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$4,790,000

Listing Price

4beds

5baths

5,087sqft

40,593sqft lot

101 Osprey Point Dr, Osprey, FL 34229

Member Features

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  • Full foreclosure details

  • Home value, equity and ownership info

  • Find homes priced below market

  • Get full access with a FREE Account

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For Sale

Off Market

Single Family

Home type

941.62

Price / sqft

1985

Year built

Home Details

Lakefront living and elevated architecture come together at 101 Osprey Point Drive, a Bo MacEwen-designed estate privately positioned on nearly an acre within the gates of Sarasotas prestigious Oaks Bayside community. Spanning more than 5,000 square feet across two of the communitys most desirable homesites with 150 feet of water frontage, the residence blends timeless architecture, exceptional entertaining spaces, and a tranquil resort-style setting surrounded by lush landscaping and sweeping water views. An oversized granite-tiled circular drive and stately double-door entrance create a memorable arrival, leading into interiors defined by soaring ceilings, white onyx flooring with marble inlays, handcrafted millwork, dramatic fireplaces, crystal chandeliers, and walls of French doors opening to the lakefront terrace and pool. Designed for both elegant entertaining and everyday comfort, the home offers a series of richly detailed gathering spaces including a formal living room with dual fireplaces, a lakefront dining room with custom built-ins, a domed-ceiling sitting room ideal for cocktails or conversation, and a custom bar and wine room with etched-glass cabinetry, stone countertops, and display shelving. The remodeled chefs kitchen combines classic design with modern functionality, featuring UltraKraft cabinetry, custom soffit lighting, Corian countertops, a center island with breakfast bar, and premium appliances including a Sub-Zero refrigerator, Wolf gas cooktop, wall

Interior Details

Square Feet
  • 5087

Bedrooms
  • 4

Bathrooms
  • 5

Heating
  • Has Heating:

    Yes

  • Heating Type:

    Central

Cooling
  • Has Cooling:

    Yes

  • Cooling Type:

    Central

Fuel
  • Has Fuel:

    No

  • Fuel Type:

    N/A

Basement
  • Has Basement:

    No

  • Basement Type:

    N/A

Flooring
  • Has Flooring:

    No

  • Flooring Type:

    Wood (unspecified)

Fireplace
  • Has Fireplace:

    Yes

  • Fireplace Type:

    N/A

Property Details

Lot Size
  • 40593

Water
  • Yes

Sewer
  • Yes

Parking
  • Type:

    Garage, Attached

  • Location:

    N/A

  • Status:

    N/A

  • Number of Spaces:

    3

Deck
  • No

Patio
  • No

Fence
  • No

Pool
  • No

Porch
  • Yes

Stoop
  • No

Breezeway
  • No

Construction Details

Number of Stories
  • 1

Style
  • N/A

Exterior
  • Stucco

Foundation
  • N/A

Roof
  • Mansard

Roofing Material
  • Slate

Tax History

Year

Amount

Land

Improvement

Percent Change

Assessment

2020

$11,540

$0

$0

--%

$905,297

2019

$13,348

$274,900

$746,700

--%

$1,021,600

2018

$12,784

$252,600

$723,400

--%

$976,000

2017

$12,553

$238,800

$701,700

--%

$940,500

2016

$12,503

$223,900

$692,600

--%

$916,500

2014

$11,683

$0

$0

--%

$826,600

2013

$14,532

$0

$0

--%

$1,024,400

2012

$13,969

$0

$0

--%

$991,090

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Average Home Price in 34229

Nearby Properties

Zip Code

Price

Bed

Bath

Sqft

Lot

Sold Date

$2,006,056

3 Beds

4.5 Baths

5,409 Sqft

18,681 Lot (sqft)

Sold 05/29/2026

$4,790,000

4 Beds

5 Baths

5,087 Sqft

40,593 Lot (sqft)

Sold 09/29/2026

$3,995,000

4 Beds

6 Baths

5,453 Sqft

30,616 Lot (sqft)

Sold 09/29/2026

$2,320,467

3 Beds

3.5 Baths

5,287 Sqft

17,252 Lot (sqft)

Sold 10/05/2026

$2,132,992

5 Beds

5 Baths

4,783 Sqft

19,883 Lot (sqft)

Sold 10/06/2026

$980,000

4 Beds

5.5 Baths

4,902 Sqft

17,570 Lot (sqft)

Sold 08/31/2019

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Calculators

Mortgage

Mortgage Calculator

Calculate your monthly mortgage payments.
Household Income
70,000
$
Home price
4,790,000
$
Down payment
958,000
$
Mortgage Rate
6.5
%
Loan Term
Property Tax Rate
1.1
%
Homeowner's Insurance (Annual)
28,740
$
HOA (Monthly)
0
$
PMI
0
$
$31,007
Your Payment
Total Monthly Payment:$31,007
Percent of Income:532%
Affordable:No

Details for 101 OSPREY POINT DR

Property Debt

Foreclosure Contact Details

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