Recently Sold Oakland, FL Homes

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$460,252

Sold Nov 20, 2025

17693 Japonica Bloom Dr, Oakland, FL 34787
- 3 Beds
- 2.5 Baths
- 1,635 Sq Ft
- Built 2025
Last Sold Summary
- $281/SF
Current Estimated Value $460,000

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

17693 Japonica Bloom Dr, Oakland, FL 34787
/2
$750,000

Sold Jan 28, 2026

16029 Honey Harvest St, Oakland, FL 34787
- 5 Beds
- 4.5 Baths
- 3,101 Sq Ft
- Built 2025
Last Sold Summary
- 9% Below List Price
- $242/SF
- 176 Days On Market
Last Listing Agent Michelle Campbell TAYLOR MORRISON REALTY OF FLORIDA INC

16029 Honey Harvest St, Oakland, FL 34787
/2
$45,000

Sold Feb 12, 2026

515 W Herriot Ave, Oakland, FL 34760
- Land
- 3,920 Sq Ft
- $500,000 per Acre
Last Sold Summary
Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

515 W Herriot Ave, Oakland, FL 34760
/2
$350,000

Sold Jul 17, 2026

1318 Painted Bunting Ave, Oakland, FL 34760
- 2 Beds
- 2.5 Baths
- 1,472 Sq Ft
- Built 2019
Last Sold Summary
- 7% Below List Price
- $238/SF
- 107 Days On Market
Last Listing Agent Randy Adams RE/MAX TOWN & COUNTRY REALTY

1318 Painted Bunting Ave, Oakland, FL 34760
/2
$450,000

Sold Oct 08, 2025

310 E Gulley Ave, Oakland, FL 34760
- 3 Beds
- 2 Baths
- 1,419 Sq Ft
- Built 1978
Last Sold Summary
- 8% Below List Price
- $317/SF
- 82 Days On Market
Current Estimated Value $670,950

Last Listing Agent Liam Lugo KELLER WILLIAMS WINTER PARK

310 E Gulley Ave, Oakland, FL 34760
/2
$895,000

Sold Jan 02, 2026

513 N Pollard St, Winter Garden, FL 34787
- Land
- 41,817 Sq Ft
- $932,292 per Acre
Last Sold Summary
- 161 Days On Market
Current Estimated Value $892,000

Last Listing Agent Heather Spirazza REGENCY REAL ESTATE LLC

513 N Pollard St, Winter Garden, FL 34787
/2
$592,500

Sold Sep 05, 2025

1219 Foltz Loop, Oakland, FL 34787
- 3 Beds
- 2 Baths
- 1,860 Sq Ft
- Built 2022
Last Sold Summary
- 4% Below List Price
- $319/SF
- 27 Days On Market
Current Estimated Value $585,251

Last Listing Agent Ashley Boyd BHHS FLORIDA REALTY

1219 Foltz Loop, Oakland, FL 34787
/2
$474,000

Sold Mar 31, 2026

717 Strihal Loop, Oakland, FL 34787
- 4 Beds
- 2 Baths
- 2,065 Sq Ft
- Built 2002
Last Sold Summary
- 1% Below List Price
- $230/SF
- 62 Days On Market
Current Estimated Value $468,004

Last Listing Agent Erica Sadelfeld THE REAL ESTATE COLLECTION LLC

717 Strihal Loop, Oakland, FL 34787
/2
$480,000

Sold Sep 19, 2025

312 W Hull Ave, Oakland, FL 34760
- 4 Beds
- 2 Baths
- 1,681 Sq Ft
- Built 2006
Last Sold Summary
- 12% Below List Price
- $286/SF
- 74 Days On Market
Current Estimated Value $475,496

Last Listing Agent Steven Koleno BEYCOME OF FLORIDA LLC

312 W Hull Ave, Oakland, FL 34760
/2
$524,540

Sold Oct 14, 2025

3090 Mindfullness Dr, Oakland, FL 34787
- 6 Beds
- 3 Baths
- 2,643 Sq Ft
- Built 2025
Last Sold Summary
- $198/SF
Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

3090 Mindfullness Dr, Oakland, FL 34787
/2
$450,000

Sold Jan 23, 2026

2690 Bobcat Chase Blvd, Oakland, FL 34787
- 3 Beds
- 2 Baths
- 1,554 Sq Ft
- Built 2020
Last Sold Summary
- 5% Below List Price
- $290/SF
- 59 Days On Market
Current Estimated Value $450,487

