Greenville, FL Homes for Sale with Acreage

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  /42

  $447,500

  $25K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 2,499 Sq Ft

  75 E 5th Ct, Greenville, FL 32331

  Escape the congestion and fly into your own private rural retreat featuring two seperate living quarters, expansive hangar space and direct access to a 6,000 foot grass airstrip. Not your typical cookie cutter community! Located on 5 acres featuring a main residence, a guest house, an impressive 60x48 aircraft hangar + 40x48 apron with direct access to a 6,000 foot grass airstrip. Taxi directly

  

  Lynette Sirmon

  All Realty Services

  75 E 5th Ct, Greenville, FL 32331
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  /34

  $2,245,000

  • Land
  • 440 Acres
  • $5,102 per Acre

  3270 SW Delray Ave, Greenville, FL 32331

  Welcome to Delray Oaks Ranch, a sprawling 440-acre property nestled in peaceful North Florida. Ideally located just 20 miles outside of Tallahassee, this unique property offers the perfect blend of privacy, outdoor recreation, and convenient access to city amenities. Key Features: Established Oak Hammocks & Hardwood Forests - Mature oak hammocks provide natural cover and a rich habitat for

  

  Toby Anastasio

  Winding Creek Properties, LLC

  3270 SW Delray Ave, Greenville, FL 32331
• 

  

  

  /23

  $147,900

  • Land
  • 40.55 Acres
  • $3,647 per Acre

  Vacant SW Naples Terrace, Greenville, FL 32331

  40.55 Acres in Aucilla Plantation – Madison County, FL OWNER FINANCING AVAILABLE – 30% DOWN | 6.5% INTEREST | FLEXIBLE TERMS Located inside Aucilla Plantation, a deed-restricted community, this 40.55-acre tract offers the perfect blend of privacy, recreation, and future homesite potential. Gated entrances provide privacy and security Peaceful setting — escape the hustle and bustle and enjoy

  

  Ben Jones

  Southern Land & Homes

  Vacant SW Naples Terrace, Greenville, FL 32331
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  /10

  $25,000

  • Land
  • 3.19 Acres
  • $7,837 per Acre

  TBD SW Open Sands Loop, Greenville, FL 32331

  3.19 ACRES FULLY WOODED-HUNTING GETAWAY OR PRIMITIVE CAMPING SITE...recreational land that is a peaceful place to unwind, unplug, and reconnect with nature. Bring a hammock, enjoy a shaded picnic or setting up an artists easel for quiet inspiration. Rich soil, lots of heavy leaves on the ground. Palmetto understory is very beautiful. Start your own private Apiary Site, pollinator friendly

  

  Lynette Sirmon

  All Realty Services

  TBD SW Open Sands Loop, Greenville, FL 32331
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  /4

  $155,500

  • Land
  • 15.5 Acres
  • $10,032 per Acre

  0000 NW US 221 N Hwy, Greenville, FL 32331

  15.5 Ac. 8-10 year old planted pines. Was previously strawed and could be again. Property is high and dry and has a good roll. Would be ideal for homesite

  

  Buddy Witmer

  Steve C. Walker Realty, LLC

  0000 NW US 221 N Hwy, Greenville, FL 32331
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  /12

  $215,000

  • Land
  • 49.54 Acres
  • $4,340 per Acre

  Lot 115 SW Pier Rd, Greenville, FL 32331

  Lot 115 - 49.54 Acres in Gated Aucilla Plantation – Greenville, FL Welcome to your private slice of North Florida paradise! Nestled in the highly desirable Aucilla Plantation, this expansive 49.54-acre parcel offers the perfect blend of privacy, natural beauty, and recreational opportunity. Located within a gated and monitored 3,000+ acre community, this lot provides both seclusion and peace of

  

  Carrie Taylor

  The American Dream

  Lot 115 SW Pier Rd, Greenville, FL 32331
• 

  

