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	$2,070,000	162
Winter Park	Alabama Condo	1	$1,250,000	34
Winter Park	Albert Lee Ridge	2	$650,000	51
Winter Park	Albert Lee Ridge 1st	1	$460,000	92
Winter Park	Aloma	3	$564,500	227
Winter Park	Aloma Park	2	$304,500	37
Winter Park	Aloma Trails	1	$375,000	48
Winter Park	Banks Colonial Estates	1	$1,200,000	62
Winter Park	Bldg 6	1	$155,000	149
Winter Park	Brookshire Heights	1	$1,825,000	103
Winter Park	Brookshire Heights 1st	2	$1,347,000	101
Winter Park	Campo Bello	1	$625,000	87
Winter Park	Canton Ave Cottages 1	2	$849,000	16
Winter Park	Capens	2	$725,000	374
Winter Park	Carver Town First	1	$770,000	6
Winter Park	Casa Aloma	1	$514,900	71
Winter Park	Cedar Ridge	2	$442,500	33
Winter Park	Cedarwood Village	1	$279,900	10
Winter Park	Cedarwood Village 1	6	$263,167	86
Winter Park	Charmont	5	$2,426,400	105
Winter Park	Chateaux Du Lac	5	$258,080	101
Winter Park	Cloister Grove	2	$5,095,000	264
Winter Park	Cloisters Condo	3	$1,157,667	201
Winter Park	College Place Rep	1	$1,980,000	107
Winter Park	Colonies	4	$136,975	202
Winter Park	Comstock Park	5	$3,415,000	147
Winter Park	Conwill Estates	5	$2,075,400	37
Winter Park	Coronation	2	$224,450	91
Winter Park	Cortland Park	1	$950,000	100
Winter Park	Country Lane	4	$430,975	24
Winter Park	Crossroads Bus Cntr Condo	1	$373,000	32
Winter Park	Dubsdread Heights	2	$489,000	60
Winter Park	Eastbrook	11	$402,254	90
Winter Park	Eastgate	2	$949,500	102
Winter Park	Ellno Willo	2	$2,444,000	106
Winter Park	Fairbanks Park	1	$899,000	205
Winter Park	Fairbanks Shores 5th	1	$449,900	109
Winter Park	Fairshores Place	1	$589,000	2
Winter Park	Flamingo Shores	1	$865,000	43
Winter Park	Forest Hills	3	$3,858,333	193
Winter Park	Four Seasons Condo	4	$198,725	52
Winter Park	Fremar	2	$1,299,000	88
Winter Park	Garden Lake Estates	7	$453,557	25
Winter Park	Georgetown Estates	2	$477,000	142
Winter Park	Glencoe	8	$575,514	100
Winter Park	Glenmoor	1	$499,500	10
Winter Park	Goldenrod Villas Condo	2	$227,200	121
Winter Park	Golfside Villas Condo	4	$135,975	14
Winter Park	Golfview	2	$416,850	143
Winter Park	Grayson Square	1	$425,000	56
Winter Park	Green Oaks Rep	1	$3,995,000	27
Winter Park	Green Oaks Rep 02	1	$2,300,000	95
Winter Park	Green Terrace	1	$1,005,000	76
Winter Park	Green Terrace V/140 Lot 3 Blk B	1	$1,820,000	114
Winter Park	Greenview At Winter Pines	1	$850,000	101
Winter Park	H Vanwies	2	$899,000	76
Winter Park	Hamilton Place	1	$1,324,000	86
Winter Park	Henkel	1	$1,095,000	47
Winter Park	Hidden Oaks Condo	7	$188,686	116
Winter Park	Hidden Oaks Condominium Association, Inc	1	$154,500	73
Winter Park	Horton Aaron	1	$1,800,000	45
Winter Park	Howell Branch Woods	1	$402,500	39
Winter Park	Howell Estates 1st	1	$460,000	169
Winter Park	Howell Estates 2nd	1	$450,000	30
Winter Park	Howell Estates Rep	1	$464,900	65
Winter Park	Howell Heights	1	$377,880	58
