The Oaks Homes with Lake Front Frontage

Welcome to The Oaks, a stunning subdivision nestled in the heart of Osprey and Nokomis, Florida, where luxury living meets serene natural beauty. This exclusive community is renowned for its picturesque surroundings, offering residents a tranquil lifestyle while being just minutes away from the vibrant culture of Sarasota.

The Oaks is characterized by its elegant homes, many of which boast breathtaking lakefront frontage. Imagine waking up each morning to the gentle sounds of water lapping against the shore, with stunning views right outside your window. These meticulously designed residences not only provide an exquisite living space but also a unique connection to the enchanting Florida landscape.

Residents of The Oaks enjoy a wealth of amenities, including access to beautifully maintained parks, walking trails, and recreational areas. The community is thoughtfully designed to foster a sense of belonging, where neighbors become friends and every day feels like a vacation. With its lush greenery and stunning lakes, The Oaks is a haven for nature lovers, offering ample opportunities for fishing, kayaking, or simply enjoying a peaceful afternoon by the water.

Conveniently located near some of Florida's finest beaches, shopping, and dining options, The Oaks provides the perfect balance of seclusion and accessibility. Whether you're looking for a permanent residence or a seasonal retreat, this enchanting community promises a lifestyle filled with comfort, elegance, and endless opportunities for relaxation. Discover your dream home at The Oaks, where lakefront living meets the best of Florida life!

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/Nokomis

$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/Nokomis

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