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Michael Hagel
REALTOR®, Managing Broker
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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 Arrowhead At Tuscawilla 1 $1,250,000 264
Winter Springs Avery Park 1 $660,000 20
Winter Springs Bahama Ranches 2 $1,012,450 63
Winter Springs Barclay Reserve Townhomes 1 $310,000 16
Winter Springs Barclay Reserve Twnhms 2 $334,500 103
Winter Springs Barrington Estates 2 $736,750 148
Winter Springs Bay Tree 3 $178,332 132
Winter Springs Baytree Village 2 $195,950 52
Winter Springs Bear Creek Estates 1 $1,479,500 69
Winter Springs Casa Park Villas 2 $239,450 51
Winter Springs Chestnut Estates 1 $750,000 160
Winter Springs Chestnut Ridge 2 $734,900 54
Winter Springs Citrus Oaks 1 $685,000 35
Winter Springs Country Club Village 6 $406,796 96
Winter Springs Cypress Club 6 $244,250 117
Winter Springs Davenport Glen 1 $589,500 26
Winter Springs Deer Run 6 $341,482 47
Winter Springs Deersong 1 $279,990 215
Winter Springs Deersong 2 3 $286,333 83
Winter Springs Eagles Watch 2 $494,450 75
Winter Springs Fairway Oaks 1 $520,000 14
Winter Springs Fox Glen At Chelsea Parc Tuscawilla 1 $479,000 168
Winter Springs Foxmoor 3 $345,667 84
Winter Springs Foxmoor East 1 $110,000 63
Winter Springs Georgetowne 2 $422,450 110
Winter Springs Glen Eagle 3 $834,967 36
Winter Springs Greenbriar 4 $451,975 105
Winter Springs Greenspointe 3 $394,167 80
Winter Springs Harbor Winds 1 $330,000 69
Winter Springs Heritage Commons 2 $277,500 74
Winter Springs Heritage Park Twnhms 4 $314,750 56
Winter Springs Hickory Grove 9 $434,658 70
Winter Springs Highland Patio Homes 1 $152,500 22
Winter Springs Highland Patio Homes Amended Plat 1 $317,700 40
Winter Springs Highland Village 1 2 $312,400 55
Winter Springs Highland Village 2 1 $365,000 35
Winter Springs Highlands 6 $467,300 31
Winter Springs Indian Ridge 1 $224,900 113
Winter Springs Jesups Landing 6 $406,483 40
Winter Springs Jesups Reserve Twnhms Rep 3 $368,267 26
Winter Springs Jesups Reserves Replat 1 $356,000 69
Winter Springs Lake Tuskawilla 1 $819,000 22
Winter Springs Mount Greenwood 5 $279,100 43
Winter Springs North Orlando 3 $459,000 67
Winter Springs North Orlando 2nd 1 $314,900 2
Winter Springs North Orlando Ranches 5 $588,880 139
Winter Springs North Orlando Terrace 4 $384,350 319
Winter Springs North Orlando Townsite 4th 1 $265,000 41
Winter Springs North Orlando Townsite Fourth 1 $366,900 6
Winter Springs Oak Forest 3 $474,600 77
Winter Springs Oak Hill Estates 1 $815,000 45
Winter Springs Parkstone 5 $621,340 57
Winter Springs Reserve At Tuscawilla 2 $1,030,000 22
Winter Springs Seasons The 4 $311,325 133
Winter Springs Seminole Crossing Twnhms 3 $481,166 60
Winter Springs Seville Chase 4 $768,425 30
Winter Springs Sheoah 2 $182,250 26
Winter Springs Stone Gable 1 $499,000 252
Winter Springs Sunrise 2 $469,000 52
Winter Springs Sunrise Estates 2 $492,200 11
Winter Springs Sunrise Village 2 $367,000 28
Winter Springs Talis Crossing 1 $2,900,000 68
Winter Springs Talmo 2 $834,950 85
Winter Springs The Highlands 1 $479,000 5
Winter Springs The Oaks 1 $489,000 83
Winter Springs Tusca Oaks 3 $480,000 80
Winter Springs Tuscany Place 6 $260,983 118
Winter Springs Tuscawilla 9 $816,978 42
Winter Springs Tuscawilla Ridge 1 $420,000 22
Winter Springs Tuskabay 1 $690,000 118
Winter Springs Tuskawilla Crossings 3 $705,967 99
Winter Springs Tuskawilla Crossings 34's 1 $573,448 182
Winter Springs Tuskawilla Point 1 $450,000 40
Winter Springs Watts Farms 1 $838,500 239
Winter Springs Wedgewood 1 $425,000 1
Winter Springs Wedgewood Tennis Villas 4 $418,500 145
Winter Springs Wicklow Greens At Tuscawilla 1 $1,250,000 28
Winter Springs Wildwood 4 $315,225 34
Winter Springs Winding Hollow 4 $583,225 37
Winter Springs Winter Spgs 5 $535,778 102
Winter Springs Winter Spgs Village 3 $561,633 66
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 05/13/2026. The listing information on this page last changed on 05/13/2026. 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 Wed 05/13/2026 12:07:14 AM EST) or GAMLS (last updated Tue 05/12/2026 11:15:11 PM EST) or Stellar MLS (last updated Tue 05/12/2026 11:59:12 PM EST) or SPC MLS (last updated Tue 05/12/2026 11:21:18 PM EST) or Martin MLS (last updated Tue 05/12/2026 11:38:09 PM EST) or Indian River MLS (last updated Tue 05/12/2026 11:30:17 PM EST) or Daytona MLS (last updated Tue 05/12/2026 11:36:45 PM EST) or Northeast Florida MLS (last updated Tue 05/12/2026 11:59:08 PM EST) or Beaches MLS (last updated Tue 05/12/2026 11:58:38 PM EST) or BORMLS (last updated Tue 05/12/2026 11:15:23 PM EST) or Golden Isles MLS (last updated Tue 05/12/2026 11:26:35 PM EST) or Amelia/Nassau MLS (last updated Tue 05/12/2026 11:25:12 PM EST) or Dixie Gilchrist Levy MLS (last updated Tue 05/12/2026 11:42:15 PM EST) or NFLMLS (last updated Tue 05/12/2026 9:04:59 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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