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	$2,150,000	131
Winter Park	Acreage	1	$399,900	21
Winter Park	Alabama Condo	1	$1,250,000	3
Winter Park	Albert Lee Ridge	2	$699,000	20
Winter Park	Albert Lee Ridge 1st	1	$460,000	61
Winter Park	Aloma	3	$564,500	196
Winter Park	Aloma Park	1	$289,000	38
Winter Park	Aloma Trails	2	$375,000	40
Winter Park	Aragon Condo	1	$209,999	175
Winter Park	Autumn Glen	1	$535,000	46
Winter Park	Banks Colonial Estates	1	$1,200,000	31
Winter Park	Bear Gully Forest	1	$499,900	156
Winter Park	Bel-aire Pines,	1	$465,000	236
Winter Park	Bldg 6	1	$155,000	118
Winter Park	Brookshire Heights	1	$1,825,000	72
Winter Park	Brookshire Heights 1st	3	$1,231,333	68
Winter Park	Brookshire Heights 4th	1	$1,115,000	38
Winter Park	Campo Bello	1	$639,900	56
Winter Park	Capens	3	$649,667	273
Winter Park	Carver Town	1	$399,999	34
Winter Park	Casa Aloma	3	$479,967	199
Winter Park	Cedar Ridge	1	$370,000	8
Winter Park	Cedarwood Village 1	6	$266,317	93
Winter Park	Charmont	9	$2,415,100	87
Winter Park	Chateaux Du Lac	4	$236,850	128
Winter Park	Cinnamon Shores	1	$2,200,000	97
Winter Park	Cloister Grove	2	$5,095,000	233
Winter Park	Cloisters Condo	4	$1,343,225	141
Winter Park	College Place Rep	1	$1,980,000	76
Winter Park	Colonies	4	$136,975	171
Winter Park	Comstock Park	5	$3,448,000	137
Winter Park	Conwill Estates	3	$2,698,333	44
Winter Park	Coronation	1	$269,000	146
Winter Park	Cortland Park	1	$950,000	69
Winter Park	Country Lane	3	$451,633	28
Winter Park	Crossroads Bus Cntr Condo	1	$373,000	1
Winter Park	Dixie Terrace	2	$2,889,450	87
Winter Park	Dubsdread Heights	3	$584,333	60
Winter Park	Eastbrook	12	$404,774	96
Winter Park	Eastgate	2	$949,500	71
Winter Park	Ellno Willo	2	$2,521,500	75
Winter Park	Enclave At Hawks Crest	1	$415,000	28
Winter Park	Fairbanks Park	1	$899,000	174
Winter Park	Fairbanks Shores 5th	1	$455,000	78
Winter Park	Fernbrook Trails	1	$199,000	35
Winter Park	Flamingo Shores	1	$865,000	12
Winter Park	Fontainebleau	2	$1,891,500	151
Winter Park	Forest Hills	6	$2,859,167	99
Winter Park	Four Seasons Condo	3	$186,666	54
Winter Park	Fremar	2	$1,299,000	57
Winter Park	Garden Lake Estates	6	$448,167	12
Winter Park	Georgetown Estates	2	$482,450	111
Winter Park	Glencoe	7	$581,143	82
Winter Park	Goldenrod Villas Condo	2	$222,450	328
Winter Park	Golfside	2	$697,450	80
Winter Park	Golfside Villas Condo	1	$122,990	111
Winter Park	Golfview	2	$431,400	112
Winter Park	Golfview Heights	1	$625,000	84
Winter Park	Grand Pines	1	$280,000	43
Winter Park	Grayson Square	4	$433,475	189
Winter Park	Green Oaks Rep	1	$2,295,000	113
Winter Park	Green Oaks Rep 02	1	$2,300,000	64
Winter Park	Green Terrace	1	$1,005,000	45
Winter Park	Green Terrace V/140 Lot 3 Blk B	1	$1,820,000	83
Winter Park	Greenview At Winter Pines	1	$899,000	70
Winter Park	H Vanwies	2	$899,000	65
Winter Park	Hamilton Place	1	$1,324,000	55
Winter Park	Henkel	1	$1,095,000	16
Winter Park	Hidden Oaks Condo	8	$183,231	128
Winter Park	Hidden Oaks Condominium Association, Inc	1	$159,000	42
Winter Park	Horton Aaron	1	$2,000,000	14
Winter Park	Howell Branch Woods	2	$427,500	18
Winter Park	Howell Estates 1st	1	$460,000	138
Winter Park	Howell Estates Rep	1	$470,000	34
Winter Park	Howell Heights	2	$403,440	59
Winter Park	J Kronenberger	2	$4,299,500	85
Winter Park	Karolina On Killarney	4	$1,038,722	55
Winter Park	Kawilla Crest	1	$890,000	41
Winter Park	Kenilworth Estates 1st	1	$719,000	28
Winter Park	Kenilworth Shores	13	$1,258,276	50
Winter Park	Killarney Bay Condo	3	$395,000	163
Winter Park	Killarney Circle	4	$622,000	298
Winter Park	Killarney Estates	5	$1,938,000	83
Winter Park	Killarney Point	1	$689,000	12
Winter Park	Kings Cove	1	$824,000	34
