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	$2,350,000	86
Winter Park	3223171-3223171	1	$3,800,000	67
Winter Park	Albert Lee Ridge 1st	1	$470,000	16
Winter Park	Albert Lee Ridge First	1	$490,000	53
Winter Park	Aloma	3	$564,500	151
Winter Park	Aloma Trails	2	$374,750	56
Winter Park	Andalucia	1	$550,000	206
Winter Park	Aragon Condo	1	$209,999	130
Winter Park	Autumn Glen	1	$535,000	1
Winter Park	Bear Gully Forest	1	$524,900	111
Winter Park	Bel-aire Pines,	1	$465,000	191
Winter Park	Bldg 6	1	$155,000	73
Winter Park	Bridgewater	1	$425,000	4
Winter Park	Brookshire Heights	2	$1,237,500	31
Winter Park	Brookshire Heights 1st	2	$1,199,500	41
Winter Park	Brookshire Heights 4th	1	$639,000	9
Winter Park	Campo Bello	1	$679,800	11
Winter Park	Camwood	1	$4,995,000	193
Winter Park	Capens	4	$693,475	432
Winter Park	Carolyn Estates	1	$429,995	3
Winter Park	Carver Town	1	$525,000	53
Winter Park	Casa Aloma	2	$424,950	283
Winter Park	Cedarwood Village 1	6	$273,800	67
Winter Park	Charmont	6	$2,983,000	71
Winter Park	Chateaux Du Lac	4	$243,875	96
Winter Park	Cinnamon Shores	1	$2,200,000	52
Winter Park	Cloister Grove	3	$4,065,000	139
Winter Park	Cloisters Condo	4	$1,393,500	96
Winter Park	College Place Rep	1	$2,200,000	31
Winter Park	Colonies	9	$130,089	158
Winter Park	Comstock Park	7	$1,979,143	91
Winter Park	Conwill Estates	2	$2,511,000	29
Winter Park	Coronado Twnhms	1	$339,900	12
Winter Park	Coronation	2	$284,500	89
Winter Park	Cortland Park	1	$950,000	24
Winter Park	Country Lane	1	$480,000	6
Winter Park	Cranes Creek	1	$365,000	7
Winter Park	Cypress Reserve	1	$2,095,000	24
Winter Park	Dixie Terrace	2	$2,924,450	42
Winter Park	Dubsdread Heights	4	$594,750	47
Winter Park	Dyer Susan Resub	1	$5,000,000	270
Winter Park	Eastbrook	14	$405,471	88
Winter Park	Eastgate	6	$583,950	49
Winter Park	Ellno Willo	2	$2,622,500	30
Winter Park	Enclave At Hawks Crest	3	$453,333	125
Winter Park	Fairbanks Park	1	$899,000	129
Winter Park	Fairbanks Shores 5th	1	$459,000	33
Winter Park	Fernbrook Trails	2	$292,500	80
Winter Park	Fontainebleau	2	$1,891,500	106
Winter Park	Forest Hills	2	$3,312,500	197
Winter Park	Four Seasons	1	$169,000	73
Winter Park	Four Seasons Condo	5	$186,800	59
Winter Park	Fremar	1	$1,050,000	27
Winter Park	Galloway Place Rep	1	$600,000	362
Winter Park	Garden Acres Rep 02 Blk E	1	$485,000	10
Winter Park	Garden Grove	1	$350,000	59
Winter Park	Garden Lake Estates	3	$528,000	88
Winter Park	Georgetown Estates	2	$487,495	66
Winter Park	Glencoe	5	$638,000	103
Winter Park	Goldenrod Villas Condo	4	$234,200	217
Winter Park	Golfside	3	$657,667	28
Winter Park	Golfside Villas Condo	3	$142,063	60
Winter Park	Golfview	2	$432,000	67
Winter Park	Golfview Heights	2	$822,500	112
Winter Park	Grayson Square	3	$436,300	245
Winter Park	Green Oaks Rep	2	$3,422,500	39
Winter Park	Green Oaks Rep 02	2	$2,785,000	169
Winter Park	Green Oaks Rep 03	1	$1,425,000	110
Winter Park	Green Terrace V/140 Lot 3 Blk B	1	$1,890,000	38
Winter Park	Greenview At Winter Pines	1	$925,000	25
Winter Park	H Vanwies	1	$899,000	56
Winter Park	Hamilton Place	1	$1,349,000	10
Winter Park	Hawks Crest	1	$845,000	33
Winter Park	Hidden Oaks Condo	6	$186,567	114
Winter Park	Howell Branch Woods	1	$405,000	28
Winter Park	Howell Estates 1st	1	$470,000	93
Winter Park	Howell Estates Rep	1	$400,000	18
Winter Park	Howell Heights	1	$460,000	45
Winter Park	Hyde Park	1	$400,000	32
Winter Park	J Kronenberger	3	$3,616,000	45
Winter Park	Karolina On Killarney	4	$873,473	39
Winter Park	Kenilworth Shores	10	$1,415,170	94
Winter Park	Killarney Bay Condo	2	$415,000	186
Winter Park	Killarney Circle	3	$671,000	338
Winter Park	Killarney Estates	3	$1,090,030	200
