397 Windswept Blvd, Freeport, FL 32439
OFF MARKET

397 Windswept Blvd
Freeport, FL 32439

  • 3 Beds
  • 2 Baths
  • 2,043 sqft (on 0.74 acres)

$526,700

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $3,196/mo*
Refinance Your Home

$526,700

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $3,196/mo*
Refinance Your Home
3 Beds
2 Baths
2,043 sqft
(on 0.74 acres)

Home Value

Trulia Estimate
$527K
Since last month
Increased$300 (+0.1%)
Since last year
Increased$52K (+10.9%)
Since last sale
Increased$66K (+14.4%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +107% in the last 10 years
MonthEstimated value
2026
August 2026$526K
July 2026$526K
June 2026$536K
May 2026$464K
April 2026$467K
March 2026$469K
February 2026$464K
January 2026$461K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
332 Club House Dr E, Freeport, FL
0.56
Single-Family Home
$589,000
06/29/26
3
2
2,127
502 Windswept Blvd, Freeport, FL
0.13
Single-Family Home
$650,000
06/09/26
4
3.5
3,377
588 Windswept Blvd, Freeport, FL
0.20
Single-Family Home
$683,000
01/28/26
4
3
3,448
354 Club House Dr E, Freeport, FL
0.58
Single-Family Home
$515,000
04/30/26
4
3
2,392
169 Bentgrass Rd S, Freeport, FL
0.55
Single-Family Home
$525,000
07/14/26
3
3
2,614
156 Bentgrass Rd N, Freeport, FL
0.69
Single-Family Home
$490,000
01/16/26
3
3
2,639
158 Bentgrass Rd S, Freeport, FL
0.60
Single-Family Home
$475,000
04/17/26
4
3
2,518
43 Birdie Ct, Freeport, FL
0.59
Single-Family Home
$427,000
10/10/25
4
3
2,750
1585 Brushed Dunes Cir, Paxton, FL
0.76
Single-Family Home
$445,000
10/08/25
4
3
2,272
141 Gulf Pines Ct, Freeport, FL
0.72
Single-Family Home
$525,900
07/09/26
4
3
2,458

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
480 Windswept Blvd, Freeport, FL 32439
0.11
$499,900
4
2
2,146
For Sale
502 Windswept Blvd, Freeport, FL 32439
0.13
$650,000
4
3.5
3,377
Recently Sold
557 Windswept Blvd, Freeport, FL 32439
0.18
$640,300
3
2
2,947
Off Market
588 Windswept Blvd, Freeport, FL 32439
0.20
$683,000
4
3
3,448
Recently Sold
39 Birdie Ct, Freeport, FL 32439
0.30
$581,700
3
3
2,639
Off Market
69 Club House Dr W, Freeport, FL 32439
0.30
$170,000
-
-
-
For Sale
Lot 1A Club House Dr E, Freeport, FL 32439
0.32
$125,000
-
-
-
For Sale
12 Club House Dr E, Freeport, FL 32439
0.34
$125,000
-
-
-
For Sale
170 CLUB HOUSE DRIVE W LOT 5, Freeport, FL 32439
0.34
-
-
-
-
Off Market
2 Club House Dr, Freeport, FL 32439
0.39
-
-
-
-
Off Market
155 Club House Dr, Freeport, FL 32439
0.41
$625,000
3
2
2,886
For Sale
36 Birdie Ct, Freeport, FL 32439
0.46
$618,900
4
3
3,231
Off Market

Local Information

  • Map ViewExplore the area around 397 Windswept Blvd.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2005
Lot Size
0.74 acres
Living Area
2,043 sqft
Price/Sqft
$258
Parking
Garage

About this House

Quality built, brick, 3BR/2BA home on a .74-acre lot in the golf community of Windswept Estates. This home features tile in the living space & Pergo floors in the bedrooms. The living room features custom trey ceiling with wood accents and a flagstone fireplace with custom cypress mantle. The kitchen is a chef delight with gorgeous granite countertops, maple cabinets, gas stove, & dining nook. The master suite is spacious and features granite countertops, soaking tub, separate shower, & ample closet space. Other features include two additional bedrooms with a large hallway bath, formal dining room, 2-car garage, Rinnai tankless water heater, & laundry room. The backyard features an outdoor kitchen/grill area, hot tub, custom Amen Corner 3-hole course, & enough space to add a pool & more!
397 Windswept Blvd, Freeport, FL 32439 is a 3 bedroom, 2 bathroom, 2,043 sqft single-family home built in 2005. It last sold for $460,000 on Sep 11, 2023. More recently, it was listed as a rental in February 2014 with an asking price of $900 per month. It is currently off market. The Trulia Estimate is $526,700, with a rent estimate of $3,177/month.

Home Details for 397 Windswept Blvd

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile, Laminate
Interior Details
Types of Rooms: Walk In Closet
Appliances & Utilities
Cable ReadyDishwasherDisposal
Fireplace & Spa
FireplaceHot Tub or Spa
Security
Security System

Exterior Features

Exterior Home Features
Roof: OtherDeckExterior: Brick, Cement ConcretePatioSprinkler System
Pool
Pool
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 2005Year Updated: 2005
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 0.74 acres

Building

Fitness & Sports
Tennis Court

Price and Tax history

DateEventPrice
Sep 11, 2023
Source: N/A
Sold
$460,000
Aug 5, 2023
Source: ECAOR #911151
Pending
$470,000
Aug 3, 2023
Source: ECAOR #911151
PriceChange
$470,000
Price decreased by 3%
Jul 13, 2023
Source: ECAOR #911151
PriceChange
$484,900
Price decreased by 0%
Jul 6, 2023
Source: ECAOR #911151
PriceChange
$484,999
Price decreased by 3%

Market trends in Freeport

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$365K
$7.67KMoM
Sale-to-List Price
97.3%
0.3%MoM
Price per sq ft
$206
$1MoM
Available listings
311
25MoM

Around this home

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."
    1
    Flag
  • Nwflconnelly
    "Mix of old and new. Lots of green belt areas. Wildlife is prevalent and a part of the neighborhood "
    1
    Flag
  • Nwflconnelly
    "Watch out for coyotes and owls. This area is very rural. Also, there are no sidewalks in the neighborhood."
    1
    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."
    1
    Flag
  • Nwflconnelly
    "The street is quiet and we have water views. The wildlife still has room to roam and maintain the natural habitat "
    1
    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."
    1
    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."
    1
    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...."
    5
    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"
    1
    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

Frequently asked questions about 397 Windswept Blvd

  • What is 397 Windswept Blvd estimated to be worth?
    Trulia's estimated value for 397 Windswept Blvd in Freeport, FL is $526,700.
  • What is the price history for 397 Windswept Blvd?
    397 Windswept Blvd in Freeport, FL last sold for $460,000 in September 2023.
  • 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 397 Windswept Blvd have air conditioning?
    Yes, 397 Windswept Blvd in Freeport, FL has air conditioning.
  • Does 397 Windswept Blvd have a pool?
    Yes, 397 Windswept Blvd in Freeport, FL has a pool.

Explore by feature - Pet Friendly

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Explore by feature - Outdoor Space

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