Trails	4	$358,500	62
Winter Park	Amberwood Unit 3	1	$775,000	52
Winter Park	Arrowhead Cove	1	$575,000	60
Winter Park	Attilio G Panacciones	1	$586,567	39
Winter Park	Autumn Glen	1	$529,900	4
Winter Park	Banks Colonial Estates	1	$1,150,000	161
Winter Park	Bear Gully Forest	1	$599,000	28
Winter Park	Bear Gully Pointe	1	$1,395,000	41
Winter Park	Bel Aire	1	$439,900	18
Winter Park	Bel Aire Pines	1	$439,900	26
Winter Park	Bridgewater	1	$410,500	23
Winter Park	Brookshire Heights	2	$750,000	36
Winter Park	Brookshire Heights 1st	1	$530,000	12
Winter Park	Brookshire Heights 2nd	2	$724,450	30
Winter Park	Brookshire Heights 4th	1	$895,000	33
Winter Park	Canton Ave Cottages 1	1	$849,000	126
Winter Park	Capens	2	$525,000	36
Winter Park	Casa Aloma	1	$449,000	88
Winter Park	Casa Jardin Condo	1	$799,000	62
Winter Park	Cedar Ridge	1	$470,000	126
Winter Park	Cedarwood Village	3	$253,933	70
Winter Park	Cedarwood Village 1	5	$267,400	142
Winter Park	Charmont	6	$1,751,817	60
Winter Park	Chateaux Du Lac	4	$223,725	117
Winter Park	Cloisters Condo	1	$850,000	18
Winter Park	Colonies	4	$134,725	254
Winter Park	Comstock Park	3	$3,374,667	117
Winter Park	Conwill Estates	3	$1,800,000	60
Winter Park	Conwill Ests	1	$700,000	45
Winter Park	Coronation	1	$269,900	52
Winter Park	Country Lane	2	$435,000	124
Winter Park	Cranes Creek	1	$365,000	47
Winter Park	Cranes Crk	1	$308,900	49
Winter Park	Detmar Terrace Winter Park	1	$3,600,000	55
Winter Park	Dixie Terrace	1	$1,875,000	54
Winter Park	Dubsdread Heights	2	$372,450	103
Winter Park	Eastbrook	18	$398,756	67
Winter Park	Eastgate	4	$1,073,500	78
Winter Park	Edgewood	1	$1,095,000	44
Winter Park	Elizabeth Heights	1	$1,350,000	46
Winter Park	Enclave At Aloma	2	$667,500	15
Winter Park	Enclave At Hawks Crest	3	$458,667	19
Winter Park	Fairbanks Park	1	$899,000	304
Winter Park	Fairview Heights Rep	1	$350,000	14
Winter Park	Flamingo Shores	2	$667,950	111
Winter Park	Fontainebleau	2	$1,662,000	68
Winter Park	Forest Hills	4	$3,640,000	143
Winter Park	Four Seasons Condo	2	$164,500	19
Winter Park	Fremar	1	$1,599,000	171
Winter Park	Galloway Place Rep	2	$575,000	5
Winter Park	Garden Grove	1	$395,000	68
Winter Park	Garden Lake Estates	8	$469,949	80
Winter Park	Georgetown Estates	1	$419,000	220
Winter Park	Glencoe	5	$572,980	216
Winter Park	Golfside	2	$709,950	43
Winter Park	Golfside Villas Condo	5	$126,800	101
Winter Park	Golfview	1	$459,900	302
Winter Park	Golfview Terrace	1	$6,995,000	31
Winter Park	Grand Pines	1	$550,000	86
Winter Park	Grayson Square	4	$391,748	96
Winter Park	Green Oaks Rep 02	1	$3,265,000	54
Winter Park	Greens/pk	1	$6,195,000	25
Winter Park	Harbor East	1	$1,000,000	45
Winter Park	Hidden Oaks Condo	8	$189,111	151
Winter Park	Horton Aaron	1	$1,600,000	144
Winter Park	Howell Branch Woods	2	$402,450	113
Winter Park	J Kronenberger	3	$4,763,633	100
Winter Park	Jenkins	1	$2,500,000	7
Winter Park	Justamere Camp Rep	2	$2,347,000	75
Winter Park	Karolina On Killarney	1	$599,999	147
Winter Park	Kenilworth Estates 1st	2	$675,000	23
Winter Park	Kenilworth Shores	10	$1,889,199	100
Winter Park	Killarney Bay Condo	1	$459,900	263
Winter Park	Killarney Circle	4	$748,725	133
Winter Park	Killarney Estates	8	$1,603,000	60
Winter Park	Killarney Point	1	$689,000	142
Winter Park	Lake Ann Estates	1	$860,000	63
Winter Park	Lake Bell Terrace	2	$602,000	159
Winter Park	Lake Florence Preserve	1	$1,049,900	145
Winter Park	Lake Forest Park	5	$2,325,800	57
Winter Park	Lake Killarney Condo	3	$284,666	296
Winter Park	Lake Killarney Condominium Assn Inc.	1	$199,900	123
Winter Park	Lake Killarney Shores	1	$1,599,000	27
Winter Park	Lake Knowles Terrace	11	$1,361,182	65
