Headland, AL Houses for Sale

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  /13

  $6,750,000

  • 1 Bed
  • 1 Bath
  • 1,200 Sq Ft

  0 County Road 17, Headland, AL 36345

  This property has been owned by the same family for over 50 years. This property is some of the best farm, ranch, and managed timberland in Alabama. Irrigation could be added. If converted to maximum acres of pasture estimated 900 acres may be possible. The property is in a growing area for high-end home developments as well. A very well-maintained house, meeting venue, or caretaker's residence

  William Simmons National Land Realty, Southeastern Alabama

  0 County Road 17, Headland, AL 36345
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  /44

  $330,000

  • 3 Beds
  • 2.5 Baths
  • 3,200 Sq Ft

  1256 County Road 11, Headland, AL 36345

  Enjoy the best of both worlds with this beautifully updated home, tucked away on a secluded 1.21 acre lot in the Headland School District—just minutes from Headland and a short drive to Dothan. Inside, you'll love the remodeled kitchen with stunning Quartzite countertops, stainless steel appliances, and a large open floor plan perfect for entertaining. A wall of built-in cabinetry adds both charm

  Kelly Woodham Forrest & Fields, Inc.

  1256 County Road 11, Headland, AL 36345
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  /15

  $309,900

  • 4 Beds
  • 3 Baths
  • 2,088 Sq Ft

  106 Cobblestone Dr, Headland, AL 36345

  Spacious 4 BR/3 bath home with open floor plan conveniently located in the heart of Headland in Trace Manor! This home features hardwood flooring, granite countertops throughout home, tile showers in all 3 bathrooms, mud room area, large walk in closet in master bedroom that connects directly to laundry room, multiple areas of storage, and gas/TV hookup from back screened in patio perfect for

  Brandon Phillips Keller Williams Southeast Alabama

  106 Cobblestone Dr, Headland, AL 36345
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  /60

  $375,000

  • 6 Beds
  • 3 Baths
  • 2,884 Sq Ft

  208 Willow Oaks Dr, Headland, AL 36345

  Welcome to this stunning 6-bedroom, 3-bathroom home nestled in the peaceful Willow Oaks subdivision in Headland. Sitting on a beautifully landscaped 0.78-acre lot, this spacious property offers a perfect blend of comfort, functionality, and privacy. Step inside to find an open split-bedroom floor plan with soaring vaulted ceilings in the living room and rich hardwood bamboo floors throughout the

  Kelly Woodham Forrest & Fields, Inc.

  208 Willow Oaks Dr, Headland, AL 36345
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  /20

  $310,000

  • 4 Beds
  • 2 Baths
  • 2,271 Sq Ft

  102 Weeping Willow Trail, Headland, AL 36345

  Spacious 4-Bedroom Home Near Headland Country Club! Discover this beautifully designed 4-bedroom, 2-bath home offering comfort, space, and convenience in a prime location! The inviting living room seamlessly flows into the eat-in kitchen and dining area, creating the perfect space for gatherings and everyday living. The primary bathroom is a true retreat, featuring his and her closets, a

  Ben Jimmerson 1st Class Real Estate Wiregrass

  102 Weeping Willow Trail, Headland, AL 36345
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  /60

  $427,500

  • 3 Beds
  • 2 Baths
  • 2,384 Sq Ft

  101 Riveredge Ct, Headland, AL 36345

  Simply amazing home...you have to see it to believe it. Corner lot in gated community with incredible landscaping, fountains, aluminum fencing in the rear, beautiful beds and Old Glory hanging in the corner. Updates throughout with fresh new paint in 2019 and both bathrooms remodeled. As you walk in, the foyer & grand room have 12ft ceilings & dining room has 13 ft ceilings for an amazing

  Charles Buntin Tom West Company, Inc.

