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	168
Winter Park	Alabama Condo	1	$1,250,000	40
Winter Park	Albert Lee Ridge	3	$626,633	38
Winter Park	Albert Lee Ridge 1st	1	$460,000	98
Winter Park	Alexander Place	1	$4,250,000	5
Winter Park	Aloma	3	$564,500	233
Winter Park	Aloma Park	2	$304,500	43
Winter Park	Aloma Trails	1	$375,000	54
Winter Park	Banks Colonial Estates	1	$1,200,000	68
Winter Park	Bldg 6	1	$155,000	155
Winter Park	Brookshire Heights	1	$1,825,000	109
Winter Park	Brookshire Heights 1st	2	$1,347,000	107
Winter Park	Brookshire Heights 2nd	1	$630,000	1
Winter Park	Campo Bello	1	$625,000	93
Winter Park	Canton Ave Cottages 1	2	$849,000	22
Winter Park	Capens	2	$725,000	380
Winter Park	Carver Town First	1	$839,000	12
Winter Park	Casa Aloma	1	$514,900	77
Winter Park	Cedar Ridge	2	$442,500	39
Winter Park	Cedarwood Village	1	$279,900	16
Winter Park	Cedarwood Village 1	6	$263,167	92
Winter Park	Charmont	5	$2,426,400	111
Winter Park	Chateaux Du Lac	6	$244,233	90
Winter Park	Cloister Grove	2	$5,095,000	270
Winter Park	Cloisters Condo	2	$1,297,000	156
Winter Park	Colonies	4	$136,975	208
Winter Park	Comstock Park	5	$3,415,000	153
Winter Park	Conwill Estates	5	$1,611,400	34
Winter Park	Coronation	2	$224,450	97
Winter Park	Cortland Park	1	$950,000	106
Winter Park	Country Lane	4	$429,725	30
Winter Park	Crossroads Bus Cntr Condo	1	$373,000	38
Winter Park	Dubsdread Heights	3	$429,333	44
Winter Park	Eastbrook	12	$404,567	88
Winter Park	Eastgate	2	$949,500	108
Winter Park	Ellno Willo	2	$2,444,000	112
Winter Park	Fairbanks Park	1	$899,000	211
Winter Park	Fairbanks Shores 5th	1	$444,900	115
Winter Park	Fairshores Place	1	$589,000	8
Winter Park	Flamingo Shores	1	$865,000	49
Winter Park	Forest Hills	3	$3,858,333	199
Winter Park	Four Seasons Condo	3	$208,300	36
Winter Park	Fremar	2	$1,299,000	94
Winter Park	Garden Lake Estates	7	$447,114	26
Winter Park	Georgetown Estates	2	$477,000	148
Winter Park	Glencoe	7	$559,000	113
Winter Park	Glenmoor	2	$519,250	11
Winter Park	Goldenrod Villas Condo	2	$224,700	127
Winter Park	Golfside	1	$820,000	2
Winter Park	Golfside Villas Condo	4	$128,475	20
Winter Park	Golfview	1	$459,900	209
Winter Park	Grayson Square	1	$425,000	62
Winter Park	Green Oaks Rep	1	$3,795,000	33
Winter Park	Green Terrace	1	$1,005,000	82
Winter Park	Green Terrace V/140 Lot 3 Blk B	1	$1,780,000	120
Winter Park	Greenview At Winter Pines	1	$850,000	107
Winter Park	H Vanwies	2	$899,000	82
Winter Park	Hamilton Place	1	$1,295,000	92
Winter Park	Henkel	1	$1,095,000	53
Winter Park	Hidden Oaks Condo	8	$188,225	107
Winter Park	Hidden Oaks Condominium Association, Inc	1	$154,500	79
Winter Park	Horton Aaron	1	$1,800,000	51
Winter Park	Howell Branch Woods	1	$402,500	45
Winter Park	Howell Estates 1st	1	$460,000	175
Winter Park	Howell Estates 2nd	1	$450,000	36
Winter Park	Howell Heights	1	$377,880	64
