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$560,678

Listing Price

3beds

2baths

2,505sqft

13,130sqft lot

186 Windward Dr, Osprey, FL 34229

Member Features

Find Real Estate Bargain!

  • Full foreclosure details

  • Home value, equity and ownership info

  • Find homes priced below market

  • Get full access with a FREE Account

Already a member?

For Sale

Single Family

Home type

223.82

Price / sqft

1983

Year built

Home Details

Under contract-accepting backup offers. Price was dropped $50,000 on 5/7! Survey and pool quote are available! Located in the desirable Southbay Yacht & Racquet Club, this 3-bedroom, 2-bath residence offers a split bedroom layout, unique community amenities, NEW ROOF in 2022, and plenty of room for a private pool. As you enter the home, you will be greeted by the formal living room and dining room to the left and hallway to the family room, kitchen, and dinette straight ahead. The entire interior has been professionally painted in 2025, and there is tons of natural light that flows through the many windows of this home. The kitchen is open to the family room and dinette for easy entertaining. There is also a HUGE bonus room toward the back of the home. Next to the family room is entrance to the hallway leading to the two guest bedrooms and guest bathroom. On the opposite side of the home, past the dining room is the spacious primary suite with generous walk-in closet and ensuite bath. The laundry room is located near the family room. Entrance to the attached 2 car garage is near the foyer. Roof was replaced in 2022 & AC was installed in 2016. The entire house has also been replumbed! Southbay Yacht & Racquet Club is an active lifestyle community with many social, boating, and sports activities. The clubhouse has recently been renovated and features a community pool, fitness center, ballroom, two kitchens, card room, game room, and an elevator! Additional amenities include 3 t

Interior Details

Square Feet
  • 2505

Bedrooms
  • 3

Bathrooms
  • 2

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:

    Carpet

Fireplace
  • Has Fireplace:

    Yes

  • Fireplace Type:

    N/A

Property Details

Lot Size
  • 13130

Water
  • Yes

Sewer
  • Yes

Parking
  • Type:

    Garage, Attached

  • Location:

    N/A

  • Status:

    N/A

  • Number of Spaces:

    2

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
  • Hip

Roofing Material
  • Concrete

Tax History

Year

Amount

Land

Improvement

Percent Change

Assessment

2020

$3,274

$0

$0

--%

$274,313

2019

$3,155

$0

$0

--%

$268,146

2018

$3,074

$0

$0

--%

$263,146

2017

$3,059

$0

$0

--%

$257,734

2016

$3,048

$0

$0

--%

$252,433

2014

$3,091

$0

$0

--%

$248,688

2013

$3,087

$0

$0

--%

$245,013

2012

$3,001

$0

$0

--%

$240,917

percent-home-icon

Average Home Price in 34229

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3 Beds

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3 Beds

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3 Beds

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3 Beds

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$929,722

3 Beds

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Sold 10/06/2026

$530,815

4 Beds

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Sold 10/05/2026

percent-home-icon

Calculators

Mortgage

Mortgage Calculator

Calculate your monthly mortgage payments.
Household Income
70,000
$
Home price
560,678
$
Down payment
112,135.6
$
Mortgage Rate
6.5
%
Loan Term
Property Tax Rate
1.1
%
Homeowner's Insurance (Annual)
3,364.06
$
HOA (Monthly)
0
$
PMI
0
$
$3,629
Your Payment
Total Monthly Payment:$3,629
Percent of Income:62%
Affordable:No

Details for 186 WINDWARD DR

Property Debt

Foreclosure Contact Details