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	29
Winter Park	Alabama Condo	1	$1,250,000	11
Winter Park	Albert Lee Ridge	2	$650,000	28
Winter Park	Albert Lee Ridge 1st	1	$460,000	69
Winter Park	Aloma	3	$564,500	204
Winter Park	Aloma Park	2	$302,000	27
Winter Park	Aloma Trails	2	$375,000	48
Winter Park	Aragon Condo	1	$209,999	183
Winter Park	Banks Colonial Estates	1	$1,200,000	39
Winter Park	Bear Gully Forest	1	$499,900	164
Winter Park	Bel-aire Pines,	1	$465,000	244
Winter Park	Bldg 6	1	$155,000	126
Winter Park	Brookshire Heights	1	$1,825,000	80
Winter Park	Brookshire Heights 1st	3	$1,231,333	76
Winter Park	Brookshire Heights 4th	1	$1,115,000	46
Winter Park	Campo Bello	1	$625,000	64
Winter Park	Canton Ave Cottages 1	1	$849,000	4
Winter Park	Capens	2	$725,000	351
Winter Park	Carver Town	1	$399,999	42
Winter Park	Casa Aloma	2	$472,450	285
Winter Park	Cedar Ridge	2	$442,500	10
Winter Park	Cedarwood Village 1	6	$266,317	101
Winter Park	Charmont	10	$2,517,500	86
Winter Park	Chateaux Du Lac	5	$239,480	109
Winter Park	Cinnamon Shores	1	$2,200,000	105
Winter Park	Cloister Grove	2	$5,095,000	241
Winter Park	Cloisters Condo	4	$1,343,225	149
Winter Park	College Place Rep	1	$1,980,000	84
Winter Park	Colonies	4	$136,975	179
Winter Park	Comstock Park	5	$3,448,000	145
Winter Park	Conwill Estates	2	$3,485,000	57
Winter Park	Coronation	1	$269,000	154
Winter Park	Cortland Park	1	$950,000	77
Winter Park	Country Lane	4	$442,475	29
Winter Park	Crossroads Bus Cntr Condo	1	$373,000	9
Winter Park	Dixie Terrace	1	$1,800,000	98
Winter Park	Dubsdread Heights	3	$584,333	68
Winter Park	Eastbrook	11	$413,308	93
Winter Park	Eastgate	2	$949,500	79
Winter Park	Ellno Willo	2	$2,444,000	83
Winter Park	Fairbanks Park	1	$899,000	182
Winter Park	Fairbanks Shores 5th	1	$449,900	86
Winter Park	Fernbrook Trails	1	$199,000	43
Winter Park	Flamingo Shores	1	$865,000	20
Winter Park	Fontainebleau	1	$1,599,000	127
Winter Park	Forest Hills	6	$2,859,167	107
Winter Park	Four Seasons Condo	4	$197,500	48
Winter Park	Fremar	2	$1,299,000	65
Winter Park	Garden Lake Estates	7	$445,557	17
Winter Park	Georgetown Estates	2	$482,450	119
Winter Park	Glencoe	7	$577,571	90
Winter Park	Goldenrod Villas Condo	1	$219,900	199
Winter Park	Golfside	2	$697,450	88
Winter Park	Golfside Villas Condo	1	$122,990	119
Winter Park	Golfview	2	$424,350	120
Winter Park	Golfview Heights	1	$625,000	92
Winter Park	Grand Pines	1	$280,000	51
Winter Park	Grayson Square	4	$433,475	197
Winter Park	Green Oaks Rep	2	$3,145,000	63
Winter Park	Green Oaks Rep 02	1	$2,300,000	72
Winter Park	Green Terrace	1	$1,005,000	53
Winter Park	Green Terrace V/140 Lot 3 Blk B	1	$1,820,000	91
Winter Park	Greenview At Winter Pines	1	$899,000	78
Winter Park	H Vanwies	2	$899,000	73
Winter Park	Hamilton Place	1	$1,324,000	63
Winter Park	Henkel	1	$1,095,000	24
Winter Park	Hidden Oaks Condo	8	$182,606	136
Winter Park	Horton Aaron	1	$1,800,000	22
Winter Park	Howell Branch Woods	2	$426,250	26
Winter Park	Howell Estates 1st	1	$460,000	146
Winter Park	Howell Estates 2nd	1	$450,000	7
Winter Park	Howell Estates Rep	2	$441,200	23
Winter Park	Howell Heights	2	$403,440	67
Winter Park	J Kronenberger	2	$4,299,500	93
Winter Park	Karolina On Killarney	4	$1,038,722	63
Winter Park	Kenilworth Estates 1st	1	$695,000	36
Winter Park	Kenilworth Shores	12	$1,397,057	50
Winter Park	Killarney Bay Condo	3	$389,667	171
Winter Park	Killarney Circle	4	$622,000	306
Winter Park	Killarney Estates	5	$1,938,000	91
Winter Park	Killarney Point	1	$689,000	20
Winter Park	Kings Cove	1	$824,000	42
Winter Park	La Casas De Indiana	1	$524,000	46
Winter Park	Lake Bell Terrace	1	$820,000	128
Winter Park	Lake Florence Preserve	2	$1,437,450	12
