Recently Sold Monticello, FL Homes

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  /42

  $415,000 Sold Jul 28, 2025

  • 2,832 Sq Ft
  • $147/SF
  • 89 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1987

  4710 Waukeenah Hwy, Monticello, FL 32344

  Monticello living is good, peaceful living. This home is ready for a multi-generational family, or a family with loads of relatives and friends to entertain. This three bedroom, two bath home has an adjacent mother in law suite complete with bedroom, kitchen, bath and living room. Located on two acres with a 2025 a/c unit, 2019 roof, large screened and unscreened porch, 3 pad carport, 3

  Fay Armstrong Keller Williams Town & Country

  4710 Waukeenah Hwy, Monticello, FL 32344
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  /38

  $280,000 Sold Jul 25, 2025

  • 1,056 Sq Ft
  • $265/SF
  • 58 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2002

  Unlisted Address

  Private Hunting Retreat on 20 Secluded Acres Just 25 minutes from Florida's Gulf Coast! Escape to your own slice of paradise with this private ,fully-equipped 20 acre property- ideal for hunters, or anyone seeking peace and privacy! Tucked away and surrounded by nature, this property offers the ultimate getaway with hunt-on-your-own-land freedom and thoughtful amenities designed for outdoor

  Pam Kelly Kelly & Kelly Properties, Inc

  Unlisted Address
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  /42

  $459,000 Sold Jul 25, 2025

  • 2,555 Sq Ft
  • $180/SF
  • 143 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1983

  4287 Bassett Dairy Rd, Monticello, FL 32344

  Rare COUNTRY Farmhouse OASIS AWAITS! – Discover the perfect blend of rustic charm in this stunning 5-bedroom, 3-bathroom home, nestled on five fully fenced acres of picturesque pastureland. Located just 15 minutes from downtown Monticello, this peaceful retreat offers breathtaking views, abundant wildlife, and plenty of space for your pets to roam. Step inside to a beautifully updated,

  Destiny Jones Keller Williams Town & Country

  4287 Bassett Dairy Rd, Monticello, FL 32344
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  /26

  $130,000 Sold Jul 25, 2025

  • Land
  • 14 Acres
  • $9,220 per Acre

  • 175 Days On Market

  00 Cardinal Ln, Monticello, FL 32344

  This property is located at the dead-end of Cardinal Lane, on a cul-de-sac, in the Lloyd Acres Subdivision (NO HOA). It's zoned Residential-01, and can be subdivided (1 home/1 acre). Some wetland spots exist, but there is plenty of room for (1) or more future home-sites. Property was partially cleared for a future home-site by the current owners, but they've since decided to stay in their current

  Brenna Kelly-Ward Kelly & Kelly Properties, Inc

  00 Cardinal Ln, Monticello, FL 32344
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  /42

  $335,000 Sold Jul 24, 2025

  • 1,551 Sq Ft
  • $216/SF
  • 45 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 2012

  580 Holly Rd, Monticello, FL 32344

  Looking for that small town life but still wanting to be close to Tallahassee? This is it! The quiet neighborhood of Crooked Creek subdivision could be the place for you! Located just outside of Monticello, FL. this roomy 4 bedroom, 2 bathroom 2012 built one owner house has it all. Beautifully land scaped yard with two gazebos and a greenhouse. Vaulted ceilings in the main living area and large

  Anthony Gifford Ketcham Realty Group, Inc.

  580 Holly Rd, Monticello, FL 32344
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  /6

  $195,000 Sold Jul 21, 2025

  • Land
  • 4.00 Acres
  • $48,750 per Acre

  • 215 Days On Market

  tbd Gamble Rd, Monticello, FL 32344

  Mixed Use Suburban/Residential zoning, just south of I-10 Exit 217. Some clearing has been done. Several parcels make up this listing. A survey is needed to determine the exact acreage and distances. Current distances are approx. There is a drain that runs through a portion of the property making some of it wet.

