2108 JESSA DR
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(2)
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: Osceola County School District
Neighborhood · ZIP 34743These 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
2108 Jessa 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 less than 77% of homes in Lakeside
- Costs more per square foot than 87% of homes in Osceola County
- Smaller than 83% of homes in Osceola County
- Has a smaller lot than 66% of homes in Kissimmee 34743
- Newer than 89% of homes in Lakeside
What homes are worth in Kissimmee 34743
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 36% of homes in Kissimmee 34743.
How it measures up in Kissimmee 34743
The dot is this home. The mark in the middle is the typical home in Kissimmee 34743.
Pricier than 36% of homes nearby
Pricier than 79% of homes nearby
Bigger than 29% of homes nearby
Bigger than 34% of homes nearby
Newer than 85% of homes nearby
| Measure | This home | Lakeside | Kissimmee 34743 | Osceola County |
|---|---|---|---|---|
| Estimated valuepricier than | $317,534 | 23% of homes | 36% of homes | 32% of homes |
| Price per ft²pricier than | $247 | 76% of homes | 79% of homes | 87% of homes |
| Living areabigger than | 1,284 ft² | 21% of homes | 29% of homes | 17% of homes |
| Lot sizebigger than | 0.14 ac | 53% of homes | 34% of homes | 36% of homes |
| Year builtnewer than | 2002 | 89% of homes | 85% of homes | 43% of homes |
About 2108 Jessa Dr
How much is 2108 Jessa Dr, Kissimmee, FL worth?
The TopHap Estimate for 2108 Jessa Dr, Kissimmee, FL is $317,534 as of Sep 24, 2026. The likely range is $300,590 to $334,478. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 2108 Jessa Dr, Kissimmee, FL last sell?
2108 Jessa Dr, Kissimmee, FL last sold on Mar 30, 2026 for $320,000, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.
How big is 2108 Jessa Dr, Kissimmee, FL?
2108 Jessa Dr, Kissimmee, FL has 3 bedrooms, 2 bathrooms, 1,284 square feet of living space and a 0.14-acre lot.
When was 2108 Jessa Dr, Kissimmee, FL built?
2108 Jessa Dr, Kissimmee, FL was built in 2002, making it 24 years old. It is a conventional home. The building has 1 story.
What schools serve 2108 Jessa Dr, Kissimmee, FL?
2108 Jessa Dr, Kissimmee, FL is assigned to Cypress Elementary School (elementary), rated D; Gateway High School (high), rated C; Denn John Middle School (middle), rated D-. All sit in Osceola County School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 2108 Jessa Dr, Kissimmee, FL compare to other homes in Kissimmee 34743?
Among the 12,170 homes in Kissimmee 34743, it is worth more than 36% of them ($317,534 against a typical $336,810), its price per square foot is higher than 79% of them ($247 against a typical $220), it is bigger than 29% of them (1,284 ft² against a typical 1,492 ft²), its lot is bigger than 34% of them (0.14 ac against a typical 0.17 ac) and it is newer than 85% of them (2002 against a typical 1990). Measured against all of Osceola County, it is worth more than 32% 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 2108 Jessa Dr, Kissimmee, FL?
The 2024 property tax bill for 2108 Jessa Dr, Kissimmee, FL was $979. The county assessed it at $101,349.
More homes on Jessa Dr
- 2181 Jessa Dr$356K3 bd · 2 ba · 1,294 ft² · Sold $362K · Jul 2025
- 2134 Jessa Dr$333K3 bd · 2 ba · 1,284 ft² · Sold $339K · May 2025
- 2145 Jessa Dr$342K3 bd · 2 ba · 1,121 ft² · Sold $350K · Feb 2025
- 2149 Jessa Dr$397K4 bd · 3 ba · 2,388 ft² · Sold $391K · Jun 2024
- 2205 Jessa Dr$363K3 bd · 2 ba · 1,584 ft² · Sold $350K · Nov 2023
- 2219 Jessa Dr$335K3 bd · 2 ba · 1,264 ft² · Sold $350K · Oct 2023
- 2089 Jessa Dr$318K3 bd · 2 ba · 1,284 ft² · Sold $310K · Sep 2023
- 2215 Jessa Dr$326K3 bd · 2 ba · 1,294 ft² · Sold Jul 2023
- 2120 Jessa Dr$338K3 bd · 2 ba · 1,313 ft² · Sold $345K · Jul 2023
- 2162 Jessa Dr$322K3 bd · 2 ba · 1,264 ft² · Sold May 2023
- 2139 Jessa Dr$356K4 bd · 2 ba · 1,577 ft² · Sold Feb 2023
- 2099 Jessa Dr$323K3 bd · 2 ba · 1,284 ft² · Sold $13K · Dec 2022
Closest homes
- 2110 Jessa Dr$328K48 ft · 3 bd · 2 ba · 1,313 ft² · Sold $75K · Jan 2011
- 2094 Jessa Dr$397K73 ft · 4 bd · 2 ba · 1,829 ft² · Sold $165K · Dec 2015
- 2096 Jessa Dr$378K83 ft · 4 bd · 2.5 ba · 1,688 ft² · Sold $134K · Feb 2003
- 2102 Marisol Loop$420K95 ft · 4 bd · 2.5 ba · 2,240 ft² · Sold $128K · Nov 2001
- 2112 Jessa Dr$387K99 ft · 4 bd · 3 ba · 1,927 ft² · Sold $328K · Jan 2022
- 2092 Jessa Dr$370K106 ft · 4 bd · 2.5 ba · 1,577 ft² · Sold $236K · May 2020
- 2104 Marisol Loop$400K125 ft · 3 bd · 2 ba · 1,874 ft² · Sold $138K · Jul 2003
- 2106 Marisol Loop$398K171 ft · 3 bd · 2 ba · 1,874 ft² · Sold $252K · Dec 2020
More homes in Kissimmee 34743
- 2912 Belle Ln$350K3 bd · 2 ba · 1,502 ft² · Sold $350K · Oct 2026
- 197 Tulip Way$410K3 bd · 2 ba · 1,744 ft² · Sold $400K · Oct 2026
- 2587 Tanner Ter$410K4 bd · 2 ba · 1,843 ft² · Sold $405K · Oct 2026
- 2321 Water View Loop$265K3 bd · 2.5 ba · 1,460 ft² · Sold $260K · Oct 2026
- 15 W Country Cove Way$240K2 bd · 2 ba · 1,140 ft² · Sold $180K · Oct 2026
- 3277 Amberley Park Cir$361K4 bd · 2 ba · 1,913 ft² · Sold $149K · Oct 2026
- 120 Milta Ln$325K4 bd · 3 ba · 1,624 ft² · Sold $312K · Oct 2026
- 110 Tangerine Ct$260K1 ba · 899 ft² · Sold $260K · Oct 2026
- 261 Autumn Ln$197K2 bd · 2.5 ba · 990 ft² · Sold $197K · Oct 2026
- 30 W Country Cove Way$212K2 bd · 2 ba · 960 ft² · Sold $95K · Oct 2026
- 67 E Country Cove Way$219K2 bd · 2 ba · 960 ft² · Sold $225K · Oct 2026
- 2589 Hunley Loop$399K4 bd · 2 ba · 2,148 ft² · Sold $395K · Oct 2026
Assigned schools
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