Shadowland Loop, Winter Park, FL Property Records

Seminole County property records for 55 addresses on Shadowland Loop, Winter Park, FL · Last verified August 2026

Shadowland Loop Highlights

Properties 55
Median Sale Price $387,190
Deeds and Mortgages on File 85
Median Price per Sqft $182
Owner Occupied 73%
Median Annual Tax Bill $5,005
Median Year Built 2020
Median Ownership Tenure 5 years

Properties on Shadowland Loop

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

2220 Shadowland Loop

3 bd · 3 ba · 2,308 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$410,500Dec 2021 $3062024 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

2221 Shadowland Loop

3 bd · 3 ba · 2,312 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$392,000Jul 2021 $5,5682025 Amount on Record Oct 2019 1 Name on Record Assessor + 3 DocumentsUpdated Dec 2025

2224 Shadowland Loop

3 bd · 3 ba · 2,308 sqft · 0.055 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$426,000Jun 2026 $5,9352025 Amount on Record Dec 2021 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

2225 Shadowland Loop

3 bd · 3 ba · 1,964 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$5,0052025 2 Names on Record Assessor + 1 DocumentUpdated Dec 2025

2228 Shadowland Loop

3 bd · 3 ba · 1,755 sqft · 0.055 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$402,800Mar 2022 $5,0662025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Apr 2026

2229 Shadowland Loop

3 bd · 3 ba · 1,964 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$307,500Jan 2020 $4,4462025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

2232 Shadowland Loop

3 bd · 3 ba · 1,755 sqft · 0.055 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$385,000Apr 2026 $5,0662025 Amount on Record Dec 2021 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated May 2026

2233 Shadowland Loop

3 bd · 3 ba · 2,312 sqft · 0.078 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$337,700Dec 2019 $4,2342025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

2236 Shadowland Loop

3 bd · 3 ba · 2,308 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$444,800Feb 2022 $5,0482025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jan 2026

2237 Shadowland Loop

3 bd · 3 ba · 2,312 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$336,600Dec 2020 $4,9442025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

2240 Shadowland Loop

3 bd · 3 ba · 2,076 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$413,800Dec 2021 $5,3152025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

2241 Shadowland Loop

3 bd · 3 ba · 1,964 sqft · 0.055 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$402,000Jan 2022 $5,3502025 Amount on Record Sep 2020 1 Name on Record Assessor + 2 DocumentsUpdated Apr 2026

2244 Shadowland Loop

3 bd · 3 ba · 2,076 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$399,800Jul 2021 $5,3462025 3 Names on Record Assessor + 2 DocumentsUpdated Dec 2025

2245 Shadowland Loop

3 bd · 3 ba · 1,964 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$323,800Nov 2020 $5,0242025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

2248 Shadowland Loop

3 bd · 3 ba · 2,308 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$421,600Oct 2021 $4,7372025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

2249 Shadowland Loop

3 bd · 3 ba · 2,312 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$349,100Aug 2020 $5,5912025 1 Name on Record Assessor + 1 DocumentUpdated Dec 2025

2252 Shadowland Loop

3 bd · 3 ba · 1,755 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$390,300Oct 2021 $4,1842025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

2256 Shadowland Loop

3 bd · 3 ba · 1,755 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$391,700Sep 2021 $4,7422025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

2260 Shadowland Loop

3 bd · 3 ba · 2,308 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$470,000Jul 2024 $5,6062025 Amount on Record Jul 2021 2 Names on Record Assessor + 4 DocumentsUpdated Dec 2025

2264 Shadowland Loop

3 bd · 3 ba · 2,076 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$392,500Jun 2021 $4,7562025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025
Last Sale Tax Bill Prior Sale Owner Records
1 Name on Record AssessorUpdated May 2026

2297 Shadowland Loop

3 bd · 3 ba · 2,312 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$372,700Jul 2021 $4,9662025 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Dec 2025

2301 Shadowland Loop

3 bd · 3 ba · 1,964 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$403,800Oct 2021 $5,0442025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

2305 Shadowland Loop

3 bd · 3 ba · 1,964 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$373,500Jul 2021 $5,0442025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

2309 Shadowland Loop

3 bd · 3 ba · 2,312 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$404,400Jun 2021 $5,0542025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

2313 Shadowland Loop

3 bd · 3 ba · 2,076 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$371,800May 2021 $4,7562025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

2317 Shadowland Loop

3 bd · 3 ba · 2,308 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$364,400Apr 2021 $5,0482025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

