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	$2,095,000	147
Winter Park	Acreage	1	$399,900	37
Winter Park	Alabama Condo	1	$1,250,000	19
Winter Park	Albert Lee Ridge	2	$650,000	36
Winter Park	Albert Lee Ridge 1st	1	$460,000	77
Winter Park	Aloma	3	$564,500	212
Winter Park	Aloma Park	2	$302,000	35
Winter Park	Aloma Trails	1	$375,000	33
Winter Park	Banks Colonial Estates	1	$1,200,000	47
Winter Park	Bear Gully Forest	1	$499,900	172
Winter Park	Bel-aire Pines,	1	$465,000	252
Winter Park	Bldg 6	1	$155,000	134
Winter Park	Brookshire Heights	1	$1,825,000	88
Winter Park	Brookshire Heights 1st	2	$1,347,000	86
Winter Park	Brookshire Heights 4th	1	$1,115,000	54
Winter Park	Campo Bello	1	$625,000	72
Winter Park	Canton Ave Cottages 1	1	$849,000	12
Winter Park	Capens	2	$725,000	359
Winter Park	Casa Aloma	2	$469,950	293
Winter Park	Cedar Ridge	2	$442,500	18
Winter Park	Cedarwood Village 1	6	$264,817	109
Winter Park	Charmont	8	$2,678,250	94
Winter Park	Chateaux Du Lac	5	$239,480	117
Winter Park	Cloister Grove	2	$5,095,000	249
Winter Park	Cloisters Condo	4	$1,343,225	157
Winter Park	College Place Rep	1	$1,980,000	92
Winter Park	Colonies	4	$136,975	187
Winter Park	Comstock Park	4	$3,900,000	168
Winter Park	Conwill Estates	2	$3,485,000	65
Winter Park	Coronation	1	$269,000	162
Winter Park	Cortland Park	1	$950,000	85
Winter Park	Country Lane	4	$439,975	27
Winter Park	Crossroads Bus Cntr Condo	1	$373,000	17
Winter Park	Dubsdread Heights	3	$584,333	76
Winter Park	Eastbrook	11	$412,399	101
Winter Park	Eastgate	2	$949,500	87
Winter Park	Ellno Willo	2	$2,444,000	91
Winter Park	Fairbanks Park	1	$899,000	190
Winter Park	Fairbanks Shores 5th	1	$449,900	94
Winter Park	Fernbrook Trails	1	$199,000	51
Winter Park	Flamingo Shores	1	$865,000	28
Winter Park	Fontainebleau	1	$1,599,000	135
Winter Park	Forest Hills	4	$3,716,250	147
Winter Park	Four Seasons Condo	5	$203,980	46
Winter Park	Fremar	2	$1,299,000	73
Winter Park	Garden Lake Estates	6	$453,317	22
Winter Park	Georgetown Estates	2	$479,950	127
Winter Park	Glencoe	7	$573,587	98
Winter Park	Goldenrod Villas Condo	2	$229,700	106
Winter Park	Golfside	1	$680,000	71
Winter Park	Golfside Villas Condo	2	$111,445	65
Winter Park	Golfview	2	$424,350	128
Winter Park	Grayson Square	3	$422,967	88
Winter Park	Green Oaks Rep	1	$3,995,000	12
Winter Park	Green Oaks Rep 02	1	$2,300,000	80
Winter Park	Green Terrace	1	$1,005,000	61
Winter Park	Green Terrace V/140 Lot 3 Blk B	1	$1,820,000	99
Winter Park	Greenview At Winter Pines	1	$899,000	86
Winter Park	H Vanwies	3	$899,000	55
Winter Park	Hamilton Place	1	$1,324,000	71
Winter Park	Henkel	1	$1,095,000	32
Winter Park	Hidden Oaks Condo	8	$181,600	134
Winter Park	Hidden Oaks Condominium Association, Inc	1	$154,500	58
Winter Park	Horton Aaron	1	$1,800,000	30
Winter Park	Howell Branch Woods	1	$402,500	24
Winter Park	Howell Estates 1st	1	$460,000	154
Winter Park	Howell Estates 2nd	1	$450,000	15
Winter Park	Howell Estates Rep	2	$441,200	31
Winter Park	Howell Heights	2	$403,440	75
Winter Park	J Kronenberger	2	$4,299,500	101
Winter Park	Karolina On Killarney	4	$1,038,722	71
Winter Park	Kenilworth Estates 1st	2	$712,450	25
Winter Park	Kenilworth Shores	14	$1,429,835	50
Winter Park	Killarney Bay Condo	2	$427,000	96
Winter Park	Killarney Circle	4	$622,000	314
Winter Park	Killarney Estates	5	$1,938,000	99
Winter Park	Killarney Point	1	$689,000	28
Winter Park	Kings Cove	2	$719,495	26
Winter Park	La Casas De Indiana	1	$524,000	54
Winter Park	Lake Bell Terrace	1	$820,000	136
Winter Park	Lake Florence Preserve	2	$1,437,450	20
Winter Park	Lake Forest Park	6	$1,817,133	66
Winter Park	Lake Killarney Condo	2	$259,950	122
Winter Park	Lake Killarney Condominium Assn Inc.	1	$199,900	9
Winter Park	Lake Killarney Shores	1	$1,449,900	249
