48 total properties
Did you mean the neighborhood Oakland?
View 510 BRILEY AVENUE Oakland, FL MLS# O6364796
  • Recently Listed with Virtual Tour
1 of 79
$3,575,000
5

Beds

5.2

Baths

5,478

Sq.Ft.

510 BRILEY AVENUE

Oakland, FL

Courtesy of REGENCY REAL ESTATE LLC
View 312 BRILEY AVENUE Oakland, FL MLS# O6360845
  • New Construction
1 of 6
$2,995,000
6

Beds

6.1

Baths

5,144

Sq.Ft.

312 BRILEY AVENUE

Oakland, FL

Courtesy of CORCORAN PREMIER REALTY
View 320 S TUBB STREET Oakland, FL MLS# G5105639
  • Recently Listed with Virtual Tour
1 of 38
$2,750,000
12,150

Sq.Ft.

320 S TUBB STREET

Oakland, FL

Courtesy of ARELLANO REALTY & INVESTMENTS
The time to sell is now! THE TIME TO SELL IS NOW!
View 1244 WATER MAPLE DRIVE Oakland, FL MLS# O6296402
  • New Construction with Virtual Tour
1 of 15
$2,295,000
6

Beds

5.1

Baths

4,859

Sq.Ft.

1244 WATER MAPLE DRIVE

Oakland, FL

Courtesy of REGENCY REAL ESTATE LLC
View 1173 PRADO LANE Oakland, FL MLS# O6359359
  • New Construction with Virtual Tour
1 of 17
$2,238,120
5

Beds

5.1

Baths

4,204

Sq.Ft.

1173 PRADO LANE

Oakland, FL

Courtesy of REGENCY REAL ESTATE LLC
View 1232 WATER MAPLE DRIVE Oakland, FL MLS# O6296458
  • New Construction with Virtual Tour
1 of 15
$2,175,000
5

Beds

5.3

Baths

4,433

Sq.Ft.

1232 WATER MAPLE DRIVE

Oakland, FL

Courtesy of REGENCY REAL ESTATE LLC
View 1017 JOHNS POINT DRIVE Oakland, FL MLS# O6363950
$2,160,000
5

Beds

6.0

Baths

6,141

Sq.Ft.

1017 JOHNS POINT DRIVE

Oakland, FL

Courtesy of BAY STREET GROUP FLORIDA LLC
View 1238 WATER MAPLE DRIVE Oakland, FL MLS# O6296225
  • New Construction with Virtual Tour
1 of 15
$2,150,000
5

Beds

5.1

Baths

4,388

Sq.Ft.

1238 WATER MAPLE DRIVE

Oakland, FL

Courtesy of REGENCY REAL ESTATE LLC
View 1146 PRADO LANE Oakland, FL MLS# O6359354
  • New Construction
1 of 16
$2,130,760
5

Beds

5.1

Baths

3,992

Sq.Ft.

1146 PRADO LANE

Oakland, FL

Courtesy of REGENCY REAL ESTATE LLC
View 1149 PRADO LANE DRIVE Oakland, FL MLS# O6295799
  • New Construction with Virtual Tour
1 of 15
$1,975,000
5

Beds

5.1

Baths

3,596

Sq.Ft.

1149 PRADO LANE DRIVE

Oakland, FL

Courtesy of REGENCY REAL ESTATE LLC
View 1207 RIDGE LAKE WAY Oakland, FL MLS# O6316643
  • New Construction with Virtual Tour
1 of 7
$1,700,000
5

Beds

3.1

Baths

3,909

Sq.Ft.

1207 RIDGE LAKE WAY

Oakland, FL

Courtesy of NEW HOMES REAL ESTATE, INC.
View 620 N TUBB STREET Oakland, FL MLS# O6362142
  • Virtual Tour
1 of 62
$1,650,000
6

Beds

7.1

Baths

5,614

Sq.Ft.

