Chipley, FL Houses for Sale

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  /26

  $239,900 New Construction

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

  1941 Shenandoah Blvd, Chipley, FL 32428

  Welcome to 1941 Shenandoah Boulevard, a new home under construction at Sunny Hills in Chipley Florida. Situated on a large lot this beautiful single-story home offers 4-bedrooms, 2-bathrooms, a 2-car garage, and an open living area. Entering this home, you'll have easy access from the entry way to two bedrooms and a guest bathroom. Continuing through the entry hall you will find the third guest

  

  Eric Weisbrod

  DR Horton Realty of Emerald Coast, LLC

  (448) 678-4312

  1941 Shenandoah Blvd, Chipley, FL 32428
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  /35

  $306,020 Open Sun 1PM - 4PM

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

  4315 Country Club Blvd, Chipley, FL 32428

  As you enter this Cali floorplan you will find traditional 8' ceilings. Engineered Vinyl Plank flooring in all common areas of the home and carpet in bedrooms. Open concept floor plan for entertaining. The kitchen has a center island, a large pantry, White Cabinets with durable granite countertops. The kitchen is equipped with Brand name stainless steal range, dishwasher and microwave. TOur homes

  

  Eric Weisbrod

  DR Horton Realty of Emerald Coast, LLC

  (850) 757-8448

  4315 Country Club Blvd, Chipley, FL 32428
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  /26

  $260,900 New Construction

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

  2362 Shenandoah Blvd, Chipley, FL 32428

  Welcome to 2362 Shenandoah Boulevard, a new home under construction at Sunny Hills in Chipley Florida. This home has easy access to Highway 77 and is situated on just under a 1.4-acre lot. Entering this home, you'll have easy access from the entry way to two bedrooms and a guest bathroom. Continuing through the entry hall you will find the third guest bedroom and the laundry room before entering

  

  Eric Weisbrod

  DR Horton Realty of Emerald Coast, LLC

  (448) 222-2688

  2362 Shenandoah Blvd, Chipley, FL 32428
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  /39

  $399,000

  • 3 Beds
  • 2.5 Baths
  • 2,389 Sq Ft

  894 Haley Dr, Chipley, FL 32428

  Incredible Dual Property Opportunity with POOL & Workshop - Only $399,000!!!!894 Haley Drive & 942 Brickyard Road Chipley, Florida both sit on a total of 1.38 +/- AcresMinimal Restrictions and No HOA!!!Welcome to an extraordinary chance to own TWO properties in the heart of Chipley! This rare package includes a beautifully 2,389 sq ft brick home with a saltwater pool and a

  Beverly Buck Coldwell Banker Realty

  894 Haley Dr, Chipley, FL 32428
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  /49

  $400,000

  • 3 Beds
  • 2 Baths
  • 1,720 Sq Ft

  454 Highway 90, Chipley, FL 32428

  Prepare to be captivated! This stunning, completely remodeled 3 bedroom, 2 bathroom brick home offers the perfect blend of modern luxury and serene country living. Nestled on 3.4 acres just outside of charming Chipley Florida. You'll enjoy the peace and quiet of the countryside with the convenience of town just minutes away. Step inside and discover beautiful vinyl plank flooring, sparkling new

  Dana Panichella American Gold Realty

  454 Highway 90, Chipley, FL 32428
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  /39

  $286,900 New Construction

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

  Cali Plan at Sunny Hills, Chipley, FL 32428

  The Cali is a new home floor plan at Sunny Hills in Chipley Florida. This spectacular floor plan is a 4-bedroom, 2-bathroom home with a two-car garage. The Cali floor plan features a large covered front porch with space for a sitting area. As you enter this home you will find a long hallway leading to the living area. Two bedrooms are off the entry with a full bathroom in between. Across the hall

  

  D.R. Horton

  Builder

  2201 Sunny Hills Blvd Unit 36200555, Chipley, FL 32428
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  /28

  $310,900 New Construction

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

  Lakeside Plan at Sunny Hills, Chipley, FL 32428

  Welcome to the Lakeside, a new home floor plan at Sunny Hills in Panama City, Florida. The Lakeside is a thoughtfully designed one-story home with a large open floor plan. This 5 bedroom, 3 bath home has 2,043 square feet of spacious, comfortable living.Inside the Lakeside you will see 8' ceilings throughout, engineered vinyl plank flooring throughout the main areas of the home, and soft

