Google satellite image for 53 Winter Way, Freeport, FL 32439

Off market sep 2005 for $175K

$516,509

Est. refi paymentEst. refi $1,222/mo

•

3 ba

•

2,403

sq ft

53 Winter Way, Freeport, FL 32439

About this home

53 Winter Way is a 2,403 square foot house on a 0.32 acre lot with 3 bedrooms and 3 bathrooms. - it last sold on September 21, 2005 for $175,000. Based on Redfin's Freeport data, we estimate the home's value is $516,509.

Single-familyProperty Type

2019Year Built

0.32 acresLot Size

$215Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$516,509

$342K since sold in September 2005$1,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 15.2% lower than the average sale price ($609K) of 6 comparable homes.

SOLD JUN 3, 2026
$520,000
A
3 beds2.5 baths2,369 sq ft
48 Barefoot Cv, Freeport, FL 32439
SOLD AUG 14, 2026
$760,000
B
4 beds3 baths2,424 sq ft
629 Meadow Lake Dr, Freeport, FL 32439
SOLD MAY 13, 2026
$490,000
C
3 beds2.5 baths2,402 sq ft
51 Leap Year Ln, Freeport, FL 32439
SOLD APR 17, 2026
$525,000
D
4 beds3 baths2,496 sq ft
254 Concert Ct, Freeport, FL 32439
SOLD JUN 4, 2026
$725,000
E
4 beds3 baths2,625 sq ft
102 Mill Pond Cv, Freeport, FL 32439
SOLD JUL 30, 2026
$635,000
F
4 beds3 baths2,452 sq ft
267 Buxtons Way, Freeport, FL 32439

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Earn from this home

Sell

$424,777

Est. take-home

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Refinance

Est. cash available

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Rent

$3,111/mo

Redfin rental estimate

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Market trends in 32439, FL

Last updated September 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

98.5%

0.2% MoM

Median sale price

$395K

$4K MoM

Avg. days on market

85d

3 days MoM

Recently sold homes

208

20 MoM

New listings for sale

OPEN SAT, 2PM TO 5PM
$639,900
3 beds3 baths2,428 sq ft
61 Brighton Cv, Freeport, FL 32439
OPEN SAT, 12PM TO 4PM
$360,490
3 beds2 baths1,891 sq ft
38 Free Point Cir Unit HS B6, Freeport, FL 32439
FOR SALE BY OWNER
$299,000
2 beds1 bath648 sq ft
3005 Bay Grove Rd, Freeport, FL 32439
OPEN SAT, 12PM TO 4PM
$378,000
4 beds2 baths2,025 sq ft
60 Dusky Way, Freeport, FL 32439
$489,900
3 beds2 baths2,355 sq ft
202 Secret St, Freeport, FL 32439
SHORT SALE
$475,000
4 beds3.5 baths2,744 sq ft
78 Hammock Breeze Dr, Freeport, FL 32439
$115,000
3 beds2 baths1,064 sq ft
60 Will St, Freeport, FL 32439
$749,999
2 beds2 baths1,512 sq ft
2554 Bay Grove Rd, Freeport, FL 32439
$259,900
3 beds2.5 baths1,512 sq ft
36 Date Palm Ln, Freeport, FL 32439
FOR SALE BY OWNER
$204,000
3 beds2 baths1,200 sq ft
449 McDaniels Fishcamp Rd, Freeport, FL 32439
See all

Provided by Redfin

Sale history for 53 Winter Way

Tax history for 53 Winter Way

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

Property details

Interior

Bathroom Information
# of Bathroom Fixtures: 9

Heating & Cooling
Air Conditioning Type: Central
Heating Type: Hot Air

Exterior

Exterior Information
Building Construction Quality: Above Average
Exterior Wall: Brick
Roof Shape Type: Gable/Hip
Building Type: Single Family

