Summerport Beautiful sought after community located a short way from historic Winter Garden with plenty of amenities to enjoy Featured Listings in Summerport New Listing - 5 days on site1 / 46$785,0003BEDS3TOTAL BATHS2,379SQFT5018 RIVER GEM AVENUE WINDERMERE, FL 34786Single Family Residence For Sale- ActiveWelcome to 5018 River Gem Avenue, an exceptional one-story pool estate with serene pond views in the prestigious Summerport community of Windermere, perfectly positioned for luxury living, convenience, and resort-style enjoyment — only 20 minutes froNew Listing - a week on site1 / 42$599,0004BEDS3TOTAL BATHS2,246SQFT5463 GEMGOLD COURT WINDERMERE, FL 34786Single Family Residence For Sale- PendingUnder contract-accepting backup offers. Welcome home to this beautiful residence situated on a quiet cul-de-sac along a tree-lined street in the highly desirable Windermere community of Summerport. Perfectly positioned within the neighborhood, this b1 / 40$625,0004BEDS3TOTAL BATHS2,406SQFT4533 RIVER GEM AVENUE WINDERMERE, FL 34786Single Family Residence For Sale- ActiveBACK ON THE MARKET! NEW Roof being installed, expected by end of January 2026! Charming SUMMERPORT home in desirable Windermere! You'll love this lovely 1-story on an oversized corner lot, with 4 bedrooms, 3 full baths, 3-way open & split plan, with 1 / 56$815,0005BEDS3TOTAL BATHS3,211SQFT4415 BLUE MAJOR DRIVE WINDERMERE, FL 34786Single Family Residence For Sale- ActiveThis beautiful MOVE-IN-READY two-story home is located in the highly desired community of Summerport in Windermere! The Wow factor begins the moment the front door opens to a towering cathedral ceiling making for a dramatic and elegant entry into thePrice Change - 2 weeks ago1 / 51$840,6465BEDS5TOTAL BATHS3,849SQFT4926 INDIAN DEER ROAD WINDERMERE, FL 34786Single Family Residence For Sale- ActiveWOW! Check out this stunningly renovated Summerport multi-generational home! This expansive residence features 4 spacious bedrooms and 3 baths, PLUS a private multigenerational suite on the first floor complete with its own bedroom, full bath, and si1 / 20$377,9003BEDS3TOTAL BATHS1,462SQFT5235 KEENES PHEASANT DRIVE WINDERMERE, FL 34786Townhouse For Sale- PendingUnder contract-accepting backup offers. Charming 3-Bedroom Townhome in a Prime Location! Welcome home to this beautifully maintained 3-bedroom, 2.5-bath townhome offering 1,462 sq. ft. of comfortable living space. The spacious open-concept floor pla