$900,000
SOLD NOV 14, 2025

3465 Winding Oaks Dr Unit 33 Longboat Key, FL 34228

3 Beds
3 Baths
2,608 Sq Ft
$2,167/mo HOA Fee

Recently Sold

$345 Per Sq Ft

1% Above List Price

2 Days on Market

Highlights

  • Water access To Gulf or Ocean
  • Gated Community
  • Open Floorplan
  • Southside Elementary School Rated A
  • Lake View
  • Deck

About This Home

As of November 2025

This stunning three-bedroom, three-bath villa offers a serene waterfront retreat in the desirable Winding Oaks community of Longboat Key Club. With a spacious open floor plan spanning 2,608 Sf, the maintenance-free home is bathed in natural light and features vaulted ceilings that enhance its airy feel. The inviting living/dining room combo seamlessly connects to a screened-in back deck, perfect for enjoying picturesque water views. The kitchen is a chef’s dream, equipped with a gas range, large refrigerator with ice maker, built-in oven, custom wood cabinetry, and ample counter space for culinary creations. A cozy den adjacent to the kitchen provides a perfect gathering spot for family and friends. The thoughtfully designed layout ensures privacy among the three bedrooms, with one versatile space featuring a Murphy bed ideal for an office or guest room. Residents enjoy exclusive access to the Bay Isles Beach Club and 24-hour security, all while being conveniently located near shopping, dining, and the luxurious St. Regis Longboat Key Resort. Importantly, the villa at Winding Oaks has proven resilient, having not sustained any damage from recent hurricanes.

Last Agent to Sell the Property

Julie Klick

MICHAEL SAUNDERS & COMPANY Brokerage Phone: 941-388-4447 License #3103707 Listed on: 10/30/2025

MICHAEL SAUNDERS & COMPANY

Co-Listed By

Beverly St Hilaire

MICHAEL SAUNDERS & COMPANY Brokerage Phone: 941-388-4447 License #3231988

Last Buyer's Agent

Ryan Heers

COLDWELL BANKER REALTY License #3238699

COLDWELL BANKER REALTY

Property Details

Home Type

  • Condominium

Est. Annual Taxes

  • $7,137

Year Built

  • Built in 1988

Lot Details

  • West Facing Home
  • Mature Landscaping
  • Irrigation Equipment
  • Landscaped with Trees
  • Garden

HOA Fees

Parking

  • 2 Car Attached Garage
  • Garage Door Opener
  • Driveway

Property Views

  • Lake
  • Woods
  • Garden

Home Design

  • Villa
  • Entry on the 1st floor
  • Block Foundation
  • Slab Foundation
  • Tile Roof
  • HardiePlank Type

Interior Spaces

  • 2,608 Sq Ft Home
  • 1-Story Property
  • Open Floorplan
  • Furnished
  • Built-In Desk
  • Vaulted Ceiling
  • Ceiling Fan
  • Awning
  • Blinds
  • Sliding Doors
  • Great Room
  • Combination Dining and Living Room
  • Den
  • Inside Utility

Kitchen

  • Built-In Oven
  • Cooktop
  • Dishwasher
  • Solid Wood Cabinet
  • Disposal

Flooring

  • Wood
  • Carpet
  • Tile

Bedrooms and Bathrooms

  • 3 Bedrooms
  • Split Bedroom Floorplan
  • En-Suite Bathroom
  • Walk-In Closet
  • 3 Full Bathrooms

Laundry

  • Laundry Room
  • Dryer
  • Washer

Home Security

Outdoor Features

  • Water access To Gulf or Ocean
  • Courtyard
  • Deck
  • Screened Patio
  • Exterior Lighting
  • Private Mailbox

Location

  • Flood Zone Lot
  • Flood Insurance May Be Required
  • Property is near golf course

Schools

  • Southside Elementary School
  • Booker Middle School
  • Booker High School

Utilities

  • Forced Air Zoned Heating and Cooling System
  • Thermostat
  • Underground Utilities
  • Natural Gas Connected
  • Electric Water Heater
  • Cable TV Available

