Jefferson County FL Homes for Sale

• 

  

  

  /18

  $2,600,000

  • Land
  • 765 Acres
  • $3,399 per Acre

  1268 NW White Wing Dove Dr, Greenville, FL 32331

  This property is a turn-key, 765 acre hunters paradise. Looking to bag that monster buck or just get away from the world, this is the perfect property. Teaming with deer, turkey, hogs, ducks, gators and more. There are 8 established food plots with battery powered feeders, two dug ponds 2, and approximately 5 miles of well maintained roads. The property features a 2400sq ft, 2 BR 2 BA custom

  

  Buddy Witmer

  Steve C. Walker Realty, LLC

  (448) 231-4258

  1268 NW White Wing Dove Dr, Greenville, FL 32331
• 

  

  

  /28

  $57,056

  • Land
  • 6.37 Acres
  • $8,957 per Acre

  TBD S Salt Rd, Monticello, FL 32344

  You can't hear your neighbors here - unless you count the hoot owls hooting! Extraordinary 6.37 acre homesite or recreational tract. This newly surveyed property offers the perfect blend of privacy, natural beauty and convenience. Featuring a mature forest of hardwoods and tall "long leaf" pines in a picturesque triangle shaped layout. The longest side (1070 ft) fronts S. Salt Road, giving over a

  

  Lynette Sirmon

  All Realty Services

  (448) 334-2517

  TBD S Salt Rd, Monticello, FL 32344
• 

  

  

  /43

  $599,000

  • 4 Beds
  • 3 Baths
  • 3,022 Sq Ft

  2574 W Washington St, Monticello, FL 32344

  Rustic Rretreat on 7+ Acres with Pond- just outside of Monticello and easy commute to Tallahassee. Escape to peace and tranqulity in this rustic brick home, complete with serene pond and multiple outbuildings. Soaring stone wood burning fireplace that anchors the spacious living area. Large loft perfect for an office, guest space, or creative retreat. Open kitchen ideal for entertaining and

  

  Barry Kelly

  Kelly & Kelly Properties, Inc

  (448) 231-5801

  2574 W Washington St, Monticello, FL 32344
• 

  

  

  /4

  $60,000

  • Land
  • 0.43 Acre
  • $139,535 per Acre

  tbd Jackson St, Monticello, FL 32344

  2 building lots in the heart of Monticello, quiet side street. Each lot is 50 ft wide by approx. 190 deep. The lots back up to Waukeenah Street.

  

  Pam Kelly

  Kelly & Kelly Properties, Inc

  (448) 334-6781

  tbd Jackson St, Monticello, FL 32344
• 

  

  

  /17

  $265,000

  • 3 Beds
  • 1 Bath
  • 1,334 Sq Ft

  1160 E Washington St, Monticello, FL 32344

  Remodeled brick home, 3 br 1 bath, open kitchen living room with fireplace. Large utility room with bonus room. Convenient Monticello location. Carport and privacy fenced back yard.

  

  Barry Kelly

  Kelly & Kelly Properties, Inc

  (448) 231-4719

  1160 E Washington St, Monticello, FL 32344
• 

  

  /22

  $99,000

  • Land
  • 2 Acres
  • $49,500 per Acre

  3108 Boston Hwy, Monticello, FL 32344

  GREEN ACRES MINI-FARM HOMESITE - Welcome to a rural 2 acre Homesite located in Jefferson County’s beautiful farm and ranch community. This green rolling haven is situated ideally North of Monticello in the Country off a paved road yet only minutes from dining and commerce along US 19 and in downtown Monticello. || IMPROVEMENTS - This homesite comes equipped with multiple improvements to

  

  Dennis St Pierre-Charles

  Coldwell Banker Hartung

  (448) 217-2542

  3108 Boston Hwy, Monticello, FL 32344
• 

  

