Chipley, FL Homes for Sale under $400,000

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  /3

  $199,900

  • Land
  • 2.48 Acres
  • $80,605 per Acre

  5750 Florida 77, Chipley, FL 32428

  Two and one half acres directly on Hwy 77 in the Greenhead community. Greenhead is a thriving, growing community located just 36 minutes from Panama City Beach. Hwy. 77 is a primary north-south artery connecting Interstate 10 to the coast. Daily traffic count can reach up to 20,000 cars per day, making this an excellent location for a business. The current zoning is Residential Low, allowing for

  Sherry Head Merrifield & Pilcher Realty

  5750 Florida 77, Chipley, FL 32428
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  /24

  $160,000

  New Construction $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,216 Sq Ft

  4328 Moss Hill Rd, Chipley, FL 32428

  Welcome to this BRAND NEW 2026 Model, 3 bedroom/2 bath, single-wide manufactured home featuring cozy interior and exterior colors and a thoughtful layout. This home is apart of the Paradise Lakes Community, so you'll have access to the lakes, boat ramp, clubhouse, & everything else Paradise Lakes has to offer! The open floorplan creates a bright, welcoming living space, complemented by a

  Alyssa Sato Keller Williams Success Realty

  4328 Moss Hill Rd, Chipley, FL 32428
• 

  $196,990

  New Construction

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

  4184 Quincy Ave, Chipley, FL 32428

  3 bed | 2 bath | 1272 sqft

  4184 Quincy Ave, Chipley, FL 32428
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  /50

  $224,999

  New Construction $7K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,294 Sq Ft

  2295 Rockford Cir, Chipley, FL 32428

  Located in desirable Sunny Hills Unit 1, this luxury floor plan 3-bed, 2-bath home in is ''brand new'' shape. Seller did not ended up living in this home and has not used the appliances. He's added a fence to the entire back yard and stained it for additional protection against WDOs (Fence is complete, tho not all pics have been updated). One feature of this beautiful home you'll notice right

  Kristi Basinger RIGHT NOW! Real Estate

  2295 Rockford Cir, Chipley, FL 32428
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  /37

  $274,999

  $5K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,768 Sq Ft

  872 1st St, Chipley, FL 32428

  Welcome to this charming home situated on four city lots, where classic Southern style blends seamlessly with thoughtful updates throughout this 4-bedroom, 2-bath property. From the moment you arrive, you'll appreciate the inviting curb appeal and the comfortable feel this home offers. Inside, the living room provides a spacious setting for everyday living and entertaining, featuring vinyl plank

  Seamus O'neill SOUTHERN WAY REALTY, INC.

  872 1st St, Chipley, FL 32428
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  /34

  $279,999

  • 3 Beds
  • 2 Baths
  • 1,502 Sq Ft

  1975 Ambassador Ct, Chipley, FL 32428

  Welcome home to this beautifully designed 3-bedroom, 2-bath residence offering the perfect blend of modern finishes, functional living spaces, and the quiet lifestyle Sunny Hills is known for. This thoughtfully designed home is filled with natural light and offers an open-concept layout that's perfect for both everyday living and entertaining. The spacious kitchen is the heart of the home,

  Seamus O'neill SOUTHERN WAY REALTY, INC.

  1975 Ambassador Ct, Chipley, FL 32428
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  /37

  $159,900

  $40K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,227 Sq Ft

  815 5th St, Chipley, FL 32428

  This meticulously kept double-wide mobile home boasts 3 bedrooms and 2 bathrooms, situated on a desirable city corner lot. The property features a charming sunroom, perfect for relaxation, and a convenient 2-car carport. The home is topped with a durable shingle roof and has a stucco exterior with a brick appearance for added curb appeal. The partially fenced yard is beautifully maintained and

  Amanda Peel SOUTHERN WAY REALTY, INC.

