13,155

Chipley, FL Homes

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  • /39

    $349,900

    • 3 Beds
    • 2 Baths
    • 1,867 Sq Ft

    795 1st St, Chipley, FL 32428

    Discover this cozy 3-bedroom, 2-bath home on a desirable corner lot in the city limits of Chipley. Bright and airy, the open living area features a vaulted ceiling that enhances the sense of space and flows directly into a well-appointed kitchen with stainless-steel appliances, a new dishwasher installed in 2025, and a breakfast bar ideal for casual meals or entertaining. The smart floor plan

    Amanda Peel SOUTHERN WAY REALTY, INC.

    795 1st St, Chipley, FL 32428
  • /2

    $32,725 Sold Nov 17, 2025

    0 Orange Hill Rd Unit 990308, Chipley, FL 32428

    • Land
    • 9.35 Acres
    • $3,500 per Acre

    Last Sold Summary

    Last Listing Agent Holly Mallory Counts Real Estate Group Inc

    0 Orange Hill Rd Unit 990308, Chipley, FL 32428
    • /2

      Not Listed For Sale

      LOT 23 Concord Blvd, Chipley, FL 32428

      LOT 23 Concord Blvd, Chipley, FL 32428

      Last Sold Summary

      • 814 Days On Market

      Last Sold Price $7,500

      Last Listing Agent David Hermetet CENTURY 21 ALLIANCE REALTY

  • /39

    $385,000

    • 2 Beds
    • 2 Baths
    • 1,764 Sq Ft

    2942 Paradise Lakes Rd, Chipley, FL 32428

    Welcome to lakeside living at its best, on the serene shores of Dunford Lake! Designed with family time and comfort in mind, this home offers endless possibles. Inside, you'll find two very spacious bedrooms, and the main living room open-concept layout that seamlessly connects the living, dining, and kitchen areas. Relax in the living room, which is a cozy gathering space, complete with amazing

    Brandie Allon Coastal Palms Real Estate

    2942 Paradise Lakes Rd, Chipley, FL 32428
  • /18

    $265,990 Sold Feb 25, 2026

    0 Hwy 77 St Unit 36583396, Chipley, FL 32428

    • 4 Beds
    • 2 Baths
    • 1,684 Sq Ft

    Last Sold Summary

    • $158/SF
    • 238 Days On Market

    0 Hwy 77 St Unit 36583396, Chipley, FL 32428
    • /3

      Not Listed For Sale

      XXX Lot 11 Highland Ave, Chipley, FL 32428

      XXX Lot 11 Highland Ave, Chipley, FL 32428

      Last Sold Summary

      • 202 Days On Market

      Last Sold Price $11,500

      Last Listing Agent Green Beret Group Keller Williams Realty FWB

  • /50

    $367,500

    • 2 Beds
    • 2 Baths
    • 1,184 Sq Ft

    4958 Lake Ridge Rd, Chipley, FL 32428

    Welcome to 4958 Lake Ridge Road — a rare opportunity to own over 5 acres of manicured, waterfront paradise on beautiful Long Lake. This secluded property offers complete privacy with no neighbors in sight, a fully fenced perimeter, and exclusive access through an HOA-maintained security gate, ensuring peace, quiet, and security at all times. Step onto the expansive back deck and take in panoramic

    Matthew Wright Think Real Estate

    4958 Lake Ridge Rd, Chipley, FL 32428
  • /18

    $251,990 Sold Apr 18, 2025

    1787 Madison Ln, Chipley, FL 32428

    • 3 Beds
    • 2 Baths
    • 1,416 Sq Ft
    • Built 2025

    Last Sold Summary

    • $178/SF
    • 9 Days On Market

    Current Estimated Value $261,423

    Last Listing Agent Nora Pruitt Holiday Builders of the Gulf Coast

    1787 Madison Ln, Chipley, FL 32428
    • /6

      Est $217,495 Not Listed For Sale

      xxxx Pembrook Dr, Chipley, FL 32428

      • 3 Beds
      • Built 2024
      xxxx Pembrook Dr, Chipley, FL 32428

      Last Sold Summary

      • 1,443% Above List Price
      • $10/SF
      • 303 Days On Market

      Last Sold Price $14,100

      Last Listing Agent Green Beret Group Keller Williams Realty FWB

  • /31

    $329,999 Pending

    • 3 Beds
    • 2 Baths
    • 1,763 Sq Ft

    2139 Dothan Ct, Chipley, FL 32428

    This beautifully renovated home is quietly tucked away in a culdesac, located within walking distance of Boat Lake. This home offers a unique blend of modern, comfort and luxury as it is also near a golf course. The thoughtfully upgraded interior features luxury vinyl plank flooring throughout the main living areas. The entire home has fresh interior paint, and new lighting fixtures, creating a

