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 5208 Pine Ridge Dr estimated to be worth?

Trulia's estimated value for 5208 Pine Ridge Dr in Chipley, FL is $505,200 .

What is the price history for 5208 Pine Ridge Dr?

5208 Pine Ridge Dr in Chipley, FL last sold for $285,000 in September 2016.

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 5208 Pine Ridge Dr have air conditioning?

Yes, 5208 Pine Ridge Dr in Chipley, FL has air conditioning.

How big is the lot at 5208 Pine Ridge Dr?

The lot at 5208 Pine Ridge Dr in Chipley, FL is about 2.4 acres .

OFF MARKET

$505,200

Trulia Estimate

3 Beds
2.5 Baths
3,233 sqft (on 2.35 acres)

5208 Pine Ridge Dr, Chipley, FL 32428

Est. Refi. Payment $3,363/mo*

Refinance Your Home

Currently Off Market - Sold Sep 9, 2016 for $285,000

Home Value

Trulia Estimate

$505K

Since last month

$3K (-0.5%)

Since last year

$6K (+1.2%)

Since last sale

$218K (+76.4%)

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 +76% in the last 10 years

Month	Estimated value
2026
September 2026	$503K
August 2026	$506K
July 2026	$505K
June 2026	$510K
May 2026	$512K
April 2026	$507K
March 2026	$497K
February 2026	$488K
January 2026	$481K
2025
December 2025	$477K
November 2025	$493K
October 2025	$494K
September 2025	$495K
August 2025	$497K
July 2025	$515K
June 2025	$509K
May 2025	$502K
April 2025	$500K
March 2025	$497K
February 2025	$496K
January 2025	$493K
2024
December 2024	$498K
November 2024	$501K
October 2024	$511K
September 2024	$513K
August 2024	$519K
July 2024	$515K
June 2024	$519K
May 2024	$519K
April 2024	$507K
March 2024	$506K
February 2024	$493K
January 2024	$492K
2023
December 2023	$493K
November 2023	$493K
October 2023	$501K
September 2023	$509K
August 2023	$504K
July 2023	$517K
June 2023	$521K
May 2023	$509K
April 2023	$505K
March 2023	$503K
February 2023	$492K
January 2023	$489K
2022
December 2022	$494K
November 2022	$505K
October 2022	$511K
September 2022	$515K
August 2022	$514K
July 2022	$505K
June 2022	$507K
May 2022	$502K
April 2022	$491K
March 2022	$481K
February 2022	$465K
January 2022	$460K
2021
December 2021	$459K
November 2021	$458K
October 2021	$458K
September 2021	$453K
August 2021	$449K
July 2021	$446K
June 2021	$437K
May 2021	$433K
April 2021	$434K
March 2021	$407K
February 2021	$416K
January 2021	$406K
2020
December 2020	$403K
November 2020	$443K
October 2020	$435K
September 2020	$414K
August 2020	$412K
July 2020	$407K
June 2020	$408K
May 2020	$399K
April 2020	$392K
March 2020	$393K
February 2020	$400K
January 2020	$402K
2019
December 2019	$407K
November 2019	$390K
October 2019	$370K
September 2019	$362K
August 2019	$352K
July 2019	$351K
June 2019	$350K
May 2019	$348K
April 2019	$347K
March 2019	$346K
February 2019	$344K
January 2019	$343K
2018
December 2018	$341K
November 2018	$340K
October 2018	$338K
September 2018	$337K
August 2018	$336K
July 2018	$334K
June 2018	$332K
May 2018	$330K
April 2018	$328K
March 2018	$326K
February 2018	$324K
January 2018	$321K
2017
December 2017	$319K
November 2017	$317K
October 2017	$314K
September 2017	$312K
August 2017	$310K
July 2017	$308K
June 2017	$306K
May 2017	$303K
April 2017	$301K
March 2017	$299K
February 2017	$297K
January 2017	$295K
2016
December 2016	$293K
November 2016	$290K
October 2016	$288K
September 2016	$286K

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
5192 Pine Ridge Dr, Chipley, FL	0.12	Single-Family Home	$452,900	05/29/26	3	2	1,980
2789 Summer Dr, Chipley, FL	0.55	Single-Family Home	$700,000	05/15/26	3	2.5	2,324
5095 Pine Ridge Dr, Chipley, FL	0.34	Single-Family Home	$255,000	07/29/26	1	1	1,140
5068 Airpark Blvd, Chipley, FL	1.02	Single-Family Home	$350,100	10/17/25	1	1	3,500
5084 Spring Pond Rd, Chipley, FL	1.06	Single-Family Home	$750,000	10/17/25	4	3.5	3,048
3068 Woodymarion Dr, Chipley, FL	1.69	Single-Family Home	$245,000	07/30/26	3	2	1,650
4958 Lake Ridge Rd, Chipley, FL	1.75	Single-Family Home	$350,000	03/31/26	2	2	1,184
3068 Woodymarion Rd, Chipley, FL	1.69	Unknown	$245,000	07/30/26		-	-
3375 Crystal Lake Dr, Chipley, FL	2.03	Single-Family Home	$351,000	09/26/25	3	3	1,572
5096 Long Lake Ridge Dr, Chipley, FL	2.41	Single-Family Home	$475,000	06/16/26	3	3	3,169

