Off Market Feb 2020 for $585K

$1,069,476

Est. refi paymentEst. refi $312/mo

•

2,547

sq ft

1408 Bessmor Rd, Winter Park, FL 32789

About this home

* * * PRICE REDUCED * * * BRAND NEW WINTER PARK HOME PRICED UNDER $650k!!This picture perfect 4 bedroom home was just built in 2019 with stylish decor touches throughout. Fantastic curb appeal greets you as you pull up to the driveway with a manicured lawn and covered front porch. As you walk through the front door, you can't help but to notice the wood style porcelain tile throughout the main living areas. Wonderful open floor plan great for entertaining your guests. Whip up your favorite meals in the gourmet kitchen complete with Samsung stainless steel appliances, built-in oven & microwave, stand alone exhaust fan with flat top range, recessed soft close white shaker wood cabinets, under cabinet lighting, Quartz counters and breakfast bar. Beautiful downstairs master suite complete with walk-in closet, built-in drawers and shelving, updated vanity with dual sinks and a large shower with subway tile and seamless glass wall. On the second floor there is a bonus room which gives you tons of possibilities. Let's not forget the backyard with newer privacy fencing, lush yard and a covered patio. Additional features include oversized recessed interior doors, zoned A/C system, security system, irrigation system and the latest environmentally friendly septic tank system. Location, Location, Location! This home is conveniently located near downtown Winter Park, Park Ave, Rollins College with plenty of dining, shopping and entertainment.

Single-familyProperty Type

2019Year Built

6,860 sq ftLot Size

$420Est. Price/Sq.Ft.

2 car garageParking

Listed by Martha Grasty • RE/MAX ASSURED

Listed by Jason Cox • RE/MAX ASSURED

Bought with Richard Traynor • FLORIDA ONE REAL ESTATE LLC

Redfin checked: a minute ago

•Source:Stellar MLS as Distributed by MLS Grid #O5793833

Redfin Estimate

$1,069,476

$484K since sold in February 2020$16K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 13.2% lower than the average sale price ($1.23M) of 6 comparable homes.

SOLD JUN 30, 2026
$1,395,000
A
4 beds3.5 baths2,838 sq ft
2408 Lafayette Ave, Winter Park, FL 32789
SOLD APR 1, 2026
$1,000,000
B
4 beds3.5 baths2,770 sq ft
2607 Lafayette Ave, Winter Park, FL 32789
SOLD JUL 31, 2026
$1,450,000
C
4 beds3.5 baths2,249 sq ft
1660 Walnut Ave, Winter Park, FL 32789
SOLD JUN 9, 2026
$1,199,000
D
5 beds3 baths2,618 sq ft
1807 Magnolia Ave, Winter Park, FL 32789
SOLD JUL 17, 2026
$1,400,000
E
4 beds3.5 baths2,815 sq ft
1220 Woodmere Dr, Winter Park, FL 32789
SOLD JUL 8, 2026
$952,000
F
4 beds3 baths2,292 sq ft
67 Cypress Ln, Maitland, FL 32751

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Earn from this home

Sell

$599,003

Est. take-home

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Refinance

Est. cash available

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Rent

$4,078/mo

Redfin rental estimate

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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

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
COMING SOON
$1,050,000
3 beds2 baths1,469 sq ft
393 Holt Ave, Winter Park, FL 32789
COMING SOON
$4,400,000
4 beds5.5 baths3,720 sq ft
702 Via Bella, Winter Park, FL 32789
COMING SOON
$1,095,000
4 beds3 baths2,803 sq ft
443 Broadview Ave, Winter Park, FL 32789
$575,000
2 beds2.5 baths1,648 sq ft
1259 Indiana Ave, Winter Park, FL 32789
$995,999
4 beds3 baths2,528 sq ft
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$269,000
2 beds1 bath710 sq ft
151 N Orlando Ave #242, Winter Park, FL 32789
See all

Provided by Redfin

Sale history for 1408 Bessmor Rd

Date

Event

Price

Stellar MLS as Distributed by MLS Grid #O5793833

Feb 28, 2020

Sold

$585,000

$230/sq ft

Jan 9, 2020

Pending

—

Oct 28, 2019

Price Changed

$625,000

$245/sq ft

Sep 18, 2019

Price Changed

$649,000

$255/sq ft

Aug 13, 2019

Price Changed

$675,000

$265/sq ft

Jul 30, 2019

Price Changed

$689,000

$271/sq ft

Jun 25, 2019

Listed

$699,000

$274/sq ft

Stellar MLS as Distributed by MLS Grid #O5559803

Apr 24, 2018

Sold

$210,000

$82/sq ft

Apr 14, 2018

Pending

—

Mar 24, 2018

Pending

—

Mar 22, 2018

Pending

—

Mar 5, 2018

Pending

—

Feb 22, 2018

Price Changed

$225,650

$89/sq ft

Feb 15, 2018

Price Changed

$225,750

$89/sq ft

Feb 7, 2018

Price Changed

$225,850

$89/sq ft

Jan 31, 2018

Listed

$225,950

$89/sq ft

Public Records

Jun 29, 1999

Sold

$47,000

$18/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$8,848 (+3.0%)

2024

$8,586 (+3.6%)

2023

$8,286 (+4.3%)

2022

$7,943 (+1.7%)

2021

$7,811 (+23.1%)

2020

$6,345 (+150.9%)

$200,000 + $334,560

$534,560

2019

$2,529 (+11.1%)

