3435 WINDING OAKS DRIVE 18 Longboat Key, FL $ 1,150,000
3435 WINDING OAKS DRIVE 18
$ 1,150,000
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3435 WINDING OAKS DRIVE 18

Longboat Key, FL, 34228
$ 1,150,000
Bedrooms2 Baths2.1 Sq 2,555

Monthly Estimate*

$ 7,081

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Single Family Home for sale in Longboat Key, FL

for $1,150,000 with 2 bedrooms and 2 full baths, 1 half bath. This 2,555 square foot home was built in 1988 on a lot size of 13.84.

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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Single Family Active

Price

$ 1,150,000

Bedrooms

2

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 8,564

Style

Villa

Lot Size

13.84

Year Built

1988

Town/City

Longboat Key

County/Region

Manatee

MLS | Web ID

A4680403

Features
General
Sewer Public Sewer
Heating Central Electric
Cooling Central Air Humidity Control
Utilities BB/HS Internet Available Cable Available Electricity Connected Public Sewer Connected Underground Utilities Water Connected
Roof Tile
Appliances Built-In Oven Dishwasher Disposal Dryer Electric Water Heater Microwave Range Refrigerator Washer
Zoning MUC1
Garage Spaces 2
Association Fee Includes 24-Hour Guard Cable TV Common Area Taxes Community Pool Escrow Reserves Fund Fidelity Bond Maintenance Structure Maintenance Grounds Pool Maintenance Recreational Facilities Trash
Patio/Porch Features Patio Rear Porch Screened
Security Features Gated Community Security Gate Security System Security System Leased Smoke Detector(s)
Construction Materials HardiPlank Type
Pets Allowed Dogs OK Size Limit Yes
Year Built 1988
View Golf Course Water
Levels One
Unit Number 18
Property Subtype Villa
Tax Year 2025
Ownership Co-op
Waterfront Features Gulf/Ocean Front
Community Features Gulf/Ocean Front Association Recreation - Owned Buyer Approval Required Deed Restrictions Gated Community - Guard Pool
HOA Fee 2 922
County Sarasota
New Construction false
Property Type Residential
Association Amenities Pool Vehicle Restrictions
Attached Garage true
Subdivision Name WINDING OAKS
Facing Direction Southwest
Garage Y/N true
Total Rooms 10
Full Baths 2
Status Active
Directions Gulf Of Mexico Dr to Bay Isle Parkway. Check in at Guard Gate and receive pass. Left on Harbourside drive stay in left lane use pass to continue through manual gate. Take right on Winding Oaks Drive Villa is 9th on the right hand side.
High School Booker High
City LONGBOAT KEY
Association Name Neil Fleet
Senior Community Y/N false
MLS Area 34228 - Longboat Key
Lot Size Units Acres
Lot Size Square Feet 602945
Carport Y/N false
Listing Terms Cash Conventional
HOA Fee 2 Frequency Annually
Elementary School Southside Elementary
Property Attached Y/N false
Land Lease Y/N false
Tax Annual Amount 8564.88
Middle/Junior High School Booker Middle
Additional Parcels Y/N false
Lease Considered Y/N true
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Owner
Tax Lot 18
Legal Description UNIT 18 WINDING OAKS
Water View Pond
Water Access Type Bay/Harbor Beach Gulf/Ocean Pond
Pet Size Limit Large (61-100 Lbs.)
Minimum Lease 3 Months
Water Access Y/N true
Monthly Condo Fee Amount 2090
Additional Rooms Den/Library/Office Inside Utility
Water View Y/N true
Flood Zone Code AE
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Interior
Interior Amenities Ceiling Fan(s) Eating Space In Kitchen Living Room/Dining Room Combo Open Floorplan Primary Bedroom Main Floor Split Bedroom Tray Ceiling(s)
Flooring Carpet Tile Vinyl Hardwood
Furnished Y/N Furnished
Fireplace Features Living Room
Total Stories 1
Common Walls Corner Unit
Air Conditioning Y/N true
Heating Y/N true
Window Features Blinds Window Treatments
Fireplace Y/N true
Half Baths 1
Laundry Features Inside Laundry Room
Total Bedrooms 2
Total Baths 3
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Exterior
Exterior Amenities Awning(s) Courtyard Garden Lighting Private Entrance Private Yard Sliding Doors
Fencing Masonry
Parking Features Garage Door Opener
Water Source Public
Lot Size Area 13.8417
Foundation Details Block Slab
Spa false
Building Area Total 3270
Lot Size Acres 13.84
Road Surface Type Asphalt
Private Pool false
Waterfront Y/N false
Covered Spaces 2
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* Excluded Features
List By
Michael Saunders & Company

Broker

seanclark@michaelsaunders.com

Email

Affordability Calculator

$7,794
Per Month
91%
9%
0%
Monthly Principal & Interest
$7,081
Monthly Property Taxes
$714
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Booker High High School High School
Pricing History
DatePricePrice ChangeDescription
2/26/2026$1,150,000 Listed Price

Map


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3435 WINDING OAKS DRIVE 18, Longboat Key, FL, 34228 is a Single Family Home for sale at $1,150,000 with 2,555 sqft and a lot size of 13.84. 3435 WINDING OAKS DRIVE 18 has 2 bedrooms, 2.1 baths, and was built in 1988. The property's zip code is 34228 which is in Longboat Key, FL