Oakland Florida Real Estate

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, FL Homes for Sale

26 Properties Found. Page 1 of 1.
Photo of Listing #A4510544
OAKLAND
MLS® # A4510544
6 Acres
Photo of Listing #A4510505
OAKLAND
MLS® # A4510505
5 Acres
Photo of Listing #O5924846
OAKLAND
MLS® # O5924846
5 Beds, 8 Baths, 5,094 Sf
Photo of Listing #O5951516
Reduced 6%
OAKLAND
MLS® # O5951516
5 Beds, 5 Baths, 3,729 Sf
Photo of Listing #O5951715
Reduced 19.1%
OAKLAND
MLS® # O5951715
720 Sf
Photo of Listing #O5858225
Pending
OAKLAND
MLS® # O5858225
3,402 Sf
Photo of Listing #O5966135
Pending
OAKLAND
MLS® # O5966135
5 Beds, 4 Baths, 3,894 Sf
Photo of Listing #O5979275
New
OAKLAND
MLS® # O5979275
5 Beds, 5 Baths, 3,574 Sf
Photo of Listing #O5979333
New
OAKLAND
MLS® # O5979333
4 Beds, 3 Baths, 2,832 Sf
Photo of Listing #O5970607
Reduced 1.7%
OAKLAND
MLS® # O5970607
3 Beds, 3 Baths, 2,209 Sf
Photo of Listing #O5977006
OAKLAND
MLS® # O5977006
3 Beds, 3 Baths, 2,638 Sf
Photo of Listing #O5951637
Pending
OAKLAND
MLS® # O5951637
5 Beds, 3 Baths, 3,000 Sf
Photo of Listing #O5971116
Pending
OAKLAND
MLS® # O5971116
4 Beds, 3 Baths, 2,418 Sf
Photo of Listing #O5954686
Pending
OAKLAND
MLS® # O5954686
4 Beds, 2 Baths, 2,277 Sf
Photo of Listing #O5976173
Pending
OAKLAND
MLS® # O5976173
3 Beds, 3 Baths, 2,060 Sf
Photo of Listing #O5966385
Pending
OAKLAND
MLS® # O5966385
4 Beds, 3 Baths, 2,848 Sf
Photo of Listing #O5973203
Pending
OAKLAND
MLS® # O5973203
3 Beds, 3 Baths, 2,078 Sf
Photo of Listing #O5979736
Pending
OAKLAND
MLS® # O5979736
4 Beds, 4 Baths, 3,137 Sf
Photo of Listing #O5978277
Pending
OAKLAND
MLS® # O5978277
3 Beds, 3 Baths, 1,838 Sf
Photo of Listing #O5974735
Pending
OAKLAND
MLS® # O5974735
3 Beds, 3 Baths, 1,892 Sf
Photo of Listing #O5974917
Pending
OAKLAND
MLS® # O5974917
3 Beds, 3 Baths, 2,082 Sf
Photo of Listing #O5971261
Pending
OAKLAND
MLS® # O5971261
3 Beds, 3 Baths, 1,753 Sf
Photo of Listing #O5900051
Pending
OAKLAND
MLS® # O5900051
3 Beds, 3 Baths, 1,489 Sf
Photo of Listing #O5900039
Pending
OAKLAND
MLS® # O5900039
3 Beds, 3 Baths, 1,489 Sf
Photo of Listing #O5899895
Pending
OAKLAND
MLS® # O5899895
3 Beds, 3 Baths, 1,489 Sf
Photo of Listing #G5028807
Pending
OAKLAND
MLS® # G5028807

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.

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Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Listing data comes from My Florida Regional MLS DBA Stellar MLS.

Listing information last updated on October 20th, 2021 at 3:23pm EDT.