
3465 Winding Oaks Dr Unit 33 Longboat Key, FL 34228
Estimated payment $7,762/month
Highlights
- Lake Front
- Water access To Gulf or Ocean
- Open Floorplan
- Southside Elementary School Rated A
- Gated Community
- Deck
About This Home
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.
Listing Agent
MICHAEL SAUNDERS & COMPANY Brokerage Phone: 941-388-4447 License #3103707 Listed on: 01/14/2025

Co-Listing Agent
MICHAEL SAUNDERS & COMPANY Brokerage Phone: 941-388-4447 License #3231988
Property Details
Home Type
- Condominium
Est. Annual Taxes
- $7,137
Year Built
- Built in 1988
Lot Details
- Lake Front
- West Facing Home
- Mature Landscaping
- Irrigation Equipment
- Landscaped with Trees
- Garden
HOA Fees
Parking
- 2 Car Attached Garage
- Ground Level Parking
- Garage Door Opener
- Driveway
Property Views
- Lake
- Woods
- Garden
Home Design
- Villa
- 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 a 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
- Visit Down Payment Resource Website
- Tax Lot 33
- Assessor Parcel Number 0004121033
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 Guard
- Gated Community
- Fire and Smoke Detector
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 |
---|---|---|---|---|
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 |
Property History
Date | Event | Price | Change | Sq Ft Price |
---|---|---|---|---|
06/10/2025 06/10/25 | Price Changed | $895,000 | -3.2% | $343 / Sq Ft |
03/28/2025 03/28/25 | Price Changed | $925,000 | -5.1% | $355 / Sq Ft |
03/06/2025 03/06/25 | Price Changed | $975,000 | -2.5% | $374 / Sq Ft |
02/25/2025 02/25/25 | Price Changed | $1,000,000 | -4.8% | $383 / Sq Ft |
01/14/2025 01/14/25 | For Sale | $1,050,000 | -- | $403 / Sq Ft |
Purchase History
Date | Type | Sale Price | Title Company |
---|---|---|---|
Interfamily Deed Transfer | -- | Attorney | |
Interfamily Deed Transfer | -- | Attorney | |
Warranty Deed | $485,000 | -- |
Mortgage History
Date | Status | Loan Amount | Loan Type |
---|---|---|---|
Open | $180,000 | New Conventional | |
Closed | $200,000 | No Value Available |
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Source: Stellar MLS
MLS Number: A4635798

APN: 0004-12-1033
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