Florida, Oakland Houses For Sale — from $457K | Broker One

Houses For Sale in Florida, Oakland

Search Houses currently For Sale in Florida, Oakland with photos, pricing, and property details updated daily. Filter by price, bedrooms, bathrooms, lot size, year built, and waterfront access to find exactly what you need.

Why buy in Florida, Oakland?

Florida, Oakland offers a mix of established neighborhoods and new construction, with proximity to top-rated schools, parks, dining, and major commute routes. Whether you are a first-time buyer, upsizing for a growing family, or looking for an investment property, the local market has options across every price range.

What to know before buying in Florida, Oakland

Check property tax history, flood zone status, HOA rules, and recent comparable sales before making an offer. Our listings include assessed values, building details, and owner history to help you make informed decisions. Check for unpermitted work and review code violations on any property you are considering.

New
For Sale
$1,075,000
House
4 bds · 4 ba · 3,552 sqft
JOHNS COVE 43/104, WINTER GARDEN
806 JOHNS POINT DRIVE
New
For Sale
$679,000
House
4 bds · 3 ba · 2,281 sqft
HULL ISLAND/OAKLAND PH 2, WINTER GARDEN
2022 BOSS HEWETT STREET
+$10K
For Sale
$669,900
House
5 bds · 4 ba · 3,285 sqft
JOHNS LANDING, OAKLAND
710 REGINA CIRCLE
For Sale
$2,575,000
House
5 bds · 5 ba · 4,210 sqft
GROVE/OAKLAND, WINTER GARDEN
1155 PRADO LANE
-$5K
For Sale
$774,900
House
4 bds · 4 ba · 2,788 sqft
HULL ISLAND AT OAKLAND, OAKLAND
1143 HULL ISLAND DRIVE
For Sale
$525,000
House
3 bds · 2 ba · 2,152 sqft
OAKLAND TRLS PH 1, WINTER GARDEN
2241 WHITE FEATHER LOOP
For Sale
$457,900
House
3 bds · 2 ba · 1,838 sqft
OAKLAND TRAILS, OAKLAND
2247 WHITE FEATHER LOOP
For Sale
$799,999
House
5 bds · 3 ba · 3,413 sqft
OAKLAND POINTE, OAKLAND
16 OAKLAND POINTE CIRCLE
-$50K
For Sale
$1,674,999
House
6 bds · 5 ba · 4,104 sqft
OAKLAND PARK, WINTER GARDEN
1101 EAGLES PASS WAY
-$25K
For Sale
$724,900
House
4 bds · 4 ba · 2,852 sqft
HULL ISLAND/OAKLAND PH 2, OAKLAND
2017 BOSS HEWETT STREET
For Sale
$1,059,000
House
5 bds · 4 ba · 3,951 sqft
JOHNS LANDING, OAKLAND
219 LARGOVISTA DRIVE
-$16K
For Sale
$499,000
House
3 bds · 2 ba · 2,069 sqft
OAKLAND TRAILS PH 2, OAKLAND
1937 STANDING ROCK CIRCLE
-$150K
For Sale
$1,145,000
House
4 bds · 2 ba · 2,469 sqft
OAKLAND TOWN, OAKLAND
250 N WALKER STREET
-$119K
For Sale
$629,999
House
4 bds · 2 ba · 1,872 sqft
OAKLAND TOWN, OAKLAND
38 S POLLARD STREET
For Sale
$874,900
House
4 bds · 4 ba · 3,134 sqft
HULL ISLAND/OAKLAND PH 2, OAKLAND
1231 FOLTZ LOOP
-$51K
For Sale
$2,699,000
House
5 bds · 6 ba · 4,373 sqft
JOHNS COVE 43/104, OAKLAND
812 JOHNS POINT DRIVE
-$51K
For Sale
$1,249,000
House
4 bds · 2 ba · 2,710 sqft
OAKLAND PARKB-1, WINTER GARDEN
1156 CIVITAS WAY
-$10K
For Sale
$509,000
House
4 bds · 2 ba · 2,046 sqft
TRAILSIDE STATION REPLAT 44/23, OAKLAND
1270 STATIONSIDE DRIVE DRIVE
For Sale
$1,975,000
House
5 bds · 5 ba · 3,596 sqft
GROVE AT THE HARVEST DISTRICT, OAKLAND
1106 SARAH MATHEWS DRIVE
-$20K
For Sale
$539,900
House
3 bds · 2 ba · 2,089 sqft
OAKLAND TRLS PH 2, OAKLAND
2065 WHITE FEATHER LOOP