Chipley, FL Homes under $300,000

• 

  

  

  /19

  $213,625 New Construction

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

  1881 Sunny Hills Blvd, Chipley, FL 32428

  Welcome to the Callaway, a new home floor plan at Sunny Hills in Chipley, Florida. The Callaway is one of three cottage plans we have available at Sunny Hills.This 3-bedroom, 2-bathroom, 1204 square foot home with an open kitchen, dining, and living room. As you walk inside this lovely home, you will notice the beautiful EVP flooring as the sunlight pours into the spacious living room and

  

  Eric Weisbrod

  DR Horton Realty of Emerald Coast, LLC

  (850) 605-2962

  1881 Sunny Hills Blvd, Chipley, FL 32428
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• 

  

  

  /29

  $244,900

  • 3 Beds
  • 2 Baths
  • 1,480 Sq Ft

  1380 Watts Ave, Chipley, FL 32428

  Welcome to this charming, move-in ready three-bedroom home perfectly situated on a corner lot in the heart of Chipley! This home offers a split bedroom floor plan, a spacious eat-in kitchen, and an enclosed garage that provides a versatile bonus space--perfect for a home office, man cave, or potential fourth bedroom. Enjoy outdoor living with a fully fenced backyard offering added privacy.

  Cindy Birge Elite Realty

  1380 Watts Ave, Chipley, FL 32428
• 

  

  

  /46

  $275,000

  • 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
• 

  

  

  /35

  $274,999

  • 4 Beds
  • 2 Baths
  • 1,788 Sq Ft

  608 Highway 273 Unit 273, Chipley, FL 32428

  Discover the perfect blend of privacy and potential with this 4-bedroom, 2-bath single-family home set on nearly 14 wooded acres. Inside, you'll find a spacious living area and ample room for family and friends. Outside, a pole barn and a handy shed provide extra storage or workspace for hobbies and equipment. With its convenient location off Highway 273 in Chipley, this property offers plenty of

  Jonathan Lickstein LoKation Real Estate

  608 Highway 273 Unit 273, Chipley, FL 32428
• 

  

  

  /62

  $249,900

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

  4093 Waycross Place, Chipley, FL 32428

  What a beautiful, completely remodeled, home in Sunny Hills! Also fully furnished! This gem has had EVERYTHING done! The home has been painted inside and outside. The home has new flooring, doors, windows, fixtures, paint, tiled bathrooms, trim, kitchen, lighting etc. Everything was done! The kitchen features beautiful new soft close cabinets, tiled backsplash to ceiling, new stainless

  Matthew Jones Coastal Heritage Real Estate LLC

  4093 Waycross Place, Chipley, FL 32428
• 

  

  /78

  $248,500

  • 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

  Alicia Jackson Salty Marlin Realty LLC

  672 Main St, Chipley, FL 32428
• 

  

  /45

  $260,000

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

  2215 Shenandoah Blvd, Chipley, FL 32428

  JUST REDUCED! Single-Story Home in the Sunny Hills Classic Community! This is the desirable ''Beaumont'' Plan that boasts 3 bedrooms and 2 full bathrooms and an open design encompassing the Living, Dining, and Kitchen spaces. The Kitchen features gorgeous cabinets, granite countertops, and Stainless-Steel Appliances (including Range with a Microwave hood and Dishwasher). The primary suite has a

  Joseph Echols Hitchcock Real Estate LLC

  2215 Shenandoah Blvd, Chipley, FL 32428
• 

  

  /47

  $269,999

  • 5 Beds
  • 2.5 Baths
  • 2,776 Sq Ft

  1105 Timberlane Rd, Chipley, FL 32428

  Tucked away on a peaceful 2.5 acre +/- lot at the end of a quiet road, sits this inviting two-story home ready to welcome its new owners! Featuring 5 bedrooms and 2.5 baths, this home combines spacious living with cozy charm. Step inside to a formal living room that flows into a dining area, leading to a kitchen equipped with ample cabinetry and counter space. The family room, complete with a

  Seamus O'neill SOUTHERN WAY REALTY, INC.