Listing and Financial Details

Community Details

Overview

  • Association fees include 24-Hour Guard, cable TV, pool, escrow reserves fund, insurance, maintenance structure, ground maintenance, maintenance, management, pest control, private road, trash
  • Bay Isles/Neil Fleet Association, Phone Number (941) 383-3200
  • Visit Association Website
  • Bay Isles Association
  • Winding Oaks Community
  • Winding Oaks Subdivision
  • Association Owns Recreation Facilities
  • The community has rules related to building or community restrictions, deed restrictions, vehicle restrictions

Recreation

  • Recreation Facilities
  • Community Pool

Pet Policy

  • Pets up to 100 lbs
  • 2 Pets Allowed

Security

  • Security Service
  • Gated Community
  • Fire and Smoke Detector

Property Details

Home Type

Condominium

Est. Annual Taxes

$7,137

Year Built

Built in 1988

Lot Details

0

HOA Fees

$2,167 per month

Parking

2

Listing Details

  • HOA Fee Includes: Guard - 24 Hour, Cable TV, Pool, Escrow Reserves Fund, Insurance, Maintenance Structure, Maintenance Grounds, Maintenance, Management, Pest Control, Private Road, Trash
  • Property Type: Residential
  • Property Sub Type: Villa
  • Construction Materials: HardiPlank Type
  • Fireplace: No
  • Living Area: 2608
  • New Construction: No
  • Year Built: 1988
  • Building Area Total: 3323
  • Status: Sold
  • Co List Office Mls Id: MFR281502392
  • Co List Office Phone: 941-388-4447
  • Ownership: Condominium
  • Entry Level: 1
  • Building Area Total Srch Sq M: 308.72
  • Escrow State: FL
  • Floor Number: 1
  • Minimum Lease: 3 Months
  • Number Of Pets: 2
  • RATIO Current Price By Calculate: 345.09
  • Total Acreage: Non-Applicable
  • Water Access YN: 1
  • Condo Fees Term: Quarterly
  • Planned Unit Development Yn: 1
  • AG Exemption YN: 0
  • MFR_InLawSuiteYN: 0
  • MFR_DockYN: 0
  • MFR_CommunityAssociationWaterFeatures: Gulf/Ocean Front,Water Access
  • Attribution Contact: 941-388-4447
  • Tax Year: 2024
  • Special Features: VirtualTour

Interior Features

  • Living Area Units: Square Feet
  • Flooring: Carpet, Tile, Wood
  • Full Bathrooms: 3
  • Interior Amenities: Ceiling Fans(s), High Ceilings, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Wood Cabinets, Split Bedroom, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s)
  • Appliances Included: Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Range, Refrigerator, Washer
  • Foundation Details: Block, Slab
  • Total Bedrooms: 3
  • Levels: One
  • Other Equipment: Irrigation Equipment
  • Spa Yn: No
  • Stories: 1
  • Window Features: Blinds
  • Additional Rooms: Den/Library/Office,Great Room,Inside Utility
  • Living Area Meters: 242.29

Exterior Features

  • Direction Faces: West
  • Exterior Features: Awning(s), Courtyard, Garden, Lighting, Private Mailbox, Sliding Doors
  • Roof: Tile
  • Pool Private: No
  • View: Garden, Trees/Woods, Water
  • Waterfront: No
  • Patio and Porch Features: Deck, Screened
  • Road Surface Type: Asphalt
  • Water Access: Gulf/Ocean
  • Water View: Lake
  • Water View YN: 1
  • Waterfront Feet Total: 0
  • Flood Zone Panel: 12115C0038G
  • Additional Water Information: Membership to the Bay Isles Beach is included in Bay Isles Assn HOA dues and gives access to beach and gulf.

Garage/Parking

  • Attached Garage: Yes
  • Carport Y N: No
  • Garage Spaces: 2
  • Garage Yn: Yes
  • Parking Features: Driveway, Garage Door Opener

Utilities

  • Utilities: Cable Available, Natural Gas Connected, Sewer Connected, Underground Utilities, Water Connected
  • Cooling: Central Air, Zoned
  • Heating: Central, Electric, Zoned
  • Laundry Features: Electric Dryer Hookup, Laundry Room, Washer Hookup
  • Sewer: Public Sewer
  • Water Source: Public

