Off market aug 2020 for $495K

$2,621,243

Est. refi paymentEst. refi $3,388/mo

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sq ft

1650 Highland Rd, Winter Park, FL 32789

About this home

Single-familyProperty Type

0.34 acresLot Size

Listed by Dawn Romance • FANNIE HILLMAN & ASSOCIATES

Listed by Zoltan Kecskes • FANNIE HILLMAN & ASSOCIATES

Bought with Christopher Salhab • LA ROSA REALTY LLC

Redfin checked: 2 minutes ago

•Source:Stellar MLS as Distributed by MLS Grid #O5817360

Redfin Estimate

$2,621,243

$2.1M since sold in August 2020$9,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 3.7% higher than the average sale price ($2.53M) of 6 comparable homes.

SOLD JUN 26, 2026
$2,400,000
A
5 beds4 baths4,001 sq ft
1411 Nottingham St, Orlando, FL 32803
SOLD JUL 20, 2026
$2,150,000
B
5 beds4 baths3,374 sq ft
230 E Rockwood Way, Winter Park, FL 32789
SOLD OCT 1, 2026
$2,350,000
C
4 beds4 baths4,094 sq ft
2655 Lake Shore Dr, Orlando, FL 32803
SOLD JUN 9, 2026
$1,840,000
D
5 beds4 baths3,953 sq ft
640 Arjay Way, Winter Park, FL 32789
SOLD JUN 18, 2026
$2,750,000
E
4 beds4.5 baths4,129 sq ft
151 Oakwood Way, Winter Park, FL 32789
SOLD JUL 30, 2026
$3,675,000
F
5 beds5 baths4,451 sq ft
150 Dana Way, Winter Park, FL 32789

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Sell

$2,120,699

Est. take-home

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Est. cash available

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Rent

$4,670/mo

Redfin rental estimate

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Market trends in 32789, FL

Last updated September 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

96.3%

+0.2% MoM

Median sale price

$1.0M

$135K MoM

Avg. days on market

46d

10 days MoM

Recently sold homes

143

2 MoM

New listings for sale

NEW 12 HRS AGO
$255,000
2 beds2 baths1,026 sq ft
1500 Gay Rd Unit 26-C, Winter Park, FL 32789
$745,000
2 beds1.5 baths897 sq ft
640 N Park Ave #3, Winter Park, FL 32789
OPEN SAT, 12PM TO 2PM
$2,195,000
5 beds4.5 baths4,213 sq ft
304 Santiago Dr, Winter Park, FL 32789
$1,150,000
2 beds2 baths993 sq ft
1602 Alabama Dr #107, Winter Park, FL 32789
$350,000
3 beds2 baths1,344 sq ft
310 Granada Dr, Winter Park, FL 32789
$850,000
3 beds2 baths1,639 sq ft
100 S Interlachen Ave #401, Winter Park, FL 32789
3D WALKTHROUGH
$169,900
1 bed1 bath645 sq ft
2500 Lee Rd #123, Winter Park, FL 32789
OPEN SUN, 12PM TO 2PM
$290,000
2 beds2.5 baths1,133 sq ft
188 Sandlewood #1, Winter Park, FL 32789
$448,000
3 beds1 bath1,304 sq ft
712 Baffie Ave, Winter Park, FL 32789
$850,000
4 beds3 baths2,301 sq ft
870 N Phelps Ave, Winter Park, FL 32789
See all

Provided by Redfin

Sale history for 1650 Highland Rd

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Year

Property tax

Land + Additions

Assessment*

2025

$22,912 (+2.8%)

2024

$22,299 (+3.3%)

2023

$21,594 (+181.2%)

2022

$7,681 (+8.2%)

$500,000

2021

$7,097 (+4.7%)

$500,000

2020

$6,778 (−0.7%)

$450,000

2019

$6,826 (+3.0%)

$382,000 + $68,760

$450,760

2018

$6,628 (+2.9%)

$382,000 + $68,760

$450,760

2017

$6,443 (+3.4%)

$382,000 + $75,150

$457,150

2016

$6,230 (+10.8%)

$382,000 + $75,150

$457,150

2015

$5,622 (+22.4%)

2014

$4,594 (+18.0%)

2013

$3,892 (−0.6%)

2012

$3,916

Tax history for 1650 Highland Rd

Year

Property tax

Land + Additions

Assessment*

2025

$22,912 (+2.8%)

2024

$22,299 (+3.3%)

2023

$21,594 (+181.2%)

2022

$7,681 (+8.2%)

$500,000

2021

$7,097 (+4.7%)

$500,000

2020

$6,778 (−0.7%)

$450,000

2019

$6,826 (+3.0%)

$382,000 + $68,760

$450,760

2018

$6,628 (+2.9%)

$382,000 + $68,760

$450,760

2017

$6,443 (+3.4%)

$382,000 + $75,150

$457,150

2016

$6,230 (+10.8%)

$382,000 + $75,150

$457,150

2015

$5,622 (+22.4%)

2014

$4,594 (+18.0%)

2013

$3,892 (−0.6%)

2012

$3,916

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Public record
Zoning
Permits

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

0.34 Acres

Year renovated

2022

Sq. Ft.