    Misty Curtis Anchor Realty Florida

    2139 Dothan Ct, Chipley, FL 32428
  • /17

    $10,000 Sold Aug 28, 2025

    TBD Twin Oak & Canterbury Dr, Chipley, FL 32428

    • Land
    • 0.76 Acre
    • $13,158 per Acre

    Last Sold Summary

    • 20% Below List Price
    • 77 Days On Market

    Last Listing Agent Ashleigh McGlothlin Palms to Pines Real Estate LLC

    TBD Twin Oak & Canterbury Dr, Chipley, FL 32428
    • /2

      Est $296,893 Not Listed For Sale

      4148 Independence Dr, Chipley, FL 32428

      • 3 Beds
      • 3 Baths
      • 1,695 Sq Ft
      • Built 2023
      4148 Independence Dr, Chipley, FL 32428

      Last Sold Summary

      • 10% Below List Price
      • $195/SF

      Last Sold Price $330,000

      Last Listing Agent Donavan Melton HomeBiz Properties

  • /33

    $349,900 New Construction

    • 5 Beds
    • 3 Baths
    • 2,516 Sq Ft

    Sawyer Plan at Sunny Hills, Chipley, FL 32428

    Welcome to the Sawyer, a new home floor plan at Sunny Hills in Chipley Florida. This home features five bedrooms and three full bathrooms. Entering this home through the covered porch you will find three bedrooms off the foyer, each with ample closet space. Continuing into the heart of the home you will find a grand living space with the dining and living areas seamlessly connected and an open

    D.R. Horton Builder
    2201 Sunny Hills Blvd Unit 37029359, Chipley, FL 32428
  • /3

    $16,900 Sold Oct 27, 2025

    Lot 21 Valiant Dr, Chipley, FL 32428

    • Land
    • 0.49 Acre
    • $34,490 per Acre

    Last Sold Summary

    • 44% Below List Price
    • 203 Days On Market

    Last Listing Agent Seamus O'neill SOUTHERN WAY REALTY, INC.

    Lot 21 Valiant Dr, Chipley, FL 32428
    • /47

      Not Listed For Sale

      623 2nd St, Chipley, FL 32428

      • 2 Beds
      • 2.5 Baths
      • 1,130 Sq Ft
      • Built 2022
      623 2nd St, Chipley, FL 32428

      Last Sold Summary

      • $117/SF
      • 37 Days On Market

      Last Sold Price $132,000

      Last Listing Agent Matthew Jones Coastal Heritage Real Estate LLC

  • /34

    $256,990 Pending

    • 4 Beds
    • 2 Baths
    • 1,648 Sq Ft

    4446 Carey Blvd, Chipley, FL 32428

    Discover Your Dream Home in the Sunny Hills Classic Community! The Cabot Plan offers a spacious open-concept layout, seamlessly connecting the Living, Dining, and Kitchen areas—perfect for entertaining. The modern Kitchen is equipped with shaker cabinets, granite countertops, and Stainless-Steel Appliances, including an electric smooth top range, microwave hood, and dishwasher.The primary

    Octavia Valencia WJH Brokerage FL LLC

    4446 Carey Blvd, Chipley, FL 32428
  • /5

    $249,990 Sold Jan 26, 2026

    4139 Aquarius Dr, Chipley, FL 32428

    • 4 Beds
    • 2 Baths
    • 1,684 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • $148/SF
    • 51 Days On Market

    Century Complete Sunny Hills

    4139 Aquarius Dr, Chipley, FL 32428
    • /21

      Not Listed For Sale

      3904 Stewart Lake Rd, Chipley, FL 32428

      • 3 Beds
      • 2 Baths
      • 1,440 Sq Ft
      • Built 2003
      3904 Stewart Lake Rd, Chipley, FL 32428

      Last Sold Summary

      • $47/SF
      • 9 Days On Market

      Last Sold Price $67,000

      Last Listing Agent Cosmo Spellings Assurance Realty of NWFL LLC

  • /47

    $279,999

    • 1 Bed
    • 1 Bath
    • 1,140 Sq Ft

    5095 Pine Ridge Dr, Chipley, FL 32428

    One-of-a-kind waterfront retreat on beautiful Piney Lake! This unique property offers the perfect blend of functionality and breathtaking views, featuring a climatized 3-car garage on the ground level with a thoughtfully designed 1 bedroom, 1 bath home above to capture the best lakefront scenery. Step inside to find rich hardwood floors and an open-concept living area that flows seamlessly into

    Seamus O'neill SOUTHERN WAY REALTY, INC.

