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	$2,170,000	122
Winter Park	Acreage	1	$399,900	12
Winter Park	Albert Lee Ridge	2	$699,000	11
Winter Park	Albert Lee Ridge 1st	1	$460,000	52
Winter Park	Aloma	3	$564,500	187
Winter Park	Aloma Park	1	$289,000	29
Winter Park	Aloma Trails	2	$375,000	31
Winter Park	Aragon Condo	1	$209,999	166
Winter Park	Autumn Glen	1	$535,000	37
Winter Park	Banks Colonial Estates	1	$1,200,000	22
Winter Park	Bear Gully Forest	1	$499,900	147
Winter Park	Bldg 6	1	$155,000	109
Winter Park	Brookshire Heights	1	$1,825,000	63
Winter Park	Brookshire Heights 1st	3	$1,231,333	59
Winter Park	Brookshire Heights 2nd	1	$595,000	24
Winter Park	Brookshire Heights 4th	1	$1,115,000	29
Winter Park	Campo Bello	1	$639,900	47
Winter Park	Capens	3	$649,667	264
Winter Park	Carolyn Estates	1	$439,995	39
Winter Park	Carver Town	1	$399,999	25
Winter Park	Casa Aloma	3	$481,667	190
Winter Park	Cedarwood Village 1	6	$267,983	84
Winter Park	Charmont	8	$2,443,363	88
Winter Park	Chateaux Du Lac	4	$237,850	119
Winter Park	Cinnamon Shores	1	$2,200,000	88
Winter Park	Cloister Grove	2	$5,095,000	224
Winter Park	Cloisters Condo	4	$1,372,000	132
Winter Park	College Place Rep	1	$1,980,000	67
Winter Park	Colonies	6	$134,650	174
Winter Park	Comstock Park	5	$3,465,800	128
Winter Park	Conwill Estates	2	$2,500,000	54
Winter Park	Coronado Twnhms	1	$339,900	48
Winter Park	Coronation	1	$269,000	137
Winter Park	Cortland Park	1	$950,000	60
Winter Park	Country Lane	2	$477,500	30
Winter Park	Dixie Terrace	2	$2,889,450	78
Winter Park	Dubsdread Heights	2	$562,000	80
Winter Park	Eastbrook	14	$400,942	85
Winter Park	Eastgate	2	$949,500	62
Winter Park	Ellno Willo	2	$2,521,500	66
Winter Park	Enclave At Hawks Crest	1	$415,000	19
Winter Park	Fairbanks Park	1	$899,000	165
Winter Park	Fairbanks Shores 5th	1	$455,000	69
Winter Park	Fernbrook Trails	1	$199,000	26
Winter Park	Flamingo Shores	1	$865,000	3
Winter Park	Fontainebleau	2	$1,891,500	142
Winter Park	Forest Hills	5	$2,461,000	109
Winter Park	Four Seasons	1	$169,000	109
Winter Park	Four Seasons Condo	4	$182,250	61
Winter Park	Fremar	2	$1,299,000	48
Winter Park	Garden Acres Rep 02 Blk E	1	$485,000	46
Winter Park	Garden Lake Estates	4	$437,250	7
Winter Park	Georgetown Estates	2	$482,450	102
Winter Park	Glencoe	8	$595,375	80
Winter Park	Goldenrod Villas Condo	4	$231,725	253
Winter Park	Golfside	2	$697,450	71
Winter Park	Golfside Villas Condo	1	$122,990	102
Winter Park	Golfview	2	$431,400	103
Winter Park	Golfview Heights	1	$625,000	75
Winter Park	Grand Pines	1	$280,000	34
Winter Park	Grayson Square	4	$433,475	180
Winter Park	Green Oaks Rep	2	$3,422,500	75
Winter Park	Green Oaks Rep 02	2	$2,785,000	205
Winter Park	Green Terrace	1	$1,005,000	36
Winter Park	Green Terrace V/140 Lot 3 Blk B	1	$1,820,000	74
Winter Park	Greenview At Winter Pines	1	$899,000	61
Winter Park	H Vanwies	2	$899,000	56
Winter Park	Hamilton Place	1	$1,349,000	46
Winter Park	Henkel	1	$1,095,000	7
Winter Park	Hidden Oaks Condo	9	$185,983	109
Winter Park	Hidden Oaks Condominium Association, Inc	1	$159,000	33
Winter Park	Horton Aaron	1	$2,000,000	5
Winter Park	Howell Branch Woods	1	$450,000	18
Winter Park	Howell Estates 1st	1	$460,000	129
Winter Park	Howell Estates Rep	2	$509,500	29
Winter Park	Howell Heights	2	$403,440	50
Winter Park	Hyde Park	1	$470,000	20
Winter Park	J Kronenberger	3	$3,599,000	81
Winter Park	Karolina On Killarney	6	$875,815	39
Winter Park	Kawilla Crest	1	$890,000	32
Winter Park	Kenilworth Estates 1st	2	$604,500	26
Winter Park	Kenilworth Shores	11	$1,088,073	50
Winter Park	Killarney Bay Condo	3	$401,667	154
Winter Park	Killarney Circle	4	$622,000	289
Winter Park	Killarney Estates	5	$1,938,000	74
