NOT LISTED FOR SALE

1239 Windward Dr Osprey, FL 34229

Osprey Area

Estimated Value: $1,014,155 - $1,183,000

4 Beds
3 Baths
4,253 Sq Ft
$259/Sq Ft Est. Value

About This Home

This home is located at 1239 Windward Dr, Osprey, FL 34229 and is currently estimated at $1,103,289, approximately $259 per square foot. 1239 Windward Dr is a home located in Sarasota County with nearby schools including Laurel Nokomis School, Venice High School, and European Academy of Early Education.

Range of Values:

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Value Increase
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Percent Increase
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Adjusted for Inflation
Collateral Analytics

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ICE

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First American

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Quantarium

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Average Value
Not Available
List Price
Sold Price
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Ownership History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Name Owned For Owner Type

Purchase Details

Closed on
Jun 12, 2025
Sold by
Bought by
Current Estimated Value
$1,103,289

Purchase Details

Closed on
May 9, 2014
Sold by
Bought by

Purchase Details

Closed on
Aug 20, 2009
Sold by
Bought by

Purchase Details

Closed on
Dec 6, 2005
Sold by
Bought by

Purchase Details

Closed on
Oct 31, 1997
Sold by
Bought by

Purchase Details

Closed on
Oct 31, 1995
Sold by
Bought by
Source: Public Records

Home Values in the Area

Source: Public Records

Average Home Value in this Area

Source: Public Records

Agents Specializing in Osprey, FL

  • Andrew Garcia Real Estate Agent - KELLER WILLIAMS ON THE WATER

    Andrew Garcia

    KELLER WILLIAMS ON THE WATER

    (888) 613-0378

    119 Total Sales

    1 in Osprey

    $351,000 Price

    Andrew Garcia
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  • Michael James Real Estate Agent - MICHAEL SAUNDERS & COMPANY

    Michael James

    MICHAEL SAUNDERS & COMPANY

    (941) 541-1585

    54 Total Sales

    1 in Osprey

    $950,000 Price

    Michael James
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  • Diane Barrington Real Estate Agent - RE/MAX ALLIANCE GROUP

    Diane Barrington

    RE/MAX ALLIANCE GROUP

    (941) 263-0895

    78 Total Sales

    1 in Osprey

    $315,000 Price

    Diane Barrington
     Section Image
  • Cheri Castro Real Estate Agent - MICHAEL SAUNDERS & COMPANY

    Cheri Castro

    Responds Quickly

    MICHAEL SAUNDERS & COMPANY

    (941) 740-6269

    45 Total Sales

    1 in Osprey

    $241,000 Price

    Cheri Castro
     Section Image
  • Susan Pelton Real Estate Agent - MICHAEL SAUNDERS & COMPANY

    Susan Pelton

    MICHAEL SAUNDERS & COMPANY

    (941) 732-8572

    13 Total Sales

    2 in Osprey

    $860K - $2M Price Range

    Susan Pelton
     Section Image
  • Christopher Costello Real Estate Agent - RE/MAX PALM

    Christopher Costello

    RE/MAX PALM

    (941) 231-5089

    111 Total Sales

    1 in Osprey

    $750,000 Price

    Christopher Costello
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Purchase History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Buyer Sale Price Title Company
$100 None Listed On Document
-- Attorney
-- Attorney
$914,000 Riddell Title & Escrow Llc
$390,000 --
-- --
Source: Public Records

Tax History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $5,614 $494,962
2024 $5,443 $481,013
2023 $5,443 $467,003 $0 $0
2022 $5,368 $453,401 $0 $0
2021 $5,237 $440,195 $0 $0
2020 $4,923 $406,800 $0 $0
2019 $4,761 $397,654 $0 $0
2018 $4,655 $390,239 $0 $0
2017 $4,634 $382,213 $0 $0
2016 $4,623 $411,200 $117,700 $293,500
2015 $4,709 $395,800 $117,700 $278,100
2014 $4,691 $346,500 $0 $0
Source: Public Records

Map

Florida Sarasota County Osprey 34229

1239 Windward Dr, Osprey, FL

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