45 total properties
Did you mean the neighborhood Oakland?
View 121 S NIXON STREET Oakland, FL MLS# O6352916
$75,000
Studio

Beds

0.0

Baths

121 S NIXON STREET

Oakland, FL

Courtesy of SANCTUM REALTY PROFESSIONALS LLC
View 529 JOHNS LANDING WAY Oakland, FL MLS# O6344952
$675,000
4

Beds

3.0

Baths

2,650

Sq.Ft.

529 JOHNS LANDING WAY

Oakland, FL

Courtesy of REAL BROKER, LLC
View 326 LARGOVISTA DRIVE Oakland, FL MLS# G5100922
  • Virtual Tour
1 of 26
$649,700
4

Beds

3.0

Baths

3,182

Sq.Ft.

326 LARGOVISTA DRIVE

Oakland, FL

Courtesy of EXP REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 610 SIMEON ROAD Oakland, FL MLS# O6338430
  • Virtual Tour
1 of 14
$385,000
Studio

Beds

0.0

Baths

610 SIMEON ROAD

Oakland, FL

Courtesy of REGENCY REAL ESTATE LLC
View 2090 STANDING ROCK CIRCLE Oakland, FL MLS# O6335263
$585,000
3

Beds

2.1

Baths

2,010

Sq.Ft.

2090 STANDING ROCK CIRCLE

Oakland, FL

Courtesy of CREEGAN GROUP
View 219 LARGOVISTA DRIVE Oakland, FL MLS# O6333543
  • Virtual Tour
1 of 21
$610,000
5

Beds

4.0

Baths

3,903

Sq.Ft.

219 LARGOVISTA DRIVE

Oakland, FL

Courtesy of INTERMIX REAL ESTATE INC
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 2435 STANDING ROCK CIRCLE Oakland, FL MLS# O6325992
$471,900
4

Beds

2.1

Baths

2,017

Sq.Ft.

2435 STANDING ROCK CIRCLE

Oakland, FL

Courtesy of CENTRAL FLORIDA REALTY
View 229 LARGOVISTA DRIVE Oakland, FL MLS# O6326149
  • Virtual Tour
1 of 56
$575,000
5

Beds

4.0

Baths

3,449

Sq.Ft.

229 LARGOVISTA DRIVE

Oakland, FL

Courtesy of RL LUXURY REAL ESTATE
View 2755 BOBCAT CHASE BOULEVARD Oakland, FL MLS# G5098929
    1 of 33
    OPEN HOUSE: Friday 1/2 3:00 PM - 7:00 PM
    $500,000
    3

    Beds

    2.1

    Baths

    1,822

    Sq.Ft.

    2755 BOBCAT CHASE BOULEVARD

    Oakland, FL

    Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY
    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 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 160 SOUTHERN RAILWAY 2 Oakland, FL MLS# O6300830
    • New Construction with Virtual Tour
    1 of 7
    $820,000
    2,288

    Sq.Ft.

    160 SOUTHERN RAILWAY 2

    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 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 529 N POLLARD STREET Oakland, FL MLS# O6303520
    • Virtual Tour
    1 of 11
    $895,000
    Studio

    Beds

    0.0

    Baths

    529 N POLLARD STREET

    Oakland, FL

    Courtesy of CORCORAN PREMIER 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
    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 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 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

    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

    47

    Estimated median home price

    $749,000
    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 - 500K7
    $500K - 600K4
    $600K - 700K7
    $700K - 800K3
    $800K - 900K4
    $900K - 1M2
    $1M - Max16

    Homes for Sale by Type in Oakland, FL

    Property TypeCount
    Single Family34
    Townhouse0
    Condo0
    Commercial4
    Rental3
    Lots and Land9
    Condo/Town/CoOp0
    CoOp0
    Multi Family0
    Mobile Home0
    Farms0

    (Data as of 12/27/2025)

    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 12/30/2025.