Winter Park	Lake Knowles Terrace 2nd	1	$1,829,000	55
Winter Park	Lake Maitland	1	$950,000	51
Winter Park	Lake Spier Xing	1	$915,000	40
Winter Park	Lake Sylvan Shores	1	$1,995,000	101
Winter Park	Lake Virgina Shores	1	$2,095,000	25
Winter Park	Lake Waunatta Wods	1	$599,000	76
Winter Park	Lake Waunatta Woods	1	$739,777	47
Winter Park	Lakeside Estates	1	$1,249,000	3
Winter Park	Lakeside Manor	4	$171,050	122
Winter Park	Lakeview Terrace	4	$905,500	51
Winter Park	Lancelot/winter Park	1	$165,000	40
Winter Park	Landings At Hawks Crest	2	$712,250	112
Winter Park	Lawndale	4	$1,360,925	47
Winter Park	Lazy Oaks Condo	4	$269,975	105
Winter Park	Lugano Terrace	1	$2,195,000	341
Winter Park	Mack Peter Rev	1	$650,000	90
Winter Park	Magnolia Gardens	1	$664,000	59
Winter Park	Maitland Shores 1st	1	$3,500,000	136
Winter Park	Maitland Shores First	4	$3,342,488	57
Winter Park	Mc Intyre Place Condo	1	$635,000	61
Winter Park	Mcintyre Place Condominium Association, Inc.	1	$849,999	6
Winter Park	Mead Garden	2	$255,000	33
Winter Park	Mead Garden Condominium	1	$242,500	55
Winter Park	Meadows At Hawks Crest	3	$743,333	116
Winter Park	Metzingers	1	$475,000	25
Winter Park	Monroe	1	$530,000	32
Winter Park	Morse & Pennsylvania Twnhms	1	$2,695,000	116
Winter Park	Morseland	1	$999,000	173
Winter Park	New England Bldg	1	$425,000	161
Winter Park	None	6	$1,747,383	116
Winter Park	Northwood Terrace	2	$1,697,000	93
Winter Park	Not On The List	2	$549,500	83
Winter Park	Oakcrest-516	3	$341,667	97
Winter Park	Olympia Heights Annex	1	$469,000	66
Winter Park	Orange Grove	1	$2,569,999	103
Winter Park	Orange Terrace	1	$439,000	115
Winter Park	Orangewood Park	2	$662,000	87
Winter Park	Orwin Manor Westminster	6	$703,633	70
Winter Park	Osceola Or Lakeview Deed	2	$850,000	21
Winter Park	Osceola Shores	2	$2,150,000	131
Winter Park	Palmer Ave Lakeside Prop	2	$4,875,000	33
Winter Park	Palmer Park	1	$6,000,000	3
Winter Park	Park Aire Condo	1	$745,000	11
Winter Park	Park Grove	3	$4,146,667	60
Winter Park	Park Manor First	1	$1,449,000	86
Winter Park	Park Pointe Rep	1	$985,000	77
Winter Park	Park West Condo	3	$696,000	82
Winter Park	Parklando 03	1	$1,890,000	26
Winter Park	Parkview Village	1	$135,000	46
Winter Park	Parkview Village Condo	1	$150,000	407
Winter Park	Parkview Village Condo Blvd 2918	1	$189,000	222
Winter Park	Parkview Village Condominium	1	$134,999	14
Winter Park	Phillips Circle Rep	3	$1,226,333	171
Winter Park	Preserve At Hawks Crest	1	$770,000	66
Winter Park	Quail Run	1	$675,000	33
Winter Park	Ridge High	1	$365,000	39
Winter Park	Ridge High 1st	1	$419,990	56
Winter Park	Sanctuary At Aloma	1	$659,000	27
Winter Park	Sandlewood Creek	1	$285,000	56
Winter Park	Sandlewood Creek Condo	1	$290,000	19
Winter Park	Sevilla	1	$2,195,000	12
Winter Park	Seville Park	4	$597,500	75
Winter Park	Sharon Place	1	$1,749,000	24
Winter Park	Sherbrooke	2	$659,000	23
Winter Park	Slovak Village	1	$230,000	118
Winter Park	South Interlachen Place	2	$3,345,000	81
Winter Park	South Lakemont Shores	2	$1,844,000	88
Winter Park	Stansbury Estates	2	$388,500	108
Winter Park	Stratford A Winter Park Condo	5	$181,740	112
Winter Park	Stratford A Winter Park Condominium	1	$230,000	4
Winter Park	Suburban Homes	2	$407,450	102
Winter Park	Suburban Homes First	1	$329,900	13
Winter Park	Swoope Park	1	$680,000	271
Winter Park	Sylvan Heights	3	$1,726,667	223
Winter Park	Sylvan Park	1	$1,750,000	101
Winter Park	Tanglewood	1	$562,000	1145
Winter Park	Tanglewood Rep	1	$439,900	31
Winter Park	Tantum	1	$1,875,000	97
Winter Park	Temple Terrace Annex	1	$299,900	67
Winter Park	The Enclave Winter Park	6	$1,978,333	161
Winter Park	Timberlane	1	$3,195,000	18
Winter Park	Timberlane Shores	1	$3,890,000	67
