Recently Sold Homes in Oakland, FL

86 homes

Use arrow keys to navigate
SOLD
OCT 27, 2025
$367,500
3 Beds
2 Baths
1,336 sqft
500 W Oakland Ave,
Oakland, FL 34760
DALTON WADE INC
Use arrow keys to navigate
SOLD
OCT 24, 2025
$785,000
4 Beds
2 Baths
2,260 sqft
1212 Civitas Way,
Oakland, FL 34787
BHHS FLORIDA REALTY
Use arrow keys to navigate
SOLD
OCT 23, 2025
$1,660,000
6 Beds
5 Baths
3,911 sqft
102 Hammock Preserve Loop,
Oakland, FL 34787
KELLER WILLIAMS ELITE PARTNERS III REALTY
SOLD
OCT 22, 2025
$525,000
4 Beds
2 Baths
2,176 sqft
233 Largovista Dr,
Oakland, FL 34787
EXP REALTY LLC
Use arrow keys to navigate
SOLD
OCT 10, 2025
$1,520,000
5 Beds
6 Baths
4,373 sqft
812 Johns Point Dr,
Oakland, FL 34787
GILKEY REAL ESTATE
Use arrow keys to navigate
SOLD
OCT 9, 2025
$500,000
3 Beds
2.5 Baths
1,811 sqft
1143 Bobcat Chase Blvd,
Oakland, FL 34787
SERHANT

