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$1,167,500
4 Beds ⋅ 4 Baths ⋅ TB8552069 MLS
Set on three private acres with a 360-degree panorama of the rolling hills of Dade City, this custom-built home offers a rare combination of space, privacy, thoughtful design, and sweeping views. Located in Hilltop Horizons, a neighborhood with no homeowners association rules or HOA fees, the property is protected by deed restrictions designed to preserve the character of the community. Just five miles from I-75, a winding, single-lane dead-end road leads to the gated driveway, creating an almost private approach to the home. Along the way and from the property itself, enjoy open skies, a variety of trees, wildflowers and, at times, eagles soaring overhead. Glorious sunsets give way to nighttime views where Disney fireworks can sometimes be seen on the horizon and, occasionally, a Cape Canaveral rocket launch makes an appearance in the sky. With four bedrooms, four bathrooms and more than 3,700 square feet of heated living space, the home offers an abundance of flexible living areas. Altogether, there are more than 5,200 square feet under roof, making impressive indoor and outdoor living spaces. The heart of the first floor is the spacious living room, centered around a fireplace, and open to the beautifully appointed kitchen. A large island comfortably seats four and connects the two spaces, making everyday living and entertaining seem effortless. The chef-worthy kitchen is filled with thoughtful details, from the distinctive tall faucet to granite countertops surrounding a farmhouse-style sink. Plenty of solid-wood cabinetry and a pantry provides generous storage. Gleaming stainless-steel KitchenAid appliances include a five-door/drawer refrigerator, gas range with four burners plus griddle, microwave and a luxurious wine cellar. Double doors open to the 448-square-foot screened back porch, complete with an outdoor kitchen, next to the hot tub. An exceptional setting for entertaining, dining or simply relaxing while taking in the long-range views. The primary suite is equally impressive. A large window frames the rolling landscape, while a higher window welcomes the light. The ensuite bath provides dual vessel sinks, a private water closet and a spacious shower with two shower heads, while a window over a large oval soaking tub offers scenic views. The upper level can easily function as a generous guest suite or comfortable multigenerational living quarters. Having both a full bathroom and also a kitchenette with a refrigerator, sink and a kegerator—useful for far more than just beer. A wall of closets makes excellent potential as an additional bedroom. Two full dormer windows bring in abundant natural light while creating ideal spaces for separate home offices. Back on the main level, two additional bedrooms share a hallway and full bathroom. Another spacious room, currently used as a sitting room, was designed with the option to add french doors and could easily become a large office, bedroom, gym or hobby space with a large window providing a view of the front yard. This is more than a home—it is a private retreat designed to take full advantage of its setting. From peaceful mornings and spectacular sunsets to entertaining on the screened porch and watching eagles fly in the sky, this property offers a lifestyle that is difficult to duplicate. Schedule your private showing and allow plenty of time to experience all that this exceptional property has to offer. Then explore historic yet vibrant downtown Dade City not far away.

16705 Hilltop Horizons Place, Dade City

$49,900
TB8541347 MLS
Fantastic homesite now available in the beautiful master planned community of Whispering Oaks Estates in Ridge Manor! Plan to build your dream home on this ideally located .24 acre lot, READY for your new construction as it is cleared, grassy, and best of all... NO FLOOD ZONE. You'll be living in the community that surrounds the up-and-coming ZenOaks Golf Club which is planned to be the home of a Championship 18-Hole Golf Course, Night Golf, Inrange, Tap in Tavern, and more! Be a part of this exciting developing community, complete with lots of beautiful new construction all around. The community features a recreation center for residents to enjoy, and its roads are paved and private. HOA dues are very reasonable at $277 a year. The location of the community is hard to beat! Near SR-50 and US Hwy-301, you'll find an easy drive to restaurants, shopping, Withlacoochee State Park, Orlando's attractions, Tampa's Riverwalk and nightlife, Florida's amazing beaches, and more! Come check it out today! Please note the following statement when it comes to the purchase of vacant land: "Vacant land rarely has an address or lot number posted. There have been occasions when a buyer has closed on a property and determined, after the closing, that the property conveyed to the buyer was not the property the buyer had visually identified prior to signing the contract. It is the buyer’s responsibility to confirm the legal description of the property the buyer wants to purchase prior to the end of the contract Property Inspection Period. The best way to accomplish this is for the buyer to obtain a survey that depicts a physical immovable object on the property or adjacent to the property that irrefutably confirms the property identified in the survey is the property the buyer wants to purchase."

