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 2703 Rolling Pines Rd estimated to be worth?

Trulia's estimated value for 2703 Rolling Pines Rd in Chipley, FL is $610,300 .

What is the price history for 2703 Rolling Pines Rd?

2703 Rolling Pines Rd in Chipley, FL last sold for $335,000 in April 2014.

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 2703 Rolling Pines Rd have a pool?

Yes, 2703 Rolling Pines Rd in Chipley, FL has a pool.

How big is the lot at 2703 Rolling Pines Rd?

The lot at 2703 Rolling Pines Rd in Chipley, FL is about 13.3 acres .

2703 Rolling Pines Rd, Chipley, FL 32428

OFF MARKET

$610,300

Trulia Estimate

3 Beds
3 Baths
2,784 sqft (on 13.27 acres)

2703 Rolling Pines Rd, Chipley, FL 32428

Est. Refi. Payment $4,086/mo*

Refinance Your Home

Currently Off Market - Sold Apr 3, 2014 for $335,000

Home Value

Trulia Estimate

$610K

Since last month

$2K (+0.3%)

Since last year

$33K (+5.8%)

Since last sale

$275K (+82.2%)

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 +46% in the last 10 years

Month	Estimated value
2026
August 2026	$610K
July 2026	$609K
June 2026	$614K
May 2026	$619K
April 2026	$607K
March 2026	$610K
February 2026	$597K
January 2026	$586K
2025
December 2025	$591K
November 2025	$596K
October 2025	$598K
September 2025	$570K
August 2025	$577K
July 2025	$587K
June 2025	$568K
May 2025	$593K
April 2025	$583K
March 2025	$583K
February 2025	$578K
January 2025	$580K
2024
December 2024	$580K
November 2024	$577K
October 2024	$607K
September 2024	$607K
August 2024	$611K
July 2024	$598K
June 2024	$595K
May 2024	$584K
April 2024	$577K
March 2024	$568K
February 2024	$554K
January 2024	$549K
2023
December 2023	$551K
November 2023	$578K
October 2023	$603K
September 2023	$606K
August 2023	$592K
July 2023	$577K
June 2023	$596K
May 2023	$603K
April 2023	$594K
March 2023	$588K
February 2023	$575K
January 2023	$573K
2022
December 2022	$574K
November 2022	$586K
October 2022	$588K
September 2022	$596K
August 2022	$603K
July 2022	$611K
June 2022	$613K
May 2022	$596K
April 2022	$589K
March 2022	$579K
February 2022	$576K
January 2022	$571K
2021
December 2021	$570K
November 2021	$570K
October 2021	$570K
September 2021	$562K
August 2021	$558K
July 2021	$557K
June 2021	$534K
May 2021	$338K
April 2021	$337K
March 2021	$330K
February 2021	$325K
January 2021	$406K
2020
December 2020	$407K
November 2020	$403K
October 2020	$404K
September 2020	$402K
August 2020	$397K
July 2020	$396K
June 2020	$394K
May 2020	$390K
April 2020	$389K
March 2020	$386K
February 2020	$388K
January 2020	$386K
2019
December 2019	$384K
November 2019	$380K
October 2019	$378K
September 2019	$364K
August 2019	$355K
July 2019	$364K
June 2019	$366K
May 2019	$364K
April 2019	$363K
March 2019	$363K
February 2019	$372K
January 2019	$364K
2018
December 2018	$358K
November 2018	$361K
October 2018	$394K
September 2018	$369K
August 2018	$368K
July 2018	$370K
June 2018	$384K
May 2018	$386K
April 2018	$370K
March 2018	$382K
February 2018	$369K
January 2018	$352K
2017
December 2017	$382K
November 2017	$395K
October 2017	$372K
September 2017	$373K
August 2017	$372K
July 2017	$372K
June 2017	$374K
May 2017	$400K
April 2017	$424K
March 2017	$437K
February 2017	$434K
January 2017	$430K
2016
December 2016	$427K
November 2016	$424K
October 2016	$421K
September 2016	$418K

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	0.21	Single-Family Home	$452,900	05/29/26	3	2	1,980
5080 Pine Ridge Dr, Chipley, FL	0.69	Single-Family Home	$434,000	09/17/25	3	2.5	1,831
2789 Summer Dr, Chipley, FL	0.65	Single-Family Home	$700,000	05/15/26	3	2.5	2,324
5084 Spring Pond Rd, Chipley, FL	1.29	Single-Family Home	$750,000	10/17/25	4	3.5	3,048
5095 Pine Ridge Dr, Chipley, FL	0.57	Single-Family Home	$255,000	07/29/26	1	1	1,140
5068 Airpark Blvd, Chipley, FL	1.25	Single-Family Home	$350,100	10/17/25	1	1	3,500
4958 Lake Ridge Rd, Chipley, FL	1.51	Single-Family Home	$350,000	03/31/26	2	2	1,184
5096 Long Lake Ridge Dr, Chipley, FL	2.18	Single-Family Home	$475,000	06/16/26	3	3	3,169
5096 Lake Ridge Rd, Chipley, FL	2.18	Single-Family Home	$475,000	06/16/26	2	2	2,600
3068 Woodymarion Dr, Chipley, FL	1.91	Single-Family Home	$245,000	07/30/26	3	2	1,650

