Chipley, FL Homes for Sale under $400,000

• 

  

  

  /6

  $110,000

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

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

  

  Elizabeth Bell

  Lokation

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

  

  

  /42

  $275,000

  $50K 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

  

  Paul LaCourse

  Anchor Realty Florida

  807 Maple St, Chipley, FL 32428
• 

  

  

  /39

  $309,900

  $10K 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

  

  Deborah Morton

  Bay Living Inc.

  2007 Ambassador Ct, Chipley, FL 32428
• 

  

  

  /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

  

  Dorothy Krupa

  Krupa & Associates Real Estate LLC

  4876 Long Lake Ridge Dr, Chipley, FL 32428
• 

  

  

  /36

  $275,000

  $24K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,625 Sq Ft

  3922 Vistula Dr, Chipley, FL 32428

  Welcome to 3922 Vistula Drive, a well-maintained Craftsman-style home tucked inside the Sunny Hills community of Chipley, Florida. Offering 3 bedrooms, 2.5 baths, and 1,625 square feet of comfortable single-level living, this home blends everyday functionality with a peaceful Northwest Florida setting. Inside, an open-concept living, dining, and kitchen area creates an inviting flow for relaxing,

  

  Whitby Jerkins

  Serhant

  3922 Vistula Dr, Chipley, FL 32428
• 

  

  /52

  $369,900

  • 4 Beds
  • 3 Baths
  • 2,916 Sq Ft

  4152 Leisure Lakes Dr, Chipley, FL 32428

  Priced to sell and move-in ready, this spacious home on nearly 3 peaceful acres is an incredible value--unpack, relax, and start enjoying the quiet gated community of Leisure Lakes from day one! Welcome to your peaceful oasis at 4152 Leisure Lakes Drive! Nestled in a quiet, picturesque setting, this property offers the perfect blend of relaxation, natural beauty, and everyday convenience. Whether

  Scott Childs Beachy Beach Real Estate

  4152 Leisure Lakes Dr, Chipley, FL 32428
• 

  

  /20

  $274,252

  New Construction

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

  3984 Quail Ct, Chipley, FL 32428

  Seize the opportunity to own the Hyacinth model by Homes by Deltona--beautifully situated in the tranquil community of Sunny Hills. This three-bedroom, two-bathroom gem is not just a house, but a showcase of standard features. As you step inside, you're greeted by a spacious open concept living area, crowned with a majestic, vaulted ceiling that elevates the home's aesthetic. The kitchen,

  Sara Iaropoli Deltona Marketing at Sunny Hills Inc

  3984 Quail Ct, Chipley, FL 32428
• 

  

  /17

  $271,312

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,556 Sq Ft

  2221 Chase St, Chipley, FL 32428

  Seize the opportunity to own the Sage model by Homes by Deltona--beautifully situated in the tranquil community of Sunny Hills. This three-bedroom, two-bathroom gem is not just a house, but a showcase of standard features. As you step inside, you're greeted by a spacious open concept living area, crowned with a majestic, vaulted ceiling that elevates the home's aesthetic. The kitchen, designed to

  Sara Iaropoli Deltona Marketing at Sunny Hills Inc

  2221 Chase St, Chipley, FL 32428
• 

  

  /18

  $269,236

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,556 Sq Ft

  2209 Chase St, Chipley, FL 32428

  Seize the opportunity to own the Sage model by Homes by Deltona--beautifully situated in the tranquil community of Sunny Hills. This three-bedroom, two-bathroom gem is not just a house, but a showcase of standard features. As you step inside, you're greeted by a spacious open concept living area, crowned with a majestic, vaulted ceiling that elevates the home's aesthetic. The kitchen, designed to

  Sara Iaropoli Deltona Marketing at Sunny Hills Inc

  2209 Chase St, Chipley, FL 32428
• 

  

  /18

  $293,344

  New Construction

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

  2205 Chase St, Chipley, FL 32428

  Seize the opportunity to own the Lavender model by Homes by Deltona--beautifully situated in the tranquil community of Sunny Hills. This four-bedroom, two-bathroom gem is not just a house, but a showcase of standard features. As you step inside, you're greeted by a spacious open concept living area, crowned with a vaulted ceiling that elevates the home's aesthetic. The kitchen, designed to