Condo/Co-op/Association

  • Community Features: Association Recreation - Owned, Buyer Approval Required, Deed Restrictions, Pool, Special Community Restrictions
  • Association Amenities: Gated, Recreation Facilities, Security, Vehicle Restrictions
  • Association Name: Bay Isles/Neil Fleet
  • Phone: 941-383-3200
  • Association: No
  • Security: Gated Community, Smoke Detector(s)
  • Senior Community: No
  • Association #2 Fee: 922
  • Association #2 Fee Frequency: Annually
  • Association: Bay Isles
  • Association 2 YN: 1
  • Association Approval Required YN: 1
  • Pet Restrictions: See documents.
  • Condo Fees: 6271
  • Max Pet Weight: 100
  • Association Email: nfleet@amiwra.com
  • Monthly Condo Fee Amount: 2090
  • Pet Size: Large (61-100 Lbs.)
  • Association URL: www.amiwra.com

Fee Information

  • Total Annual Fees: 26006.00
  • Total Monthly Fees: 2167.17

Schools

  • Elementary School: Southside Elementary
  • High School: Booker High
  • Middle Or Junior School: Booker Middle

Lot Info

  • Zoning: MUC1
  • Parcel Number: 0004121033
  • Additional Parcels: No
  • Lot Features: Flood Insurance Required, FloodZone, Landscaped, Near Golf Course, Private, Paved
  • Flood Zone Code: AE

Rental Info

  • Furnished: Furnished
  • Pets Allowed: Yes
  • Lease Restrictions YN: 1
  • Additional Lease Restrictions: See documents.

Tax Info

  • Tax Annual Amount: 7137.02
  • Tax Book Number: 27-27
  • Tax Lot: 33

Multi Family

  • Approval Process: See documents.

Ownership History

Date Name Owned For Owner Type

Purchase Details

Listed on
Oct 30, 2025
Closed on
Nov 14, 2025
Sold by
Marvin Lederman Revocable Trust and Lederman Eric D
Bought by
Richard L Mostyn Revocable Trust and Mostyn
Seller's Agent
Julie Klick
MICHAEL SAUNDERS & COMPANY
Buyer's Agent
Ryan Heers
COLDWELL BANKER REALTY
List Price
$895,000
Sold Price
$900,000
Premium/Discount to List
$5,000
0.56%
Views
110

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
-0.63%

Purchase Details

Closed on
Oct 17, 2011
Sold by
Lederman Marvin and Lederman Brenda S
Bought by
Lederman Marvin and Lederman Brenda S

Purchase Details

Closed on
May 20, 2010
Sold by
Lederman Marvin and Lederman Brenda S
Bought by
Lederman Marvin and Lederman Brenda S

Purchase Details

Closed on
Aug 1, 2000
Sold by
Strobel Josephine G and Strobel Wallace C
Bought by
Lederman Marvin and Lederman Brenda S

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$200,000
Interest Rate
8.12%
Source: Public Records
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Purchase History

Date Type Sale Price Title Company
Warranty Deed $900,000 None Listed On Document
Interfamily Deed Transfer -- Attorney
Interfamily Deed Transfer -- Attorney
Warranty Deed $485,000 --
Warranty Deed $485,000 --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Previous Owner $200,000 No Value Available
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft
11/14/2025 11/14/25 Sold $900,000 +0.6% $345 / Sq Ft
11/01/2025 11/01/25 Pending -- -- --
10/30/2025 10/30/25 For Sale $895,000 -- $343 / Sq Ft
Source: Stellar MLS

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 $7,137 $779,200 -- $779,200
2024 $6,987 $584,006 -- --
2023 $6,987 $566,996 $0 $0
2022 $6,858 $550,482 $0 $0
2021 $6,967 $534,449 $0 $0
2020 $7,020 $527,070 $0 $0
2019 $6,622 $503,196 $0 $0
2018 $6,509 $493,814 $0 $0
2017 $6,400 $483,657 $0 $0
2016 $6,376 $535,100 $0 $535,100
2015 $6,496 $508,100 $0 $508,100
2014 $6,490 $459,786 $0 $0
Source: Public Records

Agents Affiliated with this Home

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Map

Source: Stellar MLS

MLS Number: A4670325

Stellar MLS

APN: 0004-12-1033