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3435 Winding Oaks Drive , #18

Longboat Key, FL 34228
  • $1,150,000
  • STATUS: Active
  • ON SITE: 11 Days
  • MLS #: A4680403
UPDATED: 58 min ago
$1,150,000
  • 2
    BEDS
  • 13.84
    ACRES
  • 2
    BATHS
  • 1
    1/2 BATHS
  • 2,555
    SQFT
  • $450
    $/SQFT
Neighborhood:
Type:
Condo
Built:
1988
County:
Area:

School Information

Elementary School:
Middle School:
High School:

Description

Own your own slice of tropical paradise on Longboat Key with this beautiful two bedroom two and on half bath Villa in the exclusive Winding Oaks Community located behind the gates of Bay Isles Association. Sweeping views of the Longboat Key Club Harbourside Golf Course and a sparkling inland waterway from your primary bedroom and expansive living/dining room combo that both exit through sliders to a fully enclosed wrap around deck to further enhance your tropical lifestyle. Open floor plan with soaring ceilings and enclosed atrium help to maximize the natural light and make the 2,555 sq feet feel even larger. Beautifully updated eat in kitchen with striking tray ceiling, ample pantry storage, bright white cabinets, quartz countertops and stainless steel appliances. Primary owners suite includes an designer walk in closet, updated bath with ceramic tile, walk in shower, double sinks and quartz counter tops. Split layout offers a private guest suite, with walk in closet, updated ensuite bathroom with ceramic tile, walk in shower and quartz counter tops. Large office with desk nook could easily be converted to another bedroom. Laundry room with storage and sink adjacent to large 2 car garage with epoxy floors and storage cabinets. Meticulously maintained, Impact Windows and sliders throughout, low maintenance mature plantings in private enclosed front courtyard. Dog friendly community. Beautiful updated community pool with bathrooms. Beach access via Bay Isles Beach Club which offers a private pavilion with bathrooms, volleyball, picnic tables, grills and ample parking. Low maintenance community where all exteriors and court yards are maintained by the association. Conveniently located mid key, one mile from Publix and CVS and a short drive to the restaurants and shops of St Armand’s and Downtown Sarasota.

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© 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved. All listings displayed pursuant to IDX. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Data last updated 2026-03-10T22:44:41.073.
www.sarasotagulfcoastrealtors.com/homes/173387196
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3435 Winding Oaks Drive , #18 Longboat Key, FL 34228

  • Price: $1,150,000
  • Status: Active
  • On Site: 11 Days
  • Updated: 58 min ago
  • MLS #: A4680403
2
Beds
2
Baths
1
½ Baths
13.84
Acres
2,555
SQFT
$450
$/SQFT
1988
Built
Neighborhood:
Winding Oaks
County:
Sarasota
Area:
Longboat Key
Elementary School:
Southside Elementary
Middle School:
Booker Middle
High School:
Booker High
Property Description
Own your own slice of tropical paradise on Longboat Key with this beautiful two bedroom two and on half bath Villa in the exclusive Winding Oaks Community located behind the gates of Bay Isles Association. Sweeping views of the Longboat Key Club Harbourside Golf Course and a sparkling inland waterway from your primary bedroom and expansive living/dining room combo that both exit through sliders to a fully enclosed wrap around deck to further enhance your tropical lifestyle. Open floor plan with soaring ceilings and enclosed atrium help to maximize the natural light and make the 2,555 sq feet feel even larger. Beautifully updated eat in kitchen with striking tray ceiling, ample pantry storage, bright white cabinets, quartz countertops and stainless steel appliances. Primary owners suite includes an designer walk in closet, updated bath with ceramic tile, walk in shower, double sinks and quartz counter tops. Split layout offers a private guest suite, with walk in closet, updated ensuite bathroom with ceramic tile, walk in shower and quartz counter tops. Large office with desk nook could easily be converted to another bedroom. Laundry room with storage and sink adjacent to large 2 car garage with epoxy floors and storage cabinets. Meticulously maintained, Impact Windows and sliders throughout, low maintenance mature plantings in private enclosed front courtyard. Dog friendly community. Beautiful updated community pool with bathrooms. Beach access via Bay Isles Beach Club which offers a private pavilion with bathrooms, volleyball, picnic tables, grills and ample parking. Low maintenance community where all exteriors and court yards are maintained by the association. Conveniently located mid key, one mile from Publix and CVS and a short drive to the restaurants and shops of St Armand’s and Downtown Sarasota.
Exterior Features

