5100 JESSIE HARBOR DR
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(6)
Sales and refinances filed with the county for this home. Not every transfer is a normal sale, so check the type before comparing prices.Assigned SchoolsThe public schools this address is zoned for. Boundaries change, so confirm with the district before you count on it.
District: Sarasota County School District
Neighborhood · ZIP 34229These are comparison scores, not percentages. 100 equals the national average, so 150 means about 50% above average.
Index scale: 100 = US average (tick). Lower is better.
Owner Tools
Data by ATTOM. Valuations are automated estimates, not appraisals. Photos from Google Street View and may not depict the current property state.
How this home compares
5100 Jessie Harbor Dr measured against every home in its neighborhood, its ZIP code and its county, using county assessor records refreshed nightly. A home can stand out in one of those areas and look ordinary in another, because each one holds a different mix of homes.
- Worth more than 80% of homes in Sarasota County
- Costs more per square foot than 76% of homes in Sarasota County
- Bigger than 80% of homes in Sarasota County
- Has a bigger lot than 92% of homes in Osprey 34229
- Newer than 82% of homes in Osprey 34229
What homes are worth in Osprey 34229
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 56% of homes in Osprey 34229.
How it measures up in Osprey 34229
The dot is this home. The mark in the middle is the typical home in Osprey 34229.
Pricier than 56% of homes nearby
Pricier than 59% of homes nearby
Bigger than 47% of homes nearby
Bigger than 92% of homes nearby
Newer than 82% of homes nearby
| Measure | This home | Osprey 34229 | Sarasota County |
|---|---|---|---|
| Estimated valuepricier than | $699,000 | 56% of homes | 80% of homes |
| Price per ft²pricier than | $326 | 59% of homes | 76% of homes |
| Living areabigger than | 2,143 ft² | 47% of homes | 80% of homes |
| Lot sizebigger than | 0.97 ac | 92% of homes | 91% of homes |
| Year builtnewer than | 2004 | 82% of homes | 72% of homes |
About 5100 Jessie Harbor Dr
How much is 5100 Jessie Harbor Dr, Osprey, FL worth?
The TopHap Estimate for 5100 Jessie Harbor Dr, Osprey, FL is $699,000 as of Sep 24, 2026. The likely range is $643,377 to $754,623. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 5100 Jessie Harbor Dr, Osprey, FL last sell?
5100 Jessie Harbor Dr, Osprey, FL last sold on Apr 25, 2019 for $424,000, according to the county's recorded deed. TopHap holds 3 recorded sales for this parcel.
How big is 5100 Jessie Harbor Dr, Osprey, FL?
5100 Jessie Harbor Dr, Osprey, FL has 2 bedrooms, 2 bathrooms, 2,143 square feet of living space and a 0.97-acre lot.
When was 5100 Jessie Harbor Dr, Osprey, FL built?
5100 Jessie Harbor Dr, Osprey, FL was built in 2004, making it 22 years old. It is a condo/apartment home. The building has 1 story.
What schools serve 5100 Jessie Harbor Dr, Osprey, FL?
5100 Jessie Harbor Dr, Osprey, FL is assigned to Laurel Nokomis School (elementary), rated A; Venice High School (high), rated A-. All sit in Sarasota County School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 5100 Jessie Harbor Dr, Osprey, FL compare to other homes in Osprey 34229?
Among the 4,241 homes in Osprey 34229, it is worth more than 56% of them ($699,000 against a typical $664,470), its price per square foot is higher than 59% of them ($326 against a typical $306), it is bigger than 47% of them (2,143 ft² against a typical 2,190 ft²), its lot is bigger than 92% of them (0.97 ac against a typical 0.27 ac) and it is newer than 82% of them (2004 against a typical 1998). Measured against all of Sarasota County, it is worth more than 80% of homes there. These shares are recounted nightly from the full county assessor record for each area, not from active listings.
What are the property taxes on 5100 Jessie Harbor Dr, Osprey, FL?
The 2025 property tax bill for 5100 Jessie Harbor Dr, Osprey, FL was $6,004. The county assessed it at $457,800.
