Recently Sold Homes in Oakland, FL

79 homes

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SOLD
JUN 23, 2026
$415,000
3 Beds
3 Baths
1,809 sqft
2222 GOPHER TORTOISE TERRACE,
Oakland, FL 34787
LPT REALTY, LLC
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SOLD
JUN 18, 2026
$374,900
1215 RIDGE LAKE WAY LOT 247,
Winter Garden, FL 34787
OAK AVENUE REAL ESTATE LLC
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SOLD
JUN 12, 2026
$565,000
3 Beds
2 Baths
1,975 sqft
1507 WILD SWEETGRASS WAY,
Oakland, FL 34760
CORCORAN PREMIER REALTY
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SOLD
JUN 2, 2026
$1,949,000
5 Beds
4.5 Baths
3,862 sqft
511 BRILEY AVENUE,
Oakland, FL 34760
CORCORAN PREMIER REALTY
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SOLD
MAY 22, 2026
$550,000
5 Beds
3.5 Baths
3,248 sqft
1490 STONE ARROW COURT,
Oakland, FL 34787
NUMBER 1 BROKER, LLC
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SOLD
MAY 22, 2026
$519,000
3 Beds
2 Baths
1,565 sqft
2618 BOBCAT CHASE BOULEVARD,
Oakland, FL 34787
THE REAL ESTATE COLLECTION LLC
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SOLD
MAY 18, 2026
$484,000
4 Beds
3 Baths
2,120 sqft
1051 STATIONSIDE DRIVE,
Oakland, FL 34787
CORCORAN PREMIER REALTY
SOLD
MAY 13, 2026
$630,000
5 Beds
3.5 Baths
3,007 sqft
2451 SKY STONE COURT,
Oakland, FL 34787
KELLER WILLIAMS ADVANTAGE III
SOLD
MAY 13, 2026
$3,800,000
5 Beds
4.5 Baths
5,357 sqft
533 N POLLARD STREET,
Oakland, FL 34760
REGENCY REAL ESTATE LLC
SOLD
MAY 8, 2026
$57,000
121 S Nixon St,
Oakland, FL 34760
SOLD
MAY 5, 2026
$633,000
4 Beds
3 Baths
3,000 sqft
847 CURA COURT,
Oakland, FL 34787
URBAN-O REAL ESTATE SOLUTIONS
SOLD
MAY 5, 2026
$500,000
3 Beds
2.5 Baths
1,811 sqft
2660 BOBCAT CHASE BOULEVARD,
Oakland, FL 34787
KELLER WILLIAMS ELITE PARTNERS III REALTY
SOLD
APR 30, 2026
$475,000
3 Beds
2.5 Baths
2,078 sqft
2135 STANDING ROCK CIRCLE,
Oakland, FL 34787
KELLER WILLIAMS WINTER PARK
SOLD
APR 30, 2026
$420,000
1227 RIDGE LAKE WAY LOT 249,
Winter Garden, FL 34787
THE C SMITH REAL ESTATE GROUP LLC
SOLD
APR 29, 2026
$57,000
121 S NIXON STREET LOT 6,
Oakland, FL 34760
SANCTUM REALTY PROFESSIONALS LLC
SOLD
APR 29, 2026
$88,000
406 W HERRIOTT AVENUE LOT 1,
Oakland, FL 34760
V PROPERTIES INC
SOLD
APR 28, 2026
$600,000
4 Beds
2.5 Baths
2,473 sqft
2606 BOBCAT CHASE BOULEVARD,
Oakland, FL 34787
BHHS FLORIDA REALTY
SOLD
APR 21, 2026
$539,000
3 Beds
2 Baths
1,565 sqft
1148 BOBCAT CHASE BOULEVARD,
Oakland, FL 34787
CORCORAN PREMIER REALTY
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
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
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.
SOLD
APR 6, 2026
$850,000
4 Beds
3.5 Baths
3,448 sqft
501 E OAKLAND AVENUE,
Oakland, FL 34787
HOMEVEST REALTY
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
SOLD
APR 1, 2026
$1,125,000
552 WALKER STREET LOT 45,
Winter Garden, FL 34787
REGENCY REAL ESTATE LLC
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 9, 2026
$649,000
4 Beds
3 Baths
2,274 sqft
2169 BAY LINE ROAD,
Oakland, FL 34787
LPT REALTY, LLC
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

Recently Sold Homes Near Oakland, FL

We found 30 more homes matching your filters just outside Oakland

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SOLD
NOV 10, 2026
$782,000
3 Beds
2 Baths
1,978 sqft
923 ALLENHURST STREET,
Winter Garden, FL 34787
FLORIDA REALTY MARKETPLACE
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SOLD
NOV 5, 2026
$375,000
3 Beds
2.5 Baths
1,737 sqft
1424 SCARLET OAK LOOP,
Winter Garden, FL 34787
TEAMCONNECT REALTY LLC
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SOLD
NOV 4, 2026
$1,450,000
3 Beds
2.5 Baths
2,735 sqft
263 DEER ISLE DRIVE,
Winter Garden, FL 34787
BHHS FLORIDA REALTY
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SOLD
NOV 2, 2026
$285,000
3 Beds
2.5 Baths
1,699 sqft
15357 OAK APPLE COURT #4C,
Winter Garden, FL 34787
THE SIMON SIMAAN GROUP
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SOLD
NOV 2, 2026
$315,000
3 Beds
2.5 Baths
1,699 sqft
1668 SCARLET OAK LOOP #C,
Winter Garden, FL 34787
COLDWELL BANKER REALTY
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SOLD
OCT 26, 2026
$862,000
4 Beds
3 Baths
2,246 sqft
150 HAMMOCK PRESERVE LOOP,
Oakland, FL 34787
COMPASS FLORIDA LLC
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SOLD
OCT 20, 2026
$689,000
4 Beds
3.5 Baths
2,787 sqft
17954 HITHER HILLS CIRCLE,
Winter Garden, FL 34787
EXP REALTY LLC
SOLD
OCT 9, 2026
$865,000
4 Beds
3 Baths
2,239 sqft
226 HAMMOCK PRESERVE LOOP,
Oakland, FL 34787
OLYMPUS EXECUTIVE REALTY INC
SOLD
OCT 6, 2026
$810,000
5 Beds
4 Baths
4,240 sqft
14001 RUGBY STREET,
Winter Garden, FL 34787
KELLER WILLIAMS ELITE PARTNERS III REALTY
SOLD
OCT 1, 2026
$320,000
3 Beds
2 Baths
1,808 sqft
17639 ADAMS STREET,
Winter Garden, FL 34787
DOWN HOME REALTY, LLLP
SOLD
SEP 17, 2026
$587,000
3 Beds
2.5 Baths
1,642 sqft
914 TROWMAN ALLEY,
Winter Garden, FL 34787
HOMEVEST REALTY
SOLD
SEP 10, 2026
$779,900
4 Beds
4 Baths
2,831 sqft
944 KYLEE ALY,
Winter Garden, FL 34787
THE REAL ESTATE COLLECTION LLC
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
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
SOLD
JUL 30, 2026
$745,000
4 Beds
4 Baths
2,831 sqft
931 KYLEE ALLEY,
Winter Garden, FL 34787
COMPASS FLORIDA LLC
SOLD
JUL 24, 2026
$390,500
4 Beds
2 Baths
1,778 sqft
17802 Jefferson St,
Winter Garden, FL 34787
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
SOLD
JUL 23, 2026
$895,000
4 Beds
3.5 Baths
3,012 sqft
897 LANDRUM DRIVE,
Winter Garden, FL 34787
COMPASS FLORIDA LLC
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

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