(352) 660-5261 Email (352) 660-5261

Michael "Shane" Carter PLLC

REALTOR®, MRP - Military Relocation Professional, SRS- Seller Representative Specialist

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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	111
Winter Park	Acreage	1	$399,900	1
Winter Park	Albert Lee Ridge 1st	1	$470,000	41
Winter Park	Albert Lee Ridge First	1	$490,000	78
Winter Park	Aloma	3	$564,500	176
Winter Park	Aloma Park	1	$295,000	18
Winter Park	Aloma Trails	1	$390,000	42
Winter Park	Aragon Condo	1	$209,999	155
Winter Park	Autumn Glen	1	$535,000	26
Winter Park	Banks Colonial Estates	1	$1,200,000	11
Winter Park	Bear Gully Forest	1	$524,900	136
Winter Park	Bldg 6	1	$155,000	98
Winter Park	Brookshire Heights	2	$1,237,500	56
Winter Park	Brookshire Heights 1st	3	$1,231,333	48
Winter Park	Brookshire Heights 2nd	1	$595,000	13
Winter Park	Brookshire Heights 4th	2	$877,000	26
Winter Park	Campo Bello	1	$649,800	36
Winter Park	Capens	3	$649,667	253
Winter Park	Carolyn Estates	1	$439,995	28
Winter Park	Carver Town	2	$462,500	46
Winter Park	Casa Aloma	4	$467,475	165
Winter Park	Cedarwood Village 1	6	$269,650	73
Winter Park	Charmont	8	$2,455,863	77
Winter Park	Chateaux Du Lac	4	$237,850	108
Winter Park	Cinnamon Shores	1	$2,200,000	77
Winter Park	Cloister Grove	3	$3,996,667	164
Winter Park	Cloisters Condo	4	$1,372,000	121
Winter Park	College Place Rep	1	$2,200,000	56
Winter Park	Colonies	9	$130,089	183
Winter Park	Comstock Park	4	$2,832,250	148
Winter Park	Conwill Estates	3	$2,049,000	41
Winter Park	Coronado Twnhms	1	$339,900	37
Winter Park	Coronation	1	$269,000	126
Winter Park	Cortland Park	1	$950,000	49
Winter Park	Country Lane	2	$482,500	19
Winter Park	Dixie Terrace	2	$2,889,450	67
Winter Park	Dubsdread Heights	2	$562,000	69
Winter Park	Eastbrook	15	$399,546	76
Winter Park	Eastgate	4	$659,700	49
Winter Park	Ellno Willo	2	$2,521,500	55
Winter Park	Enclave At Aloma	1	$599,000	24
Winter Park	Enclave At Hawks Crest	2	$425,000	86
Winter Park	Fairbanks Park	1	$899,000	154
Winter Park	Fairbanks Shores 5th	1	$455,000	58
Winter Park	Fernbrook Trails	2	$247,000	81
Winter Park	Fontainebleau	2	$1,891,500	131
Winter Park	Forest Hills	5	$2,461,000	98
Winter Park	Four Seasons	1	$169,000	98
Winter Park	Four Seasons Condo	3	$188,000	69
Winter Park	Fremar	2	$1,299,000	37
Winter Park	Garden Acres Rep 02 Blk E	1	$485,000	35
Winter Park	Garden Lake Estates	3	$494,667	69
Winter Park	Georgetown Estates	2	$484,995	91
Winter Park	Glencoe	7	$577,000	80
Winter Park	Goldenrod Villas Condo	4	$233,350	242
Winter Park	Golfside	3	$647,967	53
Winter Park	Golfside Villas Condo	2	$148,845	77
Winter Park	Golfview	2	$431,600	92
Winter Park	Golfview Heights	2	$810,000	137
Winter Park	Grand Pines	1	$280,000	23
Winter Park	Grayson Square	4	$433,475	204
Winter Park	Green Oaks Rep	2	$3,422,500	64