Recently Sold Homes Near Oakland, FL

We found 30 more homes matching your filters just outside Oakland

Use arrow keys to navigate
SOLD
JUN 30, 2026
$935,000
4 Beds
3.5 Baths
2,667 sqft
744 Lake Brim Dr,
Winter Garden, FL 34787
BHHS FLORIDA REALTY
Use arrow keys to navigate
SOLD
JUN 30, 2026
$1,295,000
4 Beds
3 Baths
2,834 sqft
912 Landrum Dr,
Winter Garden, FL 34787
DENIZ REALTY PARTNERS LLC
Use arrow keys to navigate
SOLD
JUN 29, 2026
$3,950,000
5 Beds
5.5 Baths
5,652 sqft
16146 Pendio Dr,
Montverde, FL 34756
BELLA COLLINA REAL ESTATE CO
Use arrow keys to navigate
SOLD
JUN 25, 2026
$2,353,078
4 Beds
5 Baths
3,902 sqft
1204 Water Maple Dr,
Oakland, FL 34760
REGENCY REAL ESTATE LLC
Use arrow keys to navigate
SOLD
JUN 24, 2026
$675,000
3 Beds
2.5 Baths
1,772 sqft
936 Kylee Aly,
Winter Garden, FL 34787
REAL BROKER, LLC
Use arrow keys to navigate
SOLD
JUN 23, 2026
$645,000
4 Beds
3 Baths
2,663 sqft
503 Minnow Creek Ct,
Winter Garden, FL 34787
RE/MAX TITANIUM GROUP
Use arrow keys to navigate
SOLD
JUN 17, 2026
$740,000
5 Beds
4.5 Baths
3,324 sqft
14416 Travois Way,
Winter Garden, FL 34787
WATSON REALTY CORP
SOLD
JUN 10, 2026
$975,000
4 Beds
2.5 Baths
3,144 sqft
17608 Deer Isle Cir,
Winter Garden, FL 34787
COLDWELL BANKER REALTY
SOLD
MAY 27, 2026
$850,000
4 Beds
3 Baths
2,850 sqft
8 Winters Landing Dr,
Oakland, FL 34787
REGENCY REAL ESTATE LLC
SOLD
MAY 15, 2026
$320,000
3 Beds
2.5 Baths
1,544 sqft
15350 Oak Apple Ct #17B,
Winter Garden, FL 34787
PREFERRED REAL ESTATE BROKERS
SOLD
MAY 7, 2026
$950,000
5 Beds
4 Baths
3,556 sqft
15226 Sunset Overlook Cir,
Winter Garden, FL 34787
CHARLES RUTENBERG REALTY ORLANDO
SOLD
MAY 6, 2026
$2,045,357
5 Beds
5.5 Baths
3,725 sqft
1225 Water Maple Dr,
Oakland, FL 34760
REGENCY REAL ESTATE LLC
SOLD
APR 30, 2026
$1,075,000
4 Beds
3.5 Baths
2,811 sqft
883 Tilden Oaks Trl,
Winter Garden, FL 34787
COMPASS FLORIDA LLC
SOLD
APR 27, 2026
$2,775,000
5 Beds
4 Baths
4,886 sqft
17737 Deer Isle Cir,
Winter Garden, FL 34787
PREMIER SOTHEBY'S INTL. REALTY
SOLD
APR 27, 2026
$1,790,000
4 Beds
4 Baths
3,616 sqft
15198 E Oakland Ave,
Winter Garden, FL 34787
IAD FLORIDA LLC
SOLD
APR 13, 2026
$509,000
4 Beds
3 Baths
2,736 sqft
17993 Gourd Neck Loop,
Winter Garden, FL 34787
EXIT REALTY TRI-COUNTY
SOLD
APR 10, 2026
$40,100
1451 Avalon Rd,
Winter Garden, FL 34787
SOLD
APR 6, 2026
$1,525,000
3 Beds
2 Baths
3,340 sqft
15722 E Oakland Ave,
Winter Garden, FL 34787
RE/MAX PRIME PROPERTIES
SOLD
APR 1, 2026
$800,000
3 Beds
2 Baths
1,932 sqft
1087 Huntspoint St,
Winter Garden, FL 34787
OAK AVENUE REAL ESTATE LLC
SOLD
MAR 31, 2026
$225,000
3 Beds
2 Baths
1,134 sqft
13703 Lake Blvd,
Winter Garden, FL 34787
SOLD
MAR 26, 2026
$875,000
4 Beds
2.5 Baths
2,553 sqft
855 Oakland Park Blvd,
Winter Garden, FL 34787
HOMEVEST REALTY
SOLD
MAR 23, 2026
$1,000,000
4 Beds
3.5 Baths
2,837 sqft
1045 Colleton Aly,
Winter Garden, FL 34787
COMPASS FLORIDA LLC
SOLD
MAR 10, 2026
$650,000
4 Beds
4.5 Baths
4,051 sqft
16129 Pendio Dr,
Montverde, FL 34756
SOLD
MAR 10, 2026
$925,700
4 Beds
3.5 Baths
2,461 sqft
1024 Kershaw Dr,
Winter Garden, FL 34787
COLDWELL BANKER REALTY
SOLD
FEB 27, 2026
$1,175,000
4 Beds
3.5 Baths
3,214 sqft
17556 Deer Isle Cir,
Winter Garden, FL 34787
LAKESIDE REALTY WINDERMERE INC
SOLD
FEB 27, 2026
$849,000
3 Beds
2.5 Baths
2,484 sqft
1368 Union Club Dr,
Winter Garden, FL 34787
DENIZ REALTY PARTNERS LLC
SOLD
FEB 27, 2026
$1,320,000
4 Beds
3 Baths
3,056 sqft
1006 Lake Brim Dr,
Winter Garden, FL 34787
OAK AVENUE REAL ESTATE LLC
SOLD
FEB 26, 2026
$170,000
1351 AVALON ROAD,
Winter Garden, FL 34787
SOLD
FEB 23, 2026
$2,300,000
4 Beds
5 Baths
3,902 sqft
1118 Sarah Mathews Dr,
Oakland, FL 34760
REGENCY REAL ESTATE LLC
SOLD
FEB 19, 2026
$731,250
3 Beds
2 Baths
1,612 sqft
13206 Shore Dr,
Winter Garden, FL 34787
RE/MAX REALTY UNLIMITED

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website.
Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511