Kensington Oaks Real Estate

Welcome to Kensington Oaks, a charming subdivision nestled in the heart of The Meadows, Sarasota, Florida. This picturesque community offers a serene escape from the hustle and bustle of everyday life while still being conveniently located near all the amenities you could desire.

Kensington Oaks is renowned for its beautifully landscaped streets, featuring an array of stunning single-family homes that exude warmth and character. The architecture here reflects a harmonious blend of modern design and classic Florida charm, making it a perfect place for families, retirees, and everyone in between. With spacious lots and lush greenery, residents enjoy a peaceful atmosphere that encourages outdoor living and community engagement.

One of the standout features of Kensington Oaks is its commitment to an active lifestyle. The Meadows is home to an array of recreational opportunities, including golf courses, tennis courts, and miles of scenic walking and biking trails. For those who love nature, nearby parks and preserves offer breathtaking views and the chance to explore Florida’s unique ecosystems.

In addition to its natural beauty, Kensington Oaks is conveniently situated near shopping, dining, and entertainment options. Residents can easily access local boutiques, gourmet restaurants, and vibrant cultural venues that make Sarasota a sought-after destination.

Whether you're looking to settle down in a family-friendly neighborhood or find a peaceful retreat, Kensington Oaks in The Meadows offers a perfect blend of comfort, community, and convenience. Discover your dream home in this delightful subdivision today!

Newest Listings in Kensington Oaks

$2,450,000

4 Beds ⋅ 5 Baths ⋅ Kensington Oaks SubDv. ⋅ 33774 Zip Code

Experience an exceptional waterfront lifestyle in this magnificent custom estate, ideally situated on the Intracoastal Waterway between Indian Rocks Beach and Belleair Beach. Nestled on an extraordinary 1.3-acre homesite in the exclusive Kensington Oaks community, this private residence offers breathtaking panoramic water views, lush manicured grounds, and quick access to the Gulf of America. Spanning more than 4,200 square feet, this impressive home offers 4 bedrooms, a bonus room w wet bar, loft, 4.5 baths with convenient pool bath, and a spacious 2-car garage. The thoughtfully designed floor plan is ideal for both everyday living and entertaining, featuring a luxurious first-floor primary suite with an expansive sitting area and spa-inspired bath, and an in law suite w private bath, while the upper level includes two more bedrooms, a full bath, and a versatile loft with balcony. Spectacular water views throughout the home, soaring ceilings, rich wood flooring, and fireplaces in both the living and family rooms create warmth and timeless elegance. The formal dining room is perfect for hosting memorable gatherings. Outdoor living is equally impressive. A nearly 60-foot covered and screened lanai overlooks the sparkling 15’ x 30’ pool, designed with open-air enjoyment instead of a traditional pool cage, allowing uninterrupted sunshine and refreshing coastal breezes. The second-floor balcony provides an elevated vantage point for breathtaking sunrises, colorful sunsets, and endless views of the Intracoastal. Kensington Oaks is one of the area’s desirable waterfront communities, known for its beautifully maintained homes, mature landscaping, and peaceful setting. Enjoy a short stroll to Bonner Nature Park and easy access to some of Florida’s finest beaches, including Indian Rocks Beach, Belleair Beach, and Clearwater Beach. Fine dining, golf, shopping, and two international airports are all within convenient reach. This is more than a home—it’s a rare opportunity to own a private waterfront estate offering space, elegance, and the quintessential Florida coastal lifestyle.

12816 Harborwood Drive, Largo

$1,250,000

3 Beds ⋅ 3 Baths ⋅ Kensington Oaks SubDv. ⋅ 33774 Zip Code

Located in desirable Kensington Oaks, this exceptional 3 bedroom, 3 bath, 2 car garage pool home sits on a park-sized corner lot of nearly half an acre. A rare bonus feature is the detached climate-controlled 3 car garage complete with 2 lifts — perfect for car enthusiasts, hobbyists, or additional storage with separate driveway access. Inside, the spacious split-bedroom floor plan offers vaulted ceilings and expansive living areas designed for both comfort and entertaining. The kitchen features granite countertops, double ovens, stainless steel appliances, and ample cabinetry. The inviting family room includes a wood-burning fireplace and dry bar, creating a warm and welcoming atmosphere. Travertine flooring runs throughout most of the home, with two bedrooms featuring waterproof luxury vinyl flooring. The oversized primary suite offers a separate private sitting area with wall of windows and Frenchdoors to the pool and a ensuite bath with dual sinks, soaking tub, walk-in shower, and large walk-in closet. Step outside to enjoy the screened lanai with pool and spa, sauna (Sauna not warranted) kitchen area with sink and cabinets, and pool bath. Perfect setting for relaxing or entertaining year-round. Updates include hurricane windows, whole-home generator, solar panels, resurfaced pool, pool heater, and updated HVAC system. The property also features a sprinkler system for easy lawn maintenance. Kensington Oaks HOA includes garbage, recycling, and yard debris pickup. Conveniently located just minutes from Indian Rocks Beach, shopping, dining, and entertainment.

14115 Harborwood Drive, Largo

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