10 total properties
Did you mean the neighborhood Oakland?
View 321 E GULLEY AVENUE Oakland, FL MLS# O6370362
  • Recently Listed with Virtual Tour
1 of 20
$395,000
Studio

Beds

0.0

Baths

321 E GULLEY AVENUE

Oakland, FL

Courtesy of LUXE PROPERTIES LLC
View 717 STRIHAL LOOP Oakland, FL MLS# O6367476
  • Recently Listed with Virtual Tour
1 of 32
$480,000
4

Beds

2.0

Baths

2,065

Sq.Ft.

717 STRIHAL LOOP

Oakland, FL

Courtesy of THE REAL ESTATE COLLECTION LLC
View 2690 BOBCAT CHASE BOULEVARD Oakland, FL MLS# O6351816
$465,000
3

Beds

2.0

Baths

1,554

Sq.Ft.

2690 BOBCAT CHASE BOULEVARD

Oakland, FL

Courtesy of LPT 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 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 2755 BOBCAT CHASE BOULEVARD Oakland, FL MLS# G5098929
    1 of 33
    OPEN HOUSE: Sunday 1/4 10:00 AM - 2:00 PM
    $495,000
    3

    Beds

    2.1

    Baths

    1,822

    Sq.Ft.

    2755 BOBCAT CHASE BOULEVARD

    Oakland, FL

    Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY
    View 1203 RIDGE LAKE WAY Oakland, FL MLS# O6286115
    $449,900
    Studio

    Beds

    0.0

    Baths

    1203 RIDGE LAKE WAY

    Oakland, FL

    Courtesy of OAK AVENUE REAL ESTATE LLC
    View 1215 RIDGE LAKE WAY Oakland, FL MLS# O6286140
    $374,900
    Studio

    Beds

    0.0

    Baths

    1215 RIDGE LAKE WAY

    Oakland, FL

    Courtesy of OAK AVENUE REAL ESTATE LLC
    View 1161 PRADO LANE Oakland, FL MLS# O6268767
    • Virtual Tour
    1 of 14
    $420,000
    Studio

    Beds

    0.0

    Baths

    1161 PRADO LANE

    Oakland, FL

    Courtesy of REGENCY REAL ESTATE LLC
    View 15738 OAKLAND AVENUE Oakland, FL MLS# O6268799
    • Virtual Tour
    1 of 14
    $415,000
    Studio

    Beds

    0.0

    Baths

    15738 OAKLAND AVENUE

    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

    $707,250
    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 - 400K4
    $400K - 500K7
    $500K - 600K5
    $600K - 700K7
    $700K - 800K2
    $800K - 900K4
    $900K - 1M2
    $1M - Max16

    Homes for Sale by Type in Oakland, FL

    Property TypeCount
    Single Family34
    Townhouse0
    Condo0
    Commercial4
    Rental6
    Lots and Land10
    Condo/Town/CoOp0
    CoOp0
    Multi Family0
    Mobile Home0
    Farms0

    (Data as of 1/3/2026)

    Information deemed reliable but not guaranteed.

    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 1/3/2026.