Windward Bay Homes with Street Lights Community features

Windward Bay Homes with Street Lights Community features

Welcome to Windward Bay, a hidden gem nestled in the picturesque Longboat Key, Florida. This charming subdivision offers a unique blend of coastal living and community warmth, making it an ideal place for families, retirees, and anyone seeking a serene lifestyle by the sea.

Windward Bay is characterized by its beautifully designed homes, each exuding a sense of elegance and comfort. The community features an array of well-maintained properties, many of which are situated along scenic waterways, providing residents with breathtaking views and a tranquil atmosphere. One of the standout features of Windward Bay is its commitment to creating a safe and inviting environment, highlighted by the presence of street lights throughout the neighborhood. This thoughtful design ensures that evening strolls or late-night outings are both enjoyable and secure.

Residents of Windward Bay enjoy access to a variety of amenities that enhance their quality of life. The community boasts beautifully landscaped common areas, perfect for leisurely walks, picnics, or simply soaking in the Florida sunshine. For those who enjoy water activities, nearby beaches and marinas offer opportunities for boating, fishing, and sunbathing.

Living in Windward Bay means embracing a lifestyle that balances relaxation and recreation. With its ideal location in Manatee County, residents are just a short drive away from the vibrant culture and dining options of Sarasota, while still enjoying the peaceful charm of Longboat Key. Discover the allure of Windward Bay—where your dream home awaits amidst the beauty of Florida's Gulf Coast.

Newest Windward Bay Homes with Street Lights Community features

2 Beds ⋅ 2 Baths ⋅ Windward Bay SubDv.

Set in one of North Naples’ most convenient locations, this beautiful home in Tarpon Bay offers a new roof, new exteriors, turnkey easy living, a private preserve view and an entire community that has just undergone a complete coastal refresh. Inside, you will find new kitchen appliances, new light coastal flooring, a new air-conditioning system, a new water heater, a new washer and dryer, and the rare convenience of natural gas. Large windows fill the home with natural light while overlooking the quiet preserve, creating a bright, relaxed coastal atmosphere. Elevator service provides easy community access. The entire Tarpon Bay community has recently been refreshed with brand-new roofs as well, beautifully updated building exteriors and a renewed coastal aesthetic throughout. Directly across the private, quiet street is the Castaways Club, the centerpiece of Tarpon Bay’s resort-style lifestyle, with an infinity-edge pool overlooking a massive lake, a spa, a full fitness center, pickleball and clay tennis courts, grilling areas, professional on-site management, a boat dock and a kayak launch. Beautiful lakes, fountains, mature palms, paver roundabouts and an impressive illuminated entrance create a peaceful, polished setting. Just minutes from Interstate 75 and approximately 15 minutes from Mercato, Naples beaches, shopping and dining, with Southwest Florida International Airport just under 30 minutes away. This is an exceptional opportunity to enjoy a fully updated residence in a beautifully located North Naples community with low-maintenance living.

1886 Tarpon Bay Drive S Unit 204, Naples

2 Beds ⋅ 2 Baths ⋅ Windward Bay SubDv.

Welcome to your Longboat Key PENTHOUSE, where unobstructed PANORAMIC WATER VIEWS from every room create a breathtaking backdrop from the moment you walk through the door. Recently renovated from top to bottom and offered TURNKEY FURNISHED, this residence is ready to enjoy from day one. The BRAND-NEW KITCHEN showcases quartz countertops, custom cabinetry, and all-new stainless-steel appliances, opening seamlessly to the bright and airy living space. Both bathrooms have been completely updated with modern finishes and quartz countertops, creating a fresh, cohesive feel throughout the home. Other thoughtful updates throughout include luxury vinyl flooring throughout, fresh carpeting in the bedrooms, beautifully remodeled, IMPACT WINDOWS, generous storage, and the convenience of an in-unit washer and dryer. Located in the pet-friendly waterfront community of Windward Bay, residents enjoy an impressive collection of amenities including boat slips, two swimming pools, a fitness center, sauna, tennis and pickleball courts, and three beach access points. NO upcoming special assessments, FULLY FUNDED reserves, and a PASSED Milestone. Perfectly positioned on Longboat Key, this penthouse offers the relaxed island lifestyle while keeping you conveniently connected to the dining, shopping, beaches, and entertainment of Longboat Key, St Armands, and Anna Maria Island. Whether you're searching for a full-time residence or your own Florida getaway, this turnkey waterfront penthouse is ready to welcome you home.

