13,800

Chipley, FL Homes

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  • /6

    $110,000

    • Land
    • 6.5 Acres
    • $16,923 per Acre

    Lot 4,5,6 Angelena Ct, Chipley, FL 32428

    Agent Photo

    Elizabeth Bell

    Lokation

    Lot 4,5,6 Angelena Ct, Chipley, FL 32428
  • /9

    $1,500 Per Month

    • 3 Beds
    • 2 Baths
    • 1,100 Sq Ft
    • House for Rent

    4123 Pinehurst Ave, Chipley, FL 32428

    3BR/2BA home.. Rent is $1500 per month, security deposit is based on positive, verifiable, rental history (minimum security deposit is $1500). No pets inside or outside. One year lease required. Tenant is responsible for all utilities, water, garbage, and lawn care.

    Wanda Owens SOUTHERN WAY REALTY, INC.

    4123 Pinehurst Ave, Chipley, FL 32428
  • /2

    $292,644

    Sold Dec 18, 2025

    1999 Shenandoah Blvd, Chipley, FL 32428

    • 4 Beds
    • 2 Baths
    • 1,728 Sq Ft
    • Built 2024

    Last Sold Summary

    • $169/SF
    • 0 Days On Market

    Current Estimated Value $311,474

    Last Listing Agent Kala Corbitt Deltona Marketing at Sunny Hills Inc

    1999 Shenandoah Blvd, Chipley, FL 32428
    • /19

      Not Listed For Sale

      3209 Highway 77, Chipley, FL 32428

      • 4 Beds
      • 3 Baths
      • 2,280 Sq Ft
      • Built 2006
      3209 Highway 77, Chipley, FL 32428

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent Zachary Murzyn Secure Real Estate

  • /34

    $175,000

    • 3 Beds
    • 2 Baths
    • 1,644 Sq Ft

    704 Main St, Chipley, FL 32428

    An investor special located in the heart of Chipley, this three bedroom two bath home offers 1644 ft.2 of living space and is full of character and potential. The property features high ceilings, spacious rooms, and a large covered front porch that adds to its classic charm. Whether you're looking to renovate, restore, or add to your rental portfolio or take on your next flip project, this

    Agent Photo

    Tiffany Davies

    Coldwell Banker Realty

    704 Main St, Chipley, FL 32428
  • /14

    $1,350 Per Month

    • 3 Beds
    • 2 Baths
    • 1,872 Sq Ft
    • Spacious 3/2 Home in Sunny Hills w/ 2-Car Garage

    4205 Auburndale Dr, Chipley, FL 32428

    Welcome home! This spacious three-bedroom, two-bathroom home in Sunny Hills is calling your name. With high ceilings and an open floorplan, this home feels airy and unconfined. The master bedroom is large with an en suite master bathroom that includes a garden tub for soaking as well as a shower. Also featured is a two-car garage and a paved driveway. Did we mention that nearby is the Sunny Hills

    4205 Auburndale Dr, Chipley, FL 32428
  • 4115 Pinehurst Ave, Chipley, FL 32428

    $166,990

    Sold Jun 10, 2026

    4115 Pinehurst Ave, Chipley, FL 32428

    • 2 Beds
    • 2 Baths
    • 937 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • $178/SF
    • 6 Days On Market

    Current Estimated Value $166,167

    4115 Pinehurst Ave, Chipley, FL 32428
    • /3

      Est $210,038

      Not Listed For Sale

      876 S 8th St, Chipley, FL 32428

      • 4 Beds
      • 2 Baths
      • 1,586 Sq Ft
      • Built 1973
      876 S 8th St, Chipley, FL 32428

      Last Sold Summary

      Last Listing Agent Heather Fox Beachy Beach Real Estate

  • /6

    $35,990

    • Land
    • 17,424 Sq Ft
    • $89,975 per Acre

    TBD Westbrook Dr, Chipley, FL 32428

    Golf Course Living in Sunny Hills! Discover the perfect setting for your future home with this beautiful 0.38-acre vacant lot located on the Sunny Hills Golf Course in Chipley, Florida. Offering peaceful views and a quiet setting, this homesite is an excellent opportunity to build a full-time residence, retirement retreat, or Florida getaway. Imagine enjoying your morning coffee overlooking the

    Agent Photo

    Dorothy Krupa

    Krupa & Associates Real Estate LLC

    TBD Westbrook Dr, Chipley, FL 32428
  • /11

    $1,200 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,392 Sq Ft
    • House for Rent

    2086 Morven St, Chipley, FL 32428

    3/1.5 home for rent. $1200 per month, security deposit is based on positive, verifiable rental history (minimum security deposit is $1200). No pets allowed inside or outside. One year lease required. Tenant is responsible for all utilities, garbage removal, and lawn maintenance. Go to southernwayrealty.com for the rental application and rules etc, Or call the rental line

    Wanda Owens SOUTHERN WAY REALTY, INC.

