The Oaks Homes with Lake Front Frontage

Welcome to The Oaks, a stunning subdivision nestled in the heart of Osprey, Florida, just a stone's throw from the picturesque Nokomis beaches. This exclusive community is renowned for its lush landscapes, serene atmosphere, and exquisite homes, making it a perfect retreat for those seeking both luxury and tranquility.

The Oaks features a collection of beautifully designed residences, many of which boast breathtaking lakefront frontage. Imagine waking up each morning to the gentle sounds of water lapping at the shore, with stunning views of the lake right from your backyard. These homes are not just residences; they are gateways to a lifestyle defined by relaxation and natural beauty.

Residents of The Oaks enjoy access to a plethora of amenities, including meticulously maintained walking trails, a community clubhouse, and a sparkling pool, all set against a backdrop of swaying palm trees and vibrant flora. The community is also conveniently located near top-rated schools, gourmet dining, and boutique shopping, providing the perfect balance between peaceful living and urban convenience.

For outdoor enthusiasts, the nearby beaches of Nokomis and the stunning wetlands of the Oscar Scherer State Park offer endless opportunities for exploration, from kayaking and fishing to hiking and birdwatching. The Oaks is not just a place to live; it’s a lifestyle choice that embraces the best of Florida living.

Whether you are looking to settle down or invest in a vacation home, The Oaks in Osprey offers an unparalleled living experience surrounded by nature’s beauty and community spirit. Come discover your dream home today!

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

Start Your Search