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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 40
Winter Springs Amherst 1 $499,900 31
Winter Springs Bahama Ranches 1 $1,199,000 152
Winter Springs Barclay Reserve Twnhms 2 $335,000 60
Winter Springs Barrington Estates 2 $774,950 45
Winter Springs Bay Tree 2 $190,000 171
Winter Springs Baytree Village 4 $172,725 37
Winter Springs Casa Park Villas 2 $244,950 21
Winter Springs Casselberry Commerce Village A Condo 1 $149,500 13
Winter Springs Chestnut Estates 2 $675,000 115
Winter Springs Chestnut Ridge 1 $824,900 79
Winter Springs Chestnut Ridge In Tuscawilla 1 $590,000 134
Winter Springs Citrus Oaks 1 $825,000 48
Winter Springs Country Club Village 2 $434,389 201
Winter Springs Cypress Club 7 $239,071 153
Winter Springs Davenport Glen 1 $569,900 79
Winter Springs Deer Run 5 $340,580 78
Winter Springs Deersong 1 $279,990 268
Winter Springs Deersong 2 4 $272,223 112
Winter Springs Dougs 1 $850,000 44
Winter Springs Dunmar Estates 1 $3,799,000 8
Winter Springs Eagles Landing 1 $500,000 15
Winter Springs Eagles Point 1 $725,000 3
Winter Springs Eagles Watch 1 $499,000 101
Winter Springs Fairway Oaks 1 $499,999 67
Winter Springs Fox Glen At Chelsea Parc Tuscawilla 1 $449,900 14
Winter Springs Foxmoor 2 $304,400 25
Winter Springs Foxmoor East 1 $110,000 116
Winter Springs Georgetowne 2 $417,450 131
Winter Springs Glen Eagle 2 $869,950 47
Winter Springs Greenbriar 3 $478,000 108
Winter Springs Greenspointe 1 $374,900 193
Winter Springs Harbor Winds 2 $341,250 81
Winter Springs Heritage Commons 1 $275,000 88
Winter Springs Heritage Park 1 $294,000 23
Winter Springs Heritage Park Twnhms 3 $306,666 95
Winter Springs Hickory Grove 8 $417,865 68
Winter Springs Hickory Grove Twnhms 2 $425,000 33
Winter Springs Highland Patio Homes Amended Plat 1 $313,700 93
Winter Springs Highland Village 1 1 $329,900 61
Winter Springs Highland Village 2 1 $350,000 88
Winter Springs Highlands 7 $453,542 52
Winter Springs Highlands Glen 1 $295,000 47
Winter Springs Indian Ridge 1 $185,000 45
Winter Springs Jesups Landing 4 $392,200 28
Winter Springs Jesups Reserve Twnhms Rep 6 $360,550 62
Winter Springs Jesups Reserves Replat 1 $356,000 122
Winter Springs Lake Jessup 1 $3,998,000 451
Winter Springs Lake Tuskawilla 1 $819,000 75
Winter Springs Mount Greenwood 7 $258,328 85
Winter Springs North Orlando 3 $312,333 107
Winter Springs North Orlando 1st 1 $215,900 31
Winter Springs North Orlando 2nd 2 $335,250 30
Winter Springs North Orlando Ranches 5 $555,100 155
Winter Springs North Orlando Terrace 3 $352,000 326
Winter Springs North Orlando Townsite Fourth 1 $359,900 59
Winter Springs Oak Forest 7 $514,686 71
Winter Springs Oak Hill Estates 1 $770,000 98
Winter Springs Parkstone 5 $591,520 67
Winter Springs Reserve At Tuscawilla 2 $1,110,000 36
Winter Springs Seasons The 2 $317,450 107
Winter Springs Seminole Crossing Townhomes 1 $475,000 24
Winter Springs Seminole Crossing Twnhms 2 $477,000 95
Winter Springs Seven Oaks 1 $545,000 31
Winter Springs Seville Chase 5 $744,740 58
Winter Springs Sheoah 1 $179,500 62
Winter Springs Stone Gable 2 $477,900 162
Winter Springs Sunrise 6 $456,167 33
Winter Springs Sunrise Estates 3 $518,967 59
Winter Springs Sunrise Village 3 $381,000 60
Winter Springs Talis Crossing 1 $2,625,000 121
Winter Springs Talmo 2 $724,900 138
Winter Springs The Highlands 1 $475,000 58
Winter Springs The Oaks 1 $489,000 136
Winter Springs The Seasons 1 $349,900 44
Winter Springs Tusca Oaks 2 $475,000 62
Winter Springs Tuscany Place 8 $275,575 140
Winter Springs Tuscawilla 5 $842,180 70
Winter Springs Tuscawilla Parcel 90 1 $750,000 23
Winter Springs Tuscawilla Prcl 90 1 $740,000 2
Winter Springs Tuskabay 3 $718,300 72
Winter Springs Tuskawilla Crossings 1 $649,900 17
Winter Springs Tuskawilla Crossings 34's 1 $543,888 235
Winter Springs Walden Terrace 1 $399,000 27
Winter Springs Wedgewood 1 $369,000 46
Winter Springs Wedgewood Tennis Villas 5 $401,980 153
Winter Springs Wicklow Greens At Tuscawilla 1 $1,250,000 81
Winter Springs Wildwood 5 $291,880 63
Winter Springs Willow Run 3 $579,000 39
Winter Springs Winding Hollow 4 $608,000 34
Winter Springs Winter Spgs 9 $676,889 45
Winter Springs Winter Spgs Village 2 $447,450 43
Winter Springs Winter Springs 1 $625,000 52
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 12:32:50 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 12:30:27 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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