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Cathleen Thomas
(803) 446-5996

Winter Springs, FL Real Estate Subdivision Directory

Are you considering moving to a certain Winter Springs, FL subdivision? Select the subdivision from the list below and browse its real estate and homes for sale.

Click any of the Winter Springs Subdivisions below to view real estate listings for sale in that respective Subdivision.

City Subdivision Listings Avg Asking Price Avg Days on Market
Winter Springs Arrowhead At Tuscawilla 1 $1,250,000 249
Winter Springs Avery Park 2 $745,000 16
Winter Springs Bahama Ranches 2 $1,012,450 48
Winter Springs Barclay Reserve Townhomes 1 $310,000 1
Winter Springs Barclay Reserve Twnhms 3 $330,300 136
Winter Springs Barrington Estates 2 $746,700 133
Winter Springs Bay Tree 3 $178,332 117
Winter Springs Baytree Village 2 $211,000 37
Winter Springs Bear Creek Estates 2 $1,427,250 36
Winter Springs Casa Park Villas 2 $244,000 45
Winter Springs Chestnut Estates 2 $737,500 95
Winter Springs Chestnut Ridge 2 $737,400 39
Winter Springs Citrus Oaks 1 $685,000 20
Winter Springs Country Club Village 5 $409,155 98
Winter Springs Cypress Club 6 $250,650 102
Winter Springs D R Mitchells Survey Of The Levy Grant 1 $400,000 369
Winter Springs Davenport Glen 1 $595,000 11
Winter Springs Deer Run 4 $314,223 69
Winter Springs Deersong 1 $279,990 200
Winter Springs Deersong 2 3 $286,333 68
Winter Springs Eagles Watch 2 $494,450 60
Winter Springs Entzminger Farms 1 $550,000 876
Winter Springs Flamingo Spgs 1 $265,000 215
Winter Springs Fox Glen At Chelsea Parc Tuscawilla 1 $479,000 153
Winter Springs Foxmoor 3 $345,667 69
Winter Springs Foxmoor East 1 $110,000 48
Winter Springs Georgetowne 2 $422,450 95
Winter Springs Glen Eagle 4 $843,475 29
Winter Springs Greenbriar 4 $435,975 52
Winter Springs Greenspointe 3 $396,167 65
Winter Springs Harbor Winds 2 $347,500 47
Winter Springs Heritage Commons 2 $277,500 59
Winter Springs Heritage Park Twnhms 4 $312,000 70
Winter Springs Hickory Grove 8 $442,116 73
Winter Springs Highland Patio Homes 1 $152,500 7
Winter Springs Highland Patio Homes Amended Plat 1 $317,700 25
Winter Springs Highland Village 1 1 $284,900 87
Winter Springs Highland Village 2 1 $375,000 20
Winter Springs Highlands 2 $404,499 67
Winter Springs Indian Ridge 1 $224,900 98
Winter Springs Jesups Landing 4 $413,500 41
Winter Springs Jesups Reserve Twnhms Rep 1 $374,900 42
Winter Springs Jesups Reserves Replat 1 $356,000 54
Winter Springs Lake Tuskawilla 1 $839,000 7
Winter Springs Mount Greenwood 3 $288,499 51
Winter Springs North Orlando 2 $294,000 82
Winter Springs North Orlando 1st 1 $275,000 100
Winter Springs North Orlando 2nd 1 $250,000 27
Winter Springs North Orlando Ranches 5 $498,880 139
Winter Springs North Orlando Terrace 4 $384,350 304
Winter Springs North Orlando Townsite 4th 1 $265,000 26
Winter Springs Not In Subdivision 1 $3,577,750 160
Winter Springs Oak Forest 3 $474,600 62
Winter Springs Oak Hill Estates 1 $847,500 30
Winter Springs Parkstone 6 $647,783 59
Winter Springs Reserve At Tuscawilla 1 $910,000 21
Winter Springs Seasons The 4 $315,100 118
Winter Springs Seminole Crossing Twnhms 3 $490,332 45
Winter Springs Seven Oaks 1 $600,000 34
Winter Springs Seville Chase 5 $789,720 28
Winter Springs Sheoah 1 $185,000 27
Winter Springs Stone Gable 1 $499,000 237
Winter Springs Sunrise 3 $425,933 65
Winter Springs Sunrise Estates 1 $414,900 41
Winter Springs Sunrise Village 3 $355,833 10
Winter Springs Talis Crossing 1 $2,900,000 53
Winter Springs Talmo 2 $849,850 70
Winter Springs The Oaks 1 $489,000 68
Winter Springs Tusca Oaks 1 $470,000 209
Winter Springs Tuscany Place 8 $271,250 115
Winter Springs Tuscawilla 6 $752,150 52
Winter Springs Tuscawilla Ridge 1 $420,000 7
Winter Springs Tuskabay 1 $700,000 103
Winter Springs Tuskawilla Crossings 4 $666,975 70
Winter Springs Tuskawilla Crossings 34's 1 $573,448 167
Winter Springs Tuskawilla Point 1 $450,000 25
Winter Springs Watts Farms 1 $838,500 224
Winter Springs Wedgewood Tennis Villas 4 $414,225 144
Winter Springs Wicklow Greens At Tuscawilla 1 $1,250,000 13
Winter Springs Wildwood 3 $331,667 26
Winter Springs Willow Run 1 $629,900 104
Winter Springs Winding Hollow 5 $586,780 32
Winter Springs Winter Spgs 7 $560,700 162
Winter Springs Winter Spgs Village 2 $630,000 82
3175 A1A South
St. Augustine, FL 32080
(803) 446-5996
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 04/28/2026. The listing information on this page last changed on 04/28/2026. 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 Tue 04/28/2026 12:02:08 AM EST) or GAMLS (last updated Mon 04/27/2026 11:15:04 PM EST) or Stellar MLS (last updated Mon 04/27/2026 11:44:10 PM EST) or SPC MLS (last updated Mon 04/27/2026 11:20:25 PM EST) or Martin MLS (last updated Mon 04/27/2026 11:38:11 PM EST) or Indian River MLS (last updated Mon 04/27/2026 11:30:17 PM EST) or Daytona MLS (last updated Mon 04/27/2026 11:36:44 PM EST) or Northeast Florida MLS (last updated Mon 04/27/2026 11:58:56 PM EST) or Beaches MLS (last updated Mon 04/27/2026 11:56:29 PM EST) or BORMLS (last updated Mon 04/27/2026 11:15:08 PM EST) or Golden Isles MLS (last updated Mon 04/27/2026 11:26:35 PM EST) or Amelia/Nassau MLS (last updated Mon 04/27/2026 11:25:13 PM EST) or Dixie Gilchrist Levy MLS (last updated Mon 04/27/2026 11:42:15 PM EST) or NFLMLS (last updated Mon 04/27/2026 9:05:18 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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