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	$2,100,000	179
Winter Park	Alabama Condo	1	$1,250,000	51
Winter Park	Albert Lee Ridge	3	$626,633	49
Winter Park	Albert Lee Ridge 1st	1	$460,000	109
Winter Park	Alexander Place	1	$4,250,000	16
Winter Park	Aloma	3	$564,500	114
Winter Park	Aloma Park	2	$304,500	54
Winter Park	Aloma Trails	1	$375,000	65
Winter Park	Banks Colonial Estates	1	$1,200,000	79
Winter Park	Bldg 6	1	$155,000	166
Winter Park	Brookshire Heights	1	$500,000	2
Winter Park	Brookshire Heights 2nd	1	$630,000	12
Winter Park	Campo Bello	1	$625,000	104
Winter Park	Canton Ave Cottages 1	2	$849,000	33
Winter Park	Capens	2	$725,000	391
Winter Park	Casa Aloma	2	$491,950	47
Winter Park	Cedar Ridge	1	$490,000	44
Winter Park	Cedarwood Village	1	$279,900	27
Winter Park	Cedarwood Village 1	8	$263,250	78
Winter Park	Charmont	5	$2,420,400	111
Winter Park	Chateaux Du Lac	6	$243,717	101
Winter Park	Cloister Grove	1	$4,195,000	396
Winter Park	Colonies	4	$136,975	219
Winter Park	Comstock Park	5	$3,415,000	164
Winter Park	Conwill Estates	5	$1,611,400	45
Winter Park	Coronation	3	$242,967	75
Winter Park	Country Lane	4	$429,725	41
Winter Park	Crossroads Bus Cntr Condo	1	$373,000	49
Winter Park	Dubsdread Heights	2	$329,500	58
Winter Park	Eastbrook	14	$396,343	81
Winter Park	Eastgate	3	$774,667	82
Winter Park	Ellno Willo	2	$2,385,000	123
Winter Park	Fairbanks Park	1	$899,000	222
Winter Park	Fairbanks Shores 5th	1	$444,900	126
Winter Park	Fairshores Place	1	$569,000	19
Winter Park	Flamingo Shores	1	$840,000	60
Winter Park	Forest Hills	3	$3,858,333	210
Winter Park	Four Seasons Condo	4	$213,725	37
Winter Park	Fremar	2	$1,299,000	105
Winter Park	Garden Lake Estates	8	$442,350	33
Winter Park	Georgetown Estates	1	$458,000	138
Winter Park	Glencoe	8	$541,625	109
Winter Park	Glenmoor	2	$512,250	22
Winter Park	Goldenrod Villas Condo	2	$224,700	138
Winter Park	Golfside	1	$820,000	13
Winter Park	Golfside Villas Condo	4	$135,750	24
Winter Park	Golfview	1	$459,900	220
Winter Park	Grand Pines	2	$450,450	3
Winter Park	Grayson Square	2	$412,000	41
Winter Park	Green Oaks Rep	1	$3,795,000	44
Winter Park	Green Terrace	1	$1,005,000	93
Winter Park	Green Terrace V/140 Lot 3 Blk B	1	$1,780,000	131
Winter Park	Greenview At Winter Pines	1	$850,000	118
Winter Park	H Vanwies	2	$899,000	93
Winter Park	Hamilton Place	1	$1,295,000	103
Winter Park	Henkel	1	$1,084,000	64
Winter Park	Hidden Oaks Condo	7	$187,057	80
Winter Park	Hidden Oaks Condominium Association, Inc	1	$154,500	90
Winter Park	Horton Aaron	1	$1,800,000	62
Winter Park	Howell Branch Woods	2	$416,250	31
Winter Park	Howell Estates 1st	1	$460,000	186
Winter Park	Howell Heights	1	$377,880	75
Winter Park	Hyde Park	1	$449,000	12
Winter Park	J Kronenberger	2	$4,587,500	77
Winter Park	Justamere Camp Rep	2	$429,450	16
Winter Park	Karolina On Killarney	4	$767,000	87
Winter Park	Kawilla Crest	1	$639,000	20
Winter Park	Kenilworth Estates 1st	1	$695,000	76
Winter Park	Kenilworth Shores	10	$1,591,838	41
Winter Park	Killarney Bay Condo	1	$475,000	181
Winter Park	Killarney Circle	3	$633,300	393
Winter Park	Killarney Estates	9	$1,468,333	67
Winter Park	Killarney Point	1	$689,000	60
Winter Park	Kings Cove	1	$614,990	34
Winter Park	Knowles Manor North Condo	1	$475,000	32
Winter Park	Lake Bell Terrace	1	$820,000	168
Winter Park	Lake Florence Preserve	2	$1,437,450	52
Winter Park	Lake Forest Park	7	$2,042,543	87
Winter Park	Lake Killarney Condo	1	$290,000	239
Winter Park	Lake Killarney Condominium Assn Inc.	1	$199,900	41
Winter Park	Lake Killarney Shores	1	$1,399,500	281
Winter Park	Lake Knowles Terrace	5	$1,663,600	66
Winter Park	Lake Knowles Terrace 2nd	1	$1,150,000	13
