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	Acreage	1	$399,900	30
Winter Park	Alabama Condo	1	$1,250,000	12
Winter Park	Albert Lee Ridge	2	$650,000	29
Winter Park	Albert Lee Ridge 1st	1	$460,000	70
Winter Park	Aloma	3	$564,500	205
Winter Park	Aloma Park	2	$302,000	28
Winter Park	Aloma Trails	2	$375,000	49
Winter Park	Aragon Condo	1	$209,999	184
Winter Park	Banks Colonial Estates	1	$1,200,000	40
Winter Park	Bear Gully Forest	1	$499,900	165
Winter Park	Bel-aire Pines,	1	$465,000	245
Winter Park	Bldg 6	1	$155,000	127
Winter Park	Brookshire Heights	1	$1,825,000	81
Winter Park	Brookshire Heights 1st	3	$1,231,333	77
Winter Park	Brookshire Heights 4th	1	$1,115,000	47
Winter Park	Campo Bello	1	$625,000	65
Winter Park	Canton Ave Cottages 1	1	$849,000	5
Winter Park	Capens	2	$725,000	352
Winter Park	Carver Town	1	$399,999	43
Winter Park	Casa Aloma	2	$472,450	286
Winter Park	Cedar Ridge	2	$442,500	11
Winter Park	Cedarwood Village 1	6	$266,317	102
Winter Park	Charmont	9	$2,480,556	82
Winter Park	Chateaux Du Lac	5	$239,480	110
Winter Park	Cinnamon Shores	1	$2,200,000	106
Winter Park	Cloister Grove	2	$5,095,000	242
Winter Park	Cloisters Condo	4	$1,343,225	150
Winter Park	College Place Rep	1	$1,980,000	85
Winter Park	Colonies	4	$136,975	180
Winter Park	Comstock Park	5	$3,448,000	146
Winter Park	Conwill Estates	2	$3,485,000	58
Winter Park	Coronation	1	$269,000	155
Winter Park	Cortland Park	1	$950,000	78
Winter Park	Country Lane	3	$436,633	28
Winter Park	Crossroads Bus Cntr Condo	1	$373,000	10
Winter Park	Dixie Terrace	1	$1,800,000	99
Winter Park	Dubsdread Heights	3	$584,333	69
Winter Park	Eastbrook	11	$413,308	94
Winter Park	Eastgate	2	$949,500	80
Winter Park	Ellno Willo	2	$2,444,000	84
Winter Park	Fairbanks Park	1	$899,000	183
Winter Park	Fairbanks Shores 5th	1	$449,900	87
Winter Park	Fernbrook Trails	1	$199,000	44
Winter Park	Flamingo Shores	1	$865,000	21
Winter Park	Fontainebleau	1	$1,599,000	128
Winter Park	Forest Hills	6	$2,859,167	108
Winter Park	Four Seasons Condo	4	$197,500	49
Winter Park	Fremar	2	$1,299,000	66
Winter Park	Garden Lake Estates	7	$445,557	18
Winter Park	Georgetown Estates	2	$482,450	120
Winter Park	Glencoe	7	$577,571	91
Winter Park	Goldenrod Villas Condo	1	$219,900	200
Winter Park	Golfside	2	$697,450	89
Winter Park	Golfside Villas Condo	1	$122,990	120
Winter Park	Golfview	2	$424,350	121
Winter Park	Grand Pines	1	$280,000	52
Winter Park	Grayson Square	4	$433,475	198
Winter Park	Green Oaks Rep	1	$3,995,000	5
Winter Park	Green Oaks Rep 02	1	$2,300,000	73
Winter Park	Green Terrace	1	$1,005,000	54
Winter Park	Green Terrace V/140 Lot 3 Blk B	1	$1,820,000	92
Winter Park	Greenview At Winter Pines	1	$899,000	79
Winter Park	H Vanwies	2	$899,000	74
Winter Park	Hamilton Place	1	$1,324,000	64
Winter Park	Henkel	1	$1,095,000	25
Winter Park	Hidden Oaks Condo	7	$181,843	146
Winter Park	Horton Aaron	1	$1,800,000	23
Winter Park	Howell Branch Woods	2	$426,250	27
Winter Park	Howell Estates 1st	1	$460,000	147
Winter Park	Howell Estates 2nd	1	$450,000	8
Winter Park	Howell Estates Rep	2	$441,200	24
Winter Park	Howell Heights	2	$403,440	68
Winter Park	J Kronenberger	2	$4,299,500	94
Winter Park	Karolina On Killarney	4	$1,038,722	64
Winter Park	Kenilworth Estates 1st	1	$695,000	37
Winter Park	Kenilworth Shores	12	$1,394,974	51
Winter Park	Killarney Bay Condo	3	$389,667	172
Winter Park	Killarney Circle	4	$622,000	307
Winter Park	Killarney Estates	5	$1,938,000	92
Winter Park	Killarney Point	1	$689,000	21
Winter Park	Kings Cove	1	$824,000	43
Winter Park	La Casas De Indiana	1	$524,000	47
Winter Park	Lake Bell Terrace	1	$820,000	129
Winter Park	Lake Florence Preserve	2	$1,437,450	13
