Greenville Real Estate

Greenville Real Estate

Welcome to Greenville, Florida – a hidden gem nestled in the heart of the Sunshine State! This charming small town, with a population of just over 1,000 residents, offers a unique blend of southern hospitality, rich history, and natural beauty. Located in Madison County, Greenville is conveniently situated along the scenic US Highway 90, making it easily accessible for those looking to escape the hustle and bustle of larger cities.

Greenville boasts a quaint downtown area filled with local shops, delightful eateries, and friendly faces. The town’s historical roots are evident in its well-preserved architecture and the warm, welcoming atmosphere that permeates the streets. Nature enthusiasts will find themselves enchanted by the surrounding landscapes, which include lush forests, serene lakes, and picturesque parks. The nearby Suwannee River provides ample opportunities for fishing, kayaking, and picnicking, making it a perfect spot for family outings and weekend adventures.

Community spirit thrives in Greenville, with various local events and festivals throughout the year, fostering connections among residents and visitors alike. Whether it’s the annual Fourth of July celebration or the charming farmers’ market, there’s always something happening in this vibrant community.

In Greenville, you’ll discover a slower pace of life, where neighbors become friends and every day feels like a breath of fresh air. If you’re searching for a place that combines the tranquility of small-town living with the beauty of Florida's nature, look no further than Greenville – your new home awaits!

Newest Listings in Greenville

$265,000
3 Beds ⋅ 2 Baths ⋅ 404951 MLS
Welcome home! This charming 3-bedroom, 2-bath home offers a bright and inviting open floor plan, providing plenty of space for comfortable everyday living and entertaining. The spacious family room is centered around a beautiful stone fireplace, creating a warm and inviting gathering space. The kitchen is both functional and charming, featuring stainless steel appliances, skylights, a large island, and ample workspace. The primary suite offers a walk-in closet and an updated walk-in tile shower, while the oversized laundry and utility room provides even more convenient functional space. Step outside and enjoy everything this beautiful property has to offer. Relax on the covered back deck, take in the peaceful surroundings, watch the sunset, and keep an eye out for deer wandering through the property. With 5 private acres and gorgeous mature oaks providing shade and character, this is a place where you can truly slow down and enjoy the peace and quiet of rural living. And while the setting feels wonderfully private and secluded, you're still close to town and all the amenities you need. Located just 11 miles from Monticello, FL, you'll have easy access to everyday essentials, along with Monticello's adorable downtown area featuring local shopping and restaurants. You're also approximately 38 miles from Tallahassee and 34 miles from Thomasville, GA, making trips to larger cities and additional shopping, dining, and services​​‌​​​​‌​‌​​​​‌‌​​‌‌​‌‌​​‌​​​‌​‌ convenient.

1120 deerwood, Greenville
$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
$60,000
404835 MLS
Five acres of freedom. Tucked back and surrounded by oaks, magnolias, and other native vegetation, this property offers privacy, usable land, and plenty of room to explore. The property is high and dry, with areas clear enough to easily walk and enjoy. No HOA and high-speed internet available at the road. Native beautyberries, wild grapes, chanterelles, and other seasonal finds make it interesting to see what the land brings throughout the year. Build your dream home or simply create a place to get away. Surrounded by nature and tucked away from the noise, there’s nowhere you have to be.

Vacant E Duckpond Drive, Greenville
$125,000
404548 MLS
More than 14 cleared acres in Madison County, where Florida’s rolling hills begin. With power available at the road and the driveway already started, much of the groundwork is in place for whatever you have in mind. Build your dream home or bring a mobile home, then shape the property around the life you want to live. Picture horses grazing in the pasture, a barn with fenced paddocks, rows of vegetables, fruit trees, chickens, or a full homestead with room to grow. There is plenty of open space for a mini farm, workshop, garden, equipment, and outdoor living, all surrounded by peaceful countryside and wide open views. Located near Interstate 10, you can enjoy the space and quiet of country living while still having convenient access for commuting, shopping, and everyday needs.

Vacant SW Deland Loop, 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
$69,000
404096 MLS
Located just off Ashville Highway, this 5-acre homesite offers the kind of North Florida setting buyers search for but rarely find. Tucked along a quiet road with minimal traffic, the property provides peace, privacy, and room to create the lifestyle you’ve been wanting. Scattered with beautiful mature oak trees, the land has character, shade, and a timeless natural feel that is hard to replicate. Whether you're planning to build a custom home, place a manufactured home (subject to county regulations), start a mini homestead, or simply invest in land, this tract offers flexibility and opportunity. The property is located in a no flood zone, giving added confidence as you plan future improvements. A shed is already in place and conveys with the sale, providing immediate storage for tools, equipment, or building materials. Enjoy the balance of rural living while still being just 10 minutes from downtown Monticello, where you’ll find dining, shopping, schools, and everyday conveniences. If you’ve been waiting for acreage with beautiful trees, a peaceful setting, and a prime location to build your dream home, this one deserves a look.

Vacant E 2nd Way, 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
$89,000
403775 MLS
Opportunity awaits! Situated directly along US Highway 19, this commercial property offers excellent road frontage and visibility with plenty of potential for its next owner. The building features a spacious open interior, rustic wood finishes, a service/counter area, and a large covered front entrance that adds character and functionality. With ample outdoor space and convenient highway access, the property provides a versatile canvas for a variety of business or investment possibilities. Whether you're looking to renovate for retail, office, service, community, or another commercial concept, this property offers the opportunity to bring your vision to life. Property is being sold AS-IS. Buyer to verify zoning, permitted uses, building condition, utilities, measurements, and all information deemed important to intended use.

13125 N Us 19 Street, Greenville
$800,000
403653 MLS
Experience the craftsmanship and character of a bygone era, all while enjoying modern comforts and convenience of this absolutely stunning brick office facility which offers a unique blend of timeless charm and modern amenities. Originally built in the early 1900’s as the historic Greenville Elementary School, this property has just recently undergone extensive renovations, such as a new roof and updated plumbing, electrical, and HVAC systems. The beautifully restored original hardwood floors, large hallways with transom windows, and the expansive auditorium complete with stage and velvet curtains evoke a sense of grandeur rarely seen in today's buildings. Soaked in natural light from oversized windows, this property showcases a perfect balance of classic architectural details and functional, updated spaces. The layout offers versatility consisting of 4 large conference rooms and over 20 individual office spaces. Two separate kitchen areas and four handicap-accessible bathrooms provide convenience, while the overall design and scale of the building make it ideal for a variety of professional uses. Whether you're looking to invest or occupy, this iconic property presents endless possibilities, and opportunities like this don’t come around often.

1476 SW Main Street, 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
$220,000
402933 MLS
Formerly a bank in Greenville, Florida with ballistic proof glass and a large "walk in" bank vault included, built in 1980 and is a well maintained brick structure. The land and building is on the corner of Haffye Drive and US 90 West. With concrete driveway that loops around and through to a covered "drive through" with transaction drawer or sliding tray box. Two inside bathrooms and a kitchenette. Parking lanes with stripes plus handicap space already clearly painted and identified. Lots of security lighting on all four sides. Flag pole. New Roof in Feb of 2022. Functioning HVAC that works great. City water and city sewer. Lot size is 185x200 which calculates out to 37,000 sq. ft. which leaves plenty of room for expansion or additional use of the land which is all high, dry and well drained. Signage visibility for 1/4 mile in both directions. Located between Monticello, Florida and Madison, Florida. Quitman, Georgia is 23.9 miles. Interstate 10 Exit #241 is 3 miles away. Ready for quick closing.

13796 W US 90, Greenville
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