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Charming Historic Home in the Heart of Headland. Enjoy the charm of historic Headland in this beautiful, sunny, and well-maintained home nestled in a welcoming, walkable neighborhood. Blending the character of a 1930s historic cottage with a spacious and comfortable layout, this home offers timeless appeal and inviting spaces to make your own. Large windows throughout fill the rooms with natural light, while beautiful wood floors and classic architectural details add warmth and character. Located just a short distance from Headland's downtown square, this home offers convenient access to local shops, the library, restaurants, schools, football games, and community events. Sidewalks and friendly neighbors make it easy to enjoy the small-town atmosphere and walkable lifestyle that make Headland so special. Property Highlights: - 3 spacious bedrooms and 2 full bathrooms - Large windows throughout for abundant natural light - Cozy decorative fireplaces in both the living room and primary bedroom - Beautiful wood floors and timeless historic character - New HVAC system installed in 2025 - Bright and inviting sunroom - Large backyard with plenty of room to relax, entertain, or garden - Landscaping replaced in 2026, featuring flowers and perennial plants for lasting beauty - Large closet offering flexible space for nursery use, additional storage, or other needs - Classic 1930s cottage architecture with charm and character throughout.

3 Beds ⋅ 2 Baths ⋅ 215321 MLS

Charming Historic Home in the Heart of Headland. Enjoy the charm of historic Headland in this beautiful, sunny, and well-maintained home nestled in a welcoming, walkable neighborhood. Blending the character of a 1930s historic cottage with a spacious and comfortable layout, this home offers timeless appeal and inviting spaces to make your own. Large windows throughout fill the rooms with natural light, while beautiful wood floors and classic architectural details add warmth and character. Located just a short distance from Headland's downtown square, this home offers convenient access to local shops, the library, restaurants, schools, football games, and community events. Sidewalks and friendly neighbors make it easy to enjoy the small-town atmosphere and walkable lifestyle that make Headland so special. Property Highlights: - 3 spacious bedrooms and 2 full bathrooms - Large windows throughout for abundant natural light - Cozy decorative fireplaces in both the living room and primary bedroom - Beautiful wood floors and timeless historic character - New HVAC system installed in 2025 - Bright and inviting sunroom - Large backyard with plenty of room to relax, entertain, or garden - Landscaping replaced in 2026, featuring flowers and perennial plants for lasting beauty - Large closet offering flexible space for nursery use, additional storage, or other needs - Classic 1930s cottage architecture with charm and character throughout.

405 Cleveland, Headland

Listing courtesy of eXp Realty LLC Landmark Real Estate.

$165,000

Bring a little coastal charm to your everyday life with this beautifully remodeled 3-bedroom, 1.5-bath home just blocks from downtown Headland! Offering 1,296 square feet of inviting living space on just over a quarter-acre lot, this home combines colorful curb appeal, modern updates, and a fantastic location. The cheerful coastal-inspired exterior, complete with a new metal roof, gives this home a personality all its own. Step inside to discover a completely refreshed interior featuring new luxury vinyl plank flooring throughout, fresh paint, new stainless-steel kitchen appliances, updated lighting and ceiling fans, and stylish new hardware. An indoor laundry area adds everyday convenience. One of this home's standout features is the upstairs front balcony—the perfect spot to enjoy your morning coffee, unwind in the evening, or simply relax and enjoy the outdoors. The welcoming covered front porch offers even more space to sit back and enjoy the Southern breeze. Located just blocks from charming downtown Headland, this property offers small-town living with schools and local amenities close by. Move-in ready, full of character, and anything but ordinary! Don't miss your opportunity to own this colorful coastal-inspired gem in Headland. Schedule your private showing today and come experience the charm for yourself!

3 Beds ⋅ 2 Baths ⋅ 215296 MLS

Bring a little coastal charm to your everyday life with this beautifully remodeled 3-bedroom, 1.5-bath home just blocks from downtown Headland! Offering 1,296 square feet of inviting living space on just over a quarter-acre lot, this home combines colorful curb appeal, modern updates, and a fantastic location. The cheerful coastal-inspired exterior, complete with a new metal roof, gives this home a personality all its own. Step inside to discover a completely refreshed interior featuring new luxury vinyl plank flooring throughout, fresh paint, new stainless-steel kitchen appliances, updated lighting and ceiling fans, and stylish new hardware. An indoor laundry area adds everyday convenience. One of this home's standout features is the upstairs front balcony—the perfect spot to enjoy your morning coffee, unwind in the evening, or simply relax and enjoy the outdoors. The welcoming covered front porch offers even more space to sit back and enjoy the Southern breeze. Located just blocks from charming downtown Headland, this property offers small-town living with schools and local amenities close by. Move-in ready, full of character, and anything but ordinary! Don't miss your opportunity to own this colorful coastal-inspired gem in Headland. Schedule your private showing today and come experience the charm for yourself!

103 Myrtle St, Headland

Listing courtesy of 1st Class Real Estate Wiregrass.