  101 Riveredge Ct, Headland, AL 36345
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  /64

  $349,900

  • 3 Beds
  • 2 Baths
  • 2,470 Sq Ft

  104 Huntington Dr, Headland, AL 36345

  Honey, I'm home!! Say these words and make it the truth! This is where your family will make treasured memories together. HEADLAND living with the nearness of Dothan, Ozark, and Abbeville, Come on home to this corner lot with so many distinctive added touches. You will love the open floor plan showcasing a breakfast area looking onto a "secret patio" that beckons you to enjoy a quiet morning cup

  Tara Grant Century 21 James Grant Realty

  104 Huntington Dr, Headland, AL 36345
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  /39

  $445,000

  • 4 Beds
  • 2 Baths
  • 2,193 Sq Ft

  1456 State Highway 134 E, Headland, AL 36345

  This stunning 4 bed, 2 bath custom-built home offers 2,193 sq ft of well-designed living space, set on a peaceful, secluded 3-acre lot with mature pecan trees. The home features durable laminate and tile flooring throughout, a split-bedroom layout for privacy, and a huge walk-in pantry. The second bathroom includes double vanities and a separate water closet. Dark wood cabinets, stainless steel

  Kelly Woodham Forrest & Fields, Inc.

  1456 State Highway 134 E, Headland, AL 36345
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  /19

  $335,400 Open Sun 2PM - 4PM

  • 4 Beds
  • 2 Baths
  • 1,830 Sq Ft

  207 Heritage Way, Headland, AL 36345

  New Construction in Headland. Lot 20 Heritage Ridge Subdivision is one of the extra-large premium lots at 1.71-acres. (Listings are added to MLS before construction begins). Granite Countertops throughout, Eat-In Kitchen has Island, Walk-In Pantry. Master Bath has separate tub and walk-in shower. 9 ft ceilings with 10 ft tray in Great Room and Master Bedroom. All bedrooms have ceiling fans.

  Jim McGhee Weichert Realtors JBR Legacy Group

  207 Heritage Way, Headland, AL 36345
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  /2

  $340,900 New Construction

  • 4 Beds
  • 3 Baths
  • 1,942 Sq Ft

  305 Heritage Way, Headland, AL 36345

  Welcome to the Madison, a new home floor plan at our Creek Ridge Community in Headland Alabama. The Madison is one of our many featured one-story homes at the beautiful community. When you walk into the home, you are greeted by a long hallway that is the center point for bedrooms, the laundry room and garage, and leads to the open living room and kitchen. Beautiful LVP flooring lines the main

  Jeff Swayze DHI Realty

  305 Heritage Way, Headland, AL 36345
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  /35

  $331,900 New Construction

  • 4 Beds
  • 2 Baths
  • 1,774 Sq Ft

  107 Creekridge St, Headland, AL 36345

  Welcome to 107 Creekridge Street Headland, AL 36345.The Rhett is one of our single-story floorplans featured in our Creekridge community in Headland Alabama. This beautiful home is a single-level layout that offers a practical design with 4-bedrooms and 2-bathrooms with over 1,800 square feet. As you enter the home, to one side, there are two bedrooms with a guest bathroom positioned between

  Jeff Swayze DHI Realty

  107 Creekridge St, Headland, AL 36345
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  /2

  $336,900 New Construction

  • 4 Beds
  • 3 Baths
  • 1,942 Sq Ft

  105 Creekridge St, Headland, AL 36345

  Welcome to 105 Creekridge Street Headland, AL 36345 in our Creekridge community. The Madison floorplan is a new home floor plan at our Creek Ridge Community in Headland Alabama. The Madison is one of our many featured one-story homes at the beautiful community. When you walk into the home, you are greeted by a long hallway that is the center point for bedrooms, the laundry room and garage, and

  Jeff Swayze DHI Realty

  105 Creekridge St, Headland, AL 36345
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  /35

  $331,900 New Construction

  • 4 Beds
  • 2 Baths
  • 1,774 Sq Ft

  101 Creekridge St, Headland, AL 36345

  Welcome to 101 Creekridge Street Headland, AL 36345.The Rhett is one of our single-story floorplans featured in our Creekridge community in Headland Alabama. This beautiful home is a single-level layout that offers a practical design with 4-bedrooms and 2-bathrooms with over 1,800 square feet. As you enter the home, to one side, there are two bedrooms with a guest bathroom positioned between

