1599 Highland Rd is a 2,443 square foot house on a 0.31 acre lot with 2 bedrooms and 3 bathrooms. - it last sold on August 01, 1978 for $55,000. Based on Redfin's Winter Park data, we estimate the home's value is $996,438.
Single-familyProperty Type
1919Year Built
0.31 acresLot Size
$408Est. Price/Sq.Ft.
Source:Public Records
Redfin Estimate
$996,438
$941K since sold in August 1978$76K since September
Recently sold homes
Estimate history
Homes for sale
This home's estimate is 19.6% lower than the average sale price ($1.24M) of 6 comparable homes.
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Zoning and permits
Zoning
Permits
R-1AA
\N
Residential District
These districts are established within the city to provide areas for single-family dwellings and necessary accessory buildings. The regulations enumerated for this district are designed to encourage and promote the construction of and the continued use of the land for single-family dwellings, to promote and encourage a suitable environment for family life, to prohibit uses of the land which would substantially interfere with development or continuation of single-family dwellings in the districts, and to prevent use of the land for purposes which would overburden the public facilities. Permitted as conditional uses within these districts will be certain structures and uses required to serve the residents such as public schools, churches and noncommercial recreational uses. Areas zoned for R-1AA districts shall be those existing low-density residential areas plus certain undeveloped areas which should develop in a similar manner according to the comprehensive plan.
Permitted uses
Include but are not limited to:
Housing-Single unit
Jan 3, 2025 • Final
Residential mechanical
Replace an air conditioning unit with a new unit of the same specifications. The new unit is a 3 ton system with a 16.5 SEER rating.
HVAC
Jul 22, 2024 • Final
Residential electric
Install a new air conditioning surge disconnect.
Electrical
HVAC
Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.
Property details
Interior
Heating & Cooling
Air Conditioning Type: Central
Heating Type: Forced Air
Fireplace Information
# of Fireplaces: 1
Has Fireplace
Exterior
Exterior Information
Building Construction Quality: Average
Exterior Wall: Wood Shake/Shingle
Roof Shape Type: Gable/Hip
Building Type: Single Family
Property Information
Subdivision Name: VIRGINIA HEIGHTS
Living Sq. Ft: 2,443
Adjusted Gross Sq. Ft: 2,479
Ground Floor Sq. Ft: 1,825
Building Sq. Ft: 2,891
# of Stories: 2
Legal Description: VIRGINIA HEIGHTS G/107 LOT 11 BLK N
Lot Information
# of Buildings: 2
Land Sq. Ft: 13,545
Legal Lot Number: 11
Legal Block Number: N
Municipality Name: WINTER PARK
Acres: 0.311
Zoning Code: R-1AA
County Use Description: SINGLE FAMILY
State Use Description: SINGLE FAMILY
Financial
Assessor Information
Assessment Year: 2025
Tax District County: 06
Public facts
Beds: 2
Baths: 3.0
Sq. Ft.: 2,443
Stories: 2.0
Lot Size: 0.31 acres
Style: Single Family Residential
Year Built: 1919
Year Renovated: 1960
County: Orange County
APN: 302207890814110
Home facts updated by county records on Aug 17, 2026
Around this home
Schools
AUDUBON PARK SCHOOL
Public PreK-8 • Assigned • 1.2mi
10/10
Winter Park High School
Public 9-12 • Assigned • 1.6mi
7/10
Provided by GreatSchools
Lifestyle
Provided by Walk Score and Local Logic
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
8/10 Heat Factor
7 days above 107° expected this year, 22 days in 30 years
9/10 Wind Factor
99% chance of strong winds in next 30 years
2/10 Air Factor
0 unhealthy days expected this year, 1 days in 30 years
Provided by First Street
Historical weather
Winter Park, FL • 32789
Average low and high temperatures (°F)
68
48
75
55
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61
84
65
90
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94
77
91
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88
74
83
69
78
60
73
56
Jan
Feb
Mar
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Sun exposure
In this area, properties receive around 8.6 hours in
June and 6.7 hours in December, placing it above the
U.S. average for solar exposure.
8.6 hrs
6.7 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$947,000 – $1.15M
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