  /43

  $315,000

  • 5 Beds
  • 2 Baths
  • 3,320 Sq Ft

  425 N Mulberry St, Monticello, FL 32344

  Charming 1920's Two-Story Home in the Heart of Downtown Monticello, Fl. Step back in time with this beautiful home nestled on a spacious 1/2 acre lot in the heart of Monticello. Bursting with character and potential, this property is perfect for those looking to restore a classic Southern gem. Inside, you will find original, wood ceiling, floors , and walls that are just waiting to be brought

  

  Pam Kelly

  Kelly & Kelly Properties, Inc

  (448) 222-3718

  425 N Mulberry St, Monticello, FL 32344
• 

  

  /25

  $198,000

  • Land
  • 14.9 Acres
  • $13,289 per Acre

  Lot 8 Sneads Dr, Greenville, FL 32331

  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 River". Outdoor enthusiasts

  

  Lynette Sirmon

  All Realty Services

  (448) 231-6582

  Lot 8 Sneads Dr, Greenville, FL 32331
• 

  

  /35

  $325,000

  • 3 Beds
  • 2 Baths
  • 1,370 Sq Ft

  1530 Sweetbay Ct, Monticello, FL 32344

  Like New! Barely lived in Home in the sought-after Crooked Creek Subdivision! Easy commute to Thomasville and Tallahassee with the small-town charm of Monticello! This beautiful 3/2 is on a spacious cul-de-sac lot and the house is upgraded to include but not limited to stainless steel appliances, recessed lighting, vaulted ceilings, with granite and quartz countertops, and a stunning kitchen

  

  Chance Shutes

  Keller Williams Town & Country

  (448) 327-3760

  1530 Sweetbay Ct, Monticello, FL 32344
• 

  

  /42

  $449,000

  • 3 Beds
  • 2 Baths
  • 1,921 Sq Ft

  2497 Boston Hwy, Monticello, FL 32344

  Charming Hillside Country Retreat with Barn and Acreage. Welcome to your dream countryside escape! This beautifully maintained brick home sits peacefully on a hillside, surrounded by sprawling fields dotted with mature pecan trees. Inside, the home features a spacious open floor plan, perfect for entertaining or relaxing with family. The large kitchen offers ample workspace and storage, while the

  

  Pam Kelly

  Kelly & Kelly Properties, Inc

  (448) 334-5566

  2497 Boston Hwy, Monticello, FL 32344
• 

  

  /12

  $175,000

  • Land
  • 10.47 Acres
  • $16,714 per Acre

  5936 Vista Rd, Monticello, FL 32344

  Perfect opportunity to own 10+ acres to build your dream home on this blank slate. Lot is mostly flat and backs up to a power line so no building behind the property. Abundant wildlife present (deer and turkey) and bring all your yard animals. Ride up Vista Road to see your neighbors on larger lots to Waukeenah Hwy to visit the beautiful Monticello Vineyards and Winery. Lot dimensions are

  

  Jaquelynn Harrison-Cofty

  Property Finders Nguyen Realty

  (448) 334-6928

  5936 Vista Rd, Monticello, FL 32344
• 

  

  /45

  $624,900

  • 3 Beds
  • 2.5 Baths
  • 2,546 Sq Ft

  181 Heritage Blvd, Monticello, FL 32344

  Highly Desirable Heritage Hills Location! Enjoy the perfect blend of privacy and convenience with this Craftsman-style home located on 3 serene acres, offering an easy commute to both Tallahassee and Monticello. The like-new residence boasts high-end finishes throughout, including crown molding, coffered ceilings, wainscoting, and a cozy gas fireplace. Relax or entertain year-round on the

  

  Pam Kelly

  Kelly & Kelly Properties, Inc

  (448) 678-3070

  181 Heritage Blvd, Monticello, FL 32344
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  /28

  $239,000

  • 3 Beds
  • 2 Baths
  • 1,234 Sq Ft

  44 Pine Needle Trace, Monticello, FL 32344

  Charming Home with Open Floor Plan in Beautiful Monticello, FL! Welcome to this cozy well maintained home featuring an inviting open floor plan, warm wood-burning fireplace and vaulted ceilings that add space and character. French doors off the main living area open to a spacious deck overlooking the backyard. Freshly pained throughout the interior. Seller offering a flooring allowance with

