Seminole County property records for 24 addresses on Hilltop Dr, Longwood, FL · Last verified October 2026
| Properties | 24 |
|---|---|
| Median Sale Price | $205,000 |
| Deeds and Mortgages on File | 20 |
| Median Price per Sqft | $174 |
| Owner Occupied | 75% |
| Median Annual Tax Bill | $2,549 |
| Median Year Built | 1981 |
| Median Ownership Tenure | 12 years |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
103 Hilltop Dr |
3 bd · 2 ba · 1,240 sqft built 1981 · 0.29 acres | $50,600 Aug 2004 | $1,267 2025 | Assessor + 1 Document Updated Apr 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
104 Hilltop Dr |
4 bd · 2 ba · 1,577 sqft built 1980 · 0.18 acres | $158,000 Jun 2015 | $2,549 2025 | Assessor Updated Dec 2025 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
105 Hilltop Dr |
3 bd · 2 ba · 1,240 sqft built 1980 · 0.295 acres | $375,000 Apr 2024 | $4,730 2025 | Assessor + 4 Documents Updated Oct 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
106 Hilltop Dr |
3 bd · 2 ba · 1,900 sqft built 1977 · 0.199 acres | $109,000 Aug 2000 | $5,179 2025 | Assessor + 1 Document Updated Dec 2025 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
107 Hilltop Dr |
3 bd · 2 ba · 1,394 sqft built 1981 · 0.237 acres | $400,000 Aug 2025 | $4,624 2025 | Assessor Updated Apr 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
108 Hilltop Dr |
4 bd · 2 ba · 1,450 sqft built 1980 · 0.231 acres | $158,000 Mar 2016 | $1,862 2025 | Assessor Updated Apr 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
109 Hilltop Dr |
4 bd · 2 ba · 2,088 sqft built 1978 · 0.271 acres | $65,000 Jun 1992 | $1,709 2025 | Assessor Updated Dec 2025 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
110 Hilltop Dr |
4 bd · 2 ba · 2,124 sqft built 1973 · 0.35 acres | $103,900 Dec 1998 | $2,331 2025 | Assessor Updated Dec 2025 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
112 Hilltop Dr |
3 bd · 2 ba · 1,488 sqft built 1980 · 0.296 acres | $195,000 Aug 2009 | $1,833 2025 | Assessor Updated Dec 2025 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
114 Hilltop Dr |
3 bd · 2 ba · 1,240 sqft built 1980 · 0.229 acres | $176,000 Sep 2014 | $1,859 2025 | Assessor Updated Sep 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
115 Hilltop Dr |
3 bd · 2 ba · 1,488 sqft built 1980 · 0.26 acres | $186,400 Aug 2025 | $1,464 2025 | Assessor + 1 Document Updated Sep 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
116 Hilltop Dr |
3 bd · 2 ba · 1,627 sqft built 1979 · 0.249 acres | $100 Apr 2016 | $1,515 2025 | Assessor Updated Apr 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
250 Hilltop Dr |
3 bd · 2 ba · 1,524 sqft built 1984 · 0.344 acres | $78,000 Jan 2013 | $1,437 2025 | Assessor + 3 Documents Updated Oct 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
260 Hilltop Dr |
2 bd · 2 ba · 1,144 sqft built 1986 · 0.344 acres | $1,835 2025 | Assessor Updated Dec 2025 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
270 Hilltop Dr |
2 bd · 2 ba · 1,144 sqft built 1987 · 0.344 acres | — Sep 1987 | $2,952 2025 | Assessor Updated Dec 2025 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
280 Hilltop Dr |
1 bd · 1 ba · 570 sqft built 1950 · 0.344 acres | $44,000 Mar 2023 | $669 2025 | Assessor + 2 Documents Updated Aug 2026 | Owner on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
284 Hilltop Dr |
3 bd · 2 ba · 1,510 sqft built 1987 · 0.344 acres | $198,000 May 2020 | $3,216 2025 | Assessor + 1 Document Updated Dec 2025 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
287 Hilltop Dr |
3 bd · 3 ba · 2,522 sqft built 2019 · 6.11 acres | $575,000 Dec 2025 | $2,876 2025 | Assessor + 2 Documents Updated Jan 2026 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
288 Hilltop Dr |
3 bd · 2 ba · 1,460 sqft built 1983 · 0.344 acres | $205,000 Mar 2019 | $2,219 2025 | Assessor + 4 Documents Updated Dec 2025 | 2 Owners on File Owner Occupied |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
289 Hilltop Dr |
4 bd · 3 ba · 4,155 sqft built 2006 · 6.1 acres | $36,000 Nov 2000 | $6,971 2025 | Assessor Updated Dec 2025 | 2 Owners on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
292 Hilltop Dr |
3 bd · 2 ba · 1,228 sqft built 1988 · 0.258 acres | $10,000 Apr 1988 | $2,670 2025 | Assessor Updated Dec 2025 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
294 Hilltop Dr |
3 bd · 2 ba · 1,228 sqft built 1988 · 0.258 acres | $10,000 Jan 1988 | $2,673 2025 | Assessor Updated Dec 2025 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
296 Hilltop Dr |
3 bd · 2 ba · 1,228 sqft built 1987 · 0.258 acres | $10,000 Sep 1987 | $2,660 2025 | Assessor Updated Dec 2025 | Owner on File |
| Address | Details | Last Sale | Tax Bill | Records | Owner |
|---|---|---|---|---|---|
298 Hilltop Dr |
2 bd · 2 ba · 1,175 sqft built 1988 · 0.258 acres | $205,000 May 2024 | $2,556 2025 | Assessor + 1 Document Updated Dec 2025 | Owner on File |