Fairway Bay Homes with Trees/Woods View

Welcome to Fairway Bay, a hidden gem nestled in the picturesque Longboat Key, Florida. This enchanting subdivision offers a unique blend of luxury living and natural beauty, making it the perfect haven for those seeking tranquility and elegance. Fairway Bay is renowned for its stunning homes, many of which boast breathtaking views of lush trees and serene woods, creating a peaceful retreat right outside your window.

As you stroll through the community, you’ll be captivated by the vibrant greenery that envelops the area. Towering trees and flourishing foliage provide a sense of privacy and seclusion, allowing residents to unwind in their own personal oasis. The stunning homes in Fairway Bay are thoughtfully designed to harmonize with the surrounding landscape, featuring open floor plans, modern amenities, and large windows that invite the beauty of nature indoors.

Located in Sarasota County, Fairway Bay is just minutes away from pristine beaches, world-class dining, and boutique shopping. This prime location allows residents to enjoy the best of both worlds—relaxation and recreation. Whether you prefer sunbathing on the beach, exploring local art galleries, or indulging in gourmet cuisine, Longboat Key has something for everyone.

In Fairway Bay, you’re not just investing in a home; you’re embracing a lifestyle. With its enchanting views and vibrant community spirit, this subdivision is the ideal place to call home. Discover the charm of Fairway Bay today and experience the serenity of living surrounded by nature in one of Florida's most sought-after locations. Your dream home awaits!

Newest Fairway Bay Homes with Trees/Woods View

$699,000

2 Beds ⋅ 2 Baths ⋅ Fairway Bay SubDv. ⋅ 34228 Zip Code

Nestled in the attractive community of Fairway Bay in Bay Isles on Longboat Key is this fabulous 2BR/2BA elevated townhouse. This tastefully decorated condo residence is on one level above the oversized 2-car garage and is an end unit. It is beautifully maintained, in great condition and offered turnkey-furnished with upscale furnishing from Robb & Stucky. The spacious living room and dining room has high ceilings, crown molding, plantation shutters, a fireplace and a wet bar with built-ins. The updated kitchen completed in 2025 is a neutral palette with new white cabinetry, white quartz countertops, a super pull-out pantry, all new appliances and washer & dryer in the past 12 months. A/C replaced in 2020 & water heater in 2021. The flooring in the entire residence was recently replaced with luxury vinyl plank flooring. A spacious shaded screened lanai offers a peaceful garden view and is a short walk to the heated pool and the bay. The bathrooms have also been updated in 2025 with new flooring, new cabinets, fixtures and shower door. The primary bedroom suite is a quiet sanctuary offering ample room for your apparel with two walk-in closets and Hunter-Douglas window blinds. This townhouse affords plenty of room for guests and a large family to stay. There is a two-and-a-half garage with a large finished air-conditioned space on the ground floor giving you extra space. Community amenities include walking paths, 2 heated pools, a fitness room, tennis & pickle ball courts and a social room. The building will soon benefit from a new roof, which the seller has paid for. Residents benefit from on-site management and 24-hour security. Ownership includes deeded access to the private Bay Isles Beach Club, featuring a Gulf front pavilion, grilling areas, and beautiful sandy beaches. Located within the Longboat Key Club, residents have the option to join golf, tennis, and social memberships, all just minutes from the boutiques and dining on world-renowned St. Armands Circle, downtown Sarasota’s cultural attractions and Harbourside Marina.

2000 Harbourside Drive Unit 1501, Longboat Key

$975,000

3 Beds ⋅ 2 Baths ⋅ Fairway Bay SubDv. ⋅ 34228 Zip Code

Step into coastal elegance in this fully renovated three-bedroom, two-bathroom Fairway Bay residence, where every detail has been thoughtfully reimagined. A charming private lanai and seating area welcome you before entering the unit, setting the tone for relaxed waterfront living. Inside, an open-concept layout seamlessly blends the kitchen, dining, and living spaces, creating a bright, airy environment perfect for both entertaining and everyday comfort. The gourmet kitchen is outfitted with GE Profile appliances, custom soft-close cabinetry, and ample storage, offering both style and functionality. The primary suite is a serene retreat featuring a spacious walk-in closet, additional storage, and a beautifully updated en-suite bath with a large walk-in shower. From both the living room and the primary suite, step onto the expansive north-facing balcony to take in the tranquil Sarasota Bay views, where you can enjoy the morning sunrise and the soft glow of the evening sky. The second bedroom is generously proportioned and easily accommodates a king-size bed, creating a luxurious space for guests. The third bedroom is also spacious, complete with a custom built-in, ideal for a guest room, home office, or flexible living area. A thoughtfully designed guest bath ensures privacy and convenience for family or visitors. This unit also includes the ease and security of one covered parking space beneath the building. Fairway Bay residents enjoy an exceptional suite of amenities including two heated pools, a spa, a clubhouse, a fitness center, tennis and pickleball courts, and private beach access on Longboat Key. With the shops, dining, and vibrant lifestyle of St. Armands Circle just minutes away, this residence combines the best of convenience and refined waterfront living.

2120 Harbourside Drive Unit 623, Longboat Key

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