Homes for Sale in Oakland

Homes in Oakland offer buyers an amazing lifestyle, active trailside and easy access to the shopping and dining of Downtown Winter Garden. The Oakland Realtors of the Erica Diaz Team offer home buyers a quick and easy transaction in most cases closing faster and less money than your average agent. We’ll help you find your next historic Oakland home with shade trees and mature neighborhoods. Take some time to browse the homes below or reach out to the Erica Diaz Team and let us find the dream home for you.

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$299,900

406 OAKLAND STREET
LEESBURG, Florida

6Bedroom(s)
2Bathroom(s)
24Picture(s)
1,528Sqft
Great rental income opportunity . Tenants are in place already , rent is month for rent with utilities included. Unless you are looking for a home to live in it yourself. This home includes a separate 2 bedroom 1BATH , fenced yard mother in-law suite with kitchen has all Tile floors and a split ac unit and is currently rented for $1,500 peach month.

$239,900

3316 OAKLAND ROAD
LAKELAND, Florida

5Bedroom(s)
3Bathroom(s)
51Picture(s)
2,040Sqft
If you are looking for a gorgeous home on a beautiful lot, then look no further! This well maintained 5 bedroom, 3 bath home boasts over 2000 sq ft of living space and has plenty of room to roam outside as well.

$745,260

1328 FOLTZ LOOP
OAKLAND, Florida

4Bedroom(s)
3Bathroom(s)
13Picture(s)
2,281Sqft
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 the front of the home. This makes a fantastic guest suite or possible home office, and you can see packages being delivered through the large, front-facing window.

$399,999

2345 STANDING ROCK CIRCLE
OAKLAND, Florida

3Bedroom(s)
2Bathroom(s)
26Picture(s)
1,640Sqft
One or more photo(s) has been virtually staged. This two-story stunning Meritage Home is a 3 Bedroom, 2/1 Bath, contemporary energy-efficient home located in one of the most desirable areas of Central Florida, Oakland/Winter Garden. Enjoy the functionality of the open kitchen, living room, and dining space that opens immediately to the second floor.

$787,550

1364 FOLTZ LOOP
OAKLAND, Florida

5Bedroom(s)
4Bathroom(s)
14Picture(s)
3,562Sqft
Under Construction. The Newcastle offers a welcoming front porch. Once inside you will be welcomed to a high ceiling foyer.

$495,000

2351 STANDING ROCK CIRCLE
OAKLAND, Florida

3Bedroom(s)
2Bathroom(s)
24Picture(s)
1,992Sqft
GREAT LOCATION! THIS 3 BEDROOM 2.5 BATHOOM HOME FEATURES A DETACHED 2 CAR GARAGE WITH BRICK PAVERrnCOURTYARD. UPON ENTERING THE HOME, YOU WILL NOTICE THE AMPLE SPACING AND OPEN LAYOUT. CERAMIC TILErnTHROUGHOUT THE ENTIRE MAIN LEVEL OF THE HOME. THE KITCHEN FEATURES SILESTON COUNTERTOPS, SOLIDrnWOOD CABINETS AND STAINLESS STEEL APPLIANCES.

$509,900

2724 BOBCAT CHASE BOULEVARD
OAKLAND, Florida

3Bedroom(s)
2Bathroom(s)
19Picture(s)
1,811Sqft
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 granite countertops, and stainless steel appliances. The first floor is tiled and the remainder of the home is carpeted.

$420,000

2208 GOPHER TORTOISE TERRACE
OAKLAND, Florida

3Bedroom(s)
2Bathroom(s)
22Picture(s)
1,620Sqft
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 UPGRADES. DETACHED GARAGE AND A COURTWARD FOR YOU TO ENJOY WITH YOUR FAMILY. YOU CANNOT MISS THIS OPORTUNITY.

$515,000

2259 WHITE FEATHER LOOP
OAKLAND, Florida

4Bedroom(s)
2Bathroom(s)
25Picture(s)
2,204Sqft
ABSOLUTELY STUNNING 4/2.5 PLUS LOFT HOME LOCATED ON A CORNER LOT IN OAKLAND TRAILS.

$253,000

1948 OAKLAND PARK DRIVE
LAKE WALES, Florida

3Bedroom(s)
2Bathroom(s)
23Picture(s)
1,352Sqft
One or more photo(s) has been virtually staged. Great starter home with no HOA and an easy-to-maintain yard with rock landscaping in the front, this 3 BR | 2 BA home has fresh interior paint and updated carpet in the main living areas and bedrooms. Located on a large lot, this home is partially updated with newer kitchen cabinets, modern appliances and countertops, and updated bathroom vanities.

$819,999

341 LARGOVISTA DRIVE
OAKLAND, Florida

5Bedroom(s)
4Bathroom(s)
46Picture(s)
4,475Sqft
LOCATION, LOCATION, LOCATION...right in the center of Florida, North, South, East, and West, you'll be close to everything. From the house, it takes only 2 minutes to get onto the Florida Turnpike.

$649,990


OAKLAND, Florida

5Bedroom(s)
4Bathroom(s)
34Picture(s)
3,449Sqft
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 double a/c and a screened in pool is the perfect family home.

$715,000

402 LARGOVISTA DRIVE
OAKLAND, Florida

3Bedroom(s)
2Bathroom(s)
29Picture(s)
3,829Sqft
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.

$1,599,000

15198 OAKLAND AVENUE
WINTER GARDEN, Florida

4Bedroom(s)
4Bathroom(s)
11Picture(s)
3,405Sqft
Pre-Construction. To be built. Fall in love with this modern farmhouse masterpiece within Winter Garden’s premier luxury new home community, Oakland Hills! Unlike anything else in Central Florida, this enclave of only 17 over-sized home sites is nestled among grand oak trees reminiscent of old Florida rural estates.

$845,000

10 W OAKLAND AVE
OCOEE, Florida

4Bedroom(s)
3Bathroom(s)
43Picture(s)
1,720Sqft
Location, Location, Location !!! This will be your only opportunity to purchase this Prime Corner Lot and be part of the Ocoee Master Plan, The City of Ocoee has stated that this could be Rezoned Commercial. This Corner lot is directly across from the New City Hall but will still have a view of Starke Lake. Great opportunity to have it rezoned and be in the middle of Downtown Ocoee Center.
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