Oakland FL Real Estate & Homes for Sale

Pre-Construction. To be built. Welcome to your dream retreat in the Central Florida's most coveted new community, Briley Farm rests comfortably on 111 acres of lush landscape in Oakland, Florida. This custom-built masterpiece by Pioneer Builders blends timeless elegance with modern convenience, offering a quintessential French farmhouse style that exudes warmth and charm.Step inside this 5-bedroom, 4.5-bathroom haven and be greeted by an inviting open floor plan flooded with natural light, perfect for both family living and entertaining guests. The spacious living area boasts soaring ceilings offers a welcoming ambiance for gatherings or quiet evenings at home.The gourmet kitchen is a chef's dream, featuring top-of-the-line appliances, custom cabinetry, and a large island with ample seating. Whether you're hosting a formal dinner party or a casual brunch, this kitchen is sure to inspire culinary creativity.Retreat to the luxurious master suite, complete with a spa-like ensuite bathroom and oversized closet. Four additional bedrooms offer plenty of space for family members or guests, each thoughtfully designed with comfort and style in mind.Outside, discover your own private oasis with lush landscaping and a covered patio perfect for al fresco dining or lounging in the Florida sunshine. With a 3-car garage providing plenty of storage space and a convenient location close to parks, schools, and shopping, this home truly has it all.Don't miss your chance to own this one-of-a-kind property in Oakland, FL. Schedule your private showing today and experience luxury living at its finest!

Pre-Construction. To be built. Pre-construction Welcome to your dream retreat in Central Florida's most coveted new community, Briley Farm consists of 111 acres of lush landscape in Oakland, Florida. Element Home Builders' newest home design exudes luxury and comfort. The gourmet kitchen connects to the family gathering space. With upscale finishes, top-of-the-line appliances, and a huge butler's pantry this kitchen is a chef's dream. The open plan exudes charm and quality creating a true Florida lifestyle with indoor outdoor living. The romantic primary suite is set apart and features a private covered porch. The huge walk-in closet is adjacent to the spa-like master bath. Enjoy easy access to the guest suite/office from the side porch. The property is a seamless blend of charming Old Florida and modern-day luxury living, designed to provide the ultimate retreat for you, your family, and your friends! Boasting 5 bedrooms, 4 1/2 bathrooms, expansive indoor-outdoor living, optional pool area, open patio & outdoor kitchen. The two-car garage has room for a golf cart for this golf cart-friendly community. All secondary bedrooms are ensuite.

Pre-Construction. To be built. Introducing Briley Farm, an exquisite 111-acre sanctuary nestled in the historic charm of Oakland, Florida. Designed by renowned Element Home Builders, this brand-new architectural masterpiece seamlessly blends French Farmhouse and Transitional styles, epitomizing modern luxury with a touch of heritage. A welcoming front porch creates small town charm. The open kitchen connects to the family gathering areas. Top-of-the-line appliances and upscale finishes create a gourmet's dream. Step into a world of boundless elegance, where the open floor plan effortlessly merges indoor and outdoor living. The primary suite is private and expansive featuring a huge master closet and spa-like master bath.Entertain with ease as you transition from the expansive interior to the sprawling lanai and covered porch, complete with a summer kitchen"a haven for hosting soires under the stars. The sparkling pool and spa extend to the pool pagoda perfect for relaxing poolside. Entertain family and friends in this lavish resort-style outdoor space. Discover moments of serenity at the gazebo area, where a flickering fire pit beckons gatherings and storytelling late into the night. With ample space for relaxation and recreation, Briley Farm is the quintessential backdrop for creating lasting memories with family and friends.This meticulously crafted residence boasts a loft space, providing versatility and room to grow with 5 beds and 5 baths, ensuring every member of the household finds their perfect retreat within this idyllic oasis. Experience the epitome of refined living at Briley Farm"a timeless retreat where luxury meets tranquility amidst the natural splendor of Oakland's historic landscape.

