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Southwest Orange | Real Estate

    By
  • Michael Eng
  • June 4, 2026
Keene’s Pointe mansion tops Windermere home sales from May 25 to 31

The home at 6137 Grosvenor Shore Drive, Windermere, sold May 28, for $7,650,000.

  • Southwest Orange
  • Real Estate
    By
  • Michael Eng
  • June 2, 2026
Overlook 2 at Hamlin estate tops Horizon West home sales from May 25 to 31

The home at 5340 Bowman Drive, Winter Garden, sold May 29, for $2,050,000.

  • Southwest Orange
  • Real Estate
    By
  • Michael Eng
  • June 1, 2026
Bay Hill estate tops Dr. Phillips home sales from May 25 to 31

The home at 9111 Mid Pines Court, Orlando, sold May 29, for $2,275,000.

  • Southwest Orange
  • Real Estate
    By
  • Michael Eng
  • May 28, 2026
Keene’s Pointe estate home tops Windermere home sales from May 18 to 24

The home at 11952 Camden Park Drive, Windermere, sold May 20, for $1,550,000.

  • Southwest Orange
  • Real Estate
    By
  • Michael Eng
  • May 26, 2026
Lake Cawood Estates home tops Horizon West home sales from May 18 to 24

The home at 13734 Lake Cawood Drive, Windermere, sold May 22, for $1,210,000.

  • Southwest Orange
  • Real Estate
    By
  • Michael Eng
  • May 26, 2026
Parkside estate tops Dr. Phillips home sales from May 18 to 24

The home at 8143 Chilton Drive, Orlando, sold May 22, for $1,270,000.

  • Southwest Orange
  • Real Estate
    By
  • Michael Eng
  • May 21, 2026
Isleworth mansion tops Windermere-area home sales from May 11 to 17

The home at 5525 Isleworth Country Club Drive, Windermere, sold May 15, for $11,500,000.

  • Southwest Orange
  • Real Estate
    By
  • Michael Eng
  • May 19, 2026
Enclave estate tops Horizon West home sales from May 11 to 17

The home at 11658 Hampstead St., Windermere, sold May 12, for $1,250,000.

  • Southwest Orange
  • Real Estate
    By
  • Michael Eng
  • May 19, 2026
Enclave estate tops Horizon West home sales from May 11 to 17

The home at 11658 Hampstead St., Windermere, sold May 12, for $1,250,000.

  • Southwest Orange
  • Real Estate
    By
  • Liz Ramos
  • May 18, 2026
Ruby Lake estate topped all Dr. Phillips home sales from May 11 to 17

The home at 10824 Lemon Lake Blvd., Orlando, sold May 14, for $1,175,000.

  • Southwest Orange
  • Real Estate
    By
  • Michael Eng
  • May 14, 2026
Rosser Reserve estate tops Windermere home sales from May 4 to 10

The home at 1002 Down Reserve Court, Windermere, sold May 6, for $6,000,000.

  • Southwest Orange
  • Real Estate
    By
  • Michael Eng
  • May 12, 2026
Enclave estate tops Horizon West home sales from May 4 to 10

The home at 17521 Black Rail St., Windermere, sold May 7, for $1,400,000.

  • Southwest Orange
  • Real Estate
    By
  • Michael Eng
  • May 11, 2026
Golden Oak mansion sells for $9.25 million

A Golden Oak mansion topped all Southwest Orange residential real-estate transactions from May 4 to 10.

  • Southwest Orange
  • Real Estate
    By
  • Michael Eng
  • May 7, 2026
Town of Windermere home sells for $2,171,470

t was the largest transaction in Windermere from April 27 to May 3.

  • Southwest Orange
  • Real Estate
    By
  • Michael Eng
  • May 5, 2026
Sawyer Sound estate tops Horizon West-area home sales from April 27 to May 3

The home at 5024 Sawyer Cove, Windermere, sold April 30, for $3,100,000.

  • Southwest Orange
  • Real Estate
« 1 2 3 4 5 6 »

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