  Sara Iaropoli Deltona Marketing at Sunny Hills Inc

  2205 Chase St, Chipley, FL 32428
• 

  

  /19

  $279,068

  New Construction

  • 4 Beds
  • 2 Baths
  • 1,716 Sq Ft

  3989 Horizon Ave, Chipley, FL 32428

  Welcome to the Willow model by Homes by Deltona--beautifully situated in the tranquil community of Sunny Hills. This four-bedroom, two-bathroom gem is not just a house, but a showcase of standard features. As you step inside, you're greeted by a spacious open concept living area, crowned with a vaulted ceiling that elevates the home's aesthetic. The kitchen, designed to satisfy any culinary

  Sara Iaropoli Deltona Marketing at Sunny Hills Inc

  3989 Horizon Ave, Chipley, FL 32428
• 

  

  /21

  $309,459

  New Construction $4K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,760 Sq Ft

  2269 Shenandoah Blvd, Chipley, FL 32428

  Take a step inside The Garnet, a 3-bedroom, 2-bath, 2-car garage model available exclusively in Sunny Hills. This beautiful home boasts a large, open concept living area perfect for entertaining. Long day? Step outside the dining room into quiet, peaceful solitude and enjoy a nightcap on your covered back porch. The spacious master suite and large walk-in closet is sure to win your heart -

  Sara Iaropoli Deltona Marketing at Sunny Hills Inc

  2269 Shenandoah Blvd, Chipley, FL 32428
• 

  

  /14

  $199,150

  • Land
  • 39.83 Acres
  • $5,000 per Acre

  XX1 Chance Rd, Chipley, FL 32428

  Beautiful 39.84-acre MOL homesite with brand new planted pine stand, good road access, and power on the boundary. The property is not far from the growing town of Chipley, in North Florida. The property would make a great new mini-farm homestead, or small hunting property. The land provides easy access down to Florida's Gulf Coast, with benefits of country living. The property has a mix

  Dalton Dalrymple Farm and Forest Brokers

  XX1 Chance Rd, Chipley, FL 32428
• 

  /2

  $275,952

  New Construction

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

  2081 Babcock St, Chipley, FL 32428

  Seize the opportunity to own the Hyacinth model by Homes by Deltona--beautifully situated in the tranquil community of Sunny Hills. This three-bedroom, two-bathroom gem is not just a house, but a showcase of standard features. As you step inside, you're greeted by a spacious open concept living area and a vaulted ceiling that elevates the home's aesthetic. The kitchen, designed to satisfy any

  Sara Iaropoli Deltona Marketing at Sunny Hills Inc

  2081 Babcock St, Chipley, FL 32428
• 

  

  /30

  $309,000

  • 4 Beds
  • 3.5 Baths
  • 2,380 Sq Ft

  1379 Joe Neel Rd, Chipley, FL 32428

  Welcome to peaceful country living in Chipley! Situated on one beautifully maintained acre, this spacious 4-bedroom, 3.5-bath home offers approximately 2,380 square feet with a thoughtfully designed split-bedroom floor plan. Three bedrooms feature access to their own private bathrooms, providing exceptional comfort and privacy for family members or guests.The heart of the home is the

  Dustin Ballard Real Broker LLC

  1379 Joe Neel Rd, Chipley, FL 32428
• 

  $254,990

  New Construction

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

  1717 Vicki Ct, 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

  1717 Vicki Ct, Chipley, FL 32428
• 

  /2

  $216,990

  New Construction

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

  3977 Horizon Ave, Chipley, FL 32428

  Welcome home to our Abernathy plan. This modern space perfectly blends comfort and style with open concept living throughout the large kitchen, family and dining areas. The kitchen comes equipped with stainless steel appliances, white shaker cabinets and granite countertops. The private owner’s suite includes an ensuite bathroom with dual sinks and a walk in closet. The two additional bedrooms