  

  D.R. Horton

  Builder

  2201 Sunny Hills Blvd Unit 36200558, Chipley, FL 32428
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  /25

  $227,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,204 Sq Ft

  Callaway Plan at Sunny Hills, Chipley, FL 32428

  Welcome to the Freeport Plan, a new home floor plan at Sunny Hills in Chipley Florida. Featuring just over 1,500 square feet, this beautiful single- story home offers 4-bedrooms with 2-bathrooms, a 2-car garage, and a seamless open layout.When entering the home, you’ll have easy access from the entry way to the first two bedrooms and guest bathroom. Continuing through the entryway you

  

  D.R. Horton

  Builder

  2201 Sunny Hills Blvd Unit 36200554, 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
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  /101

  $389,900

  • 3 Beds
  • 2 Baths
  • 1,785 Sq Ft

  3359 Antler Trail, Chipley, FL 32428

  This gorgeous rustic home looks like those common in Gatlinburg, TN., but it is only about 50 minutes to Pier Park at the beach. Located at the dead end of a cul-de-sac, this 3.17 (+/-) acre lot backs up to land used for hunting so wildlife is abundant. This beautiful home is in the security gated subdivision of Leisure Lakes, just north of Panama City off Highway 77. It has 3 spacious bedrooms

  Harvey Webb Counts Real Estate Group

  3359 Antler Trail, Chipley, FL 32428
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  /15

  $245,000

  • 3 Beds
  • 2 Baths
  • 1,434 Sq Ft

  4335 Country Club Blvd, Chipley, FL 32428

  3-bedroom 2 bath home in Sunny Hills on a corner lot. Approximately 1432 sq ft heated and cooled. 1 car garage. Storage building in fenced back yard. Sunny Hills is located approximately 25 miles north of Panama City and 18 miles south of Chipley. There are several national builders currently building and selling here to accommodate the growth pushing north out of town. This community features a

  Jim Palmer Chipola Realty, Chipley Office

  4335 Country Club Blvd, Chipley, FL 32428
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  /31

  $359,000

  • 1 Bed
  • 1 Bath
  • 432 Sq Ft

  5491 Highway 77, Chipley, FL 32428

  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 40x30 metal building that has a 10 by 8 shed converted to a half bathroom behind it. There is also a 432 square foot building used as an efficiency that has a loft. Three other sheds on the property that are 20x16, 16 by 25

  Victor Jed CENTURY 21 Commander Realty

  5491 Highway 77, Chipley, FL 32428
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  /57

  $244,900

  • 3 Beds
  • 2 Baths
  • 1,498 Sq Ft

  2094 Morven St, Chipley, FL 32428

  Fantastic Opportunity in Desirable Sunny Hills Community! Welcome to this beautifully maintained and recently remodeled 3-bedroom, 2-bathroom BLOCK constructed ranch -the perfect blend of comfort, style, and functionality. Located in the sought after Sunny Hills community. This home features a spacious split floor plan, and a brand-new large kitchen equipped with modern stainless steel

  Fiona Ridenour Counts Real Estate Group

  2094 Morven St, Chipley, FL 32428
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  /57

  $259,900

  • 4 Beds
  • 2 Baths
  • 1,685 Sq Ft

  2078 Sunny Hills Blvd, Chipley, FL 32428

  Beautiful 4-bedroom, 2-bath 2024 home on nearly half an acre. Spacious home sits nicely on a large corner lot. Backyard is fenced, BIG, and much of it nice and shady, thanks to some old, large Oak trees just begging for you to hang a swing. Plenty of room to fill your yard with friends for some outdoor fun, volleyball, or grilling out. This home has been quite well maintained and is ready for you

  Kristi Basinger RIGHT NOW! Real Estate

  2078 Sunny Hills Blvd, Chipley, FL 32428
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  /41

  $389,999

  • 3 Beds
  • 2 Baths
  • 1,634 Sq Ft

  4385 Leisure Lakes Dr, Chipley, FL 32428

  Welcome to your waterfront retreat in the desirable, gated community of Leisure Lakes! Freshly painted, this charming 3-bedroom, 2-bath home offers stunning lake views and a lifestyle filled with relaxation and recreation. Step inside to find a spacious living room that opens to a dining area with serene views of the water, perfect for morning coffee or evening meals. The main level features a

  Seamus O'neill SOUTHERN WAY REALTY, INC.

