Experience your refined tropical lifestyle in this meticulously renovated 2BR/2.5BA, 2,039+/- sq. ft. home nestled within the charming and exclusive Winding Oaks community on Longboat Key. The architecturally pleasing façade, adorned with awnings and a stylish color scheme, sets the tone for the luxury that awaits. As you approach, the mature landscaping and inviting courtyard at the entry beckon you inside, where high ceilings and tile floors create an open and spacious ambiance. The stylish kitchen, with a breakfast bar, boasts creatively contrasting blue cabinetry with white appliances and solid surface countertops. A family room off the kitchen provides a cozy space to gather, while the living room captivates with a fireplace and walls of sliders leading to the expansive open deck and private pool. The large primary suite is a relaxing respite with its cathedral ceiling, slider access to the pool deck and a voluminous custom walk-in closet. The beautifully redone primary bath features dual vanities, a glass walk-in shower and recessed lighting, adding a touch of elegance. The outdoor experience is equally grand, with a vast pool deck providing ample space for entertaining guests in the open air and a private pool for cooling down during those balmy summer days. Complete with high-impact glass all around, a 2-car garage, a whole house water filter and softener, and security system this residence embodies the pinnacle of luxury living. Set in the Bay Isles Harbourside golf course community, Winding Oaks is an intimate, maintenance-free neighborhood of just 56 villa-style residences offering a range of exciting amenities, including a gated entry, community pool and spa, recreational facilities, social activities and so much more. Residents of Winding Oaks are welcome to take advantage of all the benefits of Bay Isles living including deeded beach access to the Bay Isles Beach Club.
Sold
$1,175,000
3408 Winding Oaks Dr #53, Longboat Key, FL 34228
2beds
2,039sqft
Condominium
Built in 1988
-- sqft lot
$1,076,600 Zestimate®
$576/sqft
$2,100/mo HOA
What's special
Zillow last checked: 7 hours ago
Listing updated: March 07, 2024 at 10:30am
Listing Provided by:
Bruce Myer 941-376-5311,
COLDWELL BANKER REALTY 941-383-6411
Bought with:
Cathy Meldahl, PA, 0321629
MICHAEL SAUNDERS & COMPANY
Susan Smith, 0329024
MICHAEL SAUNDERS & COMPANY
Source: Stellar MLS,MLS#: A4593159
Originating MLS: Sarasota - Manatee


Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Primary bedroom
- Features: Walk-In Closet(s)
- Level: First
- Dimensions: 16x15
Bedroom 2
- Features: Built-in Closet
- Level: First
- Dimensions: 14x13
Den
- Level: First
- Dimensions: 15x8
Dining room
- Level: First
- Dimensions: 15x8
Great room
- Level: First
- Dimensions: 20x15
Kitchen
- Level: First
- Dimensions: 15x11
Heating
- Central, Electric
Cooling
- Central Air
Appliances
- Included: Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
- Laundry: Inside
Features
- Eating Space In Kitchen, High Ceilings, Primary Bedroom Main Floor, Stone Counters
- Flooring: Tile, Hardwood
- Doors: Sliding Doors
- Windows: Blinds
- Has fireplace: Yes
- Fireplace features: Wood Burning
Interior area
- Total structure area: 2,621
- Total interior livable area: 2,039 sqft
Property
Parking
- Total spaces: 2
- Parking features: Driveway, Garage Door Opener
- Attached garage spaces: 2
- Has uncovered spaces: Yes
- Details: Garage Dimensions: 21x20
Features
- Levels: One
- Stories: 1
- Exterior features: Awning(s), Courtyard, Garden, Irrigation System, Lighting, Private Mailbox
- Has private pool: Yes
- Pool features: Gunite, In Ground
- Has view: Yes
- View description: Garden, Pond
- Has water view: Yes
- Water view: Pond
- Waterfront features: Beach - Access Deeded, Gulf/Ocean Access
Lot
- Size: 1 sqft
- Features: In County, Landscaped, Near Golf Course, Near Marina, Near Public Transit
- Residential vegetation: Mature Landscaping, Trees/Landscaped
Details
- Parcel number: 0004121053
- Zoning: MUC1
- Special conditions: None
Construction
Type & style
- Home type: Condo
- Architectural style: Custom
- Property subtype: Condominium
Materials
- HardiPlank Type
- Foundation: Block, Slab
- Roof: Tile
Condition
- Completed
- New construction: No
- Year built: 1988
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Available, Electricity Connected, Phone Available, Sewer Connected, Underground Utilities, Water Connected
Community & neighborhood
Security
- Security features: Security System
Community
- Community features: Association Recreation - Owned, Buyer Approval Required, Deed Restrictions, Pool
Location
- Region: Longboat Key
- Subdivision: WINDING OAKS
HOA & financial
HOA
- Has HOA: No
- HOA fee: $2,100 monthly
- Services included: Community Pool, Reserve Fund, Fidelity Bond, Insurance, Maintenance Structure, Maintenance Grounds, Manager, Pest Control, Private Road
- Association name: MI Neil Fleet
- Association phone: 941-383-3200
- Second association name: BAY ISLES MASTER ASSOCIATES
Other fees
- Pet fee: $0 monthly
Other financial information
- Total actual rent: 0
Other
Other facts
- Listing terms: Cash
- Ownership: Condominium
- Road surface type: Paved
Services availability

Get pre-qualified for a loan
At Zillow Home Loans, we can pre-qualify you in as little as 5 minutes with no impact to your credit score.An equal housing lender. NMLS #10287.
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$1,076,600