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Curt Marksbury
REALTOR®, Broker, ABR®, SRS®
(407) 286-0305
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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 33
Winter Springs Amherst 1 $499,900 24
Winter Springs Bahama Ranches 1 $1,199,000 145
Winter Springs Barclay Reserve Twnhms 2 $335,000 53
Winter Springs Barrington Estates 2 $774,950 38
Winter Springs Bay Tree 2 $190,000 164
Winter Springs Baytree Village 4 $177,750 61
Winter Springs Bear Creek Estates 1 $1,479,500 115
Winter Springs Casa Park Villas 1 $249,900 30
Winter Springs Casselberry Commerce Village A Condo 1 $149,500 6
Winter Springs Chestnut Estates 2 $675,000 108
Winter Springs Chestnut Ridge 1 $824,900 72
Winter Springs Chestnut Ridge In Tuscawilla 1 $590,000 127
Winter Springs Citrus Oaks 2 $755,000 61
Winter Springs Country Club Village 1 $309,777 393
Winter Springs Cypress Club 7 $239,071 146
Winter Springs Davenport Glen 1 $569,900 72
Winter Springs Deer Run 5 $340,580 71
Winter Springs Deersong 1 $279,990 261
Winter Springs Deersong 2 4 $273,723 105
Winter Springs Dougs 1 $850,000 37
Winter Springs Dunmar Estates 1 $3,799,000 1
Winter Springs Eagles Landing 1 $500,000 8
Winter Springs Eagles Watch 1 $504,000 94
Winter Springs Fairway Oaks 1 $499,999 60
Winter Springs Fox Glen At Chelsea Parc Tuscawilla 1 $449,900 7
Winter Springs Foxmoor 1 $228,800 40
Winter Springs Foxmoor East 1 $110,000 109
Winter Springs Georgetowne 2 $417,450 124
Winter Springs Glen Eagle 1 $899,900 80
Winter Springs Greenbriar 3 $478,000 101
Winter Springs Greenspointe 1 $374,900 186
Winter Springs Harbor Winds 2 $343,750 74
Winter Springs Heritage Commons 1 $275,000 81
Winter Springs Heritage Park 1 $294,000 16
Winter Springs Heritage Park Twnhms 3 $306,666 88
Winter Springs Hickory Grove 5 $425,790 99
Winter Springs Hickory Grove Twnhms 2 $425,000 26
Winter Springs Highland Lake 1 $499,900 24
Winter Springs Highland Patio Homes Amended Plat 1 $313,700 86
Winter Springs Highland Village 1 1 $329,900 54
Winter Springs Highland Village 2 2 $374,500 56
Winter Springs Highlands 7 $447,671 52
Winter Springs Highlands Glen 1 $295,000 40
Winter Springs Indian Ridge 1 $185,000 38
Winter Springs Jesups Landing 3 $399,600 30
Winter Springs Jesups Reserve Twnhms Rep 6 $362,450 55
Winter Springs Jesups Reserves Replat 1 $356,000 115
Winter Springs Lake Jessup 1 $3,998,000 444
Winter Springs Lake Tuskawilla 1 $819,000 68
Winter Springs Mount Greenwood 7 $260,686 78
Winter Springs None 1 $5,000 9
Winter Springs North Orlando 3 $312,333 100
Winter Springs North Orlando 1st 1 $215,900 24
Winter Springs North Orlando 2nd 1 $314,900 48
Winter Springs North Orlando Ranches 5 $557,100 148
Winter Springs North Orlando Terrace 4 $361,500 251
Winter Springs North Orlando Townsite Fourth 1 $359,900 52
Winter Springs Oak Forest 7 $514,686 64
Winter Springs Oak Hill Estates 1 $770,000 91
Winter Springs Parkstone 4 $579,400 75
Winter Springs Reserve At Tuscawilla 2 $1,110,000 29
Winter Springs Seasons The 3 $313,467 142
Winter Springs Seminole Crossing Townhomes 1 $475,000 17
Winter Springs Seminole Crossing Twnhms 2 $477,000 88
Winter Springs Seven Oaks 1 $545,000 24
Winter Springs Seville Chase 5 $744,740 51
Winter Springs Sheoah 1 $179,500 55
Winter Springs Stone Gable 2 $477,900 155
Winter Springs Sunrise 5 $464,400 32
Winter Springs Sunrise Estates 3 $522,633 52
Winter Springs Sunrise Village 3 $381,000 53
Winter Springs Talis Crossing 1 $2,625,000 114
Winter Springs Talmo 2 $724,900 131
Winter Springs The Highlands 1 $475,000 51
Winter Springs The Landings At Parkstone 1 $435,000 41
Winter Springs The Oaks 1 $489,000 129
Winter Springs The Seasons 1 $349,900 37
Winter Springs Tusca Oaks 2 $475,000 55
Winter Springs Tuscany Place 7 $272,086 152
Winter Springs Tuscawilla 7 $829,414 64
Winter Springs Tuscawilla Parcel 90 1 $750,000 16
Winter Springs Tuskabay 4 $726,225 59
Winter Springs Tuskawilla Crossings 1 $649,900 10
Winter Springs Tuskawilla Crossings 34's 1 $543,888 228
Winter Springs Tuskawilla Crossings 50's 1 $679,900 44
Winter Springs Walden Terrace 1 $399,000 20
Winter Springs Watts Farms 1 $838,500 285
Winter Springs Wedgewood 1 $369,000 39
Winter Springs Wedgewood Tennis Villas 5 $401,980 146
Winter Springs Wicklow Greens At Tuscawilla 1 $1,250,000 74
Winter Springs Wildwood 5 $292,880 56
Winter Springs Williamson Heights 1 $285,000 26
Winter Springs Willow Run 3 $579,000 32
Winter Springs Winding Hollow 3 $599,000 37
Winter Springs Winter Spgs 10 $665,200 40
Winter Springs Winter Spgs Village 2 $447,450 36
Winter Springs Winter Springs 1 $625,000 45
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 06/28/2026. The listing information on this page last changed on 06/28/2026. 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 Sun 06/28/2026 12:00:49 AM EST) or GAMLS (last updated Sat 06/27/2026 11:15:10 PM EST) or Stellar MLS (last updated Sat 06/27/2026 11:45:50 PM EST) or SPC MLS (last updated Sat 06/27/2026 11:21:03 PM EST) or Martin MLS (last updated Sat 06/27/2026 11:38:16 PM EST) or Indian River MLS (last updated Sat 06/27/2026 11:30:14 PM EST) or Daytona MLS (last updated Sat 06/27/2026 11:36:48 PM EST) or Northeast Florida MLS (last updated Sat 06/27/2026 11:58:54 PM EST) or Beaches MLS (last updated Sat 06/27/2026 11:50:30 PM EST) or BORMLS (last updated Sat 06/27/2026 11:15:38 PM EST) or Amelia/Nassau MLS (last updated Sat 06/27/2026 11:25:13 PM EST) or Dixie Gilchrist Levy MLS (last updated Sat 06/27/2026 11:42:19 PM EST) or NFLMLS (last updated Sat 06/27/2026 9:04:15 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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