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Andrenia Green
Broker Associate
REALTOR®, LeadingRE Marketing Specialist, LeadingRE Relocation Specialist, LeadingRE Sales Specialist, 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 27
Winter Springs Amherst 1 $480,000 120
Winter Springs Avery Park 2 $632,500 23
Winter Springs Barclay Reserve Twnhms 2 $334,950 39
Winter Springs Bay Tree 1 $179,900 55
Winter Springs Baytree Village 4 $159,750 100
Winter Springs Bentley Club At Bentley Green 1 $699,000 21
Winter Springs Casa Park Villas 4 $236,200 69
Winter Springs Casselberry Commerce Village A Condo 1 $139,500 102
Winter Springs Chestnut Estates 1 $665,000 71
Winter Springs Country Club Village 4 $441,169 160
Winter Springs Cypress Club 2 $233,250 254
Winter Springs Deer Run 3 $493,000 84
Winter Springs Deersong 2 2 $258,500 187
Winter Springs Eagles Watch 3 $477,000 91
Winter Springs Fox Glen At Chelsea Parc Tuscawilla 2 $457,950 27
Winter Springs Foxmoor 4 $378,250 37
Winter Springs Foxmoor East 1 $110,000 205
Winter Springs Georgetowne 3 $448,000 128
Winter Springs Glen Eagle 1 $995,000 2
Winter Springs Greenbriar 2 $394,950 55
Winter Springs Greens At Tuscawilla 1 $489,900 70
Winter Springs Greenspointe 4 $394,850 36
Winter Springs Harbor Winds 2 $332,000 50
Winter Springs Heritage Commons 3 $275,567 101
Winter Springs Heritage Park Twnhms 2 $284,950 62
Winter Springs Hickory Grove 6 $420,490 84
Winter Springs Hickory Grove Twnhms 2 $452,000 27
Winter Springs Highland Patio Homes Amended Plat 1 $301,000 182
Winter Springs Highland Village 1 2 $337,450 108
Winter Springs Highlands 2 $361,500 95
Winter Springs Hollowbrook 1 $525,000 1
Winter Springs Huntridge 2 $727,450 51
Winter Springs Indian Ridge 2 $161,950 91
Winter Springs Jesups Landing 5 $385,580 82
Winter Springs Jesups Reserve Twnhms Rep 3 $360,833 80
Winter Springs Lake Jessup 1 $3,700,000 540
Winter Springs Moss Cove 2 $208,500 14
Winter Springs Moss Place 1 $220,000 9
Winter Springs Mount Greenwood 4 $232,250 102
Winter Springs North Orlando 2 $532,000 127
Winter Springs North Orlando 2nd 1 $365,500 93
Winter Springs North Orlando Ranches 6 $413,550 81
Winter Springs North Orlando Terrace 4 $340,225 323
Winter Springs Northern Oaks 1 $775,000 9
Winter Springs Not On The List 2 $289,400 33
Winter Springs Oak Forest 12 $464,325 47
Winter Springs Parkstone 6 $549,183 83
Winter Springs Seasons The 5 $288,580 70
Winter Springs Seminole Crossing Townhomes 1 $549,000 22
Winter Springs Seminole Crossing Twnhms 1 $455,000 169
Winter Springs Seven Oaks 1 $525,000 120
Winter Springs Seville Chase 1 $647,500 164
Winter Springs Sheoah 2 $166,889 87
Winter Springs Stone Gable 1 $449,000 394
Winter Springs Sunrise 2 $466,950 79
Winter Springs Sunrise Estates 3 $421,567 72
Winter Springs Sunrise Village 1 $359,900 57
Winter Springs Talis Crossing 1 $2,500,000 2
Winter Springs Talmo 1 $399,000 248
Winter Springs The Highlands 1 $475,000 147
Winter Springs The Seasons 1 $349,900 133
Winter Springs Tusca Oaks 2 $467,450 86
Winter Springs Tuscany Place 3 $263,967 167
Winter Springs Tuscawilla 4 $778,725 78
Winter Springs Tuscawilla Braewick At 1 $344,900 31
Winter Springs Tuskabay 2 $650,000 28
Winter Springs Tuskawilla Crossings 34's 1 $524,800 324
Winter Springs Tuskawilla Point 1 $574,900 0
Winter Springs Wedgewood 1 $419,900 4
Winter Springs Wedgewood Tennis Villas 3 $374,967 42
Winter Springs Wildwood 5 $291,160 16
Winter Springs Winding Hollow 1 $785,000 17
Winter Springs Winter Spgs 4 $698,125 81
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 10/02/2026. The listing information on this page last changed on 10/02/2026. 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 10/02/2026 12:13:11 AM EST) or GAMLS (last updated Thu 10/01/2026 11:15:11 PM EST) or Stellar MLS (last updated Thu 10/01/2026 11:55:24 PM EST) or SPC MLS (last updated Thu 10/01/2026 11:20:28 PM EST) or Martin MLS (last updated Thu 10/01/2026 11:38:16 PM EST) or Indian River MLS (last updated Thu 10/01/2026 11:30:07 PM EST) or Daytona MLS (last updated Thu 10/01/2026 11:36:44 PM EST) or Northeast Florida MLS (last updated Fri 10/02/2026 12:08:55 AM EST) or Beaches MLS (last updated Fri 10/02/2026 12:07:33 AM EST) or BORMLS (last updated Thu 10/01/2026 11:16:31 PM EST) or Scout MLS (Golden Isles) (last updated Thu 10/01/2026 7:06:11 AM EST) or Amelia/Nassau MLS (last updated Thu 10/01/2026 11:25:14 PM EST) or Dixie Gilchrist Levy MLS (last updated Thu 10/01/2026 11:42:19 PM EST) or NFLMLS (last updated Thu 10/01/2026 9:05:55 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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