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 4282 Diamond Head Cir estimated to be worth?

Trulia's estimated value for 4282 Diamond Head Cir in Chipley, FL is $143,100 .

What is the price history for 4282 Diamond Head Cir?

4282 Diamond Head Cir in Chipley, FL last sold for $34,000 in June 2012.

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 4282 Diamond Head Cir have laundry facilities?

Yes, 4282 Diamond Head Cir in Chipley, FL has in-unit laundry.

How big is the lot at 4282 Diamond Head Cir?

The lot at 4282 Diamond Head Cir in Chipley, FL is about 0.49 acres (21,387 sq ft).

OFF MARKET

$143,100

Trulia Estimate

2 Beds
1 Bath
1,182 sqft (on 0.49 acres)

4282 Diamond Head Cir, Chipley, FL 32428

Est. Refi. Payment $991/mo*

Refinance Your Home

Currently Off Market - Sold Jun 6, 2012 for $34,000

Home Value

Trulia Estimate

$143K

Since last month

$2K (+1.6%)

Since last year

$9K (+7%)

Since last sale

$109K (+320.9%)

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 +110% in the last 10 years

Month	Estimated value
2026
August 2026	$143K
August 2026	$142K
July 2026	$141K
June 2026	$143K
May 2026	$142K
April 2026	$137K
March 2026	$135K
February 2026	$130K
January 2026	$133K
2025
December 2025	$121K
November 2025	$130K
October 2025	$138K
September 2025	$135K
August 2025	$134K
July 2025	$144K
June 2025	$139K
May 2025	$137K
April 2025	$137K
March 2025	$134K
February 2025	$132K
January 2025	$133K
2024
December 2024	$138K
November 2024	$144K
October 2024	$145K
September 2024	$144K
August 2024	$143K
July 2024	$148K
June 2024	$150K
May 2024	$153K
April 2024	$149K
March 2024	$145K
February 2024	$141K
January 2024	$141K
2023
December 2023	$143K
November 2023	$143K
October 2023	$147K
September 2023	$149K
August 2023	$147K
July 2023	$152K
June 2023	$152K
May 2023	$142K
April 2023	$137K
March 2023	$134K
February 2023	$125K
January 2023	$121K
2022
December 2022	$128K
November 2022	$130K
October 2022	$132K
September 2022	$134K
August 2022	$135K
July 2022	$140K
June 2022	$140K
May 2022	$138K
April 2022	$131K
March 2022	$129K
February 2022	$124K
January 2022	$123K
2021
December 2021	$124K
November 2021	$128K
October 2021	$129K
September 2021	$126K
August 2021	$128K
July 2021	$125K
June 2021	$109K
May 2021	$89K
April 2021	$88K
March 2021	$87K
February 2021	$88K
January 2021	$97K
2020
December 2020	$96K
November 2020	$93K
October 2020	$92K
September 2020	$89K
August 2020	$92K
July 2020	$92K
June 2020	$91K
May 2020	$92K
April 2020	$90K
March 2020	$88K
February 2020	$89K
January 2020	$86K
2019
December 2019	$86K
November 2019	$86K
October 2019	$89K
September 2019	$85K
August 2019	$84K
July 2019	$82K
June 2019	$82K
May 2019	$80K
April 2019	$80K
March 2019	$79K
February 2019	$77K
January 2019	$77K
2018
December 2018	$78K
November 2018	$78K
October 2018	$85K
September 2018	$85K
August 2018	$86K
July 2018	$85K
June 2018	$88K
May 2018	$86K
April 2018	$85K
March 2018	$83K
February 2018	$83K
January 2018	$81K
2017
December 2017	$77K
November 2017	$77K
October 2017	$76K
September 2017	$75K
August 2017	$76K
July 2017	$76K
June 2017	$80K
May 2017	$74K
April 2017	$69K
March 2017	$71K
February 2017	$72K
January 2017	$74K
2016
December 2016	$73K
November 2016	$70K
October 2016	$72K
September 2016	$68K

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
4651 Moss Hill Rd, Chipley, FL	0.15	Single-Family Home	$296,000	04/30/26	2	2	1,184
5741 Highway 77, Chipley, FL	1.41	Single-Family Home	$170,000	10/10/25	3	2	1,302
3986 Granada Dr, Chipley, FL	1.43	Single-Family Home	$130,000	07/31/26	2	1	960
4076 Pentas Way, Chipley, FL	1.12	Single-Family Home	$455,000	10/06/25	3	2	2,066
3218 Lodge Dr, Chipley, FL	2.12	Single-Family Home	$287,000	10/31/25	2	2	1,202
4102 Flint Ave, Chipley, FL	2.13	Single-Family Home	$189,990	10/30/25	2	2	1,272
4126 Flint Ave, Chipley, FL	2.13	Single-Family Home	$192,990	02/24/26	2	2	1,272
4114 Flint Ave, Chipley, FL	2.13	Single-Family Home	$145,888	02/26/26	2	2	937
4118 Flint Ave, Chipley, FL	2.13	Single-Family Home	$200,990	11/12/25	2	2	1,272
4141 Aquarius Dr, Chipley, FL	2.06	Single-Family Home	$226,990	12/23/25	3	2	1,416