  1105 Timberlane Rd, Chipley, FL 32428
• 

  

  /34

  $255,000

  • 4 Beds
  • 2 Baths
  • 1,675 Sq Ft

  1660 Sunny Hills Blvd, Chipley, FL 32428

  $3000 CLOSING CONCESSION AND UPDATED PRICING. Absolutely stunning and thoughtfully updated ranch home located in the welcoming Sunny Hills neighborhood. This home boasts 4 spacious bedrooms, 2 modern bathrooms, a generous bonus room, and a convenient mud room. A carport can house two cars with access to the mud room. A large covered patio is the perfect answer to your entertainment needs

  Kathy Bass aDoor Real Estate LLC

  1660 Sunny Hills Blvd, Chipley, FL 32428
• 

  

  /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
• 

  /2

  $249,990 New Construction

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

  BEAUMONT, Chipley, FL 32428

  3 bed | 2 bath | 2-bay | 1416 sqft

  Century Complete

  BEAUMONT, Chipley, FL 32428
• 

  

  /18

  $264,990 New Construction

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

  CABOT, Chipley, FL 32428

  4 bed | 2 bath | 2-bay | 1684 sqft

  Century Complete

  CABOT, Chipley, FL 32428
• 

  

  /18

  $249,990 New Construction

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

  1772 Kenzie Ln, Chipley, FL 32428

  Welcome to your dream home in the Kiersten Heights Community! The Beaumont Plan features a spacious open-concept design, seamlessly connecting the Living, Dining, and Kitchen areas--perfect for relaxation and entertaining. Natural light fills the home through Low E insulated dual-pane vinyl windows, highlighting elegant Shaker cabinets, granite countertops and stainless steel appliances,

  Nora Pruitt WJH Brokerage FL LLC

  1772 Kenzie Ln, Chipley, FL 32428
• 

  

  /31

  $224,900

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

  2004 Old Bonifay Rd, Chipley, FL 32428

  Welcome to 2004 Old Bonifay Road -- a newly updated 3-bedroom, 2-bathroom home situated on a spacious 1-acre lot. Inside, you'll find an open-concept living, dining, and kitchen area, ideal for everyday living and entertaining. The kitchen features crisp white cabinetry, new stainless steel appliances, and a modern, clean look. Just off the living area, a large bonus room provides extra space for

  Cindy Birge Elite Realty

  2004 Old Bonifay Rd, Chipley, FL 32428
• 

  

  /39

  $224,999

  • 3 Beds
  • 1 Bath
  • 1,055 Sq Ft

  871 2nd St, Chipley, FL 32428

  Completely Renovated & Move-In Ready in the Heart of Chipley! This charming 3-bedroom, 1-bath home sits on a desirable corner lot in the City of Chipley and has just undergone a major transformation. Step inside to discover fresh, modern finishes throughout--including brand-new vinyl plank flooring, crown molding, baseboards, and a light, airy paint palette that complements the open-concept

  Seamus O'neill SOUTHERN WAY REALTY, INC.

  871 2nd St, Chipley, FL 32428
• 

  

  /26

  $299,999

  • 3 Beds
  • 2.5 Baths
  • 1,680 Sq Ft

  4367 Carey Blvd, Chipley, FL 32428

  Brand New Home in Sunny Hills, not far from the Florida Panhandle's best offerings of white sandy beaches, the emerald waters of the Gulf of America, or many of the area's freshwater lakes, creeks, rivers and nature trails. This one of a kind custom home crafted by a local builder boasts a spacious layout with open living areas and many custom touches, including nine foot high ceilings, granite

  Chad Millner Keller Williams Success Realty

  4367 Carey Blvd, Chipley, FL 32428
• 

  

  /15

  $275,000

  • Land
  • 100 Acres
  • $2,750 per Acre

  0 Granada Dr, Chipley, FL 32428

  MUST SEE!! 100 acres of untouched Northwest Florida wilderness, nestled just outside the charming town of Chipley. This expansive tract of land offers a rare blend of natural diversity and Southern tranquility--featuring a mix of hardwoods, clusters of mature pines, open clearings, and a stunning natural lake that remains full year-round, inviting you to fish, kayak, or simply take in the

  Bill Shields Think Real Estate

  0 Granada Dr, Chipley, FL 32428
• 

  

  /24

  $269,900

  • Land
  • 36 Acres
  • $7,497 per Acre

  TBD Nearing Hills Cir, Chipley, FL 32428

  This rare 36+/- acre parcel, located in a highly desirable neighborhood just outside the city limits, offers the perfect blend of seclusion and convenience. Situated on a paved road with the amenities of town just minutes away, it's an ideal spot to build your forever home. The property is wooded with a mixture of hardwoods, including beautiful red oaks, providing privacy and a peaceful natural

