204 WINDWARD DRIVE OSPREY FL 34229 MLS #A4693139

204 WINDWARD DRIVE
OSPREY, FL, 34229
$999,000
3 Beds
3 Baths
2,486 SqFt
0.3 Acres
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MLS #A4693139 image #0
Spacious 3-bedroom, 3-bath home featuring high ceilings and a beautifully updated kitchen designed for both everyday living and entertaining.
This home combines comfort and style with light-filled living spaces. Enjoy Florida living at its best with a private pool and amazing lanai area with plenty of covered patio. The oversized two car garage provides plenty of space for a golf cart. Located in a highly sought-after Marina community offering a clubhouse and resort-style amenities. There are recreational activities for all ages, tennis, pickleball, bocce ball, playground, kayak launch and storage, jet ski pads, fishing & boating. Southbay Yacht & Racquet Club is a community like no other in that it has a private 172 boat slip Marina with deep water able to accommodate boats up to 58 feet. Walk, bike or take your golf cart to beaches, shopping, restaurants & tiki bars.

Property Details

Price:
$999,000
MLS #:
A4693139
Status:
Active
Beds:
3
Baths:
3
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
SOUTHBAY YACHT & RACQUET CLUB
Neighborhood:
34229osprey
Listed Date:
May 11, 2026
Finished Sq Ft:
2,486
Total Sq Ft:
3,861
Lot Size:
13,130 sqft / 0.30 acres (approx)
Year Built:
1986
CustomPoolTennisPrimary Bedroom Main FloorCommunity Club House34229 – Osprey34229ospreySouthbay Yacht & Racquet ClubLaurel Nokomis ElementaryLaurel Nokomis MiddleVenice Senior HighTenants Are Not Allowed To Lease Boat Slips Or Jet Ski Pads.3 MonthsPets Allowed

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Schools

Elementary School:
Laurel Nokomis Elementary
Middle School:
Laurel Nokomis Middle
High School:
Venice Senior High

Interior

Appliances
Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Microwave, Refrigerator, Washer, Wine Refrigerator
Bathrooms
3 Full Bathrooms
Cooling
Central Air
Flooring
Carpet, Ceramic Tile
Heating
Central, Electric
Interior Features
Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Window Treatments
Laundry Features
Inside, Laundry Room
Levels
One

Exterior

Architectural Style
Custom
Association Amenities
Clubhouse, Fence Restrictions, Fitness Center, Lobby Key Required, Maintenance, Optional Additional Fees, Park, Pickleball Court(s), Playground, Pool, Recreation Facilities, Tennis Court(s), Trail(s)
Attached Garage YN
1
Community Features
Boat Slip, Fishing, Intracoastal Waterway, Marina, Association Recreation – Owned, Clubhouse, Deed Restrictions, Fitness Center, Golf Carts OK, Park, Playground, Pool, Sidewalks, Tennis Court(s)
Construction Materials
Block, Concrete, Stucco
Covered Spaces
2
Direction Faces
South
Exterior Features
French Doors, Hurricane Shutters, Irrigation System, Lighting, Private Mailbox, Private Yard
Fencing
Masonry
Garage Spaces
2
Lot Features
Corner Lot, In County, Landscaped, Level, Near Marina, Near Public Transit, Private
Open Parking YN
1
Parking Features
Driveway, Garage Door Opener, Golf Cart Parking, Off Street
Patio And Porch Features
Covered, Deck, Front Porch, Screened
Roof
Tile
Spa Features
In Ground
Window Features
Blinds, Window Treatments

Financial

HOA Fee
$657
HOA Fee Frequency
Quarterly
HOA Includes
Community Pool, Escrow Reserves Fund, Maintenance Grounds, Manager
HOA Name
Rachelle Freed
HOA Phone
941-966-4237
Tax Year
2025
Taxes
$4,761

Map

Community

Subdivisions in OSPREY

Market Summary

Current real estate data for Single Family in OSPREY as of Jun 22, 2026
85
Single Family Listed
158
Avg DOM
463
Avg $ / SqFt
$1,420,012
Avg List Price

Property Summary

    Located in the SOUTHBAY YACHT & RACQUET CLUB subdivision, 204 WINDWARD DRIVE OSPREY FL is a Single Family for sale in OSPREY, FL, 34229. It is listed for $999,000 and features 3 beds, 3 baths, and has approximately 2,486 square feet of living space, and was originally constructed in 1986. The current price per square foot is $402. The average price per square foot for Single Family listings in OSPREY is $463. The average listing price for Single Family in OSPREY is $1,420,012. To schedule a showing of MLS#a4693139 at 204 WINDWARD DRIVE in OSPREY, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.

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broker reciprocity Courtesy of GOLF & BAY PROPERTIES LLC. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than CENTURY 21 Carioti include the name of the listing broker. Neither the listing company nor CENTURY 21 Carioti shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved.
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204 WINDWARD DRIVE
OSPREY, FL