Winter Park	Green Oaks Rep 02	2	$2,785,000	194
Winter Park	Green Terrace	1	$1,005,000	25
Winter Park	Green Terrace V/140 Lot 3 Blk B	1	$1,890,000	63
Winter Park	Greenview At Winter Pines	1	$899,000	50
Winter Park	H Vanwies	2	$899,000	45
Winter Park	Hamilton Place	1	$1,349,000	35
Winter Park	Hawks Crest	1	$845,000	58
Winter Park	Hidden Oaks Condo	9	$185,983	98
Winter Park	Hidden Oaks Condominium Association, Inc	1	$169,500	22
Winter Park	Howell Branch Woods	2	$427,500	30
Winter Park	Howell Estates 1st	1	$470,000	118
Winter Park	Howell Estates Rep	3	$473,000	26
Winter Park	Howell Heights	2	$408,440	39
Winter Park	Hyde Park	1	$470,000	9
Winter Park	J Kronenberger	3	$3,599,000	70
Winter Park	Karolina On Killarney	5	$970,778	56
Winter Park	Kawilla Crest	1	$890,000	21
Winter Park	Kenilworth Estates 1st	2	$604,500	15
Winter Park	Kenilworth Shores	8	$1,272,475	57
Winter Park	Killarney Bay Condo	3	$410,000	143
Winter Park	Killarney Circle	4	$622,000	278
Winter Park	Killarney Estates	2	$2,795,000	162
Winter Park	Kings Cove	1	$824,000	14
Winter Park	La Casas De Indiana	1	$524,000	18
Winter Park	Lake Bell Terrace	3	$786,333	174
Winter Park	Lake Florence Preserve	2	$894,000	266
Winter Park	Lake Forest Park	5	$1,796,760	37
Winter Park	Lake Killarney Condo	2	$268,500	86
Winter Park	Lake Killarney Shores	1	$1,499,900	213
Winter Park	Lake Knowles Terrace	4	$2,325,000	44
Winter Park	Lake Monte	1	$1,095,000	0
Winter Park	Lake Virginia	1	$999,000	105
Winter Park	Lake Virginia Pt Rep	1	$1,875,000	43
Winter Park	Lake Waunatta Village	1	$457,000	121
Winter Park	Lakeside Estates	2	$1,172,500	81
Winter Park	Lakeside Manor	7	$183,771	170
Winter Park	Lakeside Manor Condominium Association, Inc.	1	$224,999	470
Winter Park	Lakeview Terrace	3	$1,165,667	83
Winter Park	Lancelot/winter Park	2	$169,500	48
Winter Park	Landings At Hawks Crest	2	$774,950	94
Winter Park	Las Casas De Indiana	1	$545,000	100
Winter Park	Laurel Spgs	2	$410,000	27
Winter Park	Laurel Springs	1	$400,000	4
Winter Park	Lawndale	9	$1,064,178	75
Winter Park	Lazy Oaks Condo	3	$268,333	56
Winter Park	Lords	1	$1,050,000	573
Winter Park	Lost Creek	2	$574,950	42
Winter Park	Lugano Terrace	1	$2,265,000	191
Winter Park	Lyman Ave Villas 1	1	$1,375,000	13
Winter Park	Maitland Shores	2	$3,725,000	266
Winter Park	Maitland Shores First	2	$2,786,500	104
Winter Park	Mead Garden	1	$240,000	29
Winter Park	Meadows At Hawks Crest	4	$786,250	49
Winter Park	Metzingers	1	$589,900	78
Winter Park	Mondrian/winder Park Twnhms	2	$1,247,000	74
Winter Park	Morseland	1	$1,185,999	23
Winter Park	New England Bldg	1	$425,000	11
Winter Park	None	4	$1,350,500	155
Winter Park	Northwood Terrace	1	$649,000	210
Winter Park	Oakcrest-516	1	$200,000	46
Winter Park	Orange Terrace	1	$480,000	288
Winter Park	Orwin Manor Stratford	1	$725,000	22
