Oakland, FL Homes

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$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 $743,126

Last Listing Agent Julie Bettosini STOCKWORTH REALTY GROUP

1751 Standing Rock Cir, Oakland, FL 34787

/2
Est $577,458

Not Listed For Sale

1740 Standing Rock Cir, Oakland, FL 34787
- 3 Beds
- 2.5 Baths
- 1,995 Sq Ft
- Built 2020
1740 Standing Rock Cir, Oakland, FL 34787

Last Sold Summary
- 50 Days On Market
Last Listing Agent Melissa Vance MAINFRAME REAL ESTATE

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$522,340

Sold May 19, 2026

6073 Meditation Dr, Oakland, FL 34787
- 6 Beds
- 3 Baths
- 2,643 Sq Ft
- Built 2026
Last Sold Summary
- $198/SF
- 6 Days On Market
Last Listing Agent Ben Goldstein LENNAR REALTY

6073 Meditation Dr, Oakland, FL 34787

/55
Est $474,916

Not Listed For Sale

16946 Oakboro St, Oakland, FL 34787
- 3 Beds
- 2 Baths
- 1,705 Sq Ft
- Built 2020
16946 Oakboro St, Oakland, FL 34787

Last Sold Summary
- 10 Days On Market
Last Listing Agent Alex Vastardis COLDWELL BANKER REALTY

/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 $742,360

Last Listing Agent Amy Kidwell PA PREFERRED REAL ESTATE BROKERS

3351 Current Ave, Oakland, FL 34787

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Est $488,557

Not Listed For Sale

14122 Frasier St, Oakland, FL 34787
- 3 Beds
- 2.5 Baths
- 1,788 Sq Ft
- Built 2024
14122 Frasier St, Oakland, FL 34787

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

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$664,000

Sold Jul 09, 2026

729 Strihal Loop, Oakland, FL 34787
- 4 Beds
- 3.5 Baths
- 3,583 Sq Ft
- Built 2001
Last Sold Summary
- 5% Below List Price
- $185/SF
- 95 Days On Market
Current Estimated Value $661,835

Last Listing Agent Subhas C Sawh LIBERTY HOME SALES INC

729 Strihal Loop, Oakland, FL 34787

/2
Est $475,068

Not Listed For Sale

11361 Great Rock St, Oakland, FL 34787
- 4 Beds
- 2.5 Baths
- 1,992 Sq Ft
- Built 2024
11361 Great Rock St, Oakland, FL 34787

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

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$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
Est $758,316

Not Listed For Sale

14211 Lanyard Way, Oakland, FL 34787
- 4 Beds
- 3 Baths
- 3,038 Sq Ft
- Built 2024
14211 Lanyard Way, Oakland, FL 34787

Last Sold Summary
- 65 Days On Market
Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

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$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 $746,561

Last Listing Agent Ken Pozek REAL BROKER, LLC

4528 Gliding Wave St, Oakland, FL 34787

/2
Est $730,640

Not Listed For Sale

14199 Lanyard Way, Oakland, FL 34787
- 5 Beds
- 4 Baths
- 3,065 Sq Ft
- Built 2024
14199 Lanyard Way, Oakland, FL 34787

Last Sold Summary
- 185 Days On Market
Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

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$1,025,000

Sold Jul 15, 2026

1108 Riverway Dr, Oakland, FL 34787
- 5 Beds
- 3 Baths
- 2,999 Sq Ft
- Built 2024
Last Sold Summary
- $342/SF
- 33 Days On Market
Current Estimated Value $1,020,093

Last Listing Agent Ashley Boyd BHHS FLORIDA REALTY

1108 Riverway Dr, Oakland, FL 34787

/69
Est $726,652

Not Listed For Sale

11168 Robert Frost Dr, Oakland, FL 34787
- 5 Beds
- 3 Baths
- 3,332 Sq Ft
- Built 2021
11168 Robert Frost Dr, Oakland, FL 34787

