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	Alabama Condo	1	$1,250,000	69
Winter Park	Albert Lee Ridge	3	$626,633	67
Winter Park	Albert Lee Ridge 1st	1	$460,000	127
Winter Park	Alexander Place	1	$4,250,000	34
Winter Park	Aloma	3	$564,500	132
Winter Park	Aloma Park	2	$299,500	72
Winter Park	Aloma Trails	1	$375,000	83
Winter Park	Autumn Glen	1	$415,000	3
Winter Park	Banks Colonial Estates	1	$1,200,000	97
Winter Park	Brookshire Heights	1	$500,000	20
Winter Park	Brookshire Heights 1st	1	$530,000	18
Winter Park	Brookshire Heights 2nd	1	$630,000	30
Winter Park	Canton Ave Cottages 1	1	$849,000	62
Winter Park	Capens	2	$725,000	409
Winter Park	Casa Aloma	2	$491,950	65
Winter Park	Cedar Ridge	1	$490,000	62
Winter Park	Cedarwood Village	2	$266,950	24
Winter Park	Cedarwood Village 1	8	$262,375	96
Winter Park	Charmont	6	$2,177,833	87
Winter Park	Chateaux Du Lac	5	$237,460	79
Winter Park	Cloister Grove	1	$3,975,000	414
Winter Park	College Place Rep	1	$1,849,900	17
Winter Park	Colonies	4	$136,975	237
Winter Park	Comstock Park	2	$3,697,500	59
Winter Park	Conwill Estates	2	$1,485,000	34
Winter Park	Coronation	2	$274,475	120
Winter Park	Country Lane	2	$442,500	60
Winter Park	Dubsdread Heights	2	$337,000	76
Winter Park	Eastbrook	14	$410,343	87
Winter Park	Eastgate	3	$758,000	100
Winter Park	Edgewood	2	$610,000	10
Winter Park	Elizabeth Heights	1	$299,000	3
Winter Park	Ellno Willo	2	$2,385,000	141
Winter Park	Enclave At Hawks Crest	1	$419,900	5
Winter Park	Fairbanks Park	2	$849,000	122
Winter Park	Fairbanks Shores 5th	1	$435,000	144
Winter Park	Fairshores Place	1	$569,000	37
Winter Park	Fairview Heights Rep	1	$354,999	11
Winter Park	Flamingo Shores	2	$669,950	47
Winter Park	Fontainebleau	2	$1,745,000	4
Winter Park	Forest Hills	2	$4,092,500	199
Winter Park	Four Seasons Condo	2	$197,500	52
Winter Park	Fremar	2	$1,299,000	123
Winter Park	Garden Acres	1	$655,000	11
Winter Park	Garden Grove	1	$420,000	4
Winter Park	Garden Lake Estates	7	$430,514	47
Winter Park	Georgetown Estates	1	$435,000	156
Winter Park	Glencoe	8	$540,085	127
Winter Park	Glenmoor	2	$512,250	40
Winter Park	Golfside	1	$820,000	31
Winter Park	Golfside Villas Condo	5	$128,800	37
Winter Park	Golfview	1	$459,900	238
Winter Park	Grand Pines	2	$450,450	21
Winter Park	Grayson Square	3	$401,300	43
Winter Park	Green Terrace V/140 Lot 3 Blk B	1	$1,780,000	149
Winter Park	Greenview At Winter Pines	1	$840,000	136
Winter Park	H Vanwies	2	$899,000	111
Winter Park	Hamilton Place	1	$1,295,000	121
Winter Park	Henkel	1	$1,084,000	82
Winter Park	Hidden Oaks Condo	8	$192,413	87
Winter Park	Horton Aaron	1	$1,800,000	80
Winter Park	Howell Branch Woods	2	$414,995	49
Winter Park	Howell Estates 1st	1	$460,000	204
Winter Park	Hyde Park	1	$449,000	30
Winter Park	J Kronenberger	2	$4,587,500	95
Winter Park	Justamere Camp Rep	1	$409,900	30
Winter Park	Karolina On Killarney	3	$922,666	125
Winter Park	Kawilla Crest	1	$639,000	38
Winter Park	Kenilworth Shores	12	$1,829,124	42
Winter Park	Killarney Bay Condo	1	$475,000	199
Winter Park	Killarney Circle	3	$624,633	411
Winter Park	Killarney Estates	9	$1,468,333	85
Winter Park	Killarney Point	1	$689,000	78
Winter Park	Kings Cove	1	$599,900	52
Winter Park	Knowles Manor North Condo	1	$425,000	50
Winter Park	Lake Ann Estates	1	$765,000	11
Winter Park	Lake Bell Terrace	2	$629,500	95
Winter Park	Lake Florence Preserve	2	$1,412,450	70
Winter Park	Lake Forest Park	4	$2,488,250	64
Winter Park	Lake Killarney Condo	2	$292,500	355
Winter Park	Lake Killarney Condominium Assn Inc.	1	$199,900	59
Winter Park	Lake Killarney Shores	1	$1,389,500	299
Winter Park	Lake Knowles Terrace	6	$1,369,667	52
Winter Park	Lake Knowles Terrace 2nd	1	$1,150,000	31
Winter Park	Lake Maitland	1	$4,750,000	20