  4385 Leisure Lakes Dr, Chipley, FL 32428
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  /38

  $285,000

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

  3068 Woodymarion Dr, Chipley, FL 32428

  Waterfront living can become your reality!! Escape to tranquility in this beautiful 3-bedroom, 2-bath home overlooking Upper Spring Pond. Step inside to discover a cozy, open-concept living area featuring a wood burning fireplace - ideal for chilly evenings and family gatherings. The spacious kitchen flows seamlessly into the living and dining area with views of the water right over the kitchen

  Haylee Ellis Beachy Beach Real Estate

  3068 Woodymarion Dr, Chipley, FL 32428
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  /42

  $249,900

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

  4489 Hancock Ct, Chipley, FL 32428

  Discover your serene escape in this beautifully updated 3-bedroom, 2-bathroom home nestled on a peaceful dead-end road in this quiet Sunny Hills neighborhood. With no HOA, enjoy the freedom to make this lakeview property your own. Enjoy the fenced backyard with stunning views of Watering Lake, perfect for relaxing or entertaining. Majestic live oak trees provide ample shade, enhancing the

  Justin Raley Think Real Estate

  4489 Hancock Ct, Chipley, FL 32428
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  /31

  $289,900

  • 3 Beds
  • 2 Baths
  • 1,550 Sq Ft

  2207 Ibis Ct, Chipley, FL 32428

  This Charming 3/2 home nestled on a corner lot in Sunny Hills welcomes you with a front porch perfect for enjoying your morning drink of choice and enjoying the beautiful landscape the owner has designed. As you enter the home you are greeted with warmth of a living area in an open floorplan. The kitchen offers a breakfast bar, stainless appliances, and a pantry. The dining area has access to the

  Tracey Kent Bell Bell Realty of NWFL LLC

  2207 Ibis Ct, Chipley, FL 32428
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  /46

  $250,000

  • 3 Beds
  • 2 Baths
  • 2,518 Sq Ft

  1370 Jackson Ave, Chipley, FL 32428

  A RARE FIND IN THE CITY LIMITS OF CHIPLEY. This home offers a spacious layout with 3br/2ba, a den, living room and lots storage areas. The kitchen and dining area, along with a deck and covered patio, provide excellent spaces for gatherings and events. Additionally, the expansive parking area makes access easy for family and guests. Situated on over 2 acres, this property offers ample space and

  Wanda Owens SOUTHERN WAY REALTY, INC.

  1370 Jackson Ave, Chipley, FL 32428
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  /78

  $248,000

  • 3 Beds
  • 1.5 Baths
  • 1,740 Sq Ft

  672 Main St, Chipley, FL 32428

  Charming 3-Bedroom Home and the Potential for a Commercial Opportunity in the Heart of Chipley, FL** Welcome to this delightful 3-bedroom, 1.5-bathroom home located in the picturesque small town of Chipley, Florida--home to the stunning Falling Waters State Park and the beloved Watermelon Festival! This unique property is just steps away from local boutiques, hair salons, mouth-watering down

  The Wheeler Sauls Collective Salty Marlin Realty LLC

  672 Main St, Chipley, FL 32428
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  /38

  $249,000

  • 3 Beds
  • 2 Baths
  • 1,795 Sq Ft

  748 3rd St, Chipley, FL 32428

  **BACK ON THE MARKET DUE TO NO FAULT OF THE SELLER**OFFERING $10K Closing Costs!!Historic home, updated, accented with beautiful cedar siding- a country home in the middle of town! It's got character and charm all day long. The wrap around porch really creates a lovely space to drink coffee, enjoy your day watching the town or watching movies at night with their movie screen and rocking chairs!

