Are yards well-kept in Chipley, FL?

As of early 2026, 92% of users say yards are well-kept

Is a car needed in Chipley, FL?

As of early 2026, 88% of users say car is needed

Is parking easy in Chipley, FL?

As of early 2026, 86% of users say parking is easy

Does Chipley, FL show holiday spirit?

As of early 2026, 86% of users say there's holiday spirit

Is Chipley, FL quiet?

As of early 2026, 83% of users say it's quiet

Would people walk alone at night in Chipley, FL?

As of early 2026, 64% of users say people would walk alone at night

Is Chipley, FL dog-friendly?

As of early 2026, 62% of users say it's dog friendly

Do kids play outside in Chipley, FL?

As of early 2026, 55% of users say kids play outside

Is there wildlife in Chipley, FL?

As of early 2026, 53% of users say there's wildlife

Are neighbors friendly in Chipley, FL?

As of early 2026, 51% of users say neighbors are friendly

Does Chipley, FL have sidewalks?

As of early 2026, 50% of users say there are sidewalks

Do residents of Chipley, FL plan to stay at least 5 years?

As of early 2026, 48% of users say they plan to stay for at least 5 years

Is Chipley, FL walkable to grocery stores?

As of early 2026, 41% of users say it's walkable to grocery stores

Are the streets well-lit in Chipley, FL?

As of early 2026, 34% of users say streets are well-lit

Is Chipley, FL walkable to restaurants?

As of early 2026, 31% of users say it's walkable to restaurants

Are there community events in Chipley, FL?

As of early 2026, 29% of users say there are community events

What is 309 Windwalker St estimated to be worth?

Trulia's estimated value for 309 Windwalker St in Chipley, FL is $122,100 .

What is the price history for 309 Windwalker St?

309 Windwalker St in Chipley, FL last sold for $100,000 in September 2023.

Is Chipley a buyer's or seller's market?

Chipley is currently a buyer's market, based on recent for-sale activity.

What do residents say about Chipley?

Residents describe Chipley, FL as well-kept, easy to park in, and quiet. Most residents say you need a car. See recently sold homes in Chipley, FL .

How big is the lot at 309 Windwalker St?

The lot at 309 Windwalker St in Chipley, FL is about 5 acres .

OFF MARKET

309 Windwalker St
Chipley, FL 32428

1 Bed
1 Bath
400 sqft (on 5 acres)

$122,100

Trulia Estimate

as of Aug 22, 2026

Est. Refi. Payment $843/mo*

Refinance Your Home

$122,100

Trulia Estimate

as of Aug 22, 2026

Est. Refi. Payment $843/mo*

Refinance Your Home

1 Bed

1 Bath

400 sqft

(on 5 acres)

Home Value

Trulia Estimate

$122K

Since last month

$1K (-1.1%)

Since last year

$4K (+3.1%)

Since last sale

$22K (+21.6%)

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 +183% in the last 10 years

Month	Estimated value
2026
August 2026	$122K
July 2026	$123K
June 2026	$125K
May 2026	$123K
April 2026	$122K
March 2026	$118K
February 2026	$115K
January 2026	$115K
2025
December 2025	$118K
November 2025	$115K
October 2025	$117K
September 2025	$116K
August 2025	$118K
July 2025	$121K
June 2025	$120K
May 2025	$113K
April 2025	$109K
March 2025	$101K
February 2025	$99K
January 2025	$99K
2024
December 2024	$99K
November 2024	$99K
October 2024	$100K
September 2024	$100K
August 2024	$104K
July 2024	$104K
June 2024	$103K
May 2024	$102K
April 2024	$103K
March 2024	$103K
February 2024	$102K
January 2024	$102K
2023
December 2023	$102K
November 2023	$101K
October 2023	$101K
September 2023	$86K
August 2023	$85K
July 2023	$96K
June 2023	$80K
May 2023	$79K
April 2023	$79K
March 2023	$79K
February 2023	$78K
January 2023	$81K
2022
December 2022	$83K
November 2022	$86K
October 2022	$87K
September 2022	$86K
August 2022	$84K
July 2022	$86K
June 2022	$86K
May 2022	$86K
April 2022	$80K
March 2022	$70K
February 2022	$58K
January 2022	$59K
2021
December 2021	$61K
November 2021	$65K
October 2021	$65K
September 2021	$67K
August 2021	$69K
July 2021	$70K
June 2021	$61K
2020
December 2020	$45K
November 2020	$47K
2019
September 2019	$39K
August 2019	$39K
July 2019	$39K
June 2019	$38K
May 2019	$35K
April 2019	$35K
March 2019	$34K
February 2019	$35K
January 2019	$38K
2018
December 2018	$37K
November 2018	$37K
October 2018	$38K
September 2018	$41K
August 2018	$37K
July 2018	$39K
June 2018	$34K
May 2018	$36K
April 2018	$36K
March 2018	$33K
February 2018	$33K
January 2018	$35K
2017
December 2017	$45K
November 2017	$44K
October 2017	$43K
September 2017	$44K
August 2017	$37K
July 2017	$40K
June 2017	$40K
May 2017	$38K
April 2017	$42K
March 2017	$39K
February 2017	$43K
January 2017	$43K
2016
December 2016	$44K
November 2016	$44K
October 2016	$44K
September 2016	$43K
August 2016	$43K

