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Oakland Ave Winter Garden FL Property Records
Residential Property Data Records on
Oakland Ave, Winter Garden, FL
We found
32
addresses on Oakland Ave, Winter Garden, FL.
501 E Oakland Ave
Winter Garden, FL 34787
Estimated Value
$791,000
Living Area
3,269 SqFt
Beds
4
Baths
3.5
Year Built
2007
Property Type
Single Family
Ownership Type
Multiple
APN
21-22-27-9401-00-040
Subdivision
Winters Landing Ph 1
School District
Orange County School District
503 E Oakland Ave
Winter Garden, FL 34787
Estimated Value
$802,000
Living Area
3,309 SqFt
Beds
3
Baths
4
Year Built
2006
Property Type
Single Family
Ownership Type
Related
APN
21-22-27-9401-00-030
Subdivision
Winters Landing Ph 1
School District
Orange County School District
505 E Oakland Ave
Winter Garden, FL 34787
Estimated Value
$573,000
Living Area
2,447 SqFt
Beds
4
Baths
2.5
Year Built
2006
Property Type
Single Family
Ownership Type
Related
APN
21-22-27-9401-00-020
Subdivision
Winters Landing Ph 1
School District
Orange County School District
601 E Oakland Ave
Winter Garden, FL 34787
Estimated Value
$695,000
Living Area
3,237 SqFt
Beds
4
Baths
3.5
Year Built
2007
Property Type
Single Family
Ownership Type
Related
APN
21-22-27-9401-00-010
Subdivision
Winters Landing Ph 1
School District
Orange County School District
603 E Oakland Ave
Winter Garden, FL 34787
Estimated Value
$606,000
Living Area
2,427 SqFt
Beds
3
Baths
3
Year Built
2006
Property Type
Single Family
Ownership Type
Individual
APN
21-22-27-9401-00-580
Subdivision
Winters Landing Ph 1
School District
Orange County School District
605 E Oakland Ave
Winter Garden, FL 34787
Estimated Value
$645,000
Living Area
3,309 SqFt
Beds
4
Baths
3.5
Year Built
2007
Property Type
Single Family
Ownership Type
Individual
APN
21-22-27-9401-00-570
Subdivision
Winters Landing Ph 1
School District
Orange County School District
607 E Oakland Ave
Winter Garden, FL 34787
Estimated Value
$824,000
Living Area
3,310 SqFt
Beds
4
Baths
3.5
Year Built
2006
Property Type
Single Family
Ownership Type
Multiple
APN
21-22-27-9401-00-560
Subdivision
Winters Landing Ph 1
School District
Orange County School District
15136 E Oakland Ave
Winter Garden, FL 34787
Estimated Value
$972,000
Living Area
2,474 SqFt
Beds
3
Baths
1.5
Year Built
1964
Property Type
Single Family
Ownership Type
Individual
APN
21-22-27-0000-00-077
Subdivision
Acreage & Unrec
School District
Orange County School District
15150 E Oakland Ave
Winter Garden, FL 34787
Estimated Value
$736,000
Living Area
2,266 SqFt
Beds
3
Baths
2
Year Built
1959
Property Type
Single Family
Ownership Type
Related
APN
21-22-27-0000-00-123
Municipality
UN-INCORPORATED
School District
Orange County School District
15151 E Oakland Ave
Winter Garden, FL 34787
Estimated Value
$930,000
Living Area
3,498 SqFt
Beds
3
Baths
3
Year Built
1995
Property Type
Single Family
Ownership Type
Related
APN
21-22-27-0000-00-088
Subdivision
Acreage & Unrec
School District
Orange County School District
15155 E Oakland Ave
Winter Garden, FL 34787
Estimated Value
$1,318,000
Living Area
4,737 SqFt
Beds
5
Baths
5.5
Year Built
2020
Property Type
Single Family
Ownership Type
Related
APN
21-22-27-0000-00-125
Subdivision
Oakland Park
School District
Orange County School District
15198 E Oakland Ave
Winter Garden, FL 34787
Estimated Value
$1,688,000
Living Area
3,297 SqFt
Beds
4
Baths
4
Year Built
2023
Property Type
Single Family
Ownership Type
Corporate
APN
21-22-27-6080-00-040
Subdivision
Oakland Hills
School District
Orange County School District
15201 E Oakland Ave
Winter Garden, FL 34787
Estimated Value
$1,678,000
Living Area
4,095 SqFt
Beds
4
Baths
4.5
Year Built
2020
Property Type
Single Family
Ownership Type
Related
APN
21-22-27-6091-00-810
Subdivision
Oakland Pk Ut 1b - 1a
School District
Orange County School District
15204 E Oakland Ave
Winter Garden, FL 34787
Estimated Value
$1,989,000
Living Area
4,310 SqFt
Beds
5
Baths
5.5
Year Built
2023
Property Type
Single Family
Ownership Type
Related
APN
21-22-27-6080-00-030
Subdivision
Oakland Hills
School District
Orange County School District
15210 E Oakland Ave
Winter Garden, FL 34787
Estimated Value
$1,703,000
Living Area
3,571 SqFt
Beds
4
Baths
3
Year Built
2021
Property Type
Single Family
Ownership Type
Related
APN
21-22-27-6080-00-020
Subdivision
Oakland Hills
School District
Orange County School District
15211 E Oakland Ave
Winter Garden, FL 34787
Estimated Value
$398,000
Lot SqFt.