$195,500

Wonderful opportunity to own a historic Victorian-style home filled with character and timeless charm. Conveniently located adjoining Headland High School, this home features a wraparound front porch and sits on a corner lot. Inside you will find beautiful hardwood foors and soaring 12-foot ceilings that showcase the homes classic appeal. A detached garage with additional storage. The roof was replaced in 2022.

3 Beds ⋅ 2 Baths ⋅ 215275 MLS

Wonderful opportunity to own a historic Victorian-style home filled with character and timeless charm. Conveniently located adjoining Headland High School, this home features a wraparound front porch and sits on a corner lot. Inside you will find beautiful hardwood foors and soaring 12-foot ceilings that showcase the homes classic appeal. A detached garage with additional storage. The roof was replaced in 2022.

407 Cleveland St, Headland

Listing courtesy of Ingram Realty, LLC.

$249,500

Headland Schools! This stunningly updated home blends vintage charm with modern conveniences. Renovated from the studs up in 2025, it features new insulation, windows, AC, plumbing, wiring, and an updated electrical panel. The gas water heater is brand new, and the original double-sided fireplace has been beautifully restored with a mantel crafted from reclaimed house beams. The open-concept kitchen shines with new cabinets, quartz countertops, and appliances. All three bathrooms have been completely updated with new tubs, lighting, cabinets, and countertops. Brand new windows and a metal roof! Outside, the backyard offers endless possibilities, while the wraparound front porch invites seasonal decor. The original bricks repurposed as a walkway warmly welcome you home! seller is a licensed agent in the state of Alabama.

3 Beds ⋅ 3 Baths ⋅ 215136 MLS

Headland Schools! This stunningly updated home blends vintage charm with modern conveniences. Renovated from the studs up in 2025, it features new insulation, windows, AC, plumbing, wiring, and an updated electrical panel. The gas water heater is brand new, and the original double-sided fireplace has been beautifully restored with a mantel crafted from reclaimed house beams. The open-concept kitchen shines with new cabinets, quartz countertops, and appliances. All three bathrooms have been completely updated with new tubs, lighting, cabinets, and countertops. Brand new windows and a metal roof! Outside, the backyard offers endless possibilities, while the wraparound front porch invites seasonal decor. The original bricks repurposed as a walkway warmly welcome you home! seller is a licensed agent in the state of Alabama.

142 S Broad St, Newville

Listing courtesy of Tom West Company, Inc..

$249,500

Headland Schools! Historic charm meets modern comfort on over an acre! Step back to 1910 with this beautifully updated 3-bedroom, 3-bath home, offering timeless character alongside key modern updates. Enjoy peace of mind with updated windows, electrical, and plumbing, plus a kitchen featuring gorgeous granite countertops. The welcoming front porch is perfect for morning coffee or relaxing evenings in a serene setting. Outside, the expansive lot offers room for gardening, a concrete slab for additional buildings, room for entertaining, pets, or simply enjoying the privacy. With classic architecture, a spacious yard, and thoughtful upgrades, Don't miss out—schedule your showing now! Owner is a realtor in the state of Alabama

3 Beds ⋅ 3 Baths ⋅ 214945 MLS

Headland Schools! Historic charm meets modern comfort on over an acre! Step back to 1910 with this beautifully updated 3-bedroom, 3-bath home, offering timeless character alongside key modern updates. Enjoy peace of mind with updated windows, electrical, and plumbing, plus a kitchen featuring gorgeous granite countertops. The welcoming front porch is perfect for morning coffee or relaxing evenings in a serene setting. Outside, the expansive lot offers room for gardening, a concrete slab for additional buildings, room for entertaining, pets, or simply enjoying the privacy. With classic architecture, a spacious yard, and thoughtful upgrades, Don't miss out—schedule your showing now! Owner is a realtor in the state of Alabama

147 E Columbia Rd, Newville

Listing courtesy of Tom West Company, Inc..

$249,900

This character filled home offers timeless charm, and is right in the heart of Headland. Just minutes from schools, the square, shopping, restaurants, and much more, you will love the convenience of this location. Fenced backyard with in ground pool and nice screened in porch for shade, just in time for summer! Whether you are looking for your first home or a move in ready place to land.. check this one out. LOTS of recent updates to include pool liner (2022), new HVAC (2020), new windows (2013), new roof (2021), completely remodeled master bath and closet (2025) and much more!

3 Beds ⋅ 2 Baths ⋅ 213782 MLS

This character filled home offers timeless charm, and is right in the heart of Headland. Just minutes from schools, the square, shopping, restaurants, and much more, you will love the convenience of this location. Fenced backyard with in ground pool and nice screened in porch for shade, just in time for summer! Whether you are looking for your first home or a move in ready place to land.. check this one out. LOTS of recent updates to include pool liner (2022), new HVAC (2020), new windows (2013), new roof (2021), completely remodeled master bath and closet (2025) and much more!

506 Mitchell St, Headland

Listing courtesy of Lan Darty Real Estate & Development.

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