  Denise Myers Elite Realty

  TBD Nearing Hills Cir, Chipley, FL 32428
• 

  

  /43

  $299,000

  • 4 Beds
  • 2 Baths
  • 1,889 Sq Ft

  2295 Deadening Rd, Chipley, FL 32428

  Welcome to 2295 Deadening Rd. in Chipley, FL. A stunning 4-Bedroom All Brick Home Loaded with Upgrades in the popular and bustling Sunny Hills SubmissiveSubdivision.This beautifully updated 4-bedroom, 2-bath all-brick corner lot home nestled on a quiet street in Chipley, FL, perfectly blends modern convenience with classic charm. This move-in ready property boasts raised ceilings, elegant crown

  Tyler Everett Performance Realty

  2295 Deadening Rd, Chipley, FL 32428
• 

  

  /28

  $249,000

  • 3 Beds
  • 2 Baths
  • 1,945 Sq Ft

  5019 Grassy Pond Rd, Chipley, FL 32428

  Enjoy the space and freedom of country living with the added perk of a private lake community. Located in Lakeview Estates, this well-cared-for 3 bedroom, 2 bathroom Jacobson home offers a practical layout with an open living area, split bedroom design, and a generously sized laundry room with extra storage. Horses are allowed in this community!!The kitchen offers plenty of cabinet and counter

  The Wheeler Sauls Collective Salty Marlin Realty LLC

  5019 Grassy Pond Rd, Chipley, FL 32428
• 

  

  /44

  $285,000

  • 4 Beds
  • 3 Baths
  • 2,736 Sq Ft

  1324 Coggin Ave, Chipley, FL 32428

  Looking for a slice of history? Look no further! Construction on this timeless home began in 1899 and was completed in 1902, offering a rare opportunity to own a piece of the past. Bursting with historical charm, the home features classic details like a clawfoot tub, a wood-burning stove in the downstairs sitting area, and a fireplace with gas logs in the living room. The main level includes a

  Cindy Birge Elite Realty

  1324 Coggin Ave, Chipley, FL 32428
• 

  

  /37

  $275,000

  • 4 Beds
  • 3 Baths
  • 2,370 Sq Ft

  1841 Ledger Rd, Chipley, FL 32428

  Charming Country Living on 5 Acres!Welcome to your peaceful retreat in the heart of Washington County! Nestled on 5 beautiful acres, this well-maintained mobile home offers the perfect blend of privacy, space, and country charm. Located at 1841 Ledger Rd, Chipley, FL, this property is ideal for those seeking room to roam, garden, or simply enjoy the quiet rural lifestyle.Built with top quality

  Coralee King Beachy Beach Real Estate

  1841 Ledger Rd, Chipley, FL 32428
• 

  

  /38

  $249,999

  • 2,184 Sq Ft

  827 Main St, Chipley, FL 32428

  Don't miss this rare chance to own a well-established, bustling restaurant specializing in breakfast, lunch, and delightful sweets, located in the vibrant heart of downtown Chipley. With a loyal customer base and a reputation for exceptional cuisine, this business is ready for its next successful chapter. This prime location on Hwy 77 offers high visibility and accessibility, with a 2023 DOT

  Seamus O'neill SOUTHERN WAY REALTY, INC.

  827 Main St, Chipley, FL 32428
• 

  

  /67

  $224,999

  • 4 Beds
  • 1.5 Baths
  • 1,824 Sq Ft

  1652 Sunny Hills Blvd, Chipley, FL 32428

  Looking for room to grow? This charming 4-bedroom, 1.5-bath home sits on a desirable corner lot in the heart of Sunny Hills and is perfect for anyone needing a larger home with plenty of space inside and out. The metal roof adds long-term durability and peace of mind, while the covered front porch welcomes you to sit and relax.Step inside to a freshly painted interior featuring beautiful wood,

  Denise Myers Elite Realty

  1652 Sunny Hills Blvd, Chipley, FL 32428
• 

  

  /52

  $274,900

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

  1764 Clayton Rd, Chipley, FL 32428

  Just What You've Been Looking For - Fully Furnished & Move-In Ready! This charming double-wide home on a couple of acres offers the perfect blend of comfort, functionality, and country living--just minutes from town!Step onto the inviting open front porch and enjoy peaceful mornings, or retreat to the covered deck with an open patio in the back for relaxing evenings. The outdoor space is ideal

