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!

Beautifully upgraded spacious 3 bedroom 2 1/2 bath townhome with private courtyard and 2 car garage. This home offers open floor plan downstairs and had LVP flooring, Ceiling fans, Upgraded lighting, Whirlpool Gold Stainless Steel Refrigerator, Stove, Microwave, Dishwasher, Granite Counters, Gray Cabinets and drawers, double sink, Island and outlet with night lighting. Laundry is on the first floor with washer and dryer. Separate pantry with under stairs storage. From the kitchen through glass paneled door with integrated blinds and retractable screen door you enter into a 19 x 15 brick paver courtyard with vinyl privacy fencing and custom LED lighting, gutters with leaf guards. From the courtyard is entrance to the 2 car garage with professional epoxy flooring, custom cabinet storage, shelves and garage door opener. Upon entering the stairs inside there is a half bath to the right with ceramic tile flooring, pedestal sink, mirror and upgraded lighting. Life proof/pet proof Premium Carpeting and padding on the staircase and upstairs. The a/c handler is located at the top of the stairs and is controlled by the Nest Thermostat. The Master Bedroom is spacious and has a large walk in closet. Master Bath has been completely remodeled with stone shower floor, new tile, new seamless shower doors, new cabinets, Quartz counters, New sinks and faucets, New Toilet, 2 medicine cabinets and LED Mirror. Down the hall are two bedrooms with shared hall bathroom with Granite Counter, tub/shower combo and framed mirror. Additional home upgrades are new electrical panel and water softener.

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 Large 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!

Discover serenity in this charming 3-bedroom, 2-bathroom home nestled within a gated community boasting picturesque pond views. Enjoy the tranquility of nature from your own backyard oasis, where the shimmering pond sets a peaceful backdrop for relaxation and outdoor gatherings. Residents of this exclusive neighborhood have access to an array of amenities, including tennis courts for friendly matches, a playground and a private boat ramp providing direct access to John's Landing Lake for aquatic adventures. Whether unwinding indoors or embracing the beauty of the outdoors, this home offers the perfect blend of comfort and leisure in an idyllic setting.

Welcome to this beautiful, move-in ready 3-bedroom, 2.5-bath home located in the highly sought after community of Oakland Trails! This community features an oasis pool, playground, pavilion and a dog park all being only minutes from the West Orange Trail. Location, location, location! As you arrive to the home you will be blown away by the beautiful front porch, perfect for relaxing and enjoying a morning cup of coffee. Upon entry, you are greeted by the incredible open floor plan incorporating the bright living room, dining area and stunning chef's kitchen. The kitchen is a chef's dream with gorgeous quartz countertops, smart home appliances, a grand kitchen island, upgraded pendant lighting, lots of counter space and bright cabinetry for a clean, modern look. This home features gorgeous modern chandeliers in the dining room and stairway! Upstairs you are welcomed by a large loft, ideal for an entertaining game night or just a cozy night in. On this floor, you will also find the master bedroom, a laundry room, full bathroom with dual vanities and two more spacious bedrooms. The master suite is the perfect sanctuary, with stunning natural lighting and large walk-in closets. Enter through the French doors to your incredible master bath equipped with a spacious walk-in shower and dual vanities with stone countertops.

Location is everything! Look no further than this highly sought after community of Oakland Trails. This family friendly community is nestled just west of the town of Oakland, and close to the West Orange Trail. Close to Downtown Winter Garden, great shops and restaurants.This exquisite home is located on the inner loop, step outside and enjoy walking trails without the worry of traffic. Great family friendly amenities including community pool, tot lot and dog park.This 3 bed 2.5 bath two story home is a certified energy efficient Meritage home and has many upgrades, including ebony solid oak stairs, tile througout first floor, solid quartz counter tops, tray ceiling in huge master bedroom, loft pocket office. Walk in pantry, upgraded cabinets in laundry room. Covered screened balcony porch to sit and enjoy the sun set. The garage is at the rear of the propoerty with a long driveway. Don't wait, this home will not be on the market long - it is vacant and ready to close.

