Prairie School Dr, Winter Garden, FL Property Records

Orange County property records for 85 addresses on Prairie School Dr, Winter Garden, FL · Last verified October 2026

Prairie School Dr Highlights

Properties 85
Median Sale Price $370,314
Deeds and Mortgages on File 134
Median Price per Sqft $228
Owner Occupied 71%
Median Annual Tax Bill $6,401
Median Year Built 2021
Median Ownership Tenure 5 years

Properties on Prairie School Dr

Address Details Last Sale Tax Bill Records Owner

16203 Prairie School Dr

3 bd · 2.5 ba · 1,706 sqft built 2020 · 0.082 acres $370,214 Dec 2020 $6,333 2025 Assessor + 1 Document Updated Jun 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

16209 Prairie School Dr

3 bd · 2.5 ba · 1,505 sqft built 2020 · 0.059 acres $399,000 May 2026 $5,580 2025 Assessor + 1 Document Updated Jun 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

16217 Prairie School Dr

3 bd · 2.5 ba · 1,662 sqft built 2020 · 0.059 acres $400,000 Jul 2026 $6,897 2025 Assessor + 3 Documents Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

16221 Prairie School Dr

3 bd · 2.5 ba · 1,662 sqft built 2020 · 0.059 acres $327,879 Dec 2020 $5,595 2025 Assessor + 2 Documents Updated May 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

16227 Prairie School Dr

3 bd · 2.5 ba · 1,505 sqft built 2020 · 0.059 acres $1,400 Mar 2025 $6,879 2025 Assessor + 1 Document Updated Aug 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

16233 Prairie School Dr

4 bd · 3 ba · 1,917 sqft built 2020 · 0.122 acres $362,372 Dec 2020 $6,186 2025 Assessor + 3 Documents Updated Aug 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

16239 Prairie School Dr

3 bd · 2.5 ba · 1,703 sqft built 2021 · 0.122 acres $332,317 Mar 2021 $7,243 2025 Assessor + 2 Documents Updated May 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

16245 Prairie School Dr

3 bd · 2.5 ba · 1,640 sqft built 2021 · 0.059 acres $355,959 Jun 2021 $5,580 2025 Assessor Updated May 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

16251 Prairie School Dr

3 bd · 2.5 ba · 1,504 sqft built 2021 · 0.059 acres $322,149 Feb 2021 $6,687 2025 Assessor + 2 Documents Updated May 2026 2 Owners on File
Address Details Last Sale Tax Bill Records Owner

16257 Prairie School Dr

4 bd · 2.5 ba · 1,917 sqft built 2021 · 0.082 acres $500,000 Apr 2025 $7,746 2025 Assessor + 4 Documents Updated May 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

16263 Prairie School Dr

3 bd · 2.5 ba · 1,917 sqft built 2021 · 0.082 acres $469,900 Jul 2022 $7,645 2025 Assessor + 2 Documents Updated May 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

16269 Prairie School Dr

3 bd · 2.5 ba · 1,505 sqft built 2021 · 0.062 acres $420,000 Apr 2024 $6,401 2025 Assessor + 3 Documents Updated May 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

16272 Prairie School Dr

0.22 acres $1 2025 Assessor Updated May 2026 2 Owners on File
Address Details Last Sale Tax Bill Records Owner

16275 Prairie School Dr

3 bd · 2.5 ba · 1,639 sqft built 2021 · 0.064 acres $318,591 Apr 2021 $7,031 2025 Assessor + 2 Documents Updated May 2026 2 Owners on File
Address Details Last Sale Tax Bill Records Owner

16281 Prairie School Dr

3 bd · 2.5 ba · 1,703 sqft built 2021 · 0.229 acres $399,000 Jun 2021 $5,575 2025 Assessor + 4 Documents Updated May 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

16287 Prairie School Dr

3 bd · 2.5 ba · 1,703 sqft built 2021 · 0.23 acres $467,500 Apr 2024 $6,570 2025 Assessor + 2 Documents Updated May 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

16293 Prairie School Dr

3 bd · 2.5 ba · 1,662 sqft built 2021 · 0.065 acres $317,677 Apr 2021 $5,715 2025 Assessor + 2 Documents Updated May 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

16299 Prairie School Dr

3 bd · 2.5 ba · 1,505 sqft built 2021 · 0.063 acres $324,951 Apr 2021 $5,376 2025 Assessor + 2 Documents Updated May 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

16300 Prairie School Dr

3 bd · 2.5 ba · 1,703 sqft built 2020 · 0.089 acres $330,611 Nov 2020 $4,795 2025 Assessor Updated May 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

16305 Prairie School Dr

3 bd · 2.5 ba · 1,917 sqft built 2021 · 0.121 acres $378,570 Apr 2021 $6,075 2025 Assessor + 1 Document Updated May 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