    2086 Morven St, Chipley, FL 32428
  • /31

    $475,000

    Sold Jun 16, 2026

    5096 Lake Ridge Dr, Chipley, FL 32428

    • 2 Beds
    • 2 Baths
    • 2,600 Sq Ft
    • Built 2004

    Last Sold Summary

    • 9% Below List Price
    • $183/SF
    • 68 Days On Market

    Current Estimated Value $531,195

    Last Listing Agent Tonia Hathaway CENTURY 21 Commander Realty

    5096 Lake Ridge Dr, Chipley, FL 32428
    • /5

      Not Listed For Sale

      Lot 6 Garland Ave Unit 11, Blk 780, Chipley, FL 32428

      Lot 6 Garland Ave Unit 11, Blk 780, Chipley, FL 32428

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Ernestine Brinager Tropic Shores Realty LLC

  • /42

    $285,000

    $40K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,897 Sq Ft

    807 Maple St, Chipley, FL 32428

    WOW! ALMOST 3,000 SQ. FOOT HOME UNDER $300,000! Spacious Home with Immaculate landscape on almost an acre lot. Seller is meticulous about keeping the yard groomed including which includes beautiful spruce trees, large back open deck,tall standing brick fireplace, large newer yard building/shop all fenced in. A 4-bedroom 2 bath home with space, space, space! Kitchen is newly renovated with a

    Agent Photo

    Paul LaCourse

    Anchor Realty Florida

    807 Maple St, Chipley, FL 32428
  • /18

    $1,800 Per Month

    • 3 Beds
    • 2 Baths
    • 1,718 Sq Ft
    • Fantastic 3/2 Home in Sunny Hills w/ 2-Car Garage & Lawn Maintenance

    4050 Linwood Dr, Chipley, FL 32428

    Welcome home! This fantastic three-bedroom, two-bathroom home in Sunny Hills has been waiting for you. With stunning architecture and a unique blend of rural and residential feel, this delightful home may be just what you need. This home features a space with high ceilings, tremendous light from the many large windows, and a beautiful back yard. Also featured is a two-car garage that includes a

    4050 Linwood Dr, Chipley, FL 32428
  • /5

    $19,000

    Sold Jun 09, 2026

    Lot 10 Aquarius Dr, Chipley, FL 32428

    • Land
    • 10,018 Sq Ft
    • $82,609 per Acre

    Last Sold Summary

    • 5 Days On Market

    Last Listing Agent Sandra Ward Grand Palms Realty LLC

    Lot 10 Aquarius Dr, Chipley, FL 32428
    • /5

      Est $159,000

      Not Listed For Sale

      Lot 3 Brighton Ave Unit 11 Blk 760, Chipley, FL 32428

      Lot 3 Brighton Ave Unit 11 Blk 760, Chipley, FL 32428

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Ernestine Brinager Tropic Shores Realty LLC

  • /40

    $299,900

    $16K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,333 Sq Ft

    2007 Ambassador Ct, Chipley, FL 32428

    100% UPDATED HOME - BOAT LAKE FRONTAGE - SUNNY HILLS100% Updated home on Leisure Lake! Brand-new kitchen with granite backsplash and stainless-steel appliances, updated bathrooms, new lights and fans, new textured ceilings, newer windows, new flooring, and fresh paint inside and out. Plus a 2018 AC, 2026 mini-split in the family room, and a metal roof for long-term durability. Fantastic deal

    Agent Photo

    Deborah Morton

    Bay Living Inc.

    2007 Ambassador Ct, Chipley, FL 32428
  • /9

    $1,350 Per Month

    • 3 Beds
    • 2 Baths
    • 1,288 Sq Ft
    • House for Rent

    4026 Zinnia Dr, Chipley, FL 32428

    3/1.5 2086 Morven Sunny Hills. Rent is $1200 per month, security deposit is based on positive, verifiable rental history (minimum security deposit is $1200). No pets allowed inside or outside. One year lease required. Tenant is responsible for all utilities, garbage removal, lawn maintenance.

    Wanda Owens SOUTHERN WAY REALTY, INC.

