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

1841 Standing Rock Circle, Oakland image

1841 Standing Rock Circle, Oakland $409,900

The WOW factor is when you walk through the front door of this 3 Bedroom 2.5 Bath with an office in a sought after neighborhood. This ENERGY EFFECIANT HOME WITH SOLAR ...

3 Beds
2 Baths
Oakland Trls Ph 1 SubDv.
34787 Zip Code

1580 Stone Arrow Court, Oakland $385,000

Prepare to fall in love with your new home! Beautiful 3 bedroom/2.5 bathroom house located in the desirable community of Oakland Trails. Greeting you with beautiful tile ...

3 Beds
2 Baths
Oakland Trls Ph 2 SubDv.
34787 Zip Code

1925 Standing Rock Circle, Oakland image

1925 Standing Rock Circle, Oakland $339,000 ▼

TERRIFIC NEW PRICE IMPROVEMENT! Fantastic opportunity to purchase a like NEW energy efficient 3/3 home in the very desirable Oakland Trails neighborhood. MOVE-IN ready!...

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

2737 Bobcat Chase Boulevard, Oakland image

2737 Bobcat Chase Boulevard, Oakland $398,800

check out the video: www.2737bobcatchase.site/mls... Job relocation allows one lucky buyer to skip the building process and move right in for the holidays in this ONE YE...

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

1088 Hull Island Drive, Oakland $704,260

Under Construction. Check out this must-see 1-story 4 bedroom, 3 bath home with large open spaces. Upon entry, a spacious foyer with a tray ceiling leads to the formal di...

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

418 Largovista Drive, Oakland $950,000

Beautifully REMODELED MEDITERANEAN LAKE FRONT HOME ON 1/2 ACRE lot on the SKIABLE 2500 ACRE JOHNS LAKE in the awesome town of OAKLAND! Minutes from Downtown Winter Garden...

4 Beds
4 Baths
Johns Landing SubDv.
34787 Zip Code

524 W Hull Avenue, Oakland $262,000

Pre-Construction. To be built. Pre-Construction. To be built. Another beautiful home brought to you by Signature Custom Homes, a premiere central Florida home builder. Ow...

3 Beds
2 Baths
Oakland Town SubDv.
34760 Zip Code

408 Postell Avenue, Oakland $262,000

Pre-Construction. To be built. Pre-Construction. To be built. Prepare to be wowed by this BRAND NEW Oakland Park home! Unlike anything else in Central Florida designed as...

3 Beds
2 Baths
Oakland Town SubDv.
34760 Zip Code

406 Postell Avenue, Oakland $262,000

Pre-Construction. To be built. Pre-Construction. To be built. Prepare to be wowed by this BRAND NEW Oakland Park home! Unlike anything else in Central Florida designed as...

3 Beds
2 Baths
Oakland Town SubDv.
34760 Zip Code

405 Postell Avenue, Oakland $262,000

Pre-Construction. To be built. Pre-Construction. To be built. Prepare to be wowed by this BRAND NEW Oakland Park home! Unlike anything else in Central Florida designed as...

3 Beds
2 Baths
Oakland Town SubDv.
34760 Zip Code

912 Johns Point Drive, Oakland $1,749,000

This LUXURY LAKEFRONT ESTATE is nestled in the private, gated community of John’s Cove on a large, beautifully landscaped .63 acre homesite. Upon entry into your home, yo...

5 Beds
6 Baths
Johns Cove 43/104 SubDv.
34787 Zip Code

306 N Tubb Street, Oakland $749,000 ▼

What a rare find! This beautifully remodeled five bedroom, three and a half bathroom Oakland home has historic charm and tons of character. New from top to bottom, the ov...

5 Beds
3 Baths
Oakland Town SubDv.
34760 Zip Code

101 N Starr Street, Oakland $1,195,000

Modern Farmhouse with 4200 sqft under roof. Located in the traditional downtown Oakland area, the home sits among grand oaks reminiscent to old Florida. This home was bui...

3 Beds
3 Baths
Oakland Town SubDv.
34760 Zip Code

1787 White Feather Loop, Oakland $364,900

It really is all about Location and this Meritage community hit the nail on the head! Tucked away enough to feel private yet convenient enough to the Turnpike, SR50 and ...

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

1232 Hull Island Drive, Oakland $808,665 ▲

Welcome home to this lakefront 5-bed, 4-bath, 3-car garage plan. Upon entry you can’t help but notice the upgraded angled staircase. The formal dining room offers access,...

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

1805 Standing Rock Cir, Oakland $385,000 ▼

Winter Garden is the #1 selling location in Orlando! 20 mins from downtown Orlando, 20 mins from Walt Disney world, and this property is 10 mins from Downtown Winter Gard...

4 Beds
3 Baths
Oakland Trails SubDv.
34787 Zip Code

620 N Tubb Street, Oakland $929,750 ▼

This exquisite gem has endless opportunities. A wellness center, wedding event venue, Airbnb. Not looking to own a bed and breakfast? This would also make a fantastic sta...

6 Beds
7 Baths
Oakland SubDv.
34760 Zip Code

109 W Hull Avenue, Oakland $599,900 ▼

JUST REDUCED PRICED TO SELL!~VINTAGE ~AMAZING HALF ACRE LOTS IN THE HEART OF HISTORIC OAKLAND~ OVERSIZED 3 AND HALF CAR GARAGE~BRING YOUR BOAT AND YOUR RV!!~NO HOA~ EXTEN...

3 Beds
2 Baths
Town Of Oakland #6108 SubDv.
34760 Zip Code

Oakland $1,300,000 ▼

Rare opportunity for a 11 home development project or an estate home. own 7 (more or less) acres with 251 feet fronting on 2,400 acre Johns Lake. Ideal setting for an est...

34787 Zip Code

520 W Sadler Avenue, Oakland $58,900

Beautiful shaded lot in the quickly developing town of Oakland. Build a home or keep this lot for future development. The lot is on the unpaved W Sadler Ave and faces t...