Last Sold Summary
- 4 Days On Market
Last Listing Agent Mark Raumaker SERHANT

/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 $956,252

Last Listing Agent Lisa Gould KELLER WILLIAMS WINTER PARK

1304 Foltz Loop, Oakland, FL 34787

/2
Est $751,457

Not Listed For Sale

16225 Silver Brook Way, Oakland, FL 34787
- 4 Beds
- 3.5 Baths
- 2,950 Sq Ft
- Built 2024
16225 Silver Brook Way, Oakland, FL 34787

Last Sold Summary
- 28 Days On Market
Last Listing Agent Tatiana Souza DAVILA HOMES

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$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
Current Estimated Value $329,000

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

505 N Pollard St, Winter Garden, FL 34787

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Est $582,574

Not Listed For Sale

15129 Summer Harvest St, Oakland, FL 34787
- 4 Beds
- 3.5 Baths
- 2,338 Sq Ft
- Built 2024
15129 Summer Harvest St, Oakland, FL 34787

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

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$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 $482,712

Last Listing Agent Steve Healy CORCORAN PREMIER REALTY

1051 Stationside Dr, Oakland, FL 34787

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Est $586,375

Not Listed For Sale

15141 Summer Harvest St, Oakland, FL 34787
- 4 Beds
- 3.5 Baths
- 2,450 Sq Ft
- Built 2024
15141 Summer Harvest St, Oakland, FL 34787

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

/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 $484,229

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

2029 White Feather Loop, Winter Garden, FL 34787

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Est $845,529

Not Listed For Sale

1215 Wilder Oaks Way, Oakland, FL 34787
- 3 Beds
- 2.5 Baths
- 2,247 Sq Ft
- Built 2024
1215 Wilder Oaks Way, Oakland, FL 34787

Last Sold Summary
- 21 Days On Market
Last Listing Agent Abigail Belchick OLYMPUS EXECUTIVE REALTY INC

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$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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Est $512,996

Not Listed For Sale

14114 Frasier St, Oakland, FL 34787
- 3 Beds
- 2.5 Baths
- 1,985 Sq Ft
- Built 2024
14114 Frasier St, Oakland, FL 34787

Last Sold Summary
- 105 Days On Market
Last Listing Agent Tatiana Souza DAVILA HOMES

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$683,000

Sold Apr 17, 2026

310 E Gulley Ave, Oakland, FL 34760
- 3 Beds
- 2 Baths
- 1,763 Sq Ft
- Built 1978
Last Sold Summary
- 2% Below List Price
- $387/SF
- 11 Days On Market
Current Estimated Value $669,236

Last Listing Agent Matt Kester THE REAL ESTATE COLLECTION LLC

310 E Gulley Ave, Oakland, FL 34760

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Est $517,493

Not Listed For Sale

14078 Frasier St, Oakland, FL 34787
- 4 Beds
- 2.5 Baths
- 2,114 Sq Ft
- Built 2024
14078 Frasier St, Oakland, FL 34787

Last Sold Summary
- 0 Days On Market
Last Listing Agent Tatiana Souza DAVILA HOMES

/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 $693,407

Last Listing Agent Doug Addeo COMMUNITY REALTY ASSOCIATES

15133 Summer Harvest St, Oakland, FL 34787

/2
Est $1,348,903

Not Listed For Sale

100 Millholland St, Oakland, FL 34760
- 5 Beds
- 5 Baths
- 3,747 Sq Ft
- Built 2015
100 Millholland St, Oakland, FL 34760

Last Sold Summary
- 137 Days On Market
Last Listing Agent Chris Pixley ENGEL & VOLKERS NEW SMYRNA

/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 $760,700

Last Listing Agent David Wood EXP REALTY LLC

14399 Wabasso Loop, Oakland, FL 34787

/2
Est $513,723

Not Listed For Sale

14387 Braemar St, Oakland, FL 34787
- 4 Beds
- 2.5 Baths
- 2,094 Sq Ft
- Built 2024
14387 Braemar St, Oakland, FL 34787

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

/2
$2,300,000

Sold Feb 23, 2026

1118 Sarah Mathews Dr, Oakland, FL 34787
- 4 Beds
- 6 Baths
- 3,902 Sq Ft
- Built 2025
Last Sold Summary
- $589/SF
- 26 Days On Market
Current Estimated Value $2,264,667