  

  Pam Kelly

  Kelly & Kelly Properties, Inc

  (448) 233-4323

  44 Pine Needle Trace, Monticello, FL 32344
• 

  

  /12

  $99,500

  • Land
  • 5 Acres
  • $19,900 per Acre

  489 Ashville Highlands Dr, Greenville, FL 32331

  Come and camp while you are waiting to build. Many improvements on this 5 acre parcel. Partly cleared (approx 2.5 ac), large septic with comnection for RV with macerator pump, 200 amp power service with meter and pole and 30 amp RV connection. High speed internet running through the property. No HOA, freedom to build what you want. Enjoy an abundance of wildlife. Some area is in flood zone see

  

  Barry Kelly

  Kelly & Kelly Properties, Inc

  (448) 678-3158

  489 Ashville Highlands Dr, Greenville, FL 32331
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  /8

  $22,000

  • Land
  • 1.18 Acres
  • $18,644 per Acre

  874 Flatwoods, Monticello, FL 32344

  A square 1.18 acres with paved road frontage. It has a powerline easement that runs through the center of the property. It has several, abandoned, old mobile homes on the property (no titles will be given, only bill of sale) and other structures. It has about 50% wet lands and a portion of the property lies within the flood zone. It is wooded, with some, young, easy to mulch, growth and some

  

  Lynette Sirmon

  All Realty Services

  (448) 218-0926

  874 Flatwoods, Monticello, FL 32344
• 

  

  /42

  $219,000

  • 3 Beds
  • 2 Baths
  • 2,390 Sq Ft

  2436 N Jefferson Hwy, Monticello, FL 32344

  Discover the perfect blend of rustic charm and opportunity with this unique country property. Nestled on 3+ acres, this older farm house offers character and room to grow. The main home features spacious living areas with wood floors throughout and plenty of potential for updates to make it your own. Front screen porch and large utility room. Also included is a second block home that will need

  

  Pam Kelly

  Kelly & Kelly Properties, Inc

  (850) 604-1107

  2436 N Jefferson Hwy, Monticello, FL 32344
• 

  

  /37

  $379,000

  • 3 Beds
  • 2 Baths
  • 2,766 Sq Ft

  205 N Rhodes St, Monticello, FL 32344

  Classic historical home built in the 1920's. Walking distance to charming downtown Monticello. Large covered front porch for kicking back and relaxing. Wood floors throughout, high ceiling and large open kitchen. This beauty boast over 2700 sf of heated and cooled living space. Beautiful entry into foyer with stairway leading to upstairs landing and two bedrooms. Formal living, formal dining and

  

  Pam Kelly

  Kelly & Kelly Properties, Inc

  (448) 236-0470

  205 N Rhodes St, Monticello, FL 32344
• 

  

  /4

  $130,000

  • Land
  • 9.96 Acres
  • $13,052 per Acre

  00 Mallard Blue Jay Ln Unit 2/3, Monticello, FL 32344

  The listing contains (2) adjacent raw land parcels in the Lloyd Acres Subdivision = 9.96 acres total. See parcel IDs: 18-1N-4E-0113-000C-0010 (6.41 acres; Mallard Lane) + 18-1N-4E-0112-000C-0050 (3.55 acres; Bluejay Rd). Look for real estate signs (2) to help identify the acreage for sale. The property is zoned Residential-01 (1 home/1 acre), making it a great opportunity for someone wanting to

  

  Brenna Kelly-Ward

  Kelly & Kelly Properties, Inc

  (850) 779-9827

  00 Mallard Blue Jay Ln Unit 2/3, Monticello, FL 32344
• 

  

  /8

  $199,000

  • Land
  • 5.12 Acres
  • $38,867 per Acre

  3621 E Capps Hwy, Monticello, FL 32336

  Vacant land with highway frontage on US-27 S., in Lamont, FL, just 4 miles east of the US-19 S/US-27 intersection in Capps. Zoned AG-5 (1 home/5 acres) - various commercial uses are allowed within AG-5 zoning. Refer to the county's Comprehensive Plan for specifics. The Northeast portion of the property is in wetlands, and majority of the parcel is located in Flood Zone A, except for small portion

