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

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1/61 61

Open Sat 12PM-2PM

$ 1,450,000

5 Beds4 Baths3,781 SqFt

2010 BOSS HEWETT ST, Oakland, FL 34787

Single Family Home

Listed by Yanira Suarez LPT REALTY, LLC
1/40 40

Open Wed 11AM-4PM

$ 3,295,000

6 Beds7 Baths5,144 SqFt

312 BRILEY AVE, Oakland, FL 34760

Single Family Home

Listed by Carolina Dumit CORCORAN PREMIER REALTY
1/9 9

Active

$ 1,645,000

4 Beds4 Baths3,207 SqFt

20 W VICK AVE #1, Oakland, FL 34760

Single Family Home

Listed by Kara Manuchia ALL REAL ESTATE & INVESTMENTS
1/10 10

Active

$ 1,627,000

4 Beds4 Baths3,128 SqFt

20 W VICK AVE #2, Oakland, FL 34760

Single Family Home

Listed by Kara Manuchia ALL REAL ESTATE & INVESTMENTS
1/36 36

Active

$ 695,000

5 Beds4 Baths3,641 SqFt

726 REGINA CIR, Oakland, FL 34787

Single Family Home

Listed by Daniel Robinson HOUWZER INC
1/39 39

Active

$ 489,900

3 Beds3 Baths1,909 SqFt

2199 WHITE FEATHER LOOP, Oakland, FL 34787

Single Family Home

Listed by Jon McCall, PA DALTON WADE INC
1/64 64

Active

$ 849,000

4 Beds4 Baths3,184 SqFt

1213 FOLTZ LOOP, Oakland, FL 34787

Single Family Home

Listed by Lori Gilmore LORI GILMORE REAL ESTATE LLC
1/50 50

Active

$ 364,900

2 Beds3 Baths1,472 SqFt

2107 GOPHER TORTOISE TER, Oakland, FL 34787

Townhouse

Listed by Beverly Amerman LPT REALTY, LLC
1/62 62

Active

$ 1,050,000

5 Beds4 Baths3,658 SqFt

1316 SOUTHERN SUN DRIVE, Oakland, FL 34787

Single Family Home

Listed by Erik Franco LA ROSA REALTY KISSIMMEE
1/39 39

Active

$ 367,500

2 Beds3 Baths1,652 SqFt

2224 GOPHER TORTOISE TER, Oakland, FL 34787

Townhouse

Listed by Nitza Geiger LAKESIDE REALTY WINDERMERE INC
1/40 40

Active

$ 565,000

4 Beds3 Baths2,576 SqFt

2561 SKY STONE CT, Oakland, FL 34787

Single Family Home

Listed by Erika Gao RC GROUP REALTY LLC
1/30 30

Active

$ 600,000

3 Beds2 Baths1,571 SqFt

100 MATHER SMITH DR, Oakland, FL 34760

Single Family Home

Listed by Christopher Bessette KELLER WILLIAMS CLASSIC
1/57 57

Active

$ 615,000

3 Beds2 Baths1,916 SqFt

2107 BAY LINE RD, Oakland, FL 34787

Single Family Home

Listed by Marianne Khozam KELLER WILLIAMS WINTER PARK
3D

Active

$ 730,000

5 Beds3 Baths3,430 SqFt

2470 STANDING ROCK CIR, Oakland, FL 34787

Single Family Home

Listed by Erica Diaz HOMEVEST REALTY
1/26 26

Active

$ 479,900

3 Beds3 Baths2,082 SqFt

2273 STANDING ROCK CIR, Oakland, FL 34787

Single Family Home

Listed by Maureen Nguyen, LLC REAL BROKER, LLC
1/74 74

Active

$ 1,445,000

4 Beds4 Baths3,620 SqFt

137 PETRIS AVE, Oakland, FL 34760

Single Family Home

Listed by Crystal Yovaish REGENCY REAL ESTATE LLC
1/77 77

Active

$ 800,000

4 Beds4 Baths3,085 SqFt

1016 CATORI RD, Oakland, FL 34787

Single Family Home

Listed by Kelly Zannini HOMEVEST REALTY
1/42 42

Active

$ 329,950

3 Beds3 Baths1,620 SqFt

1511 SWEET APPLE ST, Oakland, FL 34787

Townhouse

Listed by Ali Yche SOUTHERN PRESTIGE REALTY INC
1/54 54

Active

$ 559,000

4 Beds3 Baths2,854 SqFt

2471 SKY STONE CT, Oakland, FL 34787

Single Family Home

Listed by Eric Jia NUMBER 1 BROKER, LLC
1/70 70

Active

$ 1,400,000

4 Beds4 Baths3,562 SqFt

1112 HULL ISLAND DR, Oakland, FL 34787

Single Family Home

Listed by Kelly Zannini HOMEVEST REALTY
1/55 55

Active

$ 540,000

4 Beds3 Baths2,486 SqFt

223 LARGOVISTA DR., Oakland, FL 34787

Single Family Home

Listed by Corey Smallman MARKET CONNECT REALTY LLC
3D

Active

$ 779,000

6 Beds4 Baths4,001 SqFt

1603 JOHNS COVE LN, Oakland, FL 34787

Single Family Home

Listed by Dominick Florio RE/MAX TOWN & COUNTRY REALTY
1/50 50

Active

$ 2,495,000

5 Beds8 Baths4,433 SqFt

1134 PRADO LN, Oakland, FL 34787

Single Family Home

Listed by Alexis Anderson REGENCY REAL ESTATE LLC
1/13 13

Active

$ 2,665,990

6 Beds7 Baths4,658 SqFt

1152 PRADO LN, Oakland, FL 34787

Single Family Home

Listed by Alexis Anderson REGENCY REAL ESTATE LLC