    4026 Zinnia Dr, Chipley, FL 32428
  • /2

    $4,400

    Sold Jul 15, 2026

    Lot 14 Cabot St, Chipley, FL 32428

    • Land
    • 10,018 Sq Ft
    • $19,130 per Acre

    Last Sold Summary

    • 12% Below List Price
    • 15 Days On Market

    Last Listing Agent Robyn Harrison Elite Realty

    Lot 14 Cabot St, Chipley, FL 32428
    • /18

      Not Listed For Sale

      1638 Velvet Dr, Chipley, FL 32428

      • 4 Beds
      • 2 Baths
      • 1,458 Sq Ft
      • Built 2025
      1638 Velvet Dr, Chipley, FL 32428

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Eric Weisbrod DR Horton Realty of Emerald Coast, LLC

  • /2

    $25,000

    • Land
    • 22,215 Sq Ft
    • $49,020 per Acre

    00 Cavalier Dr, Chipley, FL 32428

    Looking for your next build site close to the water than look no further. Located within the fabulous Sunny Hills subdivision. This over half an acre lot is within a few miles of the Country Club, where the great golf course if located at. While also being within 1 mile of fantastic fishing, going for trophy bass. Gap Lake is a fisherman's dream. While also being only 40 miles to the white sand

    Agent Photo

    Aaron Wright

    Legacy Premier Agency

    00 Cavalier Dr, Chipley, FL 32428
  • /7

    $875 Per Month

    • 1 Bed
    • 1 Bath
    • 1/1 Apartment in Chipley with Water, Sewer, Garbage, & Lawn Maintenance Included!

    1311 Plum Cir, Chipley, FL 32428

    This 1 bedroom, 1 bathroom apartment is located in a quiet, 10-unit apartment complex! This unit has a pleasant, open concept kitchen, living, and dining area as well as two nicely-sized bedrooms. Take advantage of the on-site coin-laundry facility instead of trekking all the way to the local laundromat.Key Features:1 Bedrooms1 BathroomStove & Refrigerator

    1311 Plum Cir, Chipley, FL 32428
  • /4

    $15,000

    Sold Dec 09, 2025

    TBD Gulliver Dr, Chipley, FL 32428

    • Land
    • 13,068 Sq Ft
    • $50,000 per Acre

    Last Sold Summary

    • 80 Days On Market

    Current Estimated Value $154,000

    Last Listing Agent Jessica Wilson Counts Real Estate Group Inc

    TBD Gulliver Dr, Chipley, FL 32428
    • /7

      Not Listed For Sale

      Lot 6 Geraldine Cir Unit 1 Blk 65, Chipley, FL 32428

      Lot 6 Geraldine Cir Unit 1 Blk 65, Chipley, FL 32428

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Ernestine Brinager Tropic Shores Realty LLC

  • /9

    $30,000

    • Land
    • 15,246 Sq Ft
    • $85,714 per Acre

    0 Flagler Dr, Chipley, FL 32428

    Welcome to Sunny Hills, Florida, where golf enthusiasts find their paradise! This is an extraordinary opportunity - a stunning .35 acre lot (lot #4) located right on the 13th green of this prestigious golf course. Build your dream home on this prime real estate, and indulge in the ultimate golfer's lifestyle just steps away from your backyard.This exceptional lot offers ample

    Agent Photo

    Kent Whitson

    Ag 1 Land Company

    0 Flagler Dr, Chipley, FL 32428
  • /3

    $750 Per Month

    • Property for Rent

    942 Industrial Dr Unit C, Chipley, FL 32428

    Perfect opportunity to have a commercial warehouse space rental in the Industrial Park. Unit C is an open floor warehouse with half bathroom. Roll up door and entry door. Room for parking. Plenty of space for storage. Not far from Hwy 77 and I-10 for traveling. Close to local amenities.

    Tracey Kent Bell Bell Realty of NWFL LLC

    942 Industrial Dr Unit C, Chipley, FL 32428
  • /32

    $279,900

    Sold Nov 13, 2025

    4085 Zinnia Dr, Chipley, FL 32428

    • 4 Beds
    • 2 Baths
    • 1,799 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $156/SF
    • 9 Days On Market

    4085 Zinnia Dr, Chipley, FL 32428
    • /3

      Not Listed For Sale

      Lot 4 Sunny Hills Blvd, Chipley, FL 32428

      Lot 4 Sunny Hills Blvd, Chipley, FL 32428

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Chad Millner Keller Williams Success Realty

  • /40

    $319,900

    • 2 Beds
    • 2 Baths
    • 1,333 Sq Ft

    2007 Ambassador Ct, Chipley, FL 32428

    100% UPDATED HOME - BOAT LAKE FRONTAGE - SUNNY HILLS100% Updated home on Leisure Lake! Brand-new kitchen with granite backsplash and stainless-steel appliances, updated bathrooms, new lights and fans, new textured ceilings, newer windows, new flooring, and fresh paint inside and out. Plus a 2018 AC, 2026 mini-split in the family room, and a metal roof for long-term durability. Fantastic deal

    Agent Photo

    Deborah Morton

    Bay Living Inc.