  3977 Horizon Ave, Chipley, FL 32428
• 

  

  /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
• 

  

  /29

  $259,573

  New Construction $23K PRICE DROP

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

  1798 Normandy Dr, Chipley, FL 32428

  Welcome to 1798 Normandy Drive at Sunny Hills in Chipley, Florida. This home is under construction and has five bedrooms and three full bathrooms. The Lakeside has a foyer with two bedrooms and a shared bath just off the front entry.As you enter the large open living space there is a dining area and laundry room as well as a small hall leading to two more bedrooms and a full bathroom. The

  1798 Normandy Dr, Chipley, FL 32428
• 

  

  /8

  $149,000

  • Land
  • 6.27 Acres
  • $23,764 per Acre

  1800 Gap Blvd, Chipley, FL 32428

  Beautiful 6.266 Acres with Branch from Gap PondDiscover the beauty and tranquility of country living with this 6.266-acre vacant land parcel featuring a scenic branch flowing from Gap Pond. Surrounded by natural beauty, this property offers a peaceful setting with plenty of possibilities.Whether you're looking for a place to build your dream home, create a private getaway, or

  Rebecca Weeks Elite Realty

  1800 Gap Blvd, Chipley, FL 32428
• 

  

  /27

  $254,900

  New Construction $2K PRICE DROP

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

  4114 Irene Ln, Chipley, FL 32428

  Welcome to 4114 Irene Lane 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.The Cali is a new home floor plan at Sunny Hills in Chipley Florida. This spectacular floor plan is a

  Pamela Hawkins DR Horton Realty of Emerald Coast, LLC

  4114 Irene Ln, Chipley, FL 32428
• 

  

  /18

  $120,000

  $29K PRICE DROP

  • Land
  • 8 Acres
  • $15,000 per Acre

  TBD Moss Hill Rd, Chipley, FL 32428

  8.0± Acres of Opportunity with Highway Frontage!Discover the perfect blend of convenience and natural beauty on this rolling 8-acre parcel, boasting elevated terrain and a mix of mature hardwoods and pines. Centrally positioned between Hwy 79 and Hwy 77, this location offers seamless access to nearby towns, schools, and amenities—ideal for those seeking both privacy and connectivity.Just

  Sheran Whitaker New Town Realty

  TBD Moss Hill Rd, Chipley, FL 32428
• 

  $269,990

  New Construction

  • 4 Beds
  • 2 Baths
  • 1,773 Sq Ft

  2294 Geraldine Cir, Chipley, FL 32428

  4 bed | 2 Bath | 2-Bay | 1,773 Sq. Ft.

  2294 Geraldine Cir, Chipley, FL 32428
• 

  

  /6

  $100,000

  • Land
  • 40,075 Sq Ft
  • $108,696 per Acre

  0 Paradise Lakes Rd Unit 754059, Chipley, FL 32428

  Waterfront property ready for your dream home or lake-house cabin! This lot is located on spring fed Dunford Lake in a peaceful gated subdivision. There is great bass and bluegill fishing, a public boat launch, small park, and great wildlife viewing all while being about 40 minutes from Panama City Beach. Please note there is up to 25 hp engines and a maximum speed of 15 mph allowed on the lake.

  Connor Meyette CENTURY 21 Commander Realty

  0 Paradise Lakes Rd Unit 754059, Chipley, FL 32428
• 

  

  /7

  $130,000

  $15K PRICE DROP

  • Land
  • 10 Acres
  • $13,000 per Acre

  3753 Bunyon Dr, Chipley, FL 32428

  Unlock the potential of nearly 10 acres in a strategic Chipley location just off Hwy 77 N, offering versatility for future development, renovation, or long-term investment.This multi-parcel property delivers a rare combination of acreage, flexibility, and layout options—ideal for those seeking land with multiple avenues for future use. With open areas, wooded sections, and a 2,264 sq ft

  Bobby Botts Empire Real Estate of Florida LLC

  3753 Bunyon Dr, Chipley, FL 32428
• 

  

