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 4142 Riddle Ct estimated to be worth?

Trulia's estimated value for 4142 Riddle Ct in Chipley, FL is $246,600 .

What is the price history for 4142 Riddle Ct?

4142 Riddle Ct in Chipley, FL last sold for $205,000 in July 2026.

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 4142 Riddle Ct have air conditioning?

Yes, 4142 Riddle Ct in Chipley, FL has air conditioning.

How big is the lot at 4142 Riddle Ct?

The lot at 4142 Riddle Ct in Chipley, FL is about 0.34 acres (14,853 sq ft).

SOLD

JUL 29, 2026

4142 Riddle Ct
Chipley, FL 32428

4 Beds
2 Baths
1,760 sqft (on 0.34 acres)

$205,000

Last Sold: Jul 29, 2026

$116/sqft

Est. Refi. Payment $1,380/mo*

Refinance Your Home

$205,000

Last Sold: Jul 29, 2026

$116/sqft

Est. Refi. Payment $1,380/mo*

Refinance Your Home

4 Beds

2 Baths

1,760 sqft

(on 0.34 acres)

Home Value

Trulia Estimate

$247K

Since last month

$600 (+0.2%)

Since last year

$1K (+0.6%)

Since last sale

$42K (+20.3%)

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 +58% in the last 10 years

Month	Estimated value
2026
August 2026	$247K
July 2026	$246K
June 2026	$253K
May 2026	$251K
April 2026	$246K
March 2026	$241K
February 2026	$235K
January 2026	$239K
2025
December 2025	$182K
November 2025	$241K
October 2025	$246K
September 2025	$244K
August 2025	$245K
July 2025	$252K
June 2025	$255K
May 2025	$212K
April 2025	$211K
March 2025	$209K
February 2025	$200K
January 2025	$200K
2024
December 2024	$202K
November 2024	$205K
October 2024	$210K
September 2024	$216K
August 2024	$233K
July 2024	$235K
June 2024	$243K
May 2024	$234K
April 2024	$226K
March 2024	$217K
February 2024	$193K
January 2024	$181K
2023
December 2023	$185K
November 2023	$237K
October 2023	$238K
September 2023	$242K
August 2023	$238K
July 2023	$240K
May 2023	$205K
April 2023	$170K
March 2023	$118K
February 2023	$63K
January 2023	$62K
2022
November 2022	$72K
September 2022	$278K
August 2022	$278K
July 2022	$277K
June 2022	$276K
May 2022	$273K
April 2022	$269K
March 2022	$262K
February 2022	$251K
January 2022	$249K
2021
December 2021	$247K
November 2021	$246K
October 2021	$246K
September 2021	$243K
August 2021	$244K
July 2021	$237K
June 2021	$223K
May 2021	$205K
April 2021	$204K
March 2021	$194K
February 2021	$193K
January 2021	$194K
2020
December 2020	$192K
November 2020	$189K
October 2020	$186K
September 2020	$185K
August 2020	$186K
July 2020	$186K
June 2020	$187K
May 2020	$185K
April 2020	$183K
March 2020	$184K
February 2020	$184K
January 2020	$183K
2019
December 2019	$183K
November 2019	$182K
October 2019	$184K
September 2019	$183K
August 2019	$182K
July 2019	$181K
June 2019	$179K
May 2019	$178K
April 2019	$178K
March 2019	$177K
February 2019	$176K
January 2019	$178K
2018
December 2018	$176K
November 2018	$175K
October 2018	$174K
September 2018	$174K
August 2018	$175K
July 2018	$171K
June 2018	$171K
May 2018	$171K
April 2018	$169K
March 2018	$169K
February 2018	$171K
January 2018	$172K
2017
December 2017	$167K
November 2017	$185K
October 2017	$176K
September 2017	$175K
August 2017	$180K
July 2017	$179K
June 2017	$178K
May 2017	$176K
April 2017	$177K
March 2017	$177K
February 2017	$176K
January 2017	$175K
2016
December 2016	$173K
November 2016	$168K
October 2016	$163K
September 2016	$159K
August 2016	$157K

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
1999 Shenandoah Blvd, Chipley, FL	0.16	Single-Family Home	$292,644	12/18/25	4	2	1,728
1997 Shenandoah Blvd, Chipley, FL	0.18	Single-Family Home	$275,000	01/21/26	3	2	1,604
1983 Shenandoah Blvd, Chipley, FL	0.28	Single-Family Home	$295,000	05/22/26	4	2	1,756
2230 Gallagher Dr, Chipley, FL	0.34	Single-Family Home	$289,000	05/05/26	4	2	1,756
2211 Chase St, Chipley, FL	0.29	Single-Family Home	$286,268	06/24/26	4	2	1,716
2221 Acorn Pl, Chipley, FL	0.38	Single-Family Home	$270,000	08/29/25	4	2	1,799
4446 Carey Blvd, Chipley, FL	0.44	Single-Family Home	$256,990	03/20/26	4	2	1,648
4131 Merrifield Ct, Chipley, FL	0.20	Single-Family Home	$290,000	09/19/25	3	2.5	2,000
3948 Linwood Dr, Chipley, FL	0.50	Single-Family Home	$229,502	08/29/25	4	2	1,458

