114 Windward Dr, Osprey, FL 34229 is a single family home that contains 2,037 sq ft and was built in 1984. It contains 3 bedrooms and 2 bathrooms. This home last sold for $585,000 in June 2026.
The Zestimate for this house is $584,300. The Rent Zestimate for this home is $4,145/mo.
Sold for $585,000
Street View
$585,000
114 Windward Dr, Osprey, FL 34229
3beds
2baths
2,037sqft
SingleFamily
Built in 1984
0.28 Acres Lot
$584,300 Zestimate®
$287/sqft
$4,145 Estimated rent
Home value
$584,300
$538,000 - $637,000
$4,145/mo
Zestimate® history
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$4,145/mo
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$3,854/mo
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Est. payment
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
Heating
- Other
Features
- Flooring: Carpet
Interior area
- Total interior livable area: 2,037 sqft
Property
Parking
- Parking features: Garage - Attached
Features
- Exterior features: Stucco
Lot
- Size: 0.28 Acres
Details
- Parcel number: 0157080005
Construction
Type & style
- Home type: SingleFamily
Materials
- masonry
- Foundation: Concrete
- Roof: Other
Condition
- Year built: 1984
Community & HOA
HOA
- Has HOA: Yes
- HOA fee: $90 monthly
Location
- Region: Osprey
Financial & listing details
- Price per square foot: $287/sqft
- Tax assessed value: $594,800
- Annual tax amount: $3,837
Price history
| Date | Event | Price |
|---|---|---|
| 6/2/2026 | Sold | $585,000+185.4%$287/sqft |
Source: Public Record Report a problem | ||
| 4/21/1998 | Sold | $205,000$101/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $3,837 +11.6% | $311,560 +2.9% |
| 2024 | $3,437 +3.7% | $302,779 +3% |
| 2023 | $3,315 +0.2% | $293,960 +3% |
| 2022 | $3,307 +1.9% | $285,398 +3% |
| 2021 | $3,247 -0.2% | $277,085 +1.4% |
| 2020 | $3,255 +3.8% | $273,259 +2.3% |
| 2019 | $3,136 | $267,115 +1.9% |
| 2018 | $3,136 +2.6% | $262,134 +2.1% |
| 2017 | $3,056 -0.9% | $256,742 -13% |
| 2016 | $3,085 | $295,200 +3.3% |
| 2015 | $3,085 +0.4% | $285,800 +17.1% |
| 2014 | $3,072 +0.1% | $244,070 |
| 2013 | $3,068 +2.9% | $244,070 +1.7% |
| 2012 | $2,982 +5% | $239,990 +3% |
| 2011 | $2,841 -6.6% | $233,000 -3.7% |
| 2010 | $3,043 +10.7% | $242,032 +2.7% |
| 2009 | $2,749 | $235,669 +0.1% |
| 2008 | $2,749 -2.4% | $235,434 +3% |
| 2007 | $2,816 | $228,577 +2.5% |
| 2006 | -- | $223,002 +3% |
| 2005 | -- | $216,507 +3% |
| 2004 | $2,937 -1.3% | $210,201 +1.9% |
| 2003 | $2,975 +1.8% | $206,282 +2.4% |
| 2002 | $2,922 +6.9% | $201,447 +1.6% |
| 2001 | $2,733 +2.1% | $198,275 +3% |
| 2000 | $2,676 | $192,500 |
Find assessor info on the county website
Neighborhood: 34229
Nearby homes
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Nearby schools
GreatSchools rating
- 8/10Laurel Nokomis SchoolGrades: PK-8Distance: 4.6 mi
- 7/10Venice Senior High SchoolGrades: 9-12Distance: 6.5 mi
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Estimated market value
$584,300
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Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$584,300
- Florida
- Sarasota County
- Osprey
- 34229
- 114 Windward Dr
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