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Single Family Homes For Sale in Oakland, FL

46 Homes
 
900 Allendale Ln, Oakland, FL 34787
  • $1,799,000
  • 4Bd
  • 5Ba
  • 3,615 Sq Ft
New 8 Hours
1213 Foltz Loop, Oakland, FL 34787
  • $859,000
  • 4Bd
  • 4Ba
  • 3,184 Sq Ft
New 5 Days
1316 Southern Sun Dr, Oakland, FL 34787
  • $1,050,000
  • 5Bd
  • 4Ba
  • 3,658 Sq Ft
New 7 Days
2561 Sky Stone Ct, Winter Garden, FL 34787
  • $565,000
  • 4Bd
  • 3Ba
  • 2,576 Sq Ft
Open SAT 11-3
100 Mather Smith Dr, Oakland, FL 34760
  • $600,000
  • 3Bd
  • 2Ba
  • 1,571 Sq Ft
150 Hammock Preserve Loop, Oakland, FL 34787
  • $879,000
  • 4Bd
  • 3Ba
  • 2,246 Sq Ft
2107 Bay Line Rd, Oakland, FL 34787
  • $615,000
  • 3Bd
  • 2Ba
  • 1,916 Sq Ft
Open SAT 11-1
1184 Bobcat Chase Blvd, Oakland, FL 34787
  • $499,900
  • 3Bd
  • 3Ba
  • 1,811 Sq Ft
2696 Bobcat Chase Blvd, Oakland, FL 34787
  • $515,000
  • 3Bd
  • 3Ba
  • 1,811 Sq Ft
2470 Standing Rock Cir, Oakland, FL 34787
  • $730,000
  • 5Bd
  • 3Ba
  • 3,430 Sq Ft
Open SAT 12-2
990 Stationside Dr, Oakland, FL 34787
  • $525,000
  • 4Bd
  • 2Ba
  • 2,028 Sq Ft
81 Millholland St, Oakland, FL 34760
  • $1,275,000
  • 3Bd
  • 3Ba
  • 3,887 Sq Ft
2273 Standing Rock Cir, Winter Garden, FL 34787
  • $479,900
  • 3Bd
  • 3Ba
  • 2,082 Sq Ft
1016 Catori Rd, Oakland, FL 34787
  • $800,000
  • 4Bd
  • 4Ba
  • 3,085 Sq Ft
$25K
137 Petris Ave, Oakland, FL 34760
  • $1,445,000
  • 4Bd
  • 4Ba
  • 3,620 Sq Ft
$50K
239 Largovista Dr, Oakland, FL 34787
  • $675,900
  • 4Bd
  • 3Ba
  • 3,652 Sq Ft
166 Hammock Preserve Loop, Oakland, FL 34787
  • $850,000
  • 4Bd
  • 4Ba
  • 3,186 Sq Ft
2471 Sky Stone Ct, Winter Garden, FL 34787
  • $559,000
  • 4Bd
  • 3Ba
  • 2,854 Sq Ft
320 W Sadler Ave, Oakland, FL 34760
  • $199,000
  • 2Bd
  • 1Ba
  • 722 Sq Ft
1750 Standing Rock Cir, Winter Garden, FL 34787
  • $640,000
  • 4Bd
  • 3Ba
  • 2,614 Sq Ft
Open SUN 11-2
1112 Hull Island Dr, Oakland, FL 34787
  • $1,400,000
  • 4Bd
  • 4Ba
  • 3,562 Sq Ft
521 W Herriott Ave, Oakland, FL 34760
  • $415,000
  • 3Bd
  • 2Ba
  • 1,170 Sq Ft
312 Briley Ave, Oakland, FL 34760
  • $3,295,000
  • 6Bd
  • 7Ba
  • 5,144 Sq Ft
Open FRI 11-4
706 Strihal Loop, Winter Garden, FL 34787
  • $569,000
  • 5Bd
  • 4Ba
  • 3,020 Sq Ft
223 Largovista Dr, Oakland, FL 34787
  • $540,000
  • 4Bd
  • 3Ba
  • 2,486 Sq Ft
1603 Johns Cove Ln, Oakland, FL 34787
  • $779,000
  • 6Bd
  • 4Ba
  • 4,001 Sq Ft
Open SAT 11-1
1134 Prado Ln, Oakland, FL 34787