16306 Prairie School Dr

3 bd · 2.5 ba · 1,662 sqft built 2020 · 0.055 acres $312,798 Dec 2020 $6,919 2025 Assessor + 1 Document Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

16311 Prairie School Dr

3 bd · 2.5 ba · 1,703 sqft built 2021 · 0.128 acres $7,145 2025 Assessor + 1 Document Updated May 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

16312 Prairie School Dr

3 bd · 2.5 ba · 1,505 sqft built 2020 · 0.055 acres $440,000 Mar 2023 $6,511 2025 Assessor + 1 Document Updated May 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

16317 Prairie School Dr

3 bd · 2.5 ba · 1,662 sqft built 2021 · 0.062 acres $389,319 Jun 2021 $7,097 2025 Assessor + 3 Documents Updated Aug 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

16318 Prairie School Dr

3 bd · 3 ba · 1,917 sqft built 2020 · 0.075 acres $370,314 Dec 2020 $7,929 2025 Assessor Updated May 2026 2 Owners on File
Address Details Last Sale Tax Bill Records Owner

16323 Prairie School Dr

3 bd · 2.5 ba · 1,505 sqft built 2021 · 0.062 acres $367,258 Jun 2021 $6,775 2025 Assessor + 3 Documents Updated May 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

16324 Prairie School Dr

3 bd · 2.5 ba · 1,917 sqft built 2021 · 0.075 acres $361,767 Feb 2021 $6,075 2025 Assessor Updated May 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

16329 Prairie School Dr

3 bd · 3 ba · 1,917 sqft built 2021 · 0.123 acres $495,000 Oct 2022 $6,126 2025 Assessor + 3 Documents Updated Jul 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

16330 Prairie School Dr

3 bd · 2.5 ba · 1,505 sqft built 2021 · 0.055 acres $313,647 Feb 2021 $6,808 2025 Assessor + 3 Documents Updated May 2026 2 Owners on File
Address Details Last Sale Tax Bill Records Owner

16335 Prairie School Dr

3 bd · 2.5 ba · 1,917 sqft built 2021 · 0.129 acres $5,001 Jun 2021 $6,066 2025 Assessor + 4 Documents Updated May 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

16336 Prairie School Dr

3 bd · 2.5 ba · 1,639 sqft built 2021 · 0.055 acres $333,103 Mar 2021 $7,082 2025 Assessor + 3 Documents Updated May 2026 2 Owners on File
Address Details Last Sale Tax Bill Records Owner

16341 Prairie School Dr

3 bd · 2.5 ba · 1,505 sqft built 2021 · 0.062 acres $325,842 Apr 2021 $6,059 2025 Assessor + 3 Documents Updated May 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

16342 Prairie School Dr

3 bd · 2.5 ba · 1,662 sqft built 2021 · 0.055 acres $329,530 Mar 2021 $5,635 2025 Assessor + 4 Documents Updated May 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

16347 Prairie School Dr

3 bd · 2.5 ba · 1,662 sqft built 2021 · 0.062 acres $318,991 Apr 2021 $7,087 2025 Assessor + 1 Document Updated May 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

16348 Prairie School Dr

3 bd · 2.5 ba · 1,505 sqft built 2021 · 0.055 acres $309,537 Mar 2021 $6,779 2025 Assessor + 2 Documents Updated May 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

16353 Prairie School Dr

3 bd · 2.5 ba · 1,703 sqft built 2021 · 0.094 acres $350,266 Apr 2021 $7,145 2025 Assessor + 3 Documents Updated May 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

16354 Prairie School Dr

3 bd · 2.5 ba · 1,703 sqft built 2021 · 0.09 acres $445,000 Mar 2026 $7,145 2025 Assessor + 3 Documents Updated May 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

16360 Prairie School Dr

3 bd · 3.5 ba · 1,703 sqft built 2021 · 0.096 acres $359,467 Jul 2021 $7,249 2025 Assessor + 1 Document Updated May 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

16366 Prairie School Dr

3 bd · 2.5 ba · 1,505 sqft built 2021 · 0.055 acres $330,651 Jun 2021 $5,290 2025 Assessor + 1 Document Updated May 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

16371 Prairie School Dr

4 bd · 3 ba · 1,703 sqft built 2021 · 0.094 acres $463,000 Oct 2024 $7,272 2025 Assessor + 1 Document Updated May 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

16372 Prairie School Dr

3 bd · 2.5 ba · 1,662 sqft built 2021 · 0.055 acres $338,132 Jul 2021 $5,626 2025 Assessor + 1 Document Updated May 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

16377 Prairie School Dr

3 bd · 2.5 ba · 1,505 sqft built 2021 · 0.062 acres $327,925 Sep 2021 $5,323 2025 Assessor + 2 Documents Updated May 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

