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	160
Winter Park	Alabama Condo	1	$1,250,000	32
Winter Park	Albert Lee Ridge	2	$650,000	49
Winter Park	Albert Lee Ridge 1st	1	$460,000	90
Winter Park	Aloma	3	$564,500	225
Winter Park	Aloma Park	2	$304,500	35
Winter Park	Aloma Trails	1	$375,000	46
Winter Park	Banks Colonial Estates	1	$1,200,000	60
Winter Park	Bldg 6	1	$155,000	147
Winter Park	Brookshire Heights	1	$1,825,000	101
Winter Park	Brookshire Heights 1st	2	$1,347,000	99
Winter Park	Campo Bello	1	$625,000	85
Winter Park	Canton Ave Cottages 1	2	$849,000	14
Winter Park	Capens	2	$725,000	372
Winter Park	Carver Town First	1	$770,000	4
Winter Park	Casa Aloma	2	$469,950	306
Winter Park	Cedar Ridge	1	$515,000	25
Winter Park	Cedarwood Village	1	$279,900	8
Winter Park	Cedarwood Village 1	6	$263,167	84
Winter Park	Charmont	5	$2,426,400	103
Winter Park	Chateaux Du Lac	5	$258,080	99
Winter Park	Cloister Grove	2	$5,095,000	262
Winter Park	Cloisters Condo	3	$1,157,667	199
Winter Park	College Place Rep	1	$1,980,000	105
Winter Park	Colonies	4	$136,975	200
Winter Park	Comstock Park	5	$3,415,000	145
Winter Park	Conwill Estates	4	$2,045,500	43
Winter Park	Coronation	2	$224,450	89
Winter Park	Cortland Park	1	$950,000	98
Winter Park	Country Lane	4	$430,975	22
Winter Park	Crossroads Bus Cntr Condo	1	$373,000	30
Winter Park	Dubsdread Heights	2	$489,000	58
Winter Park	Eastbrook	10	$404,980	97
Winter Park	Eastgate	2	$949,500	100
Winter Park	Ellno Willo	2	$2,444,000	104
Winter Park	Fairbanks Park	1	$899,000	203
Winter Park	Fairbanks Shores 5th	1	$449,900	107
Winter Park	Flamingo Shores	1	$865,000	41
Winter Park	Forest Hills	3	$3,858,333	191
Winter Park	Four Seasons Condo	4	$198,725	50
Winter Park	Fremar	2	$1,299,000	86
Winter Park	Garden Lake Estates	7	$453,557	23
Winter Park	Georgetown Estates	2	$477,000	140
Winter Park	Glencoe	8	$575,514	98
Winter Park	Glenmoor	1	$499,500	8
Winter Park	Goldenrod Villas Condo	2	$227,200	119
Winter Park	Golfside Villas Condo	4	$135,975	12
Winter Park	Golfview	2	$416,850	141
Winter Park	Grayson Square	1	$425,000	54
Winter Park	Green Oaks Rep	1	$3,995,000	25
Winter Park	Green Oaks Rep 02	1	$2,300,000	93
Winter Park	Green Terrace	1	$1,005,000	74
Winter Park	Green Terrace V/140 Lot 3 Blk B	1	$1,820,000	112
Winter Park	Greenview At Winter Pines	1	$850,000	99
Winter Park	H Vanwies	2	$899,000	74
Winter Park	Hamilton Place	1	$1,324,000	84
Winter Park	Henkel	1	$1,095,000	45
Winter Park	Hidden Oaks Condo	7	$188,686	114
Winter Park	Hidden Oaks Condominium Association, Inc	1	$154,500	71
Winter Park	Horton Aaron	1	$1,800,000	43
Winter Park	Howell Branch Woods	1	$402,500	37
Winter Park	Howell Estates 1st	1	$460,000	167
Winter Park	Howell Estates 2nd	1	$450,000	28
Winter Park	Howell Estates Rep	1	$464,900	63
Winter Park	Howell Heights	1	$377,880	56
