Recently Sold Homes in Oakland, FL

79 homes

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SOLD
APR 17, 2026
$683,000
3 Beds
2 Baths
1,763 sqft
310 E GULLEY AVENUE,
Oakland, FL 34760
THE REAL ESTATE COLLECTION LLC
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SOLD
APR 14, 2026
$1,654,248
4 Beds
4.5 Baths
3,482 sqft
360 N JEFFERSON STREET,
Oakland, FL 34760
REGENCY REAL ESTATE LLC
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SOLD
APR 9, 2026
$1,700,000
5 Beds
3.5 Baths
3,909 sqft
1207 RIDGE LAKE WAY,
Oakland, FL 34787
NEW HOMES REAL ESTATE, INC.
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SOLD
APR 6, 2026
$850,000
4 Beds
3.5 Baths
3,448 sqft
501 E OAKLAND AVENUE,
Oakland, FL 34787
HOMEVEST REALTY
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SOLD
APR 3, 2026
$1,500,000
4 Beds
2.5 Baths
2,842 sqft
1210 JOHNS COVE LANE,
Oakland, FL 34787
DALTON WADE INC
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SOLD
APR 1, 2026
$1,125,000
552 WALKER STREET LOT 45,
Winter Garden, FL 34787
REGENCY REAL ESTATE LLC
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SOLD
MAR 31, 2026
$474,000
4 Beds
2 Baths
2,065 sqft
717 STRIHAL LOOP,
Oakland, FL 34787
THE REAL ESTATE COLLECTION LLC
SOLD
MAR 31, 2026
$680,000
5 Beds
4 Baths
3,163 sqft
2450 STANDING ROCK CIRCLE,
Oakland, FL 34787
PREMIER SOTHEBYS INT'L REALTY
SOLD
MAR 23, 2026
$560,000
5 Beds
4 Baths
3,449 sqft
229 LARGOVISTA DRIVE,
Oakland, FL 34787
RL LUXURY REAL ESTATE
SOLD
MAR 23, 2026
$430,000
3 Beds
2.5 Baths
1,753 sqft
2201 STANDING ROCK CIRCLE,
Oakland, FL 34787
CHARLES RUTENBERG REALTY ORLANDO
SOLD
MAR 14, 2026
$425,000
1203 RIDGE LAKE WAY LOT 244,
Winter Garden, FL 34787
OAK AVENUE REAL ESTATE LLC
SOLD
MAR 13, 2026
$692,000
5 Beds
4 Baths
4,030 sqft
570 JOHNS LANDING WAY,
Oakland, FL 34787
DENIZ REALTY PARTNERS LLC
SOLD
MAR 13, 2026
$3,894,945
6 Beds
6 Baths
4,636 sqft
517 N POLLARD STREET,
Oakland, FL 34787
STELLAR NON-MEMBER OFFICE
SOLD
MAR 12, 2026
$3,470,000
5 Beds
5.5 Baths
4,808 sqft
521 N POLLARD STREET,
Oakland, FL 34787
STELLAR NON-MEMBER OFFICE
SOLD
MAR 5, 2026
$284,100
1,757 sqft
2228 Gopher Tortoise Ter,
Oakland, FL 34787
SOLD
FEB 28, 2026
$645,000
4 Beds
3 Baths
2,281 sqft
2139 BAY LINE ROAD,
Oakland, FL 34787
MARKET CONNECT REALTY LLC
SOLD
FEB 27, 2026
$185,000
3 Beds
1 Bath
6,820 sqft
911 W Oakland Ave,
Oakland, FL 34760
SOLD
FEB 24, 2026
$537,000
4 Beds
3 Baths
3,182 sqft
326 LARGOVISTA DRIVE,