  • $2,495,000
  • 5Bd
  • 8Ba
  • 4,433 Sq Ft
Open FRI 4-11
1152 Prado Ln, Oakland, FL 34787
  • $2,615,320
  • 6Bd
  • 7Ba
  • 4,658 Sq Ft
1128 Prado Ln, Oakland, FL 34787
  • $2,800,000
  • 6Bd
  • 7Ba
  • 4,658 Sq Ft
1144 Hull Island Dr, Winter Garden, FL 34787
  • $1,699,000
  • 5Bd
  • 5Ba
  • 4,102 Sq Ft
1155 Prado Ln, Oakland, FL 34787
  • $2,575,000
  • 5Bd
  • 7Ba
  • 4,210 Sq Ft
402 N Pollard St, Oakland, FL 34760
  • $3,495,000
  • 5Bd
  • 6Ba
  • 5,001 Sq Ft
Open FRI 11-4
16 Oakland Pointe Cir, Oakland, FL 34760
  • $795,999
  • 5Bd
  • 3Ba
  • 3,413 Sq Ft
1101 Eagles Pass Way, Winter Garden, FL 34787
  • $1,625,000
  • 6Bd
  • 5Ba
  • 4,104 Sq Ft
$19.9K
1164 Prado Ln, Winter Garden, FL 34787
  • $2,210,000
  • 5Bd
  • 6Ba
  • 4,204 Sq Ft
2017 Boss Hewett St, Oakland, FL 34787
  • $649,900
  • 4Bd
  • 4Ba
  • 2,852 Sq Ft
$30K
219 Largovista Dr, Oakland, FL 34787
  • $995,900
  • 5Bd
  • 4Ba
  • 3,951 Sq Ft
$14.1K
250 N Walker St, Oakland, FL 34760
  • $999,000
  • 4Bd
  • 3Ba
  • 2,469 Sq Ft
$50K
38 S Pollard St, Oakland, FL 34760
  • $619,000
  • 4Bd
  • 3Ba
  • 1,872 Sq Ft
812 Johns Point Dr, Oakland, FL 34787
  • $2,550,000
  • 5Bd
  • 6Ba
  • 4,373 Sq Ft
$149K
2259 White Feather Loop, Oakland, FL 34787
  • $515,000
  • 4Bd
  • 3Ba
  • 2,204 Sq Ft
1106 Sarah Mathews Dr, Oakland, FL 34787
  • $1,975,000
  • 5Bd
  • 6Ba
  • 3,596 Sq Ft
906 Allendale Ln, Winter Garden, FL 34787
  • $1,699,900
  • 5Bd
  • 4Ba
  • 3,784 Sq Ft
$25.1K
620 N Tubb St, Oakland, FL 34760
  • $1,250,000
  • 6Bd
  • 8Ba
  • 5,614 Sq Ft
1970 Standing Rock Cir, Oakland, FL 34787
  • $796,000
  • 5Bd
  • 3Ba
  • 3,528 Sq Ft
$4K
1146 Prado Ln, Oakland, FL 34787
  • $2,310,600
  • 5Bd
  • 6Ba
  • 3,992 Sq Ft
$179K
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1 - 46 of 46 Houses for sale in Oakland, FL
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Oakland, FL real estate market trends

Statistics as of October 2026
$1.14M
Avg. list price
$367/Sqft
Avg. price/sqft
12
Homes for sale
3,516 Sqft
Avg. home size
52 Days
Avg. days on market
Movoto makes it easy to track market trends in Oakland, FL. Whether you’re entering the market or planning your next move, understanding these key metrics can guide smart decisions. Looking for more detailed housing market stats in Oakland, FL?
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Frequently Asked Questions about Oakland, FL

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