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

2005 White Feather Loop, Oakland $329,900

**Click the tour link to view the Virtual Interactive 3D 24-Hour Open House** Why wait to build? Only 2 years old. This like-new, turnkey home is available now. Enjoy ...

3 Beds
2.5 Baths
Oakland Trails Ph 2 SubDv.
34787 Zip Code

1152 Hull Island Drive, Oakland $854,735

Under Construction. With 5 beds, 4 ½ baths, a loft, a sunroom, and a 3-car garage, this plan puts the space where you need it without skimping on the style and design. En...

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

508 Johns Landing Way, Oakland $519,000

If you have been looking for a great deal on a beautiful home in the Oakland/Winter Garden area, HERE IT IS !!!! This 5 bedroom 4 bath home has an open floor plan that ...

5 Beds
4 Baths
Johns Landing Ph 02 48 138 SubDv.
34787 Zip Code

2205 Gopher Tortoise Terrace, Oakland image

2205 Gopher Tortoise Terrace, Oakland — 14 $267,310

Under Construction. UNDER CONSTRUCTION! If you are looking for a low maintenance, peaceful place to call home, look no further. This town home is located across from Oak...

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

2115 Gopher Tortoise Avenue, Oakland image

2115 Gopher Tortoise Avenue, Oakland — 08 $283,640

Under Construction. BRAND NEW TOWNHOME - ALMOST COMPLETE! Come home to this gorgeous townhome built by Pulte Homes. The first floor is complete with laminate wood floors ...

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

1751 Standing Rock Circle, Oakland image

1751 Standing Rock Circle, Oakland $560,000 ▼

Former model home available now as-is! The Montclair home's first floor has an open family room and wonderful flex space that can be used for a private study, craft area,...

5 Beds
3 Baths
Oakland Trails SubDv.
34787 Zip Code

1907 Iron Horse Way, Oakland $450,285 ▲

Under Construction. This 4 bedroom, 3 bath, with loft home offers 2,638 sqft of living space. This home is stately and impressive with a dramatic two-story foyer. Find a ...

4 Beds
3 Baths
Hull Island At Oakland SubDv.
34787 Zip Code

324 W Oakland Avenue, Oakland $209,900 ▲

THIS LOT IS ZONED COMMERCIAL BUT CAN BE RE ZONED TO RESIDENTIAL. THIS IS 2 LOTS COMBINED THAT CAN ALSO BE SEPARATED. CLOSE TO THE WEST ORANGE TRAIL AND MAJOR HIGHWAYS FO...

Oakland Town SubDv.
34760 Zip Code

2327 Standing Rock Circle, Oakland image

2327 Standing Rock Circle, Oakland $339,900

Energy Star home! Home is like new and ready for your buyer. Whitman II model with a covered front porch to enjoy coffee or cocktails. This home features a Ring doorbell...

3 Beds
2.5 Baths
Oakland Trails Ph 1 SubDv.
34787 Zip Code

301 S Tubb Street Unit D2, Oakland image

301 S Tubb Street Unit D2, Oakland $990,000

Great unique opportunity to install your own Dental Equipment and have the patients walk into a great investment towards retirement. This space is a 3,402 sq. ft. which ...

Oakland Place Condo SubDv.
34760 Zip Code

401 W Herriott Avenue, Oakland $59,900

Beautiful and ready to build lot in sought after City of Oakland. Please check with City of Oakland for possible impact fee credits as there was a home on this property a...

Oakland Town SubDv.
34760 Zip Code

623 Largovista Drive, Oakland $199,000 ▲

Rare opportunity! Build your dream home in John Landing Community. This lot has lake views and acess to boat ramp. The community offers tennis courts, park area and fishi...

Johns Landing Ph 01 44/47 SubDv.
34787 Zip Code

1400 High Springs Lane, Oakland $432,809 ▼

OWN THE BUILDER'S MODEL HOME! This gorgeous Arbordale model home built by Pulte Homes is the envy of the neighborhood! Complete with designer extras and expertly select...

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

1913 Iron Horse Way, Oakland $372,060 ▲

Under Construction. Get ready to fall in love with this 1-story 3-bedroom, 2-bath, 2-car garage, split bedroom home in Winter Garden. Upon entry, you’ll find the two sec...

3 Beds
3 Baths
Hull Island At Oakland SubDv.
34787 Zip Code

71 Demens Street, Oakland $674,900 ▼

Fully renovated pool home in quaint town of Oakland! Nestled amongst oak trees in custom Southern Oaks subdivision, with views of Lake Apopka, this home boasts 5 full bed...

5 Beds
4 Baths
Southern Oaks At Oakland Shores SubDv.
34760 Zip Code

739 Regina Circle, Oakland $190,000 ▼

Great Opportunity to build your Dream Home in a Private Established Gated Community on on John's Lake. John's Landing Community is nestled in a serene community in a grea...

Johns Landing Ph 01 44/47 SubDv.
34787 Zip Code

1008 Hull Island Drive, Oakland $705,000 ▼

AMAZING True large 5 bedrooms, 3 full baths split floor plan, w/ large office, formal dining room & vaulted ceilings. open concept kitchen family room with 3 sets of glas...

5 Beds
3 Baths
Hull Island Estates SubDv.
34787 Zip Code

17706 W Colonial Drive, Oakland $980,000

Lakefront property with excellent location! Hwy. 50 Frontage, less than 5 minutes from the FL Turnpike and the West Orange Trail, 20 minutes to Downtown Orlando. Zoned fo...

Acreage SubDv.
34787 Zip Code

806 Johns Point Drive, Oakland $679,000 ▼

This custom Mediterranean style pool home with breath taking views of Johns Lake is eagerly waiting for new owners! This gorgeous & well-maintained home, in a gated commu...