Winter Park	Lake Monte	1	$998,000	86
Winter Park	Lake Sylvan Shores	1	$2,200,000	37
Winter Park	Lake Virginia	1	$999,000	191
Winter Park	Lake Waunatta Village	1	$299,900	44
Winter Park	Lake Waunatta Wods	1	$599,000	12
Winter Park	Lake Waunatta Woods	2	$559,000	31
Winter Park	Lakeside Estates	2	$1,110,000	42
Winter Park	Lakeside Manor	6	$187,117	223
Winter Park	Lakeside Manor Condominium Association, Inc.	1	$224,999	556
Winter Park	Lakeview Terrace	3	$1,036,667	12
Winter Park	Lancelot/winter Park	2	$172,400	6
Winter Park	Landings At Hawks Crest	3	$751,332	76
Winter Park	Landmark Winter Park Condo	1	$2,350,000	60
Winter Park	Laurel Spgs	1	$389,500	126
Winter Park	Lawndale	4	$1,167,200	107
Winter Park	Lazy Oaks Condo	3	$281,633	60
Winter Park	Lords	1	$1,050,000	659
Winter Park	Lost Creek	1	$685,000	148
Winter Park	Lugano Terrace	1	$2,195,000	277
Winter Park	Lyman Ave Villas 1	1	$1,375,000	99
Winter Park	Mack Peter Rev	1	$650,000	26
Winter Park	Magnolia Gardens	1	$699,900	76
Winter Park	Maitland Shores 1st	1	$3,500,000	72
Winter Park	Maitland Shores First	2	$4,175,000	26
Winter Park	Mead Garden	1	$190,000	41
Winter Park	Meadows At Hawks Crest	5	$775,000	83
Winter Park	Metzingers	1	$574,900	164
Winter Park	Mondrian/winter Park Twnhms	1	$1,339,000	34
Winter Park	Morse & Pennsylvania Twnhms	1	$2,800,000	52
Winter Park	Morseland	2	$910,500	61
Winter Park	New England Bldg	1	$425,000	97
Winter Park	None	5	$1,419,000	125
Winter Park	Northwood Terrace	2	$1,797,000	29
Winter Park	Not On The List	1	$490,000	62
Winter Park	Oakcrest-516	3	$375,000	49
Winter Park	Olympia Heights Annex	2	$464,450	28
Winter Park	Orange Grove	1	$2,569,999	39
Winter Park	Orange Terrace	1	$459,900	51
Winter Park	Orangewood Park	2	$627,500	48
Winter Park	Orwin Manor Westminster	3	$849,600	64
Winter Park	Osceola Heights	1	$1,199,000	156
Winter Park	Osceola Or Lakeview Deed	1	$1,775,000	9
Winter Park	Osceola Place	1	$6,495,000	298
Winter Park	Osceola Shores	2	$2,150,000	67
Winter Park	Park Grove	2	$4,700,000	11
Winter Park	Park Hill	1	$3,500,000	75
Winter Park	Park Manor First	1	$1,500,000	22
Winter Park	Park North	1	$2,200,000	143
Winter Park	Park Pointe Rep	1	$1,000,050	13
Winter Park	Park West Condo	2	$724,500	44
Winter Park	Parklando	1	$1,049,000	128
Winter Park	Parklando #3	1	$1,649,000	165
Winter Park	Parklando 03	1	$1,894,000	20
Winter Park	Parkview Village	3	$155,833	150
Winter Park	Parkview Village Condo	1	$150,000	343
Winter Park	Pennsylvania Place Rep	1	$1,895,000	87
Winter Park	Pervis Survey For R E	1	$1,799,999	188
Winter Park	Phillips Circle Rep	2	$277,000	214
Winter Park	Pines	1	$439,900	38
Winter Park	Preserve At Hawks Crest	2	$697,500	21
Winter Park	Quarters At Winter Park Condo	2	$550,000	39
Winter Park	Ridge High 1st	1	$299,000	1
Winter Park	Robert Dhu Macdonald Park	1	$7,250,000	188
Winter Park	Seville Park	2	$537,000	30
Winter Park	Shores Lake Killarney	1	$624,900	27
Winter Park	Sicilian Shores	1	$2,689,000	129
Winter Park	Slovak Village	1	$235,000	54
Winter Park	South Interlachen Place	2	$3,522,500	17
Winter Park	South Lakemont Shores	3	$1,399,333	113
Winter Park	Stansbury Estates	2	$388,500	44
Winter Park	Stratford A Winter Park Condo	3	$193,767	133
Winter Park	Stratford Winter Park	1	$144,000	181
Winter Park	Suburban Homes	1	$535,000	108
Winter Park	Suburban Homes First	1	$379,900	38
Winter Park	Swoope Park	2	$707,450	121
Winter Park	Sylvan Heights	3	$1,760,000	159
Winter Park	Sylvan Lake Shores	3	$2,495,000	74
Winter Park	Sylvan Park	2	$3,625,000	50
Winter Park	Talman Mews	1	$1,450,000	18
Winter Park	Tanglewood	1	$562,000	1081
Winter Park	Tantum	3	$1,097,667	46
Winter Park	Temple Estates	1	$2,385,000	153
Winter Park	Temple Terrace	1	$950,000	153