3,982

Year built

2022

Style

Single Family Residential

County

Orange County

APN

302207890815122

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 17, 2026.

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

Property details

Exterior

Waterfront Information
Waterfront Feet Total: 0
Water View Y/N: 0
Water Access Y/N: 0
Water Extras Y/N: 0

Property Information
Current Adjacent Use: Residential
Property Type: Land
Property Sub Type: Residential
Zoning: R-1AA

Land Information
Vegetation: Oak Trees
Total Acreage: 1/4 Acre to 21779 Sq. Ft.

Lot Information
Lot Features: Buildable, Corner Lot, Fire Hydrant, City Limits, Sidewalk, Street Brick, Paved
Lot Size Acres: 0.34
Lot Size Dimensions: 150.03x99.90x150.03x100
Road Frontage Type: City Street
Front Footage: 150
Lot Size Square Meters: 1383

Financial

Tax Information
Tax Annual Amount: $6,826
Tax Year: 2019

Utilities

Utility Information
Water Source: Public
Sewer: Public Sewer
Utilities: Public

Location

HOA Information
Association Fee Requirement: None

School Information
Elementary School: Audubon Park K-8
Middle Or Junior High School: Audubon Park K-8
High School: Winter Park High

Location Information
Directions: Park Ave to right on Holt Ave to left on French Ave. As street curves around the lake it become Lakeview Ave. Make a left on Stirling Ave. then right on Highland Rd. Property on the left.

Public facts

Beds: 5
Baths: 4.0
Sq. Ft.: 3,982
Stories: 2.0
Lot Size: 0.34 acres
Style: Single Family Residential
Year Built: 2022
Year Renovated: 2022
County: Orange County
APN: 302207890815122

Home facts updated by county records on Aug 17, 2026

Other

Miscellaneous Information
Third Party YN: 0

Listing Information
Previous Status: Pending
Backups Requested YN: 0

Listing Date Information
Days to Contract: 277
Status Contractual Search Date: 2020-08-10

Listing Price Information
Calculated List Price By Calculated Sq Ft: 36.95

Green Information
Direction Faces: West

Home Information
Living Area Units: Square Feet
Building Area Units: Square Feet

Around this home

Schools

AUDUBON PARK SCHOOL

Public PreK-8 • Assigned • 1.1mi

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, 21 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)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

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

$2.49M – $3.02M

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Nearby similar homes

$479,900

3 beds2 baths1,614 sq ft

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VIDEO TOUR

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Listing provided by Zillow

New listings for sale in 32789

NEW 12 HRS AGO

$255,000

2 beds2 baths1,026 sq ft

1500 Gay Rd Unit 26-C, Winter Park, FL 32789

$745,000

2 beds1.5 baths897 sq ft

640 N Park Ave #3, Winter Park, FL 32789

OPEN SAT, 12PM TO 2PMVIDEO TOUR

$2,195,000

5 beds4.5 baths4,213 sq ft

304 Santiago Dr, Winter Park, FL 32789

$1,150,000

2 beds2 baths993 sq ft

1602 Alabama Dr #107, Winter Park, FL 32789

$350,000

3 beds2 baths1,344 sq ft

310 Granada Dr, Winter Park, FL 32789

$850,000

3 beds2 baths1,639 sq ft

100 S Interlachen Ave #401, Winter Park, FL 32789

3D WALKTHROUGH

$169,900

1 bed1 bath645 sq ft

2500 Lee Rd #123, Winter Park, FL 32789

OPEN SUN, 12PM TO 2PM

$290,000

2 beds2.5 baths1,133 sq ft

188 Sandlewood #1, Winter Park, FL 32789

$448,000

3 beds1 bath1,304 sq ft

712 Baffie Ave, Winter Park, FL 32789

Home values near 1650 Highland Rd

Data from public records.

Address	Redfin Estimate
1599 Highland Rd, Winter Park, FL 2 Beds \| 3 Baths \| 2443 Sq. Ft.	$996,532
1600 Highland Rd, Winter Park, FL 5 Beds \| 6 Baths \| 6345 Sq. Ft.	$3,863,000

Address	Redfin Estimate
1620 Highland Rd, Winter Park, FL 3 Beds \| 3 Baths \| 3316 Sq. Ft.	$1,500,623
1601 Highland Rd, Winter Park, FL 3 Beds \| 2 Baths \| 1398 Sq. Ft.	$902,893

Address	Redfin Estimate
1590 Highland Rd, Winter Park, FL 4 Beds \| 3.5 Baths \| 3058 Sq. Ft.	$1,557,116
1651 Highland Rd, Winter Park, FL 3 Beds \| 4 Baths \| 3338 Sq. Ft.	$2,106,641

Property information provided by Stellar MLS as Distributed by MLS Grid when last listed in 2019. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 32789, FL

Sale history for 1650 Highland Rd

Tax history for 1650 Highland Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 32789

Home values near 1650 Highland Rd

More real estate resources