101 COURT CONTESSA
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(7)
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 33036These 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
101 Court Contessa 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 Monroe County
- Costs more per square foot than 84% of homes in Monroe County
- Has a smaller lot than 85% of homes in Islamorada 33036
What homes are worth in Islamorada 33036
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 58% of homes in Islamorada 33036.
How it measures up in Islamorada 33036
The dot is this home. The mark in the middle is the typical home in Islamorada 33036.
Pricier than 58% of homes nearby
Pricier than 73% of homes nearby
Bigger than 49% of homes nearby
Bigger than 15% of homes nearby
Newer than 63% of homes nearby
| Measure | This home | Islamorada 33036 | Monroe County |
|---|---|---|---|
| Estimated valuepricier than | $1,915,403 | 58% of homes | 80% of homes |
| Price per ft²pricier than | $1200 | 73% of homes | 84% of homes |
| Living areabigger than | 1,596 ft² | 49% of homes | 63% of homes |
| Lot sizebigger than | 0.15 ac | 15% of homes | 45% of homes |
| Year builtnewer than | 1987 | 63% of homes | 60% of homes |
About 101 Court Contessa
How much is 101 Court Contessa, Islamorada, FL worth?
The TopHap Estimate for 101 Court Contessa, Islamorada, FL is $1,915,403 as of Oct 21, 2026. The likely range is $1,637,876 to $2,192,930. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 101 Court Contessa, Islamorada, FL last sell?
101 Court Contessa, Islamorada, FL last sold on Aug 20, 2020, according to the county's recorded deed. TopHap holds 5 recorded sales for this parcel.
How big is 101 Court Contessa, Islamorada, FL?
101 Court Contessa, Islamorada, FL has 3 bedrooms, 2 bathrooms, 1,596 square feet of living space and a 0.15-acre lot.
When was 101 Court Contessa, Islamorada, FL built?
101 Court Contessa, Islamorada, FL was built in 1987, making it 39 years old. The building has 2 stories.
What schools serve 101 Court Contessa, Islamorada, FL?
101 Court Contessa, Islamorada, FL is assigned to Plantation Key School (elementary), rated A; Coral Shores High School (high), rated B. All sit in Monroe County School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 101 Court Contessa, Islamorada, FL compare to other homes in Islamorada 33036?
Among the 3,131 homes in Islamorada 33036, it is worth more than 58% of them ($1,915,403 against a typical $1,620,885), its price per square foot is higher than 73% of them ($1200 against a typical $884), it is bigger than 49% of them (1,596 ft² against a typical 1,620 ft²), its lot is bigger than 15% of them (0.15 ac against a typical 0.25 ac) and it is newer than 63% of them (1987 against a typical 1982). Measured against all of Monroe 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 101 Court Contessa, Islamorada, FL?
The 2025 property tax bill for 101 Court Contessa, Islamorada, FL was $13,000. The county assessed it at $1,650,525.
More homes on Court Contessa
- 102 Court Contessa$1.3M3 bd · 3 ba · 1,836 ft² · Sold $1.2M · Jul 2025
- 109 Court Contessa4 bd · 5 ba · 3,148 ft² · Sold $735K · Apr 2019
- 113 Court Contessa$5M5 bd · 6.5 ba · 3,232 ft² · Sold $700K · Aug 2018
- 106 Court Contessa$2.1M3 bd · 3 ba · 1,092 ft² · Sold $800K · Dec 2016
- 122 Court Contessa$2.8M3 bd · 3 ba · 2,374 ft² · Sold $750K · Apr 2014
- 110 Court Contessa$2M2 bd · 2 ba · 1,092 ft² · Sold Sep 2011
- 126 Court Contessa$3.3M4 bd · 4 ba · 3,043 ft² · Sold $1.3M · Aug 2011
- 118 Court Contessa$1.5M3 bd · 2 ba · 1,520 ft² · Sold $580K · Jun 2011
- 117 Court Contessa$2.8M3 bd · 2 ba · 2,560 ft² · Sold $585K · Sep 2001
- 121 Court Contessa$2.8M3 bd · 2 ba · 1,586 ft² · Sold $275K · Aug 1993
- 105 Court Contessa$1.8M2 bd · 2 ba · 1,260 ft²
Closest homes
- 105 Court Contessa$1.8M66 ft · 2 bd · 2 ba · 1,260 ft²
- 230 Biscayne Blvd$3.4M84 ft · 3 bd · 2 ba · 1,517 ft² · Sold $3.2M · Jan 2026
- 109 Court Contessa131 ft · 4 bd · 5 ba · 3,148 ft² · Sold $735K · Apr 2019
- 226 Biscayne Blvd$5.1M147 ft · 4 bd · 4.5 ba · 4,813 ft² · Sold $960K · May 2007
- 102 Court Contessa$1.3M161 ft · 3 bd · 3 ba · 1,836 ft² · Sold $1.2M · Jul 2025
- 106 Court Contessa$2.1M161 ft · 3 bd · 3 ba · 1,092 ft² · Sold $800K · Dec 2016
- 181 El Capitan Dr$2.7M170 ft · 3 bd · 2 ba · 1,389 ft² · Sold $815K · May 2010
- 177 El Capitan Dr$2.4M193 ft · 3 bd · 2 ba · 2,006 ft² · Sold $100K · Apr 2002
More homes in Islamorada 33036
- 113 Villa Bella Dr$2.6M5 bd · 3 ba · 3,099 ft² · Sold $2.4M · Oct 2026
- 87455 Old Hwy$369K2 bd · 2 ba · 989 ft² · Sold $360K · Oct 2026
- 87950 Overseas Hwy$3.8M3 bd · 2 ba · 5,058 ft² · Sold $3.6M · Oct 2026
- Vacant Land0.15 ac · Sold $150K · Oct 2026
- 165 Bayview Dr$4.1M6 bd · 4 ba · 5,669 ft² · Sold $3M · Oct 2026
- Vacant Land0.27 ac · Sold $7M · Oct 2026
- 169 Venetian Way$1.6M5 bd · 3 ba · 2,941 ft² · Sold $1.5M · Oct 2026
- 139 Gimpy Gulch Dr$10M6 bd · 8.5 ba · 6,573 ft² · Sold Oct 2026
- 118 Gimpy Gulch Dr0.45 ac · Sold Oct 2026
- 87465 Old Hwy$513K2 bd · 2 ba · 981 ft² · Sold $255K · Oct 2026
- 87455 Old Hwy$546K2 bd · 2 ba · 976 ft² · Sold $97K · Oct 2026
- 152 Anglers Way$2.5M2 bd · 3 ba · 1,987 ft² · Sold $3M · Oct 2026
Assigned schools
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