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 586 Main St?

586 Main St in Chipley, FL last sold for $55,000 in November 2005.

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 586 Main St?

The closest schools to 586 Main St in Chipley, FL are Chipley High School (rated 4/10), Kate M. Smith Elementary School (rated 4/10), Roulhac Middle School (rated 7/10).

How big is the lot at 586 Main St?

The lot at 586 Main St in Chipley, FL is about 0.39 acres (16,988 sq ft).

OFF MARKET

586 Main St
Chipley, FL 32428

2 Beds
2 Baths
1,198 sqft (on 0.39 acres)

2 Beds

2 Baths

1,198 sqft

(on 0.39 acres)

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	Bed	Bath	Sqft
1239 Holley Ave, Chipley, FL	0.20	Single-Family Home	$194,500	08/11/26	2	2	1,338
1294 Old Bonifay Rd, Chipley, FL	0.33	Single-Family Home	$55,000	01/07/26	3	2	1,337
1222 Campbellton Ave, Chipley, FL	0.32	Single-Family Home	$60,000	08/07/26	3	1	1,064
540 4th St, Chipley, FL	0.15	Single-Family Home	$136,000	02/27/26	3	1	1,004
1275 Morris Ave, Chipley, FL	0.09	Single-Family Home	$164,900	11/25/25	3	2	1,245
1314 Coggin Ave, Chipley, FL	0.48	Single-Family Home	$205,000	04/09/26	3	2	1,724
632 Main St, Chipley, FL	0.14	Single-Family Home	$260,000	12/19/25	4	2	2,684
576 Martin Luther King Dr, Chipley, FL	0.40	Single-Family Home	$160,000	02/13/26	3	1	1,343
1322 Coggin Ave, Chipley, FL	0.49	Single-Family Home	$158,000	12/15/25	2	1	1,383
1228 Church Ave, Chipley, FL	0.67	Single-Family Home	$80,000	01/28/26	3	2	1,080

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
579 Main St, Chipley, FL 32428	0.05	-	2	1	552	Off Market
577 Main St, Chipley, FL 32428	0.04	$75,400	2	1	576	Off Market
578 Main St, Chipley, FL 32428	0.02	$95,600	3	1	1,080	Off Market
529 5th St, Chipley, FL 32428	0.03	$99,900	3	2	1,104	For Sale
Main St, Chipley, FL 32428	0.04	$9,000	-	-	-	Recently Sold
581 7th St, Chipley, FL 32428	0.12	-	3	1	856	Off Market
1275 Morris Ave, Chipley, FL 32428	0.09	$164,900	3	2	1,245	Recently Sold
632 Main St, Chipley, FL 32428	0.14	$260,000	4	2	2,684	Recently Sold
525 4th St, Chipley, FL 32428	0.10	$7,000	-	-	-	Recently Sold
1291 Morris Ave, Chipley, FL 32428	0.11	$80,900	2	1	808	Off Market
534 Martin Luther King Dr, Chipley, FL 32428	0.19	$90,000	1	1	1,916	For Sale
540 4th St, Chipley, FL 32428	0.15	$136,000	3	1	1,004	Recently Sold

Local Information

Map ViewExplore the area around 586 Main 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

1941

Lot Size

0.39 acres

Living Area

1,198 sqft

About this House

Bank Owned Property On Hwy 77. Needs Some Work But Could Be Rental Or Investment Type Property, Possible Commercial. Bank Is Motivated To Sell. See The Pictures

586 Main St, Chipley, FL 32428 is a 2 bedroom, 2 bathroom, 1,198 sqft single-family home built in 1941. It last sold for $55,000 on Nov 17, 2005. It is currently off market. The Trulia Estimate rent is $1,569/month.

Home Details for 586 Main St

Interior Features
Heating & Cooling Heating: Forced AirAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility Floors: Hardwood

Exterior Features
Exterior Home Features Roof: CompositionExterior: Shingle

Property Information
Year Built Year Built: 1941Year Updated: 1970
Property Type / Style Property Type: Single Family Home

Community
Units in Building: 1

Lot Information
Lot Area: 0.39 acres

Price and Tax history

Date	Event	Price
Nov 17, 2005 Source: N/A	Sold	$55,000
Aug 8, 2005 Source: N/A	Sold	$45,000

Year	Property tax	Tax assessment
2025	$1,113	$53,397

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"
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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 586 Main St

What is the price history for 586 Main St?
586 Main St in Chipley, FL last sold for $55,000 in November 2005.
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 586 Main St?
The closest schools to 586 Main St in Chipley, FL are Chipley High School (rated 4/10), Kate M. Smith Elementary School (rated 4/10), Roulhac Middle School (rated 7/10).
How big is the lot at 586 Main St?
The lot at 586 Main St in Chipley, FL is about 0.39 acres (16,988 sq ft).