Attached Garage Yn Yes Carport Yn No Construction Materials HardiPlank Type Covered Spaces 2 Direction Faces Southwest Exterior Features Awning(s)CourtyardGardenLightingPrivate EntrancePrivate YardSliding Doors Fencing Masonry Foundation Details BlockSlab Parking Features Garage Door Opener Patio And Porch Features PatioRear PorchScreened Pool Private Yn No Road Surface Type Asphalt Roof Tile Spa YN No View Golf CourseWater Water Access Bay/HarborBeachGulf/OceanPond Water Access Yn Yes Water Extras Yn No Water View Pond Water View Yn Yes Waterfront Features Gulf/Ocean Front Waterfront Feet Total 0 Waterfront Yn No

Interior Features

Additional Rooms Den/Library/OfficeInside Utility Appliances Built-In OvenDishwasherDisposalDryerElectric Water HeaterMicrowaveRangeRefrigeratorWasher Building Area Total 3270 Cooling Central AirHumidity Control Cooling YN Yes Fireplace Features Living Room Fireplace Yn Yes Flooring CarpetTileVinylHardwood Furnished Furnished Heating CentralElectric Heating YN Yes Interior Features Ceiling Fan(s)Eating Space In KitchenLiving Room/Dining Room ComboOpen FloorplanPrimary Bedroom Main FloorSplit BedroomTray Ceiling(s) Laundry Features InsideLaundry Room Levels One Sewer Public Sewer Stories Total 1 Water Source Public Window Features BlindsWindow Treatments

Property Features

Additional Lease Restrictions See Rules Approval Process See Rules Association Amenities PoolVehicle Restrictions Association Approval Required Yn Yes Association Fee Includes 24-Hour GuardCable TVCommon Area TaxesCommunity PoolEscrow Reserves FundFidelity BondMaintenance StructureMaintenance GroundsPool MaintenanceRecreational FacilitiesTrash Association Fee Requirement None Association Montly Maint Amt Add To Hoa 0 Association Yn Yes Building Name Number 18 Cdd Yn No Community Features Gulf/Ocean FrontAssociation Recreation - OwnedBuyer Approval RequiredDeed RestrictionsGated Community - GuardPool Condo Fee Monthly Amount 2090 Condo Fees 6271 Condo Fees Term Quarterly Down Payment Resource No Flood Zone Code AE Garage Yn Yes Homestead Yn Yes Lease Considered YN Yes Lease Restrictions YN Yes Listing Terms CashConventional Max Pet Weight 100 Minimum Lease 3 Months New Construction Yn No Number Of Pets 2 Ownership Condominium Pet Size Large (61-100 Lbs.) Pets Allowed Dogs OKSize LimitYes Property Attached YN No Property Sub Type Condominium Realtor Info As-IsAssoc approval required Security Features Gated CommunitySecurity GateSecurity SystemSecurity System LeasedSmoke Detector(s) Senior Community Yn No Special Listing Conditions None Sw Subdiv Community Name Winding Oaks Tax Annual Amount 8564.88 Total Annual Fees 26006 Total Monthly Fees 2167.17 Utilities BB/HS Internet AvailableCable AvailableElectricity ConnectedPublicSewer ConnectedUnderground UtilitiesWater Connected Yrs Of Owner Prior To Leasing Re Yes Zoning MUC1


Listing information © 2026 My Florida Regional MLS DBA Stellar MLS..
Listing provided courtesy of MICHAEL SAUNDERS & COMPANY: 941-383-7591.



© 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved. All listings displayed pursuant to IDX. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Data last updated 2026-03-10T22:44:41.073.
 
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