4800 Gulf Of Mexico Drive Unit PH 3, Longboat Key

3 Beds ⋅ 2 Baths ⋅ Windward Bay SubDv.

THE BAY! THE GULF! THE BEST OF BOTH! Imagine a place where every day begins with the peaceful beauty of Longboat Key's sparkling bay and ends beneath the breathtaking colors of a Gulf Coast sunset. Perfectly positioned between both shores, this beautifully updated 3-bedroom, 2-bath end-unit villa offers the rare opportunity to experience the very best of island living from one exceptional location. Nestled within the highly sought-after waterfront community of Windward Bay, this 1,504-square-foot residence welcomes you with a sense of light, warmth, and effortless coastal elegance. As an end unit, the villa enjoys additional windows, enhanced privacy, and an abundance of natural sunlight throughout the day. Luxury vinyl plank flooring flows seamlessly through the living spaces, while custom plantation shutters add timeless character and refinement. The thoughtfully renovated kitchen blends style and functionality with granite countertops, beautiful soft-close cabinetry, and an inviting layout designed for everyday living and easy entertaining. The spacious great room opens effortlessly to a private outdoor patio, creating the perfect setting for morning coffee, afternoon relaxation, or dining beneath the coastal breeze. Life here is refreshingly simple. Ground-level living means no stairs, no elevators, and convenient parking just steps from your front door. Whether you're arriving home from the beach or carrying in groceries, everything about this villa is designed for easy, maintenance-free living. Equally impressive are the community improvements already in place. In 2020, the exterior was upgraded with hurricane-impact windows, hurricane-impact sliding glass doors, and a new roof, providing valuable peace of mind for years to come. Windward Bay has long been one of Longboat Key's most treasured communities, and it's easy to understand why. Set across 26 beautifully landscaped waterfront acres, residents enjoy three beach access points, a scenic half-mile nature trail, two heated swimming pools, fitness center, sauna, clubhouse, tennis and pickleball courts, kayak launches, covered parking, storage areas, and boat docks available by waitlist. Dolphins, manatees, tropical birds, and other native wildlife are frequent visitors, making every walk through the community feel like a nature retreat. Pet-friendly and financially strong, Windward Bay has completed both its Milestone Inspection and Capital Reserve Study. Monthly fees were reduced in 2025 and increased by only $13 for 2026, reflecting responsible community management and long-term stability. From this ideal location, you're just minutes from St. Armands Circle, Downtown Sarasota, Bridge Street, championship golf, waterfront dining, boutique shopping, and the exceptional arts and cultural attractions that make Florida's Gulf Coast so desirable. More than a beautiful villa, this is a lifestyle defined by sunshine, serenity, and connection to the water. A place where morning bay views, evening Gulf sunsets, and the ease of resort-style living become part of your everyday experience. THE BEST OF LONGBOAT KEY ISN'T ON THE BAY OR THE GULF... IT'S BETWEEN THEM. Welcome Home to Villa 8 at Windward Bay.

4750 Gulf Of Mexico Drive Unit Villa 8, Longboat Key

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Samantha Haringa

Samantha Haringa was born and raised in Massachusetts in the Greater Boston Area. Raised in a family of avid boaters and fisherman with the love for water, sand, and sunsets; moving to Cape Coral was a dream come true. Spending summers as a kid in Marco Island with her grandparents marked the beginning of the pursuit for the lifestyle and passions that the communities of SWFL have to offer. As a resident in the heart of SWFL in Cape Coral, Samantha is a part of the fabric of this vibrant and growing community of families and professionals that are all seeking that same love for the endless summers and treasured sunsets. Coming from a family of entrepreneurs and with twenty plus years of work in client management roles, Samantha has an innate and unrelenting passion for each client’s experience. It’s this passion that drove her to enter the Real Estate Industry. She recognized the singular importance of a client’s experience when buying, selling, or relocating to FL, and the need for a Realtor who would match the enthusiasm and expectations of their clients for this main life event. Plotting a course on the home ownership journey by listening, understanding, and appreciating the stated desires of each client is of paramount importance to her. Samantha’s authenticity, kindness and servant leadership provides every client with the experience of a Realtor whose moral compass remains anchored on the real estate needs and priorities of her clients.

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