Oakland

Oakland

Oakland is a historic, naturally beautiful city about 18 miles directly west of Orlando. It lies nestled between the two lakes of Lake Apopka to the North and Johns Lake to the South. Located in the booming southwest region of Orlando, Oakland is a place of majestic oak trees, and small-town charm. Adjacent to the highly sought-after community of Winter Garden, Oakland enjoys convenient shopping, dining, and multiple local community events. To the west lies the fast-growing city of Clermont rich with parks, sports venues, and additional major retailers. The city of Oakland is a quiet gem in this desirable region of Central Florida.

Oakland Communities

• Briley Farm
• Hull Island at Oakland
• John's Cove
• Longleaf at Oakland
• Oakland Pointe
• Southern Oaks at Oakland Shores
• Winters Landing

• Briley Farm
• Hull Island at Oakland
• John's Cove
• Longleaf at Oakland
• Oakland Pointe
• Southern Oaks at Oakland Shores
• Winters Landing

Oakland, FL Homes for Sale

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New

$499,000

1997 Standing Rock Circle, OAKLAND

4 Beds 3 Baths 2,069 SqFt Residential MLS® # O6272460

New

$1,590,000

816 Johns Point Drive, OAKLAND

4 Beds 5 Baths 3,450 SqFt Residential MLS® # O6241814

$1,300,000

1112 Hull Island Drive, OAKLAND

4 Beds 4 Baths 3,562 SqFt Residential MLS® # O6268548

$379,999

↓ $9,001

1306 Painted Bunting Avenue, OAKLAND

2 Beds 3 Baths 1,472 SqFt Residential MLS® # G5090851

$1,996,500

1258 Ridge Lake Way, OAKLAND

4 Beds 4 Baths 4,557 SqFt Residential MLS® # O6265275

Pending

$419,900

1171 Railside Way, OAKLAND

4 Beds 2 Baths 1,759 SqFt Residential MLS® # O6262353

$639,990

1011 Johns Cove Lane, OAKLAND

4 Beds 3 Baths 2,579 SqFt Residential MLS® # O6260124

$649,999

1215 Johns Cove Lane, OAKLAND

4 Beds 2 Baths 2,811 SqFt Residential MLS® # O6261895

$1,150,000

↓ $149,000

627 Largovista Drive, OAKLAND

4 Beds 3 Baths 3,800 SqFt Residential MLS® # O6253039

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Oakland, FL Real Estate

Established in 1887, Oakland grew from a small agricultural village to a thriving local city. In its heyday, it boasted a thriving downtown complete with a newspaper office, hotel, hospital, and even an opera house. Citrus freezes put a halt to the underlying economy, and later a devastating fire leveled the Oakland downtown. For a greater part of the 1900s, Oakland remained a sleepy little village content to move along quietly through the years with little change. More recently, Oakland has been swept up in the wave of dramatic growth in this southwest Orlando region.

Oakland real estate includes a select number of historic homes and a more recent proliferation of contemporary homes constructed within self-contained communities. Many neighborhoods are positioned lakefront, and residences have the benefit of generous lot sizes and spacious interiors. Luxurious trimmings such as executive master suites, walk-in showers, gourmet kitchens, majestic entryways, and professional landscaping are the norm. These modern neighborhoods offer amenities such as gated entrances, water access, community swimming pools, and private playgrounds.

Life in Oakland today is noted for its laid-back lifestyle. The Oakland Nature Reserve on the banks of Lake Apopka is a 128-acre preserve with hiking trails, boardwalk, and ecotourism activities. Parks on both Lake Apopka and Johns Lake provide facilities for picnicking and opportunities for kayaking, canoeing, fishing, hiking, and bird watching. West Orange Trail, passes directly through Oakland, a world-class 22-mile rail-trail popular for walking and cycling.

While Oakland itself is quiet, the location of this historic Central Florida town cannot be beaten. A short drive along West Colonial Drive provides convenient shopping and dining opportunities as well as other commonly looked for necessities. Adjacent Historic Downtown Winter Garden showcases small-town Southern charm with an award-winning farmers market, art gallery, theater, elegant dining, and multiple annual festivals and events. Florida's Turnpike and highways 429 and 408 are nearby, offering direct access to Disney, Universal Studios, SeaWorld, Orlando International Airport, and Downtown Orlando. Studios, SeaWorld, Orlando International Airport, and Downtown Orlando.