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David Podvia
REALTOR®, U.S. Military on the Move Certified Military Specialist
(904) 333-2016
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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 27
Winter Springs Amherst 1 $510,000 18
Winter Springs Bahama Ranches 2 $962,000 103
Winter Springs Barclay Reserve Twnhms 2 $335,000 47
Winter Springs Barrington Estates 3 $761,633 66
Winter Springs Bay Tree 2 $190,000 158
Winter Springs Baytree Village 4 $177,750 55
Winter Springs Bear Creek Estates 1 $1,479,500 109
Winter Springs Casa Park Villas 1 $249,900 24
Winter Springs Casselberry Commerce Village A Condo 1 $149,500 0
Winter Springs Chestnut Estates 2 $687,500 102
Winter Springs Chestnut Ridge 1 $824,900 66
Winter Springs Chestnut Ridge In Tuscawilla 1 $590,000 121
Winter Springs Citrus Oaks 2 $755,000 55
Winter Springs Country Club Village 1 $309,777 387
Winter Springs Cypress Club 7 $239,071 140
Winter Springs Davenport Glen 1 $569,900 66
Winter Springs Deer Run 5 $342,560 65
Winter Springs Deersong 1 $279,990 255
Winter Springs Deersong 2 4 $273,723 99
Winter Springs Dougs 1 $850,000 31
Winter Springs Eagles Landing 1 $500,000 2
Winter Springs Eagles Watch 1 $504,000 88
Winter Springs Fairway Oaks 1 $499,999 54
Winter Springs Fox Glen At Chelsea Parc Tuscawilla 1 $449,900 1
Winter Springs Foxmoor 2 $269,400 86
Winter Springs Foxmoor East 1 $110,000 103
Winter Springs Georgetowne 1 $399,900 240
Winter Springs Glen Eagle 1 $899,900 74
Winter Springs Greenbriar 3 $481,333 95
Winter Springs Greenspointe 1 $384,900 180
Winter Springs Harbor Winds 2 $343,750 68
Winter Springs Heritage Commons 1 $275,000 75
Winter Springs Heritage Park 1 $294,000 10
Winter Springs Heritage Park Twnhms 3 $310,000 82
Winter Springs Hickory Grove 6 $418,990 96
Winter Springs Hickory Grove Twnhms 2 $427,500 20
Winter Springs Highland Lake 1 $499,900 18
Winter Springs Highland Patio Homes Amended Plat 1 $313,700 80
Winter Springs Highland Village 1 2 $307,400 95
Winter Springs Highland Village 2 2 $374,500 50
Winter Springs Highlands 7 $447,671 46
Winter Springs Highlands Glen 1 $295,000 34
Winter Springs Indian Ridge 1 $185,000 32
Winter Springs Jesups Landing 3 $399,633 24
Winter Springs Jesups Reserve Twnhms Rep 6 $364,117 49
Winter Springs Jesups Reserves Replat 1 $356,000 109
Winter Springs Lake Jessup 1 $3,998,000 438
Winter Springs Lake Tuskawilla 1 $819,000 62
Winter Springs Mount Greenwood 7 $260,686 72
Winter Springs None 1 $5,000 3
Winter Springs North Orlando 3 $315,633 94
Winter Springs North Orlando 1st 1 $215,900 18
Winter Springs North Orlando 2nd 1 $314,900 42
Winter Springs North Orlando Ranches 5 $557,100 142
Winter Springs North Orlando Terrace 4 $361,500 245
Winter Springs North Orlando Townsite Fourth 1 $359,900 46
Winter Springs Oak Forest 7 $515,386 58
Winter Springs Oak Hill Estates 1 $770,000 85
Winter Springs Parkstone 4 $579,400 69
Winter Springs Reserve At Tuscawilla 1 $1,090,000 48
Winter Springs Seasons The 3 $313,467 136
Winter Springs Seminole Crossing Townhomes 1 $480,000 11
Winter Springs Seminole Crossing Twnhms 2 $477,000 82
Winter Springs Seven Oaks 1 $545,000 18
Winter Springs Seville Chase 4 $751,800 58
Winter Springs Sheoah 1 $179,500 49
Winter Springs Stone Gable 2 $485,450 149
Winter Springs Sunrise 3 $473,333 45
Winter Springs Sunrise Estates 3 $522,633 46
Winter Springs Sunrise Village 3 $381,000 47
Winter Springs Talis Crossing 1 $2,625,000 108
Winter Springs Talmo 2 $724,900 125
Winter Springs The Highlands 1 $479,000 45
Winter Springs The Landings At Parkstone 1 $435,000 35
Winter Springs The Oaks 1 $489,000 123
Winter Springs The Seasons 1 $349,900 31
Winter Springs Tusca Oaks 2 $475,000 49
Winter Springs Tuscany Place 7 $272,500 146
Winter Springs Tuscawilla 7 $833,129 58
Winter Springs Tuscawilla Parcel 90 1 $750,000 10
Winter Springs Tuskabay 3 $704,967 71
Winter Springs Tuskawilla Crossings 1 $649,900 4
Winter Springs Tuskawilla Crossings 34's 1 $543,888 222
Winter Springs Tuskawilla Crossings 50's 1 $679,900 38
Winter Springs Walden Terrace 1 $399,000 14
Winter Springs Watts Farms 1 $838,500 279
Winter Springs Wedgewood 1 $369,000 33
Winter Springs Wedgewood Tennis Villas 5 $403,000 140
Winter Springs Wicklow Greens At Tuscawilla 1 $1,250,000 68
Winter Springs Wildwood 4 $302,350 64
Winter Springs Williamson Heights 1 $285,000 20
Winter Springs Willow Run 2 $600,657 27
Winter Springs Winding Hollow 2 $577,000 49
Winter Springs Winter Spgs 9 $615,778 44
Winter Springs Winter Spgs Village 2 $452,450 30
Winter Springs Winter Springs 1 $625,000 39
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 06/22/2026. The listing information on this page last changed on 06/22/2026. 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 Mon 06/22/2026 12:04:57 AM EST) or GAMLS (last updated Sun 06/21/2026 11:15:13 PM EST) or Stellar MLS (last updated Sun 06/21/2026 11:58:48 PM EST) or SPC MLS (last updated Sun 06/21/2026 11:21:13 PM EST) or Martin MLS (last updated Sun 06/21/2026 11:38:10 PM EST) or Indian River MLS (last updated Sun 06/21/2026 11:30:12 PM EST) or Daytona MLS (last updated Sun 06/21/2026 11:36:43 PM EST) or Northeast Florida MLS (last updated Sun 06/21/2026 11:58:52 PM EST) or Beaches MLS (last updated Sun 06/21/2026 2:37:37 AM EST) or BORMLS (last updated Sun 06/21/2026 11:15:42 PM EST) or Amelia/Nassau MLS (last updated Sun 06/21/2026 11:25:16 PM EST) or Dixie Gilchrist Levy MLS (last updated Sun 06/21/2026 11:42:16 PM EST) or NFLMLS (last updated Sun 06/21/2026 9:04:12 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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