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Oakland FL Homes For Sale

Our website features the best Orlando real estate search for homes, condos, land and foreclosure properties available. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor’s database every 15 minutes. 

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Oakland FL Homes For Sale

1961 Standing Rock Circle, Oakland image
1961 Standing Rock Circle, Oakland $469,500

PREMIER COMMUNITY! Welcome to Oakland Trails, a community in Oakland, Florida, situated right off of the Florida Turnpike! This 3 bed/2.5 bath home situated on a corner l...

  • 3 Beds
  • 2.5 Baths
  • Oakland Trails Ph 2 SubDv.
  • 34787 Zip Code
1301 Johns Cove Lane, Oakland image
1301 Johns Cove Lane, Oakland $640,000

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
410 E Henschen Avenue, Oakland image
410 E Henschen Avenue, Oakland $700,000

Located in the town of Oakland, which is nestled in between Clermont and Winter Garden, sits this beautiful pool home with a detached guest house with NO HOA and solar pa...

  • 5 Beds
  • 4 Baths
  • Starr Gardens Oakland SubDv.
  • 34760 Zip Code
404 Postell Avenue, Oakland image
404 Postell Avenue, Oakland $69,000

Build your dream home on this pristine lot. No HOA. Convenient to the Historic Downtown Winter Garden, Oakland Nature Preserve, Fowlers Grove Shopping Mall, West Orange...

  • Oakland Town SubDv.
  • 34760 Zip Code
1071 Stationside Drive, Oakland image
1071 Stationside Drive, Oakland $550,000

Totally renovated 3 bedroom, 2 bathroom home located in the heart of Oakland with private sweeping views of the nature preserve! This home has brand new flooring througho...

  • 3 Beds
  • 2 Baths
  • Trailside Station Rep 44/23 SubDv.
  • 34787 Zip Code
2490 Standing Rock Circle, Oakland image
2490 Standing Rock Circle, Oakland $569,999 ▼

Why wait to build? This home is ready for you now! Located in one of Oakland's premier communites, Oakland Trails is the perfect spot to call home. With 3 bedrooms, 2.5...

  • 3 Beds
  • 2.5 Baths
  • Oakland Trails Ph 1 SubDv.
  • 34787 Zip Code
4 Oakland Pointe Circle, Oakland image
4 Oakland Pointe Circle, Oakland $449,900

Adorable custom-built 2/2 in the quaint town of Oakland! This home is nestled within a small community of custom homes, just a stone's throw away from the banks of beaut...

  • 2 Beds
  • 2 Baths
  • Oakland Pointe SubDv.
  • 34760 Zip Code
1316 Southern Sun Drive, Oakland image
1316 Southern Sun Drive, Oakland $793,460 ▼

Under Construction. The Newcastle, a beautiful new home for sale in Oakland, is as flexible as it is beautiful featuring a front covered porch and 3-car tandem garage. Wi...

  • 5 Beds
  • 4 Baths
  • Hull Island SubDv.
  • 34787 Zip Code
341 Largovista Drive, Oakland image
341 Largovista Drive, Oakland $799,999 ▼

One or more photo(s) has been virtually staged. One or more photos Virtually Staged. LOCATION, LOCATION, LOCATION, you'll be close to everything. On the shores of John's ...

  • 5 Beds
  • 4 Baths
  • Johns Landing Ph 02 48 138 SubDv.
  • 34787 Zip Code
210 W Sadler Avenue, Oakland image
210 W Sadler Avenue, Oakland $374,000 ▼

One or more photo(s) has been virtually staged. Great single-family home with metal roof sits on a large corner lot on a tree lined street in the desirable Town of Oaklan...

  • 4 Beds
  • 1.5 Baths
  • Oakland Town SubDv.
  • 34760 Zip Code
1364 Foltz Loop, Oakland image
1364 Foltz Loop, Oakland $767,550 ▼

Under Construction. The Newcastle offers a welcoming front porch. Once inside you will be welcomed to a high ceiling foyer. This home offers 3562 sf with 5 spacious bedro...

  • 5 Beds
  • 4 Baths
  • Hull Island At Oakland SubDv.
  • 34787 Zip Code
1328 Foltz Loop, Oakland image
1328 Foltz Loop, Oakland $710,260 ▼

Under Construction. This new home in Oakland is a single-story, 3-way-split plan with 4 bedrooms and 3 baths. Find a bedroom with its own full bath right off the foyer at...

  • 4 Beds
  • 3 Baths
  • Hull Island SubDv.
  • 34787 Zip Code
2724 Bobcat Chase Boulevard, Oakland image
2724 Bobcat Chase Boulevard, Oakland $489,900 ▼

Welcome to this LIKE NEW home located in the desirable town of Oakland. This spacious home offers 3 bedrooms, 2.5 bathrooms, an open floor plan, beautiful kitchen with gr...

  • 3 Beds
  • 2.5 Baths
  • Longleaf At Oakland SubDv.
  • 34787 Zip Code
2208 Gopher Tortoise Terrace, Oakland image
2208 Gopher Tortoise Terrace, Oakland — 2208 $420,000

LOCATED NEAR DOWNTOWN WINTER GARDEN, CLOSE TO THE WINTER GARDEN TRAIL, PLANT STREET, TURNIPIKE AND MUCH MORE. HOUSE OFFERS A 3 BEDROOMS AND 2 AND 1/2 BATH WITH LOTS OF UP...

  • 3 Beds
  • 2.5 Baths
  • Longleaf/Oakland Rep SubDv.
  • 34787 Zip Code
229 Largovista Drive, Oakland image
229 Largovista Drive, Oakland $609,990 ▼

Come live in one of Central Florida's most desirable lakefront gated communities, John's Landing. This amazing 5 bedroom, 4 bath home with double car garage, brand new do...

  • 5 Beds
  • 4 Baths
  • Johns Landing Ph 02 48 138 SubDv.
  • 34787 Zip Code
402 Largovista Drive, Oakland image
402 Largovista Drive, Oakland $704,900 ▼

Nestled in one of Central Florida's most desirable lakefront gated communities, John's Landing sits a custom luxury lakeview home measured at 4,470 total square feet. Thi...

  • 3 Beds
  • 2.5 Baths
  • Johns Landing Ph 01 44/47 SubDv.
  • 34787 Zip Code
16251 W Colonial Drive, Oakland image
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
750 Hull Island Drive, Oakland image
750 Hull Island Drive, Oakland $1,295,000 ▼

These six plus acre are adjacent to a newly developed area of homes ranging in the 400,000 value. The property sits at the end of a cul-de-sac within this development. Th...

  • 34787 Zip Code
800 Hull Island Drive, Oakland image
800 Hull Island Drive, Oakland $1,495,000 ▼

These five plus acre are adjacent to a newly developed area of homes ranging in the 400,000 value. The property sits at the end of a cul-de-sac within this development. T...

  • 34787 Zip Code
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