Recently Sold Oakland, FL Homes

/2
$394,990 Sold Jul 08, 2025

5860 Meditation Dr, Oakland, FL 34787
- 3 Beds
- 2.5 Baths
- 1,620 Sq Ft
- Built 2025
Last Sold Summary
- 4% Below List Price
- $244/SF
- 20 Days On Market
Last Listing Agent Ben Goldstein LENNAR REALTY

5860 Meditation Dr, Oakland, FL 34787
/2
$575,000 Sold May 16, 2025

11015 Bostwick Aly, Oakland, FL 34787
- 3 Beds
- 2.5 Baths
- 2,200 Sq Ft
- Built 2023
Last Sold Summary
- 2% Below List Price
- $261/SF
- 4 Days On Market
Current Estimated Value $576,492

Last Listing Agent Marcos Del Nero LA ROSA REALTY KISSIMMEE

11015 Bostwick Aly, Oakland, FL 34787
/2
$886,000 Sold Jul 31, 2025

9068 Sonoma Coast Dr, Oakland, FL 34787
- 4 Beds
- 3.5 Baths
- 3,267 Sq Ft
- Built 2020
Last Sold Summary
- 6% Below List Price
- $271/SF
- 11 Days On Market
Current Estimated Value $885,321

Last Listing Agent Ken Pozek REAL BROKER, LLC

9068 Sonoma Coast Dr, Oakland, FL 34787
/2
$795,000 Sold Jul 18, 2025

101 W Oakland Ave, Oakland, FL 34760
- 4 Beds
- 3 Baths
- 2,505 Sq Ft
- Built 2014
Last Sold Summary
- 1% Below List Price
- $317/SF
- 25 Days On Market
Current Estimated Value $798,575

Last Listing Agent Lindsey Hahn ALL REAL ESTATE & INVESTMENTS

101 W Oakland Ave, Oakland, FL 34760
/2
$459,006 Sold Nov 25, 2025

17705 Japonica Bloom Dr, Oakland, FL 34787
- 3 Beds
- 2.5 Baths
- 1,726 Sq Ft
- Built 2025
Last Sold Summary
- $266/SF
Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

17705 Japonica Bloom Dr, Oakland, FL 34787
/2
$692,000 Sold Mar 13, 2026

570 Johns Landing Way, Oakland, FL 34787
- 5 Beds
- 4 Baths
- 4,030 Sq Ft
- Built 2003
Last Sold Summary
- $172/SF
- 6 Days On Market
Current Estimated Value $685,992

Last Listing Agent Ashley Pun DENIZ REALTY PARTNERS LLC

570 Johns Landing Way, Oakland, FL 34787
/2
$775,000 Sold Sep 29, 2025

8972 Sonoma Coast Dr, Oakland, FL 34787
- 4 Beds
- 3.5 Baths
- 2,758 Sq Ft
- Built 2021
Last Sold Summary
- $281/SF
- 27 Days On Market
Current Estimated Value $786,027

Last Listing Agent Gabriella Sadler SERHANT

8972 Sonoma Coast Dr, Oakland, FL 34787
/2
$500,000 Sold Dec 03, 2025

16695 Herongate Dr, Oakland, FL 34787
- 3 Beds
- 2 Baths
- 1,685 Sq Ft
- Built 2020
Last Sold Summary
- 4% Below List Price
- $297/SF
- 3 Days On Market
Current Estimated Value $501,908

Last Listing Agent Claire Jesso SERHANT

16695 Herongate Dr, Oakland, FL 34787
$829,346 Sold Feb 25, 2026

15075 Tea Tree Dr, Oakland, FL 34787
- 4 Beds
- 3.5 Baths
- 2,718 Sq Ft
- Built 2026
Move in Ready Sold Summary
- $305/SF
- 18 Days On Market
Current Estimated Value $761,000

Dream Finders Homes Avalon Woods - 50' Homesites

15075 Tea Tree Dr, Oakland, FL 34787
/2
$1,284,682 Sold May 08, 2025

1245 Wilder Oaks Way, Oakland, FL 34787
- 5 Beds
- 4.5 Baths
- 3,852 Sq Ft
- Built 2025
Last Sold Summary
- $334/SF
Current Estimated Value $1,156,444

Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

1245 Wilder Oaks Way, Oakland, FL 34787
/2
$537,000 Sold Jan 29, 2026

2090 Standing Rock Cir, Oakland, FL 34787
- 3 Beds
- 2.5 Baths
- 2,010 Sq Ft
- Built 2019
Last Sold Summary
- 17% Below List Price
- $267/SF
- 147 Days On Market
Current Estimated Value $532,566

Last Listing Agent Tim Boon CREEGAN GROUP

2090 Standing Rock Cir, Oakland, FL 34787
/2
$1,575,000 Sold Jan 23, 2026

1096 Riverway Dr, Oakland, FL 34787
- 4 Beds
- 3.5 Baths
- 4,171 Sq Ft
- Built 2025
Last Sold Summary
- 7% Below List Price
- $378/SF
- 32 Days On Market
Current Estimated Value $1,582,997

Last Listing Agent Ken Pozek REAL BROKER, LLC

1096 Riverway Dr, Oakland, FL 34787
/2
$450,000 Sold Jan 25, 2026

510 N Nixon St, Oakland, FL 34760
- Land
- 0.45 Acre
- $1,000,000 per Acre
Last Sold Summary
- 90% Below List Price
- 0 Days On Market
Current Estimated Value $448,928

Last Listing Agent Chocky Burks CORCORAN PREMIER REALTY

510 N Nixon St, Oakland, FL 34760
/2
$1,018,670 Sold Jan 23, 2026

4677 Golden Birch Ave, Oakland, FL 34787
- 5 Beds
- 4 Baths
- 4,272 Sq Ft
- Built 2025
Last Sold Summary
- $238/SF
Current Estimated Value $1,022,393

Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

4677 Golden Birch Ave, Oakland, FL 34787
/2
$1,125,000 Sold Apr 01, 2026

552 Walker St, Oakland, FL 34760
- Land
- 0.82 Acre
- $1,371,951 per Acre
Last Sold Summary
- 10% Below List Price
- 274 Days On Market
Last Listing Agent Alexis Anderson REGENCY REAL ESTATE LLC

552 Walker St, Oakland, FL 34760
/2
$879,000 Sold May 13, 2025

1073 Sadler Oaks Way, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 2,246 Sq Ft
- Built 2023
Last Sold Summary
- $391/SF
- 28 Days On Market
Current Estimated Value $865,746

Last Listing Agent Ken Pozek REAL BROKER, LLC

1073 Sadler Oaks Way, Winter Garden, FL 34787
/2
$600,000 Sold Jul 25, 2025

714 Regina Cir, Oakland, FL 34787
- 4 Beds
- 3 Baths
- 2,832 Sq Ft
- Built 2003
Last Sold Summary
- 14% Below List Price
- $212/SF
- 52 Days On Market
Current Estimated Value $586,147

Last Listing Agent Jeffrey Eddowes CENTURY 21 CARIOTI

714 Regina Cir, Oakland, FL 34787
/38
$499,990 Sold Jan 30, 2026

17490 Northlake Grove Dr, Oakland, FL 34787
- 3 Beds
- 2.5 Baths
- 1,675 Sq Ft
- Built 2026
Move in Ready Sold Summary
- $299/SF
- 29 Days On Market
Ashton Woods Northlake at Ovation - Townhomes

17490 Northlake Grove Dr, Oakland, FL 34787
/2
$846,381 Sold Jul 21, 2025

16207 Point Rock Dr, Oakland, FL 34787
- 5 Beds
- 4.5 Baths
- 3,225 Sq Ft
- Built 2025
Last Sold Summary
- 90% Below List Price
- $262/SF
- 11 Days On Market
Current Estimated Value $845,000

Last Listing Agent Jay Love DR HORTON REALTY OF CENTRAL FLORIDA LLC

16207 Point Rock Dr, Oakland, FL 34787
/2
$1,080,000 Sold May 14, 2025

627 Largovista Dr, Oakland, FL 34787
- 4 Beds
- 3 Baths
- 3,800 Sq Ft
- Built 2002
Last Sold Summary
- 177% Above List Price
- $284/SF
- 168 Days On Market
Current Estimated Value $1,065,268

Last Listing Agent Heidi Pfeffer-Morgan DALTON WADE INC

627 Largovista Dr, Oakland, FL 34787
/2
$545,000 Sold May 08, 2025

1763 Standing Rock Cir, Oakland, FL 34787
- 3 Beds
- 2.5 Baths
- 2,082 Sq Ft
- Built 2020
Last Sold Summary
- 3% Below List Price
- $262/SF
- 33 Days On Market
Current Estimated Value $536,358

