Last Sold Price
3 beds2,024 sqft$267/sqft
2058 Rolling Pines Rd, Chipley, FL 32428

Description

Enjoy breathtaking views of the countryside with this renovated farmhouse loaded with southern charm! Perfectly situated on 40+/- acres, this open concept 3 bedroom, 2 bath boast beautiful vinyl plank floors, a spacious living room with cathedral ceiling and wood burning fireplace, kitchen fit for a chef complete with custom cabinetry, quartz countertops, stainless steel appliances, farmhouse sink and massive walk-in pantry. The oversized master suite features a walk-in closet, his/her sinks and...Enjoy breathtaking views of the countryside with this renovated farmhouse loaded with southern charm! Perfectly situated on 40+/- acres, this open concept 3 bedroom, 2 bath boast beautiful vinyl plank floors, a spacious living room with cathedral ceiling and wood burning fireplace, kitchen fit for a chef complete with custom cabinetry, quartz countertops, stainless steel appliances, farmhouse sink and massive walk-in pantry. The oversized master suite features a walk-in closet, his/her sinks and custom tiled shower. Outside you will find covered front and back porches, detached garage, luscious landscaping, wood shutters and a 24x48 pole barn. This rare find is located minutes from Hwy 77 and approximately 30 miles to Panama City.
LISTING CLOSED: 09/01/2023 12:00 AM

  1. Listed by Seamus J O'neill • SOUTHERN WAY REALTY, INC.

Property Details for 2058 Rolling Pines Road

Status
MLS #
742319
Days on Market
49
Taxes
$1,177 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
MLS Type
Residential / Single Family Residence / Single Family Residence
Year Built
1973
Lot Size
40.00 AC / 1,742,400 SF
Architectural Style
Country
Waterfront
No
Subdivision Name
[No Recorded Subdiv]

Recent comparable sales

Median sold price

$455,000

Avg days on market

110

Sale-to-list ratio

93.2%

Chipley, FL

9 comparable properties found

$452,900 | 5192 Pine Ridge Drive, Chipley, FL 32428
1/60
1

$452,900

Sold 05/29/26

3
Bedrooms
1,980
Square Feet
4.19
Acres
$510,000 | 4832 Lake Ridge Drive, Chipley, FL 32428
1/51
2

$510,000

Sold 10/14/25

2
Bedrooms
1,984
Square Feet
4.5
Acres
$434,000 | 5080 Pine Ridge Drive, Chipley, FL 32428
1/42
3

$434,000

Sold 09/17/25

3
Bedrooms
1,831
Square Feet
5.3
Acres
$550,000 | 5026 Highway 77, Chipley, FL 32428
1/60
4

$550,000

Sold 05/26/26

3
Bedrooms
2,261
Square Feet
35.86
Acres
$455,000 | 4076 Pentas Way, Chipley, FL 32428
1/49
5

$455,000

Sold 10/06/25

3
Bedrooms
2,066
Square Feet
2.36
Acres
$452,000 | 3899 Country Club Boulevard, Chipley, FL 32428
1/38
6

$452,000

Sold 09/30/25

3
Bedrooms
2,250
Square Feet
0.27
Acres
$475,000 | 5096 Lake Ridge Drive, Chipley, FL 32428
1/32
7

$475,000

Sold 06/16/26

2
Bedrooms
2,600
Square Feet
5.55
Acres
$275,000 | 4888 Lake Ridge Drive, Chipley, FL 32428
1/74
8

$275,000

Sold 07/20/26

2
Bedrooms
1,895
Square Feet
5.26
Acres
$700,000 | 2789 Summer Drive, Chipley, FL 32428
1/57
9

$700,000

Sold 05/15/26

3
Bedrooms
2,324
Square Feet
3.62
Acres

Location

Listing Courtesy of SOUTHERN WAY REALTY, INC.

Sold By SOUTHERN WAY REALTY, INC.