Winter Park	Lake Forest Park	6	$1,817,133	58
Winter Park	Lake Killarney Condo	2	$263,950	114
Winter Park	Lake Killarney Condominium Assn Inc.	1	$199,900	1
Winter Park	Lake Killarney Shores	1	$1,449,900	241
Winter Park	Lake Knowles Terrace	5	$1,796,800	39
Winter Park	Lake Monte	1	$1,095,000	28
Winter Park	Lake Virginia	1	$999,000	133
Winter Park	Lake Waunatta Village	1	$457,000	149
Winter Park	Lakeside Estates	1	$1,300,000	0
Winter Park	Lakeside Manor	7	$188,900	165
Winter Park	Lakeside Manor Condominium Association, Inc.	1	$224,999	498
Winter Park	Lakeview Terrace	4	$980,500	89
Winter Park	Lancelot/winter Park	1	$157,900	59
Winter Park	Landings At Hawks Crest	3	$758,300	83
Winter Park	Landmark Winter Park Condo	1	$2,350,000	2
Winter Park	Las Casas De Indiana	1	$545,000	128
Winter Park	Laurel Spgs	3	$406,667	37
Winter Park	Laurel Springs	1	$390,000	32
Winter Park	Lawndale	9	$1,146,611	100
Winter Park	Lazy Oaks Condo	1	$280,000	66
Winter Park	Lords	1	$1,050,000	601
Winter Park	Lost Creek	2	$667,000	59
Winter Park	Lugano Terrace	1	$2,225,000	219
Winter Park	Lyman Ave Villas 1	1	$1,375,000	41
Winter Park	Magnolia Gardens	1	$724,900	18
Winter Park	Maitland Shores	2	$3,700,000	294
Winter Park	Maitland Shores 1st	1	$3,500,000	14
Winter Park	Maitland Shores First	1	$2,899,900	158
Winter Park	Meadows At Hawks Crest	4	$789,250	61
Winter Park	Metzingers	1	$589,900	106
Winter Park	Mondrian/winder Park Twnhms	1	$1,099,000	105
Winter Park	Morseland	1	$1,185,999	51
Winter Park	New England Bldg	1	$425,000	39
Winter Park	None	5	$589,780	79
Winter Park	Not On The List	1	$515,000	4
Winter Park	Oakcrest-516	1	$325,000	74
Winter Park	Orange Terrace	1	$479,900	316
Winter Park	Orangewood Park	1	$735,000	12
Winter Park	Orwin Manor Westminster	4	$917,250	40
Winter Park	Osceola Heights	1	$1,299,000	98
Winter Park	Osceola Place	1	$6,495,000	240
Winter Park	Osceola Shores	2	$2,049,500	89
Winter Park	Oxford Cove	1	$399,900	9
Winter Park	Park Grove	1	$2,895,000	44
Winter Park	Park Hill	2	$3,897,500	27
Winter Park	Park Manor	2	$1,024,000	132
Winter Park	Park North	1	$2,495,000	85
Winter Park	Park West Condo	2	$744,500	22
Winter Park	Parklando	1	$1,139,750	70
Winter Park	Parklando #3	1	$1,649,000	107
Winter Park	Parklando 03	1	$1,890,000	425
Winter Park	Parkview Village	4	$174,600	342
Winter Park	Parkview Village Condo Blvd 2918	1	$189,000	100
Winter Park	Pennsylvania Place Rep	1	$1,895,000	29
Winter Park	Pervis Survey For R E	1	$1,799,999	130
Winter Park	Phillips Circle Rep	4	$304,475	203
Winter Park	Preserve At Hawks Crest	1	$739,000	317
Winter Park	Quail Hollow	1	$1,245,000	57
Winter Park	Quail Run	1	$629,900	63
Winter Park	Robert Dhu Macdonald Park	1	$6,950,000	130
Winter Park	Sandlewood Creek Condo	1	$299,000	132
Winter Park	Sevilla	1	$2,235,000	211
Winter Park	Shores Lake Killarney	1	$750,000	45
Winter Park	Sicilian Shores	1	$2,690,000	71
Winter Park	Slovak Village	1	$317,500	240
Winter Park	South Lakemont Shores	3	$1,450,000	55
Winter Park	Stansbury Estates	1	$338,000	17
Winter Park	Stratford A Winter Park Condo	4	$202,175	96
Winter Park	Stratford Winter Park	1	$144,000	123
Winter Park	Suburban Homes	1	$545,000	50
Winter Park	Swoope Park	1	$695,000	149
Winter Park	Sylvan Heights	4	$1,512,500	85
Winter Park	Sylvan Hgts	1	$709,000	50
Winter Park	Sylvan Lake Shores	3	$2,230,000	75
Winter Park	Sylvan Park	3	$2,514,667	55
Winter Park	Tanglewood	2	$506,000	552
Winter Park	Temple Estates	1	$2,385,000	95
Winter Park	Temple Heights	1	$2,695,000	84
Winter Park	Temple Terrace	1	$995,000	95
Winter Park	Terazzo Del Sol Condo Assn Inc	1	$549,000	156
Winter Park	Terrazo Del Sol	1	$515,000	94