  /22

  $799,500

  • Land
  • 123 Acres
  • $6,500 per Acre

  3282 NW Us 221, Greenville, FL 32331

  The Little Aucilla River Runs through it! This is truly a one of a kind property. With a mix of pasture, pines and hardwood hamocks and low lands, it is ideal for hunting as well as a small farming operation. The Little Aucilla River runs through the property offering unique recreational oportunities. There are two ponds as well as a number of established food plots. There are two mobile homes on

  

  Buddy Witmer

  Steve C. Walker Realty, LLC

  3282 NW Us 221, Greenville, FL 32331
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  /33

  $700,000

  $100K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,540 Sq Ft

  4087 NW Honey Lake Rd, Greenville, FL 32331

  Discover the beauty and freedom of true country living on this expansive 96-acre farmstead, offering the perfect blend of open fields, mature hardwoods, and North Florida charm. Charming 1,450 Sq Ft Home This cozy and inviting home features comfortable living spaces, ideal for family life or a quiet retreat in the country. Detached 1BR / 1BA Cottage Perfect for guests, extended family, or rental

  

  Ben Jones

  Southern Land & Homes

  4087 NW Honey Lake Rd, Greenville, FL 32331
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  /4

  $147,000

  • Land
  • 14.7 Acres
  • $10,000 per Acre

  000 NW US 221 Hwy, Greenville, FL 32331

  14.7 AC MOL. Property is planted in 8-10 year old pines. Was previously strawed and could be again with minimal clean up. There is an adjoining 15.5 acres available. Great Hwy frontage on threee sides of property.

  

  Buddy Witmer

  Steve C. Walker Realty, LLC

  000 NW US 221 Hwy, Greenville, FL 32331
• 

  

  /25

  $164,900

  $60K PRICE DROP

  • Land
  • 14.9 Acres
  • $11,067 per Acre

  Lot 8 Sneads Dr, Greenville, FL 32331

  Seller Motivated to Sell! Discover 14.9 acres of pristine residential/recreational land along the Upper Aucilla River, near Sneads Lake in Jefferson County, Florida. This unique property offers a rare combination of upland and waterfront ownership with a portion of the property submerged by the flowing river. "Own out into & beyond the river channel (all the way to other bank) on the "Aucilla

  

  Lynette Sirmon

  All Realty Services

  Lot 8 Sneads Dr, Greenville, FL 32331
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  /4

  $99,500

  $26K PRICE DROP

  • Land
  • 5.05 Acres
  • $19,703 per Acre

  455 E Duck Pond Dr, Greenville, FL 32331

  This natual beauty of 5 acres with house and shed is priced for land value. The delapidated structures holds little to no value. With ownership afar, the property has been untouched for years. Hinting at what once was and what could be again, this property invites a lifestyle of peace and seclusion giving you a unique opportunity to create your own sanctuary complete with a pond that mirrors the

  

  Ursula Hannah

  1st Realty Appraisal Inc

  455 E Duck Pond Dr, Greenville, FL 32331
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  /8

  $69,000

  • Land
  • 10.2 Acres
  • $6,765 per Acre

  tbd E 2nd Way, Greenville, FL 32331

  10.2 acre wooded wonderland, corner acreage fronting on 3 roads. Will sell as 2 - 5 acre parcels for $39,500 for each parcel.

  

  Pam Kelly

  Kelly & Kelly Properties, Inc

  tbd E 2nd Way, Greenville, FL 32331
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  /25

  $235,000

  • Land
  • 40.49 Acres
  • $5,804 per Acre

  Lot 121 SW Pacific Dr, Greenville, FL 32331

  Lot 121 – 40.49 Acres in Gated Aucilla Plantation – Greenville, FL Lots 115 and 122 also available! Discover the perfect blend of seclusion, recreation, and investment potential with this beautiful 40.49-acre parcel located in Aucilla Plantation, a private, gated subdivision in Greenville, FL. This exclusive, monitored community spans over 3,000 acres and offers miles of private roads ideal for

  

  Carrie Taylor

  The American Dream

  Lot 121 SW Pacific Dr, Greenville, FL 32331
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  /64

