Off Market Sep 2025 for $475K

$480,928

Est. refi paymentEst. refi $3,185/mo

Land

•

6,860

sq ft (lot)

1414 Bessmor Rd, Winter Park, FL 32789

About this home

?? Land for Sale – Build Your Dream Home in Winter Park! Just minutes from Park Avenue! Discover the perfect opportunity to build your custom home in one of Central Florida’s most desirable neighborhoods! This prime homesite is nestled among newly built luxury residences and offers the ideal canvas for your future home. The owner has already completed the heavy lifting — the previous structure has been professionally demolished, the septic tank removed, and the lot is cleared and ready to build. Highlights: Prime Winter Park location, Minutes to Park Avenue dining, shopping & events, Surrounded by high-end, newly constructed homes, ready for your builder! Opportunities like this in Winter Park are rare — don’t miss your chance to create something truly special

Vacant landProperty Type

6,860 sq ftLot Size

$70Est. Price/Sq.Ft.

Listed by Miranda Azer • PARKVIEW REAL ESTATE

Contact: 407-312-6472

Bought with Maria Clara Pimentel • THE LANDRUA GROUP REAL ESTATE INC

Redfin checked: a minute ago

•Source:Stellar MLS as Distributed by MLS Grid #O6327873

Redfin Estimate

$480,928

$5,928 since sold in September 2025$5,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 1.6% lower than the average sale price ($489K) of 5 comparable homes.

SOLD JUN 30, 2026
$498,000
A
3 beds2 baths1,707 sq ft
612 Green Meadow Ave, Maitland, FL 32751
SOLD AUG 12, 2026
$675,000
B
Land— sq ft
1622 Arbor Park Dr, Winter Park, FL 32789
SOLD APR 10, 2026
$250,000
C
3 beds1.5 baths1,232 sq ft
1823 Maywood Rd, Winter Park, FL 32792
SOLD JUL 17, 2026
$345,000
D
3 beds2 baths1,144 sq ft
2889 Rouen Ave, Winter Park, FL 32789
SOLD NOV 28, 2025
$675,000
E
3 beds2 baths1,442 sq ft
2190 Temple Dr, Winter Park, FL 32789

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$77,238

Est. take-home

List your home with Redfin and save $4,809

Market trends in 32789, FL

Last updated August 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

96.1%

0.2% MoM

Median sale price

$1.2M

$337K MoM

Avg. days on market

36d

0 days MoM

Recently sold homes

144

14 MoM

New listings for sale

NEW 4 HRS AGO
$349,500
2 beds1 bath709 sq ft
500 N Pennsylvania Ave Unit G, Winter Park, FL 32789
NEW 12 HRS AGO
$130,000
1 bed1 bath645 sq ft
2500 Lee Rd #143, Winter Park, FL 32789
COMING SOON
$6,995,000
5 beds5.5 baths5,479 sq ft
901 Golfview Ter, Winter Park, FL 32789
COMING SOON
$1,649,000
3 beds3 baths2,857 sq ft
1200 Woodmere Dr, Winter Park, FL 32789
NEW 14 HRS AGO
$1,350,000
4 beds4 baths2,998 sq ft
1320 Orchid Ave, Winter Park, FL 32789
OPEN SAT, 1PM TO 4PM
$1,350,000
3 beds4 baths2,191 sq ft
720 Pansy Ave, Winter Park, FL 32789
FOR SALE BY OWNER
$155,000
3 beds2 baths1,149 sq ft
1695 Lee Rd, Winter Park, FL 32789
OPEN SAT, 12PM TO 2PM
$725,000
3 beds2 baths1,563 sq ft
1850 Bryan Ave, Winter Park, FL 32789
COMING SOON
$700,000
4 beds3 baths2,016 sq ft
1592 Arbor Park Dr, Winter Park, FL 32789
OPEN SAT, 11AM TO 2PM
$1,100,000
3 beds2.5 baths2,196 sq ft
2227 Howard Dr, Winter Park, FL 32789
See all

Provided by Redfin

Sale history for 1414 Bessmor Rd

Date

Event

Price

Stellar MLS as Distributed by MLS Grid #O6327873

Sep 19, 2025

Sold

$475,000

Aug 12, 2025

Pending

—

Jul 30, 2025

Price Changed

$475,000

Jul 16, 2025

Listed

$495,000

Stellar MLS as Distributed by MLS Grid #O6214050

Jun 26, 2024

Listing Removed

—

Jun 12, 2024

Listed

STELLARMLS #6161895

Dec 18, 2023

Rental Removed

$2,300

Dec 5, 2023

Listed for Rent

$2,300

Stellar MLS as Distributed by MLS Grid #O6145645

Nov 15, 2023

Sold

$430,000

Oct 24, 2023

Pending

—

Oct 18, 2023

Listed

$430,000

Beautiful rehabbed Mid-century Bungalow in highly sought-after Winter Park Village. The house has been updated with new flooring, a new kitchen with stainless steel Samsung appliances, and much more. It has a huge bonus room that could be used as an Office, Family room, or Third Bedroom. The home is also a block away from the Via's and has the opportunity for redevelopment with many surrounding houses already being Rebuilt. Overall, this property has a lot of opportunities and would make a fantastic starter home, a great rental, a buy and hold, or a redevelopment now or in the future. Excellent investor opportunity.