Oakland, FL 34787
EXP REALTY LLC
SOLD
FEB 19, 2026
$482,500
3 Beds
2.5 Baths
1,909 sqft
2029 WHITE FEATHER LOOP,
Oakland, FL 34787
ERIC BRESS REAL ESTATE LLC
SOLD
FEB 18, 2026
$495,000
3 Beds
2.5 Baths
1,822 sqft
2755 BOBCAT CHASE BOULEVARD,
Oakland, FL 34787
KELLER WILLIAMS ELITE PARTNERS III REALTY
SOLD
FEB 13, 2026
$2,050,000
5 Beds
6 Baths
6,141 sqft
1017 JOHNS POINT DRIVE,
Oakland, FL 34787
BAY STREET GROUP FLORIDA LLC
SOLD
FEB 12, 2026
$45,000
515 W HERRIOTT AVE LOT 12,
Oakland, FL 34760
STELLAR NON-MEMBER OFFICE
SOLD
FEB 9, 2026
$895,000
529 N POLLARD STREET LOT 40,
Oakland, FL 34760
REGENCY REAL ESTATE LLC
SOLD
FEB 6, 2026
$360,000
3 Beds
2 Baths
1,338 sqft
507 W OAKLAND AVENUE,
Oakland, FL 34760
REAL BROKER, LLC.
SOLD
FEB 3, 2026
$592,000
5 Beds
4 Baths
3,903 sqft
219 LARGOVISTA DRIVE,
Oakland, FL 34787
INTERMIX REAL ESTATE INC
SOLD
JAN 30, 2026
$649,000
5 Beds
4 Baths
4,246 sqft
207 LARGOVISTA DRIVE,
Oakland, FL 34787
COLDWELL BANKER REALTY
SOLD
JAN 29, 2026
$537,000
3 Beds
2.5 Baths
2,010 sqft
2090 STANDING ROCK CIRCLE,
Oakland, FL 34787
CREEGAN GROUP
SOLD
JAN 28, 2026
$505,000
4 Beds
2 Baths
2,094 sqft
222 LARGOVISTA DRIVE,
Oakland, FL 34787
ORANGE REALTY PROFESSIONALS LLC
SOLD
JAN 25, 2026
$450,000
510 N NIXON STREET LOT 9,
Oakland, FL 34760
CORCORAN PREMIER REALTY
SOLD
JAN 15, 2026
$535,000
4 Beds
2 Baths
2,490 sqft
610 STRIHAL LOOP,
Oakland, FL 34787
WHEATLEY REALTY GROUP
SOLD
JAN 9, 2026
$950,000
5 Beds
3 Baths
3,563 sqft
1304 FOLTZ LOOP,
Oakland, FL 34787
KELLER WILLIAMS WINTER PARK
SOLD
JAN 2, 2026
$895,000
513 N POLLARD STREET LOT 36,
Oakland, FL 34760
REGENCY REAL ESTATE LLC
SOLD
DEC 30, 2025
$737,500
5 Beds
3 Baths
3,493 sqft
1751 STANDING ROCK CIRCLE,
Oakland, FL 34787
STOCKWORTH REALTY GROUP
SOLD
DEC 23, 2025
$455,000
3 Beds
2.5 Baths
2,089 sqft
2023 WHITE FEATHER LOOP,
Oakland, FL 34787
OPENDOOR BROKERAGE LLC
SOLD
DEC 23, 2025
$389,000
2 Beds
2.5 Baths
1,472 sqft
2218 GOPHER TORTOISE TERRACE,
Oakland, FL 34787
CAM REALTY AND PROPERTY MANAGE
SOLD
DEC 19, 2025
$895,000
505 N POLLARD STREET LOT 34,
Oakland, FL 34760
STELLAR NON-MEMBER OFFICE
SOLD
DEC 17, 2025
$72,100
3 Beds
2 Baths
780 sqft
16920 County Road 50,
Winter Garden, FL 34787
SOLD
DEC 15, 2025
$4,383,239
5 Beds
6.5 Baths
6,203 sqft
548 WALKER STREET,
Oakland, FL 34760
CORCORAN PREMIER REALTY
SOLD
DEC 8, 2025
$512,500
3 Beds
2.5 Baths
2,152 sqft
1787 WHITE FEATHER LOOP,
Oakland, FL 34787
KELLER WILLIAMS REALTY AT THE PARKS

