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Michael "Shane" Carter PLLC
REALTOR®, MRP - Military Relocation Professional, SRS- Seller Representative Specialist
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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 49
Winter Springs Amherst 1 $499,900 40
Winter Springs Bahama Ranches 1 $1,049,000 161
Winter Springs Barclay Reserve Twnhms 1 $330,000 91
Winter Springs Barrington Estates 2 $774,950 54
Winter Springs Bay Tree 1 $210,000 327
Winter Springs Baytree Village 4 $172,725 46
Winter Springs Casa Park Villas 2 $244,950 30
Winter Springs Casselberry Commerce Village A Condo 1 $149,500 22
Winter Springs Chestnut Estates 2 $675,000 124
Winter Springs Chestnut Ridge In Tuscawilla 1 $590,000 143
Winter Springs Citrus Oaks 1 $825,000 57
Winter Springs Country Club Village 3 $434,892 141
Winter Springs Cypress Club 7 $236,643 162
Winter Springs Davenport Glen 1 $569,900 88
Winter Springs Deer Run 3 $404,333 98
Winter Springs Deersong 1 $279,990 277
Winter Springs Deersong 2 4 $272,223 121
Winter Springs Dougs 1 $850,000 53
Winter Springs Dunmar Estates 1 $3,799,000 17
Winter Springs Eagles Landing 1 $500,000 24
Winter Springs Eagles Point 1 $725,000 12
Winter Springs Eagles Watch 1 $499,000 110
Winter Springs Fairway Oaks 1 $499,999 76
Winter Springs Fox Glen At Chelsea Parc Tuscawilla 1 $449,900 23
Winter Springs Foxmoor 2 $304,400 34
Winter Springs Foxmoor East 1 $110,000 125
Winter Springs Georgetowne 2 $417,450 140
Winter Springs Glen Eagle 2 $859,950 56
Winter Springs Greenbriar 3 $478,000 117
Winter Springs Greenspointe 1 $374,900 202
Winter Springs Harbor Winds 2 $341,250 90
Winter Springs Heritage Commons 1 $275,000 97
Winter Springs Heritage Park 1 $294,000 32
Winter Springs Heritage Park Twnhms 4 $303,700 78
Winter Springs Hickory Grove 8 $417,865 77
Winter Springs Hickory Grove Twnhms 2 $425,000 42
Winter Springs Highland Patio Homes Amended Plat 1 $301,000 102
Winter Springs Highland Village 1 1 $329,900 70
Winter Springs Highland Village 2 1 $350,000 97
Winter Springs Highlands 8 $449,975 54
Winter Springs Indian Ridge 1 $185,000 54
Winter Springs Jesups Landing 5 $387,760 31
Winter Springs Jesups Reserve Twnhms Rep 5 $366,940 70
Winter Springs Jesups Reserves Replat 1 $326,000 131
Winter Springs Lake Jessup 1 $3,998,000 460
Winter Springs Lake Lucerne 1 $349,900 6
Winter Springs Lake Tuskawilla 1 $819,000 84
Winter Springs Mount Greenwood 7 $257,328 94
Winter Springs North Orlando 3 $305,833 116
Winter Springs North Orlando 1st 1 $205,900 40
Winter Springs North Orlando 2nd 2 $332,750 39
Winter Springs North Orlando Ranches 8 $544,188 103
Winter Springs North Orlando Terrace 4 $361,500 253
Winter Springs North Orlando Townsite Fourth 1 $354,900 68
Winter Springs Oak Forest 6 $459,000 23
Winter Springs Oak Hill Estates 1 $739,000 107
Winter Springs Parkstone 4 $556,925 60
Winter Springs Reserve At Tuscawilla 2 $1,110,000 45
Winter Springs Seasons The 2 $317,450 116
Winter Springs Seminole Crossing Townhomes 2 $462,500 20
Winter Springs Seminole Crossing Twnhms 2 $474,500 104
Winter Springs Seven Oaks 1 $545,000 40
Winter Springs Seville Chase 5 $744,740 67
Winter Springs Sheoah 1 $179,500 71
Winter Springs Stone Gable 2 $477,900 171
Winter Springs Sunrise 3 $444,000 52
Winter Springs Sunrise Estates 3 $518,967 68
Winter Springs Sunrise Village 2 $346,500 90
Winter Springs Talis Crossing 1 $2,625,000 130
Winter Springs Talmo 2 $700,400 147
Winter Springs The Highlands 1 $475,000 67
Winter Springs The Oaks 1 $489,000 145
Winter Springs The Seasons 1 $349,900 53
Winter Springs Tusca Oaks 2 $475,000 71
Winter Springs Tuscany Place 8 $275,575 149
Winter Springs Tuscawilla 6 $800,317 66
Winter Springs Tuscawilla Parcel 90 1 $750,000 32
Winter Springs Tuscawilla Prcl 90 1 $740,000 11
Winter Springs Tuskabay 3 $718,300 81
Winter Springs Tuskawilla Crossings 1 $639,900 26
Winter Springs Tuskawilla Crossings 34's 1 $533,888 244
Winter Springs Walden Terrace 1 $399,000 36
Winter Springs Wedgewood 1 $369,000 55
Winter Springs Wedgewood Tennis Villas 5 $429,980 127
Winter Springs Wicklow Greens At Tuscawilla 1 $1,250,000 90
Winter Springs Wildwood 3 $305,000 82
Winter Springs Willow Run 3 $579,000 48
Winter Springs Winding Hollow 5 $601,200 35
Winter Springs Winter Spgs 7 $681,714 63
Winter Springs Winter Spgs Village 1 $475,000 36
Winter Springs Winter Springs 1 $625,000 61
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 07/14/2026. The listing information on this page last changed on 07/14/2026. 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 07/14/2026 8:53:45 AM EST) or GAMLS (last updated Tue 07/14/2026 8:45:45 AM EST) or Stellar MLS (last updated Tue 07/14/2026 1:58:42 AM EST) or SPC MLS (last updated Tue 07/14/2026 8:47:05 AM EST) or Martin MLS (last updated Tue 07/14/2026 8:51:53 AM EST) or Indian River MLS (last updated Tue 07/14/2026 8:31:55 AM EST) or Daytona MLS (last updated Tue 07/14/2026 8:47:28 AM EST) or Northeast Florida MLS (last updated Tue 07/14/2026 8:04:18 AM EST) or Beaches MLS (last updated Tue 07/14/2026 7:21:56 AM EST) or BORMLS (last updated Tue 07/14/2026 8:48:35 AM EST) or Scout MLS (Golden Isles) (last updated Tue 07/14/2026 7:06:17 AM EST) or Amelia/Nassau MLS (last updated Tue 07/14/2026 8:51:48 AM EST) or Dixie Gilchrist Levy MLS (last updated Tue 07/14/2026 8:47:30 AM EST) or NFLMLS (last updated Tue 07/14/2026 6:05:44 AM 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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