Stellar MLS as Distributed by MLS Grid #O6059394

Oct 15, 2022

Listing Removed

—

Sep 13, 2022

Listed

Public Records

Aug 5, 2021

Sold

$321,800

Stellar MLS as Distributed by MLS Grid #O5953858

Aug 4, 2021

Sold

$330,000

Jul 9, 2021

Pending

—

Jul 5, 2021

Relisted

—

Jul 1, 2021

Pending

—

Jun 28, 2021

Price Changed

$340,000

Jun 24, 2021

Listed

$350,000

Stellar MLS as Distributed by MLS Grid #O5792923

Jul 31, 2019

Sold

$260,000

Jul 1, 2019

Pending

—

Jun 19, 2019

Listed

$265,000

Stellar MLS as Distributed by MLS Grid #O5557454

Mar 15, 2018

Sold

$210,000

Jan 31, 2018

Pending

—

Jan 18, 2018

Listed

$218,000

Stellar MLS as Distributed by MLS Grid #O4803153

Sep 26, 2007

Listed

Stellar MLS as Distributed by MLS Grid #O4783957

Jul 3, 2007

Listed

Public Records

Apr 1, 1994

Sold

$64,000

Public Records

Jun 1, 1976

Sold

$21,000

Public Records

Jun 1, 1974

Sold

$18,500

** Price available after signing in.

Year

Property tax

Land + Additions

Assessment*

2025

$6,031 (+1.1%)

$300,000 + $82,700

$382,700

2024

$5,966 (+19.4%)

$300,000 + $82,700

$382,700

2023

$4,997 (+10.3%)

$300,000 + $78,971

$378,971

2022

$4,532 (+52.3%)

$250,000 + $43,321

$293,321

2021

$2,976 (+4.2%)

$250,000 + $43,321

$293,321

2020

$2,857 (−6.3%)

2019

$3,049 (+24.3%)

$155,000 + $31,876

$186,876

2018

$2,454 (+16.1%)

$155,000 + $31,876

$186,876

2017

$2,113 (+6.9%)

$67,980 + $57,943

$125,923

2016

$1,976 (+5.8%)

$67,980 + $57,943

$125,923

2015

$1,868 (+21.9%)

$66,000 + $41,884

$107,884

2014

$1,533 (+10.8%)

2013

$1,384 (+8.8%)

2012

$1,272

Tax history for 1414 Bessmor Rd

Year

Property tax

Land + Additions

Assessment*

2025

$6,031 (+1.1%)

$300,000 + $82,700

$382,700

2024

$5,966 (+19.4%)

$300,000 + $82,700

$382,700

2023

$4,997 (+10.3%)

$300,000 + $78,971

$378,971

2022

$4,532 (+52.3%)

$250,000 + $43,321

$293,321

2021

$2,976 (+4.2%)

$250,000 + $43,321

$293,321

2020

$2,857 (−6.3%)

2019

$3,049 (+24.3%)

$155,000 + $31,876

$186,876

2018

$2,454 (+16.1%)

$155,000 + $31,876

$186,876

2017

$2,113 (+6.9%)

$67,980 + $57,943

$125,923

2016

$1,976 (+5.8%)

$67,980 + $57,943

$125,923

2015

$1,868 (+21.9%)

$66,000 + $41,884

$107,884

2014

$1,533 (+10.8%)

2013

$1,384 (+8.8%)

2012

$1,272

*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

6,868 Sq. Ft.

Year renovated

1961

Sq. Ft.

888

Year built

1956

Style

Single Family Residential

County

Orange County

APN

302132942805030

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 17, 2026.

R-1A \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-1A 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

Jul 10, 2025 • Final

Demolition permit - single family residence

Demolish a single-family home and a driveway.

Demolition

Nov 8, 2023 • Final

Residential accessory structure

Install a pre-fabricated shed in the backyard. This project includes revised plans for a different shed model.

