Greenville Homes for Sale

Greenville Homes for Sale

Welcome to Greenville, Florida—a hidden gem in the heart of the Sunshine State! Nestled in the picturesque countryside, this charming town is the perfect blend of small-town charm and modern convenience. Known for its friendly community, Greenville offers a tranquil lifestyle surrounded by lush landscapes and a rich tapestry of history.

Greenville's welcoming atmosphere is complemented by its proximity to larger cities, making it an ideal location for those who appreciate the peace of rural living but still want access to urban amenities. With a vibrant downtown area, residents enjoy quaint shops, delightful dining options, and local events that foster a strong sense of community. The nearby natural parks and recreational areas provide ample opportunities for outdoor enthusiasts to explore the great outdoors, from hiking and fishing to picnicking with family and friends.

When it comes to finding your dream home, Greenville boasts an array of homes for sale that cater to diverse tastes and budgets. From charming historic houses with character to modern new builds that offer all the latest amenities, there's something for everyone in this lovely town. Whether you're a first-time homebuyer, looking to downsize, or seeking a family-friendly neighborhood, Greenville's real estate market is thriving, with properties that promise a comfortable, fulfilling lifestyle.

Come discover the beauty and warmth of Greenville, Florida, where your dream home awaits in a community that feels like family. Let us help you find the perfect place to call home in this enchanting town!

Newest Greenville Homes for Sale

$220,000
5 Beds ⋅ 3 Baths ⋅ 404908 MLS
PRICED TO SELL — HOME NEEDS A COMPLETE ELECTRICAL REWIRE. The list price reflects the electrical work needed, creating an opportunity to purchase nearly 3,400 square feet with five bedrooms, three bathrooms, an inground pool, and a highly versatile floor plan. Situated on approximately one acre, this spacious two-story home offers plenty of room inside with multiple living and gathering areas. The main level features a formal living room, large family room with a wood-burning fireplace, separate dining room, and a bright sunroom overlooking the pool. The kitchen offers abundant cabinetry and counter space, a breakfast bar, and a casual breakfast area. A guest bedroom and full bathroom are conveniently located downstairs, making the layout well suited for visitors, extended family, or multi-generational living. Upstairs, the private primary suite is tucked away from the main living areas, along with additional bedrooms offering flexibility for family, office, or hobby space. Outside, the inground swimming pool takes center stage, complemented by a patio and several covered areas that make it easy to enjoy the outdoors. Two covered porches and two covered patios provide additional spots for relaxing, entertaining, or gathering around the pool. Additional features include covered carport parking, a large laundry room with extensive storage, and an abundance of living space throughout. With five bedrooms, three bathrooms, nearly 3,400 square feet, and a private inground pool, this home offers tremendous potential at a price that takes the needed electrical rewire into consideration. Bring your vision and make this spacious property your own.

538 NW US Highway 221, Greenville
$550,000
2 Beds ⋅ 2 Baths ⋅ 404275 MLS
Welcome to Possible Dreams Farm, an enchanting 4-acre equestrian sanctuary tucked beneath grand live oak trees draped in Spanish moss, with a driveway lined by towering crepe myrtles setting the tone from the moment you arrive. Located in Greenville, Florida, this beautifully maintained property offers the ideal setup for an equestrian enthusiast, mini farm, or peaceful homestead surrounded by animals, wildlife and the natural beauty of North Florida. The charming 2-bedroom, 2-bath main home has been exceptionally well cared for and features a spacious covered laundry room that could easily be converted into a third bedroom, home office, hobby room or additional living space. A separate 1-bedroom, 1-bath guest house provides wonderful flexibility for visiting family, extended stays or private accommodations. Both homes feature beautiful porches where you can slow down, enjoy the peace and serenity of the property, and watch the farm animals and local wildlife pass by. The equestrian facilities are thoughtfully designed and ready for use. The 5-stall barn includes oversized 12'x24' stalls with engineered subflooring and rubber mats, two wash racks, on-demand hot water, dedicated feed and tack rooms, and a generous 21'x16' office or bunk room. Four-board fencing and cross-fencing with horse-safety wire create a functional setup for managing horses and other livestock. Additional improvements include a 24'x36' powered metal garage offering ample room for vehicles, equipment, tools and storage, along with the charming “Cluckingham Palace” chicken coop. At the center of the property is a spectacular 12,000-gallon koi pond that also doubles as a filtered natural swimming pool—an inviting place to cool off, relax and enjoy the setting. From quiet mornings beside the pond to evenings spent beneath moss-draped oaks, Possible Dreams Farm offers the space, infrastructure and unmistakable character that make rural living so special. Whether you envision an established equestrian property, a manageable mini farm or a private homestead with room for family and guests, this property is more than simply a home—it is a lifestyle where possible dreams become reality.