Winter Park	Lake Bell Terrace	3	$794,967	149
Winter Park	Lake Florence Preserve	2	$912,000	241
Winter Park	Lake Forest Park	4	$1,663,450	19
Winter Park	Lake Killarney Condo	1	$298,000	146
Winter Park	Lake Killarney Shores	1	$1,499,900	188
Winter Park	Lake Knowles Terrace	2	$2,624,950	68
Winter Park	Lake Monte	1	$1,689,000	90
Winter Park	Lake Virginia	1	$1,050,000	80
Winter Park	Lake Virginia Pt Rep	1	$1,875,000	18
Winter Park	Lake Waunatta Village	1	$457,000	96
Winter Park	Lakeside Estates	2	$1,172,500	56
Winter Park	Lakeside Manor	6	$187,750	170
Winter Park	Lakeside Manor Condominium Association, Inc.	1	$234,999	445
Winter Park	Lakeview Terrace	2	$1,349,000	88
Winter Park	Lancelot/winter Park	2	$169,000	23
Winter Park	Landings At Hawks Crest	3	$769,966	74
Winter Park	Las Casas De Indiana	1	$545,000	75
Winter Park	Laurel Spgs	1	$427,500	15
Winter Park	Lawndale	6	$1,171,133	82
Winter Park	Lazy Oaks Condo	3	$268,333	31
Winter Park	Lords	2	$1,372,500	303
Winter Park	Lost Creek	2	$664,450	25
Winter Park	Lugano Terrace	1	$2,265,000	166
Winter Park	Lyman Ave Villas 1	1	$1,375,000	5
Winter Park	Maitland Shores	3	$3,049,667	173
Winter Park	Maitland Shores First	2	$2,786,500	79
Winter Park	Mead Garden	1	$240,000	4
Winter Park	Meadows At Hawks Crest	5	$758,980	27
Winter Park	Metzingers	1	$599,900	53
Winter Park	Mondrian/winder Park Twnhms	2	$1,247,000	49
Winter Park	None	5	$1,081,400	106
Winter Park	Northwood Terrace	1	$678,000	185
Winter Park	Oakcrest-516	1	$200,000	21
Winter Park	Orange Terrace	2	$542,000	156
Winter Park	Orwin Manor Westminster	5	$1,147,580	90
Winter Park	Osceola Heights	1	$1,399,000	45
Winter Park	Osceola Place	1	$6,495,000	187
Winter Park	Osceola Shores	1	$1,645,000	76
Winter Park	Park Aire Condo	1	$450,000	130
Winter Park	Park Grove	1	$1,400,000	28
Winter Park	Park Grove W/125 Lot 10 Blk D	1	$2,200,000	32
Winter Park	Park Manor	2	$1,037,000	79
Winter Park	Park North	1	$2,495,000	32
Winter Park	Park West Condo	1	$495,000	39
Winter Park	Parklando	3	$1,378,000	65
Winter Park	Parklando #3	1	$1,690,000	54
Winter Park	Parklando 03	1	$1,950,000	372
Winter Park	Parkview Village	4	$183,850	519
Winter Park	Parkview Village Condo	1	$150,000	232
Winter Park	Parkview Village Condo Blvd 2918	1	$189,000	47
Winter Park	Pervis Survey For R E	1	$1,850,000	77
Winter Park	Phillips Circle Rep	3	$319,600	212
Winter Park	Preserve At Hawks Crest	2	$711,950	244
Winter Park	Quail Hollow	1	$1,350,000	4
Winter Park	Quail Run	1	$674,900	10
Winter Park	Quarters At Winter Park Condo	1	$625,000	154
Winter Park	Replat Of Lts 1 2 & 3 Brookside	1	$510,000	4
Winter Park	Robert Dhu Macdonald Park	3	$3,316,667	56
Winter Park	Sanctuary At Aloma	1	$665,000	87
Winter Park	Sandlewood Creek Condo	2	$285,500	55
Winter Park	Sevilla	1	$2,100,000	103
Winter Park	Seville Park	1	$510,000	73
Winter Park	Sicilian Shores	2	$3,042,500	41
Winter Park	Sicilian Shores Rep 02	1	$4,650,000	31
Winter Park	Slovak Village	1	$317,500	187
Winter Park	Sorensen Heights	1	$3,250,000	147
Winter Park	South Lakemont Shores	2	$1,350,000	18
Winter Park	Stovins	1	$2,540,000	19
Winter Park	Stratford A Winter Park Condo	8	$168,236	152
Winter Park	Stratford Winter Park	1	$144,000	70
Winter Park	Suburban Homes	1	$390,000	20
Winter Park	Suburban Homes First	1	$375,000	81
Winter Park	Swoope Park	1	$695,000	96
Winter Park	Sylvan Heights	3	$1,818,000	79
Winter Park	Sylvan Lake Shores	2	$1,745,000	43
Winter Park	Sylvan Park	2	$1,022,000	28
Winter Park	Tanglewood	3	$605,333	362
Winter Park	Temple Estates	1	$2,385,000	42
Winter Park	Temple Heights	3	$2,449,933	114
Winter Park	Temple Terrace	2	$1,173,000	27
Winter Park	Terazzo Del Sol Condo Assn Inc	1	$585,000	103