Winter Park	Killarney Point	1	$689,000	3
Winter Park	Kings Cove	1	$824,000	25
Winter Park	La Casas De Indiana	1	$524,000	29
Winter Park	Lake Bell Terrace	3	$786,333	185
Winter Park	Lake Florence Preserve	3	$995,667	186
Winter Park	Lake Forest Park	6	$1,823,800	41
Winter Park	Lake Killarney Condo	2	$268,500	97
Winter Park	Lake Killarney Shores	1	$1,449,900	224
Winter Park	Lake Knowles Terrace	5	$1,802,800	22
Winter Park	Lake Monte	1	$1,095,000	11
Winter Park	Lake Virginia	1	$999,000	116
Winter Park	Lake Virginia Pt Rep	1	$1,875,000	54
Winter Park	Lake Waunatta Village	1	$457,000	132
Winter Park	Lakeside Estates	1	$995,000	54
Winter Park	Lakeside Manor	7	$183,771	181
Winter Park	Lakeside Manor Condominium Association, Inc.	1	$224,999	481
Winter Park	Lakeview Terrace	4	$999,000	72
Winter Park	Lancelot/winter Park	1	$159,000	42
Winter Park	Landings At Hawks Crest	2	$774,950	105
Winter Park	Las Casas De Indiana	1	$545,000	111
Winter Park	Laurel Spgs	2	$410,000	38
Winter Park	Laurel Springs	2	$399,995	10
Winter Park	Lawndale	10	$1,112,750	78
Winter Park	Lazy Oaks Condo	1	$280,000	49
Winter Park	Lords	1	$1,050,000	584
Winter Park	Lost Creek	3	$604,967	39
Winter Park	Lugano Terrace	1	$2,225,000	202
Winter Park	Lyman Ave Villas 1	1	$1,375,000	24
Winter Park	Magnolia Gardens	1	$749,900	1
Winter Park	Maitland Shores	2	$3,700,000	277
Winter Park	Maitland Shores First	2	$2,786,500	115
Winter Park	Mead Garden	1	$240,000	40
Winter Park	Meadows At Hawks Crest	5	$757,000	48
Winter Park	Metzingers	1	$589,900	89
Winter Park	Mondrian/winder Park Twnhms	1	$1,099,000	88
Winter Park	Morseland	1	$1,185,999	34
Winter Park	New England Bldg	1	$425,000	22
Winter Park	None	5	$1,180,400	133
Winter Park	Northwood Terrace	1	$649,000	221
Winter Park	Oakcrest-516	1	$325,000	57
Winter Park	Orange Terrace	1	$480,000	299
Winter Park	Orwin Manor Stratford	1	$725,000	33
Winter Park	Orwin Manor Westminster	3	$1,083,000	121
Winter Park	Osceola Heights	1	$1,299,000	81
Winter Park	Osceola Place	1	$6,495,000	223
Winter Park	Osceola Shores	2	$2,049,500	72
Winter Park	Park Grove	1	$2,895,000	27
Winter Park	Park Hill	2	$3,897,500	10
Winter Park	Park Manor	2	$1,024,000	115
Winter Park	Park North	1	$2,495,000	68
Winter Park	Park West Condo	1	$750,000	11
Winter Park	Parklando	2	$904,875	53
Winter Park	Parklando #3	1	$1,649,000	90
Winter Park	Parklando 03	1	$1,924,450	408
Winter Park	Parkview Village	4	$176,475	325
Winter Park	Parkview Village Condo Blvd 2918	1	$189,000	83
Winter Park	Pennsylvania Place Rep	1	$1,895,000	12
Winter Park	Pervis Survey For R E	1	$1,799,999	113
Winter Park	Phillips Circle Rep	3	$314,300	248
Winter Park	Preserve At Hawks Crest	2	$694,450	280
Winter Park	Quail Hollow	1	$1,295,000	40
Winter Park	Quail Run	1	$649,900	46
Winter Park	Replat Of Lts 1 2 & 3 Brookside	1	$510,000	40
Winter Park	Robert Dhu Macdonald Park	1	$6,950,000	113
Winter Park	Sanctuary At Aloma	1	$665,000	123
Winter Park	Sandlewood Creek Condo	1	$314,000	115
Winter Park	Sevilla	2	$2,167,500	167
Winter Park	Seville Park	2	$549,950	64
Winter Park	Shores Lake Killarney	1	$750,000	28
Winter Park	Sicilian Shores	1	$2,790,000	54
Winter Park	Slovak Village	1	$317,500	223
Winter Park	South Lakemont Shores	3	$1,450,000	38
Winter Park	Stansbury Estates	1	$338,000	0
Winter Park	Stratford A Winter Park Condo	7	$185,099	122
Winter Park	Stratford Winter Park	1	$144,000	106
Winter Park	Suburban Homes	3	$460,000	36
Winter Park	Swoope Park	1	$695,000	132
Winter Park	Sylvan Heights	4	$1,519,750	91
Winter Park	Sylvan Hgts	1	$739,000	33
Winter Park	Sylvan Lake Shores	3	$2,230,000	58
Winter Park	Sylvan Park	2	$1,022,000	64
Winter Park	Tanglewood	2	$506,000	535