More homes on Jessie Harbor Dr
- 1202 Jessie Harbor Dr # 1204$576K3 bd · 2.5 ba · 2,006 ft² · Sold $570K · Aug 2026
- 2251 Jessie Harbor Dr # 2101$313K2 bd · 2 ba · 1,400 ft² · Sold $310K · Aug 2026
- 6100 Jessie Harbor Dr # 603$854K3 bd · 3 ba · 2,630 ft² · Sold $830K · Jun 2026
- 6100 Jessie Harbor Dr # 203$717K3 bd · 3 ba · 2,630 ft² · Sold $690K · May 2026
- 1102 Jessie Harbor Dr # 1102$464K2 bd · 2 ba · 1,425 ft² · Sold $435K · Feb 2026
- 5100 Jessie Harbor Dr # 701$689K3 bd · 3 ba · 2,484 ft² · Sold $640K · Jan 2026
- 1201 Jessie Harbor Dr$624K3 bd · 3 ba · 2,006 ft² · Sold $560K · Sep 2025
- 2313 Jessie Harbor Dr # 2302$357K2 bd · 2 ba · 1,391 ft² · Sold $320K · Sep 2025
- 7102 Jessie Harbor Dr$329K2 bd · 2 ba · 1,255 ft² · Sold Jun 2025
- 5100 Jessie Harbor Dr # 504$565K2 bd · 2 ba · 2,143 ft² · Sold $485K · Apr 2025
- 6100 Jessie Harbor Dr # 201$735K3 bd · 3 ba · 2,630 ft² · Sold Dec 2024
- 2267 Jessie Harbor Dr # 2103$542K2 bd · 2 ba · 1,391 ft² · Sold $445K · Nov 2024
Closest homes
- 5100 Jessie Harbor Dr Unit 702$677K0 ft · 2 bd · 2 ba · 2,143 ft² · Sold $565K · Sep 2017
- 5100 Jessie Harbor Dr Unit 301$724K0 ft · 3 bd · 3 ba · 2,484 ft² · Sold $540K · Jul 2019
- 5100 Jessie Harbor Dr Unit 501$749K0 ft · 3 bd · 3 ba · 2,484 ft² · Sold $430K · Jan 2010
- 5100 Jessie Harbor Dr$599K0 ft · 2 bd · 2 ba · 2,143 ft² · Sold $609K · Apr 2022
- 5100 Jessie Harbor Dr Unit 305$703K0 ft · 3 bd · 3 ba · 2,484 ft² · Sold Mar 2024
- 5100 Jessie Harbor Dr Unit 303$632K0 ft · 2 bd · 2 ba · 2,143 ft² · Sold $450K · Jul 2017
- 5100 Jessie Harbor Dr Unit 504$565K0 ft · 2 bd · 2 ba · 2,143 ft² · Sold $485K · Apr 2025
- 5100 Jessie Harbor Dr Unit 502$689K0 ft · 2 bd · 2 ba · 2,143 ft² · Sold $601K · May 2021
More homes in Osprey 34229
- 112 Osprey Point Dr$6.4M4 bd · 5.5 ba · 8,621 ft² · Sold $6M · Oct 2026
- 401 N Point Rd$699K3 bd · 3 ba · 2,203 ft² · Sold $575K · Oct 2026
- 329 Bay Vista Ave$399K2 bd · 2.5 ba · 1,346 ft² · Sold $398K · Oct 2026
- 916 Macewen Dr$1.9M5 bd · 7.5 ba · 5,986 ft² · Sold $1.6M · Oct 2026
- 321 Lookout Point Dr$3.1M3 bd · 3.5 ba · 3,122 ft² · Sold $2.9M · Oct 2026
- 678 Faith Ave$749K3 bd · 3 ba · 2,583 ft² · Sold $690K · Oct 2026
- 141 N Casey Key Rd3 bd · 4.5 ba · 2,689 ft² · Sold $1.9M · Oct 2026
- 4213 Expedition Way$317K3 bd · 2 ba · 1,430 ft² · Sold $300K · Oct 2026
- 144 Park Trace Blvd$850K4 bd · 3 ba · 2,468 ft² · Sold $850K · Oct 2026
- 4304 Expedition Way$318K3 bd · 2 ba · 1,430 ft² · Sold $309K · Oct 2026
- 401 N Point Rd$795K3 bd · 3 ba · 2,778 ft² · Sold $759K · Sep 2026
- 292 Turquoise Ln$1.1M3 bd · 2 ba · 2,255 ft² · Sold $1.1M · Sep 2026
Assigned schools
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