299 Sycamore Dr, Freeport, FL 32439
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OFF MARKET

299 Sycamore Dr
Freeport, FL 32439

  • 3 Beds
  • 2 Baths
  • 1,481 sqft (on 0.52 acres)

$349,900

Trulia Estimate
as of Jul 5, 2026
Est. Refi. Payment $2,086/mo*
Refinance Your Home

$349,900

Trulia Estimate
as of Jul 5, 2026
Est. Refi. Payment $2,086/mo*
Refinance Your Home
3 Beds
2 Baths
1,481 sqft
(on 0.52 acres)

Local Information

  • Map ViewExplore the area around 299 Sycamore Dr.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

DON'T MISS THIS OPPORTUNITY TO OWN A BEAUTIFUL 3 BEDROOM BRICK HOME IN FREEPORT. THE PROPERTY INCLUDES THE LOT ADAJACENT TO THE HOME WHICH HAS BEEN FENCED AND FUNCTIONS AS A GREAT YARD FOR PETS OR CHILDREN TO PLAY IN. THE PROPERTY LINE BACKS UP TO EGLIN AIR FORCE BASE LAND GIVING YOU PRIVACY AND LOTS OF NATURE TO ENJOY. NEUTRAL COLORS AND HIGH CEILINGS MAKE THIS HOME FEEL MODERN AND SPACIOUS. FLOORING HAS BEEN TILED THROUGHOUT THE LIVING SPACES FOR EASY MAINTENANCE AND NEW CARPET WAS RECENTLY INSTALLED IN THE MASTER BEDROOM. THE MASTER BATH HAS BEEN COMPLETELY REMODELED WITH TILE BACKSPLASH OVER THE VANITY AND AROUND TO THE TUB AREA. POTENTIAL BUYERS AND/OR THEIR AGENTS SHOULD CONFIRM ALL DIMENSIONS AND INFORMATION TO THEIR SATISFACTION.
299 Sycamore Dr, Freeport, FL 32439 is a 3 bedroom, 2 bathroom, 1,481 sqft single-family home built in 1985. It last sold for $170,000 on Sep 28, 2012. It is currently off market. The Trulia Estimate is $349,900, with a rent estimate of $2,129/month.

Home Highlights

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

Home Details for 299 Sycamore Dr

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile, Carpet
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: CompositionExterior: Brick
Parking & Garage
GarageParking: Garage

Property Information

Year Built
Year Built: 1985Year Updated: 1986
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 0.52 acres

Price History for 299 Sycamore Dr

DatePriceEventSource
09/28/2012$170,000Sold
ECAOR #579345
07/26/2012$185,000PriceChange
Agent Provided
07/07/2012$195,000Listed For SaleAgent Provided
01/10/2005$205,000Sold
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
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Property Tax and Assessment

Year2025
Tax$1,297
Assessment$222,949
Home facts updated by county records

Comparable Sales for 299 Sycamore Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
283 Sycamore Dr, Freeport, FL
0.03
Single-Family Home
$264,500
02/26/26
3
3
2,300
365 Sycamore Dr, Freeport, FL
0.05
Single-Family Home
$290,400
09/10/25
4
2
1,575
124 Peters Ct, Freeport, FL
0.24
Single-Family Home
$500,000
05/06/26
3
2
1,124
271 Willow Ave, Freeport, FL
0.50
Single-Family Home
$350,000
05/26/26
3
2
1,538
119 Juniper Dr, Freeport, FL
0.72
Single-Family Home
$282,500
12/04/25
3
2
1,368
13256 State Highway 20 W, Freeport, FL
0.44
Single-Family Home
$675,000
10/14/25
4
3
1,796
386 Cedar Ave, Freeport, FL
0.77
Single-Family Home
$160,000
05/14/26
2
1
780
Satsuma Rd, Niceville, FL
1.30
Single-Family Home
$115,000
08/21/25
3
3
1,699
28 Robert Ave, Niceville, FL
3.10
Single-Family Home
$250,000
07/18/25
3
2
1,369
9545 State Highway 20 W, Freeport, FL
3.38
Single-Family Home
$299,000
08/29/25
3
2
2,155

Nearby homes

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Assigned Schools

These are the assigned schools for 299 Sycamore Dr.
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

  • 68 % 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

  • 39 % 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.
  • Julie Fletcher
    "4th of July and other community holiday events. Person to person fundraising for the schools and local teams."
    0
    Flag
  • 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

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Homes for sale near 299 Sycamore Dr

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Off Market Homes Near 299 Sycamore Dr

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