  $84,900

  • Land
  • 21 Acres
  • $4,043 per Acre

  3839 SW Oregon Trail, Greenville, FL 32331

  Discover the freedom of owning over 21 acres in the beautiful Aucilla Plantation community of Greenville, Florida. Offering Tract 38 and Tract 39 together, this unique opportunity includes two adjoining 10.5-acre wooded parcels for a total of approximately 21 acres of North Florida wilderness. Surrounded by towering pines, hardwoods, abundant wildlife, and natural Florida beauty, these properties

  Preston Miller Mossy Oak Properties Southern Land and Homes, LLC

  3839 SW Oregon Trail, Greenville, FL 32331
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  /56

  $299,900

  • Land
  • 40.5 Acres
  • $7,405 per Acre

  994 SW Oregon Trail, Greenville, FL 32331

  This 40+/- acre tract in Madison County, FL, offers privacy, functionality, and outdoor adventure. It features a spacious 2,000+ sq ft metal building with a lean-to for a 2018 Cherokee 304BS travel trailer, a full kitchen, and a screened-in porch. There's also a 30x30 shop with a washer and dryer, a full bath house, and a second RV hookup for guests. The interior trail system enhances hunting and

  Ryan Walker Southern Land & Homes

  994 SW Oregon Trail, Greenville, FL 32331
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  /16

  $487,878

  $220K PRICE DROP

  • Land
  • 122 Acres
  • $3,999 per Acre

  0 James Noble Rd, Greenville, FL 32331

  Millwood Timberland East is a balanced property located in a great recreational market. The Ashville area is home to numerous trophy grade recreational properties and is known for exceptional whitetail, turkey and waterfowl hunting. This property features an efficient footprint with good access and internal road infrastructure. The uplands are planted with slash pine that are approximately 8

  Bryant Peace Saunders Real Estate

  0 James Noble Rd, Greenville, FL 32331
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  /2

  $25,000

  • Land
  • 2.5 Acres
  • $10,000 per Acre

  SW Ray Charles Ave, Greenville, FL 32331

  Check out this beautiful 2.5± acre homesite opportunity located in Madison County, Florida just outside of Greenville, Florida! This heavily wooded property offers an excellent combination of privacy, convenience, and flexibility for your future homesite.The property is located on a paved road with electricity running along the road frontage, making future development more convenient. The

  Jerrod Trainer Jerrod A Trainer & Associates

  SW Ray Charles Ave, Greenville, FL 32331
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  /42

  $330,000

  • Land
  • 74.52 Acres
  • $4,428 per Acre

  000 Madison Main Line Rd, Greenville, FL 32331

  Set on an expansive 75 acres of pristine land, this exceptional parcel is a hunter's dream and an outdoor enthusiast's private retreat. Thoughtfully developed with a network of well-maintained trails, the property offers easy access throughout, whether you're navigating by ATV, hiking, or scouting game.Strategically placed hunting stands are already in position, providing optimal vantage

  William Gibson Southern Land & Homes

  000 Madison Main Line Rd, Greenville, FL 32331
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  /64

  $1,188,900

  $211K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,560 Sq Ft

  2693 SW US 221, Greenville, FL 32331

  193 +/- acres of absolutely TURN-KEY improved pasture, ponds and home! Move-in ready - bring your family and livestock and start your cattle operation! Located in North Florida's prime cattle country, this ranch is only 25 minutes from downtown Madison, FL, and just 45 minutes from Tallahassee. Everything has been meticulously maintained, with brand new fencing, new 4/2 mobile home, ponds, 2

  Gary Silvernell Farm and Forest Brokers

  2693 SW US 221, Greenville, FL 32331
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  /29

  $899,000

  $76K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,300 Sq Ft

  325 SW Durham Way, Greenville, FL 32331

  Offered for sale, this unique tract of land presents an idealopportunity for a private country estate, family farm, orgentlemans retreat. The property includes an approximately2,300 SF home that was completely renovated in 2024 withthree bedrooms and two bathrooms, complemented by fourestablished barnsone of which is a well-maintained horsebarn. Approximately 30% of the

