The Oaks Homes with Lake Front Frontage

Welcome to The Oaks, a picturesque subdivision nestled in the heart of Osprey, Florida, just a stone's throw away from the vibrant Nokomis area. This enchanting community is renowned for its serene ambiance and stunning natural beauty, making it the perfect place to call home.

The Oaks boasts an array of exquisite homes, many of which feature breathtaking lakefront frontage. Imagine waking up each morning to the gentle sounds of nature and the shimmering reflections of the water right outside your window. These homes are designed with a harmonious blend of luxury and comfort, offering spacious layouts, modern amenities, and captivating views that make every day feel like a vacation.

Residents of The Oaks enjoy a lifestyle that emphasizes outdoor living and community connection. The lush landscaping and well-maintained grounds create a tranquil environment for leisurely strolls, while the nearby lakes provide opportunities for kayaking, fishing, and peaceful picnics by the water’s edge.

In addition to its natural allure, The Oaks is conveniently located near top-rated schools, shopping centers, and exquisite dining options, ensuring that everything you need is just a short drive away.

Whether you're seeking a family-friendly neighborhood or a peaceful retreat, The Oaks offers a unique blend of luxury and tranquility that is hard to find elsewhere. Come explore the charm of lakefront living and discover why The Oaks is the ideal place to create lasting memories. Your dream home awaits!

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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