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123 WINDWARD DRIVE OSPREY FL 34229

$850,000
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123 WINDWARD DRIVE, OSPREY, FL 34229 - MLS#MFRA4656319 123 WINDWARD DRIVE, OSPREY, FL 34229 - MLS#MFRA4656319 123 WINDWARD DRIVE, OSPREY, FL 34229 - MLS#MFRA4656319 123 WINDWARD DRIVE, OSPREY, FL 34229 - MLS#MFRA4656319

Zev Freidus Broker / President
Zev Freidus
Broker / President
561-235-2161
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Overview of 123 Windward Dr

3 Bedrooms
2 Bathrooms
2 Car Garage
2,661 Square Feet
1,894SF Living Area
Pool:
No
Water: None
Year Built 1979
Listed For 0 Days

Don't miss this home for sale in Southbay Yacht And Racquet Club! This immaculate and meticulously maintained 3-bedroom, 2-bath home in the sought-after southbay yacht & racquet community is move-in ready and packed with beautiful updates. The open-concept kitchen has been tastefully remodeled with stainless steel appliances, center isle and lighting, and both bathrooms have also been updated. Natural light fills the home through replaced windows and elegant french doors, all of which are provided with hurricane protection for peace of mind. Crown molding and plantation shutters on all windows add a refined touch throughout, and engineered wood flooring enhances the living room and bedrooms, while ceramic tile flooring is featured in the kitchen and cozy family room complete with a charming wood-burning fireplace. Additional highlights include: a spacious utility room with ample cabinet storage, a new roof and fresh exterior paint in 2024 and new a/c system, dishwasher and garbage disposal in 2025. Florida-friendly landscaping with an abundance of fruit trees and native vegetation surrounding the home are perfect for the gardening enthusiast. southbay yacht & racquet is a golf cart community that offers an array of community features and exceptional lifestyle with a recently remodeled 10,000 sq. Ft. Clubhouse featuring a well equipped fitness center, adjacent swimming pool, and expansive patio. The community-owned marina with residents only boat slips offers direct access to the intracoastal waterway with no fixed bridges to hinder your journey to the gulf. Enjoy a wide range of amenities, including: pickleball and tennis courts, bocce and shuffleboard court, scenic walking and biking paths throughout the community and playground. ideal location conveniently nestled between downtown sarasota and downtown venice, this home is close to top-rated dining, shopping, and entertainment. YouÂ’re just a short drive from world-renowned siesta key and nokomis beach, the legacy trail, and the nationally ranked pine view school. donÂ’t miss this opportunity to own a beautiful home in one of the gulf coastÂ’s most desirable boating communities

This lovely single family home was built in 1979 and features 3 bedrooms, and 2 full bathrooms. This home for sale is 2,661 square feet, with 1,894 sq ft being air conditioned living space. The home has a 2 car garage and does not have a private swimming pool, although there is a community pool in the complex for use by residents.

Directions to this property are as follows: Us 41 To Blackburn Point Road In Osprey, Left Onto Southbay Drive And Take Immediate Left Onto Windward Drive. 123 Windward Is On The Right.

Please contact your ZFC agent for more information about MLS# MFRA4656319 or any other homes for sale in Osprey or elsewhere in the Sarasota County area.

Features & Amenities

Appliances

Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer

Other Equipment

Irrigation Equipment

Architecture

Florida

Cooling

Central Air

Heating

Central, Electric

Flooring

Ceramic Tile, Hardwood

Lot Size

10800

View

Garden, Park/Greenbelt view

Construction Materials

Block, Stucco

Interior Features

Ceiling Fans(s), Crown Molding, Eat-in Kitchen, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Split Bedroom, Window Treatments

Furnished

Furnished

Exterior Features

French Doors, Garden, Hurricane Shutters

Lot Features

In County, Landscaped, Near Marina, Paved

Property Condition

Completed

Patio And Porch Features

Covered, Patio, Screened

Roof

Tile

Utilities

Cable Available, Electricity Connected, Public, Sewer Connected, Sprinkler Meter, Water Connected

Laundry

Inside, Laundry Room, Washer Hookup

Fireplace

Family Room, Masonry, Wood Burning

Zoning

R S F2

Year Built

1979

Pets Allowed

Cats O K, Dogs O K, Yes

Annual Real Estate Taxes

$3,109 (2024)

Legal Description

Lot 118 Southbay Yacht & Racquet Club

Property Type

Single Family Home

HOA Fees

$600 /Quarterly

Association Fee Includes

Common Area Taxes, Pool, Escrow Reserves Fund, Fidelity Bond, Management, Recreational Facilities