Winter Park	J Kronenberger	2	$4,299,500	116
Winter Park	Justamere Camp Rep	1	$449,000	2
Winter Park	Karolina On Killarney	5	$890,978	71
Winter Park	Kawilla Crest	1	$639,000	3
Winter Park	Kenilworth Estates 1st	1	$695,000	59
Winter Park	Kenilworth Shores	12	$1,547,357	45
Winter Park	Killarney Bay Condo	2	$427,000	111
Winter Park	Killarney Circle	3	$639,967	376
Winter Park	Killarney Estates	5	$1,633,000	93
Winter Park	Killarney Point	1	$689,000	43
Winter Park	Kings Cove	2	$719,495	41
Winter Park	Knowles Manor North Condo	1	$475,000	15
Winter Park	Lake Bell Terrace	1	$820,000	151
Winter Park	Lake Florence Preserve	2	$1,437,450	35
Winter Park	Lake Forest Park	7	$2,042,543	70
Winter Park	Lake Killarney Condo	2	$259,950	137
Winter Park	Lake Killarney Condominium Assn Inc.	1	$199,900	24
Winter Park	Lake Killarney Shores	1	$1,399,500	264
Winter Park	Lake Knowles Terrace	6	$1,917,167	53
Winter Park	Lake Monte	1	$1,050,000	51
Winter Park	Lake Sylvan Shores	1	$2,200,000	2
Winter Park	Lake Virginia	1	$999,000	156
Winter Park	Lake Waunatta Village	1	$299,900	9
Winter Park	Lake Waunatta Woods	1	$549,000	17
Winter Park	Lakeside Estates	1	$1,300,000	23
Winter Park	Lakeside Manor	6	$189,617	188
Winter Park	Lakeside Manor Condominium Association, Inc.	1	$224,999	521
Winter Park	Lakeview Terrace	3	$1,141,000	134
Winter Park	Lancelot/winter Park	1	$157,500	82
Winter Park	Landings At Hawks Crest	3	$756,300	106
Winter Park	Landmark Winter Park Condo	1	$2,350,000	25
Winter Park	Laurel Spgs	3	$399,833	60
Winter Park	Laurel Springs	1	$390,000	55
Winter Park	Lawndale	6	$1,274,767	131
Winter Park	Lazy Oaks Condo	2	$277,500	49
Winter Park	Lords	1	$1,050,000	624
Winter Park	Lost Creek	3	$623,000	62
Winter Park	Lugano Terrace	1	$2,225,000	242
Winter Park	Lyman Ave Villas 1	1	$1,375,000	64
Winter Park	Magnolia Gardens	1	$699,900	41
Winter Park	Maitland Shores	1	$2,150,000	250
Winter Park	Maitland Shores 1st	1	$3,500,000	37
Winter Park	Maitland Shores First	2	$4,249,950	98
Winter Park	Mead Garden	1	$190,000	6
Winter Park	Meadows At Hawks Crest	3	$828,333	99
Winter Park	Metzingers	1	$574,900	129
Winter Park	Mondrian/winder Park Twnhms	1	$1,099,000	128
Winter Park	Morse & Pennsylvania Twnhms	1	$2,800,000	17
Winter Park	Morseland	1	$1,185,999	74
Winter Park	New England Bldg	1	$425,000	62
Winter Park	None	6	$981,650	89
Winter Park	Northwood Terrace	1	$1,249,000	16
Winter Park	Not On The List	1	$515,000	27
Winter Park	Oakcrest-516	1	$325,000	97
Winter Park	Olympia Heights Annex	1	$429,900	18
Winter Park	Orange Grove	1	$2,569,999	4
Winter Park	Orange Terrace	2	$467,750	178
Winter Park	Orangewood Park	1	$715,000	35
Winter Park	Orwin Manor Westminster	3	$831,333	50
Winter Park	Osceola Heights	1	$1,225,000	121
Winter Park	Osceola Place	1	$6,495,000	263
Winter Park	Osceola Shores	1	$2,500,000	72
Winter Park	Oxford Cove	1	$399,900	32
