Whispering Oaks Estates Real Estate

Welcome to Whispering Oaks Estates, a hidden gem nestled in the serene landscapes of Dade City, Florida, within the charming Hernando County. This picturesque subdivision offers a perfect blend of tranquility and modern living, making it an ideal choice for families, retirees, and anyone seeking a peaceful retreat from the hustle and bustle of city life.

Whispering Oaks Estates is characterized by its lush oak trees and beautifully landscaped properties, creating a warm and inviting atmosphere. The spacious lots provide ample room for custom-built homes, allowing residents to design their dream spaces while enjoying the natural beauty that surrounds them. The community is thoughtfully planned, ensuring privacy and a sense of belonging among neighbors.

Residents of Whispering Oaks Estates enjoy easy access to a variety of local amenities. Dade City boasts charming boutiques, delightful dining options, and vibrant community events, all just a short drive away. For those who appreciate the great outdoors, the nearby Withlacoochee State Forest and local parks offer countless opportunities for hiking, biking, and exploring the stunning Florida landscape.

Families will appreciate the highly-rated schools in the area, providing quality education for children of all ages. The friendly community atmosphere and engaging neighborhood events foster a sense of camaraderie among residents, making it easy to forge lasting friendships.

Discover the enchanting lifestyle that Whispering Oaks Estates has to offer. With its beautiful surroundings, convenient location, and welcoming community, it’s the perfect place to call home in sunny Florida. Come experience the magic of Whispering Oaks Estates, where your dream home awaits!

Newest Listings in Whispering Oaks Estates

$40,000

Whispering Oaks Estates SubDv. ⋅ 33523 Zip Code

Bring Your Vision to life on this approximately 0.53- acre vacant residential lot in the ride manor area of Dade city! This spacious property features a small pond, adding a peaceful natural element and creating a unique setting for you future home. Enjoy the opportunity to own a piece of Florida with room to create the property you've been envisioning. No CDD fees reported Conveniently located near Dade city and surrounding communities. Buyer to independently verify zoning, permitted uses, utilities, building requirements, and all other property information.

5413 Boxtree Ct, Dade City

$329,000

3 Beds ⋅ 2 Baths ⋅ Whispering Oaks Estates SubDv. ⋅ 33523 Zip Code

Welcome to your peaceful retreat in Whispering Oaks Estates, where comfort, nature, and value come together beautifully. This spacious, move-in-ready home sits on the 8th hole with calming pond views, offering both privacy and a relaxing setting you’ll love coming home to every day. With the golf course currently being renovated and set to reopen in Summer 2026, there’s exciting potential ahead, making now the perfect time to get in before demand grows. Inside, the home feels open, bright, and welcoming from the moment you walk in, with soaring ceilings and comfortable living spaces designed for both everyday living and entertaining. With 3 bedrooms, 2 full baths, and a large bonus room, there’s plenty of flexibility, whether you need a home office, cozy movie room, hobby space, or even a 4th bedroom. The kitchen is light and cheerful, featuring skylights, ample counter space, and a layout that makes cooking and gathering feel effortless. The primary suite offers a peaceful escape with a spacious walk-in closet, soaking tub, separate shower, and natural light pouring in through a skylight. Step out onto the recently tiled lanai and unwind while taking in the serene water and golf course views. The open natural backdrop creates a truly special setting where you can enjoy birds, butterflies, and gentle wildlife, perfect for morning coffee or quiet evenings. You’ll also appreciate the beautifully maintained front and backyard that’s perfect for children and pets to play safely while still enjoying the view. This home has been lovingly cared for and thoughtfully updated, including a new A/C, new garage door opener, hurricane-rated sliding doors, and newer hurricane windows, offering comfort, efficiency, and peace of mind. Tucked away in a quiet neighborhood yet close to everything you need, shopping, dining, medical facilities, and major roads, this location makes everyday living easy. With the golf course transformation underway and the possibility of the HOA being eliminated once new legislation takes effect, this is a wonderful opportunity to get in early before values rise. If you’ve been looking for a home that feels peaceful, spacious, and ready to enjoy, with room to grow, this one truly stands out. Come see it for yourself and feel right at home!

34515 Cedarfield Drive, Dade City

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