Winter Park	Temple Estates	1	$2,385,000	78
Winter Park	Temple Heights	1	$2,695,000	67
Winter Park	Temple Terrace	2	$1,099,500	63
Winter Park	Terazzo Del Sol Condo Assn Inc	1	$549,000	139
Winter Park	Terrazo Del Sol	1	$525,000	77
Winter Park	The Enclave Winter Park	11	$1,962,545	34
Winter Park	Timberlane Shores	2	$1,520,000	83
Winter Park	Townhomes/harper Place	1	$539,000	43
Winter Park	Trotters Rep	1	$745,000	25
Winter Park	Tuscania	2	$2,000,000	113
Winter Park	Tuscany Terrace	1	$1,595,000	116
Winter Park	Twin Acres	1	$1,695,000	76
Winter Park	Valencia Terrace	1	$3,995,000	285
Winter Park	Villa View Park	1	$1,925,000	75
Winter Park	Village Green	1	$549,000	43
Winter Park	Village Winterset Inc	2	$804,250	48
Winter Park	Village/whisperwood	1	$236,800	96
Winter Park	Villas Of Casselberry	4	$371,225	29
Winter Park	Virginia Heights	1	$4,200,000	25
Winter Park	Virginia Heights Rep	1	$1,695,000	33
Winter Park	Vistas At Lake Howell	2	$345,000	54
Winter Park	Waterfall Cove	3	$120,997	104
Winter Park	Waterfall Cove At Winter Park	1	$205,000	455
Winter Park	Waterfall Cove At Winter Park Condo	1	$120,000	70
Winter Park	Waterfall Cove Winter Park	1	$134,900	67
Winter Park	Waterfall Cove/winter Park	1	$110,000	29
Winter Park	Whispering Waters/phillips Circle Rep	1	$1,995,000	25
Winter Park	Whisperwood Condo	4	$221,975	153
Winter Park	Windsong - Knowles Place	1	$1,875,000	32
Winter Park	Windsong Elizabeths Walk	1	$1,395,000	18
Winter Park	Windsong Elizabeths Walk 43/81	1	$2,195,000	60
Winter Park	Windsong Lakeside	1	$2,699,000	62
Winter Park	Windsong-preserve Point	1	$8,950,000	239
Winter Park	Windward Square	4	$294,750	71
Winter Park	Winflor Court Pt Rep	2	$4,267,500	32
Winter Park	Winter Green	1	$300,000	89
Winter Park	Winter Park	5	$3,736,778	133
Winter Park	Winter Park Estates	7	$459,571	199
Winter Park	Winter Park Gardens Condo	2	$340,000	11
Winter Park	Winter Park Manor	1	$375,000	42
Winter Park	Winter Park Oaks	1	$285,000	54
Winter Park	Winter Park Pines	11	$635,182	91
Winter Park	Winter Park Pines Merrie Oaks	2	$502,450	67
Winter Park	Winter Park Pines Patio Homes	1	$318,985	62
Winter Park	Winter Park Pines Rep	2	$692,450	78
Winter Park	Winter Park Pines Ut 5	1	$719,000	68
Winter Park	Winter Park Rev	1	$1,795,000	63
Winter Park	Winter Park Village	6	$1,549,917	57
Winter Park	Winter Park Villas	1	$199,900	37
Winter Park	Winter Park Woods Condo	3	$119,633	152
Winter Park	Winter Woods	2	$447,500	99
Winter Park	Woodcrest	1	$370,000	0
Winter Park	Wrenwood	1	$489,000	19
Winter Park	Wrenwood Condo	3	$195,967	69
Winter Park	Wrenwood Heights	2	$454,995	31

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 06/02/2026. The listing information on this page last changed on 06/02/2026. 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 Tue 06/02/2026 2:04:56 PM EST) or GAMLS (last updated Tue 06/02/2026 1:55:15 PM EST) or Stellar MLS (last updated Tue 06/02/2026 1:46:28 PM EST) or SPC MLS (last updated Tue 06/02/2026 2:01:09 PM EST) or Martin MLS (last updated Tue 06/02/2026 1:57:11 PM EST) or Indian River MLS (last updated Tue 06/02/2026 2:00:30 PM EST) or Daytona MLS (last updated Tue 06/02/2026 1:57:24 PM EST) or Northeast Florida MLS (last updated Tue 06/02/2026 1:59:54 PM EST) or Beaches MLS (last updated Tue 06/02/2026 2:01:19 PM EST) or BORMLS (last updated Tue 06/02/2026 2:02:00 PM EST) or Amelia/Nassau MLS (last updated Tue 06/02/2026 2:00:22 PM EST) or Dixie Gilchrist Levy MLS (last updated Tue 06/02/2026 2:02:54 PM EST) or NFLMLS (last updated Tue 06/02/2026 12:06:07 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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