Winter Park	Park Hill	1	$3,500,000	40
Winter Park	Park Manor	2	$1,024,000	155
Winter Park	Park North	1	$2,200,000	108
Winter Park	Park West Condo	2	$744,500	45
Winter Park	Parklando	1	$1,099,000	93
Winter Park	Parklando #3	1	$1,649,000	130
Winter Park	Parklando 03	1	$1,910,000	448
Winter Park	Parkview Village	5	$168,260	295
Winter Park	Parkview Village Condo Blvd 2918	1	$189,000	123
Winter Park	Pennsylvania Place Rep	1	$1,895,000	52
Winter Park	Pervis Survey For R E	1	$1,799,999	153
Winter Park	Phillips Circle Rep	3	$286,300	177
Winter Park	Pines	1	$470,000	3
Winter Park	Preserve At Hawks Crest	2	$682,000	173
Winter Park	Quail Hollow	1	$1,199,000	80
Winter Park	Quarters At Winter Park Condo	1	$575,000	11
Winter Park	Robert Dhu Macdonald Park	1	$7,250,000	153
Winter Park	Sandlewood Creek Condo	1	$299,000	155
Winter Park	Sevilla	1	$2,235,000	234
Winter Park	Seville Park	1	$535,000	16
Winter Park	Shores Lake Killarney	1	$750,000	68
Winter Park	Sicilian Shores	1	$2,690,000	94
Winter Park	Slovak Village	2	$276,250	141
Winter Park	South Lakemont Shores	3	$1,431,667	78
Winter Park	Springview	1	$450,000	9
Winter Park	Stansbury Estates	1	$338,000	40
Winter Park	Stratford A Winter Park Condo	5	$182,420	97
Winter Park	Stratford Winter Park	1	$144,000	146
Winter Park	Suburban Homes	3	$499,967	36
Winter Park	Suburban Homes First	1	$379,900	3
Winter Park	Swoope Park	2	$707,450	86
Winter Park	Sylvan Heights	3	$1,793,333	124
Winter Park	Sylvan Hgts	1	$709,000	73
Winter Park	Sylvan Lake Shores	4	$1,996,250	76
Winter Park	Sylvan Park	3	$2,833,000	36
Winter Park	Tanglewood	1	$562,000	1046
Winter Park	Tantum	2	$649,000	17
Winter Park	Temple Estates	1	$2,385,000	118
Winter Park	Temple Heights	1	$2,490,000	107
Winter Park	Temple Terrace	1	$995,000	118
Winter Park	Terazzo Del Sol Condo Assn Inc	1	$549,000	179
Winter Park	Terrazo Del Sol	1	$515,000	117
Winter Park	The Enclave Winter Park	10	$1,966,300	70
Winter Park	Timberlane Shores	1	$1,150,000	72
Winter Park	Town Of Winter Park	1	$2,695,000	36
Winter Park	Town/winter Park	1	$509,000	33
Winter Park	Townhomes/harper Place	1	$534,900	83
Winter Park	Trinity Bay	3	$450,000	35
Winter Park	Trotters Rep	2	$685,000	33
Winter Park	Tuscany Terrace	2	$1,595,000	94
Winter Park	Twin Acres	1	$1,695,000	116
Winter Park	Urban Green 12	1	$560,000	39
Winter Park	Valencia Terrace	1	$3,995,000	325
Winter Park	Vilasa Twnhms	1	$1,399,000	24
Winter Park	Villa View Park	1	$1,850,000	115
Winter Park	Village Green	1	$549,000	83
Winter Park	Village Winterset Inc	1	$989,500	52
Winter Park	Villas Of Casselberry	2	$385,000	75
Winter Park	Virginia Heights	2	$2,599,500	51
Winter Park	Virginia Heights Rep	2	$1,337,500	45
Winter Park	Virginia Hgts Rep	1	$849,900	31
Winter Park	Vistas At Lake Howell	3	$343,333	69
Winter Park	Waterfall Cove	3	$121,667	76
Winter Park	Waterfall Cove At Winter Park	1	$205,000	495