  Karen Hahn TLG Real Estate Services, PLLC

  325 SW Durham Way, Greenville, FL 32331
• 

  

  /21

  $149,000

  $26K PRICE DROP

  • Land
  • 27.2 Acres
  • $5,478 per Acre

  Lot 2 SW Wonderwood St, Greenville, FL 32331

  Escape to the quiet of Shady Grove with this 27.2 acre tract featuring a beautiful mix of planted pines and natural hardwood swamp. This versatile property offers multiple opportunities—whether you’re looking for a larger acreage homesite, a productive hunting property, or a long-term timber investment, this land checks all the boxes. Located on SW Wonderwood Street, the acreage provides a blend

  Benjamin Sadler OaksFeather Realty

  Lot 2 SW Wonderwood St, Greenville, FL 32331
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  /4

  $42,000

  • Land
  • 10.49 Acres
  • $4,004 per Acre

  Vacant Land Sands Lo SW Vacant Land Sands Loop, Greenville, FL 32331

  Tucked away in the peaceful Aucilla Plantation area of Greenville, Florida, this beautiful wooded property offers the kind of privacy and quiet that’s getting harder to find.The sale includes 2 adjoining lots being sold together, with a combined size of just under 11 acres, giving you plenty of space to build, explore, hunt, or simply enjoy nature.The land is surrounded by North Florida’s natural

  Vacant Land Sands Lo SW Vacant Land Sands Loop, Greenville, FL 32331
• 

  /2

  $20,000

  • Land
  • 5 Acres
  • $4,000 per Acre

  0 SW US 221 Unit 401349, Greenville, FL 32331

  Escape to the peace and privacy of this raw wooded parcel, offering a natural setting for your future homesite, recreational retreat, or investment opportunity. Access is provided by an easement that will need clearing, creating the perfect opportunity to customize your entrance and maximize the property’s potential. Surrounded by nature and abundant wildlife, this secluded tract is ideal for

  Crystal Bochnia Madison Realty Group, LLC

  0 SW US 221 Unit 401349, Greenville, FL 32331
• 

  

  /52

  $330,000

  • Land
  • 74.52 Acres
  • $4,428 per Acre

  0000 Madison Main Line Rd, Greenville, FL 32331

  Set on an expansive 75 acres of pristine land, this exceptional parcel is a hunter’s dream and an outdoor enthusiast’s private retreat. Thoughtfully developed with a network of well-maintained trails, the property offers easy access throughout, whether you’re navigating by ATV, hiking, or scouting game. Strategically placed hunting stands are already in position, providing optimal vantage points

  William Gibson Southern Land & Homes

  0000 Madison Main Line Rd, Greenville, FL 32331
• 

  

  /5

  $89,900

  • Land
  • 5 Acres
  • $17,980 per Acre

  999 N Us 19, Greenville, FL 32331

  5 Acres Zoned Commercial or Residential - Vacant land with approx. 664ft of Highway Frontage on US19/US27 between Monticello and Perry, FL. Approximately 45 mins to Tallahassee, 20 mins to Monticello and Perry, 45 mins to Keaton Boat Ramp. Zoned Mixed Use Rural Residential, refer to the county's Comprehensive Plan for specifics. There is an existing well, but the condition is unknown, it is

  angela mcguire Xcellence Realty Independent, Inc.

  999 N Us 19, Greenville, FL 32331
• 

  

  /8

  $50,000

  • Land
  • 10.5 Acres
  • $4,762 per Acre

  TBD SW Paradise Way, Greenville, FL 32331

  Discover the perfect canvas for your dream home with this expansive 10+ acre parcel, situated within Aucilla Plantation. This property offers the unique blend of wooded surroundings along with the benefits of a homeowners association. The serene landscape is ripe for development, with a generous expanse of trees that promise privacy and a harmonious connection with nature. This offering

  Hudson Willis LPT Realty

  TBD SW Paradise Way, Greenville, FL 32331
• 

  

  /30

  $315,000

  • 5 Beds
  • 3 Baths
  • 2,803 Sq Ft

  7638 SW Sundown Creek Rd, Greenville, FL 32331

  Property is being sold with 4 acres.