Pre-Construction. To be built. Welcome to your dream retreat in the Central Florida's most coveted new community, Briley Farm rests comfortably on 111 acres of lush landscape in Oakland, Florida. The property is a seamless blend of charming Old Florida and modern-day luxury living, designed to provide the ultimate retreat for you, your family, and friends! This stunning custom modern farmhouse home by Pioneer Builders embodies the perfect blend of modern luxury and timeless charm. Boasting 5 bedrooms, 7 bathrooms, and an array of premium amenities, this residence promises an unparalleled living experience.Step inside to discover a spacious and inviting interior flooded with natural light, thanks to the vaulted ceilings in the living room. The open-concept floor plan seamlessly connects the gourmet kitchen, featuring top-of-the-line appliances and ample counter space, to the elegant dining area, perfect for hosting gatherings with loved ones.Escape to the oversized primary suite, a serene haven complete with a luxurious ensuite bathroom and dual closets, offering the ultimate retreat after a long day. Four additional bedrooms complete with their own private ensuites provide plenty of space for family and guests, each thoughtfully designed with comfort and style in mind.Outside, a resort-style oasis awaits, featuring a sparkling pool surrounded by lush landscaping, a charming pavilion for outdoor entertaining, and a fully equipped kitchen, ideal for al fresco dining year-round. Whether you're lounging poolside on a lazy afternoon or hosting a barbecue under the stars, this outdoor space is sure to impress.Conveniently located in Oakland, just minutes from shopping, dining, and entertainment options, this home offers the perfect combination of tranquility and convenience. Don't miss your chance to own this exceptional property and experience luxury living at its finest. Schedule your private tour today and make your dream home a reality!

Introducing 100 Millholland St, an immaculate modern contemporary Custom-Built Home in the heart of Oakland! Situated in the coveted community of Southern Oaks, this home sits on just under a Half-Acre Elevated Lot boasting unparalleled Sunset Lakefront Views. Entering the home, you're captivated by the Custom Saltwater Aquarium and Expansive Open Floor Plan featuring 20ft Ceilings in the Great Room with Floor to Ceiling Glass. The Luxury Kitchen features a beautiful island with seamless access to the pool deck, perfect for entertaining guests. Off the Great Room you'll find a stunning, Formal Dining room encompassed by panoramic glass windows overlooking the lake. The awe-inspiring first-floor Primary Suite offers sanctuary with its 12ft Ceilings, a Floating Fireplace, and a Vast Picture Window framing Picturesque Lake Views. French Doors lead to the pool, while two expansive walk-in closets and a lavish Primary Bath await within, boasting a Large Steam Shower, Modern Soaking Tub, and a stylish Double Vanity illuminated by pendant lighting. Completing the first floor is a versatile Private Office/Bedroom and a spacious Bonus/Game/Pool Cabana Room with a luxurious Pool Bath and Private Entry, perfect for a Mother-in-law's Suite! Ascend to the second floor to find a Second Primary Suite featuring Vaulted Ceilings, French Doors opening to an Oversized Balcony overlooking the lake, and an Ensuite Bath with Glass Shower, Garden Tub, and Dual Vanities. Another ensuite bedroom is located on this level as well. Travertine pavers lead you through the rock garden to the Incredible backyard Oasis where you'll find the Multi-Level Pool and Fire Pit Deck that's surrounded by stunning rock landscaping and artificial turf! The Heated Pool features a Large Spa, Sun Shelf with Bubblers and Digitally Controlled LED Lighting. There are also Two Large Covered Lania's paired with the 20ft x 10Ft Fire Pit Deck features a 6ft Travertine Fire Pit offering the ideal outdoor setup for entertaining and family fun! The Home also Features Ensuite Bathrooms and Built-In Closets in all Bedrooms, Two Laundry Rooms, a Custom Stamped Concrete Driveway, Security System, Extensive Subsurface Drainage/Repurpose Watering System, 400 AMP Power Service and more. Originally built in 2015 with a recent Addition and Renovation in 2023, this home exudes meticulous attention to detail and maintenance. The home sits on a Corner Lot with no neighbors to the north and east offering privacy and unobstructed lakefront views. The home is also located directly beside Oakland Park, walking distance to the West Orange Trail and in the Golf Cart Friendly Zone of Winter Garden allowing a short ride to Downtown Winter Garden and its famous Shops, Restaurants, Bars and Breweries! This home is truly one-of-a-kind and a rare find in the Oakland/Winter Garden area! Call today to schedule a tour!

Beautiful oversized corner lot in charming Oakland. Nice open floor plan. Workshop is in the Garage and offers tons of storage. There is no HOA, so bring your boats and RV's to this property that has plenty of room to park/store them. This house has been under renovation, so requires work including a new roof. However, the property offers many possibilities to suit your vision of a dream home.