Property Information
Subdivision Name: SEASONS AT HAMMOCK BAY
Living Sq. Ft: 2,403
Adjusted Gross Sq. Ft: 2,723
Building Sq. Ft: 3,102
# of Stories: 1
Legal Description: LOT 18 SEASONS AT HAMMOCK BAY PB 16-88 OR 2690-807 OR 2775-3234 OR 3076-533 OR 3098-2244

Parking & Garage Information
Parking Type: Finished Garage
Garage/Parking Sq. Ft: 440
Garage / Carport Type: Finished

Lot Information
# of Buildings: 1
Land Sq. Ft: 13,822
Legal Lot Number: 18
Municipality Name: COUNTY
Acres: 0.3173
Zoning Code: MUNI
County Use Description: SINGLE FAMILY

Financial

Assessor Information
Assessment Year: 2025
Tax District County: COUNTY

Public facts

Beds: 3
Baths: 3.0
Sq. Ft.: 2,403
Stories: 1.0
Lot Size: 0.32 acres
Style: Single Family Residential
Year Built: 2019
Year Renovated: 2019
County: Walton County
APN: 171S19230300000180

Home facts updated by county records on Sep 8, 2026

Around this home

Schools

Freeport Elementary School

Public K-4 • Assigned • 0.6mi

6/10

Freeport Middle School

Public 5-8 • Assigned • 0.6mi

7/10

Freeport Senior High School

Public 9-12 • Assigned • 5.4mi

8/10

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

3/10 Fire Factor

0.31% chance of being in a wildfire in next 30 years

10/10 Heat Factor

7 days above 104° 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

Freeport, FL • 32439

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 9.4 hours in June and 5.5 hours in December, placing it above the U.S. average for solar exposure.

9.4 hrs

5.5 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$491,000 – $594,000

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Nearby similar homes

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Listing provided by Zillow

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Land— sq ft

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New listings for sale in 32439

OPEN SAT, 2PM TO 5PM

$639,900

3 beds3 baths2,428 sq ft

61 Brighton Cv, Freeport, FL 32439

OPEN SAT, 12PM TO 4PM

$360,490

3 beds2 baths1,891 sq ft

38 Free Point Cir Unit HS B6, Freeport, FL 32439

FOR SALE BY OWNER

$299,000

2 beds1 bath648 sq ft

3005 Bay Grove Rd, Freeport, FL 32439

OPEN SAT, 12PM TO 4PM

$378,000

4 beds2 baths2,025 sq ft

60 Dusky Way, Freeport, FL 32439

$489,900

3 beds2 baths2,355 sq ft

202 Secret St, Freeport, FL 32439

SHORT SALE

$475,000

4 beds3.5 baths2,744 sq ft

78 Hammock Breeze Dr, Freeport, FL 32439

$115,000

3 beds2 baths1,064 sq ft

60 Will St, Freeport, FL 32439

$749,999

2 beds2 baths1,512 sq ft

2554 Bay Grove Rd, Freeport, FL 32439

$259,900

3 beds2.5 baths1,512 sq ft

36 Date Palm Ln, Freeport, FL 32439

Home values near 53 Winter Way

Data from public records.

Address	Redfin Estimate
43 Winter Way, Freeport, FL 5 Beds \| 3.5 Baths \| 2968 Sq. Ft.	$577,922
27 Winter Way, Freeport, FL 3 Beds \| 2 Baths \| 1825 Sq. Ft.	$403,718

Address	Redfin Estimate
33 Winter Way, Freeport, FL 3 Beds \| 2 Baths \| 1956 Sq. Ft.	$421,735
16 Winter Way, Freeport, FL 3 Beds \| 2.5 Baths \| 2193 Sq. Ft.	$509,924

Address	Redfin Estimate
32 Winter Way, Freeport, FL 3 Beds \| 2 Baths \| 1890 Sq. Ft.	$407,051
52 Winter Way, Freeport, FL 3 Beds \| 3 Baths \| 2188 Sq. Ft.	$482,268

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GreatSchools Ratings provided by GreatSchools.org.

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