Last Listing Agent Paulette Korr DALTON WADE INC

1763 Standing Rock Cir, Oakland, FL 34787
/16
$552,000 Sold Oct 08, 2025

14111 Frasier St, Oakland, FL 34787
- 3 Beds
- 2.5 Baths
- 2,088 Sq Ft
- Built 2025
Move in Ready Sold Summary
- $264/SF
- 433 Days On Market
14111 Frasier St, Oakland, FL 34787
/2
$541,990 Sold Jan 08, 2026

3020 Namaste Dr, Oakland, FL 34787
- 4 Beds
- 3 Baths
- 2,732 Sq Ft
- Built 2025
Last Sold Summary
- $198/SF
Current Estimated Value $543,765

Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

3020 Namaste Dr, Oakland, FL 34787
/2
$633,793 Sold Jan 23, 2026

17721 Sharp Pummelo Aly, Oakland, FL 34787
- 3 Beds
- 2.5 Baths
- 2,148 Sq Ft
- Built 2026
Last Sold Summary
- $295/SF
Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

17721 Sharp Pummelo Aly, Oakland, FL 34787
/2
$737,500 Sold Dec 30, 2025

1751 Standing Rock Cir, Oakland, FL 34787
- 5 Beds
- 3 Baths
- 3,493 Sq Ft
- Built 2017
Last Sold Summary
- 2% Below List Price
- $211/SF
- 31 Days On Market
Current Estimated Value $731,613

Last Listing Agent Julie Bettosini STOCKWORTH REALTY GROUP

1751 Standing Rock Cir, Oakland, FL 34787
/2
$443,500 Sold May 30, 2025

308 Largovista Dr, Oakland, FL 34787
- 3 Beds
- 2 Baths
- 1,898 Sq Ft
- Built 2004
Last Sold Summary
- 3% Below List Price
- $234/SF
- 20 Days On Market
Current Estimated Value $438,355

Last Listing Agent Jorge Martinez, Jr KELLER WILLIAMS CLASSIC

308 Largovista Dr, Oakland, FL 34787
/2
$3,175,000 Sold May 20, 2025

410 Briley Ave, Oakland, FL 34787
- 6 Beds
- 5.5 Baths
- 6,428 Sq Ft
- Built 2026
Last Sold Summary
- $494/SF
- 0 Days On Market
Current Estimated Value $2,132,000

Last Listing Agent Alexis Anderson REGENCY REAL ESTATE LLC

410 Briley Ave, Oakland, FL 34787
/2
$800,000 Sold Jul 09, 2025

533 N Pollard St, Oakland, FL 34760
- Land
- 1.17 Acres
- $683,761 per Acre
Last Sold Summary
- 0 Days On Market
Last Listing Agent Heather Spirazza REGENCY REAL ESTATE LLC

533 N Pollard St, Oakland, FL 34760
/2
$845,000 Sold Jan 15, 2026

5812 Dancing Willow St, Oakland, FL 34787
- 5 Beds
- 4.5 Baths
- 3,810 Sq Ft
- Built 2025
Last Sold Summary
- $222/SF
- 52 Days On Market
Last Listing Agent Adrienne Escott PULTE REALTY OF NORTH FLORIDA LLC

5812 Dancing Willow St, Oakland, FL 34787
/2
$1,475,000 Sold Jun 20, 2025

921 Bradenville Ln, Winter Garden, FL 34787
- 4 Beds
- 4 Baths
- 3,468 Sq Ft
- Built 2022
Last Sold Summary
- 11% Below List Price
- $425/SF
- 49 Days On Market
Current Estimated Value $1,429,989

Last Listing Agent Ronald Ziolkowski RE/MAX PRIME PROPERTIES

921 Bradenville Ln, Winter Garden, FL 34787
/2
$725,000 Sold Sep 18, 2025

4528 Gliding Wave St, Oakland, FL 34787
- 5 Beds
- 4.5 Baths
- 3,725 Sq Ft
- Built 2022
Last Sold Summary
- 2% Below List Price
- $195/SF
- 69 Days On Market
Current Estimated Value $753,595

