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 the price history for 2499 Windbrook St?

2499 Windbrook St in Chipley, FL last sold for $45,000 in February 2019.

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 .

What are the closest schools to 2499 Windbrook St?

The closest schools to 2499 Windbrook St in Chipley, FL are Chipley High School (rated 3/10), Kate M. Smith Elementary School (rated 3/10), Roulhac Middle School (rated 7/10).

OFF MARKET

$45,000

Last sold price

2499 Windbrook St, Chipley, FL 32428

Currently Off Market - Sold Feb 7, 2019 for $45,000

Home Value

Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

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	Bath	Sqft
Lot 1 Windbrook St, Chipley, FL	0.18	Lot/Land	$16,000	07/09/26	-	-
Lot 2 Windbrook St, Chipley, FL	0.20	Lot/Land	$16,000	07/09/26	-	-
Lot 6 Windbrook St, Chipley, FL	0.26	Lot/Land	$18,000	06/12/26	-	-
Rockford Dr, Chipley, FL	0.28	Lot/Land	$16,000	11/12/25	-	-
Lot 19 Elmore St, Chipley, FL	0.27	Lot/Land	$15,000	08/28/26	-	-
Lot 16 Elmore St, Chipley, FL	0.31	Lot/Land	$15,000	08/28/26	-	-
Lot 8 Rockford Dr #8, Chipley, FL	0.42	Lot/Land	$12,500	05/21/26	-	-
22 Pinehurst Ave, Chipley, FL	0.48	Lot/Land	$16,000	09/17/26	-	-
5479 Highway 77, Chipley, FL	0.90	Lot/Land	$75,000	01/28/26	-	-
Pinehurst Ave, Chipley, FL	0.47	Lot/Land	$13,900	10/27/26	-	-

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
2499 Windbrook St #10D, Chipley, FL 32428	0.00	-	-	-	-	Off Market
2499 Windbrook St #8D, Chipley, FL 32428	0.00	-	-	-	-	Off Market
2499 Windbrook St #8, Chipley, FL 32428	0.00	-	-	-	-	Off Market
2499 Windbrook St #10, Chipley, FL 32428	0.00	-	-	-	-	Off Market
2430 Dumajack Rd, Chipley, FL 32428	0.12	$117,400	Studio	2	1,388	Off Market
4236 Yorkshire Dr, Chipley, FL 32428	0.12	$140,000	2	1	784	Off Market
4230 Yorkshire Dr, Chipley, FL 32428	0.13	$119,700	3	2	1,216	Off Market
2426 Dumajack Rd, Chipley, FL 32428	0.13	$472,500	3	3	1,963	Off Market
2460 Dumajack Rd, Chipley, FL 32428	0.14	$414,100	3	2	1,914	Off Market
2492 Windbrook St, Chipley, FL 32428	0.15	$195,500	3	2	1,486	Off Market
2420 Dumajack Rd, Chipley, FL 32428	0.15	$366,200	Studio	2	1,538	Off Market
Virgo Dr, Chipley, FL 32428	0.16	-	-	-	-	Off Market
4246 Yorkshire Dr, Chipley, FL 32428	0.17	$139,200	3	2	896	Off Market
2484 Dumajack Rd, Chipley, FL 32428	0.17	-	-	1	1,200	Off Market
Lot 1 Windbrook St, Chipley, FL 32428	0.18	$16,000	-	-	-	Recently Sold
2470 Dumajack Rd, Chipley, FL 32428	0.19	-	-	2	948	Off Market
Lot 2 Windbrook St, Chipley, FL 32428	0.20	$16,000	-	-	-	Recently Sold
2490 Dumajack Rd, Chipley, FL 32428	0.20	$92,000	Studio	2	924	Off Market
AQUARIUS DR, CHIPLEY , FL 32428	0.20	-	-	-	-	Off Market
4141 Aquarius Dr, Chipley, FL 32428	0.20	$226,500	3	2	1,416	Off Market

Local Information

Map ViewExplore the area around 2499 Windbrook St.
Schools1 Preschool School4 Elementary Schools4 Middle Schools4 High Schools
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Lot/Land

6.08 acre lot

Garage

About this House

6.08 acre residential building lot, wooded, but high and dry, just off Highway 77 near the Trinity Pentecostal Tabernacle in Deer Run Ranchettes. The lot is perimeter fenced along with two additional lots, one of which is offered for sale, therefore there is a fence on two sides of this lot. There is no gate into this lot but there is an entrance gate into Lot 10 on Windbrook Street that will allow access to view the entire property. Seller states that there is a Survey available.

2499 Windbrook St, Chipley, FL 32428 is a lot/land. It last sold for $45,000 on Feb 7, 2019. This property is not currently displayed as for sale or rent on Trulia.

Home Details for 2499 Windbrook St

Exterior Features
Exterior Home Features Roof: Other
Parking & Garage GarageParking: Garage Detached

Property Information
Property Type / Style Property Type: Lot LandArchitecture: Other

Lot Information
Lot Area: 6.08 acres

Price and Tax history

Date	Event	Price
Feb 7, 2019 Source: N/A	Sold	$45,000
Sep 22, 2018 Source: Agent Provided	Listed For Sale	$24,900
Jul 1, 2016 Source: Agent Provided	ListingRemoved	$40,000
Dec 31, 2015 Source: Agent Provided	Listed For Sale	$40,000

Year	Property tax	Tax assessment
2025	$630	$45,480

Additional Cost

Market trends in Chipley

Last updated September 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

104

12MoM

Sourced by Trulia Market Trends

Around this home

Vernon Elementary School
PK-5
Public
623 Students
Washington County School District
3/10
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
8mo 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
2mo 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. "
1
Flag
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
Flag
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
Flag
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
Flag
Kayla H.
Resident
7y 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
Flag
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
Flag
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 2499 Windbrook St

What is the price history for 2499 Windbrook St?
2499 Windbrook St in Chipley, FL last sold for $45,000 in February 2019.
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.
What are the closest schools to 2499 Windbrook St?
The closest schools to 2499 Windbrook St in Chipley, FL are Chipley High School (rated 3/10), Kate M. Smith Elementary School (rated 3/10), Roulhac Middle School (rated 7/10).