Winter Park	Terrazo Del Sol	1	$580,000	41
Winter Park	The Enclave Winter Park	4	$1,702,500	38
Winter Park	Timberlane	2	$1,322,500	33
Winter Park	Timberlane Shores	1	$1,890,000	97
Winter Park	Town Of Winter Park	1	$450,000	10
Winter Park	Townhomes/harper Place	1	$539,000	7
Winter Park	Tuscania	3	$2,731,667	55
Winter Park	Tuscany Terrace	1	$1,595,000	80
Winter Park	Twin Acres	2	$2,045,000	62
Winter Park	Urban Green 12	1	$560,000	21
Winter Park	Valencia Terrace	1	$4,270,000	249
Winter Park	Villa View Park	1	$1,925,000	39
Winter Park	Village Green	2	$442,500	13
Winter Park	Village Winterset Inc	1	$619,000	48
Winter Park	Village/whisperwood	1	$236,800	60
Winter Park	Villas Of Casselberry	3	$355,000	50
Winter Park	Virginia Heights	2	$4,595,000	110
Winter Park	Virginia Heights Rep	1	$790,000	11
Winter Park	Vistas At Lake Howell	1	$355,000	62
Winter Park	Waterfall Cove	2	$132,495	104
Winter Park	Waterfall Cove At Winter Park	1	$205,000	419
Winter Park	Waterfall Cove At Winter Park Condo	1	$120,000	34
Winter Park	Waterfall Cove Winter Park	1	$139,990	31
Winter Park	Waterfall Cove/winter Park	1	$115,000	19
Winter Park	Whispering Waters/phillips Circle Rep	1	$2,100,000	112
Winter Park	Whisperwood Condo	2	$194,500	152
Winter Park	Windsong Elizabeths Walk 43/81	1	$2,195,000	24
Winter Park	Windsong Lakeside	1	$2,795,000	26
Winter Park	Windsong-knowles Place	1	$1,895,000	119
Winter Park	Windsong-preserve Point	1	$8,950,000	203
Winter Park	Windward Square	6	$280,733	122
Winter Park	Winflor Court Pt Rep	1	$4,285,000	12
Winter Park	Winter Green	1	$315,000	53
Winter Park	Winter Park	3	$3,466,667	173
Winter Park	Winter Park Estates	4	$466,250	328
Winter Park	Winter Park Forest	1	$439,000	31
Winter Park	Winter Park Gardens Condo	1	$350,000	31
Winter Park	Winter Park Manor	1	$399,500	6
Winter Park	Winter Park Oaks	1	$285,000	18
Winter Park	Winter Park Oasis	1	$775,000	26
Winter Park	Winter Park Pines	4	$688,500	140
Winter Park	Winter Park Pines Merrie Oaks	2	$654,950	52
Winter Park	Winter Park Pines Patio Homes	2	$309,493	23
Winter Park	Winter Park Pines Rep	2	$701,250	42
Winter Park	Winter Park Pines Ut 5	1	$740,000	32
Winter Park	Winter Park Residential	1	$1,450,000	32
Winter Park	Winter Park Rev	1	$1,795,000	27
Winter Park	Winter Park Village	4	$1,608,625	43
Winter Park	Winter Park Villas	1	$199,900	1
Winter Park	Winter Park Woods Condo	3	$119,633	116
Winter Park	Winter Woods	1	$520,000	135
Winter Park	Wrenwood	2	$442,500	30
Winter Park	Wrenwood Condo	4	$197,474	63
Winter Park	Wrenwood Heights	2	$407,450	7

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 04/27/2026. The listing information on this page last changed on 04/27/2026. 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 Mon 04/27/2026 12:01:46 AM EST) or GAMLS (last updated Sun 04/26/2026 11:15:04 PM EST) or Stellar MLS (last updated Sun 04/26/2026 11:44:05 PM EST) or SPC MLS (last updated Sun 04/26/2026 11:20:23 PM EST) or Martin MLS (last updated Sun 04/26/2026 11:38:10 PM EST) or Indian River MLS (last updated Sun 04/26/2026 11:30:18 PM EST) or Daytona MLS (last updated Sun 04/26/2026 11:36:44 PM EST) or Northeast Florida MLS (last updated Sun 04/26/2026 11:58:52 PM EST) or Beaches MLS (last updated Sun 04/26/2026 11:57:29 PM EST) or BORMLS (last updated Sun 04/26/2026 11:15:31 PM EST) or Golden Isles MLS (last updated Sun 04/26/2026 11:26:36 PM EST) or Amelia/Nassau MLS (last updated Sun 04/26/2026 11:25:12 PM EST) or Dixie Gilchrist Levy MLS (last updated Sun 04/26/2026 11:42:15 PM EST) or NFLMLS (last updated Sun 04/26/2026 9:04:34 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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