  /21

  $115,000

  • Land
  • 5.17 Acres
  • $22,244 per Acre

  00 Lake Ridge Dr, Chipley, FL 32428

  RARE lakefront opportunity! Escape to peaceful country living on 5.17 acres in Chipley, nestled within a gated community with paved roads. Build your dream home with minimal restrictions and enjoy the best of waterfront living. Spend your days swimming, boating, fishing, kayaking, paddleboarding, or simply relaxing by the lake. Conveniently located just 35 minutes north of Panama City Beach in

  Kelly Moore Coastal Living Realty & Associates

  00 Lake Ridge Dr, Chipley, FL 32428
• 

  

  /16

  $249,999

  $25K PRICE INCREASE

  • Land
  • 2.98 Acres
  • $83,892 per Acre

  1155 Hwy 90, Chipley, FL 32428

  Prime Commercial Opportunity on Hwy 90 in Chipley! This 2.99+/- acre parcel offers excellent visibility and accessibility in a convenient location along one of the area's primary thoroughfares. Recently cleared and ready for its next use, the property features approximately 217 +/- feet of frontage along Hwy 90 and additional access from Orange Street and 1st Avenue, providing multiple points of

  Seamus O'neill SOUTHERN WAY REALTY, INC.

  1155 Hwy 90, Chipley, FL 32428
• 

  

  /56

  $244,900

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,331 Sq Ft

  2186 Hague Ln, Chipley, FL 32428

  BRAND NEW CONSTRUCTION in Sunny Hills! This beautifully finished 3-bedroom, 2-bath home offers 1,331 sq. ft. of thoughtfully designed living space with a bright, open floor plan and modern finishes throughout. The kitchen features white shaker cabinetry, granite countertops, stainless steel appliances, a spacious center island, pantry, recessed and stylish pendant lighting, all opening to the

  Christina Melvin ERA Neubauer Real Estate, Inc

  2186 Hague Ln, Chipley, FL 32428
• 

  

  /45

  $199,900

  • 3 Beds
  • 2 Baths
  • 2,084 Sq Ft

  2414 Highway 77, Chipley, FL 32428

  Tucked back from the road beneath a canopy of trees, this spacious remodeled home offers comfort, privacy, and plenty of room to enjoy both inside and out. Step inside to find updated finishes, wood-look flooring, and a welcoming layout designed for everyday living. The kitchen features beautifully refinished countertops with a waterfall-style finish inspired by nearby Falling Waters, adding a

  Cindy Birge Elite Realty

  2414 Highway 77, Chipley, FL 32428
• 

  

  /59

  $349,900

  • 3 Beds
  • 2 Baths
  • 1,379 Sq Ft

  3445 Cardinal Place, Chipley, FL 32428

  This 3-year old home still shines like new in the security gated lake subdivision of Leisure Lakes, a hidden gem about 30 minutes north of Panama City. A split bedroom design, it has 3 bedrooms and 2 bathrooms with a 2-car garage. Situated on 1.7 acres on a corner lot, it is still partially wooded for extra privacy. It is very difficult to see the house from both roads it fronts. Concrete siding

  Harvey Webb Counts Real Estate Group

  3445 Cardinal Place, Chipley, FL 32428
• 

  

  /36

  $229,999

  $5K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 1,430 Sq Ft

  940 Jamie Dr, Chipley, FL 32428

  Nestled beneath mature shade trees on 0.72± acres, this 4-bedroom, 3-bath home offers a functional layout, comfortable living spaces, and the peaceful setting you've been searching for. Inside, you'll find a welcoming living room that flows into the eat-in kitchen, complete with abundant cabinetry, ample counter space, stainless steel appliances, and a dining area perfect for everyday meals and

  Seamus O'neill SOUTHERN WAY REALTY, INC.