  Denise Myers Elite Realty

  1764 Clayton Rd, Chipley, FL 32428
• 

  

  /13

  $274,900

  • Land
  • 16 Acres
  • $16,917 per Acre

  000 Plum Ave, Chipley, FL 32428

  Introducing a developer's dream located within the city limits in Washington County's sole Opportunity Zone, offering substantial tax advantages for developers. This 14.8-acre parcel is poised for transformation into a vibrant residential community, designed to accommodate 28 single-family homes. Known as The Orchard subdivision, this project is in the initial stages and will require approval

  Cindy Birge Elite Realty

  000 Plum Ave, Chipley, FL 32428
• 

  

  /43

  $209,900

  • 4 Beds
  • 2 Baths
  • 1,800 Sq Ft

  1026 Florida 277, Chipley, FL 32428

  Welcome to 1026 Highway 277, a beautifully maintained double-wide mobile home situated on a spacious 1-acre lot with the convenience of a paved highway. This 3-bedroom, 2-bathroom home also includes an office that can easily serve as a 4th bedroom, offering versatility and functionality.The home features a new roof installed in 2022, providing peace of mind and long-term durability. Inside,

  Cindy Birge Elite Realty

  1026 Florida 277, Chipley, FL 32428
• 

  

  /23

  $229,900

  • 3 Beds
  • 2 Baths
  • 1,725 Sq Ft

  3953 Kinlock Dr, Chipley, FL 32428

  5k buyer credit *Renovated Home located in Sunny Hills Unit #4 Subdivision in Chipley, Come see the updates to home including, New Kitchen, with granite and stainless appliances, New Paint inside & Out. New Flooring throughout the home, new fans and lights, new interior doors, Updated baths, New Roof/AC and Water Heater. Updated Landscaping. Come by and see what has been done. Perfect starter

  Edward Thornburg, Jr. Bay Living Inc

  3953 Kinlock Dr, Chipley, FL 32428
• 

  

  /34

  $294,000

  • 4 Beds
  • 2 Baths
  • 2,340 Sq Ft

  844 Alford Rd, Chipley, FL 32428

  A must see!! Very nice spacious home with 4 Bdrms 3 Bths. Has a very large laundry room with its own sink and plenty of cabinet space.The kitchen has plenty of room to cook and a very large pantry for storing food. The master has a tile showing and also a soaking tub. All bedrooms are large size. with three rooms on one side and master on the other end.Has a family room in the back and a living

  Wayne Hamilton CENTURY 21 Sunny South Properties

  844 Alford Rd, Chipley, FL 32428
• 

  

  /58

  $210,000

  • 3 Beds
  • 3 Baths
  • 1,540 Sq Ft

  1156 Chance Rd, Chipley, FL 32428

  Need some space? Extra living arrangement? Accessory dwelling unit? Air BnB? On-site rental? Multi generational living? This property can check all the boxes! Beautiful 4 acres! Super cute 2 bedroom, 2 bath manufactured home. And, a detached cottage with 1 bedroom, 1 bath (renovation needs completion). Close to town but has a great country feel. You'd be hard pressed to find a prettier piece of

  Jessica Albritton Beachy Beach Real Estate

  1156 Chance Rd, Chipley, FL 32428
• 

  

  /30

  $290,000

  • 3 Beds
  • 3 Baths
  • 1,620 Sq Ft

  2303 Radcliff Cir, Chipley, FL 32428

  30 acres of beautiful land with investment home! Plenty of pasture land for horses, cows, or goats. All fenced and crossed fenced. Lake frontage also! The home is built to last but suffered from the over abundance of rainfall in 2018-2019. Renovate the downstairs and you'll be in paradise! This property is only 20 minutes from Panama City and 35 minutes from Panama City Beach.