    5095 Pine Ridge Dr, Chipley, FL 32428
  • /9

    $25,500 Sold Nov 20, 2025

    0 Pinellas Dr Unit 776575, Chipley, FL 32428

    • Land
    • 1 Acre
    • $25,500 per Acre

    Last Sold Summary

    • 27% Below List Price
    • 94 Days On Market

    Last Listing Agent Debbie Roney-Smith American Gold Realty

    0 Pinellas Dr Unit 776575, Chipley, FL 32428
    • /7

      Est $284,000 Not Listed For Sale

      0 Hiram Ct Unit D6124825, Chipley, FL 32428

      0 Hiram Ct Unit D6124825, Chipley, FL 32428

      Last Sold Summary

      • 2,743% Above List Price
      • 357 Days On Market

      Last Sold Price $9,990

      Last Listing Agent Laura Kildahl FLORIDIAN REALTY SERVICES, LLC

  • /51

    $284,900

    • 3 Beds
    • 2 Baths
    • 1,650 Sq Ft

    3068 Woodymarion Dr, Chipley, FL 32428

    Experience serene waterfront living in this beautifully appointed 3-bedroom, 2-bath residence overlooking the peaceful waters of Upper Spring Pond. Perfectly blending the charm of country living with the convenience of nearby amenities, this home offers close proximity to beaches, shopping, dining, and the airport.The inviting open-concept living area features a cozy wood-burning fireplace

    Raul Hernandez Legacy Premier Agency

    3068 Woodymarion Dr, Chipley, FL 32428
  • /4

    $4,750 Sold Jan 05, 2026

    LOT 10 Maywood St, Chipley, FL 32428

    • Land
    • 0.23 Acre
    • $20,652 per Acre

    Last Sold Summary

    • 23 Days On Market

    Last Listing Agent Lars Langlo EXP Realty LLC

    LOT 10 Maywood St, Chipley, FL 32428
    • /5

      Not Listed For Sale

      0 Converse Ave Unit D6124543, Chipley, FL 32428

      0 Converse Ave Unit D6124543, Chipley, FL 32428

      Last Sold Summary

      • 468 Days On Market

      Last Sold Price $3,000

      Last Listing Agent Laura Kildahl FLORIDIAN REALTY SERVICES, LLC

  • /3

    $253,888 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,014 Sq Ft

    966 Lera Ln, Chipley, FL 32428

    Discover Your Dream Home in the Martin's Woods Community! The stylish Essex Plan this is a 2-story gem offers a spacious open layout perfect for entertaining and everyday living. The inviting kitchen features elegant cabinetry, granite countertops and stainless steel appliances, including a range with a microwave hood and a modern dishwasher. The main floor also includes a versatile flex room and

    Octavia Valencia WJH Brokerage FL LLC

    966 Lera Ln, Chipley, FL 32428
  • /2

    $7,000 Sold Oct 31, 2025

    525 4th St, Chipley, FL 32428

    • Land
    • 0.17 Acre
    • $41,176 per Acre

    Last Sold Summary

    • 12% Below List Price
    • 35 Days On Market

    Current Estimated Value $79,500

    Last Listing Agent Jim Palmer Chipola Realty, Chipley Office

    525 4th St, Chipley, FL 32428
    • /5

      Not Listed For Sale

      0 Lambert St Unit D6124541, Chipley, FL 32428

      0 Lambert St Unit D6124541, Chipley, FL 32428

      Last Sold Summary

      • 468 Days On Market

      Last Sold Price $3,000

      Last Listing Agent Laura Kildahl FLORIDIAN REALTY SERVICES, LLC

  • /19

    $299,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,279 Sq Ft

    2272 Rockford Cir, Chipley, FL 32428

    Emerald Model - UNDER CONSTRUCTION with estimated completion mid to end of February. Photos are from 3900 Bricknell Ave Chipley, FL. **Actual colors scheme will vary per home. Step into The Emerald, offering 1,279 sq. ft. of thoughtfully designed living space with 3 bedrooms, 2 bathrooms, and a 2-car garage. Enjoy modern touches like granite countertops, luxury vinyl plank flooring, stainless

    Sara Iaropoli Deltona Marketing at Sunny Hills Inc

    2272 Rockford Cir, Chipley, FL 32428
  • 4097 Gulliver Dr, Chipley, FL 32428

    $175,888 Sold Dec 17, 2025

    4097 Gulliver Dr, Chipley, FL 32428

    • 3 Beds
    • 2 Baths
    • 1,272 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $138/SF
    • 20 Days On Market