Last Listing Agent Marnetta Arnett LPT REALTY, LLC

2690 Bobcat Chase Blvd, Oakland, FL 34787
/2
$382,000

Sold May 27, 2026

12043 Holystone St, Oakland, FL 34787
- 3 Beds
- 2.5 Baths
- 1,568 Sq Ft
- Built 2023
Last Sold Summary
- 8% Below List Price
- $244/SF
- 221 Days On Market
Current Estimated Value $361,513

Last Listing Agent Ruth Santos Blystone WRA BUSINESS & REAL ESTATE

12043 Holystone St, Oakland, FL 34787
/2
$796,191

Sold Sep 29, 2025

16140 Point Rock Dr, Oakland, FL 34787
- 4 Beds
- 3.5 Baths
- 3,327 Sq Ft
- Built 2025
Last Sold Summary
- $239/SF
Current Estimated Value $777,000

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

16140 Point Rock Dr, Oakland, FL 34787
/2
$1,700,000

Sold Apr 09, 2026

1207 Ridge Lake Way, Winter Garden, FL 34787
- 5 Beds
- 3.5 Baths
- 3,909 Sq Ft
- Built 2026
Last Sold Summary
- $435/SF
- 291 Days On Market
Last Listing Agent Chris Herlihy NEW HOMES REAL ESTATE, INC.

1207 Ridge Lake Way, Winter Garden, FL 34787
/2
$795,000

Sold Nov 05, 2025

9406 Bolero Rd, Oakland, FL 34787
- 5 Beds
- 3.5 Baths
- 3,299 Sq Ft
- Built 2020
Last Sold Summary
- 4% Below List Price
- $241/SF
- 3 Days On Market
Current Estimated Value $808,855

Last Listing Agent JoAnn Best CHARLES RUTENBERG REALTY ORLANDO

9406 Bolero Rd, Oakland, FL 34787
/23
$868,686

Sold Aug 15, 2025

16158 Point Rock Dr, Oakland, FL 34787
- 4 Beds
- 3.5 Baths
- 3,327 Sq Ft
- Built 2025
Move in Ready Sold Summary
- $261/SF
- 10 Days On Market
Current Estimated Value $801,000

D.R. Horton Waterleigh

16158 Point Rock Dr, Oakland, FL 34787
/2
$645,000

Sold Sep 24, 2025

829 Cura Ct, Oakland, FL 34787
- 4 Beds
- 3 Baths
- 2,329 Sq Ft
- Built 2002
Last Sold Summary
- $277/SF
- 3 Days On Market
Current Estimated Value $629,845

Last Listing Agent Deanna Meredith LUXE PROPERTIES LLC

829 Cura Ct, Oakland, FL 34787
/2
$664,740

Sold Apr 13, 2026

4520 Scenic Woods Dr, Oakland, FL 34787
- 5 Beds
- 3.5 Baths
- 2,563 Sq Ft
- Built 2026
Last Sold Summary
- $259/SF
Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

4520 Scenic Woods Dr, Oakland, FL 34787
/2
$1,730,000

Sold Jun 29, 2026

1216 Hull Island Dr, Oakland, FL 34787
- 5 Beds
- 4.5 Baths
- 4,224 Sq Ft
- Built 2021
Last Sold Summary
- 4% Below List Price
- $410/SF
- 8 Days On Market
Current Estimated Value $1,765,101

Last Listing Agent Elizabeth Fowler THE FLORIDA PROPERTY SHOP SALE

1216 Hull Island Dr, Oakland, FL 34787
/2
$1,695,000

Sold Feb 13, 2026

854 Tilden Oaks Trail, Winter Garden, FL 34787
- 5 Beds
- 4.5 Baths
- 3,991 Sq Ft
- Built 2020
Last Sold Summary
- 10% Below List Price
- $425/SF
- 119 Days On Market
Current Estimated Value $1,678,708

