Oakland Real Estate

Some of the best housing options in Orange County are in the Oakland Real Estate market, with a variety of single family homes for sale priced between $515,000 and as high as $2,750,000 three to six bedroom homes that range in size from 2,150 to 6,758 square feet.

We have detailed information regarding 7 communities in Oakland, including five non-gated communities of single family homes, and two waterfront communities including some new construction opportunities and open houses. Oakland real estate activity on the MLS indicates 36 properties are currently on the market (as of May 22nd, 2026). Whether relocating to Oakland from another state or upsizing or downsizing, whichever of the many homes for sale in Oakland and the entire Central Florida region you choose, our professional Realtors in Oakland Florida can guide you through the home-buying process.

Oakland Homes For Sale

$2,750,000

Johns Cove

812 Johns Point Dr
Oakland, FL 34787

5

6

3

5,621 SqFt

Pool

Water Front

0.56 Acres

56 Days

Under Contract

$2,395,000

MLS#MFRO6402288

1137 Prado Ln
Oakland, FL 34760

5

6

2

5,901 SqFt

Pool

0.27 Acres

18 Days

New Construction

$2,238,120

MLS#MFRO6359359

1173 Prado Ln
Oakland, FL 34787

5

6

3

5,799 SqFt

Pool

0.24 Acres

188 Days

New Construction

Under Contract

$2,186,921

MLS#MFRO6408609

100 W Railway Ave
Oakland, FL 34760

3

6

3

5,057 SqFt

Pool

0.31 Acres

5 Days

New Construction

$2,130,760

MLS#MFRO6359354

1146 Prado Ln
Oakland, FL 34787

5

6

2

4,924 SqFt

Pool

0.24 Acres

188 Days

New Construction

$2,098,000

Oakland Park

1258 Ridge Lake Way
Oakland, FL 34787

4

4

3

6,280 SqFt

0.25 Acres

127 Days

New Construction

$1,975,000

MLS#MFRO6375487

1106 Sarah Mathews Dr
Oakland, FL 34760

5

6

2

5,911 SqFt

Pool

0.25 Acres

101 Days

New Construction

Under Contract

$1,949,000

MLS#MFRO6391844

511 Briley Ave
Oakland, FL 34760

5

5

2

5,308 SqFt

Pool

0.31 Acres

64 Days

New Construction

$1,799,000

Hull Island

1216 Hull Island Dr
Oakland, FL 34787

5

5

3

6,234 SqFt

Pool

Water Front

0.28 Acres

10 Days

Reduced

$1.499 Million

$1,650,000

MLS#MFRO6362142

620 N Tubb St
Oakland, FL 34760

6

8

6,758 SqFt

0.85 Acres

182 Days

Reduced

$1.499 Million

$1,588,000

Johns Cove

1412 Johns Cove Ln
Oakland, FL 34787

4

5

3

5,061 SqFt

Pool

Water Front

0.59 Acres

63 Days

Reduced

$1,268,000

$1,299,999

Oakland Park

1156 Civitas Way
Oakland, FL 34787

4

3

3

6,309 SqFt

0.14 Acres

86 Days

36 Active Listings in Oakland, FL

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Living in Oakland affords you easy access to nearby golf courses, fine dining, entertainment venues and various other amenities and conveniences in the city of Oakland. The I-4 or Florida's Turnpike provide an easy transition to nearby cities.

Boating and watersports are integral to the Central Florida lifestyle, offering year-round access to an abundance of lakes, vibrant marine life, and a culture centered around outdoor leisure and recreation. Oakland real estate prices are directly correlated to it's proximity to these amenities.

The data relating to homes for sale or lease or other real estate for sale or for rent on the BEX Realty website comes in part from a cooperative data exchange program of the MLS in which this Broker participates. The real estate displayed may not be all of the homes in the database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Homes for sale that are listed by Brokers other than this Broker are marked with either the listing Broker's name or the MLS name or a logo provided by the MLS and the details page about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. BEX Realty, the Florida Association of Realtors and its cooperating Multiple Listing Services do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law including the fair housing act prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing. 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.