    2007 Ambassador Ct, Chipley, FL 32428
  • /2

    $2,000 Per Month

    • 4 Beds
    • 2 Baths
    • 1,782 Sq Ft
    • Chipley - 4B/2Bth

    2408 Pinewood Dr, Chipley, FL 32428

    2408 Pinewood Dr, Chipley, FL 32428
  • /2

    $6,666

    Sold Jul 29, 2026

    Lot 23 Jupiter Dr, Chipley, FL 32428

    • Land
    • 16,117 Sq Ft
    • $18,016 per Acre

    Last Sold Summary

    • 26% Below List Price
    • 39 Days On Market

    Last Listing Agent Jim Palmer Chipola Realty, Chipley Office

    Lot 23 Jupiter Dr, Chipley, FL 32428
    • /3

      Not Listed For Sale

      Unlisted Address

      Unlisted Address

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Daniel Castaneda American Realty of PSL LLC

  • /7

    $139,990

    $10K PRICE DROP
    • Land
    • 5.26 Acres
    • $26,614 per Acre

    4876 Long Lake Ridge Dr, Chipley, FL 32428

    Escape to a quiet and peaceful retreat in the gated community of Long Lake Estates. This is a rare opportunity to own premium lakefront acreage in one of the area's most scenic and private settings. Lot 12 offers 5.26 acres with approximately 283 feet of frontage on beautiful Long Lake, providing the perfect backdrop for your dream home, weekend getaway, or future investment. Enjoy the freedom to

    Agent Photo

    Dorothy Krupa

    Krupa & Associates Real Estate LLC

    4876 Long Lake Ridge Dr, Chipley, FL 32428
  • /11

    $1,500 Per Month

    • 3 Beds
    • 2 Baths
    • 1,114 Sq Ft
    • House for Rent

    4103 Gulliver Dr, Chipley, FL 32428

    4103 Gulliver Drive, Chipley, FL 3BR/2BA. Rent is $1500 per month, security deposit is based on positive, verifiable, rental history (minimum security deposit is $1500). No pets inside or outside. One year lease required. Tenant is responsible for all utilities, water, garbage, and lawn care.

    Wanda Owens SOUTHERN WAY REALTY, INC.

    4103 Gulliver Dr, Chipley, FL 32428
  • /13

    $13,500

    Sold Feb 20, 2026

    Lot 3 Shenandoah Blvd, Chipley, FL 32428

    • Land
    • 10,018 Sq Ft
    • $58,696 per Acre

    Last Sold Summary

    • 10% Below List Price
    • 57 Days On Market

    Last Listing Agent Tina Marsh Keller Williams Realty FWB

    Lot 3 Shenandoah Blvd, Chipley, FL 32428
    • /3

      Not Listed For Sale

      Unlisted Address

      Unlisted Address

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Daniel Castaneda American Realty of PSL LLC

  • /12

    $39,900

    • Land
    • 4.77 Acres
    • $8,365 per Acre

    0000 Cracked Egg Ln, Chipley, FL 32428

    This property offers the perfect setting to build your dream home on this beautiful 4.77 +/-acre wooded parcel in Washington County, Florida. Tucked away in a private, peaceful setting, you'll have the opportunity to experience living a country lifestyle, while still enjoying the amenities nearby.The property is high and dry, providing an excellent homesite with plenty of room to spread out

    Agent Photo

    Kent Whitson

    AG One Land Company LLC

    0000 Cracked Egg Ln, Chipley, FL 32428
  • /17

    $315,000

    Sold Dec 29, 2025

    1771 Sorrells Rd, Chipley, FL 32428

    • 3 Beds
    • 2 Baths
    • 1,761 Sq Ft
    • Built 2021

    Last Sold Summary

    • 3% Below List Price
    • $179/SF
    • 41 Days On Market

    Current Estimated Value $339,514

    Last Listing Agent Angela Foust Performance Realty

    1771 Sorrells Rd, Chipley, FL 32428
    • /3

      Not Listed For Sale

      Unlisted Address

      Unlisted Address

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Daniel Castaneda American Realty of PSL LLC

  • /12

    $49,900

    • Land
    • 1.57 Acres
    • $31,783 per Acre

    Lot 4 & 5 Dora Ln, Chipley, FL 32428

    Rare opportunity to own 1.57 acres in the growing Sunny Hills community! Offered together, Lot 4 is approximately .88 acre and Lot 5 is approximately .69 acre, giving you significantly more space and flexibility than the typical homesite in the area. Located near the Sunny Hills Golf Course, these lots offer a peaceful setting with plenty of room to bring your vision to life. With each lot having

    Agent Photo

    Dorothy Krupa

    Krupa & Associates Real Estate LLC

    Lot 4 & 5 Dora Ln, Chipley, FL 32428

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$225,939
Median Single Family Sale Price
$244,944
Median Townhouse Sale Price
$140,000
Median 2 Bedroom Sale Price
$145,000
Median 1 Bedroom Sale Price
$82,500
Average Price Per Sq Ft
$147
Number of Homes for Sale
46
Last 12 months Home Sales
86
Months of Supply
6.40
Median List Price
$255,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
3%
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