39 total properties
Did you mean the neighborhood Oakland?
View 1490 STONE ARROW COURT Oakland, FL MLS# S5141442
  • Recently Listed with Virtual Tour
1 of 48
$620,000
5

Beds

3.1

Baths

3,248

Sq.Ft.

1490 STONE ARROW COURT

Oakland, FL

Courtesy of NUMBER 1 BROKER, LLC
View 2451 SKY STONE COURT Oakland, FL MLS# S5141292
  • Recently Listed with Virtual Tour
1 of 53
$735,000
5

Beds

3.1

Baths

3,007

Sq.Ft.

2451 SKY STONE COURT

Oakland, FL

Courtesy of KELLER WILLIAMS ADVANTAGE III
View 1008 TILDEN OAKS TRAIL Oakland, FL MLS# O6371482
  • Virtual Tour
1 of 88
$1,500,000
6

Beds

5.0

Baths

3,528

Sq.Ft.

1008 TILDEN OAKS TRAIL

Oakland, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
The time to sell is now! THE TIME TO SELL IS NOW!
View 2065 WHITE FEATHER LOOP Oakland, FL MLS# O6370205
  • Recently Listed with Virtual Tour
1 of 100
OPEN HOUSE: Sunday 1/11 12:00 PM - 3:00 PM
$560,000
3

Beds

2.1

Baths

2,089

Sq.Ft.

2065 WHITE FEATHER LOOP

Oakland, FL

Courtesy of FUTURE HOME REALTY INC
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 2135 STANDING ROCK CIRCLE Oakland, FL MLS# O6370898
  • Recently Listed with Virtual Tour
1 of 30
$494,000
3

Beds

2.1

Baths

2,078

Sq.Ft.

2135 STANDING ROCK CIRCLE

Oakland, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 717 STRIHAL LOOP Oakland, FL MLS# O6367476
  • 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 729 Strihal Loop Oakland, FL MLS# 1064115
$700,000
5

Beds

3.1

Baths

3,381

Sq.Ft.

729 Strihal Loop

Oakland, FL

Brevard
View 207 LARGOVISTA DRIVE Oakland, FL MLS# O6366854
  • Virtual Tour
1 of 25
$649,000
5

Beds

4.0

Baths

4,246

Sq.Ft.

207 LARGOVISTA DRIVE

Oakland, FL

Courtesy of COLDWELL BANKER REALTY
View 729 STRIHAL LOOP Oakland, FL MLS# O6365404
$700,000
5

Beds

3.1

Baths

3,381

Sq.Ft.

729 STRIHAL LOOP

Oakland, FL

Courtesy of MARK SPAIN REAL ESTATE
View 847 CURA COURT Oakland, FL MLS# O6364456
  • Virtual Tour
1 of 49
$645,000
4

Beds

3.0

Baths

3,000

Sq.Ft.

847 CURA COURT

Oakland, FL

Courtesy of URBAN-O REAL ESTATE SOLUTIONS
View 610 STRIHAL LOOP Oakland, FL MLS# G5105074
$535,000
4

Beds

2.0

Baths

2,490

Sq.Ft.

610 STRIHAL LOOP

Oakland, FL

Courtesy of WHEATLEY REALTY GROUP
View 1808 WESTERN TRAILWAY DRIVE Oakland, FL MLS# O6362053
$599,000
3

Beds

2.0

Baths

1,857

Sq.Ft.

1808 WESTERN TRAILWAY DRIVE

Oakland, FL

Courtesy of UNLOCK REALTY GROUP 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 2450 STANDING ROCK CIRCLE Oakland, FL MLS# O6360017
$714,500
5

Beds

4.0

Baths

3,163

Sq.Ft.

2450 STANDING ROCK CIRCLE

Oakland, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 624 HULL ISLAND DRIVE Oakland, FL MLS# O6359887
  • Virtual Tour
1 of 25
$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 1970 STANDING ROCK CIRCLE Oakland, FL MLS# O6361226
  • Virtual Tour
1 of 39
OPEN HOUSE: Sunday 1/11 12:30 PM - 2:30 PM
$800,000
5

Beds

3.0

Baths

3,528

Sq.Ft.

1970 STANDING ROCK CIRCLE

Oakland, FL

Courtesy of WEMERT GROUP REALTY LLC
View 507 W OAKLAND AVENUE Oakland, FL MLS# O6357656
  • Virtual Tour
1 of 48
$364,900
3

Beds

2.0

Baths

1,338

Sq.Ft.

507 W OAKLAND AVENUE

Oakland, FL

Courtesy of REAL BROKER, LLC
View 501 E OAKLAND AVENUE Oakland, FL MLS# O6355030
  • Virtual Tour
1 of 39
$875,000
4

Beds

3.1

Baths

3,448

Sq.Ft.

501 E OAKLAND AVENUE

Oakland, FL

Courtesy of HOMEVEST REALTY
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

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

$700,000
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

Price Count
$0 - 100K 1
$100K - 200K 0
$200K - 300K 0
$300K - 400K 4
$400K - 500K 8
$500K - 600K 5
$600K - 700K 7
$700K - 800K 3
$800K - 900K 3
$900K - 1M 2
$1M - Max 14

Homes for Sale by Type in Oakland, FL

Property Type Count
Single Family 34
Townhouse 0
Condo 0
Commercial 4
Rental 4
Lots and Land 9
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 1/9/2026)

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 1/11/2026.