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 2427 Windbrook St estimated to be worth?

Trulia's estimated value for 2427 Windbrook St in Chipley, FL is $230,300 .

What is the price history for 2427 Windbrook St?

2427 Windbrook St in Chipley, FL last sold for $206,800 in July 2021.

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 .

Does 2427 Windbrook St have air conditioning?

Yes, 2427 Windbrook St in Chipley, FL has air conditioning.

How big is the lot at 2427 Windbrook St?

The lot at 2427 Windbrook St in Chipley, FL is about 0.26 acres (11,326 sq ft).

OFF MARKET

$230,300

Trulia Estimate

2 Beds
2 Baths
1,288 sqft (on 0.26 acres)

2427 Windbrook St, Chipley, FL 32428

Est. Refi. Payment $1,524/mo*

Refinance Your Home

Currently Off Market - Sold Jul 16, 2021 for $206,800

Home Value

Trulia Estimate

$230K

Since last month

$3K (+1.2%)

Since last year

$6K (-2.6%)

Since last sale

$24K (+11.7%)

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 +18% in the last 10 years

Month	Estimated value
2026
August 2026	$231K
July 2026	$228K
June 2026	$233K
May 2026	$231K
April 2026	$234K
March 2026	$238K
February 2026	$234K
January 2026	$231K
2025
December 2025	$237K
November 2025	$236K
October 2025	$238K
September 2025	$238K
August 2025	$237K
July 2025	$242K
June 2025	$242K
May 2025	$236K
April 2025	$236K
March 2025	$237K
February 2025	$234K
January 2025	$236K
2024
December 2024	$238K
November 2024	$237K
October 2024	$240K
September 2024	$245K
August 2024	$245K
July 2024	$248K
June 2024	$252K
May 2024	$252K
April 2024	$253K
March 2024	$254K
February 2024	$253K
January 2024	$254K
2023
December 2023	$256K
November 2023	$253K
October 2023	$258K
September 2023	$265K
August 2023	$262K
July 2023	$267K
June 2023	$254K
May 2023	$196K

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
4102 Flint Ave, Chipley, FL	0.22	Single-Family Home	$189,990	10/30/25	2	2	1,272
4097 Gulliver Dr, Chipley, FL	0.24	Single-Family Home	$198,990	05/27/26	2	2	1,272
4131 Pinehurst Dr, Chipley, FL	0.18	Single-Family Home	$182,888	03/23/26	2	2	1,272
4118 Flint Ave, Chipley, FL	0.22	Single-Family Home	$200,990	11/12/25	2	2	1,272
4126 Flint Ave, Chipley, FL	0.22	Single-Family Home	$192,990	02/24/26	2	2	1,272
4091 Gulliver Dr, Chipley, FL	0.29	Single-Family Home	$170,888	03/30/26	2	2	1,272
2075 Rockford Dr, Chipley, FL	0.23	Single-Family Home	$220,990	09/30/25	3	2	1,290
2237 Rockford Dr, Chipley, FL	0.20	Single-Family Home	$228,990	07/28/26	3	2	1,416
4119 Pinehurst Dr, Chipley, FL	0.24	Single-Family Home	$176,990	12/23/25	2	2	937
4105 Pinehurst Ave, Chipley, FL	0.30	Single-Family Home	$178,888	04/21/26	2	2	1,272

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
4149 Pinehurst Ave, Chipley, FL 32428	0.05	$215,000	3	2	1,290	Off Market
2403 Windbrook St, Chipley, FL 32428	0.08	$244,900	3	2	1,580	For Sale
2398 Windbrook St, Chipley, FL 32428	0.09	$277,900	4	2	1,799	Off Market
Lot 20 Rockford Dr, Sunny Hills, FL 32428	0.08	-	-	-	-	Off Market
Lot 8 Rockford Dr #8, Chipley, FL 32428	0.05	$12,500	-	-	-	Recently Sold
4114 Irene Ln, Chipley, FL 32428	0.05	$254,900	4	2	1,799	For Sale
2107 Rockford Dr, Chipley, FL 32428	0.10	$299,000	5	3	2,043	Off Market
Lot 11 Pinehurst Ave, Chipley, FL 32428	0.08	-	-	-	-	Off Market
Lot 19 Pinehurst Ave, Chipley, FL 32428	0.10	-	-	-	-	Off Market
4189 Pinehurst Ave, Chipley, FL 32428	0.09	-	4	2	1,648	Off Market
16 Laur Ave #1, Chipley, FL 32428	0.08	-	-	-	-	Off Market
4115 Gulliver Dr, Chipley, FL 32428	0.12	$226,600	3	2	1,293	Off Market

Local Information

Map ViewExplore the area around 2427 Windbrook 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

2021

Lot Size

0.26 acres

Living Area

1,288 sqft

Price/Sqft

$179

Parking

Garage

About this House

This single-family home is located at 2427 Windbrook St, Chipley, FL. 2427 Windbrook St is in Chipley, FL and in ZIP code 32428. This property has 2 bedrooms, 2 bathrooms and approximately 1,288 sqft of floor space. This property has a lot size of 0.26 acres and was built in 2021.

2427 Windbrook St, Chipley, FL 32428 is a 2 bedroom, 2 bathroom, 1,288 sqft single-family home built in 2021. It last sold for $206,800 on Jul 16, 2021. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $230,300, with a rent estimate of $1,505/month.

Home Details for 2427 Windbrook St

Exterior Features
Exterior Home Features Roof: CompositionExterior: OtherPatio
Parking & Garage GarageParking: Garage Detached

Property Information
Year Built Year Built: 2021
Property Type / Style Property Type: Single Family Home

Interior Features
Heating & Cooling Air ConditioningCooling System: Central

Community
Units in Building: 1

Lot Information
Lot Area: 0.26 acres

Price and Tax history

Date	Event	Price
Jul 16, 2021 Source: CPAR #708437	Sold	$206,800
Jul 10, 2020 Source: N/A	Sold	$1,900
Feb 24, 2012 Source: N/A	Sold	$1,500
Feb 29, 2008 Source: N/A	Sold	$8,000

Year	Property tax	Tax assessment
2025	$1,903	$198,529

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
2w 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"
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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
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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
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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
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LGBTQ Local Legal Protections

Frequently asked questions about 2427 Windbrook St

What is 2427 Windbrook St estimated to be worth?
Trulia's estimated value for 2427 Windbrook St in Chipley, FL is $230,300.
What is the price history for 2427 Windbrook St?
2427 Windbrook St in Chipley, FL last sold for $206,800 in July 2021.
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.
Does 2427 Windbrook St have air conditioning?
Yes, 2427 Windbrook St in Chipley, FL has air conditioning.
How big is the lot at 2427 Windbrook St?
The lot at 2427 Windbrook St in Chipley, FL is about 0.26 acres (11,326 sq ft).