Recently Sold Oakland, FL Homes

/2
$300,000

Sold Jun 24, 2025

380 Jefferson St, Oakland, FL 34760
- Land
- 11,761 Sq Ft
- $1,111,111 per Acre
Last Sold Summary
Current Estimated Value $747,667

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

380 Jefferson St, Oakland, FL 34760
/2
$512,500

Sold Dec 08, 2025

1787 White Feather Loop, Oakland, FL 34787
- 3 Beds
- 2.5 Baths
- 2,152 Sq Ft
- Built 2017
Last Sold Summary
- 8% Below List Price
- $238/SF
- 155 Days On Market
Current Estimated Value $506,809

Last Listing Agent Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

1787 White Feather Loop, Oakland, FL 34787
/2
$591,290

Sold Jan 09, 2026

2823 Haze Rd, Oakland, FL 34787
- 5 Beds
- 4.5 Baths
- 2,201 Sq Ft
- Built 2025
Last Sold Summary
- $269/SF
- 0 Days On Market
Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

2823 Haze Rd, Oakland, FL 34787
/2
$819,006

Sold Sep 17, 2025

16125 Honey Harvest St, Oakland, FL 34787
- 4 Beds
- 4.5 Baths
- 2,837 Sq Ft
- Built 2024
Last Sold Summary
- $289/SF
- 0 Days On Market
Current Estimated Value $818,000

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

16125 Honey Harvest St, Oakland, FL 34787
/2
$1,025,000

Sold Jul 21, 2025

936 Allendale Ln, Winter Garden, FL 34787
- 4 Beds
- 3 Baths
- 2,711 Sq Ft
- Built 2023
Last Sold Summary
- 11% Below List Price
- $378/SF
- 77 Days On Market
Current Estimated Value $1,032,507

Last Listing Agent Ken Pozek REAL BROKER, LLC

936 Allendale Ln, Winter Garden, FL 34787
/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
$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 $900,902

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 $796,306

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
Current Estimated Value $465,000

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

17705 Japonica Bloom Dr, Oakland, FL 34787
/2
$1,790,000

Sold Apr 27, 2026

15198 E Oakland Ave, Winter Garden, FL 34787
- 4 Beds
- 4 Baths
- 3,616 Sq Ft
- Built 2023
Last Sold Summary
- 3% Below List Price
- $495/SF
- 9 Days On Market
Current Estimated Value $1,797,431

Last Listing Agent Melody Niederst IAD REAL ESTATE

15198 E Oakland Ave, Winter Garden, 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 $690,359

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 $801,583

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 $507,891

Last Listing Agent Claire Jesso SERHANT

16695 Herongate Dr, Oakland, FL 34787
/2
$850,000

Sold May 27, 2026

8 Winters Landing Dr, Oakland, FL 34787
- 4 Beds
- 3 Baths
- 2,850 Sq Ft
- Built 2005
Last Sold Summary
- 4% Below List Price
- $298/SF
- 44 Days On Market
Current Estimated Value $868,097

Last Listing Agent Danielle Norvell REGENCY REAL ESTATE LLC

8 Winters Landing Dr, 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 $531,112

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 $1,577,642

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
- 19,602 Sq Ft
- $1,000,000 per Acre
Last Sold Summary
- 90% Below List Price
- 0 Days On Market
Current Estimated Value $448,770

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 $1,016,577

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
- 35,719 Sq Ft
- $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
$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 $596,379

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
Current Estimated Value $466,000

Ashton Woods Northlake at Ovation - Townhomes

17490 Northlake Grove Dr, Oakland, FL 34787
/2
$539,000

Sold Apr 21, 2026

1148 Bobcat Chase Blvd, Oakland, FL 34787
- 3 Beds
- 2 Baths
- 1,565 Sq Ft
- Built 2019
Last Sold Summary
- 2% Below List Price
- $344/SF
- 4 Days On Market
Current Estimated Value $533,511

Last Listing Agent Rema Perras CORCORAN PREMIER REALTY

1148 Bobcat Chase Blvd, 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 $910,000

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

16207 Point Rock Dr, 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
Current Estimated Value $541,025

14111 Frasier St, Oakland, FL 34787
/2
$725,000

Sold Apr 15, 2026

3294 Hanging Tide St, Oakland, FL 34787
- 5 Beds
- 4.5 Baths
- 3,725 Sq Ft
- Built 2021
Last Sold Summary
- $195/SF
- 15 Days On Market
Current Estimated Value $725,246

Last Listing Agent Ken Pozek REAL BROKER, LLC

3294 Hanging Tide St, Oakland, FL 34787
/2
$544,990

Sold Apr 28, 2026

2934 Good Vibes Way, Oakland, FL 34787
- 4 Beds
- 3 Baths
- 2,175 Sq Ft
- Built 2025
Last Sold Summary
- 4% Below List Price
- $251/SF
- 155 Days On Market
Last Listing Agent Ben Goldstein LENNAR REALTY

2934 Good Vibes Way, 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 $562,525

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

3020 Namaste Dr, Oakland, FL 34787
/13
$550,000

Sold May 29, 2026

14736 Field Daisy Dr, Oakland, FL 34787
- 3 Beds
- 3.5 Baths
- 2,149 Sq Ft
- Built 2026
Move in Ready Sold Summary
- 12% Below List Price
- $256/SF
- 44 Days On Market
Taylor Morrison Harvest at Ovation

14736 Field Daisy 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 $731,369

Last Listing Agent Julie Bettosini STOCKWORTH REALTY GROUP

1751 Standing Rock Cir, Oakland, FL 34787
/2
$739,000

Sold Jun 10, 2026

3351 Current Ave, Oakland, FL 34787
- 5 Beds
- 4.5 Baths
- 3,682 Sq Ft
- Built 2021
Last Sold Summary
- 6% Below List Price
- $201/SF
- 67 Days On Market
Current Estimated Value $749,844

Last Listing Agent Amy Kidwell PA PREFERRED REAL ESTATE BROKERS

3351 Current 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
$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 $758,007

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 $813,000

D.R. Horton Waterleigh

16164 Point Rock Dr, 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 $947,823

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
$484,000

Sold May 18, 2026

1051 Stationside Dr, Oakland, FL 34787
- 4 Beds
- 3 Baths
- 2,120 Sq Ft
- Built 2001
Last Sold Summary
- 1% Below List Price
- $228/SF
- 4 Days On Market
Current Estimated Value $485,723

Last Listing Agent Steve Healy CORCORAN PREMIER REALTY

1051 Stationside Dr, Oakland, 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 $479,404

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
- 10,018 Sq Ft
- $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

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