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
Lot 2 Shenandoah Blvd, Chipley, FL 32428	0.08	-	-	-	-	Off Market
4146 Riddle Ct, Chipley, FL 32428	0.05	$322,200	4	2	1,760	Off Market
59 Preston Cir, Chipley, FL 32428	0.10	$29,900	-	-	-	For Sale
Lot 10 Preston Cir, Chipley, FL 32428	0.11	-	-	-	-	Off Market
2137 Preston Cir, Chipley, FL 32428	0.11	$253,600	4	2	1,648	Off Market
Xx Shenandoah #19, Chipley, FL 32428	0.11	$17,000	-	-	-	For Sale
2008 Shenandoah Blvd, Chipley, FL 32428	0.12	$342,700	4	2	2,108	Off Market
1 Shenandoah Blvd, Chipley, FL 32428	0.14	$20,000	-	-	-	Recently Sold
12 Adler Ct, Chipley, FL 32428	0.12	-	-	-	-	Off Market
4132 Concord Blvd, Chipley, FL 32428	0.15	$263,600	4	2	1,799	Off Market
4116 Adler Ct, Chipley, FL 32428	0.15	$298,100	3	2	1,857	Off Market
1 Adler Ct, Chipley, FL 32428	0.16	-	-	-	-	Off Market

Local Information

Map ViewExplore the area around 4142 Riddle Ct.
Schools1 Preschool School4 Elementary Schools4 Middle Schools4 High Schools
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Year Built

2007

Lot Size

0.34 acres

Living Area

1,760 sqft

Price/Sqft

$116/sqft

Parking

Garage

About this House

This single-family home is located at 4142 Riddle Ct, Chipley, FL. 4142 Riddle Ct is in Chipley, FL and in ZIP code 32428. This property has 4 bedrooms, 2 bathrooms and approximately 1,760 sqft of floor space. The last sold price per dimension was $116/sqft. This property has a lot size of 0.34 acres and was built in 2007.

4142 Riddle Ct, Chipley, FL 32428 is a 4 bedroom, 2 bathroom, 1,760 sqft single-family home built in 2007. It last sold for $205,000 on Jul 29, 2026. It is currently off market. The Trulia Estimate is $246,600, with a rent estimate of $1,853/month.

Home Details for 4142 Riddle Ct

Exterior Features
Exterior Home Features Roof: OtherExterior: OtherPatio
Parking & Garage GarageParking: Garage Attached

Property Information
Year Built Year Built: 2007Year Updated: 2007
Property Type / Style Property Type: Single Family HomeArchitecture: Other

Interior Features
Heating & Cooling Air ConditioningCooling System: Central
Levels, Entrance, & Accessibility Floors: Other, Carpet

Price & Status
Price Price Per Sqft: $116/sqft

Community
Units in Building: 1

Lot Information
Lot Area: 0.34 acres

Price and Tax history

Date	Event	Price
Jul 29, 2026 Source: N/A	Sold	$205,000
Feb 3, 2023 Source: N/A	Sold	$62,500
Jan 5, 2023 Source: CPAR #733449	Pending	$75,000
Dec 29, 2022 Source: CPAR #733449	PendingToActive	$75,000
Dec 9, 2022 Source: CPAR #733449	Pending	$75,000
Nov 18, 2022 Source: CPAR #733449	PriceChange	$75,000 Price decreased by 5%
Nov 11, 2022 Source: CPAR #733449	PriceChange	$79,000 Price decreased by 7%
Nov 9, 2022 Source: CPAR #733449	PendingToActive	$84,900
Nov 8, 2022 Source: CPAR #733449	Pending	$84,900
Nov 4, 2022 Source: CPAR #733449	PendingToActive	$84,900
Nov 1, 2022 Source: CPAR #733449	Pending	$84,900
Oct 27, 2022 Source: CPAR #733449	PriceChange	$84,900 Price decreased by 6%
Oct 24, 2022 Source: CPAR #733449	PriceChange	$89,900 Price decreased by 2%
Oct 20, 2022 Source: CPAR #733449	Pending	$91,500
Oct 15, 2022 Source: CPAR #733449	Listed For Sale	$91,500
Feb 6, 2014 Source: CPAR #615559	Sold	$121,000
Dec 22, 2013 Source: Agent Provided	Listed For Sale	$132,000
Mar 12, 2007 Source: N/A	Sold	$207,000

Year	Property tax	Tax assessment
2025	$2,862	$203,704

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
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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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Frequently asked questions about 4142 Riddle Ct

What is 4142 Riddle Ct estimated to be worth?
Trulia's estimated value for 4142 Riddle Ct in Chipley, FL is $246,600.
What is the price history for 4142 Riddle Ct?
4142 Riddle Ct in Chipley, FL last sold for $205,000 in July 2026.
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 4142 Riddle Ct have air conditioning?
Yes, 4142 Riddle Ct in Chipley, FL has air conditioning.
How big is the lot at 4142 Riddle Ct?
The lot at 4142 Riddle Ct in Chipley, FL is about 0.34 acres (14,853 sq ft).