  Jeff Swayze DHI Realty

  101 Creekridge St, Headland, AL 36345
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  /11

  $319,500 New Construction

  • 4 Beds
  • 2 Baths
  • 1,850 Sq Ft

  108 Weeping Willow Trail, Headland, AL 36345

  Discover this stunning new construction in Willow Walk Subdivision, featuring a desirable split-bedroom floor plan with 4 bedrooms, 2 baths, and an open-concept living space. Step inside from the covered front porch into a welcoming foyer that leads to a spacious living room with an electric fireplace, perfect for cozy gatherings. The gourmet kitchen offers stainless steel appliances, granite

  Headland Home Team Berkshire Hathaway HomeServices Showcase Properties

  108 Weeping Willow Trail, Headland, AL 36345
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  /34

  $327,900 New Construction

  • 4 Beds
  • 2 Baths
  • 1,835 Sq Ft

  324 Heritage Way, Headland, AL 36345

  The Rhett is one of our single-story floorplans featured in our Heritage Ridge community in Headland, Alabama. This beautiful home is a single-level layout that offers a practical design with 4-bedrooms and 2-bathrooms with over 1,800 square feet. As you enter the home, to one side, there are two bedrooms with a guest bathroom positioned between them. Slightly down on the opposing wall provides

  Jeff Swayze DHI Realty

  324 Heritage Way, Headland, AL 36345
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  /54

  $329,400 New Construction

  • 4 Beds
  • 2 Baths
  • 1,835 Sq Ft

  328 Heritage Way, Headland, AL 36345

  The Rhett is one of our single-story floorplans featured in our Heritage Ridge community in Headland, Alabama. This beautiful home is a single-level layout that offers a practical design with 4-bedrooms and 2-bathrooms with over 1,800 square feet. As you enter the home, to one side, there are two bedrooms with a guest bathroom positioned between them. Slightly down on the opposing wall provides

  Jeff Swayze DHI Realty

  328 Heritage Way, Headland, AL 36345
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  /31

  $327,900 New Construction

  • 4 Beds
  • 2 Baths
  • 1,835 Sq Ft

  317 Heritage Way, Headland, AL 36345

  The Rhett is one of our single-story floorplans featured in our Heritage Ridge community in Headland, Alabama. This beautiful home is a single-level layout that offers a practical design with 4-bedrooms and 2-bathrooms with over 1,800 square feet. As you enter the home, to one side, there are two bedrooms with a guest bathroom positioned between them. Slightly down on the opposing wall provides

  Jeff Swayze DHI Realty

  317 Heritage Way, Headland, AL 36345
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  /59

  $599,900

  • 4 Beds
  • 3.5 Baths
  • 3,327 Sq Ft

  2230 County Road 16, Headland, AL 36345

  Beautiful estate on 8 acres. This home is set in a serene rural setting. It boasts of 4 bedrooms and 3.5 bath, with a family room with high cathedral ceilings that opens to the kitchen and a double sided fireplace that leads to the sunroom. Also includes tons of storage, an office, a large bonus room, approx 50 pecan trees and a beautiful enclosed pool just in time for the summer. This home is

  Keisha McKissic KMac Realty Group

  2230 County Road 16, Headland, AL 36345
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  /56

  $225,000

  • 3 Beds
  • 1.5 Baths
  • 1,839 Sq Ft

  515 E Church St, Headland, AL 36345

  Nestled on a spacious 1-acre lot, this charming 3-bedroom, 1.5-bathroom home offers 1,839 sq ft of comfortable living space. Built in 1957, the property features a welcoming layout with plenty of room for relaxation and entertainment. The home includes a 2-car covered, attached carport, providing convenience and protection from the elements. Recent updates include a brand-new HVAC system

