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 321 Pleas Cir estimated to be worth?

Trulia's estimated value for 321 Pleas Cir in Chipley, FL is $372,700 .

What is the price history for 321 Pleas Cir?

321 Pleas Cir in Chipley, FL last sold for $224,900 in March 2020.

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 321 Pleas Cir have air conditioning?

Yes, 321 Pleas Cir in Chipley, FL has air conditioning.

Does 321 Pleas Cir have a pool?

Yes, 321 Pleas Cir in Chipley, FL has a pool.

OFF MARKET

321 Pleas Cir
Chipley, FL 32428

3 Beds
2 Baths
1,764 sqft (on 10 acres)

$372,700

Trulia Estimate

as of Aug 24, 2026

Est. Refi. Payment $2,436/mo*

Refinance Your Home

$372,700

Trulia Estimate

as of Aug 24, 2026

Est. Refi. Payment $2,436/mo*

Refinance Your Home

3 Beds

2 Baths

1,764 sqft

(on 10 acres)

Home Value

Trulia Estimate

$373K

Since last month

$500 (+0.1%)

Since last year

$2K (+0.5%)

Since last sale

$148K (+65.9%)

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 +247% in the last 10 years

Month	Estimated value
2026
August 2026	$373K
July 2026	$373K
June 2026	$372K
May 2026	$372K
April 2026	$364K
March 2026	$366K
February 2026	$358K
January 2026	$357K
2025
December 2025	$373K
November 2025	$370K
October 2025	$369K
September 2025	$373K
August 2025	$371K
July 2025	$380K
June 2025	$378K
May 2025	$378K
April 2025	$372K
March 2025	$369K
February 2025	$367K
January 2025	$366K
2024
December 2024	$367K
November 2024	$369K
October 2024	$373K
September 2024	$370K
August 2024	$371K
July 2024	$355K
June 2024	$361K
May 2024	$360K
April 2024	$356K
March 2024	$350K
February 2024	$344K
January 2024	$342K
2023
December 2023	$341K
November 2023	$348K
October 2023	$355K
September 2023	$361K
August 2023	$353K
July 2023	$359K
June 2023	$355K
May 2023	$350K
April 2023	$346K
March 2023	$345K
February 2023	$335K
January 2023	$335K
2022
December 2022	$342K
November 2022	$349K
October 2022	$353K
September 2022	$357K
August 2022	$356K
July 2022	$355K
June 2022	$353K
May 2022	$345K
April 2022	$338K
March 2022	$329K
February 2022	$317K
January 2022	$316K
2021
December 2021	$318K
November 2021	$314K
October 2021	$299K
September 2021	$282K
August 2021	$252K
July 2021	$252K
June 2021	$250K
May 2021	$249K
April 2021	$243K
March 2021	$242K
February 2021	$241K
January 2021	$236K
2020
December 2020	$235K
November 2020	$234K
October 2020	$232K
September 2020	$231K
August 2020	$230K
July 2020	$230K
June 2020	$229K
May 2020	$228K
April 2020	$226K
March 2020	$226K
February 2020	$216K
January 2020	$216K
2019
December 2019	$225K
November 2019	$224K
October 2019	$222K
September 2019	$221K
August 2019	$220K
July 2019	$219K
June 2019	$218K
May 2019	$217K
April 2019	$217K
March 2019	$216K
February 2019	$215K
January 2019	$214K
2018
December 2018	$213K
November 2018	$212K
October 2018	$211K
September 2018	$210K
August 2018	$209K
July 2018	$208K
June 2018	$207K
May 2018	$206K
April 2018	$205K
March 2018	$203K
February 2018	$202K
January 2018	$201K
2017
December 2017	$199K
November 2017	$198K
October 2017	$196K
September 2017	$195K
August 2017	$193K
July 2017	$192K
June 2017	$191K
May 2017	$109K
April 2017	$106K
March 2017	$107K
February 2017	$103K
January 2017	$104K
2016
December 2016	$121K
November 2016	$118K
October 2016	$119K
September 2016	$108K
August 2016	$107K

