32 Winter Way, Freeport, FL 32439
Property image
Property image
OFF MARKET

$413,700

Trulia Estimate
as of Aug 30, 2026
  • 3 Beds
  • 2 Baths
  • 1,890 sqft
  • 3 Beds
  • 2 Baths
  • 1,890 sqft

32 Winter Way, Freeport, FL 32439

Home Highlights

Property Type
Single-Family Home
Living Area
1,890 sqft
Price/Sqft
$219
Parking
Attached Garage

Local Information

  • Map ViewExplore the area around 32 Winter Way.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Entire 3 Bedroom / 2 Bath 1800 sqft home in - Desireble Hammock Bay- Hoa fee included in rent. Close to new middle school and all other amenities hammock Bay has to offer. Pets welcome .

Terms are negotiable
32 Winter Way, Freeport, FL 32439 is a 3 bedroom, 2 bathroom, 1,890 sqft single-family home. It last sold for $222,100 on Oct 5, 2015 (9,557% above the $2,300 asking price). More recently, it was listed as a rental in June 2025 with an asking price of $2,300 per month. That rental listing was removed on July 2, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $413,700, with a rent estimate of $2,684/month.

Home Details for 32 Winter Way

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: Central AirHeating Fuel: Forced Air
Appliances & Utilities
DishwasherMicrowaveRefrigerator
Levels, Entrance, & Accessibility
Floors: Carpet, Tile

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: now

Exterior Features

Parking & Garage
Parking: Attached, On Site

Comparable Sales for 32 Winter Way

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.20
Single-Family Home
$345,000
04/02/26
3
2
1,824 sqft
0.20
Single-Family Home
$355,000
06/24/26
3
2
1,714 sqft
0.14
Single-Family Home
$268,500
05/28/26
3
3
2,346 sqft
0.24
Single-Family Home
$425,000
04/10/26
3
2
1,879 sqft
0.25
Single-Family Home
$380,000
11/07/25
3
2
1,714 sqft
0.23
Single-Family Home
$439,000
02/27/26
3
2
1,962 sqft
0.36
Single-Family Home
$285,000
07/01/26
3
2
1,811 sqft
0.29
Single-Family Home
$380,000
04/06/26
3
2
1,881 sqft
0.27
Single-Family Home
$425,000
07/27/26
3
2
1,817 sqft
0.40
Single-Family Home
$300,000
11/14/25
3
2
1,797 sqft

Nearby homes

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What Locals Say about Freeport

At least 61 Trulia users voted on each feature.
  • 91 % Say parking is easy

  • 87 % Say car is needed

  • 86 % Say yards are well-kept

  • 85 % Say it's dog friendly

  • 79 % Say there's holiday spirit

  • 79 % Say it's quiet

  • 67 % Say kids play outside

  • 62 % Say there's wildlife

  • 62 % Say people would walk alone at night

  • 56 % Say neighbors are friendly

  • 56 % Say they plan to stay for at least 5 years

  • 52 % Say there are sidewalks

  • 39 % Say streets are well-lit

  • 36 % Say there are community events

  • 27 % Say it's walkable to grocery stores

  • 15 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • Julie Fletcher
    "4th of July and other community holiday events. Person to person fundraising for the schools and local teams."
  • Nwflconnelly
    "Mix of old and new. Lots of green belt areas. Wildlife is prevalent and a part of the neighborhood "
  • Nwflconnelly
    "Watch out for coyotes and owls. This area is very rural. Also, there are no sidewalks in the neighborhood."
  • Julie Fletcher
    "There is no public transportation, so it must have a car to get anywhere outside of the town. Could possibly bike a walk to other businesses in the area. But the town has gotten pretty spread out so that might be difficult."
  • Nwflconnelly
    "The street is quiet and we have water views. The wildlife still has room to roam and maintain the natural habitat "
  • Julie Fletcher
    "I’ve lived here for four years people. It’s very family friendly. Schools are great and get A ratings. Neighbors are kind and courteous. We are 30 minutes from the sugar, white sand beaches of the Gulf of Mexico, and just 10 minutes from the Bay. There are a lot of nature and walking trails in the area. This is a great place to live if you’d like to go, boating, kayaking, paddle boarding or fishing. So many great spots in the area."
  • Julie Fletcher
    "It’s very family friendly, with low crime and relatively clean living. Close to the grocery store and various other local restaurants and boutiques."
  • Luis A.
    "I LIVE IN FREEPORT AND I CAN SAY ITS THE MOST PEACEFULL LITTLE TOWN I HAVE EVER LIVED IN, BEACHES AR LESS THEN 10 MILES AWAY , HAVE ALL THE AMENITIES I NEED AND MORE , BEST PART CRIME FREE AND EVERYONE KNOWS YOU IN OUR COMMUNITY...."
  • Tom L.
    "Have have a car minimal access to other transportation - no public transportation options it is located far from the city which is how I like it"
  • Tom L.
    "It’s Hammock Bay the rest of Freeport is not so nice although the town is growing as more businesses come here."
  • Kendra O.
    "Lived in this neighborhood since August 2019. Our little piece of paradise! Gray balance of seclusion, great neighbors, wildlife, bit close to activities and shopping. Snail town living at its best."
  • India S.
    "There is no access to a dog park. I believe if we had a dog park it would benefit the health of community pets. "
  • Leticia
    "Some people are friendly some are arrogant One thing about having a toy here is keep everybody from being trashy they have to bide by the rules that I like that"
  • jimw
    "I'm fairly new to Freeport but it's a quiet place and no crime. It's also just 13 miles to the beach and that's what I wanted. "
  • Leticia
    "Great place to live Dog farts recreation center three swimming pools tennis courts where community center walking trails"
  • Tish L.
    "Small, rural town that is about to explode. 30 minutes to beautiful beaches, shopping, and there is always something to do within a short drive."
  • Cm2rwoodruff
    "The range of ages in the neighborhoods. The diverse backgrounds that everyone comes from. The sense of community pride. "
  • Darenhankins
    "Most people use personal vehicles to commute, and usually will travel 20-40 miles to work or school. "

LGBTQ Local Legal Protections

Price and Tax history

DateEventPrice
Jul 2, 2025
Source: Zillow Rentals
ListingRemoved
$2,300
Jun 30, 2025
Source: Zillow Rentals
Listed For Rent
$2,300
Sep 13, 2024
Source: Zillow Rentals
ListingRemoved
$2,500
Aug 12, 2024
Source: Zillow Rentals
Listed For Rent
$2,500
Oct 5, 2015
Source: N/A
Sold
$222,100

Frequently asked questions about 32 Winter Way

  • What is 32 Winter Way estimated to be worth?
    Trulia's estimated value for 32 Winter Way in Freeport, FL is $413,700.
  • What is the price history for 32 Winter Way?
    32 Winter Way in Freeport, FL last sold for $222,100 in October 2015.
  • Is Freeport a buyer's or seller's market?
    Freeport is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Freeport?
    The median sale price in Freeport is $365K. That is up $7.67K from the prior month.
  • Does 32 Winter Way have air conditioning?
    Yes, 32 Winter Way in Freeport, FL has air conditioning.
  • Does 32 Winter Way have parking?
    Yes, 32 Winter Way in Freeport, FL has on-site parking.

Homes for rent near 32 Winter Way

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
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