  815 5th St, Chipley, FL 32428
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  /40

  $237,000

  $13K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,404 Sq Ft

  2442 Pinewood Dr, Chipley, FL 32428

  Giddy up--or slow down--3.45 acres of freedom just hit the market.Whether you're dreaming of farm-to-table living, craving room to breathe, seeking a private retreat, or simply looking for a quieter pace of life, this unique property offers the space and flexibility to make it your own.Located in the sought-after community of Grassy Pond Ranches, this beautifully maintained 3-bedroom,

  Jessica Albritton Beachy Beach Real Estate

  2442 Pinewood Dr, Chipley, FL 32428
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  /39

  $289,000

  $31K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,296 Sq Ft

  1019 Hughes Rd, Chipley, FL 32428

  Country Living Near Falling Waters State Park! Welcome to your own slice of Northwest Florida paradise, where peaceful country living meets modern comfort and convenience. Situated on a beautiful 1-acre +/- homesite just a half mile from the renowned Falling Waters State Park, this completely updated home offers the perfect blend of charm, functionality, and outdoor enjoyment. Inside, you'll find

  Gina Williams Chipola Realty, Chipley Office

  1019 Hughes Rd, Chipley, FL 32428
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  /35

  $254,900

  New Construction $15K PRICE INCREASE

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft

  TBD Florence Ct Unit Lot 14, Chipley, FL 32428

  **UNDER CONSTRUCTION - TO BE BUILT** New construction in Sunny Hills with upgrades included as standard. 1,300 sqft open floor plan, 9' ceilings, LVP flooring, and modern finishes. Kitchen features quartz countertops, white shaker cabinets, subway tile backsplash, GE appliances, and farmhouse sink. Spacious primary suite with dual vanities + private bath. Separate laundry room. Enjoy lakes, boat

  Abbott Martin Group EXP Realty LLC

  TBD Florence Ct Unit Lot 14, Chipley, FL 32428
• 

  $251,990

  New Construction

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

  1857 Sunny Hills Blvd, Chipley, FL 32428

  4 bed | 2 bath | 2-bay | 1684 sqft *Closing costs are additional and not included in the USDA 30 year fixed rate 100% financing. Terms and availability of this loan program, and the sales price, are examples only and are subject to change without notice. Loans are subject to credit approval. Restrictions and conditions may apply. USDA loans are subject to income and geographic eligibility

  1857 Sunny Hills Blvd, Chipley, FL 32428
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  /33

  $219,997

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,219 Sq Ft

  4183 Luar, Chipley, FL 32428

  Welcome to Your Sunny Hills Dream Home!Brand-new construction, pristine design, and ultimate peace of mind! Located in the highly desirable Sunny Hills community, this beautifully crafted 3-bedroom, 2-bathroom home offers over 1,200 sq. ft. of modern comfort and style. Step inside to a bright, open-concept layout elevated by 9' ceilings and a soaring vaulted living area, creating an

  John Cunningham Realty Destination LLC

  4183 Luar, Chipley, FL 32428
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  /51

  $219,900

  $30K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft

  1764 Clayton Rd, Chipley, FL 32428

  Located in a desirable area with convenient access to town, this property includes two adjoining one-acre parcels (separate parcel IDs), and both parcels have been surveyed. The home sits on one fully grassed acre; the additional acre also features established grass and has been mostly cleared, with only a few trees remaining in the back west corner. The property is accessed through an electric

  Denise Myers Elite Realty

  1764 Clayton Rd, Chipley, FL 32428
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  /47

  $279,900

  $41K PRICE DROP

  • Land
  • 22 Acres
  • $12,723 per Acre

  107 Pike Pond Rd, Chipley, FL 32428

  Bring your building plans or mobile home this is an opportunity you don't want to miss! This versatile property is ready for your vision with a pole barn, RV electrical hookups, a 280-ft well, and an existing septic system already in place. Overlooking a beautiful 40-acre spring-fed pond, you'll enjoy peaceful views and abundant wildlife, including deer, turkey, ducks, bass, catfish, and

  Jewl Bagley Southern Choice Properties Llc

  107 Pike Pond Rd, Chipley, FL 32428
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  /25

  $273,900

  New Construction

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

  1663 Salem Dr, Chipley, FL 32428

  Welcome to 1663 Salem 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 Cali 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

  1663 Salem Dr, Chipley, FL 32428
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  /10

  $253,990

  New Construction

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

  1847 Sunny Hills Blvd, Chipley, FL 32428

  4 bed | 2 bath | 2-bay | 1684 sqft *Closing costs are additional and not included in the USDA 30 year fixed rate 100% financing. Terms and availability of this loan program, and the sales price, are examples only and are subject to change without notice. Loans are subject to credit approval. Restrictions and conditions may apply. USDA loans are subject to income and geographic eligibility

