Whispering Oaks Estates Real Estate, Homes, Condos for Sale in Dade City, FL

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

Enjoy spacious, low-maintenance living in this charming 3-bedroom, 2-bath Cambridge villa located in the desirable Whispering Oaks Estates Golf community. Beautifully updated with brand-new carpet flooring, fresh interior paint, a NEW AC, new water heater, and water filtration system. This move-in-ready home overlooks the #1 fairway, offering peaceful golf course views and wide-open green space. New rear gutters with gutter guards and new front gutters with a lifetime transferable warranty provide added value and peace of mind. The bright eat-in kitchen features a lovely bay window — the perfect spot to savor your morning coffee. The expansive great room showcases soaring volume ceilings, creating an airy and inviting atmosphere ideal for entertaining or relaxing. A cozy Florida room provides additional living space for a library or office and opens to the lanai, where you can unwind and enjoy the tranquil surroundings and scenic golf views. Additional features include a utility shed with a convenient slop sink, providing extra storage and functionality for hobbies, gardening, or cleanup projects.

35086 Whispering Oaks Boulevard, 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

$337,000

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

NOW FEATURING A BRAND NEW ROOF! Picture yourself on the screened-in patio, poolside, soaking in pristine sunset views from this beautifully maintained 3-bedroom, 2-bath, 1,774 sq. ft. home with an oversized 2-car garage ON THE GOLF COURSE. Nestled in the peaceful golf community of Whispering Oaks, surrounded by majestic oak trees and rolling greens, this property offers the perfect blend of tranquility, accessibility, and small-town charm. GOLF COURSE recently sold and is being prepared for opening! With a LOW HOA, NO CDD, no through traffic, and NO FLOOD ZONE, this home comes with 2-10 SUPREME WARRANTY valued at $720 and welcomes you with rose-tinted glass accents and a carved front door. Step inside to a living room with vaulted ceilings and high windows designed to capture the morning light, offering a seamless view of the pool and golf course through multi-slider doors. Enjoy meals in the charming dining area featuring a cozy ELECTRIC FIREPLACE. The primary suite to the right includes a spacious closet with a window and a completely renovated bathroom boasting a newer dual-sink vanity, updated tile, and a luxurious 5x5 walk-in shower with a sitting bench. This bath has its own dedicated 2nd HOT WATER HEATER for instant, ample hot water. Pamper yourself at the second vanity and enjoy abundant storage. The primary bedroom also features private pool access leading to the covered patio, with extra storage and a PORTABLE HEATER for cool evenings. Enjoy year-round swimming in the SCREENED IN HEATED pool with SOLAR COVER, with a FRESHLY PAINTED DECK (2024) and a custom-built removable SECURITY FENCE for safety and style. A true split floor plan, this home includes two comfortable bedrooms on the left side and a renovated kitchen with two SKYLIGHTS. The Florida room offers bar seating and a pass-through window for easy entertaining. The AC AND ALL WINDOWS, WITH CUSTOM BLINDS, were updated in 2019. The irrigation, thermostat, and security system can all be managed right from your phone. This home comes with the option to purchase furnished or unfurnished and has thoughtful safety features throughout like locking cabinets and plug covers. Conveniently located, you’re just minutes from I-75 and SR-50. Nearby the Withlacoochee Trail, one of Florida’s longest paved rail-trails, offers 47 miles of outdoor enjoyment. Nearby attractions include the Croom Motorcycle Area, Giraffe Ranch, and Ridge Manor Park. Head a bit over an hour east to Disney World or west to some of the most beautiful beaches in the world. If you’ve been searching for a quiet, well-kept community where you can enjoy the outdoors and unwind in comfort, this Whispering Oaks gem is the one.

34448 Cedarfield Drive, Dade City

$312,490

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

Under Construction. Discover Your Dream Home in the Whispering Oaks community! The desirable Shelby plan boasts an open design encompassing the Living, Dining, and Kitchen spaces. The kitchen features gorgeous cabinets, granite countertops, and stainless steel appliances (Including a range with a microwave hood and dishwasher). In addition, the primary suite has a private bath with dual vanity sinks and a walk-in closet. This Home also includes 2 more well-sized bedrooms each with their own walk-in closets, and a full secondary bath.

