4036 CHESSWOOD 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: Pasco County School District
Neighborhood · ZIP 34691These 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
4036 Chesswood 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 85% of homes in Pasco County
- Costs more per square foot than 87% of homes in Holiday 34691
- Smaller than 93% of homes in Pasco County
- Has a smaller lot than 73% of homes in Pasco County
- Older than 94% of homes in Pasco County
What homes are worth in Holiday 34691
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 28% of homes in Holiday 34691.
How it measures up in Holiday 34691
The dot is this home. The mark in the middle is the typical home in Holiday 34691.
Pricier than 28% of homes nearby
Pricier than 87% of homes nearby
Bigger than 16% of homes nearby
Bigger than 51% of homes nearby
Newer than 11% of homes nearby
| Measure | This home | Holiday 34691 | Pasco County |
|---|---|---|---|
| Estimated valuepricier than | $202,113 | 28% of homes | 15% of homes |
| Price per ft²pricier than | $221 | 87% of homes | 80% of homes |
| Living areabigger than | 916 ft² | 16% of homes | 7% of homes |
| Lot sizebigger than | 0.13 ac | 51% of homes | 27% of homes |
| Year builtnewer than | 1966 | 11% of homes | 6% of homes |
About 4036 Chesswood Dr
How much is 4036 Chesswood Dr, Holiday, FL worth?
The TopHap Estimate for 4036 Chesswood Dr, Holiday, FL is $202,113 as of Aug 30, 2026. The likely range is $180,777 to $223,449. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 4036 Chesswood Dr, Holiday, FL last sell?
4036 Chesswood Dr, Holiday, FL last sold on Oct 17, 2017 for $44,000, according to the county's recorded deed.
How big is 4036 Chesswood Dr, Holiday, FL?
4036 Chesswood Dr, Holiday, FL has 2 bathrooms, 916 square feet of living space and a 0.13-acre lot.
When was 4036 Chesswood Dr, Holiday, FL built?
4036 Chesswood Dr, Holiday, FL was built in 1966, making it 60 years old. The building has 1 story.
What schools serve 4036 Chesswood Dr, Holiday, FL?
4036 Chesswood Dr, Holiday, FL is assigned to Paul R. Smith Middle School (middle), rated D+; Anclote High School (high), rated D; Gulfside Elementary School (elementary), rated D. All sit in Pasco County School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 4036 Chesswood Dr, Holiday, FL compare to other homes in Holiday 34691?
Among the 11,181 homes in Holiday 34691, it is worth more than 28% of them ($202,113 against a typical $233,466), its price per square foot is higher than 87% of them ($221 against a typical $184), it is bigger than 16% of them (916 ft² against a typical 1,220 ft²), its lot is bigger than 51% of them (0.13 ac against a typical 0.13 ac) and it is newer than 11% of them (1966 against a typical 1972). Measured against all of Pasco County, it is worth more than 15% 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 4036 Chesswood Dr, Holiday, FL?
The 2025 property tax bill for 4036 Chesswood Dr, Holiday, FL was $2,606. The county assessed it at $169,836.
More homes on Chesswood Dr
- 4031 Chesswood Dr$225K1 ba · 1,224 ft² · Sold $225K · Aug 2026
- 4025 Chesswood Dr$140K1.5 ba · 1,257 ft² · Sold $145K · Jul 2025
- 4037 Chesswood Dr$211K1.5 ba · 1,124 ft² · Sold $219K · Jun 2025
- 4114 Chesswood Dr$220K1 ba · 988 ft² · Sold $230K · Mar 2025
- 4043 Chesswood Dr$206K1.5 ba · 988 ft² · Sold $222K · Jul 2023
- 4051 Chesswood Dr$215K1.5 ba · 1,128 ft² · Sold $252K · May 2022
- 4115 Chesswood Dr$257K2 ba · 1,464 ft² · Sold $14M · Apr 2022
- 4108 Chesswood Dr$223K1.5 ba · 1,084 ft² · Sold $216K · Dec 2021
- 4109 Chesswood Dr$196K1 ba · 1,306 ft² · Sold $125K · Jul 2020
- 4030 Chesswood Dr$184K1 ba · 816 ft² · Sold $76K · Jan 2020
- 4102 Chesswood Dr$228K1.5 ba · 1,464 ft² · Sold $130K · Dec 2018
- 4018 Chesswood Dr$239K1.5 ba · 1,084 ft² · Sold $50K · Sep 2015
Closest homes
- 4042 Chesswood Dr$212K61 ft · 1.5 ba · 1,173 ft² · Sold $65K · Mar 2012
- 4030 Chesswood Dr$184K61 ft · 1 ba · 816 ft² · Sold $76K · Jan 2020
- 4037 Ironware Dr$182K91 ft · 1 ba · 1,124 ft² · Sold $81K · Nov 2017
- 4043 Ironware Dr$240K109 ft · 1.5 ba · 1,258 ft² · Sold $235K · Jan 2022
- 4031 Ironware Dr$197K110 ft · 1 ba · 1,257 ft² · Sold $127K · May 2020
- 4050 Chesswood Dr$195K122 ft · 1 ba · 1,092 ft² · Sold $38K · Jun 2013
- 4024 Chesswood Dr$203K122 ft · 1 ba · 1,156 ft² · Sold $58K · Feb 2003
- 4037 Chesswood Dr$211K141 ft · 1.5 ba · 1,124 ft² · Sold $219K · Jun 2025
More homes in Holiday 34691
- 2437 Indian Key Dr$391K2 ba · 1,758 ft² · Sold $415K · Sep 2026
- 1741 Fairfield St$320K2 ba · 1,882 ft² · Sold $323K · Sep 2026
- 1244 Classic Dr$236K1.5 ba · 1,175 ft² · Sold $236K · Sep 2026
- 2230 Pleasant Hill Ln$315K2 ba · 1,485 ft² · Sold $300K · Sep 2026
- 3249 Trask Dr$229K2 ba · 1,156 ft² · Sold $168K · Sep 2026
- 3243 Bayport Dr$215K1.5 ba · 1,056 ft² · Sold $224K · Sep 2026
- 3531 Landale Dr$170K2 ba · 1,560 ft² · Sold $155K · Sep 2026
- 2801 Narcissus Dr$400K2 ba · 1,720 ft² · Sold $385K · Sep 2026
- 3023 Muir St$325K2 ba · 1,425 ft² · Sold $326K · Sep 2026
- 3344 Trask Dr$255K2 ba · 1,620 ft² · Sold $255K · Sep 2026
- 2619 Albion St$320K2 ba · 1,620 ft² · Sold $330K · Sep 2026
- 3238 Mela Ct$575K3.5 ba · 3,060 ft² · Sold $497K · Sep 2026
Assigned schools
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