Midsummer Dr, Windermere, FL Property Records

Orange County property records for 35 addresses on Midsummer Dr, Windermere, FL · Last verified July 2026

Midsummer Dr Highlights

Properties 35
Median Sale Price $2,125,000
Deeds and Mortgages on File 49
Median Price per Sqft $535
Owner Occupied 71%
Median Annual Tax Bill $13,034
Median Year Built 1979
Median Ownership Tenure 10 years

Properties on Midsummer Dr

Owner names and prior sale amounts shown locked below are available instantly with a free trial.

2600 Midsummer Dr

6 bd · 6.5 ba · 7,117 sqft · 1.64 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$555,000Nov 1999 $53,2242025 Amount on Record Apr 1996 2 Names on Record Owner Occupied AssessorUpdated May 2026

2601 Midsummer Dr

4 bd · 2 ba · 2,206 sqft · 1.22 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$517,000Aug 2018 $8,6922025 Amount on Record Jan 1996 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

2608 Midsummer Dr

14 bd · 19 ba · 21,175 sqft · 2.48 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$2,100,000May 2021 $21,1782025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

2616 Midsummer Dr

4 bd · 3 ba · 5,354 sqft · 2.12 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$720,000Feb 2003 $17,2302025 Amount on Record Mar 1997 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2624 Midsummer Dr

4 bd · 2 ba · 4,667 sqft · 2.2 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$2,500,000Sep 2025 $11,6952025 1 Name on Record AssessorUpdated Jun 2026

2690 Midsummer Dr

2.44 acres

Last Sale Tax Bill Prior Sale Owner Records
$19,6672025 2 Names on Record AssessorUpdated May 2026

2700 Midsummer Dr

8 bd · 11.25 ba · 12,212 sqft · 2.28 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$11,000Oct 2011 $39,0892025 Amount on Record Aug 2010 2 Names on Record Owner Occupied AssessorUpdated May 2026

2701 Midsummer Dr

4 bd · 2 ba · 2,208 sqft · 1.28 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$391,500Apr 2017 $5,1632025 Amount on Record Aug 2016 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

2709 Midsummer Dr

5 bd · 3.5 ba · 3,358 sqft · 1.07 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$415,300Nov 2003 $6,4262025 Amount on Record Mar 2002 2 Names on Record Owner Occupied AssessorUpdated May 2026

2710 Midsummer Dr

4 bd · 4 ba · 4,139 sqft · 2.63 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$11,2822025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2719 Midsummer Dr

3 bd · 2.5 ba · 2,824 sqft · 1 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$500,000Jan 2020 $6,4682025 Amount on Record May 2012 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated May 2026

2720 Midsummer Dr

3 bd · 5.5 ba · 7,236 sqft · 2.74 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,395,000Aug 2018 $52,6172025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

2729 Midsummer Dr

3 bd · 3 ba · 2,944 sqft · 1.03 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$542,500Mar 2019 $13,0342025 Amount on Record Mar 2005 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

2730 Midsummer Dr

4 bd · 3.5 ba · 3,171 sqft · 2.78 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$2,200,000Feb 2023 $25,9612025 Amount on Record May 2022 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

2739 Midsummer Dr

4 bd · 2.5 ba · 3,050 sqft · 1.21 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$484,000Jun 2015 $7,4712025 Amount on Record Dec 2003 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

2740 Midsummer Dr

4 bd · 4.5 ba · 5,661 sqft · 2.63 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$203,000Dec 2019 $49,9482025 Amount on Record Nov 2018 2 Names on Record Assessor + 3 DocumentsUpdated May 2026

2803 Midsummer Dr

3 bd · 2 ba · 2,924 sqft · 1.06 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$510,000Aug 2018 $8,5622025 Amount on Record Dec 2011 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2804 Midsummer Dr

4 bd · 2.5 ba · 2,829 sqft · 2.46 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$2,125,000Feb 2024 $28,8762025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2813 Midsummer Dr

4 bd · 2 ba · 3,478 sqft · 1.09 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$480,000Jul 2012 $8,0182025 Amount on Record Jul 2004 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

2814 Midsummer Dr

4 bd · 3 ba · 2,582 sqft · 2.39 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$8,9932025 2 Names on Record Assessor + 1 DocumentUpdated May 2026

2823 Midsummer Dr

4 bd · 4 ba · 3,506 sqft · 1.12 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$452,500Oct 2015 $11,2462025 Amount on Record Sep 2014 2 Names on Record Owner Occupied AssessorUpdated May 2026

2824 Midsummer Dr

4 bd · 2.5 ba · 2,639 sqft · 2.4 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$975,000Jul 2003 $27,9912025 Amount on Record May 1996 2 Names on Record AssessorUpdated May 2026

2833 Midsummer Dr

8 bd · 7.25 ba · 6,680 sqft · 1.14 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$384,000Dec 2016 $11,4382025 Amount on Record Nov 2016 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

2834 Midsummer Dr

8 bd · 11.25 ba · 9,723 sqft · 2.43 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$775,000May 2011 $37,8892025 Amount on Record Dec 1993 2 Names on Record Owner Occupied AssessorUpdated May 2026

2843 Midsummer Dr

3 bd · 2 ba · 1,878 sqft · 1.03 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$3,8852025 1 Name on Record Owner Occupied AssessorUpdated May 2026

2844 Midsummer Dr

4 bd · 3.5 ba · 3,215 sqft · 2.66 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,475,000Mar 2018 $28,7042025 1 Name on Record Assessor + 3 DocumentsUpdated Jul 2026

2905 Midsummer Dr

2 bd · 3 ba · 3,443 sqft · 1.02 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
—Feb 2012 $13,5362025 Amount on Record Aug 2011 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2906 Midsummer Dr

6 bd · 4.5 ba · 5,877 sqft · 2.74 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$595,000Oct 1999 $26,7582025 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

2915 Midsummer Dr

4 bd · 2.5 ba · 2,584 sqft · 1 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$66,061Sep 2004 $6,2452025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2916 Midsummer Dr

3 bd · 2.5 ba · 3,057 sqft · 2.75 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$612,000Apr 1999 $17,1962025 2 Names on Record Assessor + 1 DocumentUpdated May 2026

2925 Midsummer Dr

4 bd · 4 ba · 4,058 sqft · 1 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$8,1082025 2 Names on Record AssessorUpdated May 2026

2926 Midsummer Dr

6 bd · 6 ba · 6,191 sqft · 2.7 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,950,000Apr 2016 $32,1742025 Amount on Record Jul 2014 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2935 Midsummer Dr

3 bd · 2 ba · 2,413 sqft · 0.995 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$525,000Apr 2013 $8,0762025 Amount on Record Aug 1999 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated May 2026

2936 Midsummer Dr

4 bd · 4 ba · 5,976 sqft · 2.69 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$3,412,345May 2023 $65,6432025 Amount on Record Apr 2019 2 Names on Record Assessor + 6 DocumentsUpdated May 2026
Last Sale Tax Bill Prior Sale Owner Records
$1,030,000Apr 2025 $3,2772025 Amount on Record Jan 2006 2 Names on Record Assessor + 1 DocumentUpdated Jul 2026

Wildfire Risk on Midsummer Dr

Source: USDA Forest Service Wildfire Risk to Communities · 2nd edition (2024), fuels as of 2020

Wildfire RiskLow
this street's cells rank at the 11th percentile of exposed land nationally · 5th in Florida
Wildfire LikelihoodLow — about 1 in 4,878 per year
ExposureDirect
4 of 6 cells directly exposed · 6 adjoin burnable vegetation

Property Records in Nearby Streets