16378 Prairie School Dr

3 bd · 2.5 ba · 1,662 sqft built 2021 · 0.055 acres $341,269 Jun 2021 $5,651 2025 Assessor + 1 Document Updated May 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

16383 Prairie School Dr

3 bd · 2.5 ba · 1,662 sqft built 2021 · 0.062 acres $367,228 Jul 2021 $5,592 2025 Assessor + 3 Documents Updated May 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

16384 Prairie School Dr

3 bd · 2.5 ba · 1,505 sqft built 2021 · 0.055 acres $338,727 Jul 2021 $5,290 2025 Assessor + 3 Documents Updated May 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

16389 Prairie School Dr

3 bd · 2.5 ba · 1,662 sqft built 2021 · 0.062 acres $361,816 Jul 2021 $6,556 2025 Assessor + 1 Document Updated May 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

16390 Prairie School Dr

3 bd · 2.5 ba · 1,917 sqft built 2021 · 0.075 acres $364,595 Jun 2021 $6,066 2025 Assessor + 1 Document Updated May 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

16395 Prairie School Dr

3 bd · 2.5 ba · 1,505 sqft built 2021 · 0.062 acres $347,559 Jul 2021 $6,831 2025 Assessor + 1 Document Updated May 2026 2 Owners on File
Address Details Last Sale Tax Bill Records Owner

16396 Prairie School Dr

3 bd · 2.5 ba · 1,917 sqft built 2021 · 0.075 acres $429,884 Sep 2021 $7,101 2025 Assessor + 1 Document Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

16401 Prairie School Dr

4 bd · 3 ba · 1,917 sqft built 2021 · 0.127 acres $389,897 Jul 2021 $7,154 2025 Assessor + 1 Document Updated May 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

16402 Prairie School Dr

3 bd · 2.5 ba · 1,505 sqft built 2021 · 0.055 acres $360,068 Sep 2021 $6,815 2025 Assessor + 1 Document Updated May 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

16407 Prairie School Dr

4 bd · 3 ba · 1,917 sqft built 2021 · 0.127 acres $399,626 Oct 2021 $6,122 2025 Assessor + 1 Document Updated May 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

16408 Prairie School Dr

3 bd · 2.5 ba · 1,662 sqft built 2021 · 0.055 acres $449,900 Mar 2024 $4,891 2025 Assessor + 2 Documents Updated May 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

16413 Prairie School Dr

3 bd · 2.5 ba · 1,505 sqft built 2021 · 0.062 acres $435,000 Jul 2026 $6,711 2025 Assessor + 2 Documents Updated Oct 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

16414 Prairie School Dr

3 bd · 2.5 ba · 1,662 sqft built 2021 · 0.055 acres $353,185 Sep 2021 $5,626 2025 Assessor + 1 Document Updated May 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

16419 Prairie School Dr

3 bd · 2.5 ba · 1,662 sqft built 2021 · 0.062 acres $379,401 Nov 2021 $5,600 2025 Assessor + 1 Document Updated May 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

16420 Prairie School Dr

3 bd · 2.5 ba · 1,505 sqft built 2021 · 0.055 acres $353,613 Sep 2021 $5,362 2025 Assessor + 1 Document Updated May 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

16425 Prairie School Dr

3 bd · 2.5 ba · 1,662 sqft built 2021 · 0.062 acres $388,027 Oct 2021 $6,546 2025 Assessor + 1 Document Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

16426 Prairie School Dr

4 bd · 3 ba · 1,703 sqft built 2021 · 0.075 acres $372,420 Sep 2021 $5,703 2025 Assessor + 1 Document Updated May 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

16431 Prairie School Dr

3 bd · 2.5 ba · 1,505 sqft built 2021 · 0.062 acres $367,458 Oct 2021 $5,310 2025 Assessor + 1 Document Updated May 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

16432 Prairie School Dr

4 bd · 3 ba · 1,917 sqft built 2022 · 0.075 acres $445,470 Feb 2022 $7,742 2025 Assessor + 2 Documents Updated May 2026 2 Owners on File
Address Details Last Sale Tax Bill Records Owner

16437 Prairie School Dr

4 bd · 3 ba · 1,917 sqft built 2021 · 0.085 acres $422,590 Oct 2021 $7,670 2025 Assessor + 1 Document Updated Oct 2026 2 Owners on File
Address Details Last Sale Tax Bill Records Owner

16438 Prairie School Dr

3 bd · 2.5 ba · 1,505 sqft built 2022 · 0.055 acres $368,627 Feb 2022 $6,829 2025 Assessor + 1 Document Updated May 2026 2 Owners on File
Address Details Last Sale Tax Bill Records Owner

16443 Prairie School Dr

3 bd · 3 ba · 1,917 sqft built 2022 · 0.085 acres $447,262 Jan 2022 $7,742 2025 Assessor + 1 Document Updated May 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