$155,000

2018

$2,277 (+20.3%)

$155,000

2017

$1,892 (+8.0%)

$67,980 + $49,750

$117,730

2016

$1,752 (+5.8%)

$67,980 + $49,750

$117,730

2015

$1,656 (+15.6%)

2014

$1,433 (+10.6%)

2013

$1,296 (+9.3%)

2012

$1,186

Tax history for 1408 Bessmor Rd

Year

Property tax

Land + Additions

Assessment*

2025

$8,848 (+3.0%)

2024

$8,586 (+3.6%)

2023

$8,286 (+4.3%)

2022

$7,943 (+1.7%)

2021

$7,811 (+23.1%)

2020

$6,345 (+150.9%)

$200,000 + $334,560

$534,560

2019

$2,529 (+11.1%)

$155,000

2018

$2,277 (+20.3%)

$155,000

2017

$1,892 (+8.0%)

$67,980 + $49,750

$117,730

2016

$1,752 (+5.8%)

$67,980 + $49,750

$117,730

2015

$1,656 (+15.6%)

2014

$1,433 (+10.6%)

2013

$1,296 (+9.3%)

2012

$1,186

*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

2019

Sq. Ft.

2,426

Year built

2019

Style

Single Family Residential

County

Orange County

APN

302132942805040

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 17, 2023 • Final

Residential accessory structure

Install a pergola with roof panels attached to a single-family home.

ADU

Dec 15, 2021 • Final

Residential sitework/driveway

Install new pavers on a driveway.

Grading

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

Parking

Parking Information
Garage Dimensions: 19x19
Parking Features: Driveway
Garage Spaces: 2
Has Attached Garage
Has Garage

Interior

Virtual Tour

Bedroom Information
# of Bedrooms: 4

Bathroom Information
# of Full Baths (Total): 3

Laundry Room Information
Laundry Features: Inside, Laundry Room

Other Rooms Information
Additional Rooms: Bonus Room,Great Room,Inside Utility
# of Rooms: 8

Heating & Cooling
Heating Information: Central
Cooling Information: Central Air, Zoned

Interior Features
Interior Features: Ceiling Fans(s), Kitchen/Family Room Combo, Solid Surface Counters, Solid Wood Cabinets, Thermostat, Vaulted Ceiling(s), Walk-in Closet(s)
Appliances: Built-In Oven, Cooktop, Dishwasher, Disposal, Microwave, Refrigerator, Wine Refrigerator
Flooring: Carpet, Ceramic Tile, Tile

Exterior

Building Information
Construction Materials: Block, Stucco
New Construction
Roof: Shingle

Exterior Features
Patio And Porch Features: Covered, Front Porch, Patio
Exterior Features: Fence, Irrigation System, Sliding Doors

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
Homestead Y/N: 0
Property Type: Residential
Property Sub Type: Single Family Residence
Property Condition: Completed
Zoning: R-1A

Land Information
Vegetation: Mature Landscaping, Oak Trees, Trees/Landscaped
Total Acreage: Up to 10,889 Sq. Ft.

Lot Information
Lot Features: Paved
Lot Size Acres: 0.16
Lot Size Square Meters: 637

Financial

Tax Information
Tax Annual Amount: $2,277
Tax Year: 2018

Lease / Rent Details
Lease Restrictions YN: 0

Utilities

Utility Information
Water Source: Public
Sewer: Septic Tank
Utilities: BB/HS Internet Available, Cable Available, Cable Connected

Location

Multi-Unit Information
Unit Number YN: 0

HOA Information
Association Approval Required Y/N: 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.

Community Information
Pets Allowed: Yes

Public facts

Beds: 4
Baths: 3.0
Sq. Ft.: 2,426
Stories: 2.0
Lot Size: 6,868 square feet
Style: Single Family Residential
Year Built: 2019
Year Renovated: 2019
County: Orange County
APN: 302132942805040

Home facts updated by county records on Aug 17, 2026

Other

Miscellaneous Information
Third Party YN: 1

Listing Information
Previous Status: Pending
Backups Requested YN: 1

Listing Date Information
Days to Contract: 198
Status Contractual Search Date: 2020-02-28

Listing Price Information
Calculated List Price By Calculated Sq Ft: 245.39

Green Information
Green Verification Count: 0
Direction Faces: North

Home Information
Living Area: 2547
Living Area Units: Square Feet
Living Area Source: Builder
Living Area Meters: 236.62
Building Area Units: Square Feet
Foundation Details: Slab
Levels: Two
Security Features: Security System

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

$1.02M – $1.23M

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Home values near 1408 Bessmor Rd

Data from public records.

Address	Redfin Estimate
1320 Bessmor Road, Winter Park, FL 5 Beds \| 3 Baths \| 2577 Sq. Ft.	$1,408,021
1420 Bessmor Road, Winter Park, FL 2 Beds \| 1 Baths \| 1023 Sq. Ft.	$454,643

Address	Redfin Estimate
1314 Bessmor Road, Winter Park, FL 2 Beds \| 1 Baths \| 943 Sq. Ft.	$392,095
1421 Bessmor Road, Winter Park, FL 2 Beds \| 1 Baths \| 1114 Sq. Ft.	$395,583

Address	Redfin Estimate
1402 Bessmor Road, Winter Park, FL 4 Beds \| 1 Baths \| 1100 Sq. Ft.	$539,720
1403 Bessmor Road, Winter Park, FL 3 Beds \| 2 Baths \| 1368 Sq. Ft.	$495,198

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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