Winter Park	La Casas De Indiana	1	$524,000	38
Winter Park	Lake Bell Terrace	2	$762,000	105
Winter Park	Lake Florence Preserve	3	$995,667	195
Winter Park	Lake Forest Park	6	$1,817,133	50
Winter Park	Lake Killarney Condo	2	$268,500	106
Winter Park	Lake Killarney Shores	1	$1,449,900	233
Winter Park	Lake Knowles Terrace	5	$1,796,800	31
Winter Park	Lake Monte	1	$1,095,000	20
Winter Park	Lake Virginia	1	$999,000	125
Winter Park	Lake Waunatta Village	1	$457,000	141
Winter Park	Lakeside Manor	7	$188,900	157
Winter Park	Lakeside Manor Condominium Association, Inc.	1	$224,999	490
Winter Park	Lakeview Terrace	4	$999,000	81
Winter Park	Lancelot/winter Park	1	$159,000	51
Winter Park	Landings At Hawks Crest	2	$774,950	114
Winter Park	Las Casas De Indiana	1	$545,000	120
Winter Park	Laurel Spgs	2	$410,000	47
Winter Park	Laurel Springs	2	$394,995	19
Winter Park	Lawndale	10	$1,111,950	87
Winter Park	Lazy Oaks Condo	1	$280,000	58
Winter Park	Lords	1	$1,050,000	593
Winter Park	Lost Creek	3	$598,300	48
Winter Park	Lugano Terrace	1	$2,225,000	211
Winter Park	Lyman Ave Villas 1	1	$1,375,000	33
Winter Park	Magnolia Gardens	1	$724,900	10
Winter Park	Maitland Shores	2	$3,700,000	286
Winter Park	Maitland Shores 1st	1	$3,500,000	6
Winter Park	Maitland Shores First	2	$2,786,500	124
Winter Park	Meadows At Hawks Crest	5	$756,400	57
Winter Park	Metzingers	1	$589,900	98
Winter Park	Mondrian/winder Park Twnhms	1	$1,099,000	97
Winter Park	Morseland	1	$1,185,999	43
Winter Park	New England Bldg	1	$425,000	31
Winter Park	None	4	$614,725	90
Winter Park	Northwood Terrace	1	$649,000	230
Winter Park	Oakcrest-516	1	$325,000	66
Winter Park	Orange Terrace	1	$479,900	308
Winter Park	Orangewood Park	1	$735,000	4
Winter Park	Orwin Manor Westminster	3	$1,066,333	42
Winter Park	Osceola Heights	1	$1,299,000	90
Winter Park	Osceola Place	1	$6,495,000	232
Winter Park	Osceola Shores	2	$2,049,500	81
Winter Park	Oxford Cove	1	$399,900	1
Winter Park	Park Grove	1	$2,895,000	36
Winter Park	Park Hill	2	$3,897,500	19
Winter Park	Park Manor	2	$1,024,000	124
Winter Park	Park North	1	$2,495,000	77
Winter Park	Park West Condo	2	$744,500	14
Winter Park	Parklando	1	$1,139,750	62
Winter Park	Parklando #3	1	$1,649,000	99
Winter Park	Parklando 03	1	$1,924,450	417
Winter Park	Parkview Village	4	$175,600	334
Winter Park	Parkview Village Condo Blvd 2918	1	$189,000	92
Winter Park	Pennsylvania Place Rep	1	$1,895,000	21
Winter Park	Pervis Survey For R E	1	$1,799,999	122
Winter Park	Phillips Circle Rep	4	$304,475	195
Winter Park	Preserve At Hawks Crest	1	$764,900	309
Winter Park	Quail Hollow	1	$1,245,000	49
Winter Park	Quail Run	1	$629,900	55
Winter Park	Replat Of Lts 1 2 & 3 Brookside	1	$510,000	49
Winter Park	Robert Dhu Macdonald Park	1	$6,950,000	122
Winter Park	Sandlewood Creek Condo	1	$314,000	124
Winter Park	Sevilla	2	$2,167,500	176
Winter Park	Seville Park	2	$549,950	73
Winter Park	Shores Lake Killarney	1	$750,000	37
Winter Park	Sicilian Shores	1	$2,690,000	63
Winter Park	Slovak Village	1	$317,500	232
Winter Park	South Lakemont Shores	3	$1,450,000	47
Winter Park	Stansbury Estates	1	$338,000	9
Winter Park	Stratford A Winter Park Condo	6	$179,282	91
Winter Park	Stratford Winter Park	1	$144,000	115
Winter Park	Suburban Homes	2	$495,000	35
Winter Park	Swoope Park	1	$695,000	141
Winter Park	Sylvan Heights	3	$1,266,667	102
Winter Park	Sylvan Hgts	1	$709,000	42
Winter Park	Sylvan Lake Shores	3	$2,230,000	67
Winter Park	Sylvan Park	2	$1,022,000	73
Winter Park	Tanglewood	2	$506,000	544
Winter Park	Temple Estates	1	$2,385,000	87
Winter Park	Temple Heights	1	$2,695,000	76
Winter Park	Temple Terrace	1	$1,000,000	87
Winter Park	Terazzo Del Sol Condo Assn Inc	1	$549,000	148
Winter Park	Terrazo Del Sol	1	$525,000	86