  1847 Sunny Hills Blvd, Chipley, FL 32428
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  /31

  $159,900

  $5K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,300 Sq Ft

  500 N 2nd St, Chipley, FL 32428

  Welcome to this inviting 3-bedroom, 1-bathroom home situated on a 0.332-acre lot right in the heart of Chipley. This property offers plenty of potential with thoughtful features both inside and out. The garage has been closed in, creating a versatile flex space that can serve as a den, office, or even a 4th bedroom. The home is topped with a durable metal roof, offering peace of mind for years to

  Cindy Birge Elite Realty

  500 N 2nd St, Chipley, FL 32428
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  /27

  $209,000

  • 3 Beds
  • 2 Baths
  • 1,259 Sq Ft

  3918 Bricknell Ave, Chipley, FL 32428

  This 3 bedroom, 2 bathroom brick home offers a comfortable layout with plenty of space to make your own. The home features a welcoming living area, generously sized bedrooms, master bedroom includes a private bath along with a walk-in closet and a bright Florida-room that provides additional space perfect for relaxing, entertaining, a home office, or a playroom. On the opposite side of the

  Carly Harless Beachy Beach Real Estate

  3918 Bricknell Ave, Chipley, FL 32428
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  /27

  $293,900

  New Construction

  • 5 Beds
  • 3 Baths
  • 2,043 Sq Ft

  1994 Ambassador Ct, Chipley, FL 32428

  Welcome to 1994 Ambassador Court at Sunny Hills in Chipley, Florida. This pre-construction homesite offers the opportunity to secure new construction prior to groundbreaking. This is a corner lot that will be developed with the Lakeside floorplan and built to current design standards and specifications. Buyers may have the ability to personalize select finishes depending on the stage of

  1994 Ambassador Ct, Chipley, FL 32428
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  /22

  $169,999

  $10K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,992 Sq Ft

  1867 S 6th Ave, Chipley, FL 32428

  This 3-bedroom, 1-bath home with a spacious 2-car garage sits on a generous 0.87-acre lot in the quiet town of Wausau. Offering a blank canvas for your vision, this property is perfect for investors, handy homeowners, or anyone looking to create their ideal Florida retreat. The home features a durable metal roof that provides excellent longevity and peace of mind. Recent updates to some of the

  Matthew Finch World Impact Real Estate

  1867 S 6th Ave, Chipley, FL 32428
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  /4

  $299,000

  • 3 Beds
  • 2 Baths
  • 1,918 Sq Ft

  1130 Timberlane Rd, Chipley, FL 32428

  Convenience to all the amenities to town while still enjoying the quiet seclusion of the country.close to florida falls state park .5 minutes to walmart and interstate 10 That's exactly what you get with this 3 bedroom 2 bath brick home on 2.2 acres. The house is 1,918 Sq. Ft. heated and cooled. A little over 2500 total. There have been multiple updates to the home. Must see to appreciate. The

  INVESTMENT REALTY Beach Realty of Florida

  1130 Timberlane Rd, Chipley, FL 32428
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  /56

  $375,000

  $20K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,500 Sq Ft

  434 Tinker Ln, Chipley, FL 32428

  Tucked away on 3.66 peaceful acres with very few neighbors, this newer, upgraded home offers the perfect blend of privacy, comfort, and functionality. Enjoy quiet country living with your own pond, wide open space, and room to breathe.This property is turn key!Inside, you'll find a beautifully finished kitchen with upgraded touches and a large pantry, ideal for both everyday living and

  Leigh Clark Elite Realty

  434 Tinker Ln, Chipley, FL 32428
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  /47

  $359,000

  Open Sat 10AM - 2PM

  • 4 Beds
  • 2 Baths
  • 2,046 Sq Ft

  3251 Hill Ln, Chipley, FL 32428

  Discover this beautifully maintained 4-bedroom, 2-bathroom home offering 2,046 heated and cooled square feet, with the expansive covered patio bringing the total living space to 3,366 square feet. Built in 2022, this turn-key property sits on a peaceful 2.67-acre parcel and is being sold partially furnished, including appliances, washer/dryer, and additional items to make your move effortless.

  Matthew Finch World Impact Real Estate

  3251 Hill Ln, Chipley, FL 32428
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  /49

  $365,000

  $10K PRICE DROP

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

  1561 Snell Rd, Chipley, FL 32428

  Southern Charm on 1.83+/- Acres! Nestled beneath mature shade trees and surrounded by peaceful country scenery, this 3-bedroom, 2.5-bath home offers a timeless design, spacious living areas, and room to enjoy both inside and out. Step inside to find a welcoming floor plan featuring a formal dining room, a dedicated library, and a cozy breakfast area adjoining the kitchen. The spacious living room

  Seamus O'neill SOUTHERN WAY REALTY, INC.