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
5192 Pine Ridge Dr, Chipley, FL 32428	0.21	$452,900	3	2	1,980	Recently Sold
5203 Pine Ridge Dr, Chipley, FL 32428	0.29	-	-	-	-	Off Market
Pine Ridge Dr, Chipley, FL 32428	0.32	$63,900	-	-	-	For Sale
Sand Pond Rd, Chipley, FL 32428	0.36	-	-	-	-	Off Market
2759 Rolling Pines Rd, Chipley, FL 32428	0.42	$125,000	-	-	-	Recently Sold
5147 Pine Ridge Dr, Chipley, FL 32428	0.43	-	-	-	-	Off Market
5095 Pine Ridge Dr, Chipley, FL 32428	0.57	$255,000	1	1	1,140	Recently Sold
State Highway 77, Chipley, FL 32428	0.59	$300,000	-	-	-	Recently Sold
1 Pine Ridge Dr, Chipley, FL 32428	0.60	$90,000	-	-	-	For Sale
2789 Summer Dr, Chipley, FL 32428	0.65	$700,000	3	2.5	2,324	Recently Sold
5080 Pine Ridge Dr, Chipley, FL 32428	0.69	$433,900	3	2.5	1,831	Off Market
6355 Highway 77, Chipley, FL 32428	0.76	-	-	-	-	Off Market

Local Information

Map ViewExplore the area around 2703 Rolling Pines Rd.
Schools1 Preschool School4 Elementary Schools4 Middle Schools4 High Schools
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

Built in 1999

13.27 acre lot

2,784 sqft

$219/sqft

Garage

About this House

JUST REDUCED!! Country living at its best! Spectacular lakefront home on 13+ acres with covered inground pool and separate metal building (32x48 with 12ft door)for equipment/RV storage/workshop. Home is open and spacious with views to the pool and lake from the LR, kitchen, breakfast and master. Kitchen renovated in Nov 2011 with granite countertops and updated cabinets. Has center island, pantry and great storage. Home is open, airy and light with abundant windows and a very new and contemporary feeling. Perfect for entertaining or large family gatherings. LR has wood laminate flooring, built-in bookcases and fireplace. Separate family room - great for kids, guests, hobbies. Split floorplan with masters on either side of living space. Multi-level decks/patio around pool. Decorative ponds and landscaping around home. Circular asphalt drive provides tons of parking. All sq footage is approximate. Please re-measure if important.

2703 Rolling Pines Rd, Chipley, FL 32428 is a 3 bedroom, 3 bathroom, 2,784 sqft single-family home built in 1999. It last sold for $335,000 on Apr 3, 2014. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $610,300, with a rent estimate of $3,854/month.

Home Details for 2703 Rolling Pines Rd

Interior Features
Levels, Entrance, & Accessibility Stories: 1Floors: Other, Carpet
Interior Details Types of Rooms: Dining Room
Appliances & Utilities DishwasherDisposalMicrowaveRefrigerator
Heating & Cooling Air Conditioning
Fireplace & Spa Fireplace
Security Security System

Exterior Features
Exterior Home Features Roof: OtherDeckExterior: Stucco, WoodLawnPatio
Pool Pool
Parking & Garage GarageParking: Garage Detached

Property Information
Year Built Year Built: 1999Year Updated: 2005
Property Type / Style Property Type: Single Family HomeArchitecture: Other

Community
Units in Building: 1

Lot Information
Lot Area: 13.27 acres

Price and Tax history

Date	Event	Price
Apr 3, 2014 Source: CPAR #605935	Sold	$335,000
Jun 8, 2013 Source: Agent Provided	PriceChange	$350,000 Price decreased by 3%
Feb 1, 2013 Source: Agent Provided	Listed For Sale	$359,900
Oct 3, 2012 Source: Agent Provided	ListingRemoved	$367,000
Oct 1, 2012 Source: Agent Provided	PriceChange	$367,000 Price decreased by 2%
Jan 1, 2012 Source: Agent Provided	Listed For Sale	$375,000
Jan 26, 2011 Source: Agent Provided	ListingRemoved	$590,000
Feb 27, 2009 Source: Agent Provided	PriceChange	$590,000 Price decreased by 14%
Jun 11, 2008 Source: Agent Provided	Listed For Sale	$686,900

Year	Property tax	Tax assessment
2025	Unavailable	$436,782

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
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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
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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 2703 Rolling Pines Rd

What is 2703 Rolling Pines Rd estimated to be worth?
Trulia's estimated value for 2703 Rolling Pines Rd in Chipley, FL is $610,300.
What is the price history for 2703 Rolling Pines Rd?
2703 Rolling Pines Rd in Chipley, FL last sold for $335,000 in April 2014.
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 2703 Rolling Pines Rd have a pool?
Yes, 2703 Rolling Pines Rd in Chipley, FL has a pool.
How big is the lot at 2703 Rolling Pines Rd?
The lot at 2703 Rolling Pines Rd in Chipley, FL is about 13.3 acres.