Recently Sold Homes Near Oakland, FL

We found 30 more homes matching your filters just outside Oakland

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SOLD
AUG 27, 2026
$2,417,730
5 Beds
5.5 Baths
4,527 sqft
1137 PRADO LANE,
Oakland, FL 34760
REGENCY REAL ESTATE LLC
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SOLD
AUG 24, 2026
$350,000
3 Beds
2.5 Baths
1,544 sqft
15340 OAK APPLE COURT COURT #16B,
Winter Garden, FL 34787
COLEDEV REAL ESTATE LLC
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SOLD
JUL 30, 2026
$745,000
4 Beds
4 Baths
2,831 sqft
931 KYLEE ALLEY,
Winter Garden, FL 34787
COMPASS FLORIDA LLC
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SOLD
JUL 24, 2026
$390,500
4 Beds
2 Baths
1,778 sqft
17802 Jefferson St,
Winter Garden, FL 34787
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SOLD
JUL 24, 2026
$1,335,000
4 Beds
3.5 Baths
3,495 sqft
15326 JOHNS LAKE POINTE BOULEVARD,
Winter Garden, FL 34787
LA ROSA REALTY LLC
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SOLD
JUL 23, 2026
$895,000
4 Beds
3.5 Baths
3,012 sqft
897 LANDRUM DRIVE,
Winter Garden, FL 34787
COMPASS FLORIDA LLC
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SOLD
JUL 20, 2026
$1,040,000
4 Beds
3.5 Baths
2,667 sqft
1219 SADDLEBACK DRIVE,
Oakland, FL 34787
CENTRAL FLORIDA PRIME REAL ESTATE LLC
SOLD
JUL 16, 2026
$337,500
3 Beds
2.5 Baths
1,684 sqft
1437 SCARLET OAK LOOP,
Winter Garden, FL 34787
EXP REALTY LLC
SOLD
JUL 15, 2026
$1,025,000
5 Beds
3 Baths
2,999 sqft
1108 RIVERWAY DRIVE,
Oakland, FL 34787
BHHS FLORIDA REALTY
SOLD
JUL 10, 2026
$1,140,000
5 Beds
5 Baths
4,659 sqft
16217 LAKE JOHNS CIRCLE,
Winter Garden, FL 34787
HOMEFIRST REAL ESTATE
SOLD
JUL 1, 2026
$850,000
4 Beds
3.5 Baths
3,399 sqft
505 E GULLEY AVENUE,
Winter Garden, FL 34787
CLOCK TOWER REALTY
SOLD
JUN 30, 2026
$1,295,000
4 Beds
3 Baths
2,834 sqft
912 LANDRUM DRIVE,
Winter Garden, FL 34787
DENIZ REALTY PARTNERS LLC
SOLD
JUN 25, 2026
$2,353,078
4 Beds
5 Baths
3,902 sqft
1204 WATER MAPLE DRIVE,
Oakland, FL 34760
REGENCY REAL ESTATE LLC
SOLD
JUN 24, 2026
$675,000
3 Beds
2.5 Baths
1,772 sqft
936 KYLEE ALY,
Winter Garden, FL 34787
REAL BROKER, LLC
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 CIRCLE,
Winter Garden, FL 34787
COLDWELL BANKER REALTY
SOLD
MAY 27, 2026
$850,000
4 Beds
3 Baths
2,850 sqft
8 WINTERS LANDING DRIVE,
Oakland, FL 34787
REGENCY REAL ESTATE LLC
SOLD
MAY 15, 2026
$320,000
3 Beds
2.5 Baths
1,544 sqft
15350 OAK APPLE COURT #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 CIRCLE,
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 DRIVE,
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 TRAIL,
Winter Garden, FL 34787
COMPASS FLORIDA LLC
SOLD
APR 27, 2026
$2,775,000
5 Beds
4 Baths
4,886 sqft
17737 DEER ISLE CIRCLE,
Winter Garden, FL 34787
PREMIER SOTHEBY'S INTL. REALTY
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 6, 2026
$1,525,000
3 Beds
2 Baths
3,340 sqft
15722 E OAKLAND AVENUE,
Winter Garden, FL 34787
RE/MAX PRIME PROPERTIES
SOLD
APR 1, 2026
$800,000
3 Beds
2 Baths
1,932 sqft
1087 HUNTSPOINT STREET,
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 23, 2026
$1,000,000
4 Beds
3.5 Baths
2,837 sqft
1045 COLLETON ALLEY,
Winter Garden, FL 34787
COMPASS FLORIDA LLC
SOLD
MAR 10, 2026
$925,700
4 Beds
3.5 Baths
2,461 sqft
1024 KERSHAW DRIVE,
Winter Garden, FL 34787
COLDWELL BANKER REALTY
SOLD
MAR 10, 2026
$1,200,000
4 Beds
3 Baths
2,563 sqft
1120 CIVITAS WAY,
Oakland, FL 34787
THE AGENCY FL
SOLD
MAR 5, 2026
$1,490,000
4 Beds
3.5 Baths
2,730 sqft
1127 CELADON STREET,
Oakland, FL 34787
OAK AVENUE REAL ESTATE LLC

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Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511