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
4679 Moss Hill Rd, Chipley, FL 32428	0.14	$239,700	2	2	960	Off Market
4651 Moss Hill Rd, Chipley, FL 32428	0.15	$296,000	2	2	1,184	Recently Sold
4661 Moss Hill Rd, Chipley, FL 32428	0.15	$75,000	-	-	-	Recently Sold
2760 Teardrop Trl, Chipley, FL 32428	0.17	$174,000	3	2	1,620	Off Market
4742 Moss Hill Rd, Chipley, FL 32428	0.37	$211,500	-	-	-	Off Market
4148 Arnone Ln, Chipley, FL 32428	0.82	$70,000	-	-	-	For Sale
Lot 17 Arnone Ln, Chipley, FL 32428	0.87	$35,000	-	-	-	For Sale
2730 Mosquito Rd, Chipley, FL 32428	0.88	$649,900	3	2	1,600	For Sale
Lot 7 Arnone Ln, Chipley, FL 32428	0.90	$29,800	-	-	-	For Sale
Lot 18 Arnone Ln, Chipley, FL 32428	0.91	$35,000	-	-	-	For Sale
Lot 6 Arnone Ln, Chipley, FL 32428	0.92	$29,800	-	-	-	For Sale
Lot 20 Country Rd, Chipley, FL 32428	0.97	-	-	-	-	Off Market

Local Information

Map ViewExplore the area around 4282 Diamond Head Cir.
Schools1 Preschool School4 Elementary Schools4 Middle Schools4 High Schools
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

Built in 1988

0.49 acre lot

1,182 sqft

$121/sqft

About this House

This house is on a lake that looks like you're on a sleepy river. There are trees everywhere and a giant grove of bamboo that is truly amazing. You would be responsible for a washer and dryer, the yards, utilities, and changing the AC filter. It's located about 100 yds off hwy 279, on a fairly decent dirt road. There is a semicircular drive through the yard. There is a large storage building with electricity. The house was recently renovated with a new deck, windows, roof, kitchen cabinets, etc. Great find, if you can stand all the peace and quiet:)

$2700 to rent plus after a credit (doesn't have to be perfect)/ background check

4282 Diamond Head Cir, Chipley, FL 32428 is a 2 bedroom, 1 bathroom, 1,182 sqft single-family home built in 1988. It last sold for $34,000 on Jun 6, 2012. More recently, it was listed as a rental in June 2019 with an asking price of $1,000 per month. That rental listing was removed on February 15, 2021. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $143,100, with a rent estimate of $1,068/month.

Home Details for 4282 Diamond Head Cir

Interior Features
Heating & Cooling Heating: Forced AirAir ConditioningHeating Fuel: Forced Air
Appliances & Utilities DishwasherDryerWasher
Levels, Entrance, & Accessibility Floors: Carpet

Exterior Features
Exterior Home Features Roof: MetalDeckExterior: Cement ConcreteLawn
Parking & Garage Parking: Off Street

Property Information
Year Built Year Built: 1988Year Updated: 1992
Property Type / Style Property Type: Single Family Home

Community
Units in Building: 1

Lot Information
Lot Area: 0.49 acres

Price and Tax history

Date	Event	Price
Feb 15, 2021 Source: N/A	ListingRemoved
Jun 29, 2019 Source: N/A	ListingRemoved	$1,000
Jun 27, 2019 Source: N/A	Listed For Rent	$1,000
Jun 6, 2012 Source: N/A	Sold	$34,000
May 9, 2012 Source: Agent Provided	PriceChange	$49,900 Price increased by 43%
Apr 20, 2012 Source: Agent Provided	PriceChange	$34,900 Price decreased by 30%
Mar 18, 2012 Source: Agent Provided	PriceChange	$49,900 Price decreased by 17%
Feb 16, 2012 Source: Agent Provided	PriceChange	$59,900 Price decreased by 8%
Jan 15, 2012 Source: Agent Provided	PriceChange	$64,900 Price decreased by 13%
Dec 15, 2011 Source: Agent Provided	Listed For Sale	$74,500
May 13, 2002 Source: N/A	Sold	$65,000

Year	Property tax	Tax assessment
2025	$1,055	$76,201

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
3w 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
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
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
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 4282 Diamond Head Cir

What is 4282 Diamond Head Cir estimated to be worth?
Trulia's estimated value for 4282 Diamond Head Cir in Chipley, FL is $143,100.
What is the price history for 4282 Diamond Head Cir?
4282 Diamond Head Cir in Chipley, FL last sold for $34,000 in June 2012.
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 4282 Diamond Head Cir have laundry facilities?
Yes, 4282 Diamond Head Cir in Chipley, FL has in-unit laundry.
How big is the lot at 4282 Diamond Head Cir?
The lot at 4282 Diamond Head Cir in Chipley, FL is about 0.49 acres (21,387 sq ft).