4004 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
4004 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 87% of homes in Pasco County
- Costs more per square foot than 94% of homes in Holiday 34691
- Smaller than 95% of homes in Pasco County
- Has a bigger lot than 71% of homes in Holiday 34691
- Older than 93% 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 25% 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 25% of homes nearby
Pricier than 94% of homes nearby
Bigger than 9% of homes nearby
Bigger than 71% of homes nearby
Newer than 15% of homes nearby
| Measure | This home | Holiday 34691 | Pasco County |
|---|---|---|---|
| Estimated valuepricier than | $195,476 | 25% of homes | 13% of homes |
| Price per ft²pricier than | $240 | 94% of homes | 89% of homes |
| Living areabigger than | 816 ft² | 9% of homes | 5% of homes |
| Lot sizebigger than | 0.15 ac | 71% of homes | 41% of homes |
| Year builtnewer than | 1967 | 15% of homes | 7% of homes |
About 4004 Chesswood Dr
How much is 4004 Chesswood Dr, Holiday, FL worth?
The TopHap Estimate for 4004 Chesswood Dr, Holiday, FL is $195,476 as of Sep 24, 2026. The likely range is $178,389 to $212,563. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 4004 Chesswood Dr, Holiday, FL last sell?
4004 Chesswood Dr, Holiday, FL last sold on Apr 30, 2009 for $52,000, according to the county's recorded deed.
How big is 4004 Chesswood Dr, Holiday, FL?
4004 Chesswood Dr, Holiday, FL has 1 bathrooms, 816 square feet of living space and a 0.15-acre lot.
When was 4004 Chesswood Dr, Holiday, FL built?
4004 Chesswood Dr, Holiday, FL was built in 1967, making it 59 years old. The building has 1 story.
What schools serve 4004 Chesswood Dr, Holiday, FL?
4004 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 4004 Chesswood Dr, Holiday, FL compare to other homes in Holiday 34691?
Among the 11,181 homes in Holiday 34691, it is worth more than 25% of them ($195,476 against a typical $232,520), its price per square foot is higher than 94% of them ($240 against a typical $181), it is bigger than 9% of them (816 ft² against a typical 1,226 ft²), its lot is bigger than 71% of them (0.15 ac against a typical 0.13 ac) and it is newer than 15% of them (1967 against a typical 1972). Measured against all of Pasco County, it is worth more than 13% 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 4004 Chesswood Dr, Holiday, FL?
The 2025 property tax bill for 4004 Chesswood Dr, Holiday, FL was $2,196. The county assessed it at $164,037.
More homes on Chesswood Dr
- 4025 Chesswood Dr$140K1.5 ba · 1,257 ft² · Sold $145K · Jul 2025
- 4037 Chesswood Dr$210K1.5 ba · 1,124 ft² · Sold $219K · Jun 2025
- 4114 Chesswood Dr$219K1 ba · 988 ft² · Sold $230K · Mar 2025
- 4043 Chesswood Dr$208K1.5 ba · 988 ft² · Sold $222K · Jul 2023
- 4051 Chesswood Dr$217K1.5 ba · 1,128 ft² · Sold $252K · May 2022
- 4115 Chesswood Dr$235K2 ba · 1,464 ft² · Sold $14M · Apr 2022
- 4108 Chesswood Dr$230K1.5 ba · 1,084 ft² · Sold $216K · Dec 2021
- 4109 Chesswood Dr$193K1 ba · 1,306 ft² · Sold $125K · Jul 2020
- 4030 Chesswood Dr$195K1 ba · 816 ft² · Sold $76K · Jan 2020
- 4102 Chesswood Dr$225K1.5 ba · 1,464 ft² · Sold $130K · Dec 2018
- 4036 Chesswood Dr$197K2 ba · 916 ft² · Sold $44K · Oct 2017
- 4018 Chesswood Dr$238K1.5 ba · 1,084 ft² · Sold $50K · Sep 2015
Closest homes
- 4010 Chesswood Dr$191K67 ft · 2 ba · 1,196 ft² · Sold $40K · Mar 2015
- 4005 Ironware Dr$267K91 ft · 1.5 ba · 1,028 ft² · Sold $269K · Jul 2026
- 4011 Ironware Dr$253K113 ft · 1.5 ba · 1,505 ft² · Sold $260K · Nov 2025
- 4005 Chesswood Dr$192K141 ft · 1 ba · 816 ft² · Sold $36K · May 2014
- 2325 Roselawn Dr$200K128 ft · 1.5 ba · 1,068 ft² · Sold $105K · Oct 2019
- 4018 Chesswood Dr$238K130 ft · 1.5 ba · 1,084 ft² · Sold $50K · Sep 2015
- 2333 Roselawn Dr$199K135 ft · 1.5 ba · 1,088 ft² · Sold $33K · Nov 2012
- 4011 Chesswood Dr$205K157 ft · 1 ba · 1,428 ft² · Sold $50K · Dec 2013
More homes in Holiday 34691
- 3635 Holiday Lake Dr$215K1 ba · 1,119 ft² · Sold $120K · Sep 2026
- 3601 Pinehurst Dr$290K1.5 ba · 1,932 ft² · Sold $155K · Sep 2026
- 3350 Wiltshire Dr$157K1 ba · 1,016 ft² · Sold $158K · Aug 2026
- 1250 Classic Dr$100K1.5 ba · 1,105 ft² · Sold $100K · Aug 2026
- 3104 Dole St$315K2 ba · 2,022 ft² · Sold $273K · Aug 2026
- 3315 Supreme Dr$374K2 ba · 2,099 ft² · Sold $374K · Aug 2026
- 1215 Precision St$110K1 ba · 1,316 ft² · Sold $110K · Aug 2026
- 2116 Kepner Dr1.5 ba · 552 ft² · Sold $70K · Aug 2026
- 4125 Oakfield Ave$186K1 ba · 1,004 ft² · Sold $135K · Aug 2026
- 4018 Ashley Ct$348K2 ba · 2,111 ft² · Sold $350K · Aug 2026
- 3212 Honeymoon Ln$260K2 ba · 1,334 ft² · Sold $260K · Aug 2026
- 1414 Whitehall Ln$280K1.5 ba · 1,552 ft² · Sold $280K · Aug 2026
Assigned schools
Explore the area
See this home in context
Open 4004 Chesswood Dr on TopHap’s interactive map to compare it against every sale nearby, overlay school zones and flood risk, and run a CMA.
Open in map