Winter Park	J Kronenberger	2	$4,299,500	114
Winter Park	Karolina On Killarney	5	$890,978	69
Winter Park	Kawilla Crest	1	$639,000	1
Winter Park	Kenilworth Estates 1st	2	$707,450	38
Winter Park	Kenilworth Shores	12	$1,547,357	43
Winter Park	Killarney Bay Condo	2	$427,000	109
Winter Park	Killarney Circle	3	$639,967	374
Winter Park	Killarney Estates	6	$2,031,667	93
Winter Park	Killarney Point	1	$689,000	41
Winter Park	Kings Cove	2	$719,495	39
Winter Park	Knowles Manor North Condo	1	$475,000	13
Winter Park	Lake Bell Terrace	1	$820,000	149
Winter Park	Lake Florence Preserve	2	$1,437,450	33
Winter Park	Lake Forest Park	7	$2,042,543	68
Winter Park	Lake Killarney Condo	2	$259,950	135
Winter Park	Lake Killarney Condominium Assn Inc.	1	$199,900	22
Winter Park	Lake Killarney Shores	1	$1,399,500	262
Winter Park	Lake Knowles Terrace	6	$1,917,167	51
Winter Park	Lake Monte	1	$1,050,000	49
Winter Park	Lake Virginia	1	$999,000	154
Winter Park	Lake Waunatta Village	1	$299,900	7
Winter Park	Lake Waunatta Woods	1	$549,000	15
Winter Park	Lakeside Estates	1	$1,300,000	21
Winter Park	Lakeside Manor	6	$189,617	186
Winter Park	Lakeside Manor Condominium Association, Inc.	1	$224,999	519
Winter Park	Lakeview Terrace	3	$1,141,000	132
Winter Park	Lancelot/winter Park	1	$157,500	80
Winter Park	Landings At Hawks Crest	3	$758,300	104
Winter Park	Landmark Winter Park Condo	1	$2,350,000	23
Winter Park	Laurel Spgs	3	$399,833	58
Winter Park	Laurel Springs	1	$390,000	53
Winter Park	Lawndale	6	$1,274,767	129
Winter Park	Lazy Oaks Condo	2	$277,500	47
Winter Park	Lords	1	$1,050,000	622
Winter Park	Lost Creek	3	$623,000	60
Winter Park	Lugano Terrace	1	$2,225,000	240
Winter Park	Lyman Ave Villas 1	1	$1,375,000	62
Winter Park	Magnolia Gardens	1	$699,900	39
Winter Park	Maitland Shores	1	$2,150,000	248
Winter Park	Maitland Shores 1st	1	$3,500,000	35
Winter Park	Maitland Shores First	2	$4,249,950	96
Winter Park	Mead Garden	1	$190,000	4
Winter Park	Meadows At Hawks Crest	3	$828,333	97
Winter Park	Metzingers	1	$589,900	127
Winter Park	Mondrian/winder Park Twnhms	1	$1,099,000	126
Winter Park	Morse & Pennsylvania Twnhms	1	$2,800,000	15
Winter Park	Morseland	1	$1,185,999	72
Winter Park	New England Bldg	1	$425,000	60
Winter Park	None	6	$981,650	87
Winter Park	Northwood Terrace	1	$1,249,000	14
Winter Park	Not On The List	1	$515,000	25
Winter Park	Oakcrest-516	1	$325,000	95
Winter Park	Olympia Heights Annex	1	$429,900	16
Winter Park	Orange Grove	1	$2,569,999	2
Winter Park	Orange Terrace	2	$467,750	176
Winter Park	Orangewood Park	1	$715,000	33
Winter Park	Orwin Manor Westminster	3	$831,333	48
Winter Park	Osceola Heights	1	$1,225,000	119
Winter Park	Osceola Place	1	$6,495,000	261
Winter Park	Osceola Shores	1	$2,500,000	70
Winter Park	Oxford Cove	1	$399,900	30
Winter Park	Park Hill	1	$3,500,000	38
Winter Park	Park Manor	2	$1,024,000	153
