Oakland, FL Homes

/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 $474,459

Last Listing Agent Steven Koleno BEYCOME OF FLORIDA LLC

312 W Hull Ave, Oakland, FL 34760

/40
Est $395,158

Not Listed For Sale

1377 Painted Bunting Ave, Oakland, FL 34760
- 3 Beds
- 3 Baths
- 1,809 Sq Ft
- Built 2019
1377 Painted Bunting Ave, Oakland, FL 34760

Last Sold Summary
- 12 Days On Market

/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

/61
Est $593,674

Not Listed For Sale

16155 Mangrove Rd, Oakland, FL 34787
- 4 Beds
- 3.5 Baths
- 2,489 Sq Ft
- Built 2021
16155 Mangrove Rd, Oakland, FL 34787

Last Sold Summary
- 35 Days On Market

/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 $452,250

Last Listing Agent Marnetta Arnett LPT REALTY, LLC

2690 Bobcat Chase Blvd, Oakland, FL 34787

/2
Est $439,731

Not Listed For Sale

8115 Sayings Dr, Oakland, FL 34787
- 4 Beds
- 2.5 Baths
- 1,992 Sq Ft
- Built 2023
8115 Sayings Dr, Oakland, FL 34787

Last Sold Summary

/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 $390,664

Last Listing Agent Ruth Santos Blystone WRA BUSINESS & REAL ESTATE

12043 Holystone St, Oakland, FL 34787

/2
Est $496,628

Not Listed For Sale

12295 Bracco St, Oakland, FL 34787
- 3 Beds
- 2.5 Baths
- 1,788 Sq Ft
- Built 2024
12295 Bracco St, Oakland, FL 34787

Last Sold Summary
- 40 Days On Market

/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 $795,000

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

16140 Point Rock Dr, Oakland, FL 34787

/37
Est $741,768

Not Listed For Sale

1551 Stone Arrow Ct, Oakland, FL 34787
- 5 Beds
- 4 Baths
- 3,107 Sq Ft
- Built 2018
1551 Stone Arrow Ct, Oakland, FL 34787

Last Sold Summary
- 54 Days On Market

/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
Est $426,981

Not Listed For Sale

Unlisted Address
- 3 Beds
- 2.5 Baths
- 1,717 Sq Ft
- Built 2023
Unlisted Address

Last Sold Summary

/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 $808,139

Last Listing Agent JoAnn Best CHARLES RUTENBERG REALTY ORLANDO

9406 Bolero Rd, Oakland, FL 34787

/46
Est $567,087

Not Listed For Sale

2481 Sky Stone Ct, Oakland, FL 34787
- 3 Beds
- 2.5 Baths
- 2,554 Sq Ft
- Built 2019
2481 Sky Stone Ct, Oakland, FL 34787

Last Sold Summary
- 58 Days On Market

/2
$800,000

Sold Jul 10, 2025

525 N Pollard St, Winter Garden, FL 34787
- Land
- 1.03 Acres
- $776,699 per Acre
Last Sold Summary
- 0 Days On Market
Last Listing Agent Blaine Dooley REGENCY REAL ESTATE LLC

525 N Pollard St, Winter Garden, FL 34787

/38
Est $562,503

Not Listed For Sale

2026 South Old Killarney St, Winter Garden, FL 34787
- 4 Beds
- 3 Baths
- 2,108 Sq Ft
- Built 2023
2026 South Old Killarney St, Winter Garden, FL 34787

Last Sold Summary
- 11 Days On Market

/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 $877,000

D.R. Horton Waterleigh

16158 Point Rock Dr, Oakland, FL 34787

/38
Est $558,833

Not Listed For Sale

2034 South Old Killarney St, Winter Garden, FL 34787
- 4 Beds
- 3 Baths
- 2,108 Sq Ft
- Built 2023
2034 South Old Killarney St, Winter Garden, FL 34787

Last Sold Summary
- 16 Days On Market

/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 $635,731

Last Listing Agent Deanna Meredith LUXE PROPERTIES LLC

829 Cura Ct, Oakland, FL 34787

/34
Est $731,728

Not Listed For Sale

2038 South Old Killarney St, Winter Garden, FL 34787
- 5 Beds
- 4.5 Baths
- 3,345 Sq Ft
- Built 2022
2038 South Old Killarney St, Winter Garden, FL 34787

