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	123
Winter Park	Acreage	1	$399,900	13
Winter Park	Albert Lee Ridge	2	$699,000	12
Winter Park	Albert Lee Ridge 1st	1	$460,000	53
Winter Park	Aloma	3	$564,500	188
Winter Park	Aloma Park	1	$289,000	30
Winter Park	Aloma Trails	2	$375,000	32
Winter Park	Aragon Condo	1	$209,999	167
Winter Park	Autumn Glen	1	$535,000	38
Winter Park	Banks Colonial Estates	1	$1,200,000	23
Winter Park	Bear Gully Forest	1	$499,900	148
Winter Park	Bldg 6	1	$155,000	110
Winter Park	Brookshire Heights	1	$1,825,000	64
Winter Park	Brookshire Heights 1st	3	$1,231,333	60
Winter Park	Brookshire Heights 2nd	1	$595,000	25
Winter Park	Brookshire Heights 4th	1	$1,115,000	30
Winter Park	Campo Bello	1	$639,900	48
Winter Park	Capens	3	$649,667	265
Winter Park	Carolyn Estates	1	$439,995	40
Winter Park	Carver Town	1	$399,999	26
Winter Park	Casa Aloma	3	$481,667	191
Winter Park	Cedarwood Village 1	6	$267,983	85
Winter Park	Charmont	8	$2,443,363	89
Winter Park	Chateaux Du Lac	4	$237,850	120
Winter Park	Cinnamon Shores	1	$2,200,000	89
Winter Park	Cloister Grove	2	$5,095,000	225
Winter Park	Cloisters Condo	4	$1,372,000	133
Winter Park	College Place Rep	1	$1,980,000	68
Winter Park	Colonies	6	$134,650	175
Winter Park	Comstock Park	5	$3,465,800	129
Winter Park	Conwill Estates	2	$2,500,000	55
Winter Park	Coronado Twnhms	1	$339,900	49
Winter Park	Coronation	1	$269,000	138
Winter Park	Cortland Park	1	$950,000	61
Winter Park	Country Lane	2	$477,500	31
Winter Park	Dixie Terrace	2	$2,889,450	79
Winter Park	Dubsdread Heights	2	$562,000	81
Winter Park	Eastbrook	14	$400,942	86
Winter Park	Eastgate	2	$949,500	63
Winter Park	Ellno Willo	2	$2,521,500	67
Winter Park	Enclave At Hawks Crest	1	$415,000	20
Winter Park	Fairbanks Park	1	$899,000	166
Winter Park	Fairbanks Shores 5th	1	$455,000	70
Winter Park	Fernbrook Trails	1	$199,000	27
Winter Park	Flamingo Shores	1	$865,000	4
Winter Park	Fontainebleau	2	$1,891,500	143
Winter Park	Forest Hills	5	$2,461,000	110
Winter Park	Four Seasons	1	$169,000	110
Winter Park	Four Seasons Condo	4	$182,250	62
Winter Park	Fremar	2	$1,299,000	49
Winter Park	Garden Acres Rep 02 Blk E	1	$485,000	47
Winter Park	Garden Lake Estates	4	$437,250	8
Winter Park	Georgetown Estates	2	$482,450	103
Winter Park	Glencoe	8	$595,375	81
Winter Park	Goldenrod Villas Condo	4	$231,725	254
Winter Park	Golfside	2	$697,450	72
Winter Park	Golfside Villas Condo	1	$122,990	103
Winter Park	Golfview	2	$431,400	104
Winter Park	Golfview Heights	1	$625,000	76
Winter Park	Grand Pines	1	$280,000	35
Winter Park	Grayson Square	4	$433,475	181
Winter Park	Green Oaks Rep	2	$3,422,500	76
Winter Park	Green Oaks Rep 02	2	$2,785,000	206
Winter Park	Green Terrace	1	$1,005,000	37
Winter Park	Green Terrace V/140 Lot 3 Blk B	1	$1,820,000	75
Winter Park	Greenview At Winter Pines	1	$899,000	62
Winter Park	H Vanwies	2	$899,000	57
Winter Park	Hamilton Place	1	$1,349,000	47
Winter Park	Henkel	1	$1,095,000	8
Winter Park	Hidden Oaks Condo	9	$185,983	110
Winter Park	Hidden Oaks Condominium Association, Inc	1	$159,000	34
Winter Park	Horton Aaron	1	$2,000,000	6
Winter Park	Howell Branch Woods	1	$450,000	19
Winter Park	Howell Estates 1st	1	$460,000	130
Winter Park	Howell Estates Rep	2	$509,500	30
Winter Park	Howell Heights	2	$403,440	51
Winter Park	Hyde Park	1	$470,000	21
Winter Park	J Kronenberger	3	$3,599,000	82
Winter Park	Karolina On Killarney	6	$875,815	40
Winter Park	Kawilla Crest	1	$890,000	33
Winter Park	Kenilworth Estates 1st	2	$604,500	27
Winter Park	Kenilworth Shores	11	$1,088,073	51
Winter Park	Killarney Bay Condo	3	$401,667	155
Winter Park	Killarney Circle	4	$622,000	290
Winter Park	Killarney Estates	5	$1,938,000	75