  Barry Kelly Kelly & Kelly Properties, Inc

  tbd Gamble Rd, Monticello, FL 32344
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  /27

  $349,900 Sold Jul 18, 2025

  • 1,601 Sq Ft
  • $219/SF
  • 106 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2025

  149 Coopers Pond Rd, Monticello, FL 32344

  New build, under construction on 1.05 acres, close to downtown Monticello and no HOA!! Five mins to I-10 and four mins to US90. Completion date set for April 2025 - - > see similar new build, under construction @ 81 Coopers Pond on 2.62 acres @ $399,900. Highlights of builder specs are as followed: - 1601sqft - 3 bedrooms - 2 full baths - 10' tray ceiling in living room - LVP throughout -

  Tiffany Kasdorf The Nova Group Realty

  149 Coopers Pond Rd, Monticello, FL 32344
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  /20

  $360,000 Sold Jul 11, 2025

  • Land
  • 31 Acres
  • $11,531 per Acre

  • 26 Days On Market

  Lot 4 Watermill Rd, Monticello, FL 32344

  Absolutely beautiful, 30 acre lot in Jefferson County! This gorgeous piece of heaven is mostly plantation cut with established hardwoods and just waiting for your dream home! The property is high and dry and conveniently located, with easy access to I-10 and 27, making it a quick trip to Tallahassee or Monticello. Road access and a community water tower make building one step easier. Whether

  Sarah McKinzie Hum Real Estate

  Lot 4 Watermill Rd, Monticello, FL 32344
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  /4

  $80,000 Sold Jul 08, 2025

  • Land
  • 4.42 Acres
  • $18,100 per Acre

  • 78 Days On Market

  TBD Devane, Monticello, FL 32344

  Wooded 4.42 acres, peaceful location just on the outside of Monticello. Across from the Jefferson County Country Club.

  Barry Kelly Kelly & Kelly Properties, Inc

  TBD Devane, Monticello, FL 32344
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  /42

  $510,000 Sold Jun 30, 2025

  • 1,898 Sq Ft
  • $269/SF
  • 18 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2008

  1094 Paul Thompson Rd, Monticello, FL 32344

  This beautiful 2008-built home is set on five private acres with a gated entrance and offers 1,898 SQ FT of living space with three bedrooms, two full baths, stainless appliances, lots of windows for natural light, fireplace, and two car garage. Step outside to your own pool oasis with a screened patio overlooking gorgeous oak trees surrounding the property. This property also has a storage shed

  Amber Renaud The Nova Group Realty

  1094 Paul Thompson Rd, Monticello, FL 32344
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  /20

  $396,494 Sold Jun 30, 2025

  • Land
  • 31 Acres
  • $12,700 per Acre

  • 44 Days On Market

  Lot 3 Watermill Rd, Monticello, FL 32344

  Absolutely beautiful, 30 acre lot in Jefferson County! This gorgeous piece of heaven is mostly plantation cut with established hardwoods and just waiting for your dream home! The property is high and dry and conveniently located, with easy access to I-10 and 27, making it a quick trip to Tallahassee or Monticello. Road access and a community water tower make building one step easier. Whether

  Sarah McKinzie Hum Real Estate

  Lot 3 Watermill Rd, Monticello, FL 32344
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  /40

  $255,000 Sold Jun 30, 2025

  • 2,206 Sq Ft
  • $116/SF
  • 93 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1914

  185 Main St, Monticello, FL 32344

  Nestled in the heart of historic Lloyd, this beautiful 1914 Charmer boasts the craftsmanship of an older home with the luxuries of brand new finishes! This Beautiful 3 Bedroom, 2 Bath home has been tastefully remodeled, ready for it's new family. It property possesses 4 new electric fireplaces with brand new tiling throughout. Any couple will enjoy the huge double-head shower with a matching

  Lee Hall Capital City Real Estate Group

  185 Main St, Monticello, FL 32344
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  /20

  $129,000 Sold Jun 27, 2025

  • 936 Sq Ft
  • $138/SF
  • 117 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1945

  450 W Dogwood St, Monticello, FL 32344

  Charming cottage with great potential. 3 bedroom 1 bath with covered front porch in the heart of downtown Monticello. Wood floors in living and bedrooms, tile in kitchen and baths. Carport and shed. Walking distance to downtown restaurants and shopping. Home will need a new roof.