Winter Park	Park North	1	$2,200,000	106
Winter Park	Park West Condo	2	$744,500	43
Winter Park	Parklando	1	$1,099,000	91
Winter Park	Parklando #3	1	$1,649,000	128
Winter Park	Parklando 03	1	$1,910,000	446
Winter Park	Parkview Village	5	$168,660	293
Winter Park	Parkview Village Condo Blvd 2918	1	$189,000	121
Winter Park	Pennsylvania Place Rep	1	$1,895,000	50
Winter Park	Pervis Survey For R E	1	$1,799,999	151
Winter Park	Phillips Circle Rep	3	$286,300	175
Winter Park	Pines	1	$470,000	1
Winter Park	Preserve At Hawks Crest	2	$682,000	171
Winter Park	Quail Hollow	1	$1,199,000	78
Winter Park	Quarters At Winter Park Condo	1	$575,000	9
Winter Park	Robert Dhu Macdonald Park	1	$7,250,000	151
Winter Park	Sandlewood Creek Condo	1	$299,000	153
Winter Park	Sevilla	1	$2,235,000	232
Winter Park	Seville Park	1	$535,000	14
Winter Park	Shores Lake Killarney	1	$750,000	66
Winter Park	Sicilian Shores	1	$2,690,000	92
Winter Park	Slovak Village	2	$276,250	139
Winter Park	South Lakemont Shores	3	$1,431,667	76
Winter Park	Springview	1	$450,000	7
Winter Park	Stansbury Estates	1	$338,000	38
Winter Park	Stratford A Winter Park Condo	5	$182,420	95
Winter Park	Stratford Winter Park	1	$144,000	144
Winter Park	Suburban Homes	3	$499,967	34
Winter Park	Suburban Homes First	1	$379,900	1
Winter Park	Swoope Park	1	$695,000	170
Winter Park	Sylvan Heights	3	$1,793,333	122
Winter Park	Sylvan Hgts	1	$709,000	71
Winter Park	Sylvan Lake Shores	4	$1,996,250	74
Winter Park	Sylvan Park	2	$3,374,500	52
Winter Park	Tanglewood	1	$562,000	1044
Winter Park	Tantum	2	$649,000	15
Winter Park	Temple Estates	1	$2,385,000	116
Winter Park	Temple Heights	1	$2,490,000	105
Winter Park	Temple Terrace	1	$995,000	116
Winter Park	Terazzo Del Sol Condo Assn Inc	1	$549,000	177
Winter Park	Terrazo Del Sol	1	$515,000	115
Winter Park	The Enclave Winter Park	10	$1,966,300	68
Winter Park	Timberlane Shores	1	$1,150,000	70
Winter Park	Town Of Winter Park	1	$2,695,000	34
Winter Park	Town/winter Park	1	$509,000	31
Winter Park	Townhomes/harper Place	1	$534,900	81
Winter Park	Trinity Bay	3	$453,333	33
Winter Park	Trotters Rep	1	$745,000	63
Winter Park	Tuscany Terrace	2	$1,595,000	92
Winter Park	Twin Acres	1	$1,695,000	114
Winter Park	Urban Green 12	1	$560,000	37
Winter Park	Valencia Terrace	1	$3,995,000	323
Winter Park	Vilasa Twnhms	1	$1,399,000	22
Winter Park	Villa View Park	1	$1,850,000	113
Winter Park	Village Green	1	$549,000	81
Winter Park	Village Winterset Inc	1	$989,500	50
Winter Park	Villas Of Casselberry	3	$396,633	72
Winter Park	Virginia Heights	2	$2,599,500	49
Winter Park	Virginia Heights Rep	2	$1,337,500	43
Winter Park	Virginia Hgts Rep	1	$849,900	29
Winter Park	Vistas At Lake Howell	3	$350,000	67
Winter Park	Waterfall Cove	3	$121,667	74
Winter Park	Waterfall Cove At Winter Park	1	$205,000	493