Winter Park	Killarney Point	1	$689,000	4
Winter Park	Kings Cove	1	$824,000	26
Winter Park	La Casas De Indiana	1	$524,000	30
Winter Park	Lake Bell Terrace	3	$786,333	186
Winter Park	Lake Florence Preserve	3	$995,667	187
Winter Park	Lake Forest Park	6	$1,823,800	42
Winter Park	Lake Killarney Condo	2	$268,500	98
Winter Park	Lake Killarney Shores	1	$1,449,900	225
Winter Park	Lake Knowles Terrace	5	$1,802,800	23
Winter Park	Lake Monte	1	$1,095,000	12
Winter Park	Lake Virginia	1	$999,000	117
Winter Park	Lake Virginia Pt Rep	1	$1,875,000	55
Winter Park	Lake Waunatta Village	1	$457,000	133
Winter Park	Lakeside Estates	1	$995,000	55
Winter Park	Lakeside Manor	7	$183,771	182
Winter Park	Lakeside Manor Condominium Association, Inc.	1	$224,999	482
Winter Park	Lakeview Terrace	4	$999,000	73
Winter Park	Lancelot/winter Park	1	$159,000	43
Winter Park	Landings At Hawks Crest	2	$774,950	106
Winter Park	Las Casas De Indiana	1	$545,000	112
Winter Park	Laurel Spgs	2	$410,000	39
Winter Park	Laurel Springs	2	$399,995	11
Winter Park	Lawndale	10	$1,112,750	79
Winter Park	Lazy Oaks Condo	1	$280,000	50
Winter Park	Lords	1	$1,050,000	585
Winter Park	Lost Creek	3	$600,000	40
Winter Park	Lugano Terrace	1	$2,225,000	203
Winter Park	Lyman Ave Villas 1	1	$1,375,000	25
Winter Park	Magnolia Gardens	1	$749,900	2
Winter Park	Maitland Shores	2	$3,700,000	278
Winter Park	Maitland Shores First	2	$2,786,500	116
Winter Park	Mead Garden	1	$240,000	41
Winter Park	Meadows At Hawks Crest	5	$757,000	49
Winter Park	Metzingers	1	$589,900	90
Winter Park	Mondrian/winder Park Twnhms	1	$1,099,000	89
Winter Park	Morseland	1	$1,185,999	35
Winter Park	New England Bldg	1	$425,000	23
Winter Park	None	5	$1,180,400	134
Winter Park	Northwood Terrace	1	$649,000	222
Winter Park	Oakcrest-516	1	$325,000	58
Winter Park	Orange Terrace	1	$480,000	300
Winter Park	Orwin Manor Stratford	1	$725,000	34
Winter Park	Orwin Manor Westminster	3	$1,083,000	122
Winter Park	Osceola Heights	1	$1,299,000	82
Winter Park	Osceola Place	1	$6,495,000	224
Winter Park	Osceola Shores	2	$2,049,500	73
Winter Park	Park Grove	1	$2,895,000	28
Winter Park	Park Hill	2	$3,897,500	11
Winter Park	Park Manor	2	$1,024,000	116
Winter Park	Park North	1	$2,495,000	69
Winter Park	Park West Condo	1	$750,000	12
Winter Park	Parklando	2	$904,875	54
Winter Park	Parklando #3	1	$1,649,000	91
Winter Park	Parklando 03	1	$1,924,450	409
Winter Park	Parkview Village	4	$176,475	326
Winter Park	Parkview Village Condo Blvd 2918	1	$189,000	84
Winter Park	Pennsylvania Place Rep	1	$1,895,000	13
Winter Park	Pervis Survey For R E	1	$1,799,999	114
Winter Park	Phillips Circle Rep	3	$314,300	249
Winter Park	Preserve At Hawks Crest	2	$694,450	281
Winter Park	Quail Hollow	1	$1,295,000	41
Winter Park	Quail Run	1	$649,900	47
Winter Park	Replat Of Lts 1 2 & 3 Brookside	1	$510,000	41
Winter Park	Robert Dhu Macdonald Park	1	$6,950,000	114
Winter Park	Sanctuary At Aloma	1	$665,000	124
Winter Park	Sandlewood Creek Condo	1	$314,000	116
Winter Park	Sevilla	2	$2,167,500	168
Winter Park	Seville Park	2	$549,950	65
Winter Park	Shores Lake Killarney	1	$750,000	29
Winter Park	Sicilian Shores	1	$2,790,000	55
Winter Park	Slovak Village	1	$317,500	224
Winter Park	South Lakemont Shores	3	$1,450,000	39
Winter Park	Stansbury Estates	1	$338,000	1
Winter Park	Stratford A Winter Park Condo	7	$185,099	123
Winter Park	Stratford Winter Park	1	$144,000	107
Winter Park	Suburban Homes	3	$460,000	37
Winter Park	Swoope Park	1	$695,000	133
Winter Park	Sylvan Heights	4	$1,519,750	92
Winter Park	Sylvan Hgts	1	$739,000	34
Winter Park	Sylvan Lake Shores	3	$2,230,000	59
Winter Park	Sylvan Park	2	$1,022,000	65
Winter Park	Tanglewood	2	$506,000	536
Winter Park	Temple Estates	1	$2,385,000	79