Last Listing Agent Tracey McFadden OAK AVENUE REAL ESTATE LLC

854 Tilden Oaks Trail, Winter Garden, FL 34787
/2
$1,032,585

Sold Apr 28, 2026

12904 Westhaven Oak Dr, Oakland, FL 34787
- 5 Beds
- 4.5 Baths
- 3,894 Sq Ft
- Built 2026
Move in Ready Sold Summary
- $265/SF
- 70 Days On Market
Toll Brothers, Inc. Westhaven at Ovation - Retreat Collection

12904 Westhaven Oak Dr, Oakland, FL 34787
/2
$1,749,000

Sold Jul 27, 2026

902 Johns Point Dr, Oakland, FL 34787
- 4 Beds
- 4 Baths
- 4,085 Sq Ft
- Built 2002
Last Sold Summary
- 3% Below List Price
- $428/SF
- 10 Days On Market
Current Estimated Value $1,777,030

Last Listing Agent Heidi Pfeffer-Morgan DALTON WADE INC

902 Johns Point Dr, Oakland, FL 34787
/2
$675,000

Sold Jun 24, 2026

936 Kylee Aly, Winter Garden, FL 34787
- 3 Beds
- 2.5 Baths
- 1,772 Sq Ft
- Built 2022
Last Sold Summary
- $381/SF
- 73 Days On Market
Current Estimated Value $673,386

Last Listing Agent Nelson Cruz REAL BROKER, LLC

936 Kylee Aly, Winter Garden, FL 34787
/2
$915,000

Sold Aug 15, 2025

908 Tilden Oaks Trail, Winter Garden, FL 34787
- 4 Beds
- 3.5 Baths
- 2,683 Sq Ft
- Built 2022
Last Sold Summary
- 6% Below List Price
- $341/SF
- 94 Days On Market
Current Estimated Value $929,515

Last Listing Agent Matt McKee COMPASS FLORIDA LLC

908 Tilden Oaks Trail, Winter Garden, FL 34787
/2
$375,000

Sold Sep 25, 2025

1225 Water Maple Dr, Oakland, FL 34760
- Land
- 10,890 Sq Ft
- $1,500,000 per Acre
Last Sold Summary
- 14% Below List Price
- 82 Days On Market
Current Estimated Value $370,333

Last Listing Agent Darby Shields HAVEN PROPERTY GROUP LLC

1225 Water Maple Dr, Oakland, FL 34760
/2
$729,900

Sold Jul 15, 2026

918 Hull Island Dr, Oakland, FL 34787
- 4 Beds
- 3 Baths
- 2,268 Sq Ft
- Built 2021
Last Sold Summary
- $322/SF
- 6 Days On Market
Current Estimated Value $720,498

Last Listing Agent Ashley Boyd BHHS FLORIDA REALTY

918 Hull Island Dr, Oakland, FL 34787
/2
$500,000

Sold Oct 09, 2025

1143 Bobcat Chase Blvd, Oakland, FL 34787
- 3 Beds
- 2.5 Baths
- 1,811 Sq Ft
- Built 2020
Last Sold Summary
- 2% Below List Price
- $276/SF
- 15 Days On Market
Current Estimated Value $506,380

Last Listing Agent Vincent Cordaro SERHANT

1143 Bobcat Chase Blvd, Oakland, FL 34787
/2
$475,990

Sold Feb 06, 2026

Unlisted Address
- 4 Beds
- 3 Baths
- 2,023 Sq Ft
- Built 2026
Last Sold Summary
- $235/SF
Current Estimated Value $473,332

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

Unlisted Address
/2
$950,000

Sold Sep 25, 2025

544 Walker St, Oakland, FL 34760
- Land
- 1.23 Acres
- $772,358 per Acre
Last Sold Summary
Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

544 Walker St, Oakland, FL 34760
/2
$2,050,000

Sold Feb 13, 2026

1017 Johns Point Dr, Oakland, FL 34787
- 5 Beds
- 6 Baths
- 6,141 Sq Ft
- Built 2001
Last Sold Summary
- 5% Below List Price
- $334/SF
- 6 Days On Market
Current Estimated Value $2,078,277

Last Listing Agent peipei Qiao BAY STREET GROUP FLORIDA LLC

1017 Johns Point Dr, Oakland, FL 34787
/2
$750,000

Sold Sep 18, 2025

8935 Sonoma Coast Dr, Oakland, FL 34787
- 4 Beds
- 3 Baths
- 2,181 Sq Ft
- Built 2021
Last Sold Summary
- 3% Below List Price
- $344/SF
- 56 Days On Market
Current Estimated Value $746,898

