186 Windward Drive, Osprey, FL 34229

Osprey
Local realty services provided by:Better Homes and Gardens Real Estate Thomas Group
186 Windward Drive,Osprey, FL 34229
$749,900
Virtual Tour
  • 3 Beds
  • 2 Baths
  • 2,505 sq. ft.
  • Single family
  • Active
Upcoming open houses
  • Sat, Feb 28
    01:00 pm - 03:00 pm
  • Sun, Mar 08
    02:00 pm - 04:00 pm
Listed by: brittany coleman, pllc
Office: keller williams on the water s
MLS#:N6142087
Source:MFRMLS

Price summary

  • Price:$749,900
  • Price per sq. ft.:$227.38
  • Monthly HOA dues:$204.33

About this home

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.

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Home facts

  • Year built:1983
  • Listing ID #:N6142087
  • Added:49 day(s) ago
  • Updated:February 27, 2026 at 01:26 PM

Rooms and interior

  • Bedrooms:3
  • Total bathrooms:2
  • Full bathrooms:2
  • Flooring:Wood
  • Dining Description:Living Room/Dining Room Combo
  • Kitchen Description:Dishwasher, Kitchen/Family Room Combo, Microwave, Range, Refrigerator
  • Bedroom Description:High Ceilings, Primary Bedroom Main Floor, Split Bedroom, Walk-In Closet(s)
  • Living area:2,505 sq. ft.

Heating and cooling

  • Cooling:Central Air
  • Heating:Central

Structure and exterior

  • Roof:Tile
  • Year built:1983
  • Building area:2,505 sq. ft.
  • Lot area:0.3 Acres
  • Lot Features:Corner Lot, Landscaped, Paved
  • Construction Materials:Block, Stucco
  • Exterior Features:Covered Porch/Patio, Lighting, Patio, Private Mailbox, Rain Gutters, Screened
  • Foundation Description:Slab
  • Levels:1 Story

Schools

  • High school:Venice Senior High
  • Middle school:Sarasota Middle
  • Elementary school:Laurel Nokomis Elementary

Utilities

  • Water:Public, Water Available, Water Connected
  • Sewer:Public Sewer, Sewer Available, Sewer Connected

Finances and disclosures

  • Price:$749,900
  • Price per sq. ft.:$227.38
  • Tax amount:$7,566 (2025)

Features and amenities

  • Appliances:Dishwasher, Dryer, Electric Water Heater, Irrigation Equipment, Microwave, Range, Refrigerator, Washer
  • Laundry features:Dryer, Inside, Laundry Room, Washer
  • Amenities:BB/HS Internet Available, Basketball Court, Cable Available, Cable Connected, Cathedral Ceiling(s), Ceiling Fans(s), Clubhouse, Electricity Available, Fitness Center, High Ceilings, Irrigation Equipment, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Park, Pickleball Court(s), Playground, Pool, Primary Bedroom Main Floor, Split Bedroom, Tennis Court(s), Thermostat, Vaulted Ceiling(s), Walk-In Closet(s)
  • Pool features:Pool, Public Pool
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