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
3031 Pineoaks Ln, Chipley, FL	0.35	Single-Family Home	$325,000	04/22/26	3	2	1,584
3385 Orange Hill Rd, Chipley, FL	1.40	Single-Family Home	$315,000	07/27/26	3	2.5	1,538
492 Buckhorn Blvd, Chipley, FL	1.89	Single-Family Home	$315,000	01/16/26	3	2	1,686
3304 Sears Rd, Chipley, FL	2.06	Single-Family Home	$168,600	12/22/25	3	3	1,698
2192 Pike Pond Rd, Alford, FL	2.81	Single-Family Home	$221,000	10/27/25	3	2	1,825
2908 Orange Hill Rd, Chipley, FL	2.76	Single-Family Home	$120,000	09/17/25	3	3	2,229
2259 Jewel Rd, Alford, FL	3.96	Single-Family Home	$269,000	09/24/25	3	2	1,550
417 Lakepoint Rd, Alford, FL	4.23	Single-Family Home	$180,000	12/19/25	2	1.5	1,694
1102 Highlands Cres, Alford, FL	4.56	Single-Family Home	$169,000	11/13/25	2	2	1,125
2304 Suggs Rd, Chipley, FL	4.28	Single-Family Home	$237,500	05/12/26	3	2	1,442

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
Tempest, Chipley, FL 32428	0.12	-	-	-	-	Off Market
Hero Rd, Chipley, FL 32428	0.22	$60,000	-	-	-	For Sale
375 Windwalker St, Chipley, FL 32428	0.33	$99,000	-	-	-	For Sale
3031 Pineoaks Ln, Chipley, FL 32428	0.35	$325,000	3	2	1,584	Recently Sold
Akers Trl, Chipley, FL 32428	0.41	$60,000	-	-	-	Recently Sold
2955 Highview Ln, Chipley, FL 32428	0.56	$287,600	3	3	1,334	Off Market
3283 Akers Trl, Chipley, FL 32428	0.76	$165,000	3	2	936	Recently Sold
0 Wheeler, Chipley, FL 32428	0.78	-	-	-	-	Off Market
Akers Trl, Chipley, FL 32428	0.79	$90,000	-	-	-	Recently Sold
Wheeler Ln, Chipley, FL 32428	0.85	-	-	-	-	Off Market
Highview Dr, Chipley, FL 32428	0.95	-	-	-	-	Off Market
3101 Highview Cir, Chipley, FL 32428	0.96	-	-	-	-	Off Market

Local Information

Map ViewExplore the area around 309 Windwalker St.
Schools1 Preschool School4 Elementary Schools4 Middle Schools4 High Schools
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Year Built

2011

Lot Size

5 acres

Living Area

400 sqft

Price/Sqft

$305

About this House

Home with 5 acres. Does have power, AC, septic and 350' deep well. In the SW corner of the property is a small pond and in the SE corner there is a spring fed creek that does flow through the property with crystal clear water all year long. Large porch for viewing wildlife. Lots of whitetail deer in the area. Also there is an outdoor sink area to clean your catch or clean up after a BBQ. Inside there is no flooring so pick out what you want and have it installed. Wall the bedroom off if you want and put down some carpet. Tiled bathroom. Very quiet area and only one neighbor. The property also comes with a carport and a Massey Ferguson tractor. Waste management does serve the area for trash pickup. If you are looking for a well built tiny home look no further or add onto it and make room for the kiddos or a man cave. Drone flyover videos are available for the property as well. Furnishings do come with the home. Distances to a few places are:

-Volunteer Fire Dept 1 mile
-Country convenience store 1.2 miles
-Chipley, FL 19 miles
-Pier Park PCB 50 miles
-Lynn Haven, FL 37 miles
-Panama City, FL 45 miles
-Panama City Beach, FL 50 miles
-Sunny Hills Golf Club 11 miles
-NW Florida Beaches International Airport(ECP) 42 miles
-Destin, FL 77 miles

Contact me directly at (850)849-7601. Do not press the "Contact Agent" button as it will not direct you to me and it will direct you to a third party real estate firm that I am not using. Leave a voicemail or text the number above.

