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Tim Furey
NEFAR, REALTOR®
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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 43
Winter Springs Amherst 1 $499,900 34
Winter Springs Bahama Ranches 1 $1,199,000 155
Winter Springs Barclay Reserve Twnhms 1 $330,000 85
Winter Springs Barrington Estates 2 $774,950 48
Winter Springs Bay Tree 2 $190,000 174
Winter Springs Baytree Village 4 $172,725 40
Winter Springs Casa Park Villas 2 $244,950 24
Winter Springs Casselberry Commerce Village A Condo 1 $149,500 16
Winter Springs Chestnut Estates 2 $675,000 118
Winter Springs Chestnut Ridge 1 $824,900 82
Winter Springs Chestnut Ridge In Tuscawilla 1 $590,000 137
Winter Springs Citrus Oaks 1 $825,000 51
Winter Springs Country Club Village 2 $434,389 204
Winter Springs Cypress Club 7 $236,643 156
Winter Springs Davenport Glen 1 $569,900 82
Winter Springs Deer Run 5 $340,580 81
Winter Springs Deersong 1 $279,990 271
Winter Springs Deersong 2 4 $272,223 115
Winter Springs Dougs 1 $850,000 47
Winter Springs Dunmar Estates 1 $3,799,000 11
Winter Springs Eagles Landing 1 $500,000 18
Winter Springs Eagles Point 1 $725,000 6
Winter Springs Eagles Watch 1 $499,000 104
Winter Springs Fairway Oaks 1 $499,999 70
Winter Springs Fox Glen At Chelsea Parc Tuscawilla 1 $449,900 17
Winter Springs Foxmoor 2 $304,400 28
Winter Springs Foxmoor East 1 $110,000 119
Winter Springs Georgetowne 2 $417,450 134
Winter Springs Glen Eagle 2 $859,950 50
Winter Springs Greenbriar 3 $478,000 111
Winter Springs Greenspointe 1 $374,900 196
Winter Springs Harbor Winds 2 $341,250 84
Winter Springs Heritage Commons 1 $275,000 91
Winter Springs Heritage Park 1 $294,000 26
Winter Springs Heritage Park Twnhms 3 $306,666 98
Winter Springs Hickory Grove 8 $417,865 71
Winter Springs Hickory Grove Twnhms 2 $425,000 36
Winter Springs Highland Patio Homes Amended Plat 1 $313,700 96
Winter Springs Highland Village 1 1 $329,900 64
Winter Springs Highland Village 2 1 $350,000 91
Winter Springs Highlands 7 $453,542 55
Winter Springs Highlands Glen 1 $295,000 50
Winter Springs Indian Ridge 1 $185,000 48
Winter Springs Jesups Landing 4 $392,200 31
Winter Springs Jesups Reserve Twnhms Rep 6 $360,550 65
Winter Springs Jesups Reserves Replat 1 $326,000 125
Winter Springs Lake Jessup 1 $3,998,000 454
Winter Springs Lake Tuskawilla 1 $819,000 78
Winter Springs Mount Greenwood 7 $258,328 88
Winter Springs North Orlando 3 $309,000 110
Winter Springs North Orlando 1st 1 $205,900 34
Winter Springs North Orlando 2nd 2 $335,250 33
Winter Springs North Orlando Ranches 5 $555,100 158
Winter Springs North Orlando Terrace 4 $361,500 247
Winter Springs North Orlando Townsite Fourth 1 $359,900 62
Winter Springs Oak Forest 6 $523,800 64
Winter Springs Oak Hill Estates 1 $739,000 101
Winter Springs Parkstone 5 $591,520 70
Winter Springs Reserve At Tuscawilla 2 $1,110,000 39
Winter Springs Seasons The 2 $317,450 110
Winter Springs Seminole Crossing Townhomes 2 $462,500 14
Winter Springs Seminole Crossing Twnhms 2 $477,000 98
Winter Springs Seven Oaks 1 $545,000 34
Winter Springs Seville Chase 5 $744,740 61
Winter Springs Sheoah 1 $179,500 65
Winter Springs Stone Gable 2 $477,900 165
Winter Springs Sunrise 6 $456,167 36
Winter Springs Sunrise Estates 3 $518,967 62
Winter Springs Sunrise Village 2 $346,500 84
Winter Springs Talis Crossing 1 $2,625,000 124
Winter Springs Talmo 2 $700,400 141
Winter Springs The Highlands 1 $475,000 61
Winter Springs The Oaks 1 $489,000 139
Winter Springs The Seasons 1 $349,900 47
Winter Springs Tusca Oaks 2 $475,000 65
Winter Springs Tuscany Place 8 $275,575 143
Winter Springs Tuscawilla 5 $842,180 73
Winter Springs Tuscawilla Parcel 90 1 $750,000 26
Winter Springs Tuscawilla Prcl 90 1 $740,000 5
Winter Springs Tuskabay 3 $718,300 75
Winter Springs Tuskawilla Crossings 1 $639,900 20
Winter Springs Tuskawilla Crossings 34's 1 $543,888 238
Winter Springs Walden Terrace 1 $399,000 30
Winter Springs Wedgewood 1 $369,000 49
Winter Springs Wedgewood Tennis Villas 5 $400,980 156
Winter Springs Wicklow Greens At Tuscawilla 1 $1,250,000 84
Winter Springs Wildwood 5 $291,880 66
Winter Springs Willow Run 3 $579,000 42
Winter Springs Winding Hollow 4 $608,000 37
Winter Springs Winter Spgs 8 $667,750 52
Winter Springs Winter Spgs Village 2 $447,450 46
Winter Springs Winter Springs 1 $625,000 55
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 07/08/2026. The listing information on this page last changed on 07/08/2026. 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 07/08/2026 2:51:23 AM EST) or GAMLS (last updated Tue 07/07/2026 11:15:11 PM EST) or Stellar MLS (last updated Wed 07/08/2026 1:58:43 AM EST) or SPC MLS (last updated Tue 07/07/2026 11:21:01 PM EST) or Martin MLS (last updated Tue 07/07/2026 11:38:13 PM EST) or Indian River MLS (last updated Tue 07/07/2026 11:30:13 PM EST) or Daytona MLS (last updated Tue 07/07/2026 11:40:38 PM EST) or Northeast Florida MLS (last updated Wed 07/08/2026 12:18:54 AM EST) or Beaches MLS (last updated Wed 07/08/2026 2:41:06 AM EST) or BORMLS (last updated Tue 07/07/2026 11:15:58 PM EST) or Golden Isles MLS (last updated Tue 07/07/2026 7:06:14 AM EST) or Amelia/Nassau MLS (last updated Tue 07/07/2026 11:25:13 PM EST) or Dixie Gilchrist Levy MLS (last updated Tue 07/07/2026 11:42:23 PM EST) or NFLMLS (last updated Tue 07/07/2026 9:06:06 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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