Casey Brand
Cell: (904) 554-9872

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	$2,095,000	155
Winter Park	Alabama Condo	1	$1,250,000	27
Winter Park	Albert Lee Ridge	2	$650,000	44
Winter Park	Albert Lee Ridge 1st	1	$460,000	85
Winter Park	Aloma	3	$564,500	220
Winter Park	Aloma Park	2	$302,000	43
Winter Park	Aloma Trails	1	$375,000	41
Winter Park	Banks Colonial Estates	1	$1,200,000	55
Winter Park	Bear Gully Forest	1	$499,900	180
Winter Park	Bldg 6	1	$155,000	142
Winter Park	Brookshire Heights	1	$1,825,000	96
Winter Park	Brookshire Heights 1st	2	$1,347,000	94
Winter Park	Brookshire Heights 4th	1	$1,115,000	62
Winter Park	Campo Bello	1	$625,000	80
Winter Park	Canton Ave Cottages 1	1	$849,000	20
Winter Park	Capens	2	$725,000	367
Winter Park	Casa Aloma	2	$469,950	301
Winter Park	Cedar Ridge	2	$442,500	26
Winter Park	Cedarwood Village	1	$279,900	3
Winter Park	Cedarwood Village 1	5	$265,800	96
Winter Park	Charmont	7	$2,696,000	88
Winter Park	Chateaux Du Lac	4	$256,850	118
Winter Park	Cloister Grove	2	$5,095,000	257
Winter Park	Cloisters Condo	3	$1,157,667	194
Winter Park	College Place Rep	1	$1,980,000	100
Winter Park	Colonies	4	$136,975	195
Winter Park	Comstock Park	4	$3,900,000	176
Winter Park	Conwill Estates	4	$2,090,000	38
Winter Park	Coronation	1	$269,000	170
Winter Park	Cortland Park	1	$950,000	93
Winter Park	Country Lane	4	$430,975	17
Winter Park	Crossroads Bus Cntr Condo	1	$373,000	25
Winter Park	Dubsdread Heights	2	$489,000	53
Winter Park	Eastbrook	10	$404,980	92
Winter Park	Eastgate	2	$949,500	95
Winter Park	Ellno Willo	2	$2,444,000	99
Winter Park	Fairbanks Park	1	$899,000	198
Winter Park	Fairbanks Shores 5th	1	$449,900	102
Winter Park	Flamingo Shores	1	$865,000	36
Winter Park	Forest Hills	3	$3,858,333	186
Winter Park	Four Seasons Condo	4	$198,725	45
Winter Park	Fremar	2	$1,299,000	81
Winter Park	Garden Lake Estates	8	$451,874	24
Winter Park	Georgetown Estates	2	$477,000	135
Winter Park	Glencoe	8	$576,764	93
Winter Park	Glenmoor	1	$499,500	3
Winter Park	Goldenrod Villas Condo	2	$229,700	114
Winter Park	Golfside Villas Condo	5	$133,378	33
Winter Park	Golfview	2	$416,850	136
Winter Park	Grayson Square	2	$434,950	127
Winter Park	Green Oaks Rep	1	$3,995,000	20
Winter Park	Green Oaks Rep 02	1	$2,300,000	88
Winter Park	Green Terrace	1	$1,005,000	69
Winter Park	Green Terrace V/140 Lot 3 Blk B	1	$1,820,000	107
Winter Park	Greenview At Winter Pines	1	$850,000	94
Winter Park	H Vanwies	2	$899,000	69
Winter Park	Hamilton Place	1	$1,324,000	79
Winter Park	Henkel	1	$1,095,000	40
Winter Park	Hidden Oaks Condo	6	$185,967	116
Winter Park	Hidden Oaks Condominium Association, Inc	1	$154,500	66
Winter Park	Horton Aaron	1	$1,800,000	38
Winter Park	Howell Branch Woods	1	$402,500	32
Winter Park	Howell Estates 1st	1	$460,000	162
Winter Park	Howell Estates 2nd	1	$450,000	23
Winter Park	Howell Estates Rep	2	$441,200	39
Winter Park	Howell Heights	1	$377,880	51
Winter Park	J Kronenberger	2	$4,299,500	109
Winter Park	Karolina On Killarney	5	$890,978	64
Winter Park	Kenilworth Estates 1st	2	$712,450	33
Winter Park	Kenilworth Shores	13	$1,484,445	60
Winter Park	Killarney Bay Condo	2	$427,000	104
Winter Park	Killarney Circle	4	$617,225	322
Winter Park	Killarney Estates	5	$1,938,000	107
Winter Park	Killarney Point	1	$689,000	36
Winter Park	Kings Cove	2	$719,495	34
Winter Park	Knowles Manor North Condo	1	$475,000	8
Winter Park	La Casas De Indiana	1	$524,000	62
Winter Park	Lake Bell Terrace	1	$820,000	144
Winter Park	Lake Florence Preserve	2	$1,437,450	28
Winter Park	Lake Forest Park	6	$1,817,133	74
Winter Park	Lake Killarney Condo	2	$259,950	130
Winter Park	Lake Killarney Condominium Assn Inc.	1	$199,900	17
Winter Park	Lake Killarney Shores	1	$1,449,900	257
Winter Park	Lake Knowles Terrace	5	$1,796,800	55