Winter Park	Waterfall Cove Of Winter Park	1	$89,999	3
Winter Park	Waterfall Cove Winter Park	1	$134,900	105
Winter Park	Waterfall Cove/winter Park	1	$109,000	93
Winter Park	Whispering Waters/phillips Circle Rep	1	$1,925,000	63
Winter Park	Whisperwood Condo	4	$228,725	151
Winter Park	Windsong - Knowles Place	1	$1,875,000	70
Winter Park	Windsong Elizabeths Walk	1	$1,395,000	56
Winter Park	Windsong Elizabeths Walk 43/81	1	$1,550,000	28
Winter Park	Windsong Lakeside	1	$2,699,000	100
Winter Park	Windsong-preserve Point	1	$8,950,000	277
Winter Park	Windward Square	1	$340,000	42
Winter Park	Winflor Court Pt Rep	2	$4,267,500	70
Winter Park	Winter Park	3	$4,679,629	169
Winter Park	Winter Park Estates	3	$451,333	90
Winter Park	Winter Park Gardens Condo	3	$308,333	43
Winter Park	Winter Park Gdns Condo	1	$235,900	35
Winter Park	Winter Park Manor	2	$432,000	57
Winter Park	Winter Park Oasis	1	$1,725,000	32
Winter Park	Winter Park Pines	14	$644,999	98
Winter Park	Winter Park Pines Merrie Oaks	5	$597,980	54
Winter Park	Winter Park Pines Patio Homes	2	$319,443	59
Winter Park	Winter Park Pines Rep	3	$626,300	87
Winter Park	Winter Park Place 45/148	1	$1,799,000	21
Winter Park	Winter Park Residential	1	$1,849,900	23
Winter Park	Winter Park Rev	1	$1,795,000	101
Winter Park	Winter Park Village	5	$1,505,500	70
Winter Park	Winter Park Villas	1	$194,900	75
Winter Park	Winter Park Woods Condo	2	$97,250	130
Winter Park	Winter Woods	3	$474,333	73
Winter Park	Woodcrest	1	$360,000	38
Winter Park	Woodmere Terrace Rep	2	$3,300,000	16
Winter Park	Wrenwood	1	$449,900	15
Winter Park	Wrenwood Condo	3	$183,300	65
Winter Park	Wrenwood Heights	2	$454,995	69

Laurie Glover Office: (352) 547-2428 Direct: (561) 573-1007 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 07/10/2026. The listing information on this page last changed on 07/10/2026. 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 07/10/2026 12:15:02 AM EST) or GAMLS (last updated Thu 07/09/2026 11:15:30 PM EST) or Stellar MLS (last updated Thu 07/09/2026 11:58:59 PM EST) or SPC MLS (last updated Thu 07/09/2026 11:21:01 PM EST) or Martin MLS (last updated Thu 07/09/2026 11:38:11 PM EST) or Indian River MLS (last updated Thu 07/09/2026 11:30:13 PM EST) or Daytona MLS (last updated Thu 07/09/2026 11:36:49 PM EST) or Northeast Florida MLS (last updated Fri 07/10/2026 12:09:01 AM EST) or Beaches MLS (last updated Fri 07/10/2026 12:12:19 AM EST) or BORMLS (last updated Thu 07/09/2026 11:17:05 PM EST) or Scout MLS (Golden Isles) (last updated Thu 07/09/2026 7:06:29 AM EST) or Amelia/Nassau MLS (last updated Thu 07/09/2026 11:25:16 PM EST) or Dixie Gilchrist Levy MLS (last updated Thu 07/09/2026 11:42:15 PM EST) or NFLMLS (last updated Thu 07/09/2026 9:06:05 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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