  Shelly Sapp United Country Properties South

  515 E Church St, Headland, AL 36345
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  /28

  $229,000

  • 3 Beds
  • 2 Baths
  • 1,503 Sq Ft

  107 Village Ln, Headland, AL 36345

  A PLACE TO HANG YOUR HEART IN HEADLAND!This Home, Nestled Among Towering Trees, Says Welcome the Minute You Step Into the Foyer - Spacious Open Grandroom and Dining Room Perfect for Evenings with Family or Weekends with Friends - Bright White Kitchen Showcases Over Cabinet Display Area, Stylish Stainless & Black Appliances, Granite Countertops and Pantry - Bay Window in the Cozy Breakfast Nook

  Team Heisler HEISLER HOMES AND REALTY

  107 Village Ln, Headland, AL 36345
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  /2

  $240,000

  • 3 Beds
  • 2 Baths
  • 1,420 Sq Ft

  301 & 404 Terrace Dr, Headland, AL 36345

  PACKAGE DEAL. 301 and 404 Terrace Drive, Headland, AL. Owner wants to sell both houses together. $240,000 for both. Both have long term renters. Both have new roofs. 301 is a 3/2, 404 is a 4/2. CH&A. Please schedule showings on Tuesdays. TENANT OCCUPIED

  Mickey Walker Walker Realty, Inc.

  301 & 404 Terrace Dr, Headland, AL 36345
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  /35

  $265,500

  • 3 Beds
  • 2 Baths
  • 1,676 Sq Ft

  108 Lake Ln, Headland, AL 36345

  Welcome to this like-new, move-in-ready brick home nestled in the heart of charming Headland, Alabama. Enjoy the best of small-town living with all the modern conveniences -- just 8 miles from Dothan!This beautifully maintained home features an open floor plan with stunning wood flooring throughout the main living areas. The spacious living room flows seamlessly into a separate dining

  Lane Blanford Wiregrass Home Team

  108 Lake Ln, Headland, AL 36345
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  /42

  $130,500

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

  505 Cleveland St, Headland, AL 36345

  Charming home on a large lot conveniently located within walking distance to Downtown Square and Headland High School. NEW HVAC, Metal roof 6 yrs old, one outbuilding remains, bonus room, separate dining room.

  Stacey Capps Ingram Realty, LLC

  505 Cleveland St, Headland, AL 36345
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  /21

  $449,999

  • 4 Beds
  • 3 Baths
  • 2,388 Sq Ft

  2087 County Road 15, Headland, AL 36345

  Newly renovated home, located on the quiet street of County Road 15. This home is located on 2.14 acres, featuring a spacious subdivision feel, without the HOA fees. Renovations include a new driveway connecting to a detached 3 car garage. An aluminum black iron style fence, perfect for your pets. The kitchen has updated quartz countertops and appliances. The gas fireplace features

  Cliff Glansen FlatFee.com

  2087 County Road 15, Headland, AL 36345
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  /100

  $749,999

  • 5 Beds
  • 4 Baths
  • 3,250 Sq Ft

  3405 County Road 22, Headland, AL 36345

  Stunning 5-Bedroom Home on 8 Acres – Headland, AL Paradise! Welcome to your dream retreat in Headland, Alabama! Nestled on 8 pristine acres in one of the area's most desirable locations, this spacious 5-bedroom, 2 full bath, 2 half bath home offers the perfect blend of privacy, luxury, and Southern charm. Step inside to an inviting foyer that opens into a well-designed floor plan—ideal for

  Kyler Harpe Keller Williams Southeast Alabama

  3405 County Road 22, Headland, AL 36345
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  /20

  $210,000

  • 3 Beds
  • 2 Baths
  • 1,900 Sq Ft

  405 Cleveland St, Headland, AL 36345

  Welcome to this beautifully updated cottage-style home!This charming property offers a spacious front porch and stunning curb appeal with mature landscaping. Inside, you'll find original hardwood floors, a bright and airy living space with a cozy fireplace, and large windows providing ample natural light.The kitchen and dining areas are ready for your personal touch, perfect for entertaining or