  

  Brenna Kelly-Ward

  Kelly & Kelly Properties, Inc

  (850) 779-4681

  3621 E Capps Hwy, Monticello, FL 32336
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  /32

  $575,000

  • 3 Beds
  • 3 Baths
  • 3,026 Sq Ft

  3827 N Jefferson St, Monticello, FL 32344

  Spacious Contemporary Home on 5 Acres with Pond, Minutes from Thomasville, Ga! Enjoy peaceful country living with modern comforts in this stunning 3 bedroom, 3 bathroom brick home on 5 beautiful acres with a private pond. With over 3,000 square feet of living space, this property offers room to spread out and features thoughtful touches throughout. Inside, you'll find a large den with cozy

  

  Pam Kelly

  Kelly & Kelly Properties, Inc

  (850) 367-9518

  3827 N Jefferson St, Monticello, FL 32344
• 

  

  /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

  (448) 217-3223

  tbd E 2nd Way, Greenville, FL 32331
• 

  /2

  $75,000

  • Land
  • 1.7 Acres
  • $44,118 per Acre

  TBD Scott Dr, Monticello, FL 32344

  1.7 acres, two lots hidden in Monticello. Will not divide. Private setting with Plantation to the west. There is a 15 ft recorded easement to the property but currently working on additional road access. No sign on property. .

  

  Barry Kelly

  Kelly & Kelly Properties, Inc

  (850) 662-6482

  TBD Scott Dr, Monticello, FL 32344
• 

  

  /59

  $585,000

  • 3 Beds
  • 3 Baths
  • 2,187 Sq Ft

  515 E Palmer Mill Rd, Monticello, FL 32344

  Remarkable, peaceful in-town oasis on 3.54 acres! An incredible find in the heart of downtown Monticello, FL. Not only is this home located on a private 3.54 acre spread, surrounded by a perimeter of natural foliage, but the home itself has been beautifully updated, blending the charm of old and the convenience of new. The 3 bedroom/3 bathroom, 2,000+ sq ft home has a kitchen flooded with natural

  

  Brenna Kelly-Ward

  Kelly & Kelly Properties, Inc

  (448) 334-5445

  515 E Palmer Mill Rd, Monticello, FL 32344
• 

  

  /30

  $335,000

  • 3 Beds
  • 2 Baths
  • 1,604 Sq Ft

  354 Pine Cone Dr, Monticello, FL 32344

  2024 construction, shows like brand new home on large .68 acre lot, wooded buffer adds privacy. Open floor plan, kitchen with granite tops, counter seating and dining overlooks living room. Split bedroom plan , large master suite, walk in shower. 2 car garage, back screen porch overlooking privacy fenced backyard.

  

  Pam Kelly

  Kelly & Kelly Properties, Inc

  (448) 334-5234

  354 Pine Cone Dr, Monticello, FL 32344
• 

  

  /50

  $479,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,774 Sq Ft

  107 Tarn Way, Monticello, FL 32344

  2024 Custom Built Home with Premium Upgrades in Hemings Pond Subdivision! Better than new - This 3 bedroom/2 Bathroom 2024-build by Nailed It Construction offers luxury vinyl plank floors throughout, upgraded light fixtures, premium countertops, and elegant bath finishes. Both bathrooms feature tastefully muted designer tile-work. Thoughtful owner upgrades include: custom wood plantation shutters

  

  Brenna Kelly-Ward

  Kelly & Kelly Properties, Inc

  (448) 428-7824

  107 Tarn Way, Monticello, FL 32344
• 

  

  /69

  $555,000 New Construction

  • 4 Beds
  • 2 Baths
  • 1,945 Sq Ft

  64 Sanctuary Dr, Monticello, FL 32344

  Just WOW this beautiful new construction home, with top-of-the-line custom finishes. This home gives you all the luxury you are looking for - a primary suite with stunning tongue and groove wood tray ceilings, master bath with stand-alone soaking tub, walk-in shower, double vanity with quartz countertops, an oversized walk-in custom master closet with built-ins. As you approach the living area,