16444 Prairie School Dr

3 bd · 2.5 ba · 1,662 sqft built 2022 · 0.055 acres $394,737 Feb 2022 $7,165 2025 Assessor + 1 Document Updated May 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

16449 Prairie School Dr

3 bd · 2.5 ba · 1,503 sqft built 2022 · 0.062 acres $446,000 Jun 2024 $6,945 2025 Assessor + 1 Document Updated May 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

16450 Prairie School Dr

3 bd · 2.5 ba · 1,662 sqft built 2022 · 0.055 acres $394,812 Feb 2022 $5,604 2025 Assessor Updated May 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

16455 Prairie School Dr

3 bd · 2.5 ba · 1,662 sqft built 2022 · 0.062 acres $406,227 Jan 2022 $3,660 2025 Assessor + 1 Document Updated May 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

16456 Prairie School Dr

3 bd · 2.5 ba · 1,505 sqft built 2022 · 0.055 acres $379,384 Mar 2022 $5,386 2025 Assessor Updated May 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

16461 Prairie School Dr

4 bd · 2.5 ba · 1,640 sqft built 2022 · 0.062 acres $390,000 Aug 2026 $7,038 2025 Assessor + 3 Documents Updated Oct 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

16462 Prairie School Dr

4 bd · 3 ba · 1,703 sqft built 2022 · 0.097 acres $431,763 Feb 2022 $7,233 2025 Assessor + 1 Document Updated May 2026 2 Owners on File
Address Details Last Sale Tax Bill Records Owner

16467 Prairie School Dr

3 bd · 2.5 ba · 1,505 sqft built 2022 · 0.065 acres $425,000 Jan 2025 $5,410 2025 Assessor + 1 Document Updated May 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

16473 Prairie School Dr

3 bd · 2.5 ba · 1,703 sqft built 2022 · 0.291 acres $444,960 Feb 2022 $7,180 2025 Assessor + 1 Document Updated May 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

16479 Prairie School Dr

3 bd · 2.5 ba · 1,917 sqft built 2022 · 0.258 acres $449,258 Feb 2022 $7,676 2025 Assessor Updated May 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

16485 Prairie School Dr

3 bd · 2.5 ba · 1,505 sqft built 2022 · 0.063 acres $398,500 Dec 2025 $5,330 2025 Assessor + 2 Documents Updated Jul 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

16491 Prairie School Dr

3 bd · 2.5 ba · 1,662 sqft built 2022 · 0.06 acres $407,778 Feb 2022 $7,150 2025 Assessor + 1 Document Updated May 2026 2 Owners on File
Address Details Last Sale Tax Bill Records Owner

16499 Prairie School Dr

3 bd · 2.5 ba · 1,662 sqft built 2022 · 0.059 acres $403,970 Feb 2022 $5,655 2025 Assessor + 1 Document Updated May 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

16503 Prairie School Dr

3 bd · 2.5 ba · 1,505 sqft built 2022 · 0.059 acres $400,854 Mar 2022 $5,351 2025 Assessor Updated May 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

16509 Prairie School Dr

3 bd · 2.5 ba · 1,703 sqft built 2022 · 0.082 acres $423,994 Mar 2022 $7,180 2025 Assessor + 1 Document Updated May 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

16515 Prairie School Dr

4 bd · 3 ba · 1,917 sqft built 2020 · 0.082 acres $6,095 2025 Assessor + 2 Documents Updated May 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

16521 Prairie School Dr

3 bd · 2.5 ba · 1,505 sqft built 2020 · 0.059 acres $351,000 Aug 2025 $5,348 2025 Assessor + 1 Document Updated May 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

16527 Prairie School Dr

3 bd · 2.5 ba · 1,662 sqft built 2020 · 0.059 acres $307,691 Feb 2021 $7,106 2025 Assessor + 2 Documents Updated Oct 2026 Owner on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

16533 Prairie School Dr

3 bd · 2.5 ba · 1,662 sqft built 2020 · 0.059 acres $418,000 Jul 2023 $6,257 2025 Assessor + 2 Documents Updated May 2026 Owner on File
Address Details Last Sale Tax Bill Records Owner

16539 Prairie School Dr

3 bd · 2.5 ba · 1,505 sqft built 2020 · 0.059 acres $320,130 Jan 2021 $5,330 2025 Assessor + 2 Documents Updated May 2026 2 Owners on File Owner Occupied
Address Details Last Sale Tax Bill Records Owner

16545 Prairie School Dr

3 bd · 2.5 ba · 1,703 sqft built 2020 · 0.082 acres $369,279 Jan 2021 $5,625 2025 Assessor + 1 Document Updated May 2026 Owner on File Owner Occupied

Property Records in Nearby Streets