Winter Park	Lake Forest Park	6	$1,817,133	59
Winter Park	Lake Killarney Condo	2	$263,950	115
Winter Park	Lake Killarney Condominium Assn Inc.	1	$199,900	2
Winter Park	Lake Killarney Shores	1	$1,449,900	242
Winter Park	Lake Knowles Terrace	5	$1,796,800	40
Winter Park	Lake Monte	1	$1,095,000	29
Winter Park	Lake Virginia	1	$999,000	134
Winter Park	Lake Waunatta Village	1	$457,000	150
Winter Park	Lakeside Estates	1	$1,300,000	1
Winter Park	Lakeside Manor	7	$188,900	166
Winter Park	Lakeside Manor Condominium Association, Inc.	1	$224,999	499
Winter Park	Lakeview Terrace	4	$980,500	90
Winter Park	Lancelot/winter Park	1	$157,900	60
Winter Park	Landings At Hawks Crest	3	$758,300	84
Winter Park	Landmark Winter Park Condo	1	$2,350,000	3
Winter Park	Las Casas De Indiana	1	$545,000	129
Winter Park	Laurel Spgs	3	$406,667	38
Winter Park	Laurel Springs	1	$390,000	33
Winter Park	Lawndale	9	$1,146,611	101
Winter Park	Lazy Oaks Condo	1	$280,000	67
Winter Park	Lords	1	$1,050,000	602
Winter Park	Lost Creek	3	$623,000	40
Winter Park	Lugano Terrace	1	$2,225,000	220
Winter Park	Lyman Ave Villas 1	1	$1,375,000	42
Winter Park	Magnolia Gardens	1	$724,900	19
Winter Park	Maitland Shores	2	$3,700,000	295
Winter Park	Maitland Shores 1st	1	$3,500,000	15
Winter Park	Maitland Shores First	1	$2,899,900	159
Winter Park	Meadows At Hawks Crest	4	$783,750	62
Winter Park	Metzingers	1	$589,900	107
Winter Park	Mondrian/winder Park Twnhms	1	$1,099,000	106
Winter Park	Morseland	1	$1,185,999	52
Winter Park	New England Bldg	1	$425,000	40
Winter Park	None	6	$989,817	67
Winter Park	Not On The List	1	$515,000	5
Winter Park	Oakcrest-516	1	$325,000	75
Winter Park	Orange Terrace	1	$479,900	317
Winter Park	Orangewood Park	1	$735,000	13
Winter Park	Orwin Manor Westminster	4	$917,250	41
Winter Park	Osceola Heights	1	$1,299,000	99
Winter Park	Osceola Place	1	$6,495,000	241
Winter Park	Osceola Shores	2	$2,049,500	90
Winter Park	Oxford Cove	1	$399,900	10
Winter Park	Park Grove	1	$2,895,000	45
Winter Park	Park Hill	2	$3,897,500	28
Winter Park	Park Manor	2	$1,024,000	133
Winter Park	Park North	1	$2,495,000	86
Winter Park	Park West Condo	2	$744,500	23
Winter Park	Parklando	1	$1,139,750	71
Winter Park	Parklando #3	1	$1,649,000	108
Winter Park	Parklando 03	1	$1,890,000	426
Winter Park	Parkview Village	4	$174,600	343
Winter Park	Parkview Village Condo Blvd 2918	1	$189,000	101
Winter Park	Pennsylvania Place Rep	1	$1,895,000	30
Winter Park	Pervis Survey For R E	1	$1,799,999	131
Winter Park	Phillips Circle Rep	3	$286,300	155
Winter Park	Preserve At Hawks Crest	1	$739,000	318
Winter Park	Quail Hollow	1	$1,245,000	58
Winter Park	Quail Run	1	$629,900	64
Winter Park	Robert Dhu Macdonald Park	1	$6,950,000	131
Winter Park	Sandlewood Creek Condo	1	$299,000	133
Winter Park	Sevilla	1	$2,235,000	212
Winter Park	Shores Lake Killarney	1	$750,000	46
Winter Park	Sicilian Shores	1	$2,690,000	72
Winter Park	Slovak Village	1	$317,500	241
Winter Park	South Lakemont Shores	3	$1,450,000	56
Winter Park	Stansbury Estates	1	$338,000	18
Winter Park	Stratford A Winter Park Condo	4	$192,900	97
Winter Park	Stratford Winter Park	1	$144,000	124
Winter Park	Suburban Homes	2	$507,450	26
Winter Park	Swoope Park	1	$695,000	150
Winter Park	Sylvan Heights	4	$1,512,500	86
Winter Park	Sylvan Hgts	1	$709,000	51
Winter Park	Sylvan Lake Shores	3	$2,230,000	76
Winter Park	Sylvan Park	2	$3,374,500	32
Winter Park	Tanglewood	2	$506,000	553
Winter Park	Temple Estates	1	$2,385,000	96
Winter Park	Temple Heights	1	$2,490,000	85
Winter Park	Temple Terrace	1	$995,000	96
Winter Park	Terazzo Del Sol Condo Assn Inc	1	$549,000	157
Winter Park	Terrazo Del Sol	1	$515,000	95
