285 LOOKOUT POINT DR
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(4)
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(1)
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
285 Lookout Point 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 96% of homes in Sarasota County
- Costs more per square foot than 94% of homes in Southbay Yacht and Racquet Club
- Bigger than 98% of homes in Sarasota County
- Has a bigger lot than 78% of homes in Sarasota County
- Newer than 94% of homes in Southbay Yacht and Racquet Club
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 94% 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 94% of homes nearby
Pricier than 93% of homes nearby
Bigger than 88% of homes nearby
Bigger than 59% of homes nearby
Newer than 64% of homes nearby
| Measure | This home | Southbay Yacht and Racquet Club | Osprey 34229 | Sarasota County |
|---|---|---|---|---|
| Estimated valuepricier than | $1,931,834 | 94% of homes | 94% of homes | 96% of homes |
| Price per ft²pricier than | $559 | 94% of homes | 93% of homes | 90% of homes |
| Living areabigger than | 3,455 ft² | 96% of homes | 88% of homes | 98% of homes |
| Lot sizebigger than | 0.32 ac | 77% of homes | 59% of homes | 78% of homes |
| Year builtnewer than | 2001 | 94% of homes | 64% of homes | 66% of homes |
About 285 Lookout Point Dr
How much is 285 Lookout Point Dr, Osprey, FL worth?
The TopHap Estimate for 285 Lookout Point Dr, Osprey, FL is $1,931,834 as of Aug 30, 2026. The likely range is $1,655,347 to $2,208,321. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 285 Lookout Point Dr, Osprey, FL last sell?
285 Lookout Point Dr, Osprey, FL last sold on Feb 11, 2019 for $1,693,000, according to the county's recorded deed. TopHap holds 3 recorded sales for this parcel.
How big is 285 Lookout Point Dr, Osprey, FL?
285 Lookout Point Dr, Osprey, FL has 4 bedrooms, 4 bathrooms, 3,455 square feet of living space and a 0.32-acre lot.
When was 285 Lookout Point Dr, Osprey, FL built?
285 Lookout Point Dr, Osprey, FL was built in 2001, making it 25 years old. The building has 1 story.
What schools serve 285 Lookout Point Dr, Osprey, FL?
285 Lookout Point Dr, Osprey, FL is assigned to Laurel Nokomis School (elementary), rated A-; Venice High School (high), rated B+. All sit in Sarasota County School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 285 Lookout Point Dr, Osprey, FL compare to other homes in Osprey 34229?
Among the 4,241 homes in Osprey 34229, it is worth more than 94% of them ($1,931,834 against a typical $676,661), its price per square foot is higher than 93% of them ($559 against a typical $310), it is bigger than 88% of them (3,455 ft² against a typical 2,182 ft²), its lot is bigger than 59% of them (0.32 ac against a typical 0.27 ac) and it is newer than 64% of them (2001 against a typical 1998). Measured against all of Sarasota County, it is worth more than 96% 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 285 Lookout Point Dr, Osprey, FL?
The 2025 property tax bill for 285 Lookout Point Dr, Osprey, FL was $16,137. The county assessed it at $1,439,778.
More homes on Lookout Point Dr
- 157 Lookout Point Dr$850K3 bd · 2 ba · 1,859 ft² · Sold $850K · Aug 2026
- 238 Lookout Point Dr$788K3 bd · 2.5 ba · 2,676 ft² · Sold $800K · May 2026
- 284 Lookout Point Dr$709K3 bd · 3 ba · 2,909 ft² · Sold $760K · Jun 2025
- 275 Lookout Point Dr$3.3M5 bd · 5 ba · 4,077 ft² · Sold $3.5M · Jun 2025
- 229 Lookout Point Dr$1M3 bd · 3 ba · 2,388 ft² · Sold $1.1M · Apr 2025
- 293 Lookout Point Dr$3.3M3 bd · 4 ba · 3,256 ft² · Sold $3.6M · Mar 2025
- 181 Lookout Point Dr$867K3 bd · 3 ba · 2,899 ft² · Sold $975K · Oct 2023
- 228 Lookout Point Dr$1M3 bd · 3 ba · 2,738 ft² · Sold $1.2M · Oct 2022
- 211 Lookout Point Dr$753K3 bd · 2 ba · 1,878 ft² · Sold $21K · Sep 2022
- 297 Lookout Point Dr$2.9M4 bd · 3 ba · 3,338 ft² · Sold $3.9M · Feb 2022
- 180 Lookout Point Dr$2.2M4 bd · 3 ba · 3,236 ft² · Sold $900K · Feb 2022
- 154 Lookout Point Dr$1.4M4 bd · 3.5 ba · 4,578 ft² · Sold $995K · Nov 2021
Closest homes
- 289 Lookout Point Dr$1.8M100 ft · 3 bd · 2 ba · 2,138 ft² · Sold $100 · Feb 2016
- 283 Lookout Point Dr$2.1M102 ft · 4 bd · 3 ba · 2,578 ft² · Sold $1.6M · Mar 2021
- 293 Lookout Point Dr$3.3M197 ft · 3 bd · 4 ba · 3,256 ft² · Sold $3.6M · Mar 2025
- 275 Lookout Point Dr$3.3M206 ft · 5 bd · 5 ba · 4,077 ft² · Sold $3.5M · Jun 2025
- 288 Lookout Point Dr$1.3M213 ft · 5 bd · 4.5 ba · 4,357 ft² · Sold $925K · Apr 2019
- 284 Lookout Point Dr$709K201 ft · 3 bd · 3 ba · 2,909 ft² · Sold $760K · Jun 2025
- 297 Lookout Point Dr$2.9M295 ft · 4 bd · 3 ba · 3,338 ft² · Sold $3.9M · Feb 2022
- 276 Lookout Point Dr$880K275 ft · 3 bd · 3 ba · 2,761 ft² · Sold $575K · Aug 2015
More homes in Osprey 34229
- 314 S Shore Dr$1.5M3 bd · 2 ba · 3,853 ft² · Sold $1.4M · Sep 2026
- 700 Faith Ave$1.2M4 bd · 3 ba · 2,474 ft² · Sold $1.1M · Sep 2026
- 742 Harms Dr$500K3 bd · 1.5 ba · 1,293 ft² · Sold $480K · Sep 2026
- 401 N Point Rd$700K4 bd · 3 ba · 2,778 ft² · Sold $605K · Sep 2026
- Westview Dr0.2 ac · Sold $124K · Sep 2026
- 816 Shadow Bay Way$655K3 bd · 3 ba · 2,251 ft² · Sold $635K · Sep 2026
- 1474 Landview Ln$1.4M4 bd · 3.5 ba · 3,246 ft² · Sold $1.5M · Sep 2026
- 429 Patterson Ave$449K3 bd · 1 ba · 1,173 ft² · Sold $380K · Sep 2026
- 480 Oriskany Ct$1.5M3 bd · 3.5 ba · 3,208 ft² · Sold $1.3M · Sep 2026
- 173 Navigation Cir$320K3 bd · 2 ba · 1,430 ft² · Sold $305K · Sep 2026
- 764 Sarabay Rd$425K2 bd · 2 ba · 1,392 ft² · Sold $310K · Aug 2026
- 197 Navigation Cir$356K2 bd · 2 ba · 1,449 ft² · Sold $349K · Aug 2026
Assigned schools
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