Oakland Homes for Sale

Located in the sunny, beautiful region of Orange County, Florida lies one of the oldest municipalities in the its county, Oakland. Oakland is known for its extreme diversity and laid-back environment. Oakland is a very close-knit town with a small area of just over 2 square miles. Oakland is scattered with gorgeous oak trees (hence the name Oakland) and has a reputation for its stunning natural beauty. As you may know already, Florida is a state that is mostly comprised of precious wetlands, warm beaches and a sub-tropical climate. The location of Oakland is between Lake Apopka and John’s Lake, making it responsible for overseeing and protecting the 130 acres of wetlands and uplands now known as the Oakland Nature Preserve.

Wondering what types of homes are for sale here in Oakland? Because Florida is such a warm climate, often times homes are built in the same as they can be found in the Mediterranean region, these homes are known as Mediterranean style homes. The mediterranean style consists of red tiled roofs, stucco walls, ornamental doorways and windows and often several floors. Other home styles that can be found in Oakland are Traditional, modern, and condos and townhomes. The prices for most single family homes in Oakland is around $330,000 to over $580,000. Residents of Oakland enjoy the close convenience of beaches, fine dining restaurants, nature trails, boardwalks, shopping venues and so much more. The community sits just west of the city of Orlando which also provides a wide range of amusements like, water parks, shopping malls and gorgeous white sand beaches.

Families moving to the area will be pleased to know that Oakland hosts a number of excellent schools that have been awarded a grade “A” in recent years. The population of Oakland is around 2,500, giving it a small town feel and a very close-knit, friendly place for those looking to relocate. Oakland offers its community so many unique and valuable amenities. If you are interested in purchasing a home here in Oakland, Florida, please don’t hesitate to contact us today so we may be of service to you!

Latest Oakland Homes and Condos for Sale

2270 Standing Rock Circle, Oakland image

2270 Standing Rock Circle, Oakland $550,000

Welcome to Oakland Trails! This better than new home is set on a premium lot with no rear neighbors. To many upgrades to mention!

4 Beds
2.5 Baths
Oakland Trls Ph 2 SubDv.
34787 Zip Code

1507 Wild Sweetgrass Way, Oakland $530,000

Customized to pure-perfection, this impressive three-bedroom, two-bath, every detail in this single-story home has been cleverly planned. As you enter the home from the w...

3 Beds
2 Baths
Longleaf At Oakland SubDv.
34787 Zip Code

2500 Standing Rock Circle, Oakland image

2500 Standing Rock Circle, Oakland $695,000 ▼

Welcome home to this beautiful 5-bedroom, 3-bathroom pool home located in the Westside Village community! At the front of the home is a great flex space that could be use...

5 Beds
3 Baths
Oakland Trails SubDv.
34787 Zip Code

1152 Hull Island Drive, Oakland $1,250,000

Check Virtual Tour 1. This immaculate, LAKEFRONT home in Oakland is waiting to take your breath away! Nestled on Hull Island with gorgeous views of Lake Apopka, this home...

5 Beds
4.5 Baths
Hull Island At Oakland SubDv.
34787 Zip Code

2451 Sky Stone Court, Oakland $769,900 ▼

Welcome to Oakland Trails a Beautiful neighborhood located in the small but homey city of Oakland! This home is a spacious 5 Bedroom and 3.5 Bathroom home ready to be y...

5 Beds
3.5 Baths
Oakland Trls Ph 1 SubDv.
34787 Zip Code

2195 Standing Rock Circle, Oakland image

2195 Standing Rock Circle, Oakland $520,000 ▼

Welcome to this beautiful home, located in Oakland Trails in Winter Garden. Right as you walk in, you’re greeted with a stunning view of the upgraded kitchen. This two ye...

4 Beds
2.5 Baths
Oakland Trls Ph 2 SubDv.
34787 Zip Code

2230 Gopher Tortoise Terrace, Oakland image

2230 Gopher Tortoise Terrace, Oakland — N/A $428,500 ▼

!!! Move in Ready !!! Beautiful Townhome now available in the sought after community of Longleaf at Oakland. This lovely, like new 3 bedroom, 3 bathroom townhome features...

3 Beds
3 Baths
Longleaf/Oakland Rep SubDv.
34787 Zip Code

524 W Oakland Avenue, Oakland $349,000 ▼

Located in the Town of Oakland a short drive from historic downtown Winter Garden. Great single-family home with NO HOA across from all new construction homes. Sits on a...

3 Beds
1.5 Baths
Oakland Town SubDv.
34760 Zip Code

20 Remington Road, Oakland $980,000

PRIME LOCATION. Commercial Land is Clear and Ready for Immediate buildout. Next to Busy 7-11. Right off Highway of Turnpike! This C-1 Zoned 1.02 acres is right near the...

Remington Plaza SubDv.
34787 Zip Code

341 Largovista Drive, Oakland $820,000 ▼

LEASE PURCHASE OPTION AVAILABLE. No qualifying & No credit check! Minimal paperwork & quick closing! LOCATION, LOCATION, LOCATION...right in the center of Florida, Nor...

5 Beds
4 Baths
John's Landing SubDv.
34787 Zip Code

1301 Johns Cove Lane, Oakland $539,000 ▼

Large 4 Bedroom 2 Bathroom 3-way split floor plan with an Office and a 2 car Garage. Exclusively located in a gated community with easy access to Florida's Turnpike, 408,...

4 Beds
2 Baths
Johns Cove 43/104 SubDv.
34787 Zip Code

16251 W Colonial Drive, Oakland $2,400,000 ▲

PRIME LOCATION HWY 50 FRONTAGE. This C-1 Zoned 3.52 +/- acres is right near the border of booming Winter Garden (population 48,000) and just East of Clermont (population ...

34760 Zip Code

Remington Road, Oakland $3,100,000

Rare Developable Land on Johns Lake in Oakland FL. There are Two Contiguous Parcels included in this listing; Parcel A is 2.83 acres/110,518 SF and Parcel B is 4.89 acre...