  Lily Mendoza Weichert Realtors JBR Legacy Group

  405 Cleveland St, Headland, AL 36345
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  /35

  $209,900

  • 3 Beds
  • 2 Baths
  • 1,878 Sq Ft

  208 Forrest St, Headland, AL 36345

  Discover the blend of classic charm and modern convenience in this beautifully updated 3-bedroom, 2-bath home! Nestled on a spacious, fenced-in lot, this property offers both privacy and room to roam. From the moment you step onto the inviting front porch, you'll feel at home. Inside, enjoy a versatile layout with multiple living areas, including a cozy den, a bright living room, and a dedicated

  Kelly Woodham Forrest & Fields, Inc.

  208 Forrest St, Headland, AL 36345
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  /53

  $447,500

  • 3 Beds
  • 2 Baths
  • 1,870 Sq Ft

  516 County Road 19, Headland, AL 36345

  MOTIVATED SELLER: This stunning custom brick home, built in 2021, is nestled on nearly 11 acres with trails and abundant wildlife. Offering 1,870 SF of living space, it includes 3 bedrooms, 2 baths, and an oversized laundry room with a sink and extra storage. The open-concept living area features a vaulted ceiling, natural light, dimmable recessed lighting, and LVP flooring throughout. The

  Becky Walker, REALTOR MRP C2EX Keller Williams Southeast Alabama

  516 County Road 19, Headland, AL 36345
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  /34

  $265,000

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

  104 Sue Ellen, Headland, AL 36345

  Looking for a great new home in Headland, Look no further Four bedrooms and two baths. Home was built last year and had a renter in it for a few months.

  Troy Silva Ludlam-Silva Realty

  104 Sue Ellen, Headland, AL 36345
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  /73

  $1,100,000

  • 6 Beds
  • 4 Baths
  • 4,200 Sq Ft

  4837 E County 22, Headland, AL 36345

  Set on a breathtaking 41-acre estate, this modern farmhouse, completed in 2021, perfectly marries contemporary design with the rustic charm of the countryside. Boasting 4,200 square feet of thoughtfully designed living space, this home features six spacious bedrooms and four elegantly appointed bathrooms, making it ideal for family living or entertaining guests. The home showcases a striking

  Bobby Searcy Keller Williams Southeast Alabama

  4837 E County 22, Headland, AL 36345
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  /32

  $224,500

  • 3 Beds
  • 2 Baths
  • 1,580 Sq Ft

  1721 County Road 44, Headland, AL 36345

  Charming 3 bedroom, 2 bath home boasting 1,580 sq.ft. of living space on 1.5 acres of serene countryside. Originally built in 1960, this home has been thoughtfully updated to blend classic charm with modern comforts. Enjoy newer cabinets, stylish flooring, updated appliances, modern light fixtures, and energy efficient windows. Floors are wood, carpet, tile & slate. The spacious kitchen

  TRISH ELLIOTT Lan Darty Real Estate & Development

  1721 County Road 44, Headland, AL 36345
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  /61

  $698,500

  • 3 Beds
  • 5 Baths
  • 3,270 Sq Ft

  1085 County Road 122, Headland, AL 36345

  Private custom home on 10 acres in Headland, AL. with luxury & comfort in mind. 3270 Heated/Cooled SF with a Split floor plan. Features 3 bedrooms, 3 full bathrooms, 1 half bath on the main floor, and a bonus room upstairs with a half bathroom. Walk in the front door into a big foyer with the library on one side & office on the other. Gourmet kitchen with custom cabinets, big drawers, gas stove

  Carrie Blankenship Weichert Realtors JBR Legacy Group

  1085 County Road 122, Headland, AL 36345
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  /42

  $479,000

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

  1700 Strickland Rd (5 Acres), Headland, AL 36345

  WOW-WOW-WOW HEADLAND BEAUTY! 1700 Strickland Road, Headland, Alabama. The house has 3 bedrooms and 3 1/2 bathrooms and is an open spacious house, with master bedroom split from other rooms. Located just 2 miles off 431. This Beautiful Property has everything you could need or want, including an inground swimming pool w/diving board (liner recently replaced) This parcel is 5 ACRES, flat and