Winter Park	Lake Knowles Terrace	5	$1,796,800	47
Winter Park	Lake Monte	1	$1,050,000	36
Winter Park	Lake Virginia	1	$999,000	141
Winter Park	Lake Waunatta Woods	1	$549,000	2
Winter Park	Lakeside Estates	1	$1,300,000	8
Winter Park	Lakeside Manor	7	$188,243	148
Winter Park	Lakeside Manor Condominium Association, Inc.	1	$224,999	506
Winter Park	Lakeview Terrace	3	$1,141,000	119
Winter Park	Lancelot/winter Park	1	$157,900	67
Winter Park	Landings At Hawks Crest	3	$758,300	91
Winter Park	Landmark Winter Park Condo	1	$2,350,000	10
Winter Park	Las Casas De Indiana	1	$545,000	136
Winter Park	Laurel Spgs	3	$406,667	45
Winter Park	Laurel Springs	1	$390,000	40
Winter Park	Lawndale	9	$1,142,389	108
Winter Park	Lazy Oaks Condo	1	$280,000	74
Winter Park	Lords	1	$1,050,000	609
Winter Park	Lost Creek	3	$623,000	47
Winter Park	Lugano Terrace	1	$2,225,000	227
Winter Park	Lyman Ave Villas 1	1	$1,375,000	49
Winter Park	Magnolia Gardens	1	$699,900	26
Winter Park	Maitland Shores	1	$2,150,000	235
Winter Park	Maitland Shores 1st	1	$3,500,000	22
Winter Park	Maitland Shores First	1	$2,899,900	166
Winter Park	Meadows At Hawks Crest	4	$783,750	69
Winter Park	Metzingers	1	$589,900	114
Winter Park	Mondrian/winder Park Twnhms	1	$1,099,000	113
Winter Park	Morse & Pennsylvania Twnhms	1	$2,800,000	2
Winter Park	Morseland	1	$1,185,999	59
Winter Park	New England Bldg	1	$425,000	47
Winter Park	None	6	$989,817	74
Winter Park	Northwood Terrace	1	$1,300,000	1
Winter Park	Not On The List	1	$515,000	12
Winter Park	Oakcrest-516	1	$325,000	82
Winter Park	Olympia Heights Annex	1	$429,900	3
Winter Park	Orange Terrace	2	$467,750	163
Winter Park	Orangewood Park	1	$735,000	20
Winter Park	Orwin Manor Westminster	3	$831,333	35
Winter Park	Osceola Heights	1	$1,299,000	106
Winter Park	Osceola Place	1	$6,495,000	248
Winter Park	Osceola Shores	1	$2,500,000	57
Winter Park	Oxford Cove	1	$399,900	17
Winter Park	Park Hill	1	$3,500,000	25
Winter Park	Park Manor	2	$1,024,000	140
Winter Park	Park North	1	$2,495,000	93
Winter Park	Park West Condo	2	$744,500	30
Winter Park	Parklando	1	$1,139,750	78
Winter Park	Parklando #3	1	$1,649,000	115
Winter Park	Parklando 03	1	$1,890,000	433
Winter Park	Parkview Village	5	$170,660	280
Winter Park	Parkview Village Condo Blvd 2918	1	$189,000	108
Winter Park	Pennsylvania Place Rep	1	$1,895,000	37
Winter Park	Pervis Survey For R E	1	$1,799,999	138
Winter Park	Phillips Circle Rep	3	$286,300	162
Winter Park	Preserve At Hawks Crest	1	$739,000	325
Winter Park	Quail Hollow	1	$1,245,000	65
Winter Park	Quail Run	1	$629,900	71
Winter Park	Robert Dhu Macdonald Park	1	$6,950,000	138
Winter Park	Sandlewood Creek Condo	1	$299,000	140
Winter Park	Sevilla	1	$2,235,000	219
Winter Park	Seville Park	1	$535,000	1
Winter Park	Shores Lake Killarney	1	$750,000	53
Winter Park	Sicilian Shores	1	$2,690,000	79
Winter Park	Slovak Village	2	$276,250	126
Winter Park	South Lakemont Shores	3	$1,450,000	63
Winter Park	Stansbury Estates	1	$338,000	25
Winter Park	Stratford A Winter Park Condo	4	$192,900	104
Winter Park	Stratford Winter Park	1	$144,000	131
Winter Park	Suburban Homes	2	$507,450	33
Winter Park	Swoope Park	1	$695,000	157
Winter Park	Sylvan Heights	3	$1,808,333	109
Winter Park	Sylvan Hgts	1	$709,000	58
Winter Park	Sylvan Lake Shores	3	$2,196,667	83
Winter Park	Sylvan Park	2	$3,374,500	39
Winter Park	Tanglewood	1	$562,000	1031
Winter Park	Tantum	2	$649,000	2
Winter Park	Temple Estates	1	$2,385,000	103
Winter Park	Temple Heights	1	$2,490,000	92
Winter Park	Temple Terrace	1	$995,000	103
Winter Park	Terazzo Del Sol Condo Assn Inc	1	$549,000	164
Winter Park	Terrazo Del Sol	1	$515,000	102
Winter Park	The Enclave Winter Park	10	$1,966,300	55
Winter Park	Timberlane Shores	1	$1,150,000	57