  Candace Garber TruDeals Realty LLC

  7638 SW Sundown Creek Rd, Greenville, FL 32331
• 

  

  /20

  $149,000

  $26K PRICE DROP

  • Land
  • 27.2 Acres
  • $5,478 per Acre

  Lot 1 SW Wonderwood St, Greenville, FL 32331

  Escape to the quiet of Shady Grove with this 27.2 acre tract featuring a beautiful mix of planted pines and natural hardwood swamp. This versatile property offers multiple opportunities—whether you’re looking for a larger acreage homesite, a productive hunting property, or a long-term timber investment, this land checks all the boxes. Located on SW Wonderwood Street, the acreage provides a blend

  Benjamin Sadler OaksFeather Realty

  Lot 1 SW Wonderwood St, Greenville, FL 32331
• 

  

  /4

  $89,000

  • Land
  • 40.01 Acres
  • $2,224 per Acre

  TBD Rock Island Rd, Perry, FL 32347

  Discover the perfect blend of natural beauty and open space with this rare 40-acre property on the North side of Taylor County. This expansive parcel offers a mix of partially cleared land and untouched nature, providing endless possibilities for your vision. Whether you’re looking to build your dream home or to establish a ranch this property is a blank canvas waiting for your inspiration.

  Kaylee Merchan JABBAR & ASSOCIATES REALTY LLC

  TBD Rock Island Rd, Perry, FL 32347
• 

  

  /35

  $1,270,000

  $105K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,526 Sq Ft

  1161 NW Jersey Rd, Greenville, FL 32331

  Turnkey Cattle Farm with Private Processing Facility on 92.75 Acres - fantastic horse potential as well. Purpose-built for livestock, self-sufficiency, and country living, this 92.75-acre gated property offers a rare opportunity to own a fully functional North Florida farm with the infrastructure already in place. Previously supporting a 50-head Angus operation, the land features seven

  Cindy Vees Jason Mitchell Real Estate

  1161 NW Jersey Rd, Greenville, FL 32331
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  /70

  $245,000

  • 6 Beds
  • 5 Baths
  • 1,776 Sq Ft

  552 SW Wabasso Terrace, Greenville, FL 32331

  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

  Brooke Barrs The American Dream

  552 SW Wabasso Terrace, Greenville, FL 32331
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  /67

  $349,000

  • Land
  • 41.22 Acres
  • $8,467 per Acre

  1193 SW Oregon Trail, Greenville, FL 32331

  Located within the gated and highly sought-after Aucilla Plantation, this 41-acre property offers the kind of setup serious outdoorsmen are always searching for but rarely find ready to go. Tucked away for privacy, this tract is well known for its strong deer and turkey presence, with two established stand and feeder locations already in place. The land itself is thoughtfully laid out with a

  Benjamin Sadler OaksFeather Realty

  1193 SW Oregon Trail, Greenville, FL 32331
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  /28

  $349,000

  $116K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 2,080 Sq Ft

  777 SW Wacissa Terrace, Greenville, FL 32331

  PRICE IMPROVED! An Outdoorsman's Paradise! 2080sqft home on 40 acres in Greenville, FL. No HOA, No Restrictions! Hunt in your pajamas from your front porch if you like - this property offers the kind of solitude and privacy that is often missed in today's world. Out here you can enjoy the sound of quiet while calling in turkey or centering your crosshairs on deer and hogs. The upstairs features a

  Ben Marinelli All Realty Services

  777 SW Wacissa Terrace, Greenville, FL 32331
• 

  /2

  $44,474

  • Land
  • 6.01 Acres
  • $7,400 per Acre

  Vacant SW Wabasso Terrace, Greenville, FL 32331

  Easement only to access the property. Three separate individual vacant wooded lots non-adjoining with one parcel id number collectively totaling 6.00+/- acres.