  Sabrina Roy STAR Realty

  1700 Strickland Rd (5 Acres), Headland, AL 36345
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  /28

  $190,000

  • 3 Beds
  • 2 Baths
  • 1,596 Sq Ft

  403 S Main St, Headland, AL 36345

  Nestled in the heart of Headland, this delightful 3-bedroom, 2-bathroom home combines vintage charm with modern updates. Featuring original shiplap walls and hardwood floors in parts of the home, it exudes character and warmth. The updated hall bathroom, new roof (2019), new HVAC (2022), and new attic insulation (2024) ensure comfort and peace of mind for years to come. Enjoy the tastefully

  Clear To Close Group Century 21 James Grant Realty

  403 S Main St, Headland, AL 36345
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  /11

  $135,000

  • 3 Beds
  • 2 Baths
  • 1,100 Sq Ft

  296 County Road 250, Headland, AL 36345

  Brick home and 3 lots. Convenient to Headland, Dothan, and Abbeville. Large closed in back porch, several outbuilding, 2 carports and plenty of room to expand!

  Mickey Walker Walker Realty, Inc.

  296 County Road 250, Headland, AL 36345
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  /57

  $263,400 New Construction

  • 4 Beds
  • 2 Baths
  • 1,787 Sq Ft

  104 Asher Cir, Headland, AL 36345

  The Cali is one of our single-story floorplans featured in our Sagebrush community in Headland, Alabama. This beautiful home is a single-level layout that offers a practical design with 4-bedrooms and 2-bathrooms with over 1,700 square feet. As you enter the home, to one side, there are two bedrooms with a guest bathroom positioned between them. Slightly down on the opposing wall provides access

  Jeff Swayze DHI Realty

  104 Asher Cir, Headland, AL 36345
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  /39

  $243,400 New Construction

  • 4 Beds
  • 2 Baths
  • 1,497 Sq Ft

  106 Asher Cir, Headland, AL 36345

  Step into the Freeport, one of our floorplans we feature at our Sagebrush community in Headland, Alabama. The Freeport offers 4-bedrooms, 2-bathrooms with over 1,400 square feet of space and a 2-car garage. As you enter the home, to one side, there are two bedrooms with a guest bathroom positioned between them. Slightly down on the opposing wall provides access to the garage and a separate

  Jeff Swayze DHI Realty

  106 Asher Cir, Headland, AL 36345
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  /3

  $259,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,718 Sq Ft

  215 Wellington Way, Headland, AL 36345

  This three bedroom, two bath, new construction home is located in the new Cove on Main S/D in Headland. The home features an open floor plan, split bedroom design. The color rendering shown is a representation of the home and is not a depiction of the finished home.

  Robert Hewes Coldwell Banker/Alfred Saliba

  215 Wellington Way, Headland, AL 36345
• 

  

  /3

  $284,500 New Construction

  • 3 Beds
  • 2 Baths
  • 1,929 Sq Ft

  219 Wellington Way, Headland, AL 36345

  This three bedroom, two bath, new construction home is located in the new Cove on Main S/D in Headland. The home features an open floor plan, split bedroom design. The color rendering shown is a representation of the home and is not a depiction of the finished home.

  Robert Hewes Coldwell Banker/Alfred Saliba

  219 Wellington Way, Headland, AL 36345
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  /3

  $289,900 New Construction

  • 4 Beds
  • 2 Baths
  • 2,086 Sq Ft

  218 Wellington Way, Headland, AL 36345

  This four bedroom, two bath, new construction home is located in the new Cove on Main S/D in Headland. The home features an open floor plan, split bedroom design. The color rendering shown is a representation of the home and is not a depiction of the finished home.

  Robert Hewes Coldwell Banker/Alfred Saliba

  218 Wellington Way, Headland, AL 36345

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