53 Gray Owl Dr E, Freeport, FL 32439
Property image
Property image
SOLD
MAY 29, 2026

$390,900

Trulia Estimate
  • 5 Beds
  • 3 Baths
  • 2,107 sqft

53 Gray Owl Dr E, Freeport, FL 32439

Est. Refi. Payment $2,456/mo*
Refinance Your Home
Currently Off Market - Sold May 29, 2026 for $391,026 (1% below list price)

Home Value

Trulia Estimate
$391K
Since last month
Increased$1K (+0.3%)
Since last year
Decreased$31K (-7.2%)
Since last sale
Increased$774 (+0.2%)
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 decreased by -7% in the last 10 years
MonthEstimated value
2026
September 2026$392K
August 2026$391K
July 2026$391K
June 2026$391K
May 2026$372K
April 2026$374K
March 2026$398K
February 2026$422K

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
69 Gray Owl Dr E, Freeport, FL
0.00
Single-Family Home
$376,852
06/19/26
5
3
2,107
6 Gray Owl Dr W, Freeport, FL
0.01
Single-Family Home
$371,419
05/20/26
5
3
2,107
50 Gray Owl Dr E, Freeport, FL
0.00
Single-Family Home
$379,099
06/26/26
5
3
2,107
19 Gray Owl Dr E, Freeport, FL
0.05
Single-Family Home
$382,872
04/27/26
5
3
2,107
151 Farm Owl Dr W, Freeport, FL
0.00
Single-Family Home
$405,000
06/04/26
4
3
2,035
201 W Farm Owl Dr, Freeport, FL
0.01
Single-Family Home
$382,933
07/31/26
4
3
2,035
168 Farm Owl Dr W, Freeport, FL
0.01
Single-Family Home
$375,475
08/27/26
4
3
2,035
175 W Farm Owl Dr, Freeport, FL
0.01
Single-Family Home
$407,315
08/20/26
4
3
2,035
218 W Farm Owl Dr, Freeport, FL
0.02
Single-Family Home
$374,786
09/18/26
4
3
2,035

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
6 Gray Owl Dr W, Freeport, FL 32439
0.01
$371,419
5
3
2,107
Recently Sold
24 Gray Owl Dr W, Freeport, FL 32439
0.02
$318,900
4
2
1,856
Recently Sold
34 Farm Owl Dr W, Freeport, FL 32439
0.01
$474,992
5
3
3,129
For Sale
39 Gray Owl Dr E, Freeport, FL 32439
0.01
$362,042
4
2
2,108
Recently Sold
180 W Farm Owl Dr, Freeport, FL 32439
0.01
$420,772
4
3
2,377
Recently Sold
125 E Gray Owl Dr, Freeport, FL 32439
0.01
$406,761
5
3
2,212
For Sale
85 Gray Owl Dr E, Freeport, FL 32439
0.01
$385,774
4
2
2,108
Recently Sold
64 Gray Owl Dr E, Freeport, FL 32439
0.00
$335,640
4
2
1,856
Recently Sold
69 Gray Owl Dr E, Freeport, FL 32439
0.00
$376,852
5
3
2,107
Recently Sold
192 W Farm Owl Dr, Freeport, FL 32439
0.01
$503,607
5
3
3,129
Recently Sold
175 Gray Owl Dr W, Freeport, FL 32439
0.00
$335,900
4
2
1,799
Off Market
115 Farm Owl Dr W, Freeport, FL 32439
0.00
$446,900
4
3.5
2,831
Recently Sold

Local Information

  • Map ViewExplore the area around 53 Gray Owl Dr E.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2026
2,107 sqft
$186/sqft
2 Car Garage

About this House

The Riverside floor plan is a gorgeous 5 bed, 3 bath home with a 2 car garage all on one level. The kitchen has a large quartz island bar and a corner pantry. The kitchen flows right into the family room, making it perfect for entertaining and family gatherings. A separate dining area is just off the kitchen. Lots of natural light and a very relaxing feel is throughout the home, with a wide porch leading to the back yard. The Primary bedroom is spacious with an adjoining bath that offers a double vanity, large shower, and a walk-in closet. Two other pairs of bedrooms share a bathroom making this ideal for children or guests to have their own spaces. This home comes standard with Smart Home Technology including a KwikSet keyless entry, thermostat, garage door and so much more.
53 Gray Owl Dr E, Freeport, FL 32439 is a 5 bedroom, 3 bathroom, 2,107 sqft single-family home built in 2026. It last sold for $391,026 on May 29, 2026 (1% below the $393,176 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $390,900, with a rent estimate of $2,808/month.
Last check for updates: about 23 hours ago
Listed by Pamela K Hawkins, (850) 641-7679
DR Horton Realty of Emerald Coast LLC
Bought with: Shannon Baker, (334) 294-4329, LPT Realty LLC
Source: ECAOR, MLS#994164

