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

2550 Standing Rock Circle, Oakland image

2550 Standing Rock Circle, Oakland $619,900

Welcome Home! This exceptional 4 bedroom, 2 1/2 bath home is perfectly situated on one of the best lots within the highly sought after community of Oakland Trails. This c...

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

2511 Sky Stone Court, Oakland $629,999

This beautiful 4 bedroom/2.5 bathroom,not back neighbor you can build the pool you want , formal dining/living room, family room, and entertainment area, also has extra r...

4 Beds
2.5 Baths
Oakland Trls Ph 1 SubDv.
34787 Zip Code

50 Demens Street, Oakland $649,000 ▼

Wonderful water view of Lake Apopka, gorgeous corner lot with side entry garage, 4 bedrooms/3 1/2 baths with 4th bedroom being a flex room as den/pool table/activity/medi...

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

521 W Herriott Avenue, Oakland $69,000 ▼

Easy to build upon property within the beautiful City of Oakland, Florida. Across the street from a small community park that is clean and inviting for a walk. Great inve...

Oakland Town SubDv.
34760 Zip Code

1075 Stationside Drive, Oakland $549,000

Enjoy your New home in quaint Oakland, Florida on a large private partially fenced Lot that backs up to Oakland Nature Preserve. The mature Oak tree's provide shade durin...

4 Beds
2 Baths
Trailside Station Rep 44/23 SubDv.
34787 Zip Code

710 Regina Circle, Oakland $644,900 ▼

Experience the ultimate gated community of John's Lake in this captivating home with a private pool, spacious yard and screened lanai! The seller is motivated and accepti...

5 Beds
4 Baths
Johns Landing Ph 1 SubDv.
34787 Zip Code

645 Strihal Loop, Oakland $535,000 ▼

Welcome to your dream home in the exclusive gated community of Johns Landing! This spacious 4-bedroom, 3-bathroom residence features an open floor plan, wood floors, and ...

4 Beds
3 Baths
Johns Landing Ph 01 44/47 SubDv.
34787 Zip Code

1010 Johns Cove Lane, Oakland $624,990 ▼

Expect to be impressed with this 4BR lakeview home in the desirable Johns Cove community. THOUSANDS invested in recent updates, including new A/C. It starts with nice cur...

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

504 Orionvista Way, Oakland $649,000 ▼

Don’t miss your chance to own this waterfront home with a private lap pool located minutes from downtown Winter Garden. Spacious 4-bedroom, 4-bathroom + office family...

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

528 W Hull Avenue, Oakland $87,500 ▼

PRICE IMPROVEMENT!! Don't let this amazing opportunity pass you by! Your chance to build a dream house on this quiet and very desirable lot in the town of Oakland. Walki...

Oakland Town SubDv.
34760 Zip Code

202 W Oakland Avenue, Oakland $460,000

Beautiful oversized corner lot in charming Oakland. Nice open floor plan. Workshop is in the Garage and offers tons of storage. There is no HOA, so bring your boats and R...

3 Beds
2 Baths
Oakland Town SubDv.
34760 Zip Code

341 Largovista Drive, Oakland $699,999 ▼

NEW TERMS as of 9/13/23!!! LEASE/PURCHASE FINANCING... Minimal paperwork, easy qualifying. Pay $200,000 down & prove you can pay $4,999 monthly PITI & you qualify! TERMS:...

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

1301 Johns Cove Lane, Oakland $539,000 ▼

One or more photo(s) has been virtually staged. Large 4 Bedroom 2 Bathroom 3-way split floor plan with an Office and a 2 car Garage. Exclusively located in a gated commu...

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 ...