Winter Park	Hyde Park	1	$449,000	1
Winter Park	J Kronenberger	1	$6,900,000	137
Winter Park	Justamere Camp Rep	2	$429,450	5
Winter Park	Karolina On Killarney	5	$873,978	77
Winter Park	Kawilla Crest	1	$639,000	9
Winter Park	Kenilworth Estates 1st	1	$695,000	65
Winter Park	Kenilworth Shores	12	$1,530,773	51
Winter Park	Killarney Bay Condo	2	$427,000	117
Winter Park	Killarney Circle	3	$639,967	382
Winter Park	Killarney Estates	9	$1,468,333	56
Winter Park	Killarney Point	1	$689,000	49
Winter Park	Kings Cove	1	$614,990	23
Winter Park	Knowles Manor North Condo	1	$475,000	21
Winter Park	Lake Bell Terrace	1	$820,000	157
Winter Park	Lake Florence Preserve	2	$1,437,450	41
Winter Park	Lake Forest Park	7	$2,042,543	76
Winter Park	Lake Killarney Condo	2	$259,950	143
Winter Park	Lake Killarney Condominium Assn Inc.	1	$199,900	30
Winter Park	Lake Killarney Shores	1	$1,399,500	270
Winter Park	Lake Knowles Terrace	6	$1,903,000	59
Winter Park	Lake Knowles Terrace 2nd	1	$1,150,000	2
Winter Park	Lake Monte	1	$1,050,000	57
Winter Park	Lake Sylvan Shores	1	$2,200,000	8
Winter Park	Lake Virginia	1	$999,000	162
Winter Park	Lake Waunatta Village	1	$299,900	15
Winter Park	Lake Waunatta Woods	1	$549,000	23
Winter Park	Lakeside Estates	1	$1,300,000	29
Winter Park	Lakeside Manor	5	$195,740	218
Winter Park	Lakeside Manor Condominium Association, Inc.	1	$224,999	527
Winter Park	Lakeview Terrace	3	$1,141,000	140
Winter Park	Lancelot/winter Park	1	$157,500	88
Winter Park	Landings At Hawks Crest	3	$764,667	47
Winter Park	Landmark Winter Park Condo	1	$2,350,000	31
Winter Park	Laurel Spgs	3	$399,833	66
Winter Park	Lawndale	5	$1,269,740	140
Winter Park	Lazy Oaks Condo	2	$277,500	55
Winter Park	Lords	1	$1,050,000	630
Winter Park	Lost Creek	2	$610,000	74
Winter Park	Lugano Terrace	1	$2,225,000	248
Winter Park	Lyman Ave Villas 1	1	$1,375,000	70
Winter Park	Magnolia Gardens	1	$699,900	47
Winter Park	Maitland Shores	1	$2,150,000	256
Winter Park	Maitland Shores 1st	1	$3,500,000	43
Winter Park	Maitland Shores First	1	$5,600,000	21
Winter Park	Mead Garden	1	$190,000	12
Winter Park	Meadows At Hawks Crest	3	$828,333	105
Winter Park	Metzingers	1	$574,900	135
Winter Park	Mondrian/winder Park Twnhms	1	$1,099,000	134
Winter Park	Mondrian/winter Park Twnhms	1	$1,339,000	5
Winter Park	Morse & Pennsylvania Twnhms	1	$2,800,000	23
Winter Park	Morseland	1	$1,185,999	80
Winter Park	New England Bldg	1	$425,000	68
Winter Park	None	7	$1,141,414	81
Winter Park	Northwood Terrace	1	$1,199,000	22
Winter Park	Not On The List	1	$515,000	33
Winter Park	Oakcrest-516	1	$325,000	103
Winter Park	Olympia Heights Annex	1	$429,900	24
Winter Park	Orange Grove	1	$2,569,999	10
Winter Park	Orange Terrace	1	$465,500	22
Winter Park	Orangewood Park	1	$695,000	41
Winter Park	Orwin Manor Westminster	3	$822,967	56
Winter Park	Osceola Heights	1	$1,225,000	127
