Oakland Homes for Sale

Oakland Homes for Sale

Welcome to Oakland, Florida – a hidden gem nestled in the heart of Orange County. This picturesque subdivision offers a harmonious blend of small-town charm and modern convenience, making it the perfect place for families, professionals, and retirees alike. With its lush landscapes, friendly community, and rich history, Oakland stands out as one of Florida's most desirable places to call home.

The homes for sale in Oakland are as diverse as the community itself. From charming bungalows that exude character to contemporary single-family homes equipped with state-of-the-art amenities, there’s something for everyone here. Many properties boast spacious yards, perfect for outdoor gatherings or simply enjoying the serene Florida sunshine. As you stroll through the tree-lined streets, you’ll find homes that reflect a variety of architectural styles, ensuring that your dream home is just waiting to be discovered.

Living in Oakland means enjoying a lifestyle that prioritizes both relaxation and recreation. The area is surrounded by beautiful parks, scenic lakes, and walking trails, providing ample opportunities for outdoor enthusiasts. Plus, with easy access to major highways, residents can quickly reach nearby attractions like Orlando's world-famous theme parks, shopping districts, and dining hotspots.

As you explore the real estate opportunities in Oakland, you’ll find a welcoming community that embraces both tradition and innovation. Whether you’re looking to invest in your first home or seeking a peaceful retreat, Oakland offers a unique blend of comfort, convenience, and charm that is hard to resist. Come discover your perfect home in this delightful Florida subdivision!

Newest Oakland Homes for Sale

$375,000
3 Beds 2 Baths L4964982 MLS
COMPLETELY REMODELED HOME WITH A COUNTRY SETTING...Come see this spacious 3 Bedroom/2 Bath is ready for new owners! Your main living room features a vaulted ceiling and a prop fan to help keep the giant space cool all year long. The kitchen is completely remodeled with granite countertops, beautiful tiled backsplash, brand new Stainless Steel Appliances, and a detached buffet-style counter with plenty of cabinet and counter space! Your kitchen also flows into an attached dining room area, perfect for family meals. The primary bedroom features an en-suite bathroom, dual sinks, tiled walk-in shower and large walk-in closet. The remaining bedrooms are perfect for extra living space or even an office area. The hall bathroom is complete with tile flooring, dual sinks, and a tiled shower/bathtub combination. You’ll find all laminate waterproof flooring throughout the home, making clean ups extremely easy and convenient. In addition to the main living area, you will also find a large bonus room with its own mini-split A/C unit, perfect for an extra living room, man cave or even a movie room! Other updates include: NEWER ROOF (2021), HVAC (2018), Hot Water Heater (2021) The home also features an detached oversized 20x36, 2 car garage which offers room for a shop & workspace. Your fully-fenced backyard has plenty of space for all your furry friends to run, or to test out your green thumb with a garden space. Only minutes away from convenient shopping and local restaurants, this home is perfect for first time home buyers. Don’t miss out on this beautifully remodeled home and schedule your own private showing today!!

3225 Oakland Road N, Lakeland

Listing courtesy of COLDWELL BANKER REALTY. 863-294-7541

$1,250,000
6 Beds 8 Baths O6362142 MLS
PRICE IMPROVEMENT! This exquisite gem has endless opportunities: a wellness center, wedding event venue, and Airbnb. Not looking to own a bed and breakfast? This would also make a fantastic stately residential home! This distinctive 19th-century Oakland Manor House sits on an .8-acre park-like setting in the charming town of Oakland. Carefully restored to preserve and enhance its original beauty with abundant woodworking, tall windows, 10’ ceilings, and elegant staircases. French doors connect the formal dining and living room to a grand Florida room with a hot tub and outdoor porch. A modern island kitchen features stainless steel appliances, 3 sinks, and a large pantry. A luxury updated master suite with a soaking tub is on the first floor, along with a private apartment with its own kitchen and separate entrance. The 2nd floor offers 4 themed bedroom suites, an upstairs living room/ lounge, and a porch with views of Lake Apopka. All rooms have an internet-based locking system. The Oakland Manor House is conveniently located within 30 minutes of downtown Orlando, Disney, and Universal Studios. The West Orange Trail runs through the neighborhood. Easy biking distance to Winter Garden, which offers restaurants, farmer’s market, brewery, and music venues. The Oakland Nature Preserve is another nearby treasure. This is a unique opportunity to own a part of Oakland's history. Bring your business ideas or reside in your own retreat. The sky is the limit!

620 N Tubb Street, Oakland

Listing courtesy of OAKSTRAND REALTY. 888-912-5258

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