Winter Park	Lake Monte	1	$1,050,000	44
Winter Park	Lake Virginia	1	$999,000	149
Winter Park	Lake Waunatta Village	1	$299,900	2
Winter Park	Lake Waunatta Woods	1	$549,000	10
Winter Park	Lakeside Estates	1	$1,300,000	16
Winter Park	Lakeside Manor	6	$190,467	181
Winter Park	Lakeside Manor Condominium Association, Inc.	1	$224,999	514
Winter Park	Lakeview Terrace	3	$1,141,000	127
Winter Park	Lancelot/winter Park	1	$157,500	75
Winter Park	Landings At Hawks Crest	3	$758,300	99
Winter Park	Landmark Winter Park Condo	1	$2,350,000	18
Winter Park	Laurel Spgs	3	$399,833	53
Winter Park	Laurel Springs	1	$390,000	48
Winter Park	Lawndale	6	$1,274,767	124
Winter Park	Lazy Oaks Condo	2	$277,500	42
Winter Park	Lords	1	$1,050,000	617
Winter Park	Lost Creek	3	$623,000	55
Winter Park	Lugano Terrace	1	$2,225,000	235
Winter Park	Lyman Ave Villas 1	1	$1,375,000	57
Winter Park	Magnolia Gardens	1	$699,900	34
Winter Park	Maitland Shores	1	$2,150,000	243
Winter Park	Maitland Shores 1st	1	$3,500,000	30
Winter Park	Maitland Shores First	2	$4,249,950	91
Winter Park	Meadows At Hawks Crest	4	$783,750	77
Winter Park	Metzingers	1	$589,900	122
Winter Park	Mondrian/winder Park Twnhms	1	$1,099,000	121
Winter Park	Morse & Pennsylvania Twnhms	1	$2,800,000	10
Winter Park	Morseland	1	$1,185,999	67
Winter Park	New England Bldg	1	$425,000	55
Winter Park	None	6	$989,817	82
Winter Park	Northwood Terrace	1	$1,249,000	9
Winter Park	Not On The List	1	$515,000	20
Winter Park	Oakcrest-516	1	$325,000	90
Winter Park	Olympia Heights Annex	1	$429,900	11
Winter Park	Orange Terrace	2	$467,750	171
Winter Park	Orangewood Park	1	$735,000	28
Winter Park	Orwin Manor Westminster	3	$831,333	43
Winter Park	Osceola Heights	1	$1,299,000	114
Winter Park	Osceola Place	1	$6,495,000	256
Winter Park	Osceola Shores	1	$2,500,000	65
Winter Park	Oxford Cove	1	$399,900	25
Winter Park	Park Hill	1	$3,500,000	33
Winter Park	Park Manor	2	$1,024,000	148
Winter Park	Park North	1	$2,200,000	101
Winter Park	Park West Condo	2	$744,500	38
Winter Park	Parklando	1	$1,139,750	86
Winter Park	Parklando #3	1	$1,649,000	123
Winter Park	Parklando 03	1	$1,920,000	441
Winter Park	Parkview Village	5	$168,660	288
Winter Park	Parkview Village Condo Blvd 2918	1	$189,000	116
Winter Park	Pennsylvania Place Rep	1	$1,895,000	45
Winter Park	Pervis Survey For R E	1	$1,799,999	146
Winter Park	Phillips Circle Rep	3	$286,300	170
Winter Park	Preserve At Hawks Crest	1	$739,000	333
Winter Park	Quail Hollow	1	$1,199,000	73
Winter Park	Quarters At Winter Park Condo	1	$575,000	4
Winter Park	Robert Dhu Macdonald Park	1	$6,950,000	146
Winter Park	Sandlewood Creek Condo	1	$299,000	148
Winter Park	Sevilla	1	$2,235,000	227
Winter Park	Seville Park	1	$535,000	9
Winter Park	Shores Lake Killarney	1	$750,000	61
Winter Park	Sicilian Shores	1	$2,690,000	87
Winter Park	Slovak Village	2	$276,250	134
Winter Park	South Lakemont Shores	3	$1,431,667	71
Winter Park	Springview	1	$450,000	2
Winter Park	Stansbury Estates	1	$338,000	33
Winter Park	Stratford A Winter Park Condo	5	$182,420	90
Winter Park	Stratford Winter Park	1	$144,000	139
Winter Park	Suburban Homes	3	$499,967	29
Winter Park	Swoope Park	1	$695,000	165
Winter Park	Sylvan Heights	3	$1,793,333	117
Winter Park	Sylvan Hgts	1	$709,000	66
Winter Park	Sylvan Lake Shores	4	$1,996,250	69
Winter Park	Sylvan Park	2	$3,374,500	47
Winter Park	Tanglewood	1	$562,000	1039
Winter Park	Tantum	2	$649,000	10
Winter Park	Temple Estates	1	$2,385,000	111
Winter Park	Temple Heights	1	$2,490,000	100
Winter Park	Temple Terrace	1	$995,000	111
Winter Park	Terazzo Del Sol Condo Assn Inc	1	$549,000	172
Winter Park	Terrazo Del Sol	1	$515,000	110
Winter Park	The Enclave Winter Park	10	$1,966,300	63
Winter Park	Timberlane Shores	1	$1,150,000	65
