Greenwood Homes for Sale

Greenwood Homes for Sale

Welcome to Greenwood, Florida—a hidden gem nestled in the heart of Jackson County! Known for its serene landscapes and welcoming community, Greenwood offers a perfect blend of small-town charm and natural beauty. With its rich history and picturesque surroundings, this quaint town is an ideal place for families, retirees, and anyone looking to escape the hustle and bustle of city life.

Greenwood boasts a variety of outdoor recreational activities, thanks to its proximity to beautiful parks, rivers, and lakes. Nature enthusiasts will appreciate the lush greenery and vibrant wildlife that the area has to offer. Spend your weekends fishing, hiking, or simply enjoying a leisurely stroll through one of the local parks. The town’s friendly atmosphere and strong sense of community make it easy to feel at home.

For those considering a move, Greenwood has an array of homes for sale that cater to diverse lifestyles and budgets. Whether you’re searching for a cozy cottage, a spacious family home, or a charming fixer-upper, you’ll find plenty of options to suit your needs. The real estate market in Greenwood is thriving, offering competitive prices and opportunities for both first-time buyers and seasoned investors.

Don’t miss out on the chance to be part of this vibrant community! With its beautiful homes and inviting atmosphere, Greenwood, FL, is waiting for you to call it home. Explore the available properties today and discover the perfect place to create lasting memories in this delightful town!

Newest Greenwood Homes for Sale

5378 Prairieview Road, Greenwood
$289,000
3 Beds ⋅ 2 Baths ⋅ 797137 MLS
Solid, well-built stucco-over-block 3-bedroom, 2-bath home situated on 2 peaceful acres in the country, just a short drive from the small town of Greenwood in North Jackson County. Enjoy room to spread out, garden, and embrace country living, with existing water lines in place to make watering your garden easy. The property features a barn with electricity, a half bath, and a lean-to--ideal for storing lawn equipment and accommodating your outdoor needs. Enjoy the added charm of established plum, peach, and pecan trees. Inside, the bright and inviting family room features a wood-burning fireplace, recessed lighting, and a convenient closet for extra storage. If you're looking for a solid home with acreage, useful outbuildings, and room to enjoy the outdoors, this country property is worth a look!

5378 Prairieview Road, Greenwood

Listing courtesy of American Gold Realty.

5863 Catalina Lane, Greenwood
$639,999
4 Beds ⋅ 4 Baths ⋅ 796904 MLS
Welcome to Catalina Retreat! Discover the beauty of country living at this stunning 2021-built ranch-style home nestled on 11.5 acres of partially fenced and gated countryside. Offering approximately 2,670 square feet, this beautiful property features 4 bedrooms, 3.5 bathrooms, and an open-concept layout designed for comfortable living, entertaining, and enjoying Florida's natural beauty. Step outside to your private, heated and cooled saltwater inground pool, creating the perfect setting for relaxation and outdoor enjoyment. The impressive 24' x 36' pole barn features an open-air recreational space with a TV, hanging swings, a putting green, and plenty of room to gather with family and friends. A two-car garage is attached to the pole barn, providing added convenience, storage, and functionality. Equestrian and hobby-farm enthusiasts will appreciate the horse facilities, three fenced pastures, and room to enjoy a working farm lifestyle. With abundant wildlife, privacy, and acreage to explore, this property offers endless opportunities for outdoor recreation, gardening, animals, and country living. Inside, enjoy a thoughtfully designed floor plan, modern construction, and comfortable living spaces that blend functionality with country charm. Conveniently located just minutes from Marianna's shopping, dining, and schools, Catalina Retreat offers easy access to Blue Springs, Florida Caverns State Park, and the nearby Chipola River for kayaking, fishing, and outdoor adventures. Gulf Coast beaches are approximately an hour and a half away. More than a home, Catalina Retreat is a lifestyle. Enjoy the privacy of the countryside, the comfort of modern living, and the freedom to make this exceptional property your own!

5863 Catalina Lane, Greenwood

Listing courtesy of Anchor Realty Florida.

