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5 Bedroom Homes for Sale in Dade City, FL

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Welcome to your dedicated resource for 5 bedroom homes for sale in Dade City, FL. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As local Dade City, FL agents, Joseph Sullivan Real Estate specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the 5 bedroom properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All 5 Bedroom Homes for Sale in Dade City, FL

$999,999
5 Beds ⋅ 6 Baths ⋅ Na SubDv.
Welcome to a unique and versatile property located at 15300 Lake Iola Rd in Dade City—an established and award-winning event venue with endless potential. Formerly a flower nursery, this beautiful property now operates as a highly rated wedding and event venue, earning 5-star Google reviews and recognition as a Best Wedding Venue. The property offers parking for approximately 80 vehicles and multiple thoughtfully designed event spaces, including a wildflower ceremony area, dedicated reception space accommodating approximately 100 guests, and a dance floor area. The venue also features bridal and groom suites (bedrooms) complete with a full kitchen, two bathrooms, and a play area, along with separate outdoor restrooms for guests. The primary home is a charming three bedroom with three and half bath s, showcasing many original features, including the original exterior front door, a twin-stack fireplace, and a kitchen with the original double-stack stove. Additional updates include new carpet and a roof approximately 3 years old. Additional property highlights include an 830 sq ft basement, well pump was installed approximately 3–4 years ago, and septic system pumped approximately 2 years ago. The land has never been treated with pesticides, preserving its natural beauty and landscape. This property presents an incredible opportunity for event hosting, weddings, agritourism, or creative business ventures, all set within the peaceful charm of Dade City. The koi fish pond/ ceremony area will have stocked beautiful fish, although not all Koi fish will convey.

15300 Lake Iola Road, Dade City
$480,000
5 Beds ⋅ 4 Baths ⋅ Abbey Glen Ph Two SubDv.
Located in the charming and growing community of Dade City, this spacious 5-bedroom, 3.5-bathroom home offers 2,705 square feet of thoughtfully designed living space, perfect for large families or those who love to entertain. Step inside to find an open and inviting floor plan with generous living areas filled with natural light. The kitchen flows seamlessly into the main living space, creating the ideal setting for gatherings and everyday living. With five well-sized bedrooms, including a comfortable primary suite, this home offers flexibility for guest rooms, a home office, or multi-generational living. Enjoy the convenience of three full bathrooms plus a half bath, providing comfort and functionality for busy households. The spacious layout offers both privacy and open-concept living, giving you the best of both worlds. Situated in Dade City, known for its small-town charm, rolling hills, and convenient access to major highways, shopping, and dining, this home provides the perfect blend of space, comfort, and location. Don’t miss the opportunity to own a beautiful, move-in-ready home in one of Pasco County’s most desirable areas.

36097 Welsh Glade Road, Dade City
$672,990
5 Beds ⋅ 4 Baths ⋅ Pasadena Woods SubDv.
One or more photo(s) has been virtually staged. This Virginia Park is Ready Now! Sunlight fills every corner of this expansive 3,558 square foot residence, where high end finishes meet a layout designed for modern living. The interior showcases Maddox Maple Latte cabinetry with a natural wood texture paired with sleek Frost Whte MSI Quartz surfaces. Durable Polaris Plus Marina flooring runs throughout the main areas, providing a beautiful foundation for your personal style. With five bedrooms, four bathrooms, and a three car garage, the floorplan provides generous room for everyone. The heart of the home centers on an airy, open layout that connects the kitchen and living areas for easy entertaining. Large glass doors lead to an oversized covered lanai, perfect for quiet mornings or weekend gatherings overlooking the deep backyard. The main level includes a private den ideal for a quiet workspace, while the second floor serves as a personal sanctuary. Upstairs, you will find a versatile bonus room along with the secondary bedrooms and a secluded owner’s retreat. This home delivers a lifestyle of ease and flexibility in a sought after location. Beyond the home, Pasadena Woods enhances everyday living with amenities designed for both relaxation and recreation. Residents can enjoy pickleball courts, a resort-style pool, a dog park, a tot lot, walking trails, and curated lifestyle programming—all thoughtfully planned to foster connection and community. Ideally situated near Wesley Chapel, local parks, The Grove, KRATE, and major commuter routes, Pasadena Woods puts shopping, dining, entertainment, and everyday conveniences within easy reach. Listing Price amount for this Pending Sale includes Design and Structural Options. Exterior image shown for illustrative purposes only and may differ from actual home.

