22856 JOLLY ROGER DR
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(8)
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: Monroe County School District
Neighborhood · ZIP 33042These 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
22856 Jolly Roger 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 95% of homes in Summerland Key 33042
- Costs more per square foot than 96% of homes in Summerland Key 33042
- Bigger than 79% of homes in Summerland Key 33042
- Newer than 93% of homes in Monroe County
What homes are worth in Summerland Key 33042
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 95% of homes in Summerland Key 33042.
How it measures up in Summerland Key 33042
The dot is this home. The mark in the middle is the typical home in Summerland Key 33042.
Pricier than 95% of homes nearby
Pricier than 96% of homes nearby
Bigger than 79% of homes nearby
Bigger than 42% of homes nearby
Newer than 92% of homes nearby
| Measure | This home | Summerland Key 33042 | Monroe County |
|---|---|---|---|
| Estimated valuepricier than | $2,634,121 | 95% of homes | 88% of homes |
| Price per ft²pricier than | $1349 | 96% of homes | 89% of homes |
| Living areabigger than | 1,953 ft² | 79% of homes | 77% of homes |
| Lot sizebigger than | 0.15 ac | 42% of homes | 44% of homes |
| Year builtnewer than | 2016 | 92% of homes | 93% of homes |
About 22856 Jolly Roger Dr
How much is 22856 Jolly Roger Dr, Summerland Key, FL worth?
The TopHap Estimate for 22856 Jolly Roger Dr, Summerland Key, FL is $2,634,121 as of Sep 24, 2026. The likely range is $2,374,419 to $2,893,823. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 22856 Jolly Roger Dr, Summerland Key, FL last sell?
22856 Jolly Roger Dr, Summerland Key, FL last sold on Mar 18, 2024 for $2,575,000, according to the county's recorded deed. TopHap holds 8 recorded sales for this parcel.
How big is 22856 Jolly Roger Dr, Summerland Key, FL?
22856 Jolly Roger Dr, Summerland Key, FL has 3 bedrooms, 3 bathrooms, 1,953 square feet of living space and a 0.15-acre lot.
When was 22856 Jolly Roger Dr, Summerland Key, FL built?
22856 Jolly Roger Dr, Summerland Key, FL was built in 2016, making it 10 years old. The building has 3 stories.
What schools serve 22856 Jolly Roger Dr, Summerland Key, FL?
22856 Jolly Roger Dr, Summerland Key, FL is assigned to Sugarloaf School (elementary), rated B-; Key West High School (high), rated C. All sit in Monroe County School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 22856 Jolly Roger Dr, Summerland Key, FL compare to other homes in Summerland Key 33042?
Among the 4,624 homes in Summerland Key 33042, it is worth more than 95% of them ($2,634,121 against a typical $1,018,914), its price per square foot is higher than 96% of them ($1349 against a typical $728), it is bigger than 79% of them (1,953 ft² against a typical 1,345 ft²), its lot is bigger than 42% of them (0.15 ac against a typical 0.17 ac) and it is newer than 92% of them (2016 against a typical 1989). Measured against all of Monroe County, it is worth more than 88% 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 22856 Jolly Roger Dr, Summerland Key, FL?
The 2024 property tax bill for 22856 Jolly Roger Dr, Summerland Key, FL was $14,181. The county assessed it at $2,107,767.
More homes on Jolly Roger Dr
- 22542 Jolly Roger Dr$2.1M3 bd · 4 ba · 2,440 ft² · Sold $2M · Oct 2026
- 22410 Jolly Roger Dr$1.5M2 bd · 2 ba · 2,154 ft² · Sold $1.5M · Aug 2026
- 22562 Jolly Roger Dr$1.7M4 bd · 2 ba · 1,276 ft² · Sold $1.7M · Feb 2026
- 22896 Jolly Roger Dr$2M3 bd · 2 ba · 1,767 ft² · Sold $1.9M · Jan 2026
- 28465 Jolly Roger Dr$727K2 bd · 1 ba · 1,867 ft² · Sold $700K · Oct 2025
- 22572 Jolly Roger Dr$3.5M5 bd · 4 ba · 3,225 ft² · Sold $3.3M · Feb 2025
- 28585 Jolly Roger Dr$1.4M3 bd · 3 ba · 1,152 ft² · Sold Feb 2025
- 22727 Jolly Roger Dr$840K2 bd · 2 ba · 1,008 ft² · Sold $800K · Feb 2025
- 22766 Jolly Roger Dr$1.9M3 bd · 2 ba · 1,884 ft² · Sold $1.8M · Nov 2024
- 22684 Jolly Roger Dr$2.5M3 bd · 2 ba · 1,859 ft² · Sold $2.5M · Apr 2024
- 22552 Jolly Roger Dr0.16 ac · Sold $1.3M · Jul 2023
- 28505 Jolly Roger Dr0.18 ac · Sold $488K · Nov 2022
Closest homes
- 22848 Jolly Roger Dr$1.5M60 ft · 3 bd · 2 ba · 1,438 ft² · Sold $900K · Dec 2019
- 22864 Jolly Roger Dr$1.6M60 ft · 2 bd · 2 ba · 1,120 ft² · Sold $870K · Mar 2018
- 120 ft · 0.16 ac
- 22874 Jolly Roger Dr$1.4M151 ft · 2 bd · 2 ba · 1,554 ft²
- 22811 John Silver Ln$750K157 ft · 3 bd · 2 ba · 976 ft² · Sold $325K · Sep 2014
- 22821 John Silver Ln$1.3M198 ft · 3 bd · 2 ba · 2,160 ft² · Sold $645K · Sep 2016
- 22832 Jolly Roger Dr$1.2M210 ft · 2 bd · 2 ba · 1,498 ft² · Sold $1.1M · Jan 2021
- 22822 John Silver Ln$1.3M223 ft · 2 bd · 2 ba · 2,000 ft² · Sold $1.3M · Aug 2025
More homes in Summerland Key 33042
- 24347 Caribbean Dr W$1.2M2 bd · 2 ba · 1,440 ft² · Sold $1.1M · Oct 2026
- 143 Blackbeard Rd$858K1 bd · 1 ba · 1,146 ft² · Sold $625K · Oct 2026
- 22953 John Silver Ln$949K2 bd · 2 ba · 1,316 ft² · Sold $900K · Oct 2026
- 701 Spanish Main Dr2 bd · 2 ba · 318 ft² · Sold $356K · Oct 2026
- 21012 6th Ave$1.4M2 bd · 2 ba · 1,372 ft² · Sold $1.3M · Oct 2026
- 335 Pirates Rd0.14 ac · Sold $1.1M · Oct 2026
- 22961 John Avery Ln$896K2 bd · 2 ba · 960 ft² · Sold $850K · Oct 2026
- 701 Spanish Main Dr2,082 ft² · Sold $195K · Oct 2026
- 4016 Dorn Rd$775K3 bd · 2 ba · 1,340 ft² · Sold $746K · Sep 2026
- 701 Spanish Main Dr2 bd · 1 ba · 806 ft² · Sold $775K · Sep 2026
- 845 Pirates Rd$1.3M3 bd · 3 ba · 2,342 ft² · Sold $1.3M · Sep 2026
- 653 Indies Rd$1.3M2 bd · 1 ba · 1,710 ft² · Sold $1.3M · Sep 2026
Assigned schools
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