5401 Boxtree Court, Dade City

$675,000
TB8525400 MLS
Trade city noise for starry nights on 10.01 acres of fully fenced and gated Dade City land with the beginning of an excellent homestead already in place! Zoned for agricultural use and Single-Family homes only, this property comes with a 2021 well, 2021 power pole, and a 2021 metal steel-frame barn with 1,200 sq ft and plumbing in the slab, giving future owners a major head start before the first home plan is ever drawn. The land has a beautiful mix of mature trees and open areas, creating natural character while still leaving clear options for a future homesite. Two female black angus cows are already on the property, and the sellers are willing to leave them behind, making this a rare chance to step right into the country lifestyle with land, fencing, water, power, shelter, and animals already waiting. A previous survey was completed for a potential split into two 5 acre parcels, adding another layer of possibility for future plans. Whether you keep the acreage together for one private homestead or explore the option of dividing it down the road, the property gives you room to think bigger than a standard homesite. Enjoy the peaceful feel of Dade City acreage while staying close to downtown Dade City, charming San Antonio, Mirada Lagoon, Lake Jovita, and quick highway access for commuting or weekend plans. Call today for your private look at this 10.01 acre property and the lifestyle waiting to be built here!

Reed Road, Dade City

$225,000
3 Beds ⋅ 2 Baths ⋅ TB8519231 MLS
Welcome to Whispering Oaks Estates, where maintenance-free living offers comfort and convenience! This charming villa offers a thoughtfully designed split bedroom floor plan with 1520 square feet of living space. Enjoy a Light, Bright eat-in kitchen with an open pass thru to the dining room area boasting volume ceilings, OPEN to the spacious great room featuring a brick wood-burning fireplace, mirrored bar and closet for added storage. This villa features an expansive 10 x 29 enclosed lanai overlooking greenspace perfect for relaxing with no rear neighbors! There is also a flex space Florida room area between the great room and lanai which would make a perfect home office, fitness area, sitting/reading nook or game room. Attached golf cart parking/storage shed/workshop also offers additional storage! Updates include Luxury vinyl plank floors in common areas, Roof replaced in 2019, some siding and windows were updated. Also a Solar tube was added for natural light plus Appliances are included. With low annual HOA fees and no CDD fees, this villa is ideally located just north of State Road 50 off US 301, providing easy access to Brooksville, Historic Dade City, Wesley Chapel, Orlando, Ocala, Tampa, Airport and Beaches! Available both For Sale or For Lease. CALL TODAY!

35058 Whispering Oaks Boulevard, Dade City

$330,000
3 Beds ⋅ 2 Baths ⋅ TB8478415 MLS
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 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, complete with an enclosed space 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.

34515 Cedarfield Drive, Dade City

$749,000
5 Beds ⋅ 3 Baths ⋅ O6371736 MLS
Custom-Built, Single-Story Multigenerational Pool Home on 1.55 Acres in Gated Willow Run (No CDD) Welcome to this exceptional one-story multigenerational residence situated on a sprawling 1.55-acre homesite within the exclusive, gated community of Willow Run. Upgrades include a NEW Roof (2024),NEW AC (2023), pool resurfacing (2021),New septic drain field (2021), epoxy-coated garage flooring (2026), luxury vinyl plank flooring throughout (2026), fresh interior and exterior paint (2026), gazebo (2021), hot water heater (2024), and updated hardware and sink in the guest bath (2025). This intimate enclave features fewer than 12 homes and is ideally located on St. Joe Road in Dade City, offering privacy, convenience, and a true sense of community. Boasting over $100,000 in recent upgrades, this thoughtfully designed home offers 5 bedrooms + office , 3 bathrooms, a sparkling pool with heated spa, and a rare mother-in-law suite complete with existing kitchen and laundry hookups—perfect for extended family or flexible living arrangements. This self-sufficient property uniquely combines the security and convenience of city living with the freedom, privacy, and space of a country estate. The side-entry, three-car garage is complemented by an extra-long 150+ foot driveway and additional parking pad—ideal for guests, recreational vehicles, or multigenerational households. Architectural highlights include double glass front doors, wood shutters, soaring ceilings, crown molding, and abundant natural light. The home’s ideal east-facing orientation provides serene views of your private garden oasis and gazebo. The well-designed split floor plan places the primary suite on the west side of the home, offering maximum privacy, while the additional bedrooms and mother-in-law suite are located in the east and north wings. Conveniently located near hospitals, shopping, dining, and historic Downtown Dade City, residents enjoy small-town charm with boutique shopping and dining, while remaining within easy reach of Tampa International Airport, Disney, and Florida’s beautiful beaches. This is a rare opportunity to own a meticulously maintained, multigenerational estate in one of Dade City’s most desirable gated communities.

14308 Willow Run, Dade City

$49,000
TB8440100 MLS
Last Opportunity – Premium Lot Available in This Upscale 55+ RV Resort Don’t miss your chance to own the final available lot in one of the area’s most sought-after 55+ RV resorts. Perfectly situated within a meticulously maintained, community, this premium lot offers the ideal blend of tranquility, convenience, and resort-style living. This lot is ready for your setup. You will place a double-wide manufactured home on the lot. Water, sewer, and electric service, cable and internet are available. Whether you’re seeking a seasonal escape or a year-round retreat, this is your exclusive chance to become part of a welcoming and vibrant community. A share of Travers Rest Sock is required. There is no maintenance fee assessed to the property prior to placing the double wide unit on the lot. Yes, the Grand Oak on the lot must be removed when the double wide is set up.

29129 Johnston Road Unit 2510, Dade City