33882 Twilight Sea Place, Dade City
$749,000
5 Beds ⋅ 3 Baths ⋅ Willow Run SubDv.
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
$454,990
5 Beds ⋅ 3 Baths ⋅ Pasadena Ridge SubDv.
Never run out of space with the Catalina, a spacious two-story home designed for ultimate comfort and flexibility! This home boasts 5 bedrooms, 3 bathrooms, a versatile den, a generous upstairs recreation space and a private 2-car garage. The open concept floorplan, perfect for entertaining or just hanging out, is complemented by stylish luxury vinyl plank flooring. The kitchen and throughout the home feature elegant quartz countertops, while the stainless-steel appliances and smart thermostat with voice control add a touch of modern technology. The laundry room features a new washer and dryer and is conveniently located upstairs with all the bedrooms. The owner’s suite is situated at the back of the home with a spa-like owner’s bathroom and spacious walk-in closet. Completing this home is beautifully designed landscaping curated for the Florida lifestyle. Come explore Pasadena Ridge, a new home community in Pasadena Hills. This new lifestyle community is where connection, comfort, and possibility come naturally. Just minutes from charming downtown and with easy access to I-75, Pasadena Ridge blends the warmth of small-town living with the freedom to explore. With thoughtfully designed homes and ample amenities that inspire both relaxation and recreation, residents will enjoy a private club with pickleball courts, a fitness center, playground, and resort-style pool. Pasadena Ridge will also feature open green spaces, including a food truck lawn and an event lawn. Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change.

9255 Orchard Park Lane, Dade City
$799,900
5 Beds ⋅ 4 Baths ⋅ Grandeur SubDv.
A fresh life of luxury begins in this remarkable 3,197 sq ft custom home built in 2025, perfectly placed at the end of a cul-de-sac within an intimate eight-home community. Sitting on just over an acre, close to all that Dade City has to offer, this 5 bedroom, 4 bath, 3 car garage property delivers a thoughtful layout, high-end finishes, and plenty of space indoors and out with 4,667 sq ft under roof. A charming front porch greets you with classic board-and-batten accents, modern colors, and just the right touch of farmhouse character. Inside, soaring vaulted ceilings with warm wood beams immediately draw the eye upward, setting the tone for the expansive open layout. Luxury wood-look vinyl plank floors run seamlessly throughout much of the home, connecting the living room, dining area, and chef’s kitchen into one flowing, light-filled space. Large sliding glass doors open to a generous covered back porch, extending your living space outdoors for easy entertaining or quiet evenings. The kitchen was designed for beauty, function, and entertainment, featuring striking two-toned cabinetry with matte black hardware, a built-in double oven and microwave, a cooktop, a stainless steel dishwasher, and a refrigerator. A massive center island offers breakfast bar seating, while glass-faced upper cabinets and a spacious walk-in butler’s pantry provide abundant storage and display space. Privately tucked near the front of the home, the first of two suite-style bedrooms offers a one-of-a-kind retreat. Its spa-inspired bathroom includes a dual-entry walk-through shower, a freestanding soaking tub, two separate vanities, and a large custom-organized walk-in closet. Down the hall are a full guest bath, a guest bedroom or office, and a well-appointed laundry room. On the opposite side of the home, a third bedroom with its own private ensuite and walk-in closet offers plenty of privacy, while two additional bedrooms share a beautifully designed Jack and Jill bath with dual sinks and a walk-in shower. The oversized three-car garage is ideal for car enthusiasts or anyone who values extra space. Every detail in this home was carefully chosen to create a truly fresh start for its very first owner. Contact us today to arrange your private showing and experience this exceptional property for yourself.

14069 Grandeur Way, Dade City
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