ADU

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

Exterior

Property Features
Universal Property Id: US-12095-N-322130942805030-R-N

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

Property Information
CDD Y/N: 0
Property Type: Land
Zoning: R-1A

Land Information
Current Use: Residential
Total Acreage: 0 to less than 1/4

Lot Information
Lot Size Acres: 0.16
Lot Size Dimensions: 65 x 105
Road Surface Type: Asphalt
Front Footage: 65
Lot Size Square Meters: 637

Financial

Tax Information
Tax Annual Amount: $5,832
Tax Year: 2025

Utilities

Utility Information
Water Source: Public
Sewer: None
Utilities: Electricity Available, Water Available

Location

HOA Information
MFR_Association2YN: 0

School Information
Elementary School: Dommerich Elem
Middle Or Junior High School: Maitland Middle
High School: Winter Park High

Location Information
Directions: From 17-92 go EAST on Horatio Avenue to Temple. Take RIGHT on Temple Drive then LEFT on Place Vendome LEFT on Lafayette Avenue RIGHT on Bessmor Rd. house is on the RIGHT

Public facts

Beds: 2
Baths: 1.0
Sq. Ft.: 888
Stories: 1.0
Lot Size: 6,868 square feet
Style: Single Family Residential
Year Built: 1956
Year Renovated: 1961
County: Orange County
APN: 302132942805030

Home facts updated by county records on Aug 17, 2026

Other

Miscellaneous Information
Third Party YN: 1

Listing Information
Attribution Contact: 407-312-6472
Previous Status: Pending
Backups Requested YN: 1

Listing Date Information
Days to Contract: 22
Status Contractual Search Date: 2025-09-19

Listing Price Information
Calculated List Price By Calculated Sq Ft: 69.24

Green Information
Direction Faces: North

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

Around this home

Schools

Dommerich Elementary School

Public PreK-5 • Assigned • 1.0mi

10/10

Maitland Middle School

Public 6-8 • Assigned • 1.1mi

6/10

Winter Park High School

Public 9-12 • Assigned • 2.6mi

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

9/10 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)

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

$457,000 – $554,000

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New listings for sale in 32789

NEW 4 HRS AGO

$349,500

2 beds1 bath709 sq ft

500 N Pennsylvania Ave Unit G, Winter Park, FL 32789

NEW 12 HRS AGO

$130,000

1 bed1 bath645 sq ft

2500 Lee Rd #143, Winter Park, FL 32789

COMING SOON

$6,995,000

5 beds5.5 baths5,479 sq ft

901 Golfview Ter, Winter Park, FL 32789

COMING SOON

$1,649,000

3 beds3 baths2,857 sq ft

1200 Woodmere Dr, Winter Park, FL 32789

NEW 14 HRS AGO

$1,350,000

4 beds4 baths2,998 sq ft

1320 Orchid Ave, Winter Park, FL 32789

OPEN SAT, 1PM TO 4PM

$1,350,000

3 beds4 baths2,191 sq ft

720 Pansy Ave, Winter Park, FL 32789

FOR SALE BY OWNER

$155,000

3 beds2 baths1,149 sq ft

1695 Lee Rd, Winter Park, FL 32789

OPEN SAT, 12PM TO 2PM

$725,000

3 beds2 baths1,563 sq ft

1850 Bryan Ave, Winter Park, FL 32789

COMING SOON

$700,000

4 beds3 baths2,016 sq ft

1592 Arbor Park Dr, Winter Park, FL 32789

Home values near 1414 Bessmor Rd

Data from public records.

Address	Redfin Estimate
1320 Bessmor Road, Winter Park, FL 5 Beds \| 3 Baths \| 2577 Sq. Ft.	$1,389,077
1402 Bessmor Road, Winter Park, FL 4 Beds \| 1 Baths \| 1100 Sq. Ft.	$545,402

Address	Redfin Estimate
1314 Bessmor Road, Winter Park, FL 2 Beds \| 1 Baths \| 943 Sq. Ft.	$378,068
1420 Bessmor Road, Winter Park, FL 2 Beds \| 1 Baths \| 1023 Sq. Ft.	$442,782

Address	Redfin Estimate
1408 Bessmor Road, Winter Park, FL 4 Beds \| 3 Baths \| 2547 Sq. Ft.	$1,046,870
1421 Bessmor Road, Winter Park, FL 2 Beds \| 1 Baths \| 1114 Sq. Ft.	$377,981

Property information provided by Stellar MLS as Distributed by MLS Grid when last listed in 2023. This data may not match . Learn more.

Listing provided courtesy of: HOME WISE REALTY GROUP INC

Listing agent: Miranda Azer

Based on information submitted to the MLS GRID as of Fri Sep 04 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Last Updated: 2023-12-19T03:49:14.446Z

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