  940 Jamie Dr, Chipley, FL 32428
• 

  /2

  $150,000

  • Land
  • 1.61 Acres
  • $93,168 per Acre

  TBD Lockwood Dr, Chipley, FL 32428

  A great opportunity for a group of doctors to have their own building. Three contiguous Sunny Hills lots with a land use designation as Hospital or Medical in the Sunny Hill Master Plan. Combined 2025 taxes on all three lots is $378.21 which includes $30.57 of Annual MSBU assessments. One corner lot and 2 other contiguous interior lots. Lots are located in 'Downtown Sunny Hills' per the Master

  Gary Hartman Elite Realty

  TBD Lockwood Dr, Chipley, FL 32428
• 

  

  /44

  $389,000

  • 3 Beds
  • 2.5 Baths
  • 1,861 Sq Ft

  3980 Quail Ct, Chipley, FL 32428

  Looking for a home that offers more than the ordinary? This one delivers with impressive living space, private cul-de-sac setting, and a separate guest/in-law building that adds incredible versatility! Located in Sunny Hills, this distinctive property offers a combination of character, extensive updates, and flexible spaces that sets it apart. Step inside the two-story main home and you're

  Seamus O'neill SOUTHERN WAY REALTY, INC.

  3980 Quail Ct, Chipley, FL 32428
• 

  

  /36

  $199,990

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

  837 Maple St, Chipley, FL 32428

  This wonderful 4 bedroom/ 2 bath home is located on a quiet dead end street right outside the heart of Chipley, is perfect for any family, single resident, or first-time home buyer looking to purchase a residence that they can call their own. Turn this charming home into your dream house as it has many solid fantastic features. When you first walk in the front door, the first thing you notice is

  Elaine Fenster Coastal Palms Real Estate

  837 Maple St, Chipley, FL 32428
• 

  

  /32

  $225,997

  $6K PRICE INCREASE

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

  4183 Luar, Chipley, FL 32428

  Welcome to Your Sunny Hills Dream Home! Brand-new construction, beautifully crafted 3-bedroom, 2-bathroom home offers over 1,200 sq. ft. of comfort and style. Step inside to a bright, open-concept layout elevated by 9' ceilings and a soaring vaulted living area, creating an incredibly spacious and welcoming atmosphere. The heart of the home features a thoughtfully designed kitchen complete with

  John Cunningham Realty Destination LLC

  4183 Luar, Chipley, FL 32428
• 

  $249,990

  New Construction

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

  1579 Aldoro Cir, 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

  1579 Aldoro Cir, Chipley, FL 32428
• 

  

  /49

  $189,999

  • 3 Beds
  • 2 Baths
  • 1,479 Sq Ft

  760 Brown St, Chipley, FL 32428

  Convenience outside of the city limits! This brick home with an attached one-car garage is sitting on .59/acre with a large privacy-fenced backyard. There is a storage shed and also a workshop with a slab, electricity, and a/c. The home features 3 bedrooms, 2 bathrooms, a living room with french doors that walk out to the back porch, dining room, and kitchen with stainless appliances. The

  Casey Owens Elite Realty

  760 Brown St, Chipley, FL 32428
• 

  

  /12

  $144,999

  $5K PRICE DROP

  • Land
  • 15.21 Acres
  • $9,533 per Acre

  xxx Kirkland Rd, Chipley, FL 32428

  Indulge in the ultimate retreat with this expansive 15.21+/-acre oasis nestled just outside city limits. Encompassing a generous expanse of lush woodlands, this captivating property presents an unparalleled opportunity to bring your dream home to life. The idyllic setting offers the perfect blend of accessibility and tranquility. When it's time to unwind or embark on errands, a short drive leads

  Seamus O'neill SOUTHERN WAY REALTY, INC.

  xxx Kirkland Rd, Chipley, FL 32428
• 

  $217,990

  New Construction

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

  2307 Shenandoah Blvd, Chipley, FL 32428

  Welcome home to our Abernathy plan. This modern space perfectly blends comfort and style with open concept living throughout the large kitchen, family and dining areas. The kitchen comes equipped with stainless steel appliances, white shaker cabinets and granite countertops. The private owner’s suite includes an ensuite bathroom with dual sinks and a walk in closet. The two additional bedrooms

  2307 Shenandoah Blvd, Chipley, FL 32428
• 

  $252,990

  New Construction

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

  1853 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

  1853 Sunny Hills Blvd, Chipley, FL 32428

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