48 total properties
Did you mean the neighborhood Oakland?
View 1017 JOHNS POINT DRIVE Oakland, FL MLS# O6363950
  • Virtual Tour
1 of 60
$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 847 CURA COURT Oakland, FL MLS# O6364456
  • Virtual Tour
1 of 49
$639,500
4

Beds

3.0

Baths

3,000

Sq.Ft.

847 CURA COURT

Oakland, FL

Courtesy of URBAN-O REAL ESTATE SOLUTIONS
View 510 BRILEY AVENUE Oakland, FL MLS# O6364796
  • New Construction 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
The time to sell is now! THE TIME TO SELL IS NOW!
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
$704,500
5

Beds

4.0

Baths

3,163

Sq.Ft.

2450 STANDING ROCK CIRCLE

Oakland, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
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 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
$800,000
5

Beds

3.0

Baths

3,528

Sq.Ft.

1970 STANDING ROCK CIRCLE

Oakland, FL

Courtesy of WEMERT GROUP REALTY 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 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 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 121 S NIXON STREET Oakland, FL MLS# O6352916
$70,000
Studio

Beds

0.0

Baths

121 S NIXON STREET

Oakland, FL

Courtesy of SANCTUM REALTY PROFESSIONALS LLC
View 2606 BOBCAT CHASE BOULEVARD Oakland, FL MLS# O6351390
$645,900
4

Beds

2.1

Baths

2,473

Sq.Ft.

2606 BOBCAT CHASE BOULEVARD

Oakland, FL

Courtesy of BHHS FLORIDA REALTY
View 529 JOHNS LANDING WAY Oakland, FL MLS# O6344952
  • Virtual Tour
1 of 44
$649,000
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
$649,600
4

Beds

3.0

Baths

3,182

Sq.Ft.

326 LARGOVISTA DRIVE

Oakland, FL

Courtesy of EXP REALTY LLC
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 101 N STARR STREET Oakland, FL MLS# O6323162
$1,450,000
3

Beds

3.1

Baths

2,502

Sq.Ft.

101 N STARR STREET

Oakland, FL

Courtesy of BHHS 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
$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

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

$677,500
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 5
$400K - 500K 9
$500K - 600K 2
$600K - 700K 8
$700K - 800K 3
$800K - 900K 3
$900K - 1M 2
$1M - Max 15

Homes for Sale by Type in Oakland, FL

Property Type Count
Single Family 32
Townhouse 2
Condo 0
Commercial 3
Rental 3
Lots and Land 11
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 2/7/2026)

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 2/8/2026.