Winter Park	Temple Heights	1	$2,695,000	68
Winter Park	Temple Terrace	2	$1,099,500	64
Winter Park	Terazzo Del Sol Condo Assn Inc	1	$549,000	140
Winter Park	Terrazo Del Sol	1	$525,000	78
Winter Park	The Enclave Winter Park	11	$1,962,545	35
Winter Park	Timberlane Shores	2	$1,520,000	84
Winter Park	Townhomes/harper Place	1	$539,000	44
Winter Park	Trotters Rep	1	$745,000	26
Winter Park	Tuscania	2	$2,000,000	114
Winter Park	Tuscany Terrace	1	$1,595,000	117
Winter Park	Twin Acres	1	$1,695,000	77
Winter Park	Valencia Terrace	1	$3,995,000	286
Winter Park	Villa View Park	1	$1,925,000	76
Winter Park	Village Green	1	$549,000	44
Winter Park	Village Winterset Inc	2	$804,250	49
Winter Park	Village/whisperwood	1	$236,800	97
Winter Park	Villas Of Casselberry	4	$371,225	30
Winter Park	Virginia Heights	1	$4,200,000	26
Winter Park	Virginia Heights Rep	1	$1,695,000	34
Winter Park	Vistas At Lake Howell	2	$345,000	55
Winter Park	Waterfall Cove	3	$120,997	105
Winter Park	Waterfall Cove At Winter Park	1	$205,000	456
Winter Park	Waterfall Cove At Winter Park Condo	1	$120,000	71
Winter Park	Waterfall Cove Winter Park	1	$134,900	68
Winter Park	Waterfall Cove/winter Park	1	$110,000	30
Winter Park	Whispering Waters/phillips Circle Rep	1	$1,995,000	26
Winter Park	Whisperwood Condo	4	$221,975	154
Winter Park	Windsong - Knowles Place	1	$1,875,000	33
Winter Park	Windsong Elizabeths Walk	1	$1,395,000	19
Winter Park	Windsong Elizabeths Walk 43/81	1	$2,195,000	61
Winter Park	Windsong Lakeside	1	$2,699,000	63
Winter Park	Windsong-preserve Point	1	$8,950,000	240
Winter Park	Windward Square	4	$294,750	72
Winter Park	Winflor Court Pt Rep	2	$4,267,500	33
Winter Park	Winter Green	1	$300,000	90
Winter Park	Winter Park	5	$3,736,778	134
Winter Park	Winter Park Estates	7	$459,571	200
Winter Park	Winter Park Gardens Condo	2	$340,000	12
Winter Park	Winter Park Manor	1	$375,000	43
Winter Park	Winter Park Oaks	1	$285,000	55
Winter Park	Winter Park Pines	11	$635,182	92
Winter Park	Winter Park Pines Merrie Oaks	2	$502,450	68
Winter Park	Winter Park Pines Patio Homes	1	$318,985	63
Winter Park	Winter Park Pines Rep	2	$692,450	79
Winter Park	Winter Park Pines Ut 5	1	$710,000	69
Winter Park	Winter Park Rev	1	$1,795,000	64
Winter Park	Winter Park Village	6	$1,549,917	58
Winter Park	Winter Park Villas	1	$199,900	38
Winter Park	Winter Park Woods Condo	3	$119,633	153
Winter Park	Winter Woods	2	$447,500	100
Winter Park	Woodcrest	1	$370,000	1
Winter Park	Wrenwood	1	$489,000	20
Winter Park	Wrenwood Condo	3	$195,967	70
Winter Park	Wrenwood Heights	2	$454,995	32

Ivette Arosemena Office: (386) 409-2949 Cell: (317) 731-8047 Email Me

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 06/03/2026. The listing information on this page last changed on 06/03/2026. 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 Wed 06/03/2026 12:00:23 AM EST) or GAMLS (last updated Tue 06/02/2026 11:16:01 PM EST) or Stellar MLS (last updated Tue 06/02/2026 11:44:31 PM EST) or SPC MLS (last updated Tue 06/02/2026 11:21:05 PM EST) or Martin MLS (last updated Tue 06/02/2026 11:38:09 PM EST) or Indian River MLS (last updated Tue 06/02/2026 11:30:13 PM EST) or Daytona MLS (last updated Tue 06/02/2026 11:36:57 PM EST) or Northeast Florida MLS (last updated Tue 06/02/2026 11:58:53 PM EST) or Beaches MLS (last updated Tue 06/02/2026 11:58:03 PM EST) or BORMLS (last updated Tue 06/02/2026 11:15:50 PM EST) or Amelia/Nassau MLS (last updated Tue 06/02/2026 11:25:12 PM EST) or Dixie Gilchrist Levy MLS (last updated Tue 06/02/2026 11:42:15 PM EST) or NFLMLS (last updated Tue 06/02/2026 3:08:02 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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