    Current Estimated Value $184,000

    Century Complete Sunny Hills

    4097 Gulliver Dr, Chipley, FL 32428
    • /20

      Not Listed For Sale

      TBD Payne Lake Rd, Chipley, FL 32428

      TBD Payne Lake Rd, Chipley, FL 32428

      Last Sold Summary

      • 237 Days On Market

      Last Sold Price $12,000

      Last Listing Agent Jewl Bagley Southern Choice Properties Llc

  • /33

    $255,400 New Construction

    • 3 Beds
    • 2 Baths
    • 1,293 Sq Ft

    Aldridge Plan at Sunny Hills, Chipley, FL 32428

    Welcome to the Aldridge, a new home floor plan at Sunny Hills in Chipley Florida. This a charming single-family floor plan with an open concept design. Boasting 1,272 square feet of thoughtfully designed living space, this home features three cozy bedrooms and two full bathrooms, providing the perfect balance of privacy and convenience. As you enter through the covered front porch, you're

    D.R. Horton Builder
    2201 Sunny Hills Blvd Unit 36200556, Chipley, FL 32428
  • /25

    $217,990 Sold Aug 05, 2025

    2169 Apollo Dr, Chipley, FL 32428

    • 3 Beds
    • 2 Baths
    • 1,290 Sq Ft
    • Built 2025

    Last Sold Summary

    • $169/SF
    • 67 Days On Market

    Current Estimated Value $282,024

    Last Listing Agent Nora Pruitt Holiday Builders of the Gulf Coast

    2169 Apollo Dr, Chipley, FL 32428
    • /4

      Not Listed For Sale

      000 Rockford Cir, Chipley, FL 32427

      000 Rockford Cir, Chipley, FL 32427

      Last Sold Summary

      • 339 Days On Market

      Last Sold Price $10,000

      Last Listing Agent Green Beret Group Keller Williams Realty FWB

  • /58

    $278,000

    • 3 Beds
    • 2 Baths
    • 1,377 Sq Ft

    3425 Quail Ridge Dr, Chipley, FL 32428

    Welcome to your lakefront retreat! This 3BR/2BA home sits on a beautifully wooded 1.01-acre lot and offers direct access for swimming, fishing, and non-motorized boating. The interior features LVP flooring, Corian kitchen countertops, and a fully equipped kitchen. Enjoy the screen-enclosed sunroom, perfect for morning coffee or watching sunsets over the lake. Major upgrades include a newer HVAC

    Meghan Hall Keller Williams Realty SRB

    3425 Quail Ridge Dr, Chipley, FL 32428
  • /4

    $10,500 Sold Apr 30, 2025

    0 Meredith Place, Chipley, FL 32428

    • Land
    • 0.56 Acre
    • $18,750 per Acre

    Last Sold Summary

    • 16% Below List Price
    • 90 Days On Market

    Last Listing Agent Daniel Castaneda American Realty of PSL LLC

    0 Meredith Place, Chipley, FL 32428
    • /6

      Not Listed For Sale

      0 Maxwell Dr, Chipley, FL 32428

      0 Maxwell Dr, Chipley, FL 32428

      Last Sold Summary

      • 423 Days On Market

      Last Sold Price $9,990

      Last Listing Agent Laura Kildahl FLORIDIAN REALTY SERVICES, LLC

  • /29

    $270,050 New Construction

    • 3 Beds
    • 2 Baths
    • 1,580 Sq Ft

    4098 Gulliver Dr, Chipley, FL 32428

    This pre-construction homesite offers the opportunity to secure new construction prior to groundbreaking. This property will be developed with the Lismore floorplan and built to current design standards and specifications. Buyers may have the ability to personalize select finishes depending on the stage of construction. Estimated completion timelines and build details available upon request. As

    Pamela Hawkins DR Horton Realty of Emerald Coast, LLC

    4098 Gulliver Dr, Chipley, FL 32428
  • /47

    $289,000 Sold Jan 16, 2026

    4318 Crystal Lake Dr, Chipley, FL 32428

    • 4 Beds
    • 2 Baths
    • 2,108 Sq Ft
    • Built 2000

    Last Sold Summary

    • $137/SF
    • 24 Days On Market

    Last Listing Agent Vianah Seamon Anchor Realty Florida

    4318 Crystal Lake Dr, Chipley, FL 32428
    • /14

      Est $102,000 Not Listed For Sale

      5147 Pine Ridge Dr, Chipley, FL 32428

      5147 Pine Ridge Dr, Chipley, FL 32428

      Last Sold Summary

      • 21% Above List Price
      • 155 Days On Market

      Last Sold Price $84,500

      Last Listing Agent Bryant Boynton EXP Realty LLC

  • /24

    $259,900 New Construction

    • 4 Beds
    • 2 Baths
    • 1,458 Sq Ft

    2072 Apollo Dr, Chipley, FL 32428

    Welcome to 2072 Apollo Drive at Sunny Hills in Chipley, Florida. This pre-construction homesite offers the opportunity to secure new construction prior to groundbreaking. This property will be developed with the Freeport floorplan and built to current design standards and specifications. Buyers may have the ability to personalize select finishes depending on the stage of construction. Estimated

    D.R. Horton Builder
    2072 Apollo Dr, Chipley, FL 32428

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