2321 Shadowland Loop

3 bd · 3 ba · 1,755 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$455,000Jun 2023 $4,7422025 Amount on Record Apr 2021 2 Names on Record Assessor + 3 DocumentsUpdated Dec 2025

2325 Shadowland Loop

3 bd · 3 ba · 1,755 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$385,500Nov 2021 $4,1842025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

2329 Shadowland Loop

3 bd · 3 ba · 2,308 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$376,000May 2021 $5,6062025 3 Names on Record Assessor + 2 DocumentsUpdated Dec 2025

2333 Shadowland Loop

3 bd · 3 ba · 2,076 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$364,800Apr 2021 $4,7562025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

2336 Shadowland Loop

3 bd · 3 ba · 2,076 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$439,000Jan 2022 $5,2942025 Amount on Record Dec 2020 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Dec 2025

2337 Shadowland Loop

3 bd · 3 ba · 2,076 sqft · 0.078 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$330,500Sep 2020 $4,1452025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

2340 Shadowland Loop

3 bd · 3 ba · 2,308 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$397,600Jun 2021 $5,5842025 2 Names on Record Assessor + 1 DocumentUpdated Dec 2025

2341 Shadowland Loop

3 bd · 3 ba · 2,308 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$323,900Sep 2020 $5,5842025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Dec 2025

2344 Shadowland Loop

3 bd · 3 ba · 1,755 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$314,860Dec 2020 $3,4932025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

2345 Shadowland Loop

3 bd · 3 ba · 1,755 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$375,000Jul 2021 $4,7242025 Amount on Record Sep 2020 1 Name on Record Assessor + 2 DocumentsUpdated Dec 2025

2348 Shadowland Loop

3 bd · 3 ba · 1,755 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$387,190Sep 2021 $2,8282025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

2349 Shadowland Loop

3 bd · 3 ba · 1,755 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$301,600Sep 2020 $4,7242025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

2352 Shadowland Loop

3 bd · 3 ba · 2,308 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$366,700Mar 2021 $5,5842025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

2353 Shadowland Loop

3 bd · 3 ba · 2,308 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$343,000Mar 2021 $5,5842025 2 Names on Record Assessor + 2 DocumentsUpdated Dec 2025

2356 Shadowland Loop

3 bd · 3 ba · 2,076 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$347,250Dec 2020 $3,9662025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Dec 2025

2357 Shadowland Loop

3 bd · 3 ba · 2,076 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$329,800Oct 2020 $3,9662025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

2360 Shadowland Loop

3 bd · 3 ba · 2,076 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$447,000Apr 2022 $5,3252025 —Apr 2020 2 Names on Record Assessor + 3 DocumentsUpdated Dec 2025

2361 Shadowland Loop

3 bd · 3 ba · 2,076 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$333,200Nov 2019 $5,2732025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

2364 Shadowland Loop

3 bd · 3 ba · 2,308 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$319,000Apr 2020 $4,2072025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

2365 Shadowland Loop

3 bd · 3 ba · 2,308 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$316,600Nov 2019 $4,0532025 3 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Dec 2025

2368 Shadowland Loop

3 bd · 3 ba · 1,755 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$309,000Apr 2020 $2,8252025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

2369 Shadowland Loop

3 bd · 3 ba · 1,755 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$387,500Jan 2022 $4,1482025 Amount on Record Dec 2019 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Dec 2025

2372 Shadowland Loop

3 bd · 3 ba · 1,755 sqft · 0.055 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$435,000Sep 2022 $5,0482025 Amount on Record Jul 2020 2 Names on Record Assessor + 2 DocumentsUpdated May 2026

2373 Shadowland Loop

3 bd · 3 ba · 1,755 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$7,143Nov 2019 $3,3632025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

2376 Shadowland Loop

3 bd · 3 ba · 2,308 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$440,000Apr 2023 $5,5842025 Amount on Record Apr 2020 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Dec 2025

2377 Shadowland Loop

3 bd · 3 ba · 2,308 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$324,800Dec 2019 $4,1892025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Dec 2025

2380 Shadowland Loop

3 bd · 3 ba · 2,076 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$445,000Dec 2025 $3,9662025 Amount on Record Apr 2020 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jan 2026

2381 Shadowland Loop

3 bd · 3 ba · 2,076 sqft · Garage

Last Sale Tax Bill Prior Sale Owner Records
$321,500Nov 2019 $5,3042025 2 Names on Record Assessor + 2 DocumentsUpdated Dec 2025

Wildfire Risk on Shadowland Loop

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

Wildfire RiskNot rated
no burnable land in reach
Wildfire LikelihoodNegligible
ExposureNone
beyond ember reach

Property Records in Nearby Streets