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 $364,900 and as high as $3,575,000 three to six bedroom homes that range in size from 2,150 to 8,194 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 30 properties are currently on the market (as of December 27th, 2025). 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

$3,575,000

MLS#MFRO6364796

510 Briley Ave
Oakland, FL 34760

5

7

4

8,194 SqFt

Pool

0.45 Acres

17 Days

New Construction

$2.995 Million

MLS#MFRO6360845

312 Briley Ave
Oakland, FL 34760

6

7

4

6,551 SqFt

Pool

0.43 Acres

42 Days

New Construction

$2,238,120

MLS#MFRO6359359

1173 Prado Ln
Oakland, FL 34787

5

6

3

5,799 SqFt

Pool

0.24 Acres

42 Days

New Construction

Under Contract

$2,160,000

Johns Cove

1017 Johns Point Dr
Oakland, FL 34787

5

6

3

7,887 SqFt

Pool

Water Front

0.96 Acres

17 Days

$2,130,760

MLS#MFRO6359354

1146 Prado Ln
Oakland, FL 34787

5

6

2

4,924 SqFt

Pool

0.24 Acres

42 Days

New Construction

$1,700,000

Oakland Park

1207 Ridge Lake Way
Oakland, FL 34787

5

4

3

5,609 SqFt

0.24 Acres

201 Days

New Construction

$1,650,000

MLS#MFRO6362142

620 N Tubb St
Oakland, FL 34760

6

8

6,758 SqFt

0.85 Acres

36 Days

$1,450,000

MLS#MFRO6323162

101 N Starr St
Oakland, FL 34760

3

4

3

4,082 SqFt

Pool

0.39 Acres

161 Days

$1 Million

MLS#MFRO6359887

624 Hull Island Dr
Oakland, FL 34787

4

2

2

3,850 SqFt

2.55 Acres

45 Days

Under Contract

$999,000

Hull Island

1304 Foltz Loop
Oakland, FL 34787

5

3

3

3,900 SqFt

0.16 Acres

25 Days

Reduced

$899,000

$950,000

Winters Landing

501 E Oakland Ave
Oakland, FL 34787

4

4

3

4,235 SqFt

Pool

0.34 Acres

65 Days

$800,000

Oakland Trails

1970 Standing Rock Cir
Oakland, FL 34787

5

3

3

4,682 SqFt

0.2 Acres

38 Days

30 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 such as Montverde, Winter Haven, Minneola, Ocoee, Mascotte, Gotha, Davenport, Apopka, Deland, Windermere, Astatula, Howey In The Hills, Zellwood, Mount Dora, Groveland, Altamonte Springs, and Winter Garden.

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.

Additionally, four local airports are easily accessible - Orlando Executive (ORL), Kissimmee Gateway (ISM) in Orlando, Orlando International (MCO), and Orlando Sanford International (SFB). Finally, for private air travel, you may utilize Leesburg International (LEE).

The data relating to homes for sale or lease or other real estate for sale or for rent on the ZFC 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. ZFC, 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.