123 Windward Dr Osprey, FL 34229
Estimated payment $4,745/month
Highlights
- Fitness Center
- Property is near a marina
- Fruit Trees
- Laurel Nokomis School Rated A-
- Open Floorplan
- Clubhouse
About This Home
PRICE IMPROVEMENT! 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. You’re just a short drive from world-renowned Siesta Key and Nokomis Beach, the Legacy Trail, and the nationally ranked Pine View School. Don’t miss this opportunity to own a beautiful home in one of the Gulf Coast’s most desirable boating communities
Listing Agent
WILLIAM RAVEIS REAL ESTATE Brokerage Phone: 941-867-3901 License #3308333 Listed on: 09/24/2025
Co-Listing Agent
WILLIAM RAVEIS REAL ESTATE Brokerage Phone: 941-867-3901 License #0665015
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $3,109
Year Built
- Built in 1979
Lot Details
- 0.25 Acre Lot
- Northwest Facing Home
- Mature Landscaping
- Irrigation Equipment
- Fruit Trees
- Garden
- Property is zoned RSF2
HOA Fees
- $219 Monthly HOA Fees
Parking
- 2 Car Attached Garage
Property Views
- Garden
- Park or Greenbelt
Home Design
- Florida Architecture
- Entry on the 1st floor
- Slab Foundation
- Tile Roof
- Block Exterior
- Stucco
Interior Spaces
- 1,894 Sq Ft Home
- Open Floorplan
- Furnished
- Crown Molding
- Ceiling Fan
- Wood Burning Fireplace
- Fireplace Features Masonry
- Plantation Shutters
- French Doors
- Family Room with Fireplace
- Combination Dining and Living Room
- Hurricane or Storm Shutters
Kitchen
- Eat-In Kitchen
- Range
- Microwave
- Dishwasher
- Solid Surface Countertops
- Disposal
Flooring
- Wood
- Brick
- Ceramic Tile
Bedrooms and Bathrooms
- 3 Bedrooms
- Primary Bedroom on Main
- Split Bedroom Floorplan
- 2 Full Bathrooms
Laundry
- Laundry Room
- Dryer
- Washer
Outdoor Features
- Property is near a marina
- Covered Patio or Porch
Schools
- Laurel Nokomis Elementary School
- Laurel Nokomis Middle School
- Venice Senior High School
Utilities
- Central Heating and Cooling System
- Electric Water Heater
- Cable TV Available
Listing and Financial Details
- Visit Down Payment Resource Website
- Tax Lot 118
- Assessor Parcel Number 0157080013
Community Details
Overview
- Association fees include common area taxes, pool, escrow reserves fund, fidelity bond, management, recreational facilities
- Rachelle Freed Association, Phone Number (941) 966-4237
- Visit Association Website
- Southbay Yacht & Racquet Club Community
- Southbay Yacht & Racquet Club Subdivision
- Association Owns Recreation Facilities
- The community has rules related to deed restrictions, fencing, allowable golf cart usage in the community, no truck, recreational vehicles, or motorcycle parking, vehicle restrictions
Amenities
- Clubhouse
Recreation
- Tennis Courts
- Community Basketball Court
- Pickleball Courts
- Recreation Facilities
- Community Playground
- Fitness Center
- Community Pool
Map
Home Values in the Area
Average Home Value in this Area
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $3,109 | $278,568 | -- | -- |
| 2024 | $2,996 | $270,717 | -- | -- |
| 2023 | $2,996 | $262,832 | $0 | $0 |
| 2022 | $2,936 | $255,177 | $0 | $0 |
| 2021 | $2,897 | $247,745 | $0 | $0 |
| 2020 | $2,901 | $244,324 | $0 | $0 |
| 2019 | $2,792 | $238,831 | $0 | $0 |
| 2018 | $2,717 | $234,378 | $0 | $0 |
| 2017 | $2,703 | $229,557 | $0 | $0 |
| 2016 | $2,693 | $269,600 | $116,500 | $153,100 |
| 2015 | $2,741 | $260,600 | $116,500 | $144,100 |
| 2014 | $2,729 | $209,909 | $0 | $0 |
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 01/09/2026 01/09/26 | Price Changed | $820,000 | -3.5% | $433 / Sq Ft |
| 09/24/2025 09/24/25 | For Sale | $850,000 | -- | $449 / Sq Ft |
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Corporate Deed | $260,000 | Stewart Title Company | |
| Deed | $200,000 | Alliance Group Title Llc | |
| Interfamily Deed Transfer | -- | -- |
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $382,500 | Reverse Mortgage Home Equity Conversion Mortgage |
Source: Stellar MLS
MLS Number: A4656319
APN: 0157-08-0013
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Based on information submitted to the MLS GRID
Listing Information presented by local MLS brokerage: Ten-X - (888)-952-6393
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