Winter Park	Osceola Place	1	$6,495,000	269
Winter Park	Osceola Shores	1	$2,500,000	78
Winter Park	Oxford Cove	1	$399,900	38
Winter Park	Park Hill	1	$3,500,000	46
Winter Park	Park Manor	2	$1,024,000	161
Winter Park	Park North	1	$2,200,000	114
Winter Park	Park West Condo	2	$744,500	51
Winter Park	Parklando	1	$1,099,000	99
Winter Park	Parklando 03	1	$1,899,000	454
Winter Park	Parkview Village	5	$168,260	301
Winter Park	Parkview Village Condo Blvd 2918	1	$189,000	129
Winter Park	Pennsylvania Place Rep	1	$1,895,000	58
Winter Park	Pervis Survey For R E	1	$1,799,999	159
Winter Park	Phillips Circle Rep	3	$286,300	183
Winter Park	Pines	1	$470,000	9
Winter Park	Preserve At Hawks Crest	2	$682,000	179
Winter Park	Quarters At Winter Park Condo	2	$550,000	10
Winter Park	Robert Dhu Macdonald Park	1	$7,250,000	159
Winter Park	Sevilla	1	$2,235,000	240
Winter Park	Seville Park	1	$535,000	22
Winter Park	Shores Lake Killarney	1	$750,000	74
Winter Park	Sicilian Shores	1	$2,690,000	100
Winter Park	Slovak Village	1	$235,000	25
Winter Park	South Lakemont Shores	4	$1,268,500	64
Winter Park	Springview	1	$445,000	15
Winter Park	Stansbury Estates	1	$338,000	46
Winter Park	Stratford A Winter Park Condo	5	$182,420	103
Winter Park	Stratford Winter Park	1	$144,000	152
Winter Park	Suburban Homes	3	$499,967	42
Winter Park	Suburban Homes First	1	$379,900	9
Winter Park	Swoope Park	2	$707,450	92
Winter Park	Sylvan Heights	3	$1,793,333	130
Winter Park	Sylvan Hgts	1	$709,000	79
Winter Park	Sylvan Lake Shores	3	$2,263,333	57
Winter Park	Sylvan Park	3	$2,833,000	42
Winter Park	Tanglewood	1	$562,000	1052
Winter Park	Tantum	3	$1,097,667	17
Winter Park	Temple Estates	1	$2,385,000	124
Winter Park	Temple Heights	1	$2,490,000	113
Winter Park	Temple Terrace	1	$994,000	124
Winter Park	Terazzo Del Sol Condo Assn Inc	1	$549,000	185
Winter Park	Terrazo Del Sol	1	$515,000	123
Winter Park	The Enclave Winter Park	10	$1,966,300	76
Winter Park	Timberlane Shores	1	$1,150,000	78
Winter Park	Town Of Winter Park	1	$2,695,000	42
Winter Park	Town/winter Park	1	$509,000	39
Winter Park	Trinity Bay	3	$446,633	41
Winter Park	Trotters Rep	2	$685,000	39
Winter Park	Tuscany Terrace	2	$1,595,000	100
Winter Park	Twin Acres	1	$1,695,000	122
Winter Park	Urban Green 12	1	$560,000	45
Winter Park	Via Lago/hanging Moss Condo	1	$335,000	2
Winter Park	Vilasa Twnhms	1	$1,399,000	30
Winter Park	Villa View Park	1	$1,850,000	121
Winter Park	Village Green	1	$549,000	89
Winter Park	Village Winterset Inc	1	$989,500	58
Winter Park	Villas Of Casselberry	2	$385,000	81
Winter Park	Virginia Heights	2	$2,599,500	57
Winter Park	Virginia Heights Rep	2	$1,337,500	51
Winter Park	Virginia Hgts Rep	1	$849,900	37
Winter Park	Vistas At Lake Howell	3	$343,333	75
Winter Park	Waterfall Cove	3	$121,667	82
Winter Park	Waterfall Cove At Winter Park	1	$205,000	501