3738 Whispering Pines Circle, Greenwood
$180,000
3 Beds ⋅ 2 Baths ⋅ 796746 MLS
CURRENTLY UNDER CONTRACT, SELLER WILL CONSIDER BACKUP OFFERS Warm wood accents, pine flooring, and a setting shaded by mature trees give this 3-bedroom, 1-1/2 bath home a welcoming feel. Built in 1952, this single-story home offers approximately 1,596 square feet of heated living space and 1,886 square feet of total area. The living room features distinctive wood-paneled walls, and the wood stove adds a cozy touch and will be ready to enjoy once properly vented. The eat-in kitchen offers room to gather and a pantry for added storage. A separate dining room provides additional space for meals and entertaining. Vinyl siding, a metal roof, and central heating and air conditioning round out the home's features. Outside, a 24-by-36-foot pole barn, built in 2020, provides 864 square feet of covered space for equipment, outdoor gear, or hobbies. A 10-by-16-foot portable wood building, built in 2018, adds another 160 square feet of storage. With inviting character, useful outbuildings, and an established tree-lined setting, this property offers a place to settle in and make your own. HVAC replaced in 2023, New septic pump in 2025, Roof replaced in 2024. Option to stay is the washer/dryer, cabinet in bathroom and laundry room, two sofas and chair.

3738 Whispering Pines Circle, Greenwood

Listing courtesy of Florida Showcase Realty, LLC.

4146 Bryan Street, Greenwood
$239,000
3 Beds ⋅ 2 Baths ⋅ 795568 MLS
Welcome to this tastefully updated 3-bedroom, 2-bathroom brick home in a convenient location just south of the historic town center of Greenwood. Enjoy the charm of small-town country living with everyday conveniences nearby--walk to the grocery store & bank, and experience an area rich in history and community. This move-in-ready home features new vinyl plank flooring throughout, with new tile flooring in both bathrooms, fresh interior paint, updated light fixtures, and new appliances. Additional improvements include a new water heater, updated electrical work, and a new sliding glass door providing a smooth transition to the concrete patio. Step outside and enjoy peaceful views of the open farmland from the adjoining property. Both bathrooms have been thoughtfully updated, while the spacious bedrooms offer plenty of natural light. The location also provides easy access to nearby amenities and recreation. Marianna's schools and shopping are just a short drive away, while major shopping in Dothan is approximately 30 minutes north via Hwy 71, with Publix conveniently located at the circle. For outdoor enthusiasts, the Chipola River at the Bellamy Bridge area is just a short drive west via Hwy 162, offering opportunities to enjoy the area's natural beauty, fishing, and hiking. A great opportunity to enjoy a comfortable, updated home in a historic small-town setting.

4146 Bryan Street, Greenwood

Listing courtesy of American Gold Realty.

5403 Pollie Lane, Greenwood
$175,000
3 Beds ⋅ 2 Baths ⋅ 794822 MLS
Adorable brick home offering comfortable country living at its best. This charming 3-bedroom, 2-full-bath residence features a practical split floor plan that gives the primary suite extra privacy. The master bedroom includes its own ensuite bathroom. The kitchen is designed for everyday living and entertaining, with plenty of cabinets and counter space, a dining room just off the kitchen, and a convenient laundry room nearby. An extra bonus room adds valuable flexibility--use it as a second living area, home office, playroom, or whatever your household needs most. A warm, functional layout in a setting that feels like true country living. Brand new LVP flooring and carpet and fresh paint throughout!

5403 Pollie Lane, Greenwood

Listing courtesy of LPT Realty LLC.

