3444 Winding Oaks Dr #42

$599,000, 2 Beds 2 Baths 2,189 Sqft 2 Garages

About This Property

Welcome home to this maintenance free villa that lives like a single-family home within the coveted enclave of Winding Oaks behind the gates of the Longboat Key Club. This residence is situated on a pie shaped lot offering an expansive front landscaped area unique to any other in the community. You are immediately greeted by an attractive loggia leading to the glass front entry door. A sense of grandeur is felt once inside due to the profusion of light through the walls of glass and vaulted ceilings. The spacious living room offers a fireplace, custom cabinetry and peaceful lagoon views. Outdoors you will find an expansive deck accessible from the living room and master suite which provides the perfect atmosphere of serenity to enjoy morning coffee, alfresco dining or simply bask in the radiant sun. The spacious master suite boasts multiple customized closets and a luxurious bath. The split plan floor plan has a separate guest wing with access to a well-designed laundry room. The kitchen features newer appliances, abundant counter space, a dedicated pantry and opens to the breakfast room offering a built-in desk and access to the garden. Buyers will be impressed by this pet friendly environment and over $3Million Dollars in capital improvements (newer pool, roofs, paver drives, mailboxes, painting and more), along with membership to the exclusive Bay Isles Beach Club.

Essential Information

MLS® #A4207351
Full Baths2
Square Footage2,189
Year Built1988

Community Information

Address3444 Winding Oaks Dr #42
AreaLongboat Key
SubdivisionWinding Oaks
CityLongboat Key
CountySarasota County
Zip Code34228


# of Garages2
Garages2 Car Garage
Is WaterfrontYes
WaterfrontLake, Lagoon
PoolHeated Pool, Spa


Cable Available, Electric, Public Utilities


Card Entry, Fees Required, Gated Community, Maintenance Free, PUD


Garden View, Sidewalk, Street Private, Corner Lot, Pool View


StoriesAttached, End Unit, One Story

Interior Features

Attic, Blinds/Shades, Cathedral/Vaulted Ceiling, Ceiling Fan(s), Fire Sprinkler, Inside Utility, Smoke Alarm(s), Unfurnished, Walk In Closet


Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer


Wood Burning Fireplace, Living Room


ExteriorWood Frame
Lot DescriptionZero Lot Line

Exterior Features

Balcony/Sun Deck, Gutters / Downspouts, Hurricane Shutters, Irrigation System, Mature Landscaping, Patio/Porch/Deck Covered, Patio/Porch/Deck Open, Sliding Doors, Sprinkler Metered, Wheelchair Accessible

School Information

MiddleBooker Middle

Additional Information

Days on Market16

Listing Details

OfficeMichael Saunders & Company

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Listing data comes from My Florida Regional MLS.

Listing information last updated on February 21st, 2018 at 2:05pm EST.

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