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3435 Winding Oaks Drive Unit: Unit: 18, Longboat Key, FL

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$949,000

($371/sqft)

List Status: Active
3435 Winding Oaks Drive
Longboat Key, FL 34228


3 beds
2 baths
2555 living sqft
Top Features
  • View: Water, Golf Course
  • Subdivision: Winding Oaks
  • Built in  1988
  • Condominium
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.
Property Details
Property Features
Property Sub Type
Condominium
View
Water, Golf Course
Parking
Garage Door Opener
County
Sarasota
Subdivision
WINDING OAKS
Building Name
18
Additional Information
Additional Lease Restrictions
See Rules
Additional Parcels YN
false
Additional Rooms
Den/Library/Office, Inside Utility
Alternate Key Folio Num
0004121018
Appliances
Built-In Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
Approval Process
See Rules
Association Amenities
Pool, Vehicle Restrictions
Association Approval Required YN
1
Association Email
nfleet@amiwra.com
Association Fee Includes
Guard - 24 Hour, Cable TV, Common Area Taxes, Pool, Escrow Reserves Fund, Fidelity Bond, Maintenance Structure, Maintenance Grounds, Recreational Facilities, Trash
Association URL
www.bayisles.com
Association YN
true
Attached Garage YN
true
Available For Lease YN
1
Bathrooms Total Integer
3
Building Area Source
Public Records
Building Area Total
3270
Building Area Total Srch SqM
303.79
Building Area Units
Square Feet
Calculated List Price By Calculated SqFt
371.43
Carport YN
false
Community Features
Association Recreation - Owned, Buyer Approval Required, Deed Restrictions, Gated Community - Guard, Pool
Condo Fees
6271
Condo Fees Term
Quarterly
Construction Materials
HardiPlank Type
Cooling
Central Air, Humidity Control
Country
US
Cumulative Days On Market
96
Current Price
949000.00
Direction Faces
Southwest
Elementary School
Southside Elementary
Exterior Features
Awning(s), Courtyard, Garden, Lighting, Private Entrance, Private Yard, Sliding Doors
Fencing
Masonry
Fireplace Features
Living Room
Fireplace YN
true
Flood Zone Code
AE
Flooring
Carpet, Tile, Vinyl, Wood
Foundation Details
Block, Slab
Furnished
Furnished
Garage Spaces
2
Garage YN
true
Heating
Central, Electric
High School
Booker High
Homestead YN
1
Interior Features
Ceiling Fans(s), Eat-in Kitchen, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Split Bedroom, Tray Ceiling(s)
Internet Address Display YN
true
Internet Automated Valuation Display YN
false
Internet Consumer Comment YN
false
Internet Entire Listing Display YN
true
Laundry Features
Inside, Laundry Room
Lease Restrictions YN
1
Levels
One
List AOR
Sarasota - Manatee
Living Area Meters
237.37
Living Area Source
Public Records
Living Area Units
Square Feet
Lot Size Acres
13.84
Lot Size Square Feet
602945
Lot Size Square Meters
56015
Max Pet Weight
100
Middle Or Junior School
Booker Middle
Minimum Lease
3 Months
Modification Timestamp
2026-06-02T14:40:10.779Z
Monthly Condo Fee Amount
2090
New Construction YN
false
Num Of Own Years Prior To Lease
2
Num Times per Year
2
Number Of Pets
2
Occupant Type
Owner
Other Equipment
Private Entrance, Private Yard
Ownership
Condominium
Parcel Number
0004121018
Patio And Porch Features
Patio, Rear Porch, Screened
Pet Size
Large (61-100 Lbs.)
Pets Allowed
Dogs OK, Size Limit, Yes
Pool Private YN
false
Postal Code Plus 4
4131
Previous List Price
1050000
Price Change Timestamp
2026-05-20T18:02:32.000Z
Property Attached YN
false
Property Description
Corner Unit
Public Survey Range
17E
Public Survey Section
05
RATIO Current Price By Calculated SqFt
371.43
Realtor Info
As-Is, Assoc approval required
Road Surface Type
Asphalt
Roof
Tile
Room Count
10
SW Subdiv Community Name
Winding Oaks
Security Features
Gated Community, Security Gate, Security System, Security System Leased, Smoke Detector(s)
Senior Community YN
false
Sewer
Public Sewer
Showing Requirements
Supra Lock Box, 24 Hour Notice, Listing Agent Must Accompany, ShowingTime
Spa YN
false
Status Change Timestamp
2026-02-26T21:16:27.000Z
Stories Total
1
Tax Annual Amount
8564.88
Tax Book Number
27-27
Tax Legal Description
UNIT 18 WINDING OAKS
Tax Lot
18
Tax Year
2025
Total Acreage
10 to less than 20
Total Annual Fees
26006.00
Total Monthly Fees
2167.17
Township
36S
Universal Property Id
US-12115-N-0004121018-S-18
Unparsed Address
3435 WINDING OAKS DR #18
Utilities
BB/HS Internet Available, Cable Available, Electricity Connected, Public, Sewer Connected, Underground Utilities, Water Connected
Water Access
Bay/Harbor, Beach, Gulf/Ocean, Pond
Water Access YN
1
Water Source
Public
Water View
Pond
Water View YN
1
Waterfront YN
false
Window Features
Blinds, Window Treatments
Years Of Owner Prior To Leasing Req YN
1
Zoning
MUC1
Neighborhood Map
Popup

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MLS #MFRA4680403 Listing courtesy of Michael Saunders & Company provided by Stellar MLS.

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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 independent verified. Listing information is provided for consumer 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. The source of the listing data is as follows: Stellar MLS (updated 6/21/26 6:30 PM) |

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