Winter Park	The Enclave Winter Park	11	$1,962,545	52
Winter Park	Timberlane Shores	1	$1,150,000	50
Winter Park	Town Of Winter Park	1	$2,695,000	14
Winter Park	Town/winter Park	1	$509,000	11
Winter Park	Townhomes/harper Place	1	$534,900	61
Winter Park	Trinity Bay	3	$475,000	13
Winter Park	Trotters Rep	1	$745,000	43
Winter Park	Tuscany Terrace	2	$1,595,000	72
Winter Park	Twin Acres	1	$1,695,000	94
Winter Park	Urban Green 12	1	$560,000	17
Winter Park	Valencia Terrace	1	$3,995,000	303
Winter Park	Vilasa Twnhms	1	$1,399,000	2
Winter Park	Villa View Park	1	$1,850,000	93
Winter Park	Village Green	1	$549,000	61
Winter Park	Village Winterset Inc	1	$989,500	30
Winter Park	Villas Of Casselberry	5	$355,980	39
Winter Park	Virginia Heights	2	$2,650,000	29
Winter Park	Virginia Heights Rep	2	$3,310,000	32
Winter Park	Virginia Hgts Rep	1	$879,000	9
Winter Park	Vistas At Lake Howell	2	$345,000	72
Winter Park	Waterfall Cove	3	$116,000	122
Winter Park	Waterfall Cove At Winter Park	1	$205,000	473
Winter Park	Waterfall Cove At Winter Park Condo	1	$130,000	88
Winter Park	Waterfall Cove Winter Park	1	$134,900	85
Winter Park	Waterfall Cove/winter Park	2	$112,000	60
Winter Park	Whispering Waters/phillips Circle Rep	1	$1,925,000	43
Winter Park	Whisperwood Condo	4	$221,225	171
Winter Park	Windsong - Knowles Place	1	$1,875,000	50
Winter Park	Windsong Elizabeths Walk	1	$1,395,000	36
Winter Park	Windsong Elizabeths Walk 43/81	1	$1,550,000	8
Winter Park	Windsong Lakeside	1	$2,699,000	80
Winter Park	Windsong-preserve Point	1	$8,950,000	257
Winter Park	Windward Square	4	$295,000	84
Winter Park	Winflor Court Pt Rep	2	$4,267,500	50
Winter Park	Winter Park	5	$3,094,778	94
Winter Park	Winter Park Estates	6	$473,667	246
Winter Park	Winter Park Gardens Condo	3	$308,333	23
Winter Park	Winter Park Gdns Condo	1	$235,900	15
Winter Park	Winter Park Manor	2	$437,000	37
Winter Park	Winter Park Oasis	1	$1,795,000	12
Winter Park	Winter Park Pines	13	$606,231	91
Winter Park	Winter Park Pines Merrie Oaks	4	$592,475	44
Winter Park	Winter Park Pines Rep	3	$629,133	67
Winter Park	Winter Park Pines Ut 5	1	$710,000	86
Winter Park	Winter Park Place 45/148	1	$1,950,000	1
Winter Park	Winter Park Residential	1	$1,849,900	3
Winter Park	Winter Park Rev	1	$1,795,000	81
Winter Park	Winter Park Village	6	$1,518,917	54
Winter Park	Winter Park Villas	1	$194,900	55
Winter Park	Winter Park Woods Condo	1	$109,900	232
Winter Park	Winter Woods	1	$519,999	189
Winter Park	Woodcrest	1	$370,000	18
Winter Park	Woodmere Terrace Rep	1	$1,700,000	8
Winter Park	Wrenwood Condo	5	$192,580	56
Winter Park	Wrenwood Heights	3	$451,663	33

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 06/20/2026. The listing information on this page last changed on 06/20/2026. 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 06/20/2026 12:45:36 AM EST) or GAMLS (last updated Fri 06/19/2026 11:15:10 PM EST) or Stellar MLS (last updated Sat 06/20/2026 12:29:21 AM EST) or SPC MLS (last updated Fri 06/19/2026 11:21:27 PM EST) or Martin MLS (last updated Fri 06/19/2026 11:38:11 PM EST) or Indian River MLS (last updated Fri 06/19/2026 11:30:15 PM EST) or Daytona MLS (last updated Fri 06/19/2026 11:36:48 PM EST) or Northeast Florida MLS (last updated Sat 06/20/2026 12:18:57 AM EST) or Beaches MLS (last updated Sat 06/20/2026 12:37:54 AM EST) or BORMLS (last updated Fri 06/19/2026 11:16:04 PM EST) or Amelia/Nassau MLS (last updated Fri 06/19/2026 11:25:13 PM EST) or Dixie Gilchrist Levy MLS (last updated Fri 06/19/2026 11:42:18 PM EST) or NFLMLS (last updated Fri 06/19/2026 9:07:52 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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