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
5203 Pine Ridge Dr, Chipley, FL 32428	0.09	-	-	-	-	Off Market
Pine Ridge Dr, Chipley, FL 32428	0.09	$63,900	-	-	-	For Sale
5192 Pine Ridge Dr, Chipley, FL 32428	0.12	$452,900	3	2	1,980	Recently Sold
5147 Pine Ridge Dr, Chipley, FL 32428	0.22	-	-	-	-	Off Market
2759 Rolling Pines Rd, Chipley, FL 32428	0.22	$125,000	-	-	-	Recently Sold
5095 Pine Ridge Dr, Chipley, FL 32428	0.34	$255,000	1	1	1,140	Recently Sold
1 Pine Ridge Dr, Chipley, FL 32428	0.37	$90,000	-	-	-	For Sale
5080 Pine Ridge Dr, Chipley, FL 32428	0.46	$433,900	3	2.5	1,831	Off Market
State Highway 77, Chipley, FL 32428	0.44	$300,000	-	-	-	Recently Sold
6355 Highway 77, Chipley, FL 32428	0.52	-	-	-	-	Off Market
2789 Summer Dr, Chipley, FL 32428	0.55	$700,000	3	2.5	2,324	Recently Sold
Sand Pond Rd, Chipley, FL 32428	0.55	-	-	-	-	Off Market

Local Information

Map ViewExplore the area around 5208 Pine Ridge Dr.
Schools1 Preschool School4 Elementary Schools4 Middle Schools4 High Schools
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

Built in 1998

2.35 acre lot

3,233 sqft

$156/sqft

Garage

About this House

Grace and elegance describe this immaculate home in Pine Lake Estates; known for hills and valleys surrounded by majestic oaks and lakes. Library/study/office is located near the front door off foyer with built-in shelves. Formal dining room is to the right of foyer. There is a half bath off the foyer. The gorgeous Kitchen features solid oak raised panel cabinets, breakfast bar, newer appliances and a pantry. Kitchen opens to great room. The entire first floor is hardwoods except for master bath & closet. Fireplace is a masterpiece beside the French doors that lead to the screen porch overlooking the lake. Most rooms have 10' ceilings and beautiful crown molding. The large master bedroom has lots of windows, walk-in closet,ceramic tile. and French doors leading to the screen porch.

5208 Pine Ridge Dr, Chipley, FL 32428 is a 3 bedroom, 3 bathroom, 3,233 sqft single-family home built in 1998. It last sold for $285,000 on Sep 9, 2016. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $505,200, with a rent estimate of $3,915/month.

Home Details for 5208 Pine Ridge Dr

Interior Features
Interior Details BasementTypes of Rooms: Walk In Closet, Dining Room, OfficeCeiling Fan
Heating & Cooling Heating: Heat PumpAir ConditioningCooling System: CentralHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility Stories: 2Floors: Tile, Laminate
Appliances & Utilities DishwasherMicrowave
Fireplace & Spa Fireplace
Windows, Doors, Floors & Walls Double Paned Windows

Exterior Features
Exterior Home Features Roof: OtherExterior: OtherPatioPorchSprinkler System
Parking & Garage GarageParking: Garage Attached

Property Information
Year Built Year Built: 1998Year Updated: 1998
Property Type / Style Property Type: Single Family HomeArchitecture: Contemporary

Community
Units in Building: 1

Lot Information
Lot Area: 2.35 acres

Price and Tax history

Date	Event	Price
Sep 9, 2016 Source: CPAR #646239	Sold	$285,000
Jun 2, 2016 Source: Agent Provided	PriceChange	$320,000 Price decreased by 10%
May 14, 2016 Source: Agent Provided	Listed For Sale	$355,000
Dec 3, 2015 Source: N/A	Sold	$225,000
Jun 21, 2013 Source: CPAR #606278	Sold	$200,000
Feb 13, 2013 Source: Agent Provided	Listed For Sale	$238,000

Year	Property tax	Tax assessment
2025	$3,525	$462,673

Additional Cost

Market trends in Chipley

Last updated August 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

116

5MoM

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
6mo 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
1mo 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
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
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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 5208 Pine Ridge Dr

What is 5208 Pine Ridge Dr estimated to be worth?
Trulia's estimated value for 5208 Pine Ridge Dr in Chipley, FL is $505,200.
What is the price history for 5208 Pine Ridge Dr?
5208 Pine Ridge Dr in Chipley, FL last sold for $285,000 in September 2016.
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 5208 Pine Ridge Dr have air conditioning?
Yes, 5208 Pine Ridge Dr in Chipley, FL has air conditioning.
How big is the lot at 5208 Pine Ridge Dr?
The lot at 5208 Pine Ridge Dr in Chipley, FL is about 2.4 acres.