Greenwood Real Estate

Greenwood Real Estate

Welcome to Greenwood, Florida, a charming town nestled in the heart of Jackson County. Known for its rich history and welcoming atmosphere, Greenwood offers a unique blend of small-town charm and modern conveniences, making it an ideal place to call home.

With a population that embraces a tight-knit community spirit, Greenwood is surrounded by the stunning natural beauty of the Florida Panhandle. The town is adorned with lush greenery and picturesque landscapes, providing residents with ample opportunities for outdoor activities such as hiking, fishing, and picnicking in the nearby parks. The serene environment is perfect for those who appreciate a slower pace of life while still being close to the amenities of larger cities.

Greenwood is steeped in history, with roots dating back to the early 19th century. The area boasts a variety of historical landmarks and sites that tell the story of its vibrant past. The local community takes pride in preserving this heritage, hosting events and festivals that celebrate the town’s culture and traditions.

In addition to its historical significance, Greenwood offers a range of modern conveniences. Residents can enjoy local dining establishments, shops, and essential services, ensuring that everything you need is just a short drive away. The town's proximity to larger cities like Marianna and Panama City means that you can enjoy the tranquility of small-town living while having easy access to urban amenities.

Whether you’re looking to settle down, raise a family, or retire in peace, Greenwood, Florida, is a hidden gem waiting to be discovered. Come explore the warmth and hospitality of this delightful town, where community and nature come together to create the perfect place to live.

Newest Listings in Greenwood

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.

Marcus Drive, Greenwood
$24,000
O6449341 MLS
Parcel is part of a set of four Parcels that can be bought together. Parcel 1: Lots 8–12, Block 10 APN: 06-5N-09-0181-0100-0080 Location: Town of Greenwood, Jackson County, FL. Step into a pristine, undisturbed canvas of Old Florida charm. This expansive multi-lot parcel features a magnificent canopy of towering longleaf pines and ancient, moss-draped live oaks that have grown untouched for generations. Nestled in peaceful Jackson County, this property offers the ultimate retreat for someone looking to build a private estate, a multi-generational family compound, or a serene rural escape surrounded by native flora and gentle breezes. Pristine Canopy: Dense, virgin forest featuring mature hardwoods and tall pines. Utilities Ready: City water and electricity available at the street line. Waste System: Requires private septic system installation. Investment Potential: Five contiguous lots provide incredible flexibility for customized site planning, generous buffer zones, or potential future subdivision.

Marcus Drive, Greenwood

Listing courtesy of CHEVON EATON. 321-210-4633
Marcus Drive, Greenwood
$38,000
O6448885 MLS
Parcel is part of a set of four Parcels that can be bought together. Parcel 4: Lots 2–7, Block 13. APN: 06-5N-09-0181-0130-0020. Location: Town of Greenwood, Jackson County, FL. Shovel-Ready Estate Property with 5-Bedroom Septic Permit. Save months of site planning, engineering, and permitting delays with this standout, shovel-ready parcel! Surrounded by towering pines and ancient pristine oaks, this exceptional tract comes equipped with a pre-cleared homesite ready for immediate build-out. Better yet, the heavy lifting on county approvals has already been done: a septic permit is fully secured for a home up to 5 bedrooms. Combine immediate buildability with breathtaking natural scenery on this prime Block 13 acreage. Shovel-Ready Homesite: Cleared building pad ready for immediate construction. Approved Septic Permit: Permitted for up to a 5-bedroom home, ideal for large family plans or luxury builds. Utilities Ready: City water and electricity available at the property line. Natural Charm: Perimeter buffered by vibrant, untouched oaks and pines for natural privacy. All properties can be accessed from Marcus Drive.

Marcus Drive, Greenwood

Listing courtesy of CHEVON EATON. 321-210-4633
Marcus Drive, Greenwood
$44,000
O6448870 MLS
Parcel is part of a set of four Parcels that can be bought together. Parcel 1: Lots 8–12, Block 10. APN: 06-5N-09-0181-0100-0080. Location: Town of Greenwood, Jackson County, FL. Untouched Florida Nature Meets Endless Possibility. Step into a pristine, undisturbed canvas of Old Florida charm. This expansive multi-lot parcel features a magnificent canopy of towering longleaf pines and ancient, moss-draped live oaks that have grown untouched for generations. Nestled in peaceful Jackson County, this property offers the ultimate retreat for someone looking to build a private estate, a multi-generational family compound, or a serene rural escape surrounded by native flora and gentle breezes. Pristine Canopy: Dense, virgin forest featuring mature hardwoods and tall pines. Utilities Ready: City water and electricity available at the street line. Waste System: Requires private septic system installation. Investment Potential: Five contiguous lots provide incredible flexibility for customized site planning, generous buffer zones, or potential future subdivision. All properties can be accessed from Marcus Drive.