6022 Sundown Drive, Dade City

$330,000

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

Welcome to your dream home nestled in the exclusive Whispering Oaks Estates, where luxury meets tranquility. This magnificent residence boasts grandeur and elegance, standing proudly as one of the largest homes in the neighborhood. Step inside to discover a spacious layout featuring 3 bedrooms, 2 bathrooms, great room, and an additional versatile room perfect for a den or office, providing ample space for your every need. The beautifully updated kitchen provides wonderful natural light through newer skylights, light cabinetry, and newer appliances. Indulge in relaxation within the lavish confines of your primary bedroom with large walk-in closet and en-suite featuring a luxurious jetted tub, walk-in shower, and beautiful skylight. The primary bedroom offers a sanctuary of comfort and rejuvenation after a long day. As you explore further, you'll be enchanted by the soaring high ceilings that create an atmosphere of openness and sophistication, accentuating the home's expansive nature. Adding to the allure, are two sets of triple paneled, fully collapsable sliding glass doors, strategically placed to welcome merging indoor and outdoor living with abundant natural light. The heart of this residence lies in its seamless blend of indoor-outdoor living. Step out onto the back deck or patio through these magnificent windows, and behold the breathtaking views of the open space and tranquil pond, offering a serene backdrop for your morning coffee or evening gatherings. Every corner of this home exudes elegance and style, with meticulous updates throughout that enhance its overall appeal. Come experience the epitome of luxury living in Whispering Oaks Estates, where every moment is a celebration of refined living and natural beauty, framed by this beautifully cared-for home that elevates the indoor-outdoor experience to unparalleled heights.

34515 Cedarfield Drive, Dade City

$350,000

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

A REAL DEAL! This immaculate 3/2/2 2006 home was custom built by Artistic Homes in popular Whispering Oaks Estates! Imagine overlooking a scenic pond with incredible views of nature - sounds like a true Florida lifestyle indeed! The utility room and garage are oversized, and the home has a lot of classic ceramic tile flooring together with recent engineered wood flooring in the great room and Florida room, and the kitchen has durable and attractiive granite counters plus an eat-in area with distant views. The Master bedroom and Florida room open out to an inviting screened lanai (this area has been expanded by the current owners) which is also accessible from the eat-in area of the kitchen. Here you will find an inviting above ground hot tub where you can soak your cares away. The lanai is a great spot for entertaining with both covered and open air (screened) spaces. Love to swim? There's plenty of room to add a pool. Conveniently, the guest bath has direct access to the lanai. The private primary suite is oversized, and the Master bath has 2 sinks, a vanity area and super sized tile shower! You will find volume ceilings and plant shelves throughout this wonderful split plan home with 2006 SFLA and 2848 SFUR. The spacious 2 car garage is equipped with an electric vehicle charger. The paved roads thruout the community are private, there is a recreation center which is used for meetings, private parties, card games, an annual spring picnic and much more. Love convenience with privacy? Then this might be just the right spot for you! From Whispering Oaks Estates, you are central to many cities and towns such as Tampa, Orlando, Bushnell, Brooksville, Wesley Chapel, Zephyrhills and more. There are numerous amenities within a short distance such as nature trails, medical care, shopping, cultural events and Florida's famous beaches. The winding Withlacoochee River winds thruout the area. Why not come take a look? AMAZING NEW PRICE - $355,000!!!

5464 Chestnut Ridge Road, Dade City

$?

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

POOL HOME ON THE GOLF COURSE - Immaculate & spacious Solar Heated Pool home, over looking Golf Course near the 10th Hole. Curl up by the Wood burning Stone Fireplace under the vaulted ceilings. A/C system replaced 2009, Roof in 2006, new Range & Microwave, spare Freezer, screened Garage and storage gallore! Located in the Country setting of Whispering Oaks. Minutes from I-75 with easy commute to Tampa, Ocala, Orlando and the Withlacoochee State Forest. BRING ALL OFFERS!!! Available for lease.

34318 Whispering Oaks Boulevard, Dade City

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