Winter Park	Orwin Manor Westminster	5	$1,081,800	115
Winter Park	Osceola Place	1	$6,495,000	212
Winter Park	Osceola Shores	2	$2,049,500	61
Winter Park	Park Aire Condo	1	$450,000	155
Winter Park	Park Grove	1	$2,895,000	16
Winter Park	Park Grove W/125 Lot 10 Blk D	1	$2,200,000	57
Winter Park	Park Hill	1	$4,295,000	8
Winter Park	Park Manor	2	$1,024,000	104
Winter Park	Park North	1	$2,495,000	57
Winter Park	Park West Condo	1	$750,000	0
Winter Park	Parklando	2	$904,875	42
Winter Park	Parklando #3	1	$1,649,000	79
Winter Park	Parklando 03	1	$1,949,000	397
Winter Park	Parkview Village	5	$182,280	435
Winter Park	Parkview Village Condo Blvd 2918	1	$189,000	72
Winter Park	Pennsylvania Place Rep	1	$1,895,000	1
Winter Park	Pervis Survey For R E	1	$1,799,999	102
Winter Park	Phillips Circle Rep	3	$317,933	237
Winter Park	Preserve At Hawks Crest	2	$694,450	269
Winter Park	Quail Hollow	1	$1,295,000	29
Winter Park	Quail Run	1	$649,900	35
Winter Park	Quarters At Winter Park Condo	1	$595,000	179
Winter Park	Replat Of Lts 1 2 & 3 Brookside	1	$510,000	29
Winter Park	Robert Dhu Macdonald Park	1	$6,950,000	102
Winter Park	Sanctuary At Aloma	1	$665,000	112
Winter Park	Sandlewood Creek Condo	1	$314,000	104
Winter Park	Sevilla	2	$2,175,000	156
Winter Park	Seville Park	2	$549,950	53
Winter Park	Shores Lake Killarney	1	$750,000	17
Winter Park	Sicilian Shores	1	$2,790,000	43
Winter Park	Sicilian Shores Rep 02	1	$4,650,000	56
Winter Park	Slovak Village	1	$317,500	212
Winter Park	South Lakemont Shores	2	$1,350,000	43
Winter Park	Stratford A Winter Park Condo	6	$175,148	130
Winter Park	Stratford Winter Park	1	$144,000	95
Winter Park	Suburban Homes	3	$461,667	25
Winter Park	Swoope Park	1	$695,000	121
Winter Park	Sylvan Heights	4	$1,519,750	80
Winter Park	Sylvan Hgts	1	$739,000	22
Winter Park	Sylvan Lake Shores	3	$2,263,333	47
Winter Park	Sylvan Park	2	$1,022,000	53
Winter Park	Tanglewood	2	$506,000	524
Winter Park	Temple Estates	1	$2,385,000	67
Winter Park	Temple Terrace	2	$1,099,500	52
Winter Park	Terazzo Del Sol Condo Assn Inc	1	$549,000	128
Winter Park	Terrazo Del Sol	1	$550,000	66
Winter Park	The Enclave Winter Park	8	$1,886,625	34
Winter Park	Timberlane	1	$850,000	66
Winter Park	Timberlane Shores	2	$1,520,000	72
Winter Park	Townhomes/harper Place	1	$539,000	32
Winter Park	Trotters Rep	1	$745,000	14
Winter Park	Tuscania	2	$2,000,000	102
Winter Park	Tuscany Terrace	1	$1,595,000	105
Winter Park	Twin Acres	2	$1,995,000	87
Winter Park	Valencia Terrace	1	$4,075,000	274
Winter Park	Villa View Park	1	$1,925,000	64
Winter Park	Village Green	1	$549,000	32
Winter Park	Village Winterset Inc	2	$804,250	37
Winter Park	Village/whisperwood	1	$236,800	85
Winter Park	Villas Of Casselberry	5	$353,980	38
Winter Park	Virginia Heights	3	$4,463,333	95
Winter Park	Virginia Heights Rep	2	$1,242,500	29
Winter Park	Vistas At Lake Howell	1	$355,000	87