Welcome to your unparalleled lakefront sanctuary! This stunning home exudes luxury at every turn, with over $200k in upgrades meticulously added atop the already exquisite builder standards. From the moment you step inside, you'll be captivated by the grandeur of the vaulted ceiling in the family room, creating an expansive and inviting atmosphere that perfectly complements the breathtaking views of Lake Apopka. Every detail of this residence has been thoughtfully curated to enhance your living experience. With additional space in the living room that can be easily transformed into a gym or office, you'll have the flexibility to customize your living environment to suit your needs. Entertainment options abound in this exquisite residence, with a theater room downstairs offering the perfect setting for movie nights with family and friends. Upstairs, a spacious loft and game room await, providing endless opportunities for laughter and bonding as you enjoy friendly competitions and leisurely gatherings. Outside, the sprawling deck overlooks the tranquil waters of Lake Apopka, inviting you to soak in the beauty of nature or embark on aquatic adventures from your private dock. Whether you're cruising to Mount Dora for a day of unique shopping or simply savoring a lazy afternoon on the lake, the possibilities for recreation are limitless. With its prime location, unparalleled upgrades, and an array of entertainment options, this home offers the perfect blend of luxury and leisure for your family to enjoy. Don't miss your chance to make memories that will last a lifetime in this extraordinary lakefront retreat. Schedule your private tour today and discover the unparalleled beauty and sophistication of lakeside living at its finest.

Unbeatable Deal Alert! Don't miss out on this incredible opportunity to own your dream home at an unbelievable price! Our listing just got a massive price drop, making it the perfect time to make your move. Nestled within the tranquil, gated community at Johns Landing, awaits a captivating opportunity for discerning homeowners seeking to personalize their dream retreat. These 5 Bedrooms 4 bathrooms offer generous space, functionality, and storage.The first floor features a spacious master bedroom with ensuite bathroom, formal living and dining areas for elegant entertaining, a cozy family room, and a large kitchen. Upstairs, 4 bedrooms, 3 bathrooms, and a loft. There is a new roof 2022.Adding to the allure of the home, two grand staircases elegantly guide you to the second floor, imparting a sense of grandeur and sophistication.Residents have exclusive access to a pristine lake, John's Lake which provides residents a serene escape to enjoy boating, fishing, kayaking, and paddleboarding. the property also features a shimmering pool. Make this gem your own and elevate your lifestyle today. Check out the attached Virtual Tour. Act fast and seize this rare chance to snag a bargain on your future home sweet home. Contact us now before it's gone!"

Welcome to the epitome of refined living where luxury meets practicality. This immaculate residence, nestled within a gated community, not only boasts a brand-new roof for worry-free living but also showcases exquisite upgrades throughout. Marvel at the sleek granite countertops and stylish backsplash in the chef's kitchen. With tile seamlessly flowing through the living areas and luxury vinyl in all three bedrooms, the home exudes sophistication at every turn. Enjoy the comforts of sumptuous bedrooms and indulge in outdoor living with a summer kitchen complemented by the timeless elegance of vinyl fencing that encloses your private haven. As an added bonus, residents have exclusive access to Johns Lake via a private community boat ramp. Your dream home awaits at 636 Strihal Loop - a sanctuary where luxury and practicality harmoniously coexist. Roof Replaced in July 2022!! ***

NEW PRICE-This is it! The home is in the highly sought after Oakland Trails. Oakland Trails is a neighborhood of single-family residential homes located in Oakland, a small community on the edge of Winter Garden. This neighborhood is perfectly situated south of Florida's third largest lake, the 30,000-acre Lake Apopka, and just north of Johns Lake. On the border of Orange and Lake County, Oakland Trails residents have direct access to the 22-mile West Orange Trail. The Town of Oakland is about 16 miles west of Downtown Orlando and an ideal location for getting to nearby shopping and entertainment, and for commuting to Orlando's famous theme parks including Walt Disney World Resorts and Universal Orlando.This 5 bedroom 3 bath contemporary home shouts pride of ownership throughout. The Energy Star Home is loaded with over $100K in upgrades: Solar panels, Gourmet kitchen, soft close drawers, granite countertops, flooring, lighting, stone accent interior walls, designer ceiling fans, owner's retreat, 4th bedroom conversion to massive walk-in closet(can easily be converted back to a bedroom), entertainment/media package, tile roof, oak stair railing, all plumbing in place to add a water treatment system and MUCH MUCH more. The West Orange bike and hiking trail is just a block away. Homeowners at Oakland Trails enjoy access to a number of neighborhood amenities that are maintained by the homeowners association including a community clubhouse, a swimming pool, a dog park and a playground. Definitely, a must see. Schedule your showing TODAY!

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.