$565,000
SOLD JUN 4, 2026

102 Windward Dr Osprey, FL 34229

3 Beds
2.5 Baths
2,134 Sq Ft
0.36 Acre Lot

Sale Details

Date Sold: June 4, 2026

$265 Per Sq Ft

29% Below List Price

169 Days on Market

Highlights

  • Fitness Center
  • Screened Pool
  • Deck
  • Laurel Nokomis School Rated A-
  • Clubhouse
  • Florida Architecture

About This Home

As of June 2026

NEW PRICE! Located in the desirable Southbay Yacht & Racquet Club, this 3-bedroom, 2.5-bath pool home with mature landscaping offers a functional layout and excellent community amenities. The home features a double-door front entry, a spacious great room with cathedral ceiling, an oversized garage, and a large private lot. Interior highlights include double primary bedrooms, tiled walk-in showers in both full bathrooms, an outdoor shower, a generous laundry room with cabinetry, a practical kitchen with pantry and hurricane rated windows. The paver lanai with automated hurricane screen and expansive paver deck surrounding the swimming pool with solar heat provide substantial outdoor living space. A long driveway adds convenient additional parking. Southbay Yacht & Racquet Club is a golf-cart-friendly community featuring a recently remodeled 10,000 sq. ft. clubhouse with a fitness center, pool, and large patio. The community-owned marina—with residents-only boat slips—provides direct Intracoastal Waterway access with no fixed bridges to the Gulf. Additional amenities include pickleball and tennis courts, bocce, shuffleboard, walking and biking paths, and a playground. The community is ideally situated between Sarasota and Venice, close to dining, shopping, entertainment, beaches, the Legacy Trail, and Pine View School.

Last Agent to Sell the Property

Regina Putrino

WILLIAM RAVEIS - FLORIDA LLC Brokerage Phone: 941-894-1255 License #0665015 Listed on: 11/19/2025

WILLIAM RAVEIS - FLORIDA LLC

Last Buyer's Agent

Regina Putrino

WILLIAM RAVEIS - FLORIDA LLC Brokerage Phone: 941-894-1255 License #0665015 Listed on: 11/19/2025

WILLIAM RAVEIS - FLORIDA LLC

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $3,540

Year Built

  • Built in 1986

Lot Details

  • 15,778 Sq Ft Lot
  • East Facing Home
  • Metered Sprinkler System
  • Cleared Lot
  • Property is zoned RSF2

HOA Fees

  • $219 Monthly HOA Fees

Parking

  • 2 Car Attached Garage
  • Oversized Parking
  • Ground Level Parking
  • Garage Door Opener
  • Driveway
  • Off-Street Parking

Home Design

  • Florida Architecture
  • Slab Foundation
  • Tile Roof
  • Block Exterior
  • Stucco

Interior Spaces

  • 2,134 Sq Ft Home
  • Shelving
  • Cathedral Ceiling
  • Ceiling Fan
  • Window Treatments
  • Sliding Doors
  • Great Room
  • Dining Room

Kitchen

  • Eat-In Kitchen
  • Dinette
  • Microwave
  • Dishwasher
  • Solid Surface Countertops
  • Disposal

Flooring

  • Brick
  • Carpet
  • Ceramic Tile
  • Vinyl

Bedrooms and Bathrooms

  • 3 Bedrooms
  • Primary Bedroom on Main
  • Split Bedroom Floorplan

Laundry

  • Laundry Room
  • Dryer
  • Washer

Pool

  • Screened Pool
  • In Ground Pool
  • Gunite Pool
  • Fence Around Pool
  • Pool Deck
  • Outdoor Shower
  • Outside Bathroom Access
  • Pool Lighting

Outdoor Features

  • Deck
  • Covered Patio or Porch
  • Exterior Lighting
  • Rain Gutters

Schools

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

Utilities

  • Central Heating and Cooling System
  • Cable TV Available

Listing and Financial Details

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
  • Southbay Yacht & Racquet Club Community
  • Southbay Yacht & Racquet Club Subdivision
  • The community has rules related to deed restrictions, allowable golf cart usage in the community, no truck, recreational vehicles, or motorcycle parking