Home Details for 53 Gray Owl Dr E

Interior Features

Interior Details
Number of Rooms: 10Types of Rooms: Master Bedroom, Bedroom, Covered Porch, Dining Area, Kitchen, Laundry, Living Room
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 2107 Square Feet
Appliances & Utilities
Appliances: Dishwasher, Disposal, Microwave, Refrigerator, Electric Water HeaterDishwasherDisposalLaundry: Washer/Dryer HookupMicrowaveRefrigerator
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Central Air,Ceiling Fan(s)Has HeatingHeating Fuel: Central
Windows, Doors, Floors & Walls
Flooring: Vinyl, CarpetCommon Walls: No Common Walls
Levels, Entrance, & Accessibility
Stories: 1Floors: Vinyl, Carpet
View
No View
Security
Security: Smoke Detector(s)

Exterior Features

Exterior Home Features
Roof: CompositionPatio / Porch: Covered, PorchExterior: Sprinkler System, Rain GuttersSprinkler System
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Garage Door Opener
Frontage
Road Surface Type: PavedNot on Waterfront

Property Information

Year Built
Year Built: 2026
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Craftsman
Building
Construction Materials: Siding Brick Some, Siding CmntFbrHrdBrdNot a New ConstructionNot Attached Property
Property Information
Condition: Under ConstructionParcel Number: 351N191711000A0670

Price & Status

Price
List Price: $393,176Price Per Sqft: $186/sqft
Status Change & Dates
Off Market Date: Thu May 21 2026

Active Status

MLS Status: Sold

Location

Direction & Address
City: FreeportCommunity: Owl's Head Farms
School Information
Elementary School: FreeportJr High / Middle School: FreeportHigh School: Freeport

Building

Building Area
Building Area: 2107 Square Feet

Community

Community Features: Short Term Rental - Not Allowed, Playground, Pool, Pickleball
Other
Playground

HOA

HOA Fee Includes: ManagementHas an HOA

Lot Information

Lot Area: 6534 sqft

Miscellaneous

Mls Number: 994164

Additional Information

Short Term Rental - Not AllowedPlaygroundPoolPickleball

Price and Tax history

DateEventPrice
May 29, 2026
Source: ECAOR #994164
Sold
$391,026
Apr 15, 2026
Source: ECAOR #994164
PriceChange
$393,176
Price increased by 1%
Apr 13, 2026
Source: ECAOR #994164
PriceChange
$390,176
Price decreased by 1%
Apr 3, 2026
Source: ECAOR #994164
PriceChange
$394,960
Price decreased by 1%
Mar 26, 2026
Source: ECAOR #994164
PriceChange
$400,048
Price increased by 1%

Market trends in Freeport

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$412K
$47KMoM
Sale-to-List Price
97.8%
0.4%MoM
Price per sq ft
$214
$8MoM
Available listings
315
4MoM

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
    "Mini neighbors own dogs. I see them walking around the neighborhood frequently."
    0
    Flag
  • 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

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Member number: 28189

Frequently asked questions about 53 Gray Owl Dr E

  • What is 53 Gray Owl Dr E estimated to be worth?
    Trulia's estimated value for 53 Gray Owl Dr E in Freeport, FL is $390,900.
  • What is the price history for 53 Gray Owl Dr E?
    53 Gray Owl Dr E in Freeport, FL last sold for $391,026 in May 2026.
  • 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 $412K. That is up $47K from the prior month.
  • Does 53 Gray Owl Dr E have air conditioning?
    Yes, 53 Gray Owl Dr E in Freeport, FL has air conditioning.
  • Does 53 Gray Owl Dr E have a pool?
    Yes, 53 Gray Owl Dr E in Freeport, FL has a pool.

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