The Oaks Homes with Lake Front Frontage

Welcome to The Oaks, a stunning subdivision nestled in the heart of Sarasota County, Florida, where the charm of coastal living meets the tranquility of lakefront living. Located in the picturesque communities of Osprey and Nokomis, The Oaks offers a serene escape with its beautifully landscaped grounds and lush surroundings.

This exclusive community is designed for those who appreciate the finer things in life, featuring a collection of elegant homes that boast breathtaking lakefront frontage. Imagine waking up to the gentle sounds of nature and the soft glimmer of water reflecting the morning sun. Each residence is thoughtfully crafted, showcasing modern architecture and luxurious finishes, while many homes offer expansive views of the serene lakes that are perfect for enjoying sunsets or entertaining guests.

Residents of The Oaks enjoy a wealth of amenities, including access to walking trails, recreational areas, and serene lakeside spots perfect for fishing or kayaking. The community fosters a sense of belonging, where neighbors become friends and memories are made.

Conveniently located near the vibrant cultural scene of Sarasota, as well as stunning beaches and nature parks, The Oaks is not just a place to live—it's a lifestyle. Whether you're looking for a family home, a seasonal retreat, or an investment property, The Oaks offers an unparalleled living experience that combines luxury, comfort, and the beauty of Florida's natural landscape. Discover your dream home in The Oaks, where lakefront living awaits you!

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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