  

  Chance Shutes

  Keller Williams Town & Country

  (448) 305-5882

  64 Sanctuary Dr, Monticello, FL 32344
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  /52

  $565,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,976 Sq Ft

  57 Sunset Dr, Monticello, FL 32344

  In one of Jefferson County's most sought-after neighborhoods, sits this beautiful new construction home, with top-of-the-line custom finishes. This home gives you all the luxury you are looking for - a primary suite with stunning tongue and groove wood tray ceilings, master bath with stand-alone soaking tub, walk-in shower, double vanity with quartz countertops, an oversized walk-in custom master

  

  Chance Shutes

  Keller Williams Town & Country

  (448) 994-2864

  57 Sunset Dr, Monticello, FL 32344
• 

  /2

  $725,000 New Construction

  • 3 Beds
  • 3.5 Baths
  • 2,365 Sq Ft

  81 Old Tung Grove Rd, Monticello, FL 32344

  New Construction, to be completed in a few weeks. Sacious over 2300 sq fr. with upstairs bonus room with bath and closet, could be 4th bedroom. 5.38 acre lot. Convenient to Tallahassee 15 minute drive.

  

  Barry Kelly

  Kelly & Kelly Properties, Inc

  (448) 334-6582

  81 Old Tung Grove Rd, Monticello, FL 32344
• 

  

  /56

  $275,000

  • 2 Beds
  • 2 Baths
  • 1,672 Sq Ft

  660 N Jefferson St, Monticello, FL 32344

  This updated craftsman bungalow sits just minutes from historic downtown Monticello and all its shops, restaurants and small-town living activities. The big welcoming front porch maintains a great view of Jefferson street and opens inside to a light-filled living space – great for entertaining, with an easy flow to a fenced lawn perfect for pets and weekend gatherings. The split-bedroom plan

  David Wesolowski American Real Estate Agency, I

  660 N Jefferson St, Monticello, FL 32344
• 

  

  /42

  $469,000

  • 5 Beds
  • 2 Baths
  • 2,184 Sq Ft

  10283 Ashville Hwy, Greenville, FL 32331

  Amazing opportunity to own this private solar-powered farm with a large house! Beautiful and serene 16 acres with fruit trees, fields, lots of horse potential and 40 solar panels less than 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

  Lee Hall Capital City Real Estate Group

  10283 Ashville Hwy, Greenville, FL 32331
• 

  

  /38

  $419,000

  • 3 Beds
  • 3 Baths
  • 2,706 Sq Ft

  339 Silver Lake Rd, Monticello, FL 32344

  Gorgeous home on 5 acres mostly pasture. Open concept with vaulted ceilings; great entertainment/family home. Private setting; must see to believe.

  Steve Walker Steve C. Walker Realty, LLC

  339 Silver Lake Rd, Monticello, FL 32344
• 

  

  /19

  $350,000

  • Land
  • 70.45 Acres
  • $4,968 per Acre

  265 Neely Rd, Monticello, FL 32344

  Secluded, but not remote, this 70.45 acre tract in eastern Jefferson County, Florida would make an ideal hunting getaway property or a rural homesite. Virtually no ambient noise or light that will disturb the quiet woods. About half the tract is in 7-year-old planted loblolly pines and the rest is in natural woods and cypress ponds. You will be smack in the middle of some of the best deer and

  Dave Lewis

  265 Neely Rd, Monticello, FL 32344
• 

  

  /16

  $487,878

  • 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
• 

  

  /18

  $1,100,000

  • Land
  • 200 Acres
  • $5,500 per Acre

  0 Gum Swamp, Greenville, FL 32331

  Millwood Timberland West is a balanced recreational asset located in the Ashville, FL region. The internal road system meanders through the ecologically diverse landscape of pine plantations, live oaks and forested wetlands. The uplands are planted in slash pine that are approximately 15 years old with pockets of oak hammock and natural ponds. The ecosystem provides exceptional habitat for

