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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 Avery Park 1 $650,000 29
Winter Springs Bahama Ranches 2 $1,012,450 72
Winter Springs Barclay Reserve Townhomes 1 $310,000 25
Winter Springs Barclay Reserve Twnhms 1 $330,000 38
Winter Springs Barrington Estates 3 $741,167 107
Winter Springs Bay Tree 3 $178,332 141
Winter Springs Baytree Village 3 $174,333 40
Winter Springs Bear Creek Estates 1 $1,479,500 78
Winter Springs Casa Park Villas 1 $239,900 24
Winter Springs Chestnut Estates 1 $750,000 169
Winter Springs Chestnut Ridge 1 $824,900 35
Winter Springs Chestnut Ridge In Tuscawilla 1 $625,000 90
Winter Springs Citrus Oaks 2 $767,500 24
Winter Springs Country Club Village 6 $406,796 105
Winter Springs Cypress Club 7 $242,614 109
Winter Springs Davenport Glen 1 $579,900 35
Winter Springs Deer Run 5 $355,960 47
Winter Springs Deersong 1 $279,990 224
Winter Springs Deersong 2 3 $284,667 92
Winter Springs Dougs 1 $850,000 0
Winter Springs Eagles Watch 2 $491,950 84
Winter Springs Fairway Oaks 1 $510,000 23
Winter Springs Fox Glen At Chelsea Parc Tuscawilla 1 $479,000 177
Winter Springs Foxmoor 4 $316,450 71
Winter Springs Foxmoor East 1 $110,000 72
Winter Springs Georgetowne 2 $422,450 119
Winter Springs Glen Eagle 3 $834,967 45
Winter Springs Greenbriar 3 $469,633 128
Winter Springs Greenspointe 2 $401,950 92
Winter Springs Harbor Winds 1 $330,000 78
Winter Springs Heritage Commons 1 $275,000 44
Winter Springs Heritage Park Twnhms 5 $312,800 52
Winter Springs Hickory Grove 7 $432,704 73
Winter Springs Hickory Grove Twnhms 1 $425,000 4
Winter Springs Highland Patio Homes Amended Plat 1 $317,700 49
Winter Springs Highland Village 1 2 $312,400 64
Winter Springs Highland Village 2 1 $360,000 44
Winter Springs Highlands 6 $467,283 27
Winter Springs Highlands Glen 1 $295,000 3
Winter Springs Indian Ridge 2 $207,400 62
Winter Springs Jesups Landing 6 $406,483 49
Winter Springs Jesups Reserve Twnhms Rep 5 $366,940 22
Winter Springs Jesups Reserves Replat 1 $356,000 78
Winter Springs Lake Tuskawilla 1 $819,000 31
Winter Springs Mount Greenwood 5 $275,980 80
Winter Springs North Orlando 3 $450,333 76
Winter Springs North Orlando 2nd 1 $314,900 11
Winter Springs North Orlando Ranches 5 $568,100 111
Winter Springs North Orlando Terrace 5 $385,480 264
Winter Springs North Orlando Townsite 4th 1 $265,000 50
Winter Springs North Orlando Townsite Fourth 1 $366,900 15
Winter Springs Oak Forest 5 $532,720 53
Winter Springs Oak Hill Estates 1 $815,000 54
Winter Springs Parkstone 4 $578,450 51
Winter Springs Reserve At Tuscawilla 1 $1,150,000 17
Winter Springs Seasons The 4 $311,325 142
Winter Springs Seminole Crossing Twnhms 3 $481,166 69
Winter Springs Seville Chase 4 $740,925 33
Winter Springs Sheoah 2 $182,250 35
Winter Springs Stone Gable 1 $480,000 261
Winter Springs Sunrise 2 $469,000 61
Winter Springs Sunrise Estates 3 $529,333 15
Winter Springs Sunrise Village 2 $367,000 37
Winter Springs Talis Crossing 1 $2,799,000 77
Winter Springs Talmo 2 $834,950 94
Winter Springs The Highlands 1 $479,000 14
Winter Springs The Landings At Parkstone 1 $435,000 4
Winter Springs The Oaks 1 $489,000 92
Winter Springs The Seasons 1 $349,900 0
Winter Springs Tusca Oaks 2 $475,000 18
Winter Springs Tuscany Place 6 $279,483 118
Winter Springs Tuscawilla 9 $810,311 51
Winter Springs Tuscawilla Ridge 1 $410,000 31
Winter Springs Tuskabay 2 $720,000 64
Winter Springs Tuskawilla Crossings 1 $799,000 87
Winter Springs Tuskawilla Crossings 34's 1 $573,448 191
Winter Springs Tuskawilla Crossings 50's 1 $679,900 7
Winter Springs Tuskawilla Point 1 $450,000 49
Winter Springs Watts Farms 1 $838,500 248
Winter Springs Wedgewood 2 $397,000 6
Winter Springs Wedgewood Tennis Villas 4 $418,500 154
Winter Springs Wicklow Greens At Tuscawilla 1 $1,250,000 37
Winter Springs Wildwood 3 $327,133 50
Winter Springs Willow Run 2 $622,500 11
Winter Springs Winding Hollow 4 $579,225 46
Winter Springs Winter Spgs 5 $535,780 111
Winter Springs Winter Spgs Village 1 $424,900 15
Winter Springs Winter Springs 1 $625,000 8
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 05/22/2026. The listing information on this page last changed on 05/22/2026. 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 Fri 05/22/2026 12:22:29 PM EST) or GAMLS (last updated Fri 05/22/2026 12:16:08 PM EST) or Stellar MLS (last updated Fri 05/22/2026 12:04:12 PM EST) or SPC MLS (last updated Fri 05/22/2026 12:17:26 PM EST) or Martin MLS (last updated Fri 05/22/2026 12:19:20 PM EST) or Indian River MLS (last updated Fri 05/22/2026 12:20:47 PM EST) or Daytona MLS (last updated Fri 05/22/2026 12:17:37 PM EST) or Northeast Florida MLS (last updated Fri 05/22/2026 12:19:41 PM EST) or Beaches MLS (last updated Fri 05/22/2026 12:06:38 PM EST) or BORMLS (last updated Fri 05/22/2026 12:15:38 PM EST) or Golden Isles MLS (last updated Fri 05/22/2026 12:16:55 PM EST) or Amelia/Nassau MLS (last updated Fri 05/22/2026 12:20:23 PM EST) or Dixie Gilchrist Levy MLS (last updated Fri 05/22/2026 12:17:44 PM EST) or NFLMLS (last updated Fri 05/22/2026 12:12:12 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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