3239 CHESSWOOD AVE
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.Foreclosure Filings(1)
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 34741These 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
3239 Chesswood Ave 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.
- Among the least valuable homes in Kissimmee 34741
- Among the lowest price per square foot in Osceola County
- Smaller than 97% of homes in Osceola County
- Has a smaller lot than 91% of homes in Osceola County
- Older than 85% of homes in Osceola County
What homes are worth in Kissimmee 34741
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth less than almost all homes in Kissimmee 34741.
How it measures up in Kissimmee 34741
The dot is this home. The mark in the middle is the typical home in Kissimmee 34741.
Cheaper than almost all homes nearby
Cheaper than almost all homes nearby
Bigger than 10% of homes nearby
Bigger than 30% of homes nearby
Newer than 32% of homes nearby
| Measure | This home | Kissimmee 34741 | Osceola County |
|---|---|---|---|
| Estimated valuepricier than | $52,781 | almost no homes | almost no homes |
| Price per ft²pricier than | $61 | almost no homes | almost no homes |
| Living areabigger than | 864 ft² | 10% of homes | 3% of homes |
| Lot sizebigger than | 1,133 ft² | 30% of homes | 9% of homes |
| Year builtnewer than | 1986 | 32% of homes | 15% of homes |
About 3239 Chesswood Ave
How much is 3239 Chesswood Ave, Kissimmee, FL worth?
The TopHap Estimate for 3239 Chesswood Ave, Kissimmee, FL is $52,781 as of Sep 24, 2026. The likely range is $48,524 to $57,038. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 3239 Chesswood Ave, Kissimmee, FL last sell?
3239 Chesswood Ave, Kissimmee, FL last sold on Jan 11, 2022 for $56,500, according to the county's recorded deed.
How big is 3239 Chesswood Ave, Kissimmee, FL?
3239 Chesswood Ave, Kissimmee, FL has 2 bedrooms, 2 bathrooms, 864 square feet of living space and a 0.03-acre lot.
When was 3239 Chesswood Ave, Kissimmee, FL built?
3239 Chesswood Ave, Kissimmee, FL was built in 1986, making it 40 years old. The building has 1 story.
What schools serve 3239 Chesswood Ave, Kissimmee, FL?
3239 Chesswood Ave, Kissimmee, FL is assigned to Kissimmee Middle School (middle), rated C; Kissimmee Elementary School (elementary), rated C; Osceola High School (high), rated C. All sit in Osceola County School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 3239 Chesswood Ave, Kissimmee, FL compare to other homes in Kissimmee 34741?
Among the 13,033 homes in Kissimmee 34741, it is worth more than almost none of them ($52,781 against a typical $279,611), its price per square foot is higher than almost none of them ($61 against a typical $184), it is bigger than 10% of them (864 ft² against a typical 1,468 ft²), its lot is bigger than 30% of them (1,133 ft² against a typical 0.12 ac) and it is newer than 32% of them (1986 against a typical 1993). Measured against all of Osceola County, it is worth more than almost no 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 3239 Chesswood Ave, Kissimmee, FL?
The 2025 property tax bill for 3239 Chesswood Ave, Kissimmee, FL was $2,736. The county assessed it at $145,800.
More homes on Chesswood Ave
- 3216 Chesswood Ave$129K2 bd · 2 ba · 864 ft² · Sold $70K · Mar 2026
- 3207 Chesswood Ave$54K2 bd · 2 ba · 864 ft² · Sold $48K · Oct 2022
- 3236 Chesswood Ave$52K2 bd · 2 ba · 864 ft² · Sold $50K · Oct 2022
- 3215 Chesswood Ave$53K2 bd · 2 ba · 864 ft² · Sold $47K · Oct 2022
- 3255 Chesswood Ave$53K2 bd · 2 ba · 864 ft² · Sold $55K · Apr 2022
- 3243 Chesswood Ave$53K2 bd · 2 ba · 864 ft² · Sold $57K · Apr 2022
- 3212 Chesswood Ave$54K2 bd · 2 ba · 864 ft² · Sold $56K · Jan 2022
- 3235 Chesswood Ave$90K3 bd · 2 ba · 1,056 ft² · Sold $48K · Nov 2021
- 3263 Chesswood Ave$59K3 bd · 2 ba · 1,056 ft² · Sold $47K · Oct 2021
- 3258 Chesswood Ave$90K3 bd · 2 ba · 1,056 ft² · Sold $64K · Jun 2021
- 3246 Chesswood Ave$156K2 bd · 2 ba · 864 ft² · Sold $96K · Nov 2019
- 3203 Chesswood Ave$104K3 bd · 2 ba · 1,056 ft² · Sold $115K · May 2019
Closest homes
- 3235 Chesswood Ave$90K24 ft · 3 bd · 2 ba · 1,056 ft² · Sold $48K · Nov 2021
- 3243 Chesswood Ave$53K24 ft · 2 bd · 2 ba · 864 ft² · Sold $57K · Apr 2022
- 3247 Chesswood Ave$53K47 ft · 2 bd · 2 ba · 864 ft² · Sold $49K · Apr 2014
- 3227 Chesswood Ave$184K69 ft · 3 bd · 2 ba · 1,056 ft² · Sold $85K · Sep 2015
- 3251 Chesswood Ave$73K71 ft · 2 bd · 2 ba · 864 ft² · Sold $29K · Oct 2009
- 3223 Chesswood Ave$53K92 ft · 2 bd · 2 ba · 864 ft² · Sold $49K · Apr 2014
- 3255 Chesswood Ave$53K96 ft · 2 bd · 2 ba · 864 ft² · Sold $55K · Apr 2022
- 3219 Chesswood Ave$157K116 ft · 2 bd · 2 ba · 864 ft² · Sold $43K · Oct 2009
More homes in Kissimmee 34741
- 3476 Forest Ridge Ln$449K4 bd · 2 ba · 2,395 ft² · Sold $449K · Oct 2026
- 3463 Forest Ridge Ln$585K4 bd · 2.5 ba · 3,807 ft² · Sold $558K · Oct 2026
- 3245 Whooping Crane Run$397K3 bd · 2 ba · 1,498 ft² · Sold $380K · Oct 2026
- 2535 Fassona Dr$300K3 bd · 2.5 ba · 1,603 ft² · Sold $300K · Oct 2026
- 3181 Stonehurst Cir$390K3 bd · 2 ba · 1,650 ft² · Sold $380K · Sep 2026
- 2270 San Vital Dr$230K4 bd · 3 ba · 1,470 ft² · Sold $190K · Sep 2026
- 2613 Calistoga Ave$790K10 bd · 8 ba · 4,275 ft² · Sold $640K · Sep 2026
- 2231 Cascades Blvd$134K1 bd · 1 ba · 635 ft² · Sold $123K · Sep 2026
- 3000 Laurel Park Ln$233K3 bd · 2 ba · 1,433 ft² · Sold $215K · Sep 2026
- 2101 Painter Ln$355K3 bd · 2.5 ba · 1,820 ft² · Sold $350K · Sep 2026
- 3331 Whitestone Cir$225K3 bd · 2 ba · 1,495 ft² · Sold $223K · Sep 2026
- 2209 Antigua Pl$177K2 bd · 2 ba · 1,026 ft² · Sold $157K · Sep 2026
Assigned schools
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