The Oaks Homes with Water View

Welcome to The Oaks, a stunning subdivision nestled in the picturesque landscapes of Osprey and Nokomis, Florida. This exclusive community offers a perfect blend of luxury, tranquility, and natural beauty, making it an ideal haven for those seeking a serene lifestyle amidst the vibrant charm of Sarasota County.

The Oaks is renowned for its breathtaking homes, many of which boast stunning water views that create a serene backdrop for everyday living. Imagine waking up to the gentle sounds of nature and the shimmering reflections of the water right outside your window. With meticulously designed properties that feature expansive outdoor spaces, private pools, and lush landscaping, every home in The Oaks is a sanctuary of comfort and elegance.

Residents of this distinguished community enjoy a wealth of amenities, including access to world-class golf courses, tennis courts, and a clubhouse that serves as a social hub for neighbors to connect and unwind. The Oaks is more than just a place to live; it’s a lifestyle that embraces the best of Florida's coastal living.

Situated conveniently near the beautiful beaches of Nokomis and the cultural attractions of Sarasota, The Oaks offers the perfect balance of relaxation and entertainment. Whether you’re strolling along the shoreline, savoring fresh seafood at nearby restaurants, or exploring the vibrant arts scene, you’ll find that life in The Oaks is rich with experiences.

Come discover your dream home in The Oaks, where every day feels like a vacation, and the beauty of Florida living is right at your doorstep. Embrace the luxury of water views and make this extraordinary community your own!

Newest The Oaks Homes with Water View

$1,649,000

4 Beds ⋅ 4 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code

Offered at a price approaching the value of the two buildable lots alone, this architect-designed estate represents one of the most compelling opportunities currently available in The Oaks. Nestled beneath majestic oak trees and surrounded by exceptional privacy, this architecturally significant residence was designed by and as the personal home of renowned architect Bo MacEwen. The property encompasses two buildable lots and includes a charming guest house, creating a rare and versatile estate setting. A grand foyer measuring approximately 12 feet wide by 19 feet long welcomes guests and leads to an impressive great room featuring soaring vaulted ceilings, a gas fireplace, and a dramatic bay window with built-in seating overlooking the beautifully landscaped grounds. Architectural details abound, including 14-inch crown molding, Palladian windows, wainscoting, skylights, custom lighting, and distinctive craftsmanship throughout. The home offers four bedrooms and four full bathrooms, thoughtfully designed to blend elegance, comfort, and timeless architectural character. Throughout the residence, quality construction and meticulous attention to detail reflect the vision of its celebrated designer. Step outside to discover a tranquil, resort-inspired setting featuring a sparkling pool, lush landscaping, and a separate guest house ideal for visitors, extended family, or a private office. In the evening, landscape lighting transforms the grounds into a serene retreat unlike anything else in the community. Residents of The Bayside enjoy a 24-hour guarded entrance and a private community pier perfect for kayaking, fishing, or taking in spectacular sunsets over Casey Key. Ownership also provides access to the exceptional lifestyle of The Oaks Club, featuring two championship 18-hole golf courses, 12 Har-Tru tennis courts, four pickleball courts, the state-of-the-art WellFit Center, a Junior Olympic swimming pool, outstanding dining venues, and an active year-round social calendar. Club membership is required, and there is currently no waiting list for either Golf or Sports/Social membership.

75 Osprey Point Drive, Osprey

$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

Start Your Search