Winter Park	Temple Terrace Annex	1	$299,900	3
Winter Park	Temple Trail Village	1	$575,000	5
Winter Park	Terrazo Del Sol	1	$499,000	152
Winter Park	The Enclave Winter Park	10	$1,966,300	105
Winter Park	Timberlane Shores	2	$2,520,000	55
Winter Park	Town Of Winter Park	1	$2,695,000	71
Winter Park	Trinity Bay	3	$434,967	70
Winter Park	Trotters Rep	2	$685,000	68
Winter Park	Tuscany Terrace	2	$1,595,000	129
Winter Park	Twin Acres	1	$1,675,000	151
Winter Park	Unrecorded Plat	1	$540,000	17
Winter Park	Urban Green 12	1	$550,000	74
Winter Park	Via Lago/hanging Moss Condo	1	$335,000	31
Winter Park	Vilasa Twnhms	1	$1,399,000	59
Winter Park	Villa View Park	2	$2,120,000	83
Winter Park	Village Green	2	$494,000	60
Winter Park	Village Winterset Inc	1	$989,500	87
Winter Park	Villas Of Aragon Condo	1	$510,000	17
Winter Park	Villas Of Casselberry	3	$369,967	77
Winter Park	Virginia Heights	1	$995,000	72
Winter Park	Virginia Heights Rep	2	$1,325,000	80
Winter Park	Virginia Hgts Rep	1	$810,000	66
Winter Park	Vistas At Lake Howell	2	$332,500	69
Winter Park	Waterfall Cove	5	$124,380	120
Winter Park	Waterfall Cove At Winter Park	1	$205,000	530
Winter Park	Waterfall Cove At Winter Park Condominium D107	1	$180,000	11
Winter Park	Waterfall Cove Of Winter Park	1	$88,999	40
Winter Park	Waterfall Cove/winter Park	1	$108,000	130
Winter Park	Whispering Waters/phillips Circle Rep	1	$1,825,000	100
Winter Park	Whisperwood Condo	4	$209,450	93
Winter Park	Whisperwood Condo 02	1	$145,000	13
Winter Park	Windsong Elizabeths Walk 43/81	1	$1,450,000	65
Winter Park	Windsong-preserve Point	1	$8,950,000	314
Winter Park	Windward Square	5	$286,800	63
Winter Park	Winflor Court Pt Rep	1	$4,285,000	123
Winter Park	Winter Park	6	$3,413,815	112
Winter Park	Winter Park Estates	5	$493,000	58
Winter Park	Winter Park Gardens Condo	1	$370,000	86
Winter Park	Winter Park Oasis	1	$1,599,000	69
Winter Park	Winter Park Pines	9	$638,099	132
Winter Park	Winter Park Pines Merrie Oaks	3	$504,967	100
Winter Park	Winter Park Pines Patio Homes	2	$309,493	71
Winter Park	Winter Park Pines Rep	3	$597,800	86
Winter Park	Winter Park Residential	1	$1,849,900	60
Winter Park	Winter Park Rev	1	$1,770,000	138
Winter Park	Winter Park Village	6	$1,537,750	93
Winter Park	Winter Park Woods Condo	5	$90,880	87
Winter Park	Winter Woods	3	$474,333	110
Winter Park	Woodcrest	3	$393,300	37
Winter Park	Woodmere Terrace Rep	1	$4,900,000	40
Winter Park	Wrenwood	2	$398,500	30
Winter Park	Wrenwood Condo	3	$178,300	102
Winter Park	Wrenwood Heights	2	$417,500	60

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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 08/16/2026. The listing information on this page last changed on 08/16/2026. 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 08/16/2026 12:00:19 AM EST) or GAMLS (last updated Sat 08/15/2026 11:15:14 PM EST) or Stellar MLS (last updated Sat 08/15/2026 11:43:53 PM EST) or SPC MLS (last updated Sat 08/15/2026 11:21:13 PM EST) or Martin MLS (last updated Sat 08/15/2026 11:38:14 PM EST) or Indian River MLS (last updated Sat 08/15/2026 11:30:08 PM EST) or Daytona MLS (last updated Sat 08/15/2026 11:36:45 PM EST) or Northeast Florida MLS (last updated Sat 08/15/2026 11:58:51 PM EST) or Beaches MLS (last updated Sat 08/15/2026 11:55:35 PM EST) or BORMLS (last updated Sat 08/15/2026 11:16:55 PM EST) or Scout MLS (Golden Isles) (last updated Sat 08/15/2026 7:06:25 AM EST) or Amelia/Nassau MLS (last updated Sat 08/15/2026 11:25:15 PM EST) or Dixie Gilchrist Levy MLS (last updated Sat 08/15/2026 11:42:18 PM EST) or NFLMLS (last updated Sat 08/15/2026 9:04:45 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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