The Oaks Homes with Lake Front Frontage

Welcome to The Oaks, a serene and picturesque subdivision nestled in the heart of Osprey, Florida, within Sarasota County. This enchanting community is perfect for those seeking a blend of luxury, tranquility, and natural beauty. The Oaks boasts a stunning array of lakefront homes that offer breathtaking views and a peaceful lifestyle, making it an ideal retreat for families and retirees alike.

Imagine waking up each morning to the gentle sounds of nature and the shimmering reflections of the sun on the water. The homes in The Oaks are designed with elegance and comfort in mind, featuring spacious layouts, modern amenities, and exquisite finishes. Many properties come with private docks, allowing residents to enjoy leisurely afternoons fishing, kayaking, or simply soaking in the beauty of their surroundings.

Beyond the magnificent homes, The Oaks offers an array of community amenities that cater to an active lifestyle. Residents can take advantage of beautifully landscaped walking trails, tennis courts, and a community clubhouse that hosts social events throughout the year. The proximity to nearby beaches, shopping, and dining options makes this subdivision a perfect blend of convenience and leisure.

Living in The Oaks means embracing a lifestyle where nature and community come together harmoniously. Whether you’re sipping coffee on your patio overlooking the lake or enjoying a sunset stroll along the water's edge, every day here feels like a vacation. Explore the beauty and charm of The Oaks, where your dream home awaits amidst the picturesque landscapes of Osprey and Nokomis!

Newest The Oaks Homes with Lake Front Frontage

$235,000

1 Beds ⋅ 1 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code

Discover a rare opportunity to own a serene retreat in The Oaks, one of Sarasota’s most sought-after private golf and country club communities. This bright, beautifully updated ground-floor studio is offered fully turnkey furnished, making it ideal as a seasonal getaway, or income-producing rental. Thoughtfully designed for both comfort and functionality, the open-concept layout seamlessly blends the living and sleeping areas. The updated kitchenette features dishwasher, oven, stove, fridge, freezer, microwave, quartz countertops, complemented by a dining nook and a convenient workspace. The modern bathroom includes a huge walk-in shower. Take in peaceful water views and picturesque scenes of the 18th fairway on the Eagle Course right from your patio. Residents of Windsor Lodge enjoy exclusive access to their own private pool. Short-term rentals are permitted, offering flexibility and excellent investment potential. Membership to The Oaks Club, a private, member-owned community renowned for its exceptional lifestyle amenities, is mandatory. Enjoy two championship golf courses, twelve tennis- and four pickleball courts, croquet lawns, pool and a state-of-the-art fitness and WellFit center. The expansive clubhouse features three dining venues, banquet facilities, and a vibrant social calendar. Perfectly positioned just 15 minutes from Siesta Key Beach, this property combines luxury living with unbeatable convenience in one of Sarasota’s premier locations.

51 Macewen Drive Unit 5, Osprey

$2,399,000

4 Beds ⋅ 4 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code

Nestled in the prestigious gated enclave of The Oaks Bayside in Sarasota, this Sedona-inspired retreat was recently updated from wall to wall creating a like brand new home. The estate seamlessly blends modern luxury, comfort, and serenity. With almost 4,000 SQF and boasting 4 generously sized bedrooms and 3 1/2 baths, this residence has been thoughtfully renovated with the finest finishes, including newer impact windows, retractable window walls, a sleek tile roof, custom concrete flooring, and exquisite baths and fixtures to go along with the state-of-the-art kitchen, equipped with top-tier Wolf and Sub-Zero appliances. Soaring vaulted ceilings create an expansive, airy ambiance, while large windows frame stunning lake views, offering the perfect backdrop for the sparkling pool and expansive spa, complete with tranquil water features. With disappearing sliders throughout, the home can let the air and light flow easily from outside to in. Enjoy breathtaking sunsets from your private oasis or stroll a kayak or paddleboard to the nearby boat launch for effortless access to Sarasota Bay and the Gulf, thanks to the newly reopened Midnight Pass. Situated on a secluded .40-acre lot, this property offers a serene retreat, featuring a Zen garden surrounded by lush landscaping. Residents of The Oaks enjoy world-class amenities, including championship golf, fine dining, tennis, fitness, and swimming. At 49 Osprey Point Drive, every detail has been meticulously crafted for those who seek refined living and unparalleled elegance.

49 Osprey Point Drive, Osprey

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