Google street view image for 414 Flagler Rd, Winter Haven, FL 33884

Off market oct 1990 for $125K

$370,549

Est. refi paymentEst. refi $964/mo

•

2 ba

•

2,014

sq ft

414 Flagler Rd, Winter Haven, FL 33884

About this home

414 Flagler Rd is a 2,014 square foot house on a 0.34 acre lot with 3 bedrooms and 2 bathrooms. - it last sold on October 01, 1990 for $125,000. Based on Redfin's Winter Haven data, we estimate the home's value is $370,549.

Single-familyProperty Type

1980Year Built

0.34 acresLot Size

$184Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$370,549

$246K since sold in October 1990$1,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 6.6% lower than the average sale price ($397K) of 6 comparable homes.

SOLD MAY 29, 2026
$390,000
A
3 beds2 baths2,035 sq ft
240 Nassau Rd, Winter Haven, FL 33884
SOLD BY REDFIN SEP 11, 2026
$475,000
B
3 beds2 baths2,050 sq ft
308 Hernando Rd, Winter Haven, FL 33884
SOLD APR 28, 2026
$475,000
C
3 beds2 baths1,987 sq ft
210 Nassau Rd, Winter Haven, FL 33884
SOLD JUN 29, 2026
$399,000
D
3 beds2 baths2,000 sq ft
58 Lake Link Cir SE, Winter Haven, FL 33884
SOLD SEP 25, 2026
$261,000
E
3 beds2 baths1,449 sq ft
250 Volusia Dr, Winter Haven, FL 33884
SOLD JAN 2, 2026
$380,000
F
3 beds2 baths1,933 sq ft
425 Flagler Rd, Winter Haven, FL 33884

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Earn from this home

Sell

$347,195

Est. take-home

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Est. cash available

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Rent

$2,315/mo

Redfin rental estimate

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Market trends in 33884, FL

Last updated September 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

98.3%

+0.1% MoM

Median sale price

$298K

$1K MoM

Avg. days on market

69d

0 days MoM

Recently sold homes

213

4 MoM

New listings for sale

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FOR SALE BY OWNER
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NEW 8 HRS AGO
$515,000
5 beds3 baths2,685 sq ft
2022 Kapree Ct, Winter Haven, FL 33884
NEW 25 HRS AGO
$279,900
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420 Hillcrest Dr SE, Winter Haven, FL 33884
NEW 30 HRS AGO
$559,900
4 beds2.5 baths2,775 sq ft
7380 Bent Grass Dr, Winter Haven, FL 33884
$269,999
2 beds2 baths1,826 sq ft
86 Lake Daisy Blvd, Winter Haven, FL 33884
$365,000
5 beds3 baths2,616 sq ft
4608 Ostero St, Winter Haven, FL 33884
FOR SALE BY OWNER
$27,500
2 beds2 baths1,144 sq ft
185 Sweet Cir, Winter Haven, FL 33884
$279,000
3 beds2 baths1,629 sq ft
2415 Brassie Ct, Winter Haven, FL 33884
OPEN FRI, 1PM TO 6PM
$279,000
4 beds2 baths1,680 sq ft
1831 Carnostie Rd, Winter Haven, FL 33884
See all

Provided by Redfin

Sale history for 414 Flagler Rd

Tax history for 414 Flagler Rd

*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

RL-3

Residential Low-3 District

The purpose of the RL-3 district is to provide areas for the low density residential needs of residents in urban areas who desire areas with smaller lots, a minimum of 10,000 sq ft.

Permitted uses

Include but are not limited to:

Agriculture
Housing-Single unit
Infrastructure

Sep 15, 2020 • Final

Residential driveway

Remove the existing driveway and replace it with pavers.

Grading

Nov 12, 2019 • Final

Re-roof

Install new architectural shingles on a single-family home.

