With the comfort and convenience of maintenance-free living and the feel of a single-family home, this attached villa in the Winding Oaks section of Bay Isles offers the best of all worlds in an esteemed, tropical mid-key location. Perfectly positioned on a serene lakefront lot, this spacious split plan boasts two bedrooms plus a den and an abundance of privacy for family and guests. A paver drive and walkway take you to the architecturally attractive front entryway, where beyond the threshold unfolds the living area and an expansive setting with vaulted ceilings, tile floors, a cozy wood-burning fireplace, and natural light through sliders on the corners of 2 walls, which lead to the tranquil ambiance on the extended screened deck and spa overlooking the lake. Bathed in the natural light of 5 over-counter windows, the kitchen is both bright and beautiful, with a breakfast bar opening to the family room, white cabinetry, solid surface counters and stainless-steel appliances. Through the privacy of double doors one finds the master suite, which has vaulted ceilings, walk-in closets, 2 sets of sliders to the screened deck, and master bath with shower, garden tub and glass block detail. Additional details include a voluminous 2-car garage, newer water heater and inside laundry room. Delight in a world of resort-style amenities nearby and as a resident of Bay Isles, miles of walking & bike paths, pool, and membership in the Bay Isles Beach Club providing deeded beach and gulf access are included in home ownership.
Off market
$867,600
3436 Winding Oaks Dr #44, Longboat Key, FL 34228
2beds
2,112sqft
Condominium
Built in 1988
13.82 Acres lot
$867,600 Zestimate®
$411/sqft
$47/mo HOA
What's special
Originating MLS: Sarasota - Manatee
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 2
- Full bathrooms: 2
Heating
- Forced air, Electric
Cooling
- Central
Appliances
- Included: Dishwasher, Dryer, Garbage disposal, Microwave, Range / Oven, Refrigerator, Washer
- Laundry: Inside, Laundry Room
Features
- Ceiling Fans(s), Master Bedroom Downstairs, Walk-In Closet(s), Window Treatments, Cathedral Ceiling(s)
- Flooring: Tile, Carpet
- Windows: Window Treatments
- Has fireplace: Yes
Interior area
- Structure area source: Public Records
- Total interior livable area: 2,112 sqft
Property
Parking
- Total spaces: 2
- Parking features: Garage - Attached
Features
- Levels: One
- Patio & porch: Deck, Patio, Screened
- Exterior features: Other
- Has spa: Yes
- Spa features: Above Ground
- Has view: Yes
- View description: Water
- Has water view: Yes
- Water view: Water
- Body of water: GULF OF MEXICO
Lot
- Size: 13.82 Acres
- Features: FloodZone, Flood Insurance Required
- Residential vegetation: Mature Landscaping, Trees/Landscaped
Details
- Parcel number: 0004121044
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Cape Cod, Custom
- Property subtype: Condominium
Materials
- Wood
- Foundation: Concrete
- Roof: Tile
Condition
- Completed
- Year built: 1988
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Electricity Connected, Phone Available, Sewer Connected, Underground Utilities, Cable Connected, Water Connected
Community & neighborhood
Location
- Region: Longboat Key
- Subdivision: Winding Oaks
HOA & financial
HOA
- Has HOA: Yes
- HOA fee: $47 monthly
- Amenities included: Security, Private Boat Ramp
- Services included: Community Pool, Maintenance Grounds, Security, Common Area Taxes, Insurance, Maintenance Exterior, Pool Maintenance, Private Road, Escrow Reserves Fund
Other
Other facts
- Additional Parcels YN: 0
- Additional Rooms: Great Room, Inside Utility, Bonus Room