Winter Park	Lake Maitland	1	$4,750,000	2
Winter Park	Lake Monte	1	$998,000	68
Winter Park	Lake Sylvan Shores	1	$2,200,000	19
Winter Park	Lake Virginia	1	$999,000	173
Winter Park	Lake Waunatta Village	1	$299,900	26
Winter Park	Lake Waunatta Woods	1	$549,000	34
Winter Park	Lakeside Estates	2	$1,110,000	24
Winter Park	Lakeside Manor	6	$187,950	205
Winter Park	Lakeside Manor Condominium Association, Inc.	1	$224,999	538
Winter Park	Lakeview Terrace	2	$1,260,000	68
Winter Park	Lancelot/winter Park	1	$157,500	99
Winter Park	Landings At Hawks Crest	3	$758,000	58
Winter Park	Landmark Winter Park Condo	1	$2,350,000	42
Winter Park	Laurel Spgs	1	$389,500	108
Winter Park	Lawndale	5	$1,201,760	98
Winter Park	Lazy Oaks Condo	2	$277,500	66
Winter Park	Lords	1	$1,050,000	641
Winter Park	Lost Creek	2	$610,000	85
Winter Park	Lugano Terrace	1	$2,195,000	259
Winter Park	Lyman Ave Villas 1	1	$1,375,000	81
Winter Park	Mack Peter Rev	1	$650,000	8
Winter Park	Magnolia Gardens	1	$699,900	58
Winter Park	Maitland Shores	1	$2,150,000	267
Winter Park	Maitland Shores 1st	1	$3,500,000	54
Winter Park	Maitland Shores First	1	$5,600,000	32
Winter Park	Mead Garden	1	$190,000	23
Winter Park	Meadows At Hawks Crest	3	$819,967	116
Winter Park	Metzingers	1	$574,900	146
Winter Park	Mondrian/winder Park Twnhms	1	$1,099,000	145
Winter Park	Mondrian/winter Park Twnhms	1	$1,339,000	16
Winter Park	Morse & Pennsylvania Twnhms	1	$2,800,000	34
Winter Park	Morseland	1	$1,185,999	91
Winter Park	New England Bldg	1	$425,000	79
Winter Park	None	7	$1,137,843	92
Winter Park	Northwood Terrace	1	$1,189,000	33
Winter Park	Not On The List	1	$515,000	44
Winter Park	Oakcrest-516	1	$325,000	114
Winter Park	Olympia Heights Annex	1	$429,900	35
Winter Park	Orange Grove	1	$2,569,999	21
Winter Park	Orange Terrace	1	$459,900	33
Winter Park	Orangewood Park	2	$637,500	30
Winter Park	Orwin Manor Westminster	3	$822,967	67
Winter Park	Osceola Heights	1	$1,225,000	138
Winter Park	Osceola Place	1	$6,495,000	280
Winter Park	Osceola Shores	3	$3,666,667	35
Winter Park	Oxford Cove	1	$399,900	49
Winter Park	Park Hill	1	$3,500,000	57
Winter Park	Park Manor	1	$598,000	96
Winter Park	Park Manor First	1	$1,500,000	4
Winter Park	Park North	1	$2,200,000	125
Winter Park	Park West Condo	2	$744,500	62
Winter Park	Parklando	1	$1,049,000	110
Winter Park	Parklando 03	1	$1,894,400	2
Winter Park	Parkview Village	3	$159,133	148
Winter Park	Parkview Village Condo	1	$150,000	325
Winter Park	Parkview Village Condo Blvd 2918	1	$189,000	140
Winter Park	Pennsylvania Place Rep	1	$1,895,000	69
Winter Park	Pervis Survey For R E	1	$1,799,999	170
Winter Park	Phillips Circle Rep	3	$286,300	194
Winter Park	Pines	1	$439,900	20
Winter Park	Preserve At Hawks Crest	2	$682,000	190
Winter Park	Quarters At Winter Park Condo	2	$550,000	21
Winter Park	Robert Dhu Macdonald Park	1	$7,250,000	170
Winter Park	Seville Park	1	$535,000	33
Winter Park	Shores Lake Killarney	2	$687,450	47
Winter Park	Sicilian Shores	1	$2,690,000	111
Winter Park	Slovak Village	1	$235,000	36
Winter Park	South Lakemont Shores	4	$1,268,500	75
Winter Park	Springview	1	$445,000	26
Winter Park	Stansbury Estates	1	$328,000	57
Winter Park	Stratford A Winter Park Condo	5	$181,740	114
Winter Park	Stratford Winter Park	1	$144,000	163
Winter Park	Suburban Homes	3	$499,967	53
Winter Park	Suburban Homes First	1	$379,900	20
Winter Park	Swoope Park	2	$707,450	103
Winter Park	Sylvan Heights	3	$1,793,333	141
Winter Park	Sylvan Lake Shores	2	$2,647,500	89
Winter Park	Sylvan Park	2	$3,625,000	32
Winter Park	Tanglewood	1	$562,000	1063
Winter Park	Tantum	3	$1,097,667	28
Winter Park	Temple Estates	1	$2,385,000	135
Winter Park	Temple Heights	1	$2,490,000	124
