David Shippey
863.521.4517

3465 Winding Oaks Drive UNIT #33 Longboat Key Florida | Home for Sale

To schedule a showing of 3465 Winding Oaks Drive UNIT #33, Longboat Key, Florida, Call David Shippey at 863-521-4517 TODAY!

$895,000 Reduced -$30,000
3465 Winding Oaks Drive UNIT #33
Longboat Key, FL 34228
  • 3Beds
  • 3.00Total Baths
  • 3 Full, 0 HalfBaths
  • 2,608SqFt
  • 1988Year Built
  • 0.00Acres
  • MLS# A4635798
  • Residential
  • Condominium
  • Active

  • Approx Time on Market6 months, 17 days
  • Area34228 - Longboat Key
  • CountySarasota
  • Subdivision Winding Oaks

Overview

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 chefs 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.



Agriculture / Farm

Association Fees / Info

Community Features:  Pool, RecreationArea, WaterAccess, Gated

Pets Allowed:  Yes

Senior Community:  No

Hoa Fees Frequency:  Quarterly

Association:  ,No,

Association Amenities:  Gated, RecreationFacilities, Security

Association Fee Includes:  AssociationManagement, CableTv, Insurance, MaintenanceGrounds, MaintenanceStructure, PestControl, Pools, ReserveFund, RoadMaintenance, Security, Trash

Hoa Fees:  6271

Bathroom Info

Total Baths:  3.00

Fullbaths:  3

Building Info

Window Features:  Blinds

Roof:  Tile

Building Area Source:  PublicRecords

Buyer Compensation

Exterior Features

Pool Features:  Community

Patio:  Deck, Screened

Pool Private:  No

Exterior Features:  Awnings, Courtyard, Garden, SprinklerIrrigation, Lighting

Fees / Restrictions

Association Fee:  922

Association Fee Frequency:  Annually

Financial

Original Price:  $1,050,000

Disclosures:  CovenantsRestrictionsDisclosure,FloodInsuranceRequired,FloodPlainDisclosure

Garage / Parking

Open Parking:  No

Parking Features:  Driveway, Garage, GarageDoorOpener

Attached Garage:  Yes

Garage:  Yes

Carport:  No

Green / Env Info

Interior Features

Fireplace:  No

Floors:  Carpet, Tile, Wood

Levels:  One

Spa:  No

Laundry Features:  WasherHookup, ElectricDryerHookup, LaundryRoom

Interior Features:  BuiltInFeatures, CeilingFans, HighCeilings, LivingDiningRoom, MainLevelPrimary, OpenFloorplan, SplitBedrooms, VaultedCeilings, WalkInClosets, WoodCabinets

Appliances:  BuiltInOven, Cooktop, Dryer, Dishwasher, ElectricWaterHeater, Disposal, Range, Refrigerator, Washer

Lot Info

Direction Remarks:  North on Gulf of Mexico Drive to Bay Isles Parkway, turn right onto Bay Isles Pkwy, go to security gate and ask for code to get in second gate. Turn left onto Harbourside Drive, go through second gate and take 2nd right onto Winding Oaks Drive. 3465 Winding Oaks is second villa on the left.

Lot Size Units:  Acres

Vegetation:  PartiallyWooded

Lot Desc:  FloodZone, NearGolfCourse, Private, PrivateRoad, BuyerApprovalRequired, Landscaped

Misc

Other

Special Conditions:  None

Security Features:  SmokeDetectors, GatedWithGuard, GatedCommunity

Other Rooms Info

Property Info

Section:  05

Class Type:  Condominium

Property Sub Type:  Condominium

Property Attached:  No

New Construction:  No

Construction Materials:  HardiplankType

Stories:  1

Total Stories:  1

Foundation:  Block, Slab

Human Modified:  Yes

Room Info

Total Rooms:  5

Sqft Info

Sqft:  2,608

Bulding Area Sqft:  3,323

Living Area Units:  SquareFeet

Living Area Source:  PublicRecords

Tax Info

Tax Year:  2,024

Tax Lot:  33

Tax Legal Description:  UNIT 33 WINDING OAKS

Tax Annual Amount:  7137.02

Tax Book Number:  27-27

Unit Info

Unit:  33

Utilities / Hvac

Heating:  Central, Electric, Zoned

Water Source:  Public

Sewer:  PublicSewer

Cool System:  CentralAir, Zoned, CeilingFans

Cooling:  Yes

Heating:  Yes

Utilities:  CableAvailable, NaturalGasConnected, SewerAvailable, SewerConnected, UndergroundUtilities, WaterAvailable, WaterConnected

Waterfront / Water

Waterfront:  Yes

Waterfront Features:  GulfAccess, LakeFront

View:  Yes

View:  Garden, Lake, TreesWoods, Water

Schools

Elem:  Southside Elementary

Middle:  Booker Middle

High:  Booker High

Directions

North on Gulf of Mexico Drive to Bay Isles Parkway, turn right onto Bay Isles Pkwy, go to security gate and ask for code to get in second gate. Turn left onto Harbourside Drive, go through second gate and take 2nd right onto Winding Oaks Drive. 3465 Winding Oaks is second villa on the left.

This listing courtesy of Michael Saunders & Company 

Mortgage Calculator

%
$
%
Dollars per $1000
$
Approximate Monthly Payment 0.0
Price & Status History (on davidshippey.com since Tue, Jan 14th 2025)
  • Original Price: $1,050,000
  • Current Price: $895,000
  • Price Reduced: $155,000
Date ChangedFromTo
06/10/2025$925,000 $895,000 Reduced by $30,000

Broker Reciprocity The information being provided by © 2025 My Florida Regional MLS DBA Stellar MLS is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of the My Florida Regional MLS DBA Stellar MLS. XCELLENCE REALTY, INC is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of XCELLENCE REALTY, INC, a broker participant of My Florida Regional MLS DBA Stellar MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. MLS IDX data last updated on 08-01-2025 2:02 AM EST.

Any images related to data from the MLS is the sole property of the MLS and not the responsibility of the owner of this website. This real estate website and IDX data is hosted by IDX data is Powered & Hosted by Dynamic IDX, LLC Real Estate Web Solutions

If you have any questions on 3465 Winding Oaks Drive UNIT #33, Longboat Key, Florida, please call David Shippey at 863-521-4517.


MLS# A4635798 located at 3465 Winding Oaks Drive UNIT #33, Longboat Key, Florida is brought to you by David Shippey REALTOR®

3465 Winding Oaks Drive UNIT #33, Longboat Key, Florida has 3 Beds, 3 Full Bath, and 0 Half Bath.
The MLS Number for 3465 Winding Oaks Drive UNIT #33, Longboat Key, Florida is A4635798.
The price for 3465 Winding Oaks Drive UNIT #33, Longboat Key, Florida is $895,000.
The status of 3465 Winding Oaks Drive UNIT #33, Longboat Key, Florida is Active.
The subdivision of 3465 Winding Oaks Drive UNIT #33, Longboat Key, Florida is Winding Oaks.
The home located at 3465 Winding Oaks Drive UNIT #33, Longboat Key, Florida was built in 2025.

Related Searches:  Chain of Lakes Winter Haven Florida