869 Main St, Chipley, FL 32428
OFF MARKET

869 Main St
Chipley, FL 32428

  • 4 Beds
  • 3.5 Baths
  • 2,196 sqft (on 0.48 acres)

$266,700

Trulia Estimate
as of May 28, 2026
Est. Refi. Payment $1,736/mo*

$266,700

Trulia Estimate
as of May 28, 2026
Est. Refi. Payment $1,736/mo*
4 Beds
3.5 Baths
2,196 sqft
(on 0.48 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

UNDER CONTRACT (TAKING BACKUP OFFERS)
This historic home in downtown Chipley Florida is a sight to behold, boasting southern elegance and luxurious finishes throughout. This property has a range of impressive features such as refinished original wood flooring in the main living areas, imported marble tile, and upgraded lighting. Dramatic high ceilings, newer roof and large original windows can be found in all rooms, adding to the property's charm.
The residence features four bedrooms and three and a half bathrooms, along with a large office space that can be converted to a fifth bedroom. The separate mother-in-law wing comes with a private entrance.
A lush fruit orchard on the property yields a plentiful supply of oranges, grapefruits, and more! The property is zoned residential / commercial which will allow you to keep this as a primary family residence or operate as a commercial property. Home is currently an Airbnb. Don't miss out on this deal!
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from December 02, 2025

Home Highlights

Parking
No Info
Outdoor
No Info
View
No Info
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 869 Main St

Interior Features

Interior Details
Number of Rooms: 5Types of Rooms: Bedroom, Dining Room, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Appliances & Utilities
Utilities: Water Connected
Heating & Cooling
Heating: Fireplace(s)Has CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Fireplace S
Fireplace & Spa
Has a Fireplace
Levels, Entrance, & Accessibility
Stories: 1Number of Stories: 1Levels: OneAccessibility: Accessible Approach with Ramp

Exterior Features

Parking & Garage
No Garage
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 140

Property Information

Year Built
Year Built: 1912
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Property Information
Parcel Number: 000000000018340000

Price & Status

Price
List Price: $274,900
Status Change & Dates
Off Market Date: Sat Mar 02 2024

Active Status

MLS Status: Closed

Location

Direction & Address
City: ChipleyCommunity: [No Recorded Subdiv]
School Information
Elementary School: Kate M. SmithJr High / Middle School: RoulhacHigh School: Chipley

Building

Building Area
Building Area: 2196 Square Feet

Community

Community Features: Short Term Rental Allowed

HOA

No HOA

Lot Information

Lot Area: 0.48 acres

Mobile R/V

Mobile Home Park
Mobile Home Units: Feet

Rental Terms, Policies & Fees

Are Units Furnished: None

Miscellaneous

Mls Number: 747894Living Area Range Units: Square FeetAbove Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area Units: Square FeetUniversal Property Id: US-12133-N-000000000018340000-R-N

Additional Information

Short Term Rental Allowed
Last check for updates: about 2 hours ago
Listed by Gina Williams, (850) 890-4330
Saltwater Real Estate of PCB
Bought with: Isaac F Rodriguez, (850) 630-1705, Hilltop Legacy Realty
Source: CPAR, MLS#747894

Price History for 869 Main St

DatePriceEventSource
04/09/2024$245,000Sold
CPAR #747894
03/03/2024$274,900ContingentCPAR #747894
02/20/2024$274,900PriceChange
CPAR #747894
02/13/2024$289,900PriceChange
CPAR #747894
01/15/2024$299,900PriceChange
CPAR #747894
01/12/2024$324,999PriceChange
CPAR #747894
01/03/2024$349,500PriceChange
CPAR #747894
12/06/2023$354,000PriceChange
CPAR #747894
10/28/2023$372,000PriceChange
CPAR #747894
10/14/2023$389,000Listed For SaleCPAR #747894
08/13/2020$94,000Sold
CPAR #690360
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Property Tax and Assessment

Year2025
Tax
Assessment$206,288
Home facts updated by county records

Comparable Sales for 869 Main St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.06
Single-Family Home
$90,000
06/20/25
3
3
1,934
0.33
Single-Family Home
$264,900
12/11/25
4
3
2,762
0.49
Single-Family Home
$205,000
04/09/26
3
2
1,724
0.53
Single-Family Home
$209,900
06/20/25
3
2
2,030
0.76
Single-Family Home
$260,000
12/19/25
4
2
2,684
0.56
Single-Family Home
$280,000
04/27/26
3
2
1,562
0.62
Single-Family Home
$199,900
04/17/26
3
2
1,480
0.72
Single-Family Home
$325,000
04/16/26
3
2
2,088
0.69
Single-Family Home
$130,000
10/10/25
3
2.5
1,896

Nearby homes

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Assigned Schools

These are the assigned schools for 869 Main St.
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

  • 87 % 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

  • 54 % Say kids play outside

  • 53 % Say there's wildlife

  • 52 % Say there are sidewalks

  • 51 % Say neighbors are friendly

  • 50 % Say they plan to stay for at least 5 years

  • 42 % 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.
  • Mandi W.
    "golf course, ponds, lakes, dirt roads, Halloween tons of tricker treating. keep main grass area cut. looks very homie"
  • Carol
    "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. "
  • Tonya G. H.
    "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. "
  • Kayla H.
    "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."
  • Dafuss39
    "I live at the end of the road on the lake with traffic no trick-or-treaters and no visitors very safe neighborhood"
  • Troyrackley
    "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. "
  • Wanda S.
    "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."
  • Peaden
    "Great hunting, fishing, swimming, golfing. Very quiet area. Low crime. 35 miles to beaches. "

LGBTQ Local Legal Protections

Apartments for Rent

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Homes for sale near 869 Main St

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Off Market Homes Near 869 Main St

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IDX information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by the MLS.

Homes for rent near 869 Main St

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869 Main St, Chipley, FL 32428 is a 4 bedroom, 4 bathroom, 2,196 sqft single-family home built in 1912. This property is not currently available for sale. 869 Main St was last sold on Apr 9, 2024 for $245,000 (11% lower than the asking price of $274,900). The current Trulia Estimate for 869 Main St is $266,700.