The Oaks Homes with Lake Front Waterfront

The Oaks Homes with Lake Front Waterfront

Welcome to The Oaks, a stunning subdivision nestled in the serene landscapes of Osprey and Nokomis, Florida. This picturesque community is a hidden gem in Sarasota County, offering residents a unique blend of luxury, tranquility, and natural beauty. Known for its lush surroundings and elegant homes, The Oaks is the perfect retreat for those seeking a peaceful lifestyle while remaining close to the vibrant culture of the Gulf Coast.

One of the standout features of The Oaks is its breathtaking lakefront properties. Imagine waking up each morning to the gentle sounds of water lapping against the shore, with stunning views of shimmering lakes right in your backyard. These waterfront homes are designed to maximize the beauty of their surroundings, featuring expansive windows and spacious outdoor living areas that invite you to soak in the serene atmosphere. Whether you’re sipping your morning coffee on the patio or hosting a sunset gathering with friends, the enchanting views create an idyllic setting for everyday life.

In addition to its scenic beauty, The Oaks boasts a variety of amenities, including lush walking trails, community parks, and proximity to pristine beaches. Residents can enjoy a lifestyle filled with outdoor activities, from kayaking and fishing to leisurely strolls along the water's edge. With a strong sense of community and a commitment to maintaining the natural beauty of the area, The Oaks is not just a place to live; it’s a lifestyle choice that embraces the best of Florida living. Come discover your dream home in The Oaks today!

Newest The Oaks Homes with Lake Front Waterfront

$235,000
1 Beds 1 Baths A4689838 MLS Windsor Lodge BLDG.
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 A4671762 MLS
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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