5744 Fort Road, Greenwood
$250,000
3 Beds ⋅ 2 Baths ⋅ 786421 MLS
Brand-New Feel. Peaceful Acre. Zero Wear. Welcome to a rare opportunity in Greenwood -- a 2020-built home that has never been lived in, offering the experience of new construction without the wait. Set on a fully fenced 1-acre homesite just off a paved road, this property delivers the quiet country lifestyle buyers crave with space to breathe and room to make it your own. Step inside to an open, easy-flow layout designed for everyday comfort and effortless living. Natural light fills the main living spaces, where durable LVP flooring offers style and low-maintenance practicality. The kitchen connects seamlessly to the living and dining areas, creating a welcoming environment for gathering, relaxing, and daily life. The primary suite provides a comfortable retreat featuring a walk-in closet and a tiled tub/shower combination with built-in seating. Two additional bedrooms offer flexibility for guests, work-from-home needs, or hobbies. Why Buyers Love This Property: -Never occupied -- fresh, clean, and move-in ready -Fully fenced 1-acre homesite with peaceful country setting -Covered front porch for relaxing outdoor living -Durable LVP flooring in main areas + tile in baths and laundry -Spacious laundry room with extra storage potential -Stucco and stone exterior on slab foundation -Well and septic system -Plenty of on-site parking with room for vehicles, equipment, or future improvements If you've been searching for space, privacy, and a like-new home without construction timelines, this property delivers a rare combination of simplicity, freedom, and value.

5744 Fort Road, Greenwood

Listing courtesy of Corcoran Reverie.

5114 Knapp Street, Greenwood
$175,500
3 Beds ⋅ 2 Baths ⋅ 782995 MLS
Start making new memories at 5114 Kapp Street, Greenwood Florida. This 3 Bedroom 2 Bath Brick home can be yours to kick off the new year. With 1350 square feet, a Cozy Living room and an additional den to give your family the space it needs. Relax on the deck and watch the kids play in the backyard. Located on a quiet street with easy access to Blue Springs park, The Florida State Caverns or easy access to Dothan Alabama. This home can be yours today. Call for more information.

5114 Knapp Street, Greenwood

Listing courtesy of Indian Springs Real Estate.

5137 Fort/Hwy 69 Road Road, Greenwood
$99,000
4 Beds ⋅ 2 Baths ⋅ 781808 MLS
If you're looking for authentic farmhouse charm - this is it! Nestled on a beautiful 1± acre lot in the heart of Greenwood, this timeless treasure offers the perfect blend of history, character, and potential. Step inside to find original hardwood floors, 10-foot ceilings, and all the vintage details that make classic farmhouses so special. With just a few thoughtful updates, this home could easily become a showstopping retreat -- a place where character meets modern comfort. From the spacious rooms to the peaceful outdoor setting, every inch of this property invites you to slow down and enjoy the beauty of country living, right in town.

5137 Fort/Hwy 69 Road Road, Greenwood

Listing courtesy of Chipola Realty.

4583 Dickson Road, Greenwood
$234,500
3 Beds ⋅ 2 Baths ⋅ 775614 MLS
Privacy! Privacy! Privacy! If privacy and space are what you're after, look no further. This 2.5-acre property offers the best of both worlds — a partially wooded lot with mature oaks and open space for endless possibilities. A privacy fence lines the road frontage, making it easy to enjoy the peace and quiet without seeing your neighbors. Bring your family, friends, horses, and farm animals — there's room for everyone! Start your dream garden, plant fruit trees, or just relax and enjoy the tranquil surroundings. The home has seen numerous updates starting in 2023, including: Fresh interior paint, New flooring and fixtures, Updated appliances, Two energy-efficient 110-volt water heaters (solar-convertible), energy efficient Mini Split unit & Four window-mounted heat pump inverter units (heating & cooling), New well with a 110-volt soft-start water pump. The third bedroom is oversized and flexible, offering space for a custom closet in the location of your choice. The master suite features a walk-in closet and a full bath with a tub/shower combo. Need workspace? The large garage/workshop is ready for your tools, cars, and hobbies — it even includes an engine lift! There's also an attached storage room and several outbuildings, all with electric and water already connected. This unique and versatile property is priced to sell — don't miss your chance to own a little slice of country freedom with modern updates!

4583 Dickson Road, Greenwood

Listing courtesy of American Gold Realty.

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