620 N TUBB STREET

Oakland, FL

Courtesy of OAKSTRAND REALTY
View 101 N STARR STREET Oakland, FL MLS# O6323162
  • Virtual Tour
1 of 32
$1,450,000
3

Beds

3.1

Baths

2,502

Sq.Ft.

101 N STARR STREET

Oakland, FL

Courtesy of BHHS FLORIDA REALTY
View 552 WALKER STREET Oakland, FL MLS# O6302798
$1,250,000
Studio

Beds

0.0

Baths

552 WALKER STREET

Oakland, FL

Courtesy of REGENCY REAL ESTATE LLC
View 154 SOUTHERN RAILWAY 1 Oakland, FL MLS# O6300829
  • New Construction with Virtual Tour
1 of 11
$1,220,000
3,536

Sq.Ft.

154 SOUTHERN RAILWAY 1

Oakland, FL

Courtesy of THE MARKS GROUP REALTY, LLC
View 134 SOUTHERN RAILWAY 7 Oakland, FL MLS# O6300839
  • New Construction with Virtual Tour
1 of 7
$1,090,000
3,248

Sq.Ft.

134 SOUTHERN RAILWAY 7

Oakland, FL

Courtesy of THE MARKS GROUP REALTY, LLC
View 624 HULL ISLAND DRIVE Oakland, FL MLS# O6359887
$1,000,000
4

Beds

2.0

Baths

2,708

Sq.Ft.

624 HULL ISLAND DRIVE

Oakland, FL

Courtesy of RE/MAX EXCLUSIVE COLLECTION
View 1304 FOLTZ LOOP Oakland, FL MLS# O6364211
  • Virtual Tour
1 of 64
$999,000
5

Beds

3.0

Baths

3,563

Sq.Ft.

1304 FOLTZ LOOP

Oakland, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 501 E OAKLAND AVENUE Oakland, FL MLS# O6355030
  • Virtual Tour
1 of 39
$899,000
4

Beds

3.1

Baths

3,448

Sq.Ft.

501 E OAKLAND AVENUE

Oakland, FL

Courtesy of HOMEVEST REALTY
View 513 N POLLARD STREET Oakland, FL MLS# O6303727
$895,000
Studio

Beds

0.0

Baths

513 N POLLARD STREET

Oakland, FL

Courtesy of REGENCY REAL ESTATE LLC

About Oakland

Ideally located along the shores of Lake Apopka and surrounded by enormous oak trees, the Town of Oakland was first incorporated as long ago as 1887.  Oakland offers a quiet residential retreat and serene country atmosphere to a small population of less than 1,500 residents.  At the same time, the area surrounding the community has experienced considerable growth and development, dotting the region with new subdivisions and beautiful homes.  In fact, maintaining its traditional image of being "Nestled among the Oaks" has been one of the city's greatest challenges in the face of the area's rapid expansion.  Oakland is the proud home of the West Orange Trailhead and the Oakland Nature Preserve, providing excellent opportunities for recreation.  The trailhead attracts thousands of outdoor enthusiasts each year, while the Oakland Nature Preserve ensures a scenic retreat that showcases the splendor of native Florida plant and animal life. Residents and visitors alike appreciate Oakland as the epitome of yesterday's small and charming Florida town.

Listings in Oakland, FL

48

Estimated median home price

$731,750
Oakland FL Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Oakland, Florida real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Oakland, FL.

Homes for Sale by Price in Oakland, FL

PriceCount
$0 - 100K1
$100K - 200K0
$200K - 300K0
$300K - 400K3
$400K - 500K8
$500K - 600K4
$600K - 700K7
$700K - 800K3
$800K - 900K4
$900K - 1M2
$1M - Max16

Homes for Sale by Type in Oakland, FL

Property TypeCount
Single Family35
Townhouse0
Condo0
Commercial4
Rental4
Lots and Land9
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 12/24/2025)

Information deemed reliable but not guaranteed.

The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, Inc. All rights reserved.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Listing information courtesy of My Florida Regional MLS DBA Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Copyright 2012 My Florida Regional MLS DBA Stellar MLS. All rights reserved

Data is updated as of 12/25/2025.