Winter Park	Waterfall Cove Of Winter Park	1	$89,999	11
Winter Park	Waterfall Cove Winter Park	1	$134,900	113
Winter Park	Waterfall Cove/winter Park	1	$109,000	101
Winter Park	Whispering Waters/phillips Circle Rep	1	$1,895,000	71
Winter Park	Whisperwood Condo	3	$219,667	130
Winter Park	Windsong - Knowles Place	1	$1,875,000	78
Winter Park	Windsong Elizabeths Walk	1	$1,395,000	64
Winter Park	Windsong Elizabeths Walk 43/81	1	$1,450,000	36
Winter Park	Windsong Lakeside	1	$2,699,000	108
Winter Park	Windsong-preserve Point	1	$8,950,000	285
Winter Park	Windward Square	4	$298,750	65
Winter Park	Winflor Court Pt Rep	2	$4,267,500	78
Winter Park	Winter Park	4	$3,908,472	134
Winter Park	Winter Park Estates	3	$451,333	98
Winter Park	Winter Park Gardens Condo	3	$308,333	51
Winter Park	Winter Park Gdns Condo	1	$235,900	43
Winter Park	Winter Park Manor	1	$499,000	42
Winter Park	Winter Park Oasis	1	$1,725,000	40
Winter Park	Winter Park Pines	14	$661,428	106
Winter Park	Winter Park Pines Merrie Oaks	4	$553,725	71
Winter Park	Winter Park Pines Patio Homes	2	$319,443	67
Winter Park	Winter Park Pines Rep	2	$556,950	88
Winter Park	Winter Park Place 45/148	1	$1,799,000	29
Winter Park	Winter Park Residential	1	$1,849,900	31
Winter Park	Winter Park Rev	1	$1,795,000	109
Winter Park	Winter Park Village	5	$1,505,500	78
Winter Park	Winter Park Villas	1	$194,900	83
Winter Park	Winter Park Woods Condo	5	$90,880	58
Winter Park	Winter Woods	3	$474,333	81
Winter Park	Woodcrest	1	$360,000	46
Winter Park	Woodmere Terrace Rep	2	$3,300,000	24
Winter Park	Wrenwood	2	$442,450	14
Winter Park	Wrenwood Condo	3	$183,300	73
Winter Park	Wrenwood Heights	2	$454,995	77

Nancy Betterman Cell: (407) 234-8723 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 07/18/2026. The listing information on this page last changed on 07/18/2026. 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 Sat 07/18/2026 12:00:00 AM EST) or GAMLS (last updated Fri 07/17/2026 10:21:18 AM EST) or Stellar MLS (last updated Fri 07/17/2026 11:44:07 PM EST) or SPC MLS (last updated Fri 07/17/2026 11:21:30 PM EST) or Martin MLS (last updated Fri 07/17/2026 11:38:09 PM EST) or Indian River MLS (last updated Fri 07/17/2026 11:30:12 PM EST) or Daytona MLS (last updated Fri 07/17/2026 11:36:58 PM EST) or Northeast Florida MLS (last updated Fri 07/17/2026 11:48:57 PM EST) or Beaches MLS (last updated Fri 07/17/2026 11:49:31 PM EST) or BORMLS (last updated Fri 07/17/2026 11:17:00 PM EST) or Scout MLS (Golden Isles) (last updated Fri 07/17/2026 7:06:24 AM EST) or Amelia/Nassau MLS (last updated Fri 07/17/2026 11:25:15 PM EST) or Dixie Gilchrist Levy MLS (last updated Fri 07/17/2026 11:42:25 PM EST) or NFLMLS (last updated Fri 07/17/2026 9:05:50 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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