Winter Park	Waterfall Cove	3	$122,997	93
Winter Park	Waterfall Cove At Winter Park	1	$205,000	444
Winter Park	Waterfall Cove At Winter Park Condo	1	$120,000	59
Winter Park	Waterfall Cove Winter Park	1	$137,900	56
Winter Park	Waterfall Cove/winter Park	1	$125,000	18
Winter Park	Whispering Waters/phillips Circle Rep	1	$2,075,000	14
Winter Park	Whisperwood Condo	4	$221,975	142
Winter Park	Windsong Elizabeths Walk	1	$1,395,000	7
Winter Park	Windsong Elizabeths Walk 43/81	1	$2,195,000	49
Winter Park	Windsong Lakeside	1	$2,699,000	51
Winter Park	Windsong-knowles Place	1	$1,995,000	21
Winter Park	Windsong-preserve Point	1	$8,950,000	228
Winter Park	Windward Square	3	$268,333	118
Winter Park	Winflor Court Pt Rep	2	$4,267,500	21
Winter Park	Winter Green	1	$300,000	78
Winter Park	Winter Park	5	$3,736,778	122
Winter Park	Winter Park Estates	6	$469,667	221
Winter Park	Winter Park Gardens Condo	2	$340,000	0
Winter Park	Winter Park Manor	1	$399,500	31
Winter Park	Winter Park Oaks	1	$285,000	43
Winter Park	Winter Park Pines	8	$649,875	75
Winter Park	Winter Park Pines Merrie Oaks	1	$554,900	117
Winter Park	Winter Park Pines Patio Homes	1	$318,985	51
Winter Park	Winter Park Pines Rep	2	$697,450	67
Winter Park	Winter Park Pines Ut 5	1	$719,000	57
Winter Park	Winter Park Rev	1	$1,795,000	52
Winter Park	Winter Park Village	5	$1,619,900	56
Winter Park	Winter Park Villas	1	$199,900	26
Winter Park	Winter Park Woods Condo	3	$119,633	141
Winter Park	Winter Woods	1	$375,000	15
Winter Park	Wrenwood	1	$489,000	8
Winter Park	Wrenwood Condo	4	$195,724	68
Winter Park	Wrenwood Heights	2	$454,995	20

Michael "Shane" Carter PLLC Cell: (352) 660-5261 Email: mscarter@watsonrealtycorp.com

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 05/22/2026. The listing information on this page last changed on 05/22/2026. 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 05/22/2026 12:48:22 PM EST) or GAMLS (last updated Fri 05/22/2026 12:45:45 PM EST) or Stellar MLS (last updated Fri 05/22/2026 12:34:29 PM EST) or SPC MLS (last updated Fri 05/22/2026 12:45:44 PM EST) or Martin MLS (last updated Fri 05/22/2026 12:47:40 PM EST) or Indian River MLS (last updated Fri 05/22/2026 12:40:52 PM EST) or Daytona MLS (last updated Fri 05/22/2026 12:47:36 PM EST) or Northeast Florida MLS (last updated Fri 05/22/2026 12:39:59 PM EST) or Beaches MLS (last updated Fri 05/22/2026 12:43:50 PM EST) or BORMLS (last updated Fri 05/22/2026 12:42:29 PM EST) or Golden Isles MLS (last updated Fri 05/22/2026 12:46:40 PM EST) or Amelia/Nassau MLS (last updated Fri 05/22/2026 12:45:34 PM EST) or Dixie Gilchrist Levy MLS (last updated Fri 05/22/2026 12:42:53 PM EST) or NFLMLS (last updated Fri 05/22/2026 12:12:12 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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