2259 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.Foreclosure Filings(2)
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
2259 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 72% of homes in Sarasota County
- Costs more per square foot than 69% of homes in Sarasota County
- Bigger than 74% of homes in Sarasota County
- Newer than 88% 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 35% 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 35% of homes nearby
Pricier than 39% of homes nearby
Bigger than 39% of homes nearby
Newer than 88% of homes nearby
| Measure | This home | Osprey 34229 | Sarasota County |
|---|---|---|---|
| Estimated valuepricier than | $576,000 | 35% of homes | 72% of homes |
| Price per ft²pricier than | $287 | 39% of homes | 69% of homes |
| Living areabigger than | 2,006 ft² | 39% of homes | 74% of homes |
| Year builtnewer than | 2006 | 88% of homes | 78% of homes |
About 2259 Jessie Harbor Dr
How much is 2259 Jessie Harbor Dr, Osprey, FL worth?
The TopHap Estimate for 2259 Jessie Harbor Dr, Osprey, FL is $576,000 as of Sep 24, 2026. The likely range is $530,078 to $621,922. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 2259 Jessie Harbor Dr, Osprey, FL last sell?
2259 Jessie Harbor Dr, Osprey, FL last sold on Mar 2, 2021 for $450,000, according to the county's recorded deed. TopHap holds 5 recorded sales for this parcel.
How big is 2259 Jessie Harbor Dr, Osprey, FL?
2259 Jessie Harbor Dr, Osprey, FL has 3 bedrooms, 2.5 bathrooms and 2,006 square feet of living space.
When was 2259 Jessie Harbor Dr, Osprey, FL built?
2259 Jessie Harbor Dr, Osprey, FL was built in 2006, making it 20 years old. It is a condo/apartment home. The building has 1 story.
What schools serve 2259 Jessie Harbor Dr, Osprey, FL?
2259 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 2259 Jessie Harbor Dr, Osprey, FL compare to other homes in Osprey 34229?
Among the 4,242 homes in Osprey 34229, it is worth more than 35% of them ($576,000 against a typical $664,470), its price per square foot is higher than 39% of them ($287 against a typical $306), it is bigger than 39% of them (2,006 ft² against a typical 2,197 ft²) and it is newer than 88% of them (2006 against a typical 1998). Measured against all of Sarasota County, it is worth more than 72% 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 2259 Jessie Harbor Dr, Osprey, FL?
The 2024 property tax bill for 2259 Jessie Harbor Dr, Osprey, FL was $5,246. The county assessed it at $473,110.
More homes on Jessie Harbor Dr
- 5100 Jessie Harbor Dr # 304$699K2 bd · 2 ba · 2,143 ft² · Sold $615K · Oct 2026
- 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
Closest homes
- 2317 Jessie Harbor Dr # 2303$432K0 ft · 2 bd · 2 ba · 1,391 ft² · Sold $275K · Jul 2008
- 2263 Jessie Harbor Dr # 2102$447K0 ft · 2 bd · 2 ba · 1,391 ft² · Sold $290K · Jun 2016
- 2255 Jessie Harbor Dr # 2201$566K0 ft · 3 bd · 3 ba · 2,006 ft² · Sold $380K · Mar 2017
- 2279 Jessie Harbor Dr # 2104$440K0 ft · 2 bd · 2 ba · 1,400 ft² · Sold $195K · Mar 2010
- 1202 Jessie Harbor Dr$576K0 ft · 3 bd · 2.5 ba · 2,006 ft² · Sold $570K · Aug 2026
- 1102 Jessie Harbor Dr$464K0 ft · 2 bd · 2 ba · 1,425 ft² · Sold $435K · Feb 2026
- 2309 Jessie Harbor Dr$558K0 ft · 3 bd · 2.5 ba · 2,006 ft² · Sold $449K · Mar 2006
- 2305 Jessie Harbor Dr # 2401$616K0 ft · 3 bd · 3 ba · 2,006 ft² · Sold $525K · Aug 2021
More homes in Osprey 34229
- 586 Oak Bay Dr$649K3 bd · 2 ba · 2,084 ft² · Sold $625K · Oct 2026
- 108 Villa Dr$300K2 bd · 2 ba · 1,593 ft² · Sold $257K · Oct 2026
- 1495 Landview Ln$760K3 bd · 2 ba · 2,474 ft² · Sold $650K · Oct 2026
- 130 Willow Bend Way$713K3 bd · 3 ba · 2,683 ft² · Sold $675K · Oct 2026
- 701 Pine Run Dr$166K1 bd · 1 ba · 586 ft² · Sold $150K · Oct 2026
- 547 Meadow Sweet Cir$550K2 bd · 2 ba · 1,731 ft² · Sold $555K · Oct 2026
- 264 Woods Point Rd$695K2 bd · 3 ba · 2,837 ft² · Sold $665K · Oct 2026
- 1801 Highland Rd$290K2 bd · 2 ba · 1,165 ft² · Sold $256K · Oct 2026
- 401 N Point Rd$1.3M3 bd · 3 ba · 2,203 ft² · Sold $1.1M · Oct 2026
- 110 Woodland Pl$215K2 bd · 2 ba · 1,325 ft² · Sold $210K · Oct 2026
- 14401 Masthead Dr$2.9M3 bd · 3.5 ba · 2,665 ft² · Sold $2.6M · Oct 2026
- 112 Osprey Point Dr$6.4M4 bd · 5.5 ba · 8,621 ft² · Sold $6M · Oct 2026
Assigned schools
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