  Misty Curtis Anchor Realty Florida

  748 3rd St, Chipley, FL 32428
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  /39

  $249,900

  • 3 Beds
  • 2 Baths
  • 2,170 Sq Ft

  220 Highway 77, Chipley, FL 32428

  Nice country setting with this 3/2 two story historic home on .79 +/- lot. You'll feel at home as you walk around the spacious floorplan of this 1920's two story home. Kitchen has wood cabinets, plenty of counter space, breakfast bar. Formal dining room. Large living room has access to the screened in back porch, full bath with laundry. Bonus closet used to be a half bath and could be converted

  Tracey Kent Bell Bell Realty of NWFL LLC

  220 Highway 77, Chipley, FL 32428
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  /34

  $251,990 Open Sun 12PM - 6PM

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

  2236 Rockford Cir, Chipley, FL 32428

  New construction by Century Complete, a top 10 US home builder! Welcome home to your dream home-our Cabot plan. This thoughtfully designed open concept layout seamlessly connects the spacious kitchen, dining, and living areas, creating the perfect setting for gatherings and everyday living. The kitchen is a showstopper, featuring an abundance of shaker style cabinets, beautiful granite

  Nora Pruitt WJH Brokerage FL LLC

  2236 Rockford Cir, Chipley, FL 32428
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  /15

  $289,990 New Construction

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

  ESSEX Plan at Martin's Woods, Chipley, FL 32428

  4 bed | 2 bath | 2-bay | 2014 sqft

  

  Century Communities

  Builder

  953 Haywood Drive St Unit 36766286, Chipley, FL 32428
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  /2

  $259,990 New Construction

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

  CABOT Plan at Martin's Woods, Chipley, FL 32428

  Welcome home to our Cabot plan. This thoughtfully designed open concept layout seamlessly connects the spacious kitchen, dining, and living areas, creating the perfect setting for gatherings and everyday living. The kitchen is a showstopper, featuring an abundance of white shaker-style cabinets, beautiful quartz countertops, and stainless steel appliances. The primary suite offers a true retreat

  

  Century Communities

  Builder

  953 Haywood Drive St Unit 36766285, Chipley, FL 32428
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  /4

  $269,990 New Construction

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

  ROANOKE Plan at Martin's Woods, Chipley, FL 32428

  Welcome home to our Roanoke plan. This thoughtfully designed open concept layout seamlessly connects the spacious kitchen, dining, and living areas, creating the perfect setting for gatherings and everyday living. The kitchen features an abundance of shaker style cabinets, beautiful quartz countertops, and stainless-steel appliances. The primary suite offers a true retreat with a private bath

  

  Century Communities

  Builder

  953 Haywood Drive St Unit 36765887, Chipley, FL 32428
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  /14

  $245,990 New Construction

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

  CABOT Plan at Sunny Hills, 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

  

  Century Complete

  Builder

  2187 Sunny Hills Blvd Unit 36583424, Chipley, FL 32428
• 

  

  /18

  $265,990 New Construction

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

  CABOT Plan at Kiersten Heights, Chipley, FL 32428

  Welcome home to our Cabot plan. This thoughtfully designed open concept layout seamlessly connects the spacious kitchen, dining, and living areas, creating the perfect setting for gatherings and everyday living. The kitchen features an abundance of white shaker style cabinets, beautiful granite countertops and stainless steel appliances. The primary suite offers a true retreat with a private bath

  

  Century Complete

  Builder

  0 Hwy 77 St Unit 36583396, Chipley, FL 32428
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  /14

  $260,990 New Construction

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

  1767 Kenzie Ln, Chipley, FL 32428

  

  Century Complete

  Builder

  1767 Kenzie Ln, Chipley, FL 32428
• 

  $251,990 New Construction

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

  4186 Keene Ave, Chipley, FL 32428

  

  Century Complete

  Builder

  4186 Keene Ave, Chipley, FL 32428
• 

  $250,990 New Construction

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

  3428 Marathon Ave, Chipley, FL 32428

  

  Century Complete

  Builder

  3428 Marathon Ave, Chipley, FL 32428
• 

  $251,990 New Construction

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

  4131 Aquarius Dr, Chipley, FL 32428

  

  Century Complete

  Builder

  4131 Aquarius Dr, Chipley, FL 32428
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  /7

  $110,000

  • 3 Beds
  • 2 Baths
  • 1,811 Sq Ft

  1237 Merry Acres Dr, Chipley, FL 32428

  Foreclosure Auction Ends August 20, 2025 at 11:00 AM EST. Spacious 3-bedroom, 2-bath home in Chipley ideal for families or investors. Sold As-is with Clear Title. Explore more details and submit your bid through Federa Home App.

