Oakland Homes for Sale

Welcome to Oakland, Florida—a charming subdivision nestled in the heart of Orange County that perfectly blends small-town charm with modern conveniences. With its picturesque tree-lined streets, friendly community atmosphere, and rich historical roots, Oakland is an ideal place for families, retirees, and anyone seeking a tranquil lifestyle.

As you explore the homes for sale in Oakland, you’ll discover a diverse range of architectural styles, from cozy bungalows to elegant single-family homes. Many properties feature spacious yards, perfect for outdoor gatherings or quiet afternoons in the sun. The real estate market here offers something for everyone, whether you’re a first-time buyer or looking to invest in a forever home.

One of the highlights of living in Oakland is its close-knit community. Residents enjoy a variety of local events, from farmers' markets to seasonal festivals, fostering connections and creating lasting friendships. The town’s commitment to preserving its natural beauty is evident in its parks and recreational areas, where families can enjoy picnics, hiking, and outdoor activities.

Conveniently located near major highways, Oakland offers easy access to the bustling cities of Orlando and Winter Garden, where you can indulge in shopping, dining, and entertainment options galore. Plus, with top-rated schools and a wealth of recreational opportunities nearby, it’s easy to see why so many are drawn to this lovely subdivision.

If you’re looking to make a move, explore the homes for sale in Oakland today and discover your dream home in this delightful community!

Newest Oakland Homes for Sale

$375,000

3 Beds ⋅ 2 Baths ⋅ Oakland SubDv. ⋅ 33801 Zip Code

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

$1,250,000

6 Beds ⋅ 8 Baths ⋅ Oakland SubDv. ⋅ 34760 Zip Code

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

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