Price Reduced 17.48%

$949,000 ($371.43 per sqft)

Est. Mortgage $4,675/mo *

Quick Pre-Approval

Price History

$1,150,000
2/26/2026

$1,050,000
3/24/2026

$949,000
5/20/2026


3435 WINDING OAKS DRIVE, #18, Longboat Key, FL, 34228

3435 WINDING OAKS DRIVE, #18, Longboat Key, FL, 34228

10 rooms

2 beds

2 Full / 1 Half baths

1988

2,555 sqft

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.


Status:

Active

Type:

Condo

Furnished Remarks:

Furnished

Laundry Remarks:

Inside, Laundry Room

Complex:

WINDING OAKS

Garage:

2-car Garage Door Opener

Heating:

Central, Electric

Cooling:

Central Air, Humidity Control

Levels:

1

Acreage:

13.84

Est. Taxes:

$8,565

Condo Fee

6271.0000

Construction

HardiPlank Type

Utilities

BB/HS Internet Available, Cable Available, Electricity Connected, Public, Sewer Connected, Underground Utilities, Water Connected

View Description:

Golf Course, Water

Amenities:

Pool, Vehicle Restrictions

Elementary School:

Southside Elementary

Middle School:

Booker Middle

High School:

Booker High

Days on Market:

83

Pet Policy:

Dogs OK, Size Limit, Yes

Appliances:

Built-In Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer

Min Lease Term:

3 Months

MLS #:

A4680403


Community Info

School Info

Walk Score

Yelp



Listing courtesy of MICHAEL SAUNDERS & COMPANY 941-383-7591