Winter Park	The Enclave Winter Park	11	$1,962,545	43
Winter Park	Timberlane Shores	2	$1,520,000	92
Winter Park	Town Of Winter Park	1	$2,695,000	5
Winter Park	Town/winter Park	1	$509,000	2
Winter Park	Townhomes/harper Place	1	$534,900	52
Winter Park	Trinity Bay	2	$487,500	7
Winter Park	Trotters Rep	1	$745,000	34
Winter Park	Tuscania	2	$2,000,000	122
Winter Park	Tuscany Terrace	1	$1,595,000	125
Winter Park	Twin Acres	1	$1,695,000	85
Winter Park	Urban Green 12	1	$560,000	8
Winter Park	Valencia Terrace	1	$3,995,000	294
Winter Park	Villa View Park	1	$1,850,000	84
Winter Park	Village Green	1	$549,000	52
Winter Park	Village Winterset Inc	2	$804,250	57
Winter Park	Villas Of Casselberry	4	$371,225	38
Winter Park	Virginia Heights	2	$2,650,000	20
Winter Park	Virginia Heights Rep	2	$3,345,000	23
Winter Park	Vistas At Lake Howell	2	$345,000	63
Winter Park	Waterfall Cove	3	$120,997	113
Winter Park	Waterfall Cove At Winter Park	1	$205,000	464
Winter Park	Waterfall Cove At Winter Park Condo	1	$120,000	79
Winter Park	Waterfall Cove Winter Park	1	$134,900	76
Winter Park	Waterfall Cove/winter Park	2	$112,000	51
Winter Park	Whispering Waters/phillips Circle Rep	1	$1,995,000	34
Winter Park	Whisperwood Condo	4	$221,225	162
Winter Park	Windsong - Knowles Place	1	$1,875,000	41
Winter Park	Windsong Elizabeths Walk	1	$1,395,000	27
Winter Park	Windsong Elizabeths Walk 43/81	1	$2,195,000	69
Winter Park	Windsong Lakeside	1	$2,699,000	71
Winter Park	Windsong-preserve Point	1	$8,950,000	248
Winter Park	Windward Square	4	$294,750	80
Winter Park	Winflor Court Pt Rep	2	$4,267,500	41
Winter Park	Winter Green	1	$300,000	98
Winter Park	Winter Park	5	$3,094,778	85
Winter Park	Winter Park Estates	7	$459,571	208
Winter Park	Winter Park Gardens Condo	3	$308,333	14
Winter Park	Winter Park Gdns Condo	1	$235,900	6
Winter Park	Winter Park Manor	2	$462,500	28
Winter Park	Winter Park Oaks	1	$285,000	63
Winter Park	Winter Park Oasis	1	$1,795,000	3
Winter Park	Winter Park Pines	11	$609,727	98
Winter Park	Winter Park Pines Merrie Oaks	2	$499,950	76
Winter Park	Winter Park Pines Patio Homes	1	$318,985	71
Winter Park	Winter Park Pines Rep	3	$634,933	58
Winter Park	Winter Park Pines Ut 5	1	$710,000	77
Winter Park	Winter Park Rev	1	$1,795,000	72
Winter Park	Winter Park Village	6	$1,548,917	66
Winter Park	Winter Park Villas	1	$199,900	46
Winter Park	Winter Park Woods Condo	2	$129,950	199
Winter Park	Winter Woods	2	$447,500	108
Winter Park	Woodcrest	1	$370,000	9
Winter Park	Wrenwood	1	$489,000	28
Winter Park	Wrenwood Condo	4	$193,225	61
Winter Park	Wrenwood Heights	2	$454,995	40

Jeff Baker Office: (407) 298-8800 Cell: (407) 437-9909 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 06/11/2026. The listing information on this page last changed on 06/11/2026. 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 Thu 06/11/2026 12:00:10 AM EST) or GAMLS (last updated Wed 06/10/2026 11:15:27 PM EST) or Stellar MLS (last updated Wed 06/10/2026 11:44:19 PM EST) or SPC MLS (last updated Wed 06/10/2026 11:21:26 PM EST) or Martin MLS (last updated Wed 06/10/2026 11:38:14 PM EST) or Indian River MLS (last updated Wed 06/10/2026 11:30:16 PM EST) or Daytona MLS (last updated Wed 06/10/2026 11:36:49 PM EST) or Northeast Florida MLS (last updated Wed 06/10/2026 11:59:01 PM EST) or Beaches MLS (last updated Wed 06/10/2026 11:58:05 PM EST) or BORMLS (last updated Wed 06/10/2026 11:15:42 PM EST) or Amelia/Nassau MLS (last updated Wed 06/10/2026 11:25:17 PM EST) or Dixie Gilchrist Levy MLS (last updated Wed 06/10/2026 11:42:21 PM EST) or NFLMLS (last updated Wed 06/10/2026 9:08:00 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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