  1561 Snell Rd, Chipley, FL 32428
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  /31

  $349,000

  $50K PRICE DROP

  • Land
  • 38.6 Acres
  • $9,041 per Acre

  783/767 Highway 90, Chipley, FL 32428

  Spread across 38± acres just minutes from downtown Chipley, this property tells the story of a dream that's ready for its next chapter. Comprising two parcels with two separate access points directly off Hwy 90, it offers a rare combination of infrastructure, natural character, and room to grow.The front half of the property is served by overhead power, while the back half was thoughtfully

  Tyler Smith Legacy Premier Agency

  783/767 Highway 90, Chipley, FL 32428
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  /2

  $125,000

  • Land
  • 1.18 Acres
  • $105,932 per Acre

  0000 Florida 77, Chipley, FL 32428

  A LITTLE OVER ONE ACRE OF COMMERCIAL LAND WITH 100' FRONTING HWY 77. SELLER OFFERING FINANCING WITH 10% DOWN, 6% INTEREST WITH PAYMENTS BASED ON A 30 YEAR TERM WITH A 7 YEAR BALLOON. BROKER IS RELATED TO THE SELLER.

  Ken Varnes Varnes Realty

  0000 Florida 77, Chipley, FL 32428
• 

  /2

  $160,000

  $20K PRICE INCREASE

  • 3 Beds
  • 2 Baths
  • 1,064 Sq Ft

  460 Quail Hollow Blvd, Chipley, FL 32428

  Unrestricted 3.76-acre property offering privacy, flexibility, and multiple use options in a quiet rural setting just south of Chipley. This unique offering includes two adjacent parcels (survey available) on a paved road with no HOA or restrictions--ideal for a homesite, investment, or multi-family setup. Existing improvements include a 1993 3BR/2BA single-wide mobile home (14x76) with metal

  Tina Racette Keller Williams Success Realty

  460 Quail Hollow Blvd, Chipley, FL 32428
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  /21

  $189,900

  • 3 Beds
  • 1 Bath
  • 1,198 Sq Ft

  226 Highway 77, Chipley, FL 32428

  Looking for a cute brick home on a paved road close to town this could be the one. Large, fenced back yard, with a screened porch to rest and watch the sunset. This home offers 3 bedrooms and a full bath. This home has had several upgrades in the past 6 years, new kitchen cabinets, a/c, roof, painted inside and out. Has a one car carport on the back that could easily be made into a den, office or

  Wanda Raney 850 Sunshine Realty

  226 Highway 77, Chipley, FL 32428
• 

  

  /24

  $149,999

  $10K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,325 Sq Ft

  1395 Warren Ave, Chipley, FL 32428

  Solid brick home on a slab located in the city limits of Chipley. This 1992 home features 3 bedrooms with another room that could serve as a fourth, one bathroom, and an inside laundry room. There is a large backyard that is mostly privacy fenced and a spacious screened back porch. Updates include a shingle roof put on in 2017 and a central a/c in 2018. Brand new carpet was just installed in all

  Casey Owens Elite Realty

  1395 Warren Ave, Chipley, FL 32428
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  /29

  $385,000

  $30K PRICE DROP

  • 1,557 Sq Ft

  1153 Main St, Chipley, FL 32428

  Positioned in a commercial zoning district with an average daily traffic count of 14,500 (2023 DOT Data), this versatile brick property offers exceptional potential for business, investment, or mixed-use occupancy. Currently configured as a 3-bedroom, 1.5-bath home with a full kitchen, the layout easily adapts to a variety of commercial uses including professional office, retail, medical, salon,

  Matthew Wright Think Real Estate

  1153 Main St, Chipley, FL 32428
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  /26

  $218,460

  New Construction $2K PRICE INCREASE

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

  1689 Ross Ct, Chipley, FL 32428

  Welcome to your dream home in the Sunny Hills Classic Community! The Abernathy Plan offers a seamless open-concept design that integrates Living, Dining, and Kitchen areas--perfect for hosting guests or relaxing in comfort. Enjoy energy-efficient Low-E insulated windows throughout. The gourmet Kitchen boasts beautiful cabinetry, quartz countertops, and Stainless Steel Appliances. The serene

  Octavia Valencia WJH Brokerage FL LLC

  1689 Ross Ct, Chipley, FL 32428
• 

  