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
220 Highway 77, Chipley, FL	1.73	Single-Family Home	$235,000	06/24/26	3	2	2,170
1264 Plum Ave, Chipley, FL	1.99	Single-Family Home	$292,000	03/26/26	3	2	1,425
1239 Holley Ave, Chipley, FL	2.03	Single-Family Home	$194,500	08/11/26	2	2	1,338
1275 Morris Ave, Chipley, FL	2.18	Single-Family Home	$164,900	11/25/25	3	2	1,245
454 Highway 90, Chipley, FL	2.62	Single-Family Home	$380,000	12/31/25	3	2	1,720
3721 Highway 77, Graceville, FL	2.67	Single-Family Home	$205,000	02/06/26	3	2	1,775
632 Main St, Chipley, FL	2.30	Single-Family Home	$260,000	12/19/25	4	2	2,684
1335 Birwood Dr, Chipley, FL	2.20	Single-Family Home	$174,990	09/30/25	2	2	937
1314 Coggin Ave, Chipley, FL	2.59	Single-Family Home	$205,000	04/09/26	3	2	1,724
576 Martin Luther King Dr, Chipley, FL	2.32	Single-Family Home	$160,000	02/13/26	3	1	1,343

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
455 Bahoma Rd, Chipley, FL 32428	0.31	$772,500	4	3.5	3,878	Off Market
1 Shepp Dr, Chipley, FL 32428	0.56	$32,000	-	-	-	Recently Sold
2 Shepp Dr, Chipley, FL 32428	0.59	-	-	-	-	Off Market
7 Shepp Dr, Chipley, FL 32428	0.60	$34,000	-	-	-	Recently Sold
Shepp Dr, Chipley, FL 32428	0.60	-	-	-	-	Off Market
690 Shepp Dr, Chipley, FL 32428	0.63	$334,600	3	2	1,680	Off Market
New Prospect Rd, Chipley, FL 32428	0.73	$299,999	-	-	-	For Sale
Lot 1 New Prospect Rd, Chipley, FL 32428	0.76	-	-	-	-	Off Market
Lot 2 New Prospect Rd, Chipley, FL 32428	0.79	-	-	-	-	Off Market
Lot 3 New Prospect Rd, Chipley, FL 32428	0.80	-	-	-	-	Off Market
0 New Prospect, Chipley, FL 32428	0.81	$214,500	-	-	-	Recently Sold
Lot 4 New Prospect Rd, Chipley, FL 32428	0.82	-	-	-	-	Off Market

Local Information

Map ViewExplore the area around 321 Pleas Cir.
Schools1 Preschool School4 Elementary Schools4 Middle Schools4 High Schools
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Year Built

1948

Lot Size

10 acres

Living Area

1,764 sqft

Price/Sqft

$211

Parking

Garage

About this House

Adorable country home located on approximately 10 acres. The property features a stocked pond with a bridge across it. There is also a beautiful pool and summer kitchen. Home has custom cabinets in kitchen and master bath, tile, and engineered hardwood. The mudroom features a brick floor. Updates include windows, architectural roof, heating &cooling, septic system, well & pump. There is a detached two car garage with covered walkway to home. Bring your animals- this property features a 24x36 pole barn, as well as fencing.

321 Pleas Cir, Chipley, FL 32428 is a 3 bedroom, 2 bathroom, 1,764 sqft single-family home built in 1948. It last sold for $224,900 on Mar 6, 2020. It is currently off market. The Trulia Estimate is $372,700, with a rent estimate of $2,196/month.

Home Details for 321 Pleas Cir

Interior Features
Heating & Cooling Heating: GasAir ConditioningCooling System: CentralHeating Fuel: Gas
Interior Details Types of Rooms: Walk In Closet, Dining Room, Mud RoomCeiling Fan
Appliances & Utilities DishwasherRefrigerator
Fireplace & Spa Fireplace
Windows, Doors, Floors & Walls Double Paned Windows
Levels, Entrance, & Accessibility Floors: Tile, Carpet, Hardwood

Exterior Features
Exterior Home Features Roof: CompositionExterior: Other, ShinglePatioPorch
Pool Pool
Parking & Garage GarageParking: Garage Detached

Property Information
Year Built Year Built: 1948
Property Type / Style Property Type: Single Family Home

Community
Units in Building: 1

Lot Information
Lot Area: 10.00 acres

Price and Tax history

Date	Event	Price
Mar 6, 2020 Source: CPAR #693142	Sold	$224,900
Jan 22, 2020 Source: Agent Provided	Listed For Sale	$224,900
Jun 14, 2017 Source: CPAR #658078	Sold	$189,900

Year	Property tax	Tax assessment
2025	$2,407	$267,599

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
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
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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
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
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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 321 Pleas Cir

What is 321 Pleas Cir estimated to be worth?
Trulia's estimated value for 321 Pleas Cir in Chipley, FL is $372,700.
What is the price history for 321 Pleas Cir?
321 Pleas Cir in Chipley, FL last sold for $224,900 in March 2020.
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 321 Pleas Cir have air conditioning?
Yes, 321 Pleas Cir in Chipley, FL has air conditioning.
Does 321 Pleas Cir have a pool?
Yes, 321 Pleas Cir in Chipley, FL has a pool.