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    1. School = Roulhac
    2. Listing Status = Active
    Details for 1305 Church Avenue, Chipley, FL 32428
    Commercial
    1. Price: $799,900.00
    2. Price sqft: $135.60 / sqft
    3. Days On Market: 11
    4. Bldg sqft: 5899
    5. Acreage: 1.47 acres
    6. Pool: No
    7. Waterfront: No
    8. Year Built: 1927
    MLS#: 788980
    1. County: WASHINGTON
    2. City: Chipley
    3. Zipcode: 32428
    4. Subdivision: [no Recorded Subdiv]
    5. Elementary School: Kate M. Smith
    6. Middle School: Roulhac
    7. High School: Chipley
    8. Provided by: Elite Realty
    9. Provided through
    10. DMCA Notice
    Step into a rare and distinguished opportunity with the The Sullivan House Bed & Breakfast a property rich in history, character, and income producing potential. Originally rooted in the 1880s and th
    Details for 1305 Church Avenue, Chipley, FL 32428
    Single Family
    1. Price: $799,900.00
    2. Price sqft: $135.60 / sqft
    3. Days On Market: 11
    4. Bedrooms: 7
    5. Baths: 5
    6. Garage / Parking Spaces: 5
    7. Bldg sqft: 5899
    8. Acreage: 1.47 acres
    9. Pool: No
    10. Waterfront: No
    11. Year Built: 1927
    MLS#: 788981
    1. County: WASHINGTON
    2. City: Chipley
    3. Zipcode: 32428
    4. Subdivision: [no Recorded Subdiv]
    5. Elementary School: Kate M. Smith
    6. Middle School: Roulhac
    7. High School: Chipley
    8. Provided by: Elite Realty
    9. Provided through
    10. DMCA Notice
    Welcome to a truly one of a kind historic home, currently known as the The Sullivan House Bed & Breakfast originally the Alford House where timeless character meets modern comfort. Established in th
    Details for 2730 Mosquito Road, Chipley, FL 32428
    Single Family
    1. Price: $690,000.00
    2. Price sqft: $431.25 / sqft
    3. Previous Price: $699,900
    4. Last Price Change: 04/16/26
    5. Days On Market: 43
    6. Bedrooms: 3
    7. Baths: 2
    8. Garage / Parking Spaces: 3
    9. Bldg sqft: 1600
    10. Acreage: 5.66 acres
    11. Pool: No
    12. Waterfront: Yes
    13. Wateraccess: Yes
    14. Waterfront Type: Lake,LakeFront
    15. Year Built: 1992
    MLS#: 787446
    1. County: WASHINGTON
    2. City: Chipley
    3. Zipcode: 32428
    4. Subdivision: [no Recorded Subdiv]
    5. Elementary School: Kate M. Smith
    6. Middle School: Roulhac
    7. High School: Chipley
    8. Provided by: CENTURY 21 Commander Realty
    9. Provided through
    10. DMCA Notice
    From the moment you enter this property your breath will be taken away with the unbelievable views and well thought out landscaping! This rare lakefront cottage is nestled on its own peninsula with a