Amenities

  • Clubhouse

Recreation

  • Tennis Courts
  • Community Playground
  • Fitness Center
  • Community Pool
  • Park

Home Details

Home Type

Single Family

Est. Annual Taxes

$3,540

Year Built

Built in 1986

Lot Details

0.36 Acres

HOA Fees

$219 per month

Parking

2

Listing Details

  • HOA Fee Includes: Common Area Taxes, Pool, Escrow Reserves Fund, Fidelity Bond, Management, Recreational Facilities
  • Property Type: Residential
  • Property Condition: Completed
  • Property Sub Type: Single Family Residence
  • Architectural Style: Florida
  • Construction Materials: Block, Stucco
  • Fireplace: No
  • Living Area: 2134
  • Lot Size Acres: 0.36
  • New Construction: No
  • Year Built: 1986
  • Building Area Total: 3000
  • Lot Size Sq Ft: 15778
  • Status: Sold
  • Ownership: Fee Simple
  • Building Area Total Srch Sq M: 278.71
  • Escrow State: FL
  • Minimum Lease: 3 Months
  • RATIO Current Price By Calculate: 264.76
  • Total Acreage: 1/4 to less than 1/2
  • Water Access YN: 0
  • MFR_InLawSuiteYN: 0
  • MFR_CommunityAssociationWaterFeatures: Boat Slip,Dock,Intracoastal Waterway,Marina,Waterfront
  • Attribution Contact: 941-894-1255
  • Tax Year: 2024
  • Special Features: VirtualTour

Interior Features

  • Living Area Units: Square Feet
  • Flooring: Carpet, Ceramic Tile, Vinyl
  • Full Bathrooms: 2
  • Half Bathrooms: 1
  • Interior Amenities: Cathedral Ceiling(s), Ceiling Fans(s), Eat-in Kitchen, High Ceilings, Primary Bedroom Main Floor, Solid Surface Counters, Split Bedroom, Window Treatments
  • Appliances Included: Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Washer
  • Foundation Details: Slab
  • Total Bedrooms: 3
  • Levels: One
  • Other Equipment: Irrigation Equipment
  • Living Area Meters: 198.26

Exterior Features

  • Direction Faces: East
  • Pool Features: Deck, Gunite, In Ground, Lighting, Outside Bath Access, Screen Enclosure
  • Exterior Features: Lighting, Outdoor Shower, Rain Gutters, Sliding Doors, Sprinkler Metered
  • Roof: Tile
  • Home Warranty: No
  • Pool Private: Yes
  • Waterfront: No
  • Patio and Porch Features: Covered, Deck, Patio, Screened
  • Road Surface Type: Asphalt
  • Water View YN: 0
  • Waterfront Feet Total: 0
  • Flood Zone Panel: 12115C0236G

Garage/Parking

  • Attached Garage: Yes
  • Carport Y N: No
  • Garage Spaces: 2
  • Garage Yn: Yes
  • Parking Features: Driveway, Garage Door Opener, Ground Level, Off Street, Oversized

Utilities

  • Utilities: Cable Available, Electricity Connected, Sewer Connected, Sprinkler Meter, Water Connected
  • Cooling: Central Air
  • Heating: Central, Electric
  • Laundry Features: Electric Dryer Hookup, Inside, Washer Hookup
  • Sewer: Public Sewer
  • Water Source: Public

Condo/Co-op/Association

  • Community Features: Clubhouse, Deed Restrictions, Fitness Center, Golf Carts OK, No Truck/RV/Motorcycle Parking, Park, Playground, Pool, Sidewalks, Tennis Court(s)
  • Association Fee: 656.62
  • Association Fee Frequency: Quarterly
  • Association Name: Rachelle Freed
  • Phone: (941)966-4237
  • Association: Yes
  • Senior Community: No
  • Association 2 YN: 0
  • Association Approval Required YN: 0
  • Pet Restrictions: Please refer to governing documents for the association's pet policy.
  • Association Fee Requirement: Required
  • Association Email: rachellefreed@sbyrc.net
  • Management: On Site Property Manager