19,202
Buildings
1
Baths
N/A
Year Built
N/A
Property Type
Residential Vacant Land
Ownership Type
Related
APN
21-22-27-6092-00-820
Subdivision
Oakland Park Ut 1b-1b
School District
Orange County School District
15216 E Oakland Ave
Winter Garden, FL 34787
Estimated Value
$2,079,000
Living Area
5,464 SqFt
Beds
5
Baths
4.5
Year Built
2024
Property Type
Single Family
Ownership Type
Individual
APN
21-22-27-6080-00-010
Subdivision
Oakland Hills
School District
Orange County School District
15241 E Oakland Ave
Winter Garden, FL 34787
Estimated Value
$1,562,000
Living Area
5,217 SqFt
Beds
4
Baths
4
Year Built
2007
Property Type
Single Family
Ownership Type
Related
APN
21-22-27-6092-00-830
Subdivision
Oakland Park Ut 1b-1b
School District
Orange County School District
15255 E Oakland Ave
Winter Garden, FL 34787
Estimated Value
$1,967,000
Living Area
5,295 SqFt
Beds
6
Baths
4.5
Year Built
2017
Property Type
Single Family
Ownership Type
Individual
APN
21-22-27-6092-00-840
Subdivision
Oakland Park Ut 1b-1b
School District
Orange County School District
15300 E Oakland Ave
Winter Garden, FL 34787
Estimated Value
$1,005,000
Living Area
3,605 SqFt
Beds
5
Baths
4.5
Year Built
2005
Property Type
Single Family
Ownership Type
Related
APN
21-22-27-0000-00-114
Subdivision
Acreage & Unrec
School District
Orange County School District
15304 E Oakland Ave
Winter Garden, FL 34787
Estimated Value
$876,000
Living Area
3,748 SqFt
Beds
4
Baths
2
Year Built
1901
Property Type
Single Family
Ownership Type
Individual
APN
21-22-27-0000-00-027
Subdivision
Acreage & Unrec
School District
Orange County School District
15311 E Oakland Ave
Winter Garden, FL 34787
Estimated Value
$2,012,000
Living Area
4,553 SqFt
Beds
4
Baths
4.5
Year Built
2021
Property Type
Single Family
Ownership Type
Related
APN
21-22-27-6092-00-850
Subdivision
Oakland Park Ut 1b-1b
School District
Orange County School District
15336 E Oakland Ave
Winter Garden, FL 34787
Estimated Value
$1,029,000
Living Area
3,496 SqFt
Beds
5
Baths
4.5
Year Built
1928
Property Type
Single Family
Ownership Type
Multiple
APN
21-22-27-0000-00-026
Subdivision
Acreage & Unrec
School District
Orange County School District
15348 E Oakland Ave
Winter Garden, FL 34787
Estimated Value
$738,000
Living Area
1,826 SqFt
Beds
3
Baths
3
Year Built
1945
Property Type
Single Family
Ownership Type
Individual
APN
21-22-27-0000-00-136
Municipality
WINTER GARDEN
School District
Orange County School District
15356 E Oakland Ave
Winter Garden, FL 34787
Estimated Value
$606,000
Living Area
1,862 SqFt
Beds
2
Baths
2
Year Built
1999
Property Type
Single Family
Ownership Type
Related
APN
21-22-27-0000-00-105
Subdivision
Acreage & Unrec
School District
Orange County School District
15359 E Oakland Ave
Winter Garden, FL 34787
Estimated Value
$745,000
Living Area
2,731 SqFt
Beds
4
Baths
2.5
Year Built
2005
Property Type
Single Family
Ownership Type
Multiple
APN
21-22-27-0000-00-122
Municipality
UN-INCORPORATED
School District
Orange County School District
15373 E Oakland Ave
Winter Garden, FL 34787
Estimated Value
$1,347,000
Living Area
4,415 SqFt
Beds
4
Baths
3.5
Year Built
1919
Property Type
Single Family
Ownership Type
Trust
APN
21-22-27-0000-00-063
Subdivision
Acreage & Unrec
School District
Orange County School District
15411 E Oakland Ave #5
Winter Garden, FL 34787
Purchase Price
$450,000
Lot SqFt.
