Windermere, FL · October 2026

Windermere market snapshot

Distressed inventory, home values and rents in Windermere, refreshed every month.

See all 295 listings
Distressed homes
295
Median home value
$727,589
Median rent
$2,390/mo
12-month value change
+2.3%

Home values over the past year

The median Windermere home moved from $711,183 in Oct 2025 to $727,589 in Oct 2026, +2.3%.

$732,459 $708,958
Oct 2025 Jan Apr Jul Oct 2026

Median rent

$2,390/mo

Price range

Sample homes across the Windermere market.

Entry
$334,051
Typical
$727,124
Upper end
$3,167,413

This month

Home values: -0.59% MoM; rent: +0.00% MoM.

  1. Oct 2025 $711,183
  2. Nov 2025 $708,958
  3. Dec 2025 $710,921
  4. Jan 2026 $713,925
  5. Feb 2026 $713,531
  6. Mar 2026 $719,057
  7. Apr 2026 $725,594
  8. May 2026 $726,898
  9. Jun 2026 $730,600
  10. Jul 2026 $728,003
  11. Aug 2026 $732,459
  12. Sep 2026 $731,934
  13. Oct 2026 $727,589

What's for sale

Active distressed listings in Windermere, by type.

Distressed listings in Windermere

A selection of what's on the market now. Inventory changes daily.

Lake Whitney Dr, Windermere Foreclosure 1 $1,900,000 Lake Whitney Dr Windermere, FL 34786 Single-Family 4 5 Est. rent $5,000 Built 2005
Lake Crescent Ct, Windermere Foreclosure 19 $713,840 Lake Crescent Ct Windermere, FL 34786 Single-Family 4 2 2987 Built 1989
Remsen Cay Ln, Windermere Preforeclosure $505,565EMV Remsen Cay Ln Windermere, FL 34786 Single-Family 3 2.5 2484 Est. rent $2,170
Isleworth Country Club Dr, Windermere Preforeclosure $4,196,086EMV Isleworth Country Club Dr Windermere, FL 34786 Single-Family 3 4.5 5626 Est. rent $4,140
Whitney Isles Dr, Windermere Preforeclosure $637,477EMV Whitney Isles Dr Windermere, FL 34786 Single-Family 4 3.0 2690 Est. rent $2,570
Bosworth Ave, Windermere Preforeclosure 5 $492,403EMV Bosworth Ave Windermere, FL 34786 Single-Family 3 2.5 1681 Est. rent $1,740 Built 2012
Red Cardinal Ct, Windermere Preforeclosure $505,843EMV Red Cardinal Ct Windermere, FL 34786 Single-Family 3 2 2847 Est. rent $2,070 Built 2006
Bonica Way, Windermere Preforeclosure $1,218,038EMV Bonica Way Windermere, FL 34786 Single-Family 4 5.0 4247 Est. rent $4,330
Waterstone Loop Dr, Windermere Preforeclosure $1,460,303EMV Waterstone Loop Dr Windermere, FL 34786 Townhouse 3 2.5 2241 Est. rent $3,750 Built 2016
Isleworth Country Club Dr, Windermere Preforeclosure $3,029,738EMV Isleworth Country Club Dr Windermere, FL 34786 Single-Family 5 5.5 9041 Est. rent $6,030 Built 1997
Gorgona Isle Dr, Windermere Preforeclosure Price coming soon Gorgona Isle Dr Windermere, FL 34786 Single-Family 5 4.5 5557 Built 2018
Village Lake Rd, Windermere Preforeclosure $417,628EMV Village Lake Rd Windermere, FL 34786 Townhouse 4 3.5 2626 Est. rent $2,040 Built 2013
See all 295 listings in Windermere

Schools nearby

Close to homes for sale in Windermere.

  • Windermere Elementary School
  • Lake Whitney Elementary School
  • Sunset Park Elementary School
  • Bridgewater Middle School
  • Gotha Middle School

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Home values and rents are city-wide medians as of October 2026. Listing counts are live and cover active foreclosure, preforeclosure, auction and other distressed properties in Windermere, FL.

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