Winter Park	Town Of Winter Park	1	$2,695,000	29
Winter Park	Town/winter Park	1	$509,000	26
Winter Park	Townhomes/harper Place	1	$534,900	76
Winter Park	Trinity Bay	3	$453,300	28
Winter Park	Trotters Rep	1	$745,000	58
Winter Park	Tuscany Terrace	2	$1,595,000	87
Winter Park	Twin Acres	1	$1,695,000	109
Winter Park	Urban Green 12	1	$560,000	32
Winter Park	Valencia Terrace	1	$3,995,000	318
Winter Park	Vilasa Twnhms	1	$1,399,000	17
Winter Park	Villa View Park	1	$1,850,000	108
Winter Park	Village Green	1	$549,000	76
Winter Park	Village Winterset Inc	1	$989,500	45
Winter Park	Villas Of Casselberry	4	$372,475	56
Winter Park	Virginia Heights	2	$2,599,500	44
Winter Park	Virginia Heights Rep	2	$1,337,500	38
Winter Park	Virginia Hgts Rep	1	$879,000	24
Winter Park	Vistas At Lake Howell	3	$350,000	62
Winter Park	Waterfall Cove	4	$119,750	104
Winter Park	Waterfall Cove At Winter Park	1	$205,000	488
Winter Park	Waterfall Cove At Winter Park Condo	1	$130,000	103
Winter Park	Waterfall Cove Winter Park	1	$134,900	100
Winter Park	Waterfall Cove/winter Park	1	$114,000	88
Winter Park	Whispering Waters/phillips Circle Rep	1	$1,925,000	58
Winter Park	Whisperwood Condo	4	$228,725	146
Winter Park	Windsong - Knowles Place	1	$1,875,000	65
Winter Park	Windsong Elizabeths Walk	1	$1,395,000	51
Winter Park	Windsong Elizabeths Walk 43/81	1	$1,550,000	23
Winter Park	Windsong Lakeside	1	$2,699,000	95
Winter Park	Windsong-preserve Point	1	$8,950,000	272
Winter Park	Windward Square	1	$340,000	37
Winter Park	Winflor Court Pt Rep	2	$4,267,500	65
Winter Park	Winter Park	3	$4,679,629	164
Winter Park	Winter Park Estates	3	$451,333	85
Winter Park	Winter Park Gardens Condo	3	$308,333	38
Winter Park	Winter Park Gdns Condo	1	$235,900	30
Winter Park	Winter Park Manor	2	$432,000	52
Winter Park	Winter Park Oasis	1	$1,795,000	27
Winter Park	Winter Park Pines	15	$618,933	93
Winter Park	Winter Park Pines Merrie Oaks	5	$597,980	49
Winter Park	Winter Park Pines Patio Homes	1	$319,900	12
Winter Park	Winter Park Pines Rep	3	$627,133	82
Winter Park	Winter Park Place 45/148	1	$1,950,000	16
Winter Park	Winter Park Residential	1	$1,849,900	18
Winter Park	Winter Park Rev	1	$1,795,000	96
Winter Park	Winter Park Village	5	$1,518,700	65
Winter Park	Winter Park Villas	1	$194,900	70
Winter Park	Winter Park Woods Condo	2	$97,250	125
Winter Park	Winter Woods	2	$534,500	104
Winter Park	Woodcrest	1	$360,000	33
Winter Park	Woodmere Terrace Rep	1	$1,700,000	23
Winter Park	Wrenwood	1	$449,900	10
Winter Park	Wrenwood Condo	5	$192,580	71
Winter Park	Wrenwood Heights	3	$451,663	48

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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 07/05/2026. The listing information on this page last changed on 07/05/2026. 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 07/05/2026 12:30:33 AM EST) or GAMLS (last updated Sat 07/04/2026 11:15:10 PM EST) or Stellar MLS (last updated Sun 07/05/2026 12:13:41 AM EST) or SPC MLS (last updated Sat 07/04/2026 11:20:57 PM EST) or Martin MLS (last updated Sat 07/04/2026 11:38:10 PM EST) or Indian River MLS (last updated Sat 07/04/2026 11:30:09 PM EST) or Daytona MLS (last updated Sat 07/04/2026 11:36:42 PM EST) or Northeast Florida MLS (last updated Sun 07/05/2026 12:18:49 AM EST) or Beaches MLS (last updated Sun 07/05/2026 12:20:52 AM EST) or BORMLS (last updated Sat 07/04/2026 11:15:54 PM EST) or Golden Isles MLS (last updated Sat 07/04/2026 7:06:08 AM EST) or Amelia/Nassau MLS (last updated Sat 07/04/2026 11:25:17 PM EST) or Dixie Gilchrist Levy MLS (last updated Sat 07/04/2026 11:42:17 PM EST) or NFLMLS (last updated Sat 07/04/2026 9:05:10 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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