21,724
Beds
N/A
Baths
N/A
Year Built
N/A
Property Type
Residential Vacant Land
Ownership Type
Corporate
APN
21-22-27-6100-16-000
Subdivision
Oakland Pk Ut 5
School District
Orange County School District
15540 E Oakland Ave #5
Winter Garden, FL 34787
Purchase Price
$450,000
Lot SqFt.
19,844
Beds
N/A
Baths
N/A
Year Built
N/A
Property Type
Residential Vacant Land
Ownership Type
Corporate
APN
21-22-27-6100-00-007
Subdivision
Oakland Pk Ut 5
School District
Orange County School District
15541 E Oakland Ave #5
Winter Garden, FL 34787
Purchase Price
$450,000
Lot SqFt.
34,229
Buildings
1
Baths
N/A
Year Built
N/A
Property Type
Residential Vacant Land
Ownership Type
Corporate
APN
21-22-27-6100-15-000
Subdivision
Oakland Pk Ut 5
School District
Orange County School District
E Oakland Ave
Winter Garden, FL 34787
Purchase Price
$383,000
Living Area
1,177 SqFt
Beds
3
Baths
2
Year Built
1945
Property Type
Easement
Ownership Type
Multiple
APN
21-22-27-0000-00-068
Subdivision
Acreage & Unrec
School District
Orange County School District
E Oakland Ave
Winter Garden, FL 34787
Assessed Value
$100
Living Area
N/A
Beds
N/A
Baths
N/A
Year Built
N/A
Property Type
Boarding House/Apt Hotel
Ownership Type
Corporate
APN
21-22-27-6080-00-002
Subdivision
Oakland Hills
School District
Orange County School District
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Investment Properties near on
Oakland Ave, Winter Garden, FL
401 W Herriott Ave
Oakland, FL 34760
Estimated Value
$280,000
Living Area
851 SqFt
Beds
2
Baths
2
Year Built
2022
Property Type
Single Family
Ownership Type
Corporate
APN
20-22-27-6108-60-121
Subdivision
Oakland Town Of
School District
Orange County School District
118 E Oakland Ave
Oakland, FL 34760
Estimated Value
$374,000
Living Area
1,652 SqFt
Beds
2
Baths
2
Year Built
1910
Property Type
Single Family
Ownership Type
Individual
APN
20-22-27-6108-13-100
Subdivision
Oakland Town Of
School District
Orange County School District
131 Millholland St
Oakland, FL 34760
Estimated Value
$1,303,000
Living Area
2,237 SqFt
Beds
3
Baths
2.5
Year Built
2018
Property Type
Single Family
Ownership Type
Trust
APN
20-22-27-8129-00-130
Subdivision
Southern Oaks At Oakland Shores
School District
Orange County School District
307 Edgegrove Ln
Oakland, FL 34760
Estimated Value
$447,000
Living Area
1,852 SqFt
Beds
3
Baths
2
Year Built
1990
Property Type
Single Family
Ownership Type
Related
APN
20-22-27-6119-00-180
Subdivision
Oakland Shores
School District
Orange County School District
113 Desiree Aurora St
Winter Garden, FL 34787
Estimated Value
$587,000
Living Area
2,633 SqFt
Beds
4
Baths
2.5
Year Built
2002
Property Type
Single Family
Ownership Type
Related
APN
15-22-27-4890-00-800
Subdivision
Lakeview Reserve
School District
Orange County School District
300 E Henschen Ave
Oakland, FL 34760
Estimated Value
$473,000
Living Area
1,770 SqFt
Beds
3
Baths
2
Year Built
1996
Property Type
Single Family
Ownership Type
Individual
APN
21-22-27-8277-00-080
Subdivision
Starr Gardens Of Oakland
School District
Orange County School District
2 N Starr St
Oakland, FL 34760
Estimated Value
$745,000
Living Area
2,344 SqFt
Beds
4
Baths
2
Year Built
2005
Property Type
Single Family
Ownership Type
Related
APN
21-22-27-8277-00-100
Subdivision
Starr Gardens Of Oakland
School District
Orange County School District
302 N Tubb St
Oakland, FL 34760
Estimated Value
$586,000
Living Area
2,570 SqFt
Beds
3
Baths
2
Year Built
1910
Property Type
Single Family
Ownership Type
Related
APN
20-22-27-6108-42-020
Subdivision
Oakland Town Of
School District
Orange County School District
400 Briley Ave
Oakland, FL 34760
Estimated Value
$473,000
Living Area
1,196 SqFt
Beds
3
Baths
2
Year Built
1925
Property Type
Single Family
Ownership Type
Corporate
APN
20-22-27-0890-00-080
Subdivision
Briley Farm Phase 1a