Add your commute

Building Information for 2058 Rolling Pines Road

Stories-Year Built1973Building Size-Lot Size40.00 AC / 1,742,400 SF

Payment Calculator

$2,843 per month

30 year fixed, 6.55% Interest

Principal and Interest

$2,745

Property Taxes

$98

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 2058 Rolling Pines Road

Summary
Location and General Information
  • City: Chipley
  • County Or Parish: Washington
  • Directions: From Chipley head south on Hwy 77. Just north of Hwy 20 take a left onto Rolling Pines Road. Home is down on the left. Sign up.
  • State Region: FL
  • Postal Code: 32428
  • Latitude: 30.464448
  • Longitude: -85.620079
  • State Or Province: FL
  • MLS Area Major: 10 - Washington County
  • MLS Area Minor: 1002 - Washington SE
Taxes and HOA Information
  • Parcel Number: 00000000-00-3131-0000
  • Association: No
  • Tax Annual Amount: $1,177.00
  • Tax Legal Description: 26 1 14 40 ORB 1115 P 83 NW4 OF NW4
  • Tax Year: 2022
Parking
  • Attached Garage: No
  • Garage Spaces: 1.0
  • Garage: Yes
Property
Lot Information
  • Building Area Total: 2024.0
  • Lot Size Acres: 40.0
  • Lot Size Area: 40.0
  • Lot Size Dimensions: 1292x1300x1329x1279
  • Lot Size Units: Acres
  • Lot Size Square Feet: 1742400.0
  • Living Area Source: Appraiser
Property and Assessments
  • Other Structures: Barns
  • Year Built: 1973
  • Human Modified: No
Interior and Exterior Features
Exterior Features
  • Community Features: Short Term Rental Allowed
  • Construction Materials: Brick, Vinyl Siding
  • Foundation Details: Slab
  • Patio And Porch Features: Covered, Porch
  • Roof: Metal
Interior Features
  • Bathrooms Full: 2
  • Bathrooms Total: 2
  • Bedrooms Total: 3
  • Rooms Total: 5
  • Cooling: Yes
  • Cooling: Central Air
  • Heating: Yes
  • Heating: Central
  • Laundry Features: Washer Hookup, Dryer Hookup
  • Appliances: Electric Cooktop
Room Information
Room 1
  • Room Dimensions: 10.3 x 10.7
  • Room Length: 10.3
  • Room Type: Bedroom
  • Room Width: 10.7
Room 2
  • Room Dimensions: 12.4 x 21.6
  • Room Length: 12.4
  • Room Type: Primary Bedroom
  • Room Width: 21.6
Room 3
  • Room Description: Eat-In Kitchen
  • Room Dimensions: 13.1 x 24
  • Room Length: 13.1
  • Room Type: Kitchen
  • Room Width: 24.0
Room 4
  • Room Dimensions: 10 x 10.3
  • Room Length: 10.0
  • Room Type: Bedroom
  • Room Width: 10.3
Room 5
  • Room Dimensions: 6.7 x 22.11
  • Room Length: 6.7
  • Room Type: Laundry
  • Room Width: 22.11
Multi Family
Multi-Family Information
  • Units Furnished: None
Mobile Home
Mobile Home Information
  • Mobile Dim Units: Feet
Rental
Rental Information
  • Occupant Type: Occupied

Property History for 2058 Rolling Pines Road

DateEvent & SourcePriceAppreciation
Sep 1, 2023

Sold (Public Record)

Public Record #1519865251

$540,000
Sep 1, 2023

Sold

CPAR #742319

$540,000
Jul 23, 2023

Pending

CPAR #742319

DateEvent & SourcePrice
09/01/2023

Sold (Public Record)

Public Record #1519865251

$540,000
09/01/2023

Sold

CPAR #742319

$540,000
07/23/2023

Pending

CPAR #742319

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 2058 Rolling Pines Road

Taxable ValueLand-Additions-Total-
Tax Record2025$2,914 ($243 / month)
Home Facts
Beds0Total Finished SqFt2,024 SqFtAbove Grade Finished SqFt2,024 SqFtLot Size1,730,203 SqFtStyleSingle Family ResidenceYear Built1973Year Renovated2016CountyWASHINGTONAPN31310000Fireplace TypeHas Fireplace

Schools near 2058 Rolling Pines Road

This home is within Washington County School District.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - K to 5
Public - 6 to 8
Public - 6 to 8
Rating
School
Distance
Vernon Elementary School
PublicPK to 5

Kate M. Smith Elementary School
PublicK to 5

Roulhac Middle School
Public6 to 8

Vernon Middle School
Public6 to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 2058 Rolling Pines Road, Chipley, FL 32428
$540,000
3
2,024
1,742,400
1
728
196,020
$249,000
2
2,682
871,200
$20,000
217,800
$82,000
1
1
768
233,046
2
1,404
191,664

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of SOUTHERN WAY REALTY, INC.

The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the Emerald Coast Association of REALTORS, Central Panhandle Association of REALTORS, Pensacola Association of REALTORS and Capital Area Technology & REALTOR Services. The properties displayed may not be all of the properties in the MLS's database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Information deemed reliable but not guaranteed. Copyright© 2026 Emerald Coast Association of REALTORS, Central Panhandle Association of REALTORS, Pensacola Association of REALTORS and Capital Area Technology & REALTOR Services. All Rights Reserved.