    Details for 896 Main Street, Chipley, FL 32428
    Single Family
    1. Price: $650,000.00
    2. Price sqft: $297.62 / sqft
    3. Bedrooms: 5
    4. Baths: 3
    5. Bldg sqft: 2184
    6. Acreage: 0.36 acres
    7. Pool: No
    8. Waterfront: No
    9. Year Built: 1936
    MLS#: 723031
    1. County: WASHINGTON
    2. City: Chipley
    3. Zipcode: 32428
    4. Subdivision: Chipley
    5. Elementary School: Kate M. Smith
    6. Middle School: Roulhac
    7. High School: Chipley
    8. Provided by: SOUTHERN WAY REALTY, INC.
    9. Provided through
    10. DMCA Notice
    ***** Neighborhood/Commercial Zoning***** Live and/or work there. The ''Stone House'' as it is known is a beautiful historical unique Office/Home built in 1919 by DR. G. C. Miller a local Chipley phy
    Details for 1294 Dragonfly Lane, Chipley, FL 32428
    Single Family
    1. Price: $474,000.00
    2. Price sqft: $156.75 / sqft
    3. Previous Price: $499,900
    4. Last Price Change: 05/05/26
    5. Days On Market: 180
    6. Bedrooms: 6
    7. Baths: 4
    8. Garage / Parking Spaces: 2
    9. Bldg sqft: 3024
    10. Acreage: 3.00 acres
    11. Pool: No
    12. Waterfront: No
    13. Year Built: 1990
    MLS#: 781451
    1. County: WASHINGTON
    2. City: Chipley
    3. Zipcode: 32428
    4. Subdivision: [no Recorded Subdiv]
    5. Elementary School: Kate M. Smith
    6. Middle School: Roulhac
    7. High School: Chipley
    8. Provided by: Counts Real Estate Group
    9. Provided through
    10. DMCA Notice
    Mother in law suite special! This 6 bedroom, 4 bathroom house features a connected 2 bedroom suite with large living room, modern bathroom suite with granite counter tops, a tile walk in shower, and a
    Details for 657 Main Street, Chipley, FL 32428
    Single Family
    1. Price: $299,999.00
    2. Price sqft: $166.30 / sqft
    3. Previous Price: $305,000
    4. Last Price Change: 04/08/26
    5. Days On Market: 71
    6. Bedrooms: 3
    7. Baths: 2
    8. Bldg sqft: 1804
    9. Acreage: 0.44 acres
    10. Pool: No
    11. Waterfront: No
    12. Year Built: 1938
    MLS#: 785858
    1. County: WASHINGTON
    2. City: Chipley
    3. Zipcode: 32428
    4. Subdivision: No Named Subdivision
    5. Elementary School: Kate M. Smith
    6. Middle School: Roulhac
    7. High School: Chipley
    8. Provided by: Counts Real Estate Group Inc
    9. Provided through
    10. DMCA Notice
    Welcome to a beautifully fully renovated home in the heart of Chipley that blends vintage character with modern comfort. This 3 bedroom, 2 bath residence offers approximately 1,804 square feet of invi
    Details for 2199 Sunny Hills Boulevard, Chipley, FL 32428
    Single Family
    1. Price: $299,000.00
    2. Price sqft: $154.20 / sqft
    3. Days On Market: 23
    4. Bedrooms: 3
    5. Baths: 2
    6. Garage / Parking Spaces: 2
    7. Bldg sqft: 1939
    8. Acreage: 0.25 acres
    9. Pool: No
    10. Waterfront: No
    11. Year Built: 1989
    MLS#: 788422
    1. County: WASHINGTON
    2. City: Chipley
    3. Zipcode: 32428
    4. Subdivision: Sunny Hills
    5. Elementary School: Kate M. Smith
    6. Middle School: Roulhac
    7. High School: Chipley
    8. Provided by: Corcoran Reverie
    9. Provided through
    10. DMCA Notice
    Welcome to this spacious and beautifully maintained home, nestled in the peaceful community of Sunny Hills. Featuring an open concept layout, this home offers a seamless flow between the kitchen, dini
    Details for 652 2nd Street, Chipley, FL 32428
    Single Family
    1. Price: $298,000.00
    2. Price sqft: $130.47 / sqft
    3. Previous Price: $299,900
    4. Last Price Change: 04/28/26
    5. Days On Market: 114
    6. Bedrooms: 3
    7. Baths: 2
    8. Bldg sqft: 2284
    9. Acreage: 0.86 acres
    10. Pool: No
    11. Waterfront: No
    12. Year Built: 1961
    MLS#: 783678
    1. County: WASHINGTON
    2. City: Chipley
    3. Zipcode: 32428
    4. Subdivision: No Named Subdivision
    5. Elementary School: Kate M. Smith
    6. Middle School: Roulhac
    7. High School: Chipley
    8. Provided by: Elite Realty
    9. Provided through
    10. DMCA Notice
    Experience the perfect blend of small town charm and expansive outdoor space with this stunning three bedroom, two bathroom brick home situated on nearly an acre in the heart of Chipley, Florida. Perf
    Details for 3360 Peppervine Place, Chipley, FL 32428
    Single Family
    1. Price: $275,000.00
    2. Price sqft: $136.41 / sqft
    3. Previous Price: $279,900
    4. Last Price Change: 02/26/26
    5. Days On Market: 80
    6. Bedrooms: 4
    7. Baths: 3
    8. Bldg sqft: 2016
    9. Acreage: 0.00 acres
    10. Pool: No
    11. Waterfront: No
    12. Year Built: 2024
    MLS#: 785415
    1. County: WASHINGTON
    2. City: Chipley
    3. Zipcode: 32428
    4. Subdivision: Buckhorn Creek
    5. Elementary School: Kate M. Smith
    6. Middle School: Roulhac
    7. High School: Chipley
    8. Provided by: Bell Realty of NWFL LLC
    9. Provided through
    10. DMCA Notice
    Welcome Home as you enter this beautiful, spacious 4/3 dwmh.. This beautiful home offers an open floorplan with a large kitchen with an island for extra seating along with plenty of counter space and
    Details for 1411 Rudd Road, Cottondale, FL 32431
    Single Family
    1. Price: $239,900.00
    2. Price sqft: $126.93 / sqft
    3. Days On Market: 2
    4. Bedrooms: 4
    5. Baths: 2
    6. Bldg sqft: 1890
    7. Acreage: 2.80 acres
    8. Pool: Yes
    9. Waterfront: No
    10. Year Built: 1995
    MLS#: 789487
    1. County: JACKSON
    2. City: Cottondale
    3. Zipcode: 32431
    4. Subdivision: [no Recorded Subdiv]
    5. Elementary School: Kate M. Smith
    6. Middle School: Roulhac
    7. High School: Chipley
    8. Provided by: SOUTHERN WAY REALTY, INC.
    9. Provided through
    10. DMCA Notice
    Country living at its best!! Move in ready 4 bed, 2 bath DWMH on 2.8 acres. Bright, open concept layout with a split floor plan: spacious living room flowing to the dining area, plus a large family r
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