Marcus Drive, Greenwood

Listing courtesy of CHEVON EATON. 321-210-4633
Marcus Drive, Greenwood
$34,000
O6448841 MLS
Parcel is part of a set of four Parcels that can be bought together. Parcel 2: Lots 9–16, Block 11. APN: 06-5N-09-0181-0110-0090 Location: Town of Greenwood, Jackson County, FL. The Ultimate Multi-Lot Sanctuary. Spanning eight contiguous lots, this grand acreage offer represents one of the largest untouched tracts available in the neighborhood. Soaring pine trees frame a majestic oak understory, creating a lush, private sanctuary rich with natural beauty and local wildlife. Whether you envision a grand custom home surrounded by nature trails, an expansive garden homestead, or simply a land investment to hold for the future, this property provides the scale and setting to make it a reality. Exceptional Privacy: Eight full lots offer significant elbow room and natural screening. Utilities Ready: Direct access to city water and grid power. Waste System: Requires private septic system installation. Natural Features: Untouched, native woodland terrain offering complete privacy and dynamic light under a high pine tree canopy. All properties can be accessed from Marcus Drive. Block 10 and 11 can also be accessed from Smith Street via the Town rd that is visible on the GIS/ property appraiser site.

Marcus Drive, Greenwood

Listing courtesy of CHEVON EATON. 321-210-4633
Blue Springs Road, Greenwood
$163,500
795667 MLS
This property can do it all, just far enough out of town to offer quiet seclusion while remaining close to shopping, dining and schools. Jackson Hospital and a quick care clinic are nearby. The land use here is endless. Build your dream home, mobile homes are allowed as well. Grow crops, and enjoy plenty of room for grazing and forestry. That's not quite you? Golf and kayaking are a short drive away. The boundary of the property has electric service access!

Blue Springs Road, 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.

Chestnut Lane, Greenwood
$129,000
794823 MLS
**13.25± Acres of Prime Country Living in NW Florida!** Bring your vision to life on this beautiful 13.25±-acre parcel of fertile farmland in a peaceful Northwest Florida setting. Whether you're looking to build your dream home, establish a mini-farm, grow an orchard or garden, or enjoy horses and livestock, this versatile property offers plenty of possibilities. Enjoy the privacy and peacefulness of the country while being just minutes from the shopping, dining, and everyday conveniences of Marianna. The area is also known for its excellent water quality and abundant outdoor recreation. Conveniently located approximately 20 minutes from Dothan, Alabama, and about an hour from the beaches of Panama City. Freshwater and saltwater fishing, boating, beaches, and other outdoor adventures are all within easy driving distance. **Acreage, location, and versatility make this a great opportunity for those seeking rural living without being far from town or the coast. Come see all this property has to offer!**

Chestnut Lane, Greenwood

Listing courtesy of Clear Choice Realty Group, INC.

Greenwood
$291,200
793624 MLS
Discover 56 acres of productive timberland and prime recreational habitat, offering an exceptional combination of investment potential, accessibility, and outdoor enjoyment. The property features a thriving stand of 6-year-old Elite Loblolly pine, a fast-growing timber variety positioned for continued growth and future income potential. Surrounding agricultural fields provide a natural, protein-rich food source for local wildlife, helping support an abundant population of healthy deer, mature heavy-bodied bucks, and fertile does. Legal easement from Paradise Club Road provides privacy and convenience. Established perimeter roads. Whether you envision a long-term timber investment, private hunting retreat, recreational getaway, or legacy landholding, this versatile acreage offers the space and natural resources to bring that vision to life. Conveniently located approximately 15 minutes from the Florida-Alabama state line and about one hour from both Panama City and Tallahassee.

Greenwood

Listing courtesy of Chipola Realty.

4710 Highway 71, Greenwood
$449,000
793021 MLS
Prime 76-Acre Property in Jackson County, Florida Discover 76 acres of prime cropland in Jackson County, Florida--ideal for agricultural production and rural living. With dual access points off Highway 71, this tract offers excellent convenience for equipment, deliveries, and future improvements. Property Access: This property features two convenient access points off Highway 71: approximately 241 feet of frontage at one entrance and 400+ feet of access near the center of the tract, providing flexible entry for farming and development needs. Infrastructure & Amenities: The property includes grain storage tanks--two 5,000-bushel tanks with dryers being operated by 3-phase power. A newer well (6-inch) installed in 2023 is suitable for drip or low-pressure irrigation; a larger pump is recommended for commercial-scale irrigation. Along the central road frontage, approximately 2 acres feature pecan and peach trees, a garden spot, and a shed. Versatile Land Use Options: This tract is well-suited for a livestock operation or horse farm, with roughly half the acreage planted in Tifton 9 Bahia grass. It also offers strong potential for vegetable production or a fruit orchard, making it an adaptable property for a wide range of agricultural goals. Convenient Location: Enjoy a paved-road setting just minutes from the conveniences of Marianna and Greenwood, Florida. The property is also approximately 25 minutes south of Dothan, Alabama, and about an hour west of Tallahassee, offering an easy commute to larger hubs. For outdoor recreation, nearby hunting and fishing and opportunities are close at hand. Panama City Beach is roughly an hour away for boating, fishing, and time on the water. Schedule a showing--opportunities like this 76-acre tract don't last long.

4710 Highway 71, Greenwood

Listing courtesy of Clear Choice Realty Group, INC.

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