309 Windwalker St, Chipley, FL 32428 is a 1 bedroom, 1 bathroom, 400 sqft single-family home built in 2011. It last sold for $100,000 on Sep 15, 2023. It is currently off market. The Trulia Estimate is $122,100, with a rent estimate of $915/month.

Home Details for 309 Windwalker St

Exterior Features
Exterior Home Features Roof: MetalDeckExterior: Other, VinylPatioPorch

Property Information
Year Built Year Built: 2011Year Updated: 2012
Property Type / Style Property Type: Single Family HomeArchitecture: Bungalow

Interior Features
Appliances & Utilities Refrigerator
Fireplace & Spa Fireplace
Levels, Entrance, & Accessibility Floors: Tile
Interior Details Ceiling Fan

Community
Units in Building: 1

Lot Information
Lot Area: 5.00 acres

Price and Tax history

Date	Event	Price
Sep 15, 2023 Source: N/A	Sold	$100,000
Aug 6, 2023 Source: N/A	Listed For Sale	$100,000
Jan 13, 2014 Source: N/A	Sold	$34,000
Dec 31, 2009 Source: N/A	Sold	$15,000

Year	Property tax	Tax assessment
2025	$853	$61,562

Additional Cost

Market trends in Chipley

Last updated July 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

111

1MoM

Around this home

Vernon Elementary School
PK-5
Public
623 Students
Washington County School District
4/10
GreatSchools Rating
Parent Rating Average
DisrespectfulWill not listen to you with your concerns and take them seriously. Don't move your children here not what it seems to be. Very judgemental woman here that wants to talk drama not school or their job. Public schools are supposed to be a safe haven. Not safe here.
Other Review
5mo ago
7 Reviews

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 Chipley

At least 24 Trulia users voted on each feature.

92 % Say yards are well-kept
88 % Say car is needed
86 % Say parking is easy
86 % Say there's holiday spirit
83 % Say it's quiet
64 % Say people would walk alone at night
62 % Say it's dog friendly
55 % Say kids play outside
53 % Say there's wildlife
51 % Say neighbors are friendly
50 % Say there are sidewalks
48 % Say they plan to stay for at least 5 years
41 % Say it's walkable to grocery stores
34 % Say streets are well-lit
31 % Say it's walkable to restaurants
29 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.

Merissa Woods
Resident
1w ago
"I don’t have a neighborhood I live out in the woods, but Chipley itself is very good for dogs and walking dogs in the sidewalks and the capabilities of doing that. "
0
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Mandi W.
Resident
6y ago
"golf course, ponds, lakes, dirt roads, Halloween tons of tricker treating. keep main grass area cut. looks very homie"
0
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Carol
Resident
6y ago
"I have lived in this neighborhood for three years. Our neighbors seem to be very nice. There is government housing down the road and a lot of people walk up and down the sidewalks. All seem to be nice. "
1
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Tonya G. H.
Resident
6y ago
"if you like a country feel but still belong to a community this is the place. Woods and ponds to explore but also have neighbors and community functions. "
0
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Kayla H.
Resident
6y ago
"Home town feeling wether it is your home town or not. Your neighbor is my neighbor. If you ever need a helping hand just reach out they are everywhere here."
0
Flag
Dafuss39
Resident
7y ago
"I live at the end of the road on the lake with traffic no trick-or-treaters and no visitors very safe neighborhood"
1
Flag
Troyrackley
Resident
7y ago
"This area is a great place to walk your dog. Courteous neighbors, friendly passers-by, and a lovely area overall. I would highly recommend living here. "
0
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Wanda S.
12y ago
"It's okay, it's a long way to town, but you get used to it. We have a general store, a volunteer fire department, a library, and a Baptist Mission. We are also surrounded by nearby churches in neighboring areas. We have a fresh spring lake nearby, great for camping and cookouts if you have an ATV. Dependable transportation is a MUST. Military Retirees especially welcome. I'm a vet, and would LOVE some friendly, Christ Loving Peers. Must Love Animals (4 legged types.) i'm at 537. Come on by."
0
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Peaden
16y ago
"Great hunting, fishing, swimming, golfing. Very quiet area. Low crime. 35 miles to beaches. "
0
Flag

LGBTQ Local Legal Protections

Frequently asked questions about 309 Windwalker St

What is 309 Windwalker St estimated to be worth?
Trulia's estimated value for 309 Windwalker St in Chipley, FL is $122,100.
What is the price history for 309 Windwalker St?
309 Windwalker St in Chipley, FL last sold for $100,000 in September 2023.
Is Chipley a buyer's or seller's market?
Chipley is currently a buyer's market, based on recent for-sale activity.
What do residents say about Chipley?
Residents describe Chipley, FL as well-kept, easy to park in, and quiet. Most residents say you need a car. See recently sold homes in Chipley, FL.
How big is the lot at 309 Windwalker St?
The lot at 309 Windwalker St in Chipley, FL is about 5 acres.