Oakland

Oakland is a town in Orange County, Florida, United States. The population was 2,538 at the 2010 Census, representing a growth of 171% over the population of 936 recorded during the 2000 census. It is part of the Orlando–Kissimmee Metropolitan Statistical Area.

41 homes for sale in Oakland

Name: Open House - 12:00PM-2:00PM
Start: 2026-11-07T12:00:00
End: 2026-11-07T14:00:00
Location: 2010 BOSS HEWETT ST, Oakland, FL 34787

Refine Search

1/26 26

3 Beds 3 Baths 2,082 SqFt

$479,900
Active

2273 STANDING ROCK CIR, Oakland, FL 34787

Listed by Maureen Nguyen, LLC REAL BROKER, LLC

Single Family Home
1/61 61

5 Beds 4 Baths 3,781 SqFt

$1,450,000
Open Sat 12PM-2PM

2010 BOSS HEWETT ST, Oakland, FL 34787

Listed by Yanira Suarez LPT REALTY, LLC

Single Family Home
1/40 40

6 Beds 7 Baths 5,144 SqFt

$3,295,000
Open Tue 11AM-4PM

312 BRILEY AVE, Oakland, FL 34760

Listed by Carolina Dumit CORCORAN PREMIER REALTY

Single Family Home
1/74 74

4 Beds 4 Baths 3,184 SqFt

$4,250
New

1213 FOLTZ LOOP, Oakland, FL 34787

Listed by Lori Gilmore LORI GILMORE REAL ESTATE LLC

Single Family Home
1/9 9

4 Beds 4 Baths 3,207 SqFt

$1,645,000
Active

20 W VICK AVE #1, Oakland, FL 34760

Listed by Kara Manuchia ALL REAL ESTATE & INVESTMENTS

Single Family Home
1/10 10

4 Beds 4 Baths 3,128 SqFt

$1,627,000
Active

20 W VICK AVE #2, Oakland, FL 34760

Listed by Kara Manuchia ALL REAL ESTATE & INVESTMENTS

Single Family Home
1/36 36

5 Beds 4 Baths 3,641 SqFt

$695,000
Active

726 REGINA CIR, Oakland, FL 34787

Listed by Daniel Robinson HOUWZER INC

Single Family Home
1/39 39

3 Beds 3 Baths 1,909 SqFt

$489,900
Active

2199 WHITE FEATHER LOOP, Oakland, FL 34787

Listed by Jon McCall, PA DALTON WADE INC

Single Family Home
1/64 64

4 Beds 4 Baths 3,184 SqFt

$849,000
Active

1213 FOLTZ LOOP, Oakland, FL 34787

Listed by Lori Gilmore LORI GILMORE REAL ESTATE LLC

Single Family Home
1/50 50

2 Beds 3 Baths 1,472 SqFt

$364,900
Active

2107 GOPHER TORTOISE TER, Oakland, FL 34787

Listed by Beverly Amerman LPT REALTY, LLC

Townhouse
1/62 62

5 Beds 4 Baths 3,658 SqFt

$1,050,000
Active

1316 SOUTHERN SUN DRIVE, Oakland, FL 34787

Listed by Erik Franco LA ROSA REALTY KISSIMMEE

Single Family Home
1/39 39

2 Beds 3 Baths 1,652 SqFt

$367,500
Active

2224 GOPHER TORTOISE TER, Oakland, FL 34787

Listed by Nitza Geiger LAKESIDE REALTY WINDERMERE INC

Townhouse
1/40 40

4 Beds 3 Baths 2,576 SqFt

$565,000
Active

2561 SKY STONE CT, Oakland, FL 34787

Listed by Erika Gao RC GROUP REALTY LLC

Single Family Home
1/30 30

3 Beds 2 Baths 1,571 SqFt

$600,000
Active

100 MATHER SMITH DR, Oakland, FL 34760

Listed by Christopher Bessette KELLER WILLIAMS CLASSIC

Single Family Home
1/57 57

3 Beds 2 Baths 1,916 SqFt

$615,000
Active

2107 BAY LINE RD, Oakland, FL 34787

Listed by Marianne Khozam KELLER WILLIAMS WINTER PARK

Single Family Home
3D

5 Beds 3 Baths 3,430 SqFt

$730,000
Active

2470 STANDING ROCK CIR, Oakland, FL 34787

Listed by Erica Diaz HOMEVEST REALTY

Single Family Home
1/74 74

4 Beds 4 Baths 3,620 SqFt

$1,445,000
Active

137 PETRIS AVE, Oakland, FL 34760

Listed by Crystal Yovaish REGENCY REAL ESTATE LLC

Single Family Home
1/77 77

4 Beds 4 Baths 3,085 SqFt

$800,000
Active

1016 CATORI RD, Oakland, FL 34787

Listed by Kelly Zannini HOMEVEST REALTY

Single Family Home
1/42 42

3 Beds 3 Baths 1,620 SqFt

$329,950
Active

1511 SWEET APPLE ST, Oakland, FL 34787

Listed by Ali Yche SOUTHERN PRESTIGE REALTY INC

Townhouse
1/54 54

4 Beds 3 Baths 2,854 SqFt

$559,000
Active

2471 SKY STONE CT, Oakland, FL 34787

Listed by Eric Jia NUMBER 1 BROKER, LLC

Single Family Home
1/70 70

4 Beds 4 Baths 3,562 SqFt

$1,400,000
Active

1112 HULL ISLAND DR, Oakland, FL 34787

Listed by Kelly Zannini HOMEVEST REALTY

Single Family Home
1/55 55

4 Beds 3 Baths 2,486 SqFt

$540,000
Active

223 LARGOVISTA DR., Oakland, FL 34787

Listed by Corey Smallman MARKET CONNECT REALTY LLC

Single Family Home
3D

6 Beds 4 Baths 4,001 SqFt

$779,000
Active

1603 JOHNS COVE LN, Oakland, FL 34787

Listed by Dominick Florio RE/MAX TOWN & COUNTRY REALTY

Single Family Home
1/50 50

5 Beds 8 Baths 4,433 SqFt

$2,495,000
Active

1134 PRADO LN, Oakland, FL 34787

Listed by Alexis Anderson REGENCY REAL ESTATE LLC

Single Family Home