Association Amenities

Basketball Court, Clubhouse, Fence Restrictions, Fitness Center, Pickleball Court(s), Playground, Pool, Recreation Facilities, Tennis Court(s), Vehicle Restrictions

Community Features

Association Recreation -Owned, Clubhouse, Deed Restrictions, Fitness Center, Golf Carts O K, No Truck/R V/Motorcycle Parking, Playground, Pool, Tennis Court(s), Street Lights

Direction Faces

Northwest

MLS Number

MFRA4656319

Universal Property Id

U S-12115-N-0157080013-R-N

Community Name

Southbay Yacht & Racquet Club

Property Manager

Judy Brown (941) 966-4237

123 Windward Dr Price Calculator

Get Mortgage Quote For This Home

The payment calculator figures for 123 Windward Dr should be used as an estimate only. Loan terms including interest rate, and required downpayment will vary with each lender and/or individual. RE taxes for this home for sale are estimated based on the actual property taxes for this property for the tax year 2024 which are $3,109 but will likely change when this home sells. These estimations are calculated from a list price of $850,000 and a 25% down payment and do not include homeowners insurance which will vary greatly depending on the home characteristics and location.

Recent Home Sales near 123 Windward Dr

Address Sale Price Bed Bth Size Location Sale Date
209 KEEL WAY $Log in to view 3 2/1 4,248SF Southbay Yacht & Racquet Club 12/13/2024
247 KEEL WAY $Log in to view 3 2/0 4,014SF Southbay Yacht & Racquet Club 04/16/2025
146 YACHT HARBOR DR $Log in to view 3 2/1 3,924SF Southbay Yacht & Racquet Club 02/14/2025
206 FOUR KNOT LN $Log in to view 3 2/0 3,837SF Southbay Yacht & Racquet Club 11/15/2024
1321 SOUTHBAY DR $Log in to view 3 2/1 3,800SF Southbay Yacht & Racquet Club 10/04/2024
142 DORY LN $Log in to view 3 2/0 3,122SF Southbay Yacht & Racquet Club 07/22/2025
1237 FLYING BRIDGE LN $Log in to view 3 2/0 2,905SF Southbay Yacht & Racquet Club 04/23/2025
284 LOOKOUT POINT DR $Log in to view 3 3/0 4,131SF Southbay Yacht & Racquet Club 05/22/2025
322 YACHT HARBOR DR $Log in to view 3 4/0 4,125SF Southbay Yacht & Racquet Club 09/27/2024
128 SEA ANCHOR DR $Log in to view 3 3/0 3,714SF Southbay Yacht & Racquet Club 04/15/2025
229 LOOKOUT POINT DR $Log in to view 3 3/0 3,321SF Southbay Yacht & Racquet Club 04/23/2025
419 YACHT HARBOR DR $Log in to view 3 3/0 3,283SF Southbay Yacht & Racquet Club 02/12/2025

MLS# MFRA4656319 Listing History

09/24/2025 Listed for sale by WILLIAM RAVEIS REAL ESTATE with MLS# MFRA4656319 with a list price of $850,000.

Sarasota County Schools

High School

Public Transportation

Breeze Transit:

Sarasota/US-41/Venice

Breeze Transit:

Sarasota/US-41/Venice

Breeze Transit:

Sarasota/US-41/Venice

Breeze Transit:

77 Siesta Islander

Breeze Transit:

77 Siesta Islander

Open House Schedule for 123 WINDWARD DR

Sep 28
1:00 am - 4:00 pm
This listing of 123 Windward Dr Osprey FL 34229 was last updated on 2025-09-24 17:12:11. Listing courtesy of WILLIAM RAVEIS REAL ESTATE.
MLS

Map of 123 Windward Dr Osprey FL 34229

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Zev Freidus Broker / President
Zev Freidus
Broker / President
561-235-2161
Call Me
Text Me
Email Me
When clicking Submit Request, you are registering to this website and agreeing that ZFC Real Estate, its affiliates or associated third parties may contact you, including with calls or texts by automated means. You also agree to our Terms of Use and Privacy Policy

The data relating to homes for sale or lease or other real estate for sale or for rent on the ZFC website comes in part from a cooperative data exchange program of the MLS in which this Broker participates. The real estate displayed may not be all of the homes in the database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Homes for sale that are listed by Brokers other than this Broker are marked with either the listing Broker's name or the MLS name or a logo provided by the MLS and the details page about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. ZFC, the Florida Association of Realtors and its cooperating Multiple Listing Services do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law including the fair housing act prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

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