Winter Park	The Enclave Winter Park	11	$1,962,545	51
Winter Park	Timberlane Shores	1	$1,150,000	49
Winter Park	Town Of Winter Park	1	$2,695,000	13
Winter Park	Town/winter Park	1	$509,000	10
Winter Park	Townhomes/harper Place	1	$534,900	60
Winter Park	Trinity Bay	3	$475,000	12
Winter Park	Trotters Rep	1	$745,000	42
Winter Park	Tuscany Terrace	2	$1,595,000	71
Winter Park	Twin Acres	1	$1,695,000	93
Winter Park	Urban Green 12	1	$560,000	16
Winter Park	Valencia Terrace	1	$3,995,000	302
Winter Park	Vilasa Twnhms	1	$1,399,000	1
Winter Park	Villa View Park	1	$1,850,000	92
Winter Park	Village Green	1	$549,000	60
Winter Park	Village Winterset Inc	1	$989,500	29
Winter Park	Villas Of Casselberry	5	$355,980	38
Winter Park	Virginia Heights	2	$2,650,000	28
Winter Park	Virginia Heights Rep	2	$3,310,000	31
Winter Park	Virginia Hgts Rep	1	$879,000	8
Winter Park	Vistas At Lake Howell	2	$345,000	71
Winter Park	Waterfall Cove	3	$116,000	121
Winter Park	Waterfall Cove At Winter Park	1	$205,000	472
Winter Park	Waterfall Cove At Winter Park Condo	1	$130,000	87
Winter Park	Waterfall Cove Winter Park	1	$134,900	84
Winter Park	Waterfall Cove/winter Park	2	$112,000	59
Winter Park	Whispering Waters/phillips Circle Rep	1	$1,925,000	42
Winter Park	Whisperwood Condo	4	$221,225	170
Winter Park	Windsong - Knowles Place	1	$1,875,000	49
Winter Park	Windsong Elizabeths Walk	1	$1,395,000	35
Winter Park	Windsong Elizabeths Walk 43/81	2	$1,872,500	42
Winter Park	Windsong Lakeside	1	$2,699,000	79
Winter Park	Windsong-preserve Point	1	$8,950,000	256
Winter Park	Windward Square	3	$293,333	110
Winter Park	Winflor Court Pt Rep	2	$4,267,500	49
Winter Park	Winter Park	5	$3,094,778	93
Winter Park	Winter Park Estates	6	$473,667	245
Winter Park	Winter Park Gardens Condo	3	$308,333	22
Winter Park	Winter Park Gdns Condo	1	$235,900	14
Winter Park	Winter Park Manor	2	$437,000	36
Winter Park	Winter Park Oasis	1	$1,795,000	11
Winter Park	Winter Park Pines	13	$606,231	90
Winter Park	Winter Park Pines Merrie Oaks	4	$592,475	43
Winter Park	Winter Park Pines Patio Homes	1	$318,985	79
Winter Park	Winter Park Pines Rep	3	$634,133	66
Winter Park	Winter Park Pines Ut 5	1	$710,000	85
Winter Park	Winter Park Residential	1	$1,849,900	2
Winter Park	Winter Park Rev	1	$1,795,000	80
Winter Park	Winter Park Village	6	$1,518,917	53
Winter Park	Winter Park Villas	1	$194,900	54
Winter Park	Winter Park Woods Condo	2	$129,950	207
Winter Park	Winter Woods	1	$519,999	188
Winter Park	Woodcrest	1	$370,000	17
Winter Park	Woodmere Terrace Rep	1	$1,700,000	7
Winter Park	Wrenwood Condo	5	$192,580	55
Winter Park	Wrenwood Heights	2	$454,995	48

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 06/19/2026. The listing information on this page last changed on 06/19/2026. 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 Fri 06/19/2026 12:23:12 AM EST) or GAMLS (last updated Thu 06/18/2026 11:15:19 PM EST) or Stellar MLS (last updated Fri 06/19/2026 12:14:17 AM EST) or SPC MLS (last updated Thu 06/18/2026 11:21:10 PM EST) or Martin MLS (last updated Thu 06/18/2026 11:38:22 PM EST) or Indian River MLS (last updated Thu 06/18/2026 11:30:23 PM EST) or Daytona MLS (last updated Thu 06/18/2026 11:36:57 PM EST) or Northeast Florida MLS (last updated Fri 06/19/2026 12:19:09 AM EST) or Beaches MLS (last updated Fri 06/19/2026 12:17:38 AM EST) or BORMLS (last updated Thu 06/18/2026 11:16:09 PM EST) or Amelia/Nassau MLS (last updated Thu 06/18/2026 11:25:28 PM EST) or Dixie Gilchrist Levy MLS (last updated Thu 06/18/2026 11:42:28 PM EST) or NFLMLS (last updated Thu 06/18/2026 9:07:55 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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