Fee Information

  • Total Annual Fees: 2626.48
  • Total Monthly Fees: 218.87
  • Monthly HOA Amount: 218.87

Schools

  • Elementary School: Laurel Nokomis Elementary
  • High School: Venice Senior High
  • Middle Or Junior School: Laurel Nokomis Middle

Lot Info

  • Zoning: RSF2
  • Parcel Number: 0157080006
  • Additional Parcels: No
  • Lot Features: Cleared
  • Flood Zone Code: X

Rental Info

  • Furnished: Unfurnished
  • Pets Allowed: Cats OK, Dogs OK
  • Lease Restrictions YN: 1
  • Additional Lease Restrictions: Please refer to governing documents for the association's leasing policy.

Tax Info

  • Tax Annual Amount: 3540
  • Tax Book Number: 22-27
  • Tax Lot: 129

Ownership History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Name Owned For Owner Type

Purchase Details

Listed on
Nov 19, 2025
Closed on
Jun 1, 2026
Sold by
Bought by
Seller's Agent
Regina Putrino
WILLIAM RAVEIS - FLORIDA LLC
Buyer's Agent
Regina Putrino
WILLIAM RAVEIS - FLORIDA LLC
List Price
$800,000
Sold Price
$565,000
Premium/Discount to List
-$235,000
-29.38%
Views
156

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
1095.46%
Original Mortgage
$452,000
Outstanding Balance
$452,000
Interest Rate
6.23%
Mortgage Type
New Conventional
Estimated Equity
$203,693

Purchase Details

Closed on
May 7, 2025
Sold by
Bought by

Purchase Details

Closed on
Mar 21, 2003
Sold by
Bought by

Purchase Details

Closed on
Sep 8, 2000
Sold by
Bought by

Purchase Details

Closed on
Nov 21, 1996
Sold by
Bought by
Source: Public Records

Range of Values:

--
Value Increase
--
Percent Increase
--
Adjusted for Inflation
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List Price
Sold Price
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Purchase History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Type Sale Price Title Company
Deed $565,000 Simplifile
Warranty Deed $100 None Listed On Document
Warranty Deed -- --
Warranty Deed -- --
Warranty Deed -- --
Warranty Deed -- --
Source: Public Records

Mortgage History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Status Loan Amount Loan Type
Open $452,000 New Conventional
Source: Public Records

Property History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Event Price List to Sale Price per Sq Ft
06/04/2026 06/04/26 Sold $565,000 -13.1% $265 / Sq Ft
05/07/2026 05/07/26 Pending -- -- --
04/26/2026 04/26/26 Price Changed $650,000 -5.8% $305 / Sq Ft
03/24/2026 03/24/26 Price Changed $690,000 -8.0% $323 / Sq Ft
01/18/2026 01/18/26 Price Changed $750,000 -6.3% $351 / Sq Ft
11/19/2025 11/19/25 For Sale $800,000 -- $375 / Sq Ft
Source: Stellar MLS

Tax History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

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 $1,062 $316,155 -- --
2024 $845 $307,245 -- --
2023 $3,417 $298,296 $0 $0
2022 $809 $289,608 $0 $0
2021 $3,364 $281,173 $0 $0
2020 $3,373 $277,291 $0 $0
2019 $3,253 $271,057 $0 $0
2018 $0 $266,003 $0 $0
2017 $3,156 $260,532 $0 $0
2016 $3,146 $344,100 $134,200 $209,900
2015 $3,202 $331,100 $132,800 $198,300
2014 $3,188 $247,673 $0 $0
Source: Public Records

Agents Affiliated with this Home

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Map

Source: Stellar MLS

MLS Number: A4671793

Stellar MLS

APN: 0157-08-0006

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