  /24

  $222,797

  New Construction $14K PRICE DROP

  • 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

  2072 Apollo Dr, Chipley, FL 32428
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  /26

  $199,900

  • 3 Beds
  • 1 Bath
  • 988 Sq Ft

  1988 Orange Hill Rd, Chipley, FL 32428

  Escape to peaceful country living on this beautifully kept property in the heart of Chipley, Florida! This homestead offers space, comfort, and versatiliy perfect for families, retirees, hobby farmers, or investors looking for rental or expansion potential. The home features a functional layout highlighted by a main level primary suite, providing convenience and privacy. With generously sized

  Buck Henry CENTURY 21 Commander Realty

  1988 Orange Hill Rd, Chipley, FL 32428
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  /2

  $374,000

  $10K PRICE DROP

  • Land
  • 1.46 Acres
  • $256,164 per Acre

  0 Mint Place, Chipley, FL 32428

  Great investment opportunity! Six lots available in beautiful Washington County, Florida — perfect for building your dream home, or income property. Enjoy the peace of rural living with convenient access to nearby towns, beaches, and outdoor recreation.

  Carlos A Uribe INMOBILIATA, LLC

  0 Mint Place, Chipley, FL 32428
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  /31

  $279,900

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft

  1214 Johnson Ave, Chipley, FL 32428

  Don't let the age of this home fool you--this beautifully renovated property is move-in ready and filled with modern updates! Situated on over an acre within the Chipley city limits, this 3-bedroom, 2-bath home offers a spacious and functional layout, along with a versatile bonus room that could serve as a fourth bedroom, home office, playroom, or additional den. Major improvements include a new

  Cindy Birge Elite Realty

  1214 Johnson Ave, Chipley, FL 32428
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  /46

  $335,000

  $65K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,529 Sq Ft

  1730 Firetower Rd, Chipley, FL 32428

  Getaway in the country! This 3br/2ba block home has so much to offer: Metal roof, HVAC 2020, water heater 2023, 7.36 acres with planted pines, RV barn with electric, fish cleaning station, fully powered work shop, and oodles of storage. Enjoy the peace and quiet. Plant a garden. Start a home business. Located only 40 minutes from shopping, dining, and the world's most beautiful beaches!

  Eren Sullivan Counts Real Estate Group

  1730 Firetower Rd, Chipley, FL 32428
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  /45

  $351,000

  $8K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 432 Sq Ft

  5491 Highway 77, Chipley, FL 32428

  Reduced!! Many opportunities available for this 4.75 acre parcel with on 430 feet of Highway 77 frontage. The property has a number of improvements on it. The main structure is a 1200 square foot, 40x30 metal building that has a 10 by 8 shed converted to a half bathroom behind it that was used as a store.. There is also a 432 square foot building used as an efficiency that has a loft. Three other

  Victor Jed CENTURY 21 Commander Realty

  5491 Highway 77, Chipley, FL 32428
• 

  

  /34

  $255,990

  New Construction $1K PRICE INCREASE

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

  2231 Rockford Cir, 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, quartz countertops, and Stainless-Steel Appliances, including an electric smooth top range, microwave hood, and dishwasher. The primary suite

  Octavia Valencia WJH Brokerage FL LLC

  2231 Rockford Cir, Chipley, FL 32428
• 

  

  /26

  $190,000

  New Construction $25K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft

  4326 Moss Hill Rd, Chipley, FL 32428

  Welcome to this BRAND NEW 2026 Model, 3 bedroom/2 bath manufactured home where trendy, color schemes and finishes meet a highly functional design. This home is apart of the Paradise Lakes Community, so you'll have access to the lakes, boat ramp, clubhouse, & everything else Paradise Lakes has to offer! The open-concept layout flows perfectly while the split-bedroom floorplan offers privacy and

  Alyssa Sato Keller Williams Success Realty

  4326 Moss Hill Rd, Chipley, FL 32428
• 

  $168,990

  New Construction

  • 2 Beds
  • 2 Baths
  • 937 Sq Ft

  4186 Quincy Ave, Chipley, FL 32428

  The desirable Carolina Plan boasts an open design encompassing the Living and Kitchen spaces. The Kitchen features gorgeous cabinets, granite countertops, and Stainless-Steel Appliances. The primary suite has a private bath and a walk-in closet. This Home also includes 1 more bedroom and a secondary bathroom.

  4186 Quincy Ave, Chipley, FL 32428

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