33 Winter Way, Freeport, FL 32439
OFF MARKET

33 Winter Way
Freeport, FL 32439

  • 3 Beds
  • 2 Baths
  • 1,939 sqft (on 0.25 acres)

$414,800

Trulia Estimate
as of Jun 18, 2026
Est. Refi. Payment $2,178/mo*
Refinance Your Home

$414,800

Trulia Estimate
as of Jun 18, 2026
Est. Refi. Payment $2,178/mo*
Refinance Your Home
3 Beds
2 Baths
1,939 sqft
(on 0.25 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Holiday Builders all brick home on 1/4 acre lot. Open floor plan with flex room and screened-in lanai. Knockdown ceiling texture, Shaw® stain resistant wall to wall carpeting in bedrooms and flex room, Shaw® 17" tile in all other living spaces and master shower, coffer ceiling in great room and master bedroom, recessed lighting, granite countertops in kitchen and bathrooms, double vanities, crown molding in master bedroom, foyer, and dining room, irrigation system with well, ceiling fans in 5 rooms and lanai. Blinds and refrigerator included. The Hammock Bay Homeowners Association (HOA) offers amenities such as a fitness center, club house with 2 pools, over 10 miles of bike and nature walk trails, Bay Club located on the Choctawhatchee Bay. A wonderful, relaxing lifestyle with families in mind!
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
Porch
View
No Info
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 33 Winter Way

Interior Features

Heating & Cooling
Heating: Heat Pump, ElectricAir ConditioningCooling System: CentralHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile, Carpet
Interior Details
AtticTypes of Rooms: Walk In Closet, Dining Room, Family Room, Laundry Room, Master BathCeiling Fan
Appliances & Utilities
Cable ReadyDishwasherDisposalMicrowaveRefrigerator
Windows, Doors, Floors & Walls
Double Paned Windows

Exterior Features

Exterior Home Features
Roof: Shake ShingleExterior: Shingle, BrickLawnPorchSprinkler System
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 2015
Property Type / Style
Property Type: Single Family HomeArchitecture: Craftsman

Community

Units in Building: 1

Lot Information

Lot Area: 10890 sqft

Price History for 33 Winter Way

DatePriceEventSource
03/03/2021$305,000Sold
N/A
09/01/2015$239,240Sold
N/A
03/14/2014$105,000Sold
N/A

Market trends in Freeport

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$393K
$54KMoM
Sale-to-List Price
—
Price per sq ft
$215
$1MoM
Available listings
314
19MoM
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2024
Tax$4,377
Assessment$359,534
Home facts updated by county records

Homeowner tools

Estimated monthly rent$2,503/mo
List your home for rent

Homes for rent near 33 Winter Way

See what comparable homes in the neighborhood are renting for.
Skip to last item
Skip to first item

Comparable Sales for 33 Winter Way

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
82 Camellia Ct, Freeport, FL
0.18
Single-Family Home
$345,000
04/02/26
3
2
1,824
63 Camellia Ct, Freeport, FL
0.21
Single-Family Home
$425,000
04/10/26
3
2
1,879
38 Camellia Ct, Freeport, FL
0.19
Single-Family Home
$439,000
02/27/26
3
2
1,962
129 Leap Year Ln, Freeport, FL
0.05
Single-Family Home
$485,000
07/17/25
3
2.5
2,362
22 Camellia Ct, Freeport, FL
0.21
Single-Family Home
$380,000
11/07/25
3
2
1,714
51 Leap Year Ln, Freeport, FL
0.11
Single-Family Home
$490,000
05/13/26
3
2.5
2,402
160 Concert Ct, Freeport, FL
0.34
Single-Family Home
$380,000
04/06/26
3
2
1,881
524 Symphony Way, Freeport, FL
0.44
Single-Family Home
$330,000
03/31/26
3
2
1,976
48 Barefoot Cv, Freeport, FL
0.13
Single-Family Home
$520,000
06/03/26
3
2.5
2,369
56 Camellia Ln, Freeport, FL
0.31
Single-Family Home
$404,500
03/31/26
3
2
1,718

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 33 Winter Way.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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 it's quiet

  • 78 % Say there's holiday spirit

  • 67 % Say kids play outside

  • 63 % 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

  • 51 % Say there are sidewalks

  • 38 % Say streets are well-lit

  • 36 % Say there are community events

  • 26 % Say it's walkable to grocery stores

  • 15 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • Nwflconnelly
    "Mix of old and new. Lots of green belt areas. Wildlife is prevalent and a part of the neighborhood "
    0
    Flag
  • Nwflconnelly
    "Watch out for coyotes and owls. This area is very rural. Also, there are no sidewalks in the neighborhood."
    0
    Flag
  • 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."
    0
    Flag
  • Nwflconnelly
    "The street is quiet and we have water views. The wildlife still has room to roam and maintain the natural habitat "
    0
    Flag
  • 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."
    0
    Flag
  • 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."
    0
    Flag
  • 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...."
    4
    Flag
  • 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"
    0
    Flag
  • Tom L.
    "It’s Hammock Bay the rest of Freeport is not so nice although the town is growing as more businesses come here."
    1
    Flag
  • 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."
    0
    Flag
  • 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. "
    4
    Flag
  • 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"
    1
    Flag
  • 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. "
    0
    Flag
  • Leticia
    "Great place to live Dog farts recreation center three swimming pools tennis courts where community center walking trails"
    0
    Flag
  • 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."
    0
    Flag
  • Cm2rwoodruff
    "The range of ages in the neighborhoods. The diverse backgrounds that everyone comes from. The sense of community pride. "
    0
    Flag
  • Darenhankins
    "Most people use personal vehicles to commute, and usually will travel 20-40 miles to work or school. "
    0
    Flag

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature - Pet Friendly

Explore by feature - Garage

Explore by feature - Air Conditioning

Explore by feature - Pool

Explore by feature - Washer/dryer

Explore by feature - Outdoor Space

Homes for sale near 33 Winter Way

Skip to last item
Skip to first item

Off Market Homes Near 33 Winter Way

Skip to last item
Skip to first item
33 Winter Way, Freeport, FL 32439 is a 3 bedroom, 2 bathroom, 1,939 sqft single-family home built in 2015. This property is not currently available for sale. 33 Winter Way was last sold on Mar 3, 2021 for $305,000. The current Trulia Estimate for 33 Winter Way is $414,800.