Winter Park	Town Of Winter Park	1	$2,695,000	21
Winter Park	Town/winter Park	1	$509,000	18
Winter Park	Townhomes/harper Place	1	$534,900	68
Winter Park	Trinity Bay	3	$468,300	20
Winter Park	Trotters Rep	1	$745,000	50
Winter Park	Tuscany Terrace	2	$1,595,000	79
Winter Park	Twin Acres	1	$1,695,000	101
Winter Park	Urban Green 12	1	$560,000	24
Winter Park	Valencia Terrace	1	$3,995,000	310
Winter Park	Vilasa Twnhms	1	$1,399,000	9
Winter Park	Villa View Park	1	$1,850,000	100
Winter Park	Village Green	1	$549,000	68
Winter Park	Village Winterset Inc	1	$989,500	37
Winter Park	Villas Of Casselberry	5	$355,980	46
Winter Park	Virginia Heights	2	$2,599,500	36
Winter Park	Virginia Heights Rep	2	$1,337,500	30
Winter Park	Virginia Hgts Rep	1	$879,000	16
Winter Park	Vistas At Lake Howell	3	$350,000	54
Winter Park	Waterfall Cove	3	$115,667	129
Winter Park	Waterfall Cove At Winter Park	1	$205,000	480
Winter Park	Waterfall Cove At Winter Park Condo	1	$130,000	95
Winter Park	Waterfall Cove Winter Park	1	$134,900	92
Winter Park	Waterfall Cove/winter Park	2	$112,000	67
Winter Park	Whispering Waters/phillips Circle Rep	1	$1,925,000	50
Winter Park	Whisperwood Condo	4	$228,725	138
Winter Park	Windsong - Knowles Place	1	$1,875,000	57
Winter Park	Windsong Elizabeths Walk	1	$1,395,000	43
Winter Park	Windsong Elizabeths Walk 43/81	1	$1,550,000	15
Winter Park	Windsong Lakeside	1	$2,699,000	87
Winter Park	Windsong-preserve Point	1	$8,950,000	264
Winter Park	Windward Square	2	$330,000	132
Winter Park	Winflor Court Pt Rep	2	$4,267,500	57
Winter Park	Winter Park	5	$3,064,778	101
Winter Park	Winter Park Estates	6	$473,667	253
Winter Park	Winter Park Gardens Condo	3	$308,333	30
Winter Park	Winter Park Gdns Condo	1	$235,900	22
Winter Park	Winter Park Manor	2	$432,000	44
Winter Park	Winter Park Oasis	1	$1,795,000	19
Winter Park	Winter Park Pines	14	$607,500	91
Winter Park	Winter Park Pines Merrie Oaks	5	$597,980	41
Winter Park	Winter Park Pines Patio Homes	1	$319,900	4
Winter Park	Winter Park Pines Rep	3	$629,133	74
Winter Park	Winter Park Pines Ut 5	1	$710,000	93
Winter Park	Winter Park Place 45/148	1	$1,950,000	8
Winter Park	Winter Park Residential	1	$1,849,900	10
Winter Park	Winter Park Rev	1	$1,795,000	88
Winter Park	Winter Park Village	6	$1,518,917	61
Winter Park	Winter Park Villas	1	$194,900	62
Winter Park	Winter Park Woods Condo	1	$109,900	239
Winter Park	Winter Woods	1	$519,999	196
Winter Park	Woodcrest	1	$360,000	25
Winter Park	Woodmere Terrace Rep	1	$1,700,000	15
Winter Park	Wrenwood	1	$449,900	2
Winter Park	Wrenwood Condo	5	$192,580	63
Winter Park	Wrenwood Heights	3	$451,663	40

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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 06/27/2026. The listing information on this page last changed on 06/27/2026. 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 Sat 06/27/2026 12:20:38 AM EST) or GAMLS (last updated Fri 06/26/2026 11:15:43 PM EST) or Stellar MLS (last updated Sat 06/27/2026 12:14:00 AM EST) or SPC MLS (last updated Fri 06/26/2026 11:21:31 PM EST) or Martin MLS (last updated Fri 06/26/2026 11:38:10 PM EST) or Indian River MLS (last updated Fri 06/26/2026 11:30:19 PM EST) or Daytona MLS (last updated Fri 06/26/2026 11:36:51 PM EST) or Northeast Florida MLS (last updated Sat 06/27/2026 12:19:09 AM EST) or Beaches MLS (last updated Sat 06/27/2026 12:09:31 AM EST) or BORMLS (last updated Fri 06/26/2026 11:15:59 PM EST) or Amelia/Nassau MLS (last updated Fri 06/26/2026 11:25:15 PM EST) or Dixie Gilchrist Levy MLS (last updated Fri 06/26/2026 11:42:19 PM EST) or NFLMLS (last updated Fri 06/26/2026 9:05:11 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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