For SaleRisky Deal126 days on market
409 21ST STREET SW
409 21ST STREET SW, WINTER HAVEN, FL 33880, Winter Haven, FL 33880
$550,000
Estimate®:$522,500
Listing Price
409 21ST STREET SW, WINTER HAVEN, FL 33880
Loc: Winter Haven, FL
Days Listed
126
Tax Assessed
$269k
Estimate®
$523k
Market Rate
Lot Size
0.40 acres
Rent Estimate
$1,863/mo
Est. Cash Flow base
Type
single family
More Than Just a Property
We believe a home extends beyond its walls. That's why we help you explore the pulse of the community—from top-rated schools to essential emergency services. Your safety, well-being, and connection to the neighborhood matter to us.
4.9
Safety Score
A+
Schools
Nearby Schools
Educational options and performance ratings in the area.
3
Inwood Elementary School
PK-5
0.9 mi away
4
Westwood Middle School
6-8
1.5 mi away
3
Winter Haven Senior High School
9-12
2.1 mi away
Property Overview
No property narrative or remarks were supplied in the source listing records. Underwriting and financial metrics are calculated directly from public record data and MLS attributes.
Features & Amenities
Mediterranean Revivalstucco exteriorarched entrycarporttiled roofleaded glass windowstextured wallshistoric charmfront lawnasymmetrical facaderesidentialsuburban
Haven AI Verdict
Recommendation
Risky
Confidence Score: 5/10
Exercise caution due to potential market volatility.
Cap Rate
2.05%
Total ROI
3.4%
Cash Flow
$-1,914/mo
DSCR
0.33
Was this AI Verdict accurate?
Data provided by Haven AI. Disclaimer
Haven AI
Property yields an estimated $-1,914/mo net cash flow with a 2.0% cap rate. Underwriting indicates risky fundamentals for long-term hold.
Strengths
- • Prime residential location in Winter Haven, FL
- • Long-term capital appreciation corridor
Considerations
- • Verify historical operating expenses and local tax assessment
- • Confirm current lease terms and tenant estoppel certificates
10-Year Price Projection
Price & Tax History
Price History
| Date | Event | Price | Price/sqft |
|---|---|---|---|
| 2026-05-22 | Listed for sale | $550,000 | $237 |
| 2026-01-01 | Listing removed | $550,000 | $237 |
| 2025-09-29 | Listed for sale | $550,000 | $237 |
| 2024-09-04 | Listing removed | $239,900 | $103 |
| 2024-06-23 | Price change | $630,000 | $271 |
| 2024-03-10 | Listed for sale | $650,000 | $280 |
| 2023-09-04 | Listing removed | $0 | – |
| 2021-09-09 | Sold | $229,000 | $99 |
| 2021-08-03 | Pending sale | $239,900 | $103 |
| 2021-07-27 | Listed for sale | $239,900 | $103 |
| 2021-07-22 | Pending sale | $239,900 | $103 |
| 2021-07-10 | Price change | $239,900 | $103 |
| 2021-07-07 | Listed for sale | $245,900 | $106 |
| 2021-06-26 | Pending sale | $245,900 | $106 |
| 2021-06-18 | Listed for sale | $245,900 | $106 |
| 2021-05-11 | Listing removed | $0 | – |
| 2021-03-08 | Listed for sale | $239,900 | $103 |
| 2021-02-09 | Pending sale | $239,900 | $103 |
| 2021-02-09 | Listed for sale | $239,900 | $103 |
| 2021-02-09 | Pending sale | $239,900 | $103 |
| 2021-02-02 | Listed for sale | $239,900 | $103 |
| 2021-01-16 | Listing removed | $239,900 | $103 |
| 2021-01-13 | Price change | $239,900 | $103 |
| 2020-12-29 | Pending sale | $274,900 | $118 |
| 2002-05-21 | Sold | $60,000 | $26 |
Tax History
| Year | Property Tax | Tax Assessment |
|---|---|---|
| 2025 | $5,112.33 | $268,742 |
| 2024 | $4,860.64 | $255,014 |
| 2023 | $4,759.14 | $240,065 |
| 2022 | $4,241.96 | $218,241 |
| 2021 | $214.38 | $58,933 |
| 2020 | $213.48 | $58,119 |
| 2019 | $211.14 | $56,812 |
| 2018 | $211.14 | $55,753 |
| 2017 | $210.16 | $54,606 |
| 2016 | $213.68 | $53,483 |
| 2015 | $221.47 | $53,111 |
| 2014 | $212.2 | $52,689 |
| 2013 | $224.95 | $51,910 |
| 2012 | $218.44 | $51,178 |
| 2011 | $231.69 | $52,353 |
| 2010 | $301.04 | $60,356 |
| 2009 | $426.45 | $77,678 |
| 2008 | $587.96 | $96,509 |
| 2006 | $2,481.28 | $0 |
| 2004 | $1,317.46 | $0 |
| 2003 | $1,256.42 | $52,290 |
| 2002 | $579.13 | $48,920 |
| 2001 | $786.66 | $57,492 |
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