Last Listing Agent Alexis Anderson REGENCY REAL ESTATE LLC

1118 Sarah Mathews Dr, Oakland, FL 34787

/2
Est $828,883

Not Listed For Sale

1221 Wilder Oaks Way, Oakland, FL 34787
- 4 Beds
- 3 Baths
- 2,240 Sq Ft
- Built 2024
1221 Wilder Oaks Way, Oakland, FL 34787

Last Sold Summary
- 162 Days On Market
Last Listing Agent Jasmine Martz OLYMPUS EXECUTIVE REALTY INC

/2
$629,745

Sold Oct 24, 2025

16198 Honey Harvest St, Oakland, FL 34787
- 4 Beds
- 4.5 Baths
- 2,904 Sq Ft
- Built 2025
Last Sold Summary
- 4% Above List Price
- $217/SF
- 23 Days On Market
Last Listing Agent Michelle Campbell TAYLOR MORRISON REALTY OF FLORIDA INC

16198 Honey Harvest St, Oakland, FL 34787

/56
Est $773,139

Not Listed For Sale

5633 Orange Orchard Dr, Oakland, FL 34787
- 4 Beds
- 3.5 Baths
- 2,688 Sq Ft
- Built 2021
5633 Orange Orchard Dr, Oakland, FL 34787

Last Sold Summary
- 13 Days On Market
Last Listing Agent Rema Perras CORCORAN PREMIER REALTY

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$718,000

Sold Sep 14, 2026

9611 Lost Creek Dr, Oakland, FL 34787
- 4 Beds
- 3 Baths
- 2,909 Sq Ft
- Built 2021
Last Sold Summary
- 17% Below List Price
- $247/SF
- 209 Days On Market
Current Estimated Value $752,239

Last Listing Agent Patricia Mendonca Garcia Cunha M2M REALTY

9611 Lost Creek Dr, Oakland, FL 34787

/2
Est $599,633

Not Listed For Sale

13109 Tollcross Way, Oakland, FL 34787
- 4 Beds
- 3 Baths
- 2,182 Sq Ft
- Built 2024
13109 Tollcross Way, Oakland, FL 34787

Last Sold Summary
- 42 Days On Market
Last Listing Agent Dayene Grubert ORLANDO TBI REALTY LLC

/2
$599,990

Sold Aug 13, 2026

8180 Sayings Dr, Winter Garden, FL 34787
- 4 Beds
- 4 Baths
- 2,718 Sq Ft
- Built 2023
Last Sold Summary
- $221/SF
- 17 Days On Market
Current Estimated Value $598,566

Last Listing Agent Anna Shi LPT REALTY, LLC

8180 Sayings Dr, Winter Garden, FL 34787

/34
Est $419,579

Not Listed For Sale

9085 Legado Dr, Oakland, FL 34787
- 3 Beds
- 2.5 Baths
- 1,513 Sq Ft
- Built 2020
9085 Legado Dr, Oakland, FL 34787

Last Sold Summary
- 1 Day On Market
Last Listing Agent ALLISON JOHNSTON THE SIMON SIMAAN GROUP

/2
$919,718

Sold Jun 29, 2026

15166 Tea Tree Dr, Oakland, FL 34787
- 4 Beds
- 3 Baths
- 3,108 Sq Ft
- Built 2026
Last Sold Summary
- 2% Below List Price
- $296/SF
- 0 Days On Market
Current Estimated Value $918,000

Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

15166 Tea Tree Dr, Oakland, FL 34787

/2
Est $588,384

Not Listed For Sale

15169 Summer Harvest St, Oakland, FL 34787
- 4 Beds
- 3.5 Baths
- 2,338 Sq Ft
- Built 2024
15169 Summer Harvest St, Oakland, FL 34787

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

Showing Results 401 - 440, Page 11 of 18

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