421 NW Bailey Grade Road, Greenville
$385,000
4 Beds ⋅ 2 Baths ⋅ 404273 MLS
Country living with room to roam! Situated on approximately 26 acres just minutes from the Georgia line, this well-maintained 2022, 4-bedroom, 2-bath home offers 1,512 square feet and a spacious open-concept floor plan. The large kitchen is the heart of the home, featuring abundant cabinetry, a center island with seating, gas range and plenty of workspace, all opening seamlessly to the dining and living areas. The primary suite offers a private bath, while three additional bedrooms provide plenty of flexibility for family, guests, a home office or hobby space. Sliding glass doors off the dining area lead to the rear deck and make it easy to enjoy the peaceful country setting. Outside is where this property really shines. Surrounded by large tracts of land, the acreage offers a beautiful combination of mature woods, open and cleared areas, and established paths and driveways—creating an ideal setting for those looking for privacy, outdoor recreation or hunting opportunities. A large pole barn with power and water, separate metal outbuilding, additional covered structure and fire pit area provide plenty of space for equipment, tractors, ATVs, boats, RVs, hunting gear, hobbies and more. A gated entrance, concrete parking pad, patio and walkways add to the property's functionality, while the generous cleared homesite provides plenty of usable space around the residence. The property consists of two separate parcels, offering additional flexibility for the next owner. According to FEMA flood maps, the parcel containing the residence is not located within a designated flood zone, while portions of the additional acreage are within a designated flood zone. Buyer to verify. Whether you're searching for a full-time country home with acreage, family hunting property, or North Florida recreational retreat, this property offers an appealing combination of a newer home, privacy, usable land and substantial improvements already in place.

1897 NW Radford Denson Road, Greenville
$349,000
5 Beds ⋅ 2 Baths ⋅ 403868 MLS
Huge Price Reduction & Short Sale Potential! Dreaming of owning your own private farm with a large house AND Solar Powered? Look no further! Beautiful and serene 16 acres with fruit trees, fields, lots of horse potential and 40 solar panels about 5 years old. Nearly free electric! 5 Bedroom, 2 Bath with Large Eat-in Kitchen, Stainless Steel Appliances, Huge Great Room, Beautiful Hardwood Floors throughout main floor of the house, TWO Large Screened-in Porches over looking your private backyard. So many options with this property! Current set up for 3 RV parking spots with power, solar and septic tanks. Also 2 outside bathrooms. Small barn with chicken coop and stall. Pig pens on the back of the 6 acres. Enjoy seeing the plenty of wild game roam the property! You really can't miss this unique property!

10283 Ashville Highway, Greenville
$40,000
2 Beds ⋅ 1 Baths ⋅ 402976 MLS
One of those "glass half full" places! You will need your rose-colored glasses on for sure. Some people will want to tear it down and others will see potential. It is being lived in but the appliances belong to the tenant as well as the air conditioning units. This home will NOT be financeable, and it does NOT have casualty insurance coverage NOR could you obtain insurance on it in its present condition. There is a huge Magnolia tree growing into the front center edge of the roof line on the 8x16 front porch. Numerous areas of wood rot and foundation issues. Electrical and Plumbing issues. Well and Septic is very old. Some windows do not operate. Roof is not leaking but it is very old rusted metal. There is a storage building 20x12 that should be torn down. Buyer may negotiate for a 3 day inspections period with buyer agent required to be present for all inspections, however the seller will not fix, repair or replace anything. Being sold "AS IS". Seller is firm on the price. There shall be NO "sight unseen" contingencies. CASH ONLY with proof of funds required with contract. Seller does not have a survey. There is no sellers disclosure. Buyer to pay all closing costs.

4285 NW US 221, Greenville
$135,000
2 Beds ⋅ 2 Baths ⋅ 402851 MLS
Discover quiet country living with great potential at 15185 NW Little Cat Rd in Greenville, FL, right on the Florida/Georgia line. This 2,185-square-foot home features 2 bedrooms and 2 bathrooms and sits on 1.6 acres of beautiful countryside. Enjoy privacy and natural beauty all around you. The brick entry post, grand oak tree, and flagpole create a welcoming entrance to the property. Front and side porches are ideal for sweet tea and conversation. Inside, the oversized primary bedroom features a fireplace for chilly evenings, along with another fireplace in the family room. The three barns in the backyard offer ample space for woodworking, tool storage, or creative projects, and the carport provides convenient covered parking. The home is being sold AS-IS and will require vision and investment to reach its full potential. This is a wonderful opportunity for buyers to transform a private nature-filled setting into a unique country retreat. 20 minutes from downtown Madison, FL, 15 minutes to Quitman, Ga.