Last Listing Agent Ken Pozek REAL BROKER, LLC

4528 Gliding Wave St, Oakland, FL 34787
/28
$877,356 Sold Sep 12, 2025

16164 Point Rock Dr, Oakland, FL 34787
- 5 Beds
- 4.5 Baths
- 3,225 Sq Ft
- Built 2025
Move in Ready Sold Summary
- $272/SF
- 7 Days On Market
Current Estimated Value $816,000

D.R. Horton Waterleigh

16164 Point Rock Dr, Oakland, FL 34787
/2
$2,098,500 Sold Jun 04, 2025

1112 Sarah Mathews Dr, Oakland, FL 34787
- 5 Beds
- 6 Baths
- 3,956 Sq Ft
- Built 2025
Last Sold Summary
- $530/SF
- 0 Days On Market
Last Listing Agent Alexis Anderson REGENCY REAL ESTATE LLC

1112 Sarah Mathews Dr, Oakland, FL 34787
/2
$420,000 Sold May 20, 2025

16926 Reseda Aly, Oakland, FL 34787
- 3 Beds
- 2.5 Baths
- 1,568 Sq Ft
- Built 2020
Last Sold Summary
- 2% Below List Price
- $268/SF
- 63 Days On Market
Current Estimated Value $416,587

Last Listing Agent Eve Metlis WATSON REALTY CORP

16926 Reseda Aly, Oakland, FL 34787
/2
$950,000 Sold Jan 09, 2026

1304 Foltz Loop, Oakland, FL 34787
- 5 Beds
- 3 Baths
- 3,563 Sq Ft
- Built 2022
Last Sold Summary
- 5% Below List Price
- $267/SF
- 9 Days On Market
Current Estimated Value $950,927

Last Listing Agent Lisa Gould KELLER WILLIAMS WINTER PARK

1304 Foltz Loop, Oakland, FL 34787
/2
$895,000 Sold Dec 19, 2025

505 N Pollard St, Winter Garden, FL 34787
- Land
- 1.54 Acres
- $581,169 per Acre
Last Sold Summary
Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

505 N Pollard St, Winter Garden, FL 34787
/2
$482,500 Sold Feb 19, 2026

2029 White Feather Loop, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 1,909 Sq Ft
- Built 2018
Last Sold Summary
- 2% Below List Price
- $253/SF
- 21 Days On Market
Current Estimated Value $482,835

Last Listing Agent Eric Bress, Jr ERIC BRESS REAL ESTATE LLC

2029 White Feather Loop, Winter Garden, FL 34787
/2
$425,000 Sold Mar 14, 2026

1203 Ridge Lake Way, Winter Garden, FL 34787
- Land
- 0.23 Acre
- $1,847,826 per Acre
Last Sold Summary
- 6% Below List Price
- 375 Days On Market
Last Listing Agent Tracey McFadden OAK AVENUE REAL ESTATE LLC

1203 Ridge Lake Way, Winter Garden, FL 34787
/2
$685,000 Sold Mar 12, 2026

15133 Summer Harvest St, Oakland, FL 34787
- 4 Beds
- 4.5 Baths
- 2,908 Sq Ft
- Built 2024
Last Sold Summary
- 1% Below List Price
- $236/SF
- 10 Days On Market
Current Estimated Value $684,706

Last Listing Agent Doug Addeo COMMUNITY REALTY ASSOCIATES

15133 Summer Harvest St, Oakland, FL 34787
/2
$740,000 Sold Dec 10, 2025

14399 Wabasso Loop, Oakland, FL 34787
- 4 Beds
- 3.5 Baths
- 3,074 Sq Ft
- Built 2022
Last Sold Summary
- 3% Below List Price
- $241/SF
- 15 Days On Market
Current Estimated Value $745,486

Last Listing Agent David Wood EXP REALTY LLC

14399 Wabasso Loop, Oakland, FL 34787

Showing Results 121 - 160, Page 4 of 7

Florida Orange County Oakland

How to Buy a Home How to Finance a Home How to Sell a Home

Oakland Types of Homes for Sale

Oakland Real Estate Listings

Newest Listings in Oakland

Oakland Homes by Price

More About Living in Oakland

Homes for Sale in Nearby Zip Codes

Homes for Sale in Nearby Neighborhoods

Homes for Sale in Nearby Cities

Homes for Sale in Nearby Counties

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage