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Jeff Baker
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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 5ar 1 $7,500,000 20
Winter Springs Amherst 1 $515,000 11
Winter Springs Bahama Ranches 2 $962,000 96
Winter Springs Barclay Reserve Townhomes 1 $310,000 49
Winter Springs Barclay Reserve Twnhms 2 $335,000 40
Winter Springs Barrington Estates 3 $761,633 59
Winter Springs Bay Tree 2 $190,000 151
Winter Springs Baytree Village 3 $170,667 64
Winter Springs Bear Creek Estates 1 $1,479,500 102
Winter Springs Casa Park Villas 2 $244,900 33
Winter Springs Chestnut Estates 1 $750,000 193
Winter Springs Chestnut Ridge 1 $824,900 59
Winter Springs Chestnut Ridge In Tuscawilla 1 $600,000 114
Winter Springs Citrus Oaks 2 $755,000 48
Winter Springs Country Club Village 1 $309,777 380
Winter Springs Cypress Club 7 $240,500 133
Winter Springs Davenport Glen 1 $569,900 59
Winter Springs Deer Run 5 $345,560 58
Winter Springs Deersong 1 $279,990 248
Winter Springs Deersong 2 4 $275,998 92
Winter Springs Dougs 1 $850,000 24
Winter Springs Eagles Watch 1 $504,000 81
Winter Springs Fairway Oaks 1 $499,999 47
Winter Springs Foxmoor 2 $269,400 79
Winter Springs Foxmoor East 1 $110,000 96
Winter Springs Georgetowne 1 $399,900 233
Winter Springs Glen Eagle 1 $899,900 67
Winter Springs Greenbriar 2 $459,500 136
Winter Springs Greenspointe 1 $384,900 173
Winter Springs Harbor Winds 2 $343,750 61
Winter Springs Heritage Commons 1 $275,000 68
Winter Springs Heritage Park 1 $294,000 3
Winter Springs Heritage Park Twnhms 3 $315,000 75
Winter Springs Hickory Grove 6 $418,990 89
Winter Springs Hickory Grove Twnhms 1 $425,000 28
Winter Springs Highland Lake 1 $499,900 11
Winter Springs Highland Patio Homes Amended Plat 1 $313,700 73
Winter Springs Highland Village 1 2 $312,400 88
Winter Springs Highland Village 2 2 $374,500 43
Winter Springs Highlands 6 $463,783 46
Winter Springs Highlands Glen 1 $295,000 27
Winter Springs Indian Ridge 1 $189,900 25
Winter Springs Jesups Landing 2 $399,450 27
Winter Springs Jesups Reserve Twnhms Rep 6 $364,950 42
Winter Springs Jesups Reserves Replat 1 $356,000 102
Winter Springs Lake Tuskawilla 1 $819,000 55
Winter Springs Mount Greenwood 6 $264,133 77
Winter Springs North Orlando 3 $315,633 87
Winter Springs North Orlando 1st 1 $225,900 11
Winter Springs North Orlando 2nd 1 $314,900 35
Winter Springs North Orlando Ranches 5 $557,100 135
Winter Springs North Orlando Terrace 4 $341,475 258
Winter Springs North Orlando Townsite 4th 1 $265,000 74
Winter Springs North Orlando Townsite Fourth 1 $366,900 39
Winter Springs Oak Forest 8 $510,325 53
Winter Springs Oak Hill Estates 1 $770,000 78
Winter Springs Parkstone 3 $596,567 83
Winter Springs Reserve At Tuscawilla 1 $1,090,000 41
Winter Springs Seasons The 3 $313,467 129
Winter Springs Seminole Crossing Townhomes 1 $480,000 4
Winter Springs Seminole Crossing Twnhms 1 $469,000 60
Winter Springs Seven Oaks 1 $545,000 11
Winter Springs Seville Chase 5 $755,240 55
Winter Springs Sheoah 1 $179,500 42
Winter Springs Stone Gable 1 $485,000 285
Winter Springs Sunrise 3 $473,333 38
Winter Springs Sunrise Estates 3 $524,300 39
Winter Springs Sunrise Village 2 $361,000 61
Winter Springs Talis Crossing 1 $2,625,000 101
Winter Springs Talmo 2 $834,950 118
Winter Springs The Highlands 1 $479,000 38
Winter Springs The Landings At Parkstone 1 $435,000 28
Winter Springs The Oaks 1 $489,000 116
Winter Springs The Seasons 1 $349,900 24
Winter Springs Tusca Oaks 2 $475,000 42
Winter Springs Tuscany Place 7 $274,657 139
Winter Springs Tuscawilla 7 $830,286 58
Winter Springs Tuscawilla Parcel 90 1 $750,000 3
Winter Springs Tuscawilla Ridge 1 $410,000 55
Winter Springs Tuskabay 3 $704,967 64
Winter Springs Tuskawilla Crossings 34's 1 $563,408 215
Winter Springs Tuskawilla Crossings 50's 1 $679,900 31
Winter Springs Walden Terrace 1 $405,000 7
Winter Springs Watts Farms 1 $838,500 272
Winter Springs Wedgewood 1 $369,000 26
Winter Springs Wedgewood Tennis Villas 3 $383,333 224
Winter Springs Wicklow Greens At Tuscawilla 1 $1,250,000 61
Winter Springs Wildwood 4 $302,350 57
Winter Springs Williamson Heights 1 $285,000 13
Winter Springs Willow Run 3 $608,771 25
Winter Springs Winding Hollow 2 $577,000 42
Winter Springs Winter Spgs 5 $508,800 88
Winter Springs Winter Spgs Village 2 $452,450 23
Winter Springs Winter Springs 1 $625,000 32
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 06/15/2026. The listing information on this page last changed on 06/15/2026. 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 Mon 06/15/2026 12:02:00 AM EST) or GAMLS (last updated Sun 06/14/2026 11:15:09 PM EST) or Stellar MLS (last updated Sun 06/14/2026 11:44:38 PM EST) or SPC MLS (last updated Sun 06/14/2026 11:20:44 PM EST) or Martin MLS (last updated Sun 06/14/2026 11:38:09 PM EST) or Indian River MLS (last updated Sun 06/14/2026 11:30:12 PM EST) or Daytona MLS (last updated Sun 06/14/2026 11:36:48 PM EST) or Northeast Florida MLS (last updated Sun 06/14/2026 11:58:54 PM EST) or Beaches MLS (last updated Sun 06/14/2026 11:57:16 PM EST) or BORMLS (last updated Sun 06/14/2026 11:15:37 PM EST) or Amelia/Nassau MLS (last updated Sun 06/14/2026 11:25:18 PM EST) or Dixie Gilchrist Levy MLS (last updated Sun 06/14/2026 11:42:15 PM EST) or NFLMLS (last updated Sun 06/14/2026 9:04:26 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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