  Pam Kelly Kelly & Kelly Properties, Inc

  450 W Dogwood St, Monticello, FL 32344
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  /42

  $390,000 Sold Jun 26, 2025

  • 1,917 Sq Ft
  • $203/SF
  • 140 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1987

  1288 Indian Hills Rd, Monticello, FL 32344

  Peace is what you will find when you visit this lovely home on 5.66 acres. Mostly wooded with a flowing creek. Brick home has a brand new roof 2025. One owner home that has been meticulously taken care of. Open kitchen /living room with vaulted ceilings and a wood burning stove for cozy evenings. Family room has an office nook an a wall of windows for great outdoor views. The workshop is

  Pam Kelly Kelly & Kelly Properties, Inc

  1288 Indian Hills Rd, Monticello, FL 32344
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  /42

  $525,000 Sold Jun 25, 2025

  • 1,907 Sq Ft
  • $275/SF
  • 16 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1996

  178 Nautilus Dr, Monticello, FL 32344

  Introducing an architectural gem poised for a rebirth, this expansive building spanning 12,279 square feet emerges in a state of partial restoration and readiness. Its historical significance and potential for modern ventures converge to offer a unique opportunity. At the heart of this property lies a captivating 70’ diameter circular auditorium, boasting a soaring 41’ high ceiling and crowned

  Ondrea Maldonado Hamilton Realty Advisors LLC

  178 Nautilus Dr, Monticello, FL 32344
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  /41

  $336,000 Sold Jun 23, 2025

  • 1,555 Sq Ft
  • $216/SF
  • 33 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2021

  1600 Sweetbay Ct, Monticello, FL 32344

  Beautiful craftsman 2021 built 3/2 home on spacious lot overlooking a wooded green space on a quiet cul-de-sac. Two car garage, granite counters, stainless appliances, laminate wood floors, covered/screened back porch, and fresh landscaping. This home is generator-ready with accessible electrical hookups and HVAC soft start to allow essential comforts during electrical outages. This home is a

  Amber Renaud The Nova Group Realty

  1600 Sweetbay Ct, Monticello, FL 32344
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  /34

  $300,000 Sold Jun 20, 2025

  • 1,416 Sq Ft
  • $212/SF
  • 55 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1993

  4014 Ashville Hwy, Monticello, FL 32344

  Stunning 10 plus acre property on the Ashville Hwy. This fully renovated 2 bedroom /2 bathroom home offers a cozy, private hideaway draped in Live Oaks, just minutes from historic, downtown Monticello, FL. Renovations include - custom kitchen cabinetry, granite countertops and a light-filled kitchen with sky lights and a corner sink boasting a large window overlooking the property. Custom wood

  Barry Kelly Kelly & Kelly Properties, Inc

  4014 Ashville Hwy, Monticello, FL 32344
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  /30

  $349,000 Sold Jun 16, 2025

  • 1,680 Sq Ft
  • $208/SF
  • 72 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1991

  460 W Osprey Ln, Monticello, FL 32344

  17 ACRE HOBBY FARM, TINKERER’S DELIGHT, LOTS OF PRIVACY. Includes tractor & equipment, large barn, 7-bay equipment shed, workshop, trove of tools & supplies, greenhouse, half-acre vineyard, fruit trees, multiple garden sites, stocked pond (bream, bass, catfish) fed by one of two wells, cooking/canning/fish-cleaning shed, pasture for horses & livestock, and more. Comfortable, well-maintained 1680

  Hines Boyd FL-GA Realty & Auction

  460 W Osprey Ln, Monticello, FL 32344
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  /36

  $110,000 Sold Jun 16, 2025

  • 2,152 Sq Ft
  • $51/SF
  • 57 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1920

  955 E Pearl St, Monticello, FL 32344

  Home to be decided on if it should be restored or torn down. Each person may see it differently as everyone has different opinions. The entire lot size is .77 acres.