Roofing

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

Fireplace Information
# of Fireplaces: 1
Has Fireplace

Exterior

Exterior Information
Foundation Type: Concrete
Construction Type: Masonry
Building Construction Quality: Average
Exterior Wall: Stucco
Roof Framing Type: Masonry
Roof Shape Type: Hip Shingle
Building Type: Single Family

Pool Information
Has Pool

Property Information
Living Sq. Ft: 2,014
Gross Sq. Ft: 2,944
Ground Floor Sq. Ft: 2,014
Building Sq. Ft: 2,944
# of Units: 1
# of Stories: 1
Legal Description: BEG 510 FT N & 435 FT W OF S1/4 OF COR OF SEC RUN W 150 FT N 100 FT E 150 FT S 100 FT TO POB BEING LOT 408 OF UNREC VALENCIA WOOD HILLS

Parking & Garage Information
Parking Type: Unfinished Attached Garage
Garage/Parking Sq. Ft: 528
Garage / Carport Type: Unfinished Attached

Lot Information
# of Buildings: 1
Land Sq. Ft: 15,002
Legal Lot Number: 408
Water District: UNINCORP/SWFWMD/LAKE REGION
Municipality Name: UNINCORP/SWFWMD/LAKE REGION
Acres: 0.3444
Depth Footage: 150
Front Footage: 100
Zoning Code: R-1
County Use Description: SNGL FAM RES TO 2.49 AC
State Use Description: SINGLE FAMILY

Financial

Assessor Information
Assessment Year: 2025
Tax Area: UNINCORP/SWFWMD/LAKE REGION

Public facts

Beds: 3
Baths: 2.0
Sq. Ft.: 2,014
Stories: 1.0
Lot Size: 0.34 acres
Style: Single Family Residential
Year Built: 1980
Year Renovated: 1980
County: Polk County
APN: 262827000000042890

Home facts updated by county records on Oct 9, 2026

Around this home

Schools

Elbert Elementary School

Public PreK-5 • Assigned • 0.8mi

2/10

Denison Middle School

Public 6-8 • Assigned • 1.2mi

3/10

Winter Haven Senior High School

Public 9-12 • Assigned • 0.9mi

3/10

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

4/10 Fire Factor

1% chance of being in a wildfire in next 30 years

8/10 Heat Factor

7 days above 107° expected this year, 23 days in 30 years

10/10 Wind Factor

99% chance of strong winds in next 30 years

2/10 Air Factor

0 unhealthy days expected this year, 2 days in 30 years

Provided by First Street

Historical weather

Winter Haven, FL • 33884

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 6.6 hours in December, placing it above the U.S. average for solar exposure.

8.6 hrs

6.6 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$353,000 – $427,000

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New listings for sale in 33884

NEW 1 HR AGO3D WALKTHROUGH

$399,999

4 beds3.5 baths2,960 sq ft

1217 Michelangelo Ln, Winter Haven, FL 33884

FOR SALE BY OWNER

$9,000

2 beds1 bath750 sq ft

114 Venus Ave, Winter Haven, FL 33884

NEW 8 HRS AGO3D WALKTHROUGH

$515,000

5 beds3 baths2,685 sq ft

2022 Kapree Ct, Winter Haven, FL 33884

NEW 25 HRS AGO

$279,900

3 beds2 baths1,556 sq ft

420 Hillcrest Dr SE, Winter Haven, FL 33884

NEW 30 HRS AGO

$559,900

4 beds2.5 baths2,775 sq ft

7380 Bent Grass Dr, Winter Haven, FL 33884

$269,999

2 beds2 baths1,826 sq ft

86 Lake Daisy Blvd, Winter Haven, FL 33884

$365,000

5 beds3 baths2,616 sq ft

4608 Ostero St, Winter Haven, FL 33884

FOR SALE BY OWNER

$27,500

2 beds2 baths1,144 sq ft

185 Sweet Cir, Winter Haven, FL 33884

$279,000

3 beds2 baths1,629 sq ft

2415 Brassie Ct, Winter Haven, FL 33884

Home values near 414 Flagler Rd

Data from public records.

Address	Redfin Estimate
416 Flagler Rd, Winter Haven, FL 4 Beds \| 4 Baths \| 2801 Sq. Ft.	$439,770
418 Flagler Rd, Winter Haven, FL 3 Beds \| 2 Baths \| 1838 Sq. Ft.	$317,904

Address	Redfin Estimate
420 Flagler Rd, Winter Haven, FL 3 Beds \| 2 Baths \| 1976 Sq. Ft.	$340,697
406 Flagler Rd, Winter Haven, FL 3 Beds \| 2 Baths \| 1828 Sq. Ft.	$347,248

Address	Redfin Estimate
404 Flagler Rd, Winter Haven, FL 3 Beds \| 4 Baths \| 2400 Sq. Ft.	$415,951
408 Flagler Rd, Winter Haven, FL 3 Beds \| 2 Baths \| 1525 Sq. Ft.	$331,969

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