logo
Properties
Explore our listings
Buy
Listings for sale
Rent
Listings for rent
Explore
Neighborhoods, buildings & trends
Neighborhoods
Check neighborhoods information
Buildings
Check buildings information
Pre-Construction
New developments on sale
Market Trends
Monthly market data & analysis
Resources
Blog, tools & guides
Blog
Articles & guides
Tax Calculator
Compare tax savings
Property Tax Calculator
Estimate your annual tax
Sell Your Home
Get a free home valuation
Contact
Tell us about your needs
Language
Change website language
English
Русский
Español
中文(简体)
Sign In
Sign in or register

3435 WINDING OAKS DRIVE UNIT 18

Condo/Co-op Active With Contract
$949,000

BTC: 11.71604938

ETH: 387.50510412

-$201K (2026/05/20)
162 days
3 bds
2 ba
2,555 sqft

Overview

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.

Location

Florida • LONGBOAT KEY • 34228 • Condo/Co-op • Active With Contract

Details

Type:
Residential
Parking:
Garage Door Opener
Year Built:
1988
Lot:
13.84 Acres
Heating:
Central / Electric
Price/sqft:
$371
Cooling:
Central Air / Humidity Control
HOA:
No Data

Highlights

Annual tax
$8,564
2025
View
Golf Course, Water
Garage
2 car garage
Furnished
Furnished
Pets
Allowed
All facts and features

  • Flooring

    • Carpet

    • Tile

    • Vinyl

    • Hardwood

    Heating

    • Central

    • Electric

    Cooling

    • Central Air

    • Humidity Control

    Appliances

    • Built-In Oven

    • Dishwasher

    • Disposal

    • Dryer

    • Electric Water Heater

    • Microwave

    • Range

    • Refrigerator

    • Washer

    Other interior features

    • Ceiling Fan(s)

    • Eating Space In Kitchen

    • Living Room/Dining Room Combo

    • Open Floorplan

    • Primary Bedroom Main Floor

    • Split Bedroom

    • Tray Ceiling(s)

    Bedrooms and bathrooms

    • Bedrooms: 3

    • Bathrooms: 1

    • Full bathrooms: 2

  • Parking

    • Garage Door Opener

    Property

    • Levels: One

    • Exterior Features: Awning(s) / Courtyard / Garden / Lighting / Private Entrance / Private Yard / Sliding Doors

    Lot

    • Lot: 13.84 Acres

    Other Property Information

    • Parcel Number: 0004121018

    • Zoning: MUC1

  • Type and style

    • Property Type: Residential

    • Property Sub Type: Condominium

  • Utility

    • BB/HS Internet Available

    • Cable Available

    • Electricity Connected

    • Public

    • Sewer Connected

    • Underground Utilities

    • Water Connected

  • Other financial information

    • Annual tax amount: $8,565

  • Source details

    • MLS ID: A4680403

    Other facts

    • Construction Materials: HardiPlank Type

    • Foundation Details: Block / Slab

    • Fireplace Features: Living Room

    • Laundry Features: Inside / Laundry Room

    • Patio And Porch Features: Patio / Rear Porch / Screened

    • Window Features: Blinds / Window Treatments

    • Direction Faces: Southwest

    • Fireplace: Yes

    • Garage Spaces: 2

    • Attached Garage: Yes

    • Garage: Yes

    • Living Area: 2555

    • Water Source: Public

    • Subdivision Name: WINDING OAKS

Private inquiry
Talk to the advisor on this listing.
Floor plans, HOA docs, off-market comparables, scheduling a private showing — one message, direct to the local specialist.

More like this

Active With Contract
$1,150,000
Condo/Co-op
2 bds · 2 ba · 1,257 sqft
SEAPLACE I, LONGBOAT KEY
2089 GULF OF MEXICO DRIVE UNIT G1-104
-$125K
Active With Contract
$1,175,000
Condo/Co-op
2 bds · 2 ba · 1,503 sqft
BEACHPLACE I, LONGBOAT KEY
1135 GULF OF MEXICO DRIVE UNIT 505
Active With Contract
$899,500
Condo/Co-op
3 bds · 2 ba · 2,378 sqft
TANGERINE BAY CLUB, LONGBOAT KEY
350 GULF OF MEXICO DRIVE UNIT 213
Active With Contract
$699,000
Townhouse
2 bds · 2 ba · 1,370 sqft
FAIRWAY BAY 2 PH 2 & 3, LONGBOAT KEY
2000 HARBOURSIDE DRIVE UNIT 1501
Active With Contract
$775,000
Condo/Co-op
2 bds · 2 ba · 1,456 sqft
BAYPORT BCH & TEN PH E, LONGBOAT KEY
803 BAYPORT WAY UNIT 803
Active With Contract
$1,225,277
Condo/Co-op
2 bds · 2 ba · 1,235 sqft
ISLANDER CLUB OF LONGBOAT, LONGBOAT KEY
2301 GULF OF MEXICO DRIVE UNIT 12N
-$100K
Active With Contract
$949,000
Condo/Co-op
3 bds · 2 ba · 1,492 sqft
SEAPLACE IV, LONGBOAT KEY
1955 GULF OF MEXICO DR UNIT G6-311
-$185K
Active With Contract
$800,000
House
3 bds · 2 ba · 2,282 sqft
HARBOUR OAKS 2, LONGBOAT KEY
2326 HARBOUR OAKS DRIVE

Market around this address

Live counts in the same area.
View all
This zip
34228
316
median $950K
Active
Same city
LONGBOAT KEY
315
median $950K
Active
Same type
Condo/Co-op
154
median $899K
Active
Similar price
$664K – $1.2M
89
median $949K
Active

The multiple listing information is provided by the Stellar MLS from a copyrighted compilation of listings. The compilation of listings and each individual listing are ©2026-present Stellar MLS. All Rights Reserved. The information provided is for consumers' personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All properties are subject to prior sale or withdrawal. All information provided is deemed reliable but is not guaranteed accurate, and should be independently verified. Listing courtesy of: MICHAEL SAUNDERS & COMPANY