- Appliances: Dishwasher, Disposal, Electric Water Heater, Range, Refrigerator, Microwave, Washer, Dryer
- Association Fee Frequency: Annually
- Association Fee Requirement: Required
- Attached Garage YN: 1
- Available For Lease YN: 1
- Community Features: Deed Restrictions, Pool, Buyer Approval Required, Water Access
- Construction Materials: Block, Wood Frame, Wood Siding
- Cooling: Central Air
- Country: US
- Building Area Source: Public Records
- Disclosures: Seller Property Disclosure, Condominium Disclosure Available, HOA/PUD/Condo Disclosure
- Exist Lse Tenant YN: 0
- Flooring: Carpet, Ceramic Tile
- Foundation Details: Slab
- Garage YN: 1
- Heating: Central, Electric
- DPRYN: 0
- Exterior Features: Irrigation System, Sliding Doors, Awning(s)
- Homestead YN: 1
- Interior Features: Ceiling Fans(s), Master Bedroom Downstairs, Walk-In Closet(s), Window Treatments, Cathedral Ceiling(s)
- Fireplace YN: 1
- Furnished: Unfurnished
- Listing Service: Full Service
- Listing Terms: Cash, Conventional
- Major Change Type: Pending
- Mls Status: Pending
- New Construction YN: 0
- Parking Features: Garage Door Opener, Driveway, Ground Level
- Patio And Porch Features: Deck, Patio, Screened
- Pets Allowed: Yes
- Pool Private YN: 0
- Utilities: Electricity Connected, Phone Available, Sewer Connected, Underground Utilities, Cable Connected, Water Connected
- Previous Status: Active
- Property Type: Residential
- Vegetation: Mature Landscaping, Trees/Landscaped
- Sewer: Public Sewer
- Syndicate To: Homes.com, HomeSnap, Realtor.com, Zillow/Trulia
- Water Extras YN: 0
- Waterfront Feet Total: 0
- Waterfront YN: 0
- Water Source: Public
- Laundry Features: Inside, Laundry Room
- Lease Restrictions YN: 1
- Association Approval Required YN: 1
- Association Fee Includes: Community Pool, Maintenance Grounds, Security, Common Area Taxes, Insurance, Maintenance Exterior, Pool Maintenance, Private Road, Escrow Reserves Fund
- Association Amenities: Security, Private Boat Ramp
- Property Condition: Completed
- Zoning Compatible YN: 1
- Roof: Tile
- Levels: One
- Lot Features: FloodZone, Flood Insurance Required
- View: Water, Greenbelt
- Water View: Lake
- Water View YN: 1
- Pet Size: Extra Large (101+ Lbs.)
- County Or Parish: Sarasota
- List Agent AOR: Sarasota - Manatee
- List AOR: Sarasota - Manatee
- Ownership: Condominium
- Property Sub Type: Condominium
- Representation: Seller Represented
- Water Access: Gulf/Ocean, Beach - Access Deeded
- Water Access YN: 1
- Tax Year: 2019
- Condo Land Included YN: 0
- Flood Zone Code: AE
- Building Elevator YN: 0
- Floor Number: 1
- Property Description: End Unit
- Room Count: 7
- Window Features: Window Treatments
- Stories Total: 1
- Number Of Pets: 1
- Public Survey Section: 05
- Num Timesper Year: 3
- Architectural Style: Cape Cod, Custom
- Condo Fees Term: Quarterly
- Minimum Lease: 3 Months
- Direction Faces: Northeast
- Year Built: 1988
- Water Body Name: GULF OF MEXICO
- Spa Features: Above Ground
- Additional Lease Restrictions: tenants no pets
- Max Pet Weight: 101
- Monthly Condo Fee Amount: 1253
- MLS Area Major: 34228 - Longboat Key
- Building Area Total: 2632.00
- Living Area: 2112.00
- Building Name Number: 3436
- Subdivision Name: Winding Oaks
- Association Fee: 568.00
- Approval Process: Application and fee to association
- Public Survey Range: 17E
- Association Name: AMI / Neil Fleet
- Condo Fees: 3760
- Tax Annual Amount: 5043.44
- Listing terms: Cash, Conventional
- Ownership: Condominium
Services availability

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Estimated market value
$867,600