3401 Winding Oaks Drive

Longboat Key, FL 34228

For Sale: $1,100,000

Sellers offering 3% to buyers agent

2 Beds
2 Baths
Semi-Detached
Villa
2,092 sq ft
2 Car Garage
Year Built: 1988
MLS: A4600697
Property Tax: $9,592/year
Association Fees: $25,052/year

Description

Welcome to the exclusive enclave of Winding Oaks, nestled within the prestigious Bay Isles community on Longboat Key. This meticulously maintained and furnished 2-bedroom, 2-bathroom end unit villa offers a serene retreat with captivating views of the lagoon and the renowned Harbourside golf course at the Longboat Key Club.

As the builder's model, this villa boasts significant upgrades, including a multi-level deck overlooking the lake, a private pool, and an inground spa. The interior is bathed in natural light, with soaring ceilings and a great room featuring stacking sliding doors that seamlessly connect to the deck. The spacious kitchen, adorned with a wall of windows overlooking the garden, includes a breakfast bar and a charming dinette with views of the front courtyard. The enclosure of the lanai off the dinette creates an ideal office space with a serene garden view.

The expansive primary bedroom is a haven of tranquility, with three closets, including a large walk-in, multiple sliding glass doors leading to the rear deck and pool, and an ensuite bathroom with a walk-in shower, soaking tub, dual sinks, and a private commode. The guest bedroom, located at the front of the home for added privacy, features an ensuite bathroom.

Step outside to discover a garden oasis, with a beautifully landscaped courtyard in the front and a stunning private tropical sanctuary in the back. Winding Oaks is a pet-friendly, low-maintenance community of just 56 villa-style residences, offering premier amenities such as a community pool with lap lanes, a guard-gated entry, and access to the Bay Isles Beach Club, which features parking, covered seating, bathrooms and lockers, picnic table pavilions, and of course, the beach!

For those who enjoy an active lifestyle, the prestigious Longboat Key Club is within walking distance, offering golf, tennis, pickleball, fine dining, and boating. Island living doesn't get any better than this, so don't miss out on the opportunity to experience the epitome of coastal luxury at Winding Oaks.

Amenities

Behind the Gates of Bay Isles
24 Hour Guard at Gate
Community lap pool
Low Maintenance Community
Roof HOA Maintained
Exterior HOA Maintained
Landscaping HOA Maintained
Awnings Maintained
Walk to Golf & Tennis
Bay Isles Beach Club
Longboat Key Club Adjacent
Near Publix
Near CVS Pharmacy
Near Post Office
10 min to St. Armand's Circle

Video

Winding Oaks

Winding Oaks has 56 units on 14.5 acres in 28 duplex condominiums with 32 three-bedroom and 24 two-bedroom units. Our award-winning community pool is surrounded by 4+ acres of private nature park and trails.

Winding Oaks is the most “neighborly” place most of us have ever been. We have an active social calendar with many organized get togethers at the pool & beach, clubs (book, creative writing, gaming, etc.) and our annual end-of-season bash. We have monthly luncheons for both our ladies’ and men’s groups. We also do neighborhood outings, like baseball night with the Orioles and our group visit with Mote Marine. Community spirit is what makes Winding Oaks special.

Winding Oaks residents have access to our beautiful Bay Isles Beach Club located at 2111 Gulf of Mexico Drive. In addition to a magnificent stretch of beach fronting the Gulf of Mexico, the Club features picnic tables, Tiki huts, barbecue stands, an ice machine and storage bins for beach chairs, umbrellas, etc. The bins are made available to members through a biannual lottery held late each even numbered year.  There are also women’s, men’s and handicap restrooms and shower facilities.



Longboat Key Club

Secluded on a barrier island on the Gulf of Mexico, The Resort at Longboat Key Club is a AAA Four-Diamond destination that spans 410 acres of lush lawns and pristine beachfront with authentic Old Florida boardwalks. Stay a short drive from the upscale shopping, museums and theaters in downtown Sarasota as you unwind in one of 226 luxury guest rooms and suites, the perfect setting for family vacations, romantic getaways and guests looking for a tropical escape where winters average a pleasant 72 degrees. Enjoy access to our Sarasota beach resort’s five distinctive restaurants and lounges, along with 45 holes of championship golf, award-winning Tennis Gardens, a full-service spa and an array of water sport equipment. We also offer numerous wellness events and family-friendly activities from beach yoga to kayaking. Guests traveling by yacht will find the largest resort marina on Florida's west coast, while those planning a conference or special event can choose from 12,000 square feet of indoor and outdoor function space. Discover why we are Sarasota’s preferred address for spectacular events and picture-perfect getaways in Florida.

  • 226 distinctive guest rooms and suites with private balconies and Four-Diamond amenities
  • Pristine white sand beach with private cabanas and personalized beachside service
  • 9,000 sq. ft. destination spa and salon
  • 20 Har-Tru tennis courts
  • 45 holes of award-winning golf
  • Tennis and golf pro shops, with professional instruction available
  • State-of-the-art fitness center and Mind & Motion Studio
  • Wellness workshops and events
  • 291-slip deep-water marina for vessels up to 150 feet
  • Five exceptional restaurants and lounges
  • Superior concierge services
  • 12,000 sq. ft. of indoor and outdoor event space for up to 300 attendees.

Longboat Key Club & Resort – Membership - Longboat Key Club & Resort (longboatkeyclubmembers.com)

Map & Nearby Places

3401 Winding Oaks Drive
Longboat Key, FL 34228
2 Bed | 2 Baths

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