Winter Park	Waterfall Cove Of Winter Park	1	$89,999	5
Winter Park	Waterfall Cove Winter Park	1	$134,900	107
Winter Park	Waterfall Cove/winter Park	1	$109,000	95
Winter Park	Whispering Waters/phillips Circle Rep	1	$1,925,000	65
Winter Park	Whisperwood Condo	4	$228,725	153
Winter Park	Windsong - Knowles Place	1	$1,875,000	72
Winter Park	Windsong Elizabeths Walk	1	$1,395,000	58
Winter Park	Windsong Elizabeths Walk 43/81	1	$1,450,000	30
Winter Park	Windsong Lakeside	1	$2,699,000	102
Winter Park	Windsong-preserve Point	1	$8,950,000	279
Winter Park	Windward Square	1	$340,000	44
Winter Park	Winflor Court Pt Rep	2	$4,267,500	72
Winter Park	Winter Park	3	$4,679,629	171
Winter Park	Winter Park Estates	3	$451,333	92
Winter Park	Winter Park Gardens Condo	3	$308,333	45
Winter Park	Winter Park Gdns Condo	1	$235,900	37
Winter Park	Winter Park Manor	2	$432,000	59
Winter Park	Winter Park Oasis	1	$1,725,000	34
Winter Park	Winter Park Pines	14	$644,999	100
Winter Park	Winter Park Pines Merrie Oaks	5	$597,980	56
Winter Park	Winter Park Pines Patio Homes	2	$319,443	61
Winter Park	Winter Park Pines Rep	3	$626,300	89
Winter Park	Winter Park Place 45/148	1	$1,799,000	23
Winter Park	Winter Park Residential	1	$1,849,900	25
Winter Park	Winter Park Rev	1	$1,795,000	103
Winter Park	Winter Park Village	5	$1,505,500	72
Winter Park	Winter Park Villas	1	$194,900	77
Winter Park	Winter Park Woods Condo	3	$91,500	89
Winter Park	Winter Woods	3	$474,333	75
Winter Park	Woodcrest	1	$360,000	40
Winter Park	Woodmere Terrace Rep	2	$3,300,000	18
Winter Park	Wrenwood	1	$449,900	17
Winter Park	Wrenwood Condo	3	$183,300	67
Winter Park	Wrenwood Heights	2	$454,995	71

Christine Christensen Cell: (904) 762-7218 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 07/12/2026. The listing information on this page last changed on 07/12/2026. 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 Sun 07/12/2026 2:38:04 AM EST) or GAMLS (last updated Sat 07/11/2026 11:15:25 PM EST) or Stellar MLS (last updated Sun 07/12/2026 1:58:46 AM EST) or SPC MLS (last updated Sat 07/11/2026 11:20:59 PM EST) or Martin MLS (last updated Sat 07/11/2026 11:38:10 PM EST) or Indian River MLS (last updated Sat 07/11/2026 11:30:09 PM EST) or Daytona MLS (last updated Sat 07/11/2026 11:36:47 PM EST) or Northeast Florida MLS (last updated Sun 07/12/2026 12:18:50 AM EST) or Beaches MLS (last updated Sat 07/11/2026 2:40:03 AM EST) or BORMLS (last updated Sat 07/11/2026 11:16:05 PM EST) or Scout MLS (Golden Isles) (last updated Fri 07/10/2026 7:06:49 AM EST) or Amelia/Nassau MLS (last updated Sat 07/11/2026 11:25:14 PM EST) or Dixie Gilchrist Levy MLS (last updated Sat 07/11/2026 11:42:16 PM EST) or NFLMLS (last updated Sat 07/11/2026 9:09:38 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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