729 Main St, Chipley, FL 32428
OFF MARKET

729 Main St
Chipley, FL 32428

  • 4 Beds
  • 2 Baths
  • 2,971 sqft (on 1.01 acres)

$336,100

Trulia Estimate
as of Jun 7, 2026
Est. Refi. Payment $2,148/mo*
Refinance Your Home

$336,100

Trulia Estimate
as of Jun 7, 2026
Est. Refi. Payment $2,148/mo*
Refinance Your Home
4 Beds
2 Baths
2,971 sqft
(on 1.01 acres)

Local Information

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

Description

This 4BR/2BA craftsman beauty, known as the ''Kate M. Smith'' home, has lots to offer with a in town location. First floor features oversized living room, office/sitting room, dining room with original built ins, wainscoting, kitchen with plenty of cabinet space, original showcase stairs, oversized master bedroom with updated master bath, w/ cypress ceiling and walls w/ whirlpool. Upstairs is spacious and includes sitting area, 3BR/1BA. Original hardwood floors can be found in most of home along with original built ins and 5 fireplaces. Outside boasts 1 acre with lots of room to grow. With a possible city zoning change, this would make a great office. This home is being sold AS IS.
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.

Home Highlights

Parking
Garage
Outdoor
Patio, Pool
View
No Info
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 729 Main St

Interior Features

Heating & Cooling
Heating: OtherAir ConditioningCooling System: CentralHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Appliances & Utilities
Refrigerator
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: MetalExterior: Other, Stucco, WoodPatio
Pool
Pool
Parking & Garage
GarageParking: Carport, Garage Attached

Property Information

Year Built
Year Built: 1925Year Updated: 1972
Property Type / Style
Property Type: Single Family HomeArchitecture: Craftsman

Community

Units in Building: 1

Lot Information

Lot Area: 1.01 acres

Price History for 729 Main St

DatePriceEventSource
09/08/2016$149,500ListingRemovedAgent Provided
03/09/2016$149,500Listed For SaleAgent Provided

Market trends in Chipley

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
99
1MoM
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Property Tax and Assessment

Year2025
Tax
Assessment$284,511
Home facts updated by county records

Comparable Sales for 729 Main St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
632 Main St, Chipley, FL
0.31
Single-Family Home
$260,000
12/19/25
4
2
2,684
700 Main St, Chipley, FL
0.10
Single-Family Home
$209,900
06/20/25
3
2
2,030
1224 Church Ave, Chipley, FL
0.28
Single-Family Home
$264,900
12/11/25
4
3
2,762
1314 Coggin Ave, Chipley, FL
0.23
Single-Family Home
$205,000
04/09/26
3
2
1,724
1342 Old Bonifay Rd, Chipley, FL
0.38
Single-Family Home
$130,000
10/10/25
3
2.5
1,896
1294 Old Bonifay Rd, Chipley, FL
0.17
Single-Family Home
$55,000
01/07/26
3
2
1,337
576 Martin Luther King Dr, Chipley, FL
0.07
Single-Family Home
$160,000
02/13/26
3
1
1,343
880 Main St, Chipley, FL
0.51
Single-Family Home
$90,000
06/20/25
3
3
1,934
1380 Watts Ave, Chipley, FL
0.55
Single-Family Home
$199,900
04/17/26
3
2
1,480
1228 Church Ave, Chipley, FL
0.27
Single-Family Home
$80,000
01/28/26
3
2
1,080

Nearby homes

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Assigned Schools

These are the assigned schools for 729 Main St.
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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

  • 55 % 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"
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  • 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. "
    1
    Flag
  • 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. "
    0
    Flag
  • 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."
    0
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  • Dafuss39
    "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
    "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. "
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  • 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."
    0
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  • Peaden
    "Great hunting, fishing, swimming, golfing. Very quiet area. Low crime. 35 miles to beaches. "
    0
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Apartments for Rent

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Homes for sale near 729 Main St

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Off Market Homes Near 729 Main St

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Homes for rent near 729 Main St

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729 Main St, Chipley, FL 32428 is a 4 bedroom, 2 bathroom, 2,971 sqft single-family home built in 1925. This property is not currently available for sale. The current Trulia Estimate for 729 Main St is $336,100.