Winter Park	Town Of Winter Park	1	$2,625,000	135
Winter Park	Townhomes/harper Place	2	$557,500	116
Winter Park	Trinity Bay	1	$455,000	128
Winter Park	Trotters Rep	1	$745,000	164
Winter Park	Tuscania	1	$2,100,000	10
Winter Park	Tuscany Terrace	2	$1,595,000	193
Winter Park	Urban Green 12	1	$535,000	138
Winter Park	Versailles Winter Park Condo	1	$2,350,000	41
Winter Park	Via Lago/hanging Moss Condo	1	$335,000	95
Winter Park	Vilasa Twnhms	2	$1,349,500	78
Winter Park	Villa View Park	2	$1,842,500	63
Winter Park	Village Condos	1	$349,500	46
Winter Park	Village Green	2	$459,450	33
Winter Park	Village Winterset Inc	1	$899,000	151
Winter Park	Villas Of Aragon Condo	1	$510,000	81
Winter Park	Virginia Heights Condo	1	$349,000	29
Winter Park	Virginia Heights Rep	2	$1,210,000	144
Winter Park	Virginia Hgts Rep	1	$774,900	130
Winter Park	Vistas At Lake Howell	2	$320,000	79
Winter Park	Waterbridge	1	$660,000	63
Winter Park	Waterfall Cove	1	$140,000	23
Winter Park	Waterfall Cove At Winter Park	1	$205,000	594
Winter Park	Waterfall Cove At Winter Park Condominium D107	1	$180,000	75
Winter Park	Waterfall Cove/winter Park	1	$99,900	194
Winter Park	Waters Edge At Hawks Crest	3	$1,258,333	37
Winter Park	Whisperwood	1	$134,900	32
Winter Park	Whisperwood Condo	2	$197,450	92
Winter Park	Windsong Elizabeths Walk 43/81	1	$1,377,500	129
Winter Park	Windward Square	5	$286,998	59
Winter Park	Winflor Court Pt Rep	1	$3,995,000	187
Winter Park	Winter Park	7	$2,507,143	141
Winter Park	Winter Park Comm	2	$1,399,500	12
Winter Park	Winter Park Estates	5	$476,960	41
Winter Park	Winter Park Forest	1	$469,900	26
Winter Park	Winter Park Gardens Condo	2	$352,000	80
Winter Park	Winter Park Oaks	1	$320,000	3
Winter Park	Winter Park Oasis	2	$1,397,000	90
Winter Park	Winter Park Pines	6	$692,717	132
Winter Park	Winter Park Pines Merrie Oaks	2	$554,950	135
Winter Park	Winter Park Pines Rep	2	$572,000	74
Winter Park	Winter Park Pointe 01	1	$299,000	17
Winter Park	Winter Park Pointe 02	1	$319,000	26
Winter Park	Winter Park Residential	2	$1,612,500	75
Winter Park	Winter Park Village	6	$1,329,583	115
Winter Park	Winter Park Villas Condo	2	$210,950	44
Winter Park	Winter Park Woods Condo	2	$104,500	189
Winter Park	Winter Woods	6	$500,667	82
Winter Park	Woodcrest	2	$487,450	62
Winter Park	Wrenwood	1	$495,000	40
Winter Park	Wrenwood Condo	2	$180,000	74

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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 10/19/2026. The listing information on this page last changed on 10/19/2026. 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 Mon 10/19/2026 2:03:36 AM EST) or GAMLS (last updated Sun 10/18/2026 11:15:20 PM EST) or Stellar MLS (last updated Mon 10/19/2026 1:54:46 AM EST) or SPC MLS (last updated Sun 10/18/2026 11:20:51 PM EST) or Martin MLS (last updated Sun 10/18/2026 11:38:14 PM EST) or Indian River MLS (last updated Sun 10/18/2026 11:30:08 PM EST) or Daytona MLS (last updated Sun 10/18/2026 11:36:41 PM EST) or Northeast Florida MLS (last updated Mon 10/19/2026 12:18:49 AM EST) or Beaches MLS (last updated Mon 10/19/2026 1:57:04 AM EST) or BORMLS (last updated Sun 10/18/2026 11:16:13 PM EST) or Scout MLS (Golden Isles) (last updated Sun 10/18/2026 7:06:03 AM EST) or Amelia/Nassau MLS (last updated Sun 10/18/2026 11:25:15 PM EST) or Dixie Gilchrist Levy MLS (last updated Sun 10/18/2026 11:42:15 PM EST) or NFLMLS (last updated Sun 10/18/2026 9:05:07 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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Winter Park, FL Real Estate Subdivision Directory

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