Winter Park	Terrazo Del Sol	1	$499,000	134
Winter Park	The Enclave Winter Park	10	$1,966,300	87
Winter Park	Timberlane Shores	1	$1,150,000	89
Winter Park	Town Of Winter Park	1	$2,695,000	53
Winter Park	Trinity Bay	3	$443,000	52
Winter Park	Trotters Rep	2	$685,000	50
Winter Park	Tuscany Terrace	2	$1,595,000	111
Winter Park	Twin Acres	1	$1,695,000	133
Winter Park	Urban Green 12	1	$560,000	56
Winter Park	Via Lago/hanging Moss Condo	1	$335,000	13
Winter Park	Vilasa Twnhms	1	$1,399,000	41
Winter Park	Villa View Park	1	$1,850,000	132
Winter Park	Village Green	1	$549,000	100
Winter Park	Village Winterset Inc	1	$989,500	69
Winter Park	Villas Of Casselberry	2	$385,000	92
Winter Park	Virginia Heights	1	$995,000	54
Winter Park	Virginia Heights Rep	2	$1,325,000	62
Winter Park	Virginia Hgts Rep	1	$849,900	48
Winter Park	Vistas At Lake Howell	3	$340,000	86
Winter Park	Waterfall Cove	3	$121,667	93
Winter Park	Waterfall Cove At Winter Park	1	$205,000	512
Winter Park	Waterfall Cove Of Winter Park	1	$89,999	22
Winter Park	Waterfall Cove Winter Park	1	$129,900	124
Winter Park	Waterfall Cove/winter Park	1	$109,000	112
Winter Park	Whispering Waters/phillips Circle Rep	1	$1,895,000	82
Winter Park	Whisperwood Condo	2	$209,500	165
Winter Park	Windsong Elizabeths Walk	1	$1,395,000	75
Winter Park	Windsong Elizabeths Walk 43/81	1	$1,450,000	47
Winter Park	Windsong Lakeside	1	$2,699,000	119
Winter Park	Windsong-preserve Point	1	$8,950,000	296
Winter Park	Windward Square	4	$296,250	76
Winter Park	Winflor Court Pt Rep	1	$4,285,000	105
Winter Park	Winter Park	4	$3,908,472	145
Winter Park	Winter Park Estates	2	$427,500	122
Winter Park	Winter Park Gardens Condo	2	$335,000	68
Winter Park	Winter Park Manor	1	$500,000	53
Winter Park	Winter Park Oasis	1	$1,669,000	51
Winter Park	Winter Park Pines	11	$675,440	119
Winter Park	Winter Park Pines Merrie Oaks	3	$539,967	95
Winter Park	Winter Park Pines Patio Homes	2	$319,443	78
Winter Park	Winter Park Pines Rep	3	$597,800	68
Winter Park	Winter Park Place 45/148	1	$1,799,000	40
Winter Park	Winter Park Residential	1	$1,849,900	42
Winter Park	Winter Park Rev	1	$1,795,000	120
Winter Park	Winter Park Village	6	$1,546,083	75
Winter Park	Winter Park Villas	1	$194,900	94
Winter Park	Winter Park Woods Condo	5	$90,880	69
Winter Park	Winter Woods	3	$474,333	92
Winter Park	Woodcrest	2	$342,450	32
Winter Park	Woodmere Terrace Rep	1	$4,900,000	22
Winter Park	Wrenwood	3	$415,633	19
Winter Park	Wrenwood Condo	3	$178,300	84
Winter Park	Wrenwood Heights	2	$454,995	88

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 07/29/2026. The listing information on this page last changed on 07/29/2026. 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 Wed 07/29/2026 12:11:41 AM EST) or GAMLS (last updated Tue 07/28/2026 11:15:21 PM EST) or Stellar MLS (last updated Tue 07/28/2026 11:59:00 PM EST) or SPC MLS (last updated Tue 07/28/2026 11:20:52 PM EST) or Martin MLS (last updated Tue 07/28/2026 11:38:09 PM EST) or Indian River MLS (last updated Tue 07/28/2026 11:30:11 PM EST) or Daytona MLS (last updated Tue 07/28/2026 11:36:42 PM EST) or Northeast Florida MLS (last updated Wed 07/29/2026 12:09:11 AM EST) or Beaches MLS (last updated Wed 07/29/2026 12:09:15 AM EST) or BORMLS (last updated Tue 07/28/2026 11:16:22 PM EST) or Scout MLS (Golden Isles) (last updated Tue 07/28/2026 7:06:01 AM EST) or Amelia/Nassau MLS (last updated Tue 07/28/2026 11:25:21 PM EST) or Dixie Gilchrist Levy MLS (last updated Tue 07/28/2026 11:42:16 PM EST) or NFLMLS (last updated Tue 07/28/2026 9:04:48 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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