  Lynette Sirmon All Realty Services

  955 E Pearl St, Monticello, FL 32344
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  /35

  $375,000 Sold Jun 13, 2025

  • 2,768 Sq Ft
  • $135/SF
  • 24 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1901

  925 E Pearl St, Monticello, FL 32344

  Charming historic home with bonus guest cottage, located on the most beautiful oak lined street in picturesque Monticello, Florida. OWNER FINANCING AVAILABLE call for convenient terms. Enjoy small-town living in this updated home featuring a 2020 Roof, 2022 HVAC, 2025 Water Heater, Updated Electrical, CPVC and Copper Plumbing, Schedule 40 sewer piping, and mostly updated windows. Relax on the

  Tom Grasberger Gaff's Realty Company

  925 E Pearl St, Monticello, FL 32344
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  /42

  $335,000 Sold Jun 10, 2025

  • 1,370 Sq Ft
  • $245/SF
  • 6 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2021

  1535 Willow Rd, 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 corner 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 island.

  Chance Shutes Keller Williams Town & Country

  1535 Willow Rd, Monticello, FL 32344
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  /25

  $307,000 Sold Jun 06, 2025

  • 1,584 Sq Ft
  • $194/SF
  • 51 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2021

  203 Pine Cone Dr, Monticello, FL 32344

  Shows like a brand new home, Built in 2021 on half acre lot. Split floor plan with large bedrooms. Open floor plan with kitchen overlooking living space with 10 ft trey ceiling, granite countertops and custom cabinetry. Large master bedroom suite, walk-in shower and walk-in closet. 2 car garage, fenced backyard for the pets and privacy.

  Barry Kelly Kelly & Kelly Properties, Inc

  203 Pine Cone Dr, Monticello, FL 32344
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  /39

  $425,000 Sold Jun 04, 2025

  • 2,822 Sq Ft
  • $151/SF
  • 28 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2005

  120 Lacapra Rd, Monticello, FL 32344

  Beautifully Maintained 2822 SF Home on 1.25 acres- Edge of town living! Enjoy the perfect blend of comfort, space, and convenience in this exceptionally maintained home. Peaceful country living with easy access to all nearby amenities. Step inside to a spacious open concept layout, ideal for everyday living and entertaining. The home features a supersized bonus room perfect for a media room,

  Pam Kelly Kelly & Kelly Properties, Inc

  120 Lacapra Rd, Monticello, FL 32344
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  /29

  $541,000 Sold May 23, 2025

  • Land
  • 59 Acres
  • $9,143 per Acre

  • 55 Days On Market

  Vacant Hartsfield Rd, Monticello, FL 32344

  Picturesque 59.17 Acres of Pasture and Hardwood Bliss Discover your own slice of paradise with this exceptional 59.17-acre property, perfectly nestled just minutes from downtown Monticello, north of Highway 90. This unique offering combines the best of both worlds, showcasing a harmonious blend of lush pastures and majestic hardwoods, creating an ideal landscape for various uses, whether it be

  Ben Jones Southern Land & Homes

  Vacant Hartsfield Rd, Monticello, FL 32344
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  /11

  $95,000 Sold May 15, 2025

  • Land
  • 10 Acres
  • $9,082 per Acre

  • 170 Days On Market

  0 E Glenn Rd, Monticello, FL 32344

  Have you ever dreamed of building a home on several acres? Here is your chance to snag your slice of quaint, peaceful living, on more than 10 acres! Build the home of your dreams and there's even space to build an additional dwelling unit like a pool home, mother-in-law suite, etc. The possibilities on this beautiful land are endless.

  Danielle Andrews Realty One Group Next Gen

  0 E Glenn Rd, Monticello, FL 32344
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  /3

  $2,989,892 Sold May 12, 2025

  • Land
  • 420 Acres
  • $7,119 per Acre

  • 87 Days On Market

  0 Bassett Dairy Rd Unit 380760, Monticello, FL 32344

  Additional 420 acres to add to MLS listing 373105 which is 450 acres. May be purchased separately or together. Land has been in the family over 50 years. Beautiful rolling topography of crop land, pasture and timber. Elevation of 260 ft. above sea level. Water elements to enjoy.