  Hollie and Eren Counts Real Estate Group

  2303 Radcliff Cir, Chipley, FL 32428
• 

  

  /35

  $220,000

  • 3 Beds
  • 2 Baths
  • 2,662 Sq Ft

  3004 Caroline Dr, Chipley, FL 32428

  Back on the Market, No Fault of the Sellers.Welcome to 3004 Caroline Drive. This stunning property offer a split-bedroom floor plan with an abundance of space! Enjoy living and family rooms, a dedicated office space, and a heated & cooled Florida room, all in adddition to a screened-in porch including a 12x30 shed in yard. Sitting on 1.18 acres fully fenced, beautifully maintained land, this home

  Jessica Wilson Counts Real Estate Group Inc

  3004 Caroline Dr, Chipley, FL 32428
• 

  

  /34

  $215,000

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

  3910 Merger Dr, Chipley, FL 32428

  Welcome to 3910 Merger Dr. This home is a MUST SEE, located in the Sunny Hills subdivision and boasts 2 bedrooms, 2 bathrooms and a large bonus room that is currently being used as a third bedroom. This could be used as a second living room, play room or man cave. It overlooks the massive deck and fenced in back yard. The roof was replaced in 2019, AC was serviced in 2024 and a new box was built

  Heather Taggart Realty One of Northwest Florida LLC

  3910 Merger Dr, Chipley, FL 32428
• 

  

  /5

  $275,000

  • Land
  • 2.48 Acres
  • $110,887 per Acre

  5750 Highway 77, Chipley, FL 32428

  Please come take at this property that is located on a very busy Highway for travelers heading to the wonderful beaches of the panhandle of Florida. Perfect place for a restaurant or that gas/service station to attract all visitors. Please give Kevin Goolsby a text or call at 850-685-2104 with any questions.

  John Goolsby Keller Williams Realty Navarre

  5750 Highway 77, Chipley, FL 32428
• 

  

  /59

  $275,000

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

  2359 Pioneer Rd, Chipley, FL 32428

  PRICE DROP $25,000 5/6/2025MOTIVATED SELLER!!!Nestled in the serene countryside of Wausau, Florida, this remarkable property offers the perfect blend of functionality, comfort, and tranquility. With two expansive storage buildings and a charming mobile home, this estate is ideal for anyone seeking a peaceful retreat while also providing ample space for business endeavors or personal

  Daniel Raffield Empire Real Estate of Florida LLC

  2359 Pioneer Rd, Chipley, FL 32428
• 

  

  /38

  $235,999

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

  748 3rd St, Chipley, FL 32428

  Check out this cedar sided 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! There is also a large back deck for grilling and entertaining. The back yard is completely fenced and has a chicken

  Misty Curtis Anchor Realty Florida

  748 3rd St, Chipley, FL 32428
• 

  

  /20

  $219,900

  • Land
  • 1.69 Acres
  • $130,118 per Acre

  2825 Summer Dr, Chipley, FL 32428

  STUNNING WATERFRONT LOT on Spring Lake in Southern Washington County, FL, featuring 150 feet of pristine, sandy beach. The upper area is beautifully shaded by large oak trees, perfect for enjoying warm sunny days. This vacation homesite includes a 24 ft by 48 ft RV port built in 2021, which currently houses a lightly used 48 ft Jayco fifth wheel camper with four slideouts (please note: while the

  Amanda Peel SOUTHERN WAY REALTY, INC.

  2825 Summer Dr, Chipley, FL 32428
• 

  

  /24

  $260,000

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft

  401 Red Deer Rd, Chipley, FL 32428

  Dreaming of a serene country lifestyle with the freedom to explore outdoor hobbies and embrace nature's tranquility? Discover your personal paradise on this expansive, nearly 6-acre haven, offering the perfect blend of pastoral charm and modern living. At the heart of this idyllic retreat lies a 2020 double-wide home, meticulously designed with three bedrooms and two bathrooms, all freshly

  Khuslen Erkhbayar World Impact Real Estate

  401 Red Deer Rd, Chipley, FL 32428
• 

  /2

  $275,000

  • Land
  • 40 Acres
  • $6,875 per Acre

  N/A Moss Hill Rd, Chipley, FL 32428

  40-acre parcel in Washington County, FL. for sale. Prime for hunting or outdoorsman. The parcel is located directly next to the local hunting club! Don't miss your chance to grab this acreage while it lasts!

  Andrew McIntosh Critchley & Associates Realty

  N/A Moss Hill Rd, Chipley, FL 32428
• 

  /2

  $250,000

  • 4 Beds
  • 2 Baths
  • 2,052 Sq Ft

  4494 Leisure Lakes Dr, Chipley, FL 32428

  Coastal Vibes Luxury Beach Group Gulf Life Real Estate Inc

  4494 Leisure Lakes Dr, Chipley, FL 32428

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