15185 NW Little Cat Road, Greenville
$279,000
4 Beds ⋅ 2 Baths ⋅ 402808 MLS
Curb appeal meets country charm. Step into a piece of North Florida history with this 1915 home in Greenville, FL. Situated on a spacious 0.75 acre corner lot, this 4 bedroom, 2 bath home offers over 3000 square feet of living space and original hardwood floors throughout. Home has been in a full renovation status since 2022. Major improvements include replaced electrical and plumbing systems, 2018 complete roof replacement, spacious living and dining rooms, a striking octagon addition with multiple French doors offering a spectacular sanctuary. Exterior standouts includes, 1,460 square feet of covered wraparound porches and a 560-square-foot composite back deck. Additional features include a 22x32 oversized garage, cleared and leveled grounds, citrus trees, reinforced 2x6 construction, hurricane straps and added structural supports. An excellent opportunity for an investor or fixer-upper enthusiast, this unique property also offers potential as a bed-and-breakfast, intimate event venue, room-rental property or multigenerational residence, subject to local zoning and approvals.

1534 SW Main Street, Greenville
$275,000
3 Beds ⋅ 2 Baths ⋅ 402654 MLS
Looking for peaceful country living with room to spread out? This spacious 3-bedroom, 2-bath home sits on 2.75 beautiful acres, offering over 2,000 square feet of comfortable living space. The thoughtful split-bedroom floor plan features a large living room, formal dining room, eat-in kitchen, dedicated office/flex space, and generous walk-in closets in every bedroom. The private primary suite includes a double vanity, garden tub, separate shower, and water closet. Outside, enjoy the open yard with plenty of space for gardening, recreation, or simply relaxing in the quiet surroundings. If you've been searching for acreage and a home with endless potential, this property is ready for you to make it your own.

6801 NW Lovett Road, Greenville
$245,000
6 Beds ⋅ 5 Baths ⋅ 401617 MLS
Escape to your own private retreat with this peaceful and secluded property, offering the perfect blend of comfortable living, equestrian amenities, and outdoor enjoyment. Tucked away in a quiet setting, this unique estate features a spacious 4-bedroom main home, along with an attached 1-bedroom, 1-bath living quarters—ideal for guests, extended family, or potential rental opportunities. A separate detached mother-in-law suite provides even more flexibility and privacy. Step outside and discover a property designed for both relaxation and recreation. Beautiful landscaping and established garden areas create a picturesque setting and offer endless opportunities for gardening enthusiasts. A charming playhouse provides a special place for little ones to imagine and explore. Horse lovers will appreciate the well-equipped 6-stall barn, expansive fenced pastures, and plenty of room for horses to roam and graze. The fully fenced acreage offers both security and functionality for your animals. A spacious workshop provides ample storage for tools, equipment, and outdoor toys, while also serving as the perfect space for hobbies and projects. Whether you're seeking a private family compound, an equestrian property, or simply a quiet place to enjoy country living, this exceptional property offers endless possibilities and room to grow.

552 SW Wabasso Terrace, Greenville
$736,951
2 Beds ⋅ 1 Baths ⋅ 400557 MLS
Bring All Offers!!! Sportsman's Paradise Nature Preserve Quiet Country Living (2 Ponds) Bordering Plantation on 2 sides. "Out in the country past the city limit signs"..a diamond in the rough giving "Little House on the Prairie" vibes could easily be manicured and restored to perfection. Plenty of potential with almost 30 acres. Two ponds seem to be spring fed full of water, fantastic recreational spot in rural Jefferson county Florida. Bring the horses. Plenty of room for pasture and with walking trails across the way through the dirt road development of Aucilla shores you could ride for days. Even fly into the Jefferson landing strip. The old church was moved out there and restored to a comfortable 2 Bed cottage. With pecky Cypress interior walls and a nice slate wood fireplace to keep it warm. Would need a full restoration but plenty of good bones. Deep Well and Septic are "as is" condition with right to inspect. Convenient North Florida location with easy access to Valdosta GA, Thomasville GA, Monticello FL and Tallahassee FL, and their respective medical services.

10481 ashville Highway, Greenville
$469,000
4 Beds ⋅ 2 Baths ⋅ 397009 MLS
Nestled in the peaceful Ashville Highlands fly-in community, this custom 2600+ sq. ft. all-brick home offers space, privacy and quality construction 15 min east of Monticello. Assumable VA loan available @ 2.5% for qualified veterans and non-veterans. Built with insulated concrete form walls and a metal roof, the home is designed for durability and comfort. The five acre property includes a 24x24 metal outbuilding/garage, generator, 50 amp RV plug-in and parking, and cross fencing for animals or gardens. An expansive screened porch opens to a tranquil Koi pond and cascading waterfall. Enjoy the serenity of the North Florida countryside with no HOA. Some photos are virtually staged to showcase potential use of space.

1142 Ashville Highlands Drive, Greenville
$140,000
3 Beds ⋅ 2 Baths ⋅ 395920 MLS
Home is being offered As-Is, 3 Bedroom, 2 Bath Home, on 1.37 Acres located in the Town of Sirmans.

8955 SW US 221, Greenville
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