108 GULFSIDE DR
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(3)
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
108 Gulfside 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 87% of homes in Monroe County
- Costs more per square foot than 96% of homes in Monroe County
- Smaller than 69% of homes in Islamorada 33036
- Has a bigger lot than 73% of homes in Monroe County
- Newer than 81% 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 75% 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 75% of homes nearby
Pricier than 93% of homes nearby
Bigger than 31% of homes nearby
Bigger than 56% of homes nearby
Newer than 81% of homes nearby
| Measure | This home | Islamorada 33036 | Monroe County |
|---|---|---|---|
| Estimated valuepricier than | $2,575,060 | 75% of homes | 87% of homes |
| Price per ft²pricier than | $1933 | 93% of homes | 96% of homes |
| Living areabigger than | 1,332 ft² | 31% of homes | 49% of homes |
| Lot sizebigger than | 0.29 ac | 56% of homes | 73% of homes |
| Year builtnewer than | 1998 | 81% of homes | 78% of homes |
About 108 Gulfside Dr
How much is 108 Gulfside Dr, Islamorada, FL worth?
The TopHap Estimate for 108 Gulfside Dr, Islamorada, FL is $2,575,060 as of Aug 30, 2026. The likely range is $2,042,159 to $3,107,961. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 108 Gulfside Dr, Islamorada, FL last sell?
108 Gulfside Dr, Islamorada, FL last sold on Oct 22, 2018 for $1,325,000, according to the county's recorded deed. TopHap holds 3 recorded sales for this parcel.
How big is 108 Gulfside Dr, Islamorada, FL?
108 Gulfside Dr, Islamorada, FL has 3 bedrooms, 3 bathrooms, 1,332 square feet of living space and a 0.29-acre lot.
When was 108 Gulfside Dr, Islamorada, FL built?
108 Gulfside Dr, Islamorada, FL was built in 1998, making it 28 years old. The building has 2 stories.
What schools serve 108 Gulfside Dr, Islamorada, FL?
108 Gulfside Dr, Islamorada, FL is assigned to Plantation Key School (elementary), rated A+; Coral Shores 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 108 Gulfside Dr, Islamorada, FL compare to other homes in Islamorada 33036?
Among the 3,124 homes in Islamorada 33036, it is worth more than 75% of them ($2,575,060 against a typical $1,583,742), its price per square foot is higher than 93% of them ($1933 against a typical $886), it is bigger than 31% of them (1,332 ft² against a typical 1,559 ft²), its lot is bigger than 56% of them (0.29 ac against a typical 0.24 ac) and it is newer than 81% of them (1998 against a typical 1982). Measured against all of Monroe County, it is worth more than 87% 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 108 Gulfside Dr, Islamorada, FL?
The 2024 property tax bill for 108 Gulfside Dr, Islamorada, FL was $21,093. The county assessed it at $3,074,300.
More homes on Gulfside Dr
- 116 Gulfside Dr$3.6M3 bd · 2 ba · 1,846 ft² · Sold $3.6M · Jul 2025
- 148 Gulfside Dr$4.6M3 bd · 3 ba · 1,763 ft² · Sold $4.5M · Jul 2023
- 100 Gulfside Dr$3.8M3 bd · 3 ba · 2,983 ft² · Sold $2.4M · Mar 2021
- 128 Gulfside Dr$4.9M5 bd · 3 ba · 3,591 ft² · Sold $2.5M · Oct 2020
- 104 Gulfside Dr$3.6M4 bd · 4 ba · 2,760 ft² · Sold $2M · Jun 2020
- 132 Gulfside Dr$4.1M3 bd · 2 ba · 2,132 ft² · Sold $2M · May 2019
- 124 Gulfside Dr$2.3M2 bd · 2 ba · 2,468 ft² · Sold $2.3M · Apr 2014
- 120 Gulfside Dr$3.6M3 bd · 3 ba · 2,808 ft² · Sold $1.2M · Apr 2009
- 150 Gulfside Dr$3.5M3 bd · 3 ba · 2,796 ft² · Sold Aug 2007
- 126 Gulfside Dr$2.2M3 bd · 2 ba · 3,067 ft² · Sold $1.7M · Sep 2004
- 140 Gulfside Dr$3.4M3 bd · 4 ba · 2,973 ft² · Sold $150K · Jan 2000
Closest homes
- 116 Gulfside Dr$3.6M80 ft · 3 bd · 2 ba · 1,846 ft² · Sold $3.6M · Jul 2025
- 104 Gulfside Dr$3.6M80 ft · 4 bd · 4 ba · 2,760 ft² · Sold $2M · Jun 2020
- 120 Gulfside Dr$3.6M160 ft · 3 bd · 3 ba · 2,808 ft² · Sold $1.2M · Apr 2009
- 100 Gulfside Dr$3.8M166 ft · 3 bd · 3 ba · 2,983 ft² · Sold $2.4M · Mar 2021
- 106 San Juan Dr$1.7M212 ft · 2 bd · 2 ba · 2,055 ft² · Sold $1.7M · Apr 2026
- 110 San Juan Dr$1.6M212 ft · 3 bd · 2 ba · 2,464 ft²
- 124 Gulfside Dr$2.3M243 ft · 2 bd · 2 ba · 2,468 ft² · Sold $2.3M · Apr 2014
- 102 San Juan Dr$1.8M261 ft · 3 bd · 3 ba · 2,607 ft²
More homes in Islamorada 33036
- 79901 Overseas Hwy$617K2 bd · 2 ba · 981 ft² · Sold $480K · Aug 2026
- 81160 Old Hwy4 bd · 3 ba · 2,684 ft² · Sold $1.3M · Aug 2026
- 109 Milano Dr$2.4M3 bd · 3 ba · 2,268 ft² · Sold $2.4M · Aug 2026
- 81910 Overseas Hwy2 bd · 3 ba · 1,989 ft² · Sold $3.6M · Aug 2026
- 75750 Overseas Hwy1.21 ac · Sold $4M · Aug 2026
- 140 Iroquois Dr$1.5M2 bd · 2 ba · 1,400 ft² · Sold $1.5M · Aug 2026
- 79901 Overseas Hwy$430K2 bd · 2 ba · 981 ft² · Sold $430K · Aug 2026
- 154 Biscayne Blvd$2.5M3 bd · 2 ba · 2,432 ft² · Sold $2.5M · Aug 2026
- 88181 Old Hwy$800K3 bd · 2 ba · 1,553 ft² · Sold $800K · Aug 2026
- 145 Venetian Dr$3.3M4 bd · 3.5 ba · 3,182 ft² · Sold $3.3M · Aug 2026
- 81906 Overseas Hwy$2.4M3 bd · 3.5 ba · 1,768 ft² · Sold $2.4M · Aug 2026
- 79901 Overseas Hwy$670K2 bd · 2 ba · 981 ft² · Sold $670K · Jul 2026
Assigned schools
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