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355 Douglas Way

Winter Garden, FL 34787

2 bd 2 ba 930 sqft Built 1988 Lot 930 sqft condos
Most recent sale
$205,000
Sep 12, 2022

Location

Timeline: Sale, Listing & Tax History

Recorded events

DateEventPriceSource
Sep 12, 2022 Sold $205,000 MLS #S5070906
Aug 10, 2022 Price changed $237,000 MLS #S5070906
Jul 10, 2022 Listed $260,000 MLS #S5070906
Jun 25, 2021 Sold $165,950 MLS #O5936450
Apr 13, 2021 Listed $174,900 MLS #O5936450
Dec 28, 1990 Sold $51,000 Public Record

Tax assessment history

YearBuildingLandTotal assessedTax paid
2025 $203,200 $203,200 $3,224
2024 $203,200 $203,200 $2,818
2023 $141,360 $35,340 $176,700 $2,811
2022 $111,600 $27,900 $139,500 $2,227
2021 $100,480 $25,120 $125,600 $2,042
2020 $35,054 $158
2019 $34,266 $154
2018 $33,627 $145
2017 $32,935 $133
2016 $32,258 $125
2015 $32,034 $124
2014 $31,780 $121
2013 $31,310 $112
2012 $30,787 $103
2011 $29,890 $88
2010 $31,621 $115
2009 $69,001 $562
2008 $106,101 $1,063

Property facts

Year built
1988
Property type
condos
Stories
1
Beds
2
Baths
2
Living area
930 sqft
Lot size
930 sqft
ZIP code
34787
City
Winter Garden
Street
Douglas Way
Coordinates
28.55336, -81.59260

Comparable properties nearby

Investment analysis

Estimates based on local averages — not personalized advice
Estimated monthly rent
$1,721
Gross rental yield
10.07%
Implied cap rate
6.55%
Trend-extrapolated value

Frequently asked questions

When did 355 Douglas Way last sell?
355 Douglas Way most recently sold on Sep 12, 2022 for $205,000.
What is the current tax assessment for 355 Douglas Way?
The most recent total assessment for 355 Douglas Way (year 2025) is $203,200 with $3,224 in property tax.
How does 355 Douglas Way's assessment compare to its last sale price?
The current assessment is 0.9% below the last sale price of $205,000.
When was 355 Douglas Way built?
355 Douglas Way was built in 1988.
How does 355 Douglas Way compare to others on Douglas Way?
We track 8 other properties on Douglas Way. Browse the list under "Other properties on Douglas Way" to compare beds, baths, and sale history.
What are the property facts for 355 Douglas Way?
355 Douglas Way is a 2 bed, 2 bath, 930 sqft, 930 sqft lot condos.
Is 355 Douglas Way a flip candidate?
Yes — 355 Douglas Way appears in our flips dataset, indicating it sold twice within a short window with a notable price change.
Is 355 Douglas Way a tax-appeal candidate?
No — 355 Douglas Way is not currently flagged as a tax-appeal candidate.

Forecast for this area

ZIP-area linear projection — not a per-property automated valuation
Quarterly trend
+1.8%
Implied 1-yr
+7.0%
2026 Q3
$805.1K
2026 Q4
$817.8K
ZIP 34787 — Median Price History + Forecast

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