  Jamie Boone Federa

  

  1237 Merry Acres Dr, Chipley, FL 32428
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  /30

  $169,999

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft

  1282 Holley Ave, Chipley, FL 32428

  Charming brick home located within the city limits of Chipley! This 2-bedroom, 1 bathroom home features a warm and welcoming interior with a functional layout. Step into the cozy living room, which opens to an eat-in kitchen complete with painted cabinets, stainless steel appliances, and space for a dining table, perfect for casual meals or entertaining guests. Two comfortable bedrooms and a full

  Seamus O'neill SOUTHERN WAY REALTY, INC.

  1282 Holley Ave, Chipley, FL 32428
• 

  

  /53

  $549,000

  • 2 Beds
  • 2.5 Baths
  • 1,984 Sq Ft

  4832 Lake Ridge Dr, Chipley, FL 32428

  4832 Long Lake Ridge Drive is a peaceful retreat nestled on 4.5 acres with stunning waterfront views of Long Lake. This beautiful 2-bedroom, 2-bathroom ranch-style home With BONUS ROOM was built in 2020 and offers the perfect blend of privacy, comfort, and scenic charm.Step inside to an open-concept kitchen and living room that creates an inviting space for everyday living and entertaining. Enjoy

  Zacarias Sanchez Think Real Estate

  4832 Lake Ridge Dr, Chipley, FL 32428
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  /30

  $65,000

  • 2 Beds
  • 1 Bath
  • 571 Sq Ft

  5735 Highway 77, Chipley, FL 32428

  Investment opportunity! Potential Residential location with storage already on site. Spacious 0.743-acre lot in the peaceful Greenhead/Chipley area. The storage interior has been completely insulated and features tempered glass windows in the kitchen for added safety and efficiency. Flooring consists of wood with a plywood base, topped with particleboard and OSB, and the storage rests on concrete

  Tiffany Davies Coldwell Banker Realty

  5735 Highway 77, Chipley, FL 32428
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  /12

  $174,999

  • 3 Beds
  • 1 Bath
  • 1,343 Sq Ft

  576 Martin Luther King Dr, Chipley, FL 32428

  Welcome home to this charming 3-bedroom, 1-bath brick home in the city of Chipley, conveniently located less than half a mile from downtown shops, restaurants, farmer's market, the history museum, and more. Easy access to Highway 77 and I-10 makes commuting a breeze.This recently updated home features a new metal roof, new HVAC system, new flooring, new countertops, freshly painted cabinets, new

  Chad Millner Keller Williams Success Realty

  576 Martin Luther King Dr, Chipley, FL 32428
• 

  

  /73

  $899,000

  • 3 Beds
  • 3.5 Baths
  • 3,744 Sq Ft

  3803 Crystal Lake Dr, Chipley, FL 32428

  Welcome to 3803 Crystal Lake Drive, a premier lakefront property offering refined living. This 3-bedroom, 3.5-bath residence combines timeless comfort, recreational luxury, and a truly serene natural setting—perfect for full-time living, weekend escapes, or a high-performing vacation rental.Located on a double lot, enjoy a spacious open floor plan, and over 4800 sq ft. Whether you're

  Taylor Spinks Compass

  3803 Crystal Lake Dr, Chipley, FL 32428
• 

  

  /38

  $375,000

  • 3 Beds
  • 2 Baths
  • 1,508 Sq Ft

  3457 Quail Ridge Dr, Chipley, FL 32428

  *** Price Improvement**Charming 2023 Lakefront Home - A Peaceful Retreat for All!Whether you're looking for a full-time residence, a relaxing getaway, or a place to enjoy nature and tranquility, this beautifully maintained lakefront home offers something for everyone.This 3-bedroom, 2-bathroom home sits on over an acre of land along the shores of one of the scenic Leisure Lakes, nestled within a

  Rosa Watts Coldwell Banker Realty

  3457 Quail Ridge Dr, Chipley, FL 32428
• 

  

  /19

  $115,000

  • 1 Bed
  • 1 Bath
  • 616 Sq Ft

  1160 Chance Rd, Chipley, FL 32428

  County Setting Close to the City. 2 acres of a nice wooded lot with a 1 bedroom 1 bath place on it. Look at the pictures there still needs work do to complete remodel. Most of the items needed are there. Has fenced area for Gardening. Nice lean to to keep your lawnmower. New fiberglass building does not convey. Want to be close to shopping and eateries but want the feel of country living this is

  Joel Jadofsky Keller Williams Realty Emerald

  1160 Chance Rd, Chipley, FL 32428

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