  Crystal Bochnia Madison Realty Group, LLC

  Vacant SW Wabasso Terrace, Greenville, FL 32331
• 

  

  /11

  $45,000

  $5K PRICE DROP

  • Land
  • 5.01 Acres
  • $8,982 per Acre

  TBD Aucilla Plantation Ct, Greenville, FL 32331

  5.01 wooded acres, well known for the large amount of Indian Artifacts due to the nearby Aucilla River, beautiful native trees, close to Smokehouse boat landing, Aucilla Shores Subdivision contains a private airstrip, animal Friendly & only a couple miles off Ashville Highway on well maintained roads.

  Justin Peel Maclay Realty & Management LLC

  TBD Aucilla Plantation Ct, Greenville, FL 32331
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  /70

  $349,900

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft

  4764 SW Fellowship Rd, Greenville, FL 32331

  Welcome to 4764 SW Fellowship Road in Greenville, Florida—a truly one-of-a-kind property where peaceful country living meets proven income potential. Situated on 9.26 private and beautifully maintained acres, this custom-designed 2019 barndominium offers 960 square feet of thoughtfully planned living space with 2 bedrooms and 1 bathroom. Immaculately cared for and full of character, the home has

  Benjamin Sadler OaksFeather Realty

  4764 SW Fellowship Rd, Greenville, FL 32331
• 

  

  /4

  $42,000

  • Land
  • 10.49 Acres
  • $4,004 per Acre

  SW Open Sands Loop SW Greenville, Greenville, FL 32331

  Tucked away in the peaceful Aucilla Plantation area of Greenville, Florida, this beautiful wooded property offers the kind of privacy and quiet that’s getting harder to find. The sale includes 2 adjoining lots being sold together, with a combined size of just under 11 acres, giving you plenty of space to build, explore, hunt, or simply enjoy nature. The land is surrounded by North Florida’s

  Cristina Broche Real Estate Sales Force

  SW Open Sands Loop SW Greenville, Greenville, FL 32331
• 

  

  /15

  $186,000

  $39K PRICE DROP

  • Land
  • 46.3 Acres
  • $4,017 per Acre

  2894 SW Overstreet Ave, Greenville, FL 32331

  This outstanding 46-acre tract has endless possibilities. Build your dream home, harvest deer, turkey and other small game or make it a calming retreat. The tract of land is located just a short drive from I-10 which allows easy access to the main highway yet tucked away from all the noise from the bigger cities. The property has a mix of pines and hardwoods that allow for different natural

  Michelle Mejia A Main Street Realty Co, LLC

  2894 SW Overstreet Ave, Greenville, FL 32331
• 

  

  /40

  $299,900

  $9K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 3,399 Sq Ft

  538 NW U S 221, Greenville, FL 32331

  Spacious 5 Bedroom Pool Home with Sunroom, Multiple Living Areas & Covered Outdoor Spaces This beautifully designed 5 bedroom, 3 bathroom two-story home offering approximately 3,399 square feet provides exceptional space for both everyday living and entertaining. With multiple living areas, a private primary suite, guest accommodations on the main level, and a backyard inground swimming pool,

  Jessica Groover Southern Land & Homes

  538 NW U S 221, Greenville, FL 32331
• 

  

  /4

  $42,000

  • Land
  • 10.49 Acres
  • $4,004 per Acre

  Vacant Land Sands Lo SW Greenville, Greenville, FL 32331

  Tucked away in the peaceful Aucilla Plantation area of Greenville, Florida, this beautiful wooded property offers the kind of privacy and quiet that’s getting harder to find. The sale includes 2 adjoining lots being sold together, with a combined size of just under 11 acres, giving you plenty of space to build, explore, hunt, or simply enjoy nature. The land is surrounded by North Florida’s

  Cristina Broche Real Estate Sales Force

  Vacant Land Sands Lo SW Greenville, Greenville, FL 32331

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