Last Sold Summary
- 65 Days On Market

/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

/38
Est $589,893

Not Listed For Sale

2041 South Old Killarney St, Winter Garden, FL 34787
- 4 Beds
- 3 Baths
- 2,108 Sq Ft
- Built 2023
2041 South Old Killarney St, Winter Garden, FL 34787

Last Sold Summary
- 16 Days On Market

/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 $1,660,140

Last Listing Agent Tracey McFadden OAK AVENUE REAL ESTATE LLC

854 Tilden Oaks Trail, Winter Garden, FL 34787

/4
Est $1,545,000

Not Listed For Sale

1222 Oak Fort Ln, Oakland, FL 34787
- 6 Beds
- 5 Baths
- 4,446 Sq Ft
- Built 2024
1222 Oak Fort Ln, Oakland, FL 34787

Last Sold Summary
- 30 Days On Market

/2
$1,000,000

Sold Jul 15, 2025

1126 Riverway Dr, Oakland, FL 34787
- 4 Beds
- 3 Baths
- 2,711 Sq Ft
- Built 2025
Last Sold Summary
- $369/SF
Current Estimated Value $1,021,831

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

1126 Riverway Dr, Oakland, FL 34787

/4
Est $824,500

Not Listed For Sale

1173 Riverway Dr, Oakland, FL 34787
- 4 Beds
- 3.5 Baths
- 3,134 Sq Ft
- Built 2024
1173 Riverway Dr, Oakland, FL 34787

Last Sold Summary
- 62 Days On Market

/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 $930,603

Last Listing Agent Matt McKee COMPASS FLORIDA LLC

908 Tilden Oaks Trail, Winter Garden, FL 34787

/2
Est $858,601

Not Listed For Sale

234 Hammock Preserve Loop, Oakland, FL 34787
- 3 Beds
- 2.5 Baths
- 2,255 Sq Ft
- Built 2023
234 Hammock Preserve Loop, Oakland, FL 34787

Last Sold Summary
- 6 Days On Market

/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 $379,441

Last Listing Agent Darby Shields HAVEN PROPERTY GROUP LLC

1225 Water Maple Dr, Oakland, FL 34760

/33
Est $362,181

Not Listed For Sale

1513 Sweet Apple St, Oakland, FL 34760
- 2 Beds
- 2.5 Baths
- 1,472 Sq Ft
- Built 2019
1513 Sweet Apple St, Oakland, FL 34760

Last Sold Summary
- 59 Days On Market

/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 $506,893

Last Listing Agent Vincent Cordaro SERHANT

1143 Bobcat Chase Blvd, Oakland, FL 34787

/2
Est $544,873

Not Listed For Sale

12337 Bracco St, Oakland, FL 34787
- 4 Beds
- 2.5 Baths
- 2,114 Sq Ft
- Built 2023
12337 Bracco St, Oakland, FL 34787

Last Sold Summary
- 92 Days On Market

/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 $473,373

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

Unlisted Address

/81
Est $1,188,935

Not Listed For Sale

9851 Beach Port Dr, Oakland, FL 34787
- 5 Beds
- 3.5 Baths
- 3,911 Sq Ft
- Built 2020
9851 Beach Port Dr, Oakland, FL 34787

Last Sold Summary
- 128 Days On Market

/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
Est $453,584

Not Listed For Sale

10678 Words Dr, Oakland, FL 34787
- 4 Beds
- 3 Baths
- 1,992 Sq Ft
- Built 2023
10678 Words Dr, Oakland, FL 34787

/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 $2,075,930

Last Listing Agent peipei Qiao BAY STREET GROUP FLORIDA LLC

1017 Johns Point Dr, Oakland, FL 34787

/38
Not Listed For Sale

2029 South Old Killarney St, Winter Garden, FL 34787
- 4 Beds
- 3 Baths
- 2,108 Sq Ft
- Built 2023
2029 South Old Killarney St, Winter Garden, FL 34787

Last Sold Summary
- 6 Days On Market

/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 $747,259

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

8935 Sonoma Coast Dr, Oakland, FL 34787

/49
Est $627,554

Not Listed For Sale

16284 Admirals Cove Ln, Oakland, FL 34787
- 4 Beds
- 3 Baths
- 2,117 Sq Ft
- Built 2020
16284 Admirals Cove Ln, Oakland, FL 34787

Last Sold Summary
- 104 Days On Market

Showing Results 481 - 520, Page 13 of 18

Florida Orange County Oakland

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