  Brian Proctor NAI TALCOR Commercial

  0 Bassett Dairy Rd Unit 380760, Monticello, FL 32344
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  /8

  $3,069,542 Sold May 12, 2025

  • Land
  • 450 Acres
  • $6,821 per Acre

  • 284 Days On Market

  0 Bassett Dairy Rd Unit 373105, Monticello, FL 32344

  450 acres that has been in the family for over 50 years. Beautiful rolling topography of crop lands, pasture and timber. Elevation of 260 ft. above sea level. Water elements to enjoy. Adjacent 420 acres can be purchased for $3,150,000, see listing Number 380760, beautiful 870 acres total

  Brian Proctor NAI TALCOR Commercial

  0 Bassett Dairy Rd Unit 373105, Monticello, FL 32344
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  /42

  $900,000 Sold May 08, 2025

  • 2,750 Sq Ft
  • $327/SF
  • 38 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2018

  542 Tradition Way, Monticello, FL 32344

  Stunning 3 BR 2.5 Bath custom pool home offering elegance and comfort. Situated on 7 landscaped and manicured acres, fenced and cross fenced. Meticulously maintained both inside and out. 10 ft ceilings, 8 ft doors, large windows, with upscale finishes throughout. Gourmet kitchen equipped with premium appliances, ample custom cabinets, spacious island with plenty of counters for entertaining.

  Pam Kelly Kelly & Kelly Properties, Inc

  542 Tradition Way, Monticello, FL 32344
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  /10

  $80,000 Sold May 05, 2025

  • 782 Sq Ft
  • $102/SF
  • 27 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1955

  895 Independent St, Monticello, FL 32344

  Charming cottage, affordable living under $100,000. Small lot for easy maintenance. New split ac unit. New roof, windows, flooring, new insulation in attic, and new appliances. Potential Owner financing $10,000 down, 6% interest, 3 year balloon.

  Barry Kelly Kelly & Kelly Properties, Inc

  895 Independent St, Monticello, FL 32344
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  /42

  $529,900 Sold Apr 30, 2025

  • 1,868 Sq Ft
  • $284/SF
  • 16 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2017

  273 Legacy Way, Monticello, FL 32344

  Stunning 2017 built home on 3.03 acres with mature trees on all sides for incredible privacy! This home features 3 bedrooms, 2 bathrooms, and a 2-car garage. Gorgeous design finishes include granite counters, stainless appliances, custom cabinets, built-in entertainment center with shiplap accent, craftsman style trim and crown molding, covered back porch with brick paver floor, and stone accents

  Amber Renaud The Nova Group Realty

  273 Legacy Way, Monticello, FL 32344
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  /42

  $449,000 Sold Apr 30, 2025

  • 3,635 Sq Ft
  • $124/SF
  • 80 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1842

  340 E Washington St, Monticello, FL 32344

  Step into the timeless elegance of the Simpkins-Bailey House, a distinguished circa 1854 residence nestled in the heart of Monticello's Historic District. This 3-bedroom, 3.5-bathroom home offers 3,635 square feet of meticulously updated living space, seamlessly blending historic charm with modern comforts. Zoned for business-residential use, the property provides incredible flexibility for a

  Sandy Ferrera All County Suncoast Property

  340 E Washington St, Monticello, FL 32344
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  /29

  $60,000 Sold Apr 29, 2025

  • 2,612 Sq Ft
  • $23/SF
  • 52 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1914

  1150 Sage St, Monticello, FL 32344

  Built in 1914, this historic home in the heart of Monticello, Florida, offers a rare opportunity to own a piece of the past. With 5 spacious bedrooms and 2 full bathrooms, this charming property sits on a generous 0.63-acre lot, providing ample outdoor space. While the home requires significant renovation, it boasts original historical elements throughout, including beautiful hardwood floors,

  Gabriela Sacco All Realty Services

  1150 Sage St, Monticello, FL 32344
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  /14

  $230,000 Sold Apr 24, 2025

  • 1,316 Sq Ft
  • $175/SF
  • 26 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1970

  523 Silver Lake Rd, Monticello, FL 32344

  Prime location in NE Jefferson County! Just 5 minutes to historic Monticello with easy travel to Tallahassee, Thomasville and Quitman. Lots of properties boast horse potential, but this 12 acre parcel truly has room for all your equine needs. High and dry with paved roads. Unlock the potential of this home that’s ready for a transformation! While extensive repairs are needed, this property