Last Listing Agent Bruno Dasilva, LLC MS LAND & BUILDING LLC

8935 Sonoma Coast Dr, Oakland, FL 34787
/2
$550,000

Sold Jul 13, 2026

16140 Harbor Mist Aly, Oakland, FL 34787
- 4 Beds
- 3.5 Baths
- 2,477 Sq Ft
- Built 2018
Last Sold Summary
- 6% Below List Price
- $222/SF
- 169 Days On Market
Current Estimated Value $553,219

Last Listing Agent Jeanine Louis-Alcime EXP REALTY LLC

16140 Harbor Mist Aly, Oakland, FL 34787
/32
$794,990

Sold Sep 16, 2025

16195 Point Rock Dr, Oakland, FL 34787
- 5 Beds
- 4 Baths
- 2,866 Sq Ft
- Built 2025
Move in Ready Sold Summary
- $277/SF
- 7 Days On Market
Current Estimated Value $739,000

D.R. Horton Waterleigh

16195 Point Rock Dr, Oakland, FL 34787
/2
$578,000

Sold Feb 06, 2026

1808 Western Trailway Dr, Oakland, FL 34787
- 3 Beds
- 2 Baths
- 1,857 Sq Ft
- Built 2019
Last Sold Summary
- 6% Below List Price
- $311/SF
- 45 Days On Market
Current Estimated Value $570,129

Last Listing Agent Daniel McGrath UNLOCK REALTY GROUP INC

1808 Western Trailway Dr, Oakland, FL 34787
/2
$539,000

Sold Nov 13, 2025

1873 White Feather Loop, Oakland, FL 34787
- 4 Beds
- 3 Baths
- 2,418 Sq Ft
- Built 2017
Last Sold Summary
- 13% Below List Price
- $223/SF
- 19 Days On Market
Current Estimated Value $545,386

Last Listing Agent Ana Bruder FLORIDA CONNEXION PROPERTIES

1873 White Feather Loop, Oakland, FL 34787
/2
$635,000

Sold Sep 12, 2025

1382 Foltz Loop, Oakland, FL 34787
- 4 Beds
- 3 Baths
- 2,268 Sq Ft
- Built 2022
Last Sold Summary
- 2% Below List Price
- $280/SF
- 69 Days On Market
Current Estimated Value $641,997

Last Listing Agent Brooke Cangro RE/MAX 200 REALTY

1382 Foltz Loop, Oakland, FL 34787
/2
$2,186,921

Sold Jun 30, 2026

100 W Railway Ave, Oakland, FL 34760
- 3 Beds
- 6 Baths
- 3,555 Sq Ft
- Built 2026
Last Sold Summary
- $615/SF
- 0 Days On Market
Current Estimated Value $320,667

Last Listing Agent Blaine Dooley REGENCY REAL ESTATE LLC

100 W Railway Ave, Oakland, FL 34760
/2
$630,000

Sold May 13, 2026

2451 Sky Stone Ct, Oakland, FL 34787
- 5 Beds
- 3.5 Baths
- 3,007 Sq Ft
- Built 2020
Last Sold Summary
- 14% Below List Price
- $210/SF
- 91 Days On Market
Current Estimated Value $629,324

Last Listing Agent Krichely Gonzalez Rodriguez KELLER WILLIAMS ADVANTAGE III

2451 Sky Stone Ct, Oakland, FL 34787
/2
$755,000

Sold Jun 11, 2026

9062 Sonoma Coast Dr, Oakland, FL 34787
- 4 Beds
- 3 Baths
- 2,909 Sq Ft
- Built 2021
Last Sold Summary
- 4% Below List Price
- $260/SF
- 191 Days On Market
Current Estimated Value $752,866

Last Listing Agent Asher Chen AAA GLOBAL VENTURES PA

9062 Sonoma Coast Dr, Oakland, FL 34787
/2
$450,000

Sold Sep 25, 2025

0 N Daniels St, Oakland, FL 34760
- Land
- 13,503 Sq Ft
- $1,451,613 per Acre
Last Sold Summary
- 10% Below List Price
- 14 Days On Market
Last Listing Agent Matt Kester THE REAL ESTATE COLLECTION LLC

0 N Daniels St, Oakland, FL 34760

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