School District
Orange County School District
70 Millholland St
Oakland, FL 34760
Estimated Value
$958,000
Living Area
2,263 SqFt
Beds
3
Baths
3
Year Built
2009
Property Type
Single Family
Ownership Type
Individual
APN
20-22-27-8129-00-180
Subdivision
Southern Oaks At Oakland Shores
School District
Orange County School District
124 W Hull Ave
Oakland, FL 34760
Estimated Value
$670,000
Living Area
2,407 SqFt
Beds
3
Baths
2
Year Built
1975
Property Type
Single Family
Ownership Type
Related
APN
20-22-27-6108-10-030
Subdivision
Oakland Town Of
School District
Orange County School District
309 E Henschen Ave
Oakland, FL 34760
Estimated Value
$595,000
Living Area
2,104 SqFt
Beds
3
Baths
3
Year Built
1972
Property Type
Single Family
Ownership Type
Individual
APN
21-22-27-6116-00-180
Subdivision
Oakland Hgts
School District
Orange County School District
1507 Wild Sweetgrass Wa
Oakland, FL 34760
Estimated Value
$567,000
Living Area
1,975 SqFt
Beds
3
Baths
2
Year Built
2019
Property Type
Single Family
Ownership Type
Related
APN
20-22-27-5101-00-160
Subdivision
Longleaf At Oakland, A Rep
School District
Orange County School District
22 Brock St
Oakland, FL 34760
Estimated Value
$779,000
Living Area
4,303 SqFt
Beds
5
Baths
4.5
Year Built
2013
Property Type
Single Family
Ownership Type
Related
APN
20-22-27-6108-15-070
Subdivision
Oakland Town Of
School District
Orange County School District
203 Mather Smith Dr
Oakland, FL 34760
Estimated Value
$548,000
Living Area
1,433 SqFt
Beds
3
Baths
2
Year Built
1996
Property Type
Single Family
Ownership Type
Related
APN
20-22-27-6119-00-120
Subdivision
Oakland Shores
School District
Orange County School District
320 N Tubb St
Oakland, FL 34760
Estimated Value
$306,000
Living Area
980 SqFt
Beds
2
Baths
2
Year Built
1952
Property Type
Single Family
Ownership Type
Trust
APN
20-22-27-6108-42-110
Subdivision
Oakland Town Of
School District
Orange County School District
Streets Near
Oakland Ave, Winter Garden, FL
Street
Properties
Avg. Beds
Avg. Baths
Avg. Property Value
Avg. Property Size
Last Sale Date
Bending Oak Trl
87
4
3
$492,667
1,910 Sq.Ft.
4/25/2025
Broken Oak Dr
120
5
5
$330,575
2,965 Sq.Ft.
7/18/2024
Celadon St
64
4
4
$1,211,167
3,299 Sq.Ft.
3/31/2025
Gulley Ave
61
3
2
$499,922
1,960 Sq.Ft.
12/13/2024
Heron Hideaway Cir
64
5
4
$847,250
3,697 Sq.Ft.
10/28/2024
Lake Brim Dr
70
4
3
$931,875
2,846 Sq.Ft.
4/5/2024
Meadow Finch Dr
66
3
2
$242,969
1,585 Sq.Ft.
3/15/2018
Scarlet Oak Loop
157
4
3
$355,590
2,131 Sq.Ft.
2/28/2025
Tubb St
58
3
8
$579,565
3,178 Sq.Ft.
12/31/2024
Zachary Wade St
74
4
2
$588,151
2,174 Sq.Ft.
3/25/2025
Additional Questions?
Looking for off-market properties in Winter Garden, FL?
Traditional methods include networking with contractors, scouting neighborhoods ("driving for dollars"), or purchasing leads from wholesalers can be tedious. PropertyReach streamlines this process with predictive analytics and neighborhood benchmarks, using Winter Garden, FL property records and MLS failed listings to refine your search. Effortlessly compare properties, access owner contact details, and secure the best off-market deals at the right price.
What is the median home value in Winter Garden, FL?
The median home value in Winter Garden, FL is $608,000, with an average home value of $664,927. The average price per square foot for homes in the area is $172.77.
How Can I Find Pre-foreclosures or Distressed Properties in Winter Garden, FL?
Foreclosures and distressed properties in Winter Garden, FL can be found through public records, foreclosure notices, and auction announcements from the county clerk or sheriff’s office. PropertyReach streamlines this by aggregating public and MLS data, making it easier to identify distressed properties and connect with owners directly.
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