  Bryant Peace Saunders Real Estate

  0 Gum Swamp, Greenville, FL 32331
• 

  

  /52

  $1,125,000

  • 3 Beds
  • 1 Bath
  • 1,146 Sq Ft

  740 Kinsey Rd, Monticello, FL 32344

  Location: Jefferson County, FLSize:155 acresFeatures:Rolling pastures Planted pines Natural hardwoods PondHome:1941 built 1,146 square feet UpdatedOutbuildings:With power Opportunities for workshops, storage, and moreAdditional Homesites:Breathtaking views Peaceful

  Ben Jones Mossy Oak Properties Southern Land and Homes, LLC

  740 Kinsey Rd, Monticello, FL 32344
• 

  

  /20

  $570,000

  • Land
  • 71 Acres
  • $8,028 per Acre

  0 Aucilla Rd Unit 22696476, Monticello, FL 32344

  Located on Aucilla Rd in Monticello, FL, this versatile AG-5 property offers endless potential for residential, agricultural, and recreational use. The upland portion has been cleared, making it ideal for a homesite or multiple residences, with zoning allowing one unit per five acres and options for family transfers under county guidelines.For those looking to enjoy North Floridas natural

  Jeremiah Thompson Saunders Land

  0 Aucilla Rd Unit 22696476, Monticello, FL 32344
• 

  

  /38

  $7,800,000

  • Land
  • 3,089 Acres
  • $2,525 per Acre

  0 Turkey Scratch Rd Unit 18561092, Monticello, FL 32344

  Turkey Scratch Road Timberland is 3,089 Acres in Jefferson County just outside Monticello. The property features 616 Upland Acres (20%) / 2473 Wetland Acres (80%) and has 4 miles of combined road frontage on I-10, 4,450 feet of road frontage on Turkey Scratch Road, and 1,725 feet on Aucilla Road. It also has several miles of well-maintained internal roads for easy navigation and timber

  Richard Dempsey Saunders Land

  0 Turkey Scratch Rd Unit 18561092, Monticello, FL 32344
• 

  /2

  $748,000

  290 Oetinger Rd, Monticello, FL 32344

  Land Description for 290 Oetinger Rd, Campbell Farm Welcome to the enchanting Campbell Farm, a sprawling 68-acre property nestled in the serene landscapes of Northern Jefferson County, Florida. This unique piece of real estate offers a harmonious blend of natural beauty and practical amenities, making it an ideal sanctuary for nature lovers and those seeking a peaceful retreat. Property

  Charles Ward Hayden Outdoors Real Estate

  290 Oetinger Rd, Monticello, FL 32344
• 

  

  /52

  $449,000

  • 4 Beds
  • 3 Baths
  • 3,188 Sq Ft

  930 E Pearl St, Monticello, FL 32344

  Built between 1890-1910, this Classic Revival home sits on 1.77 acres along one of Monticello’s most admired streets and offers timeless architecture with room to make it your own. The two-story layout includes 4 bedrooms and 3 bathrooms, with a circular driveway framed by boxwoods leading to a wide front porch perfect for rocking chairs. Inside, two front parlors flank the entry—one used as a

  Rachel Sparling All Realty Services

  930 E Pearl St, Monticello, FL 32344
• 

  

  /39

  $509,000

  • 3 Beds
  • 2.5 Baths
  • 1,915 Sq Ft

  160 Lineage Ct, Monticello, FL 32344

  Beautiful 3-bedroom, 2.5-bath farmhouse offers privacy, charm, and modern conveniences. Built in 2016 and tucked away at the end of a cul-de-sac on 2.78 acres in desirable Heritage Hills. Home features an iron gate and long driveway—plenty of extra room for your boat or RV—along with a metal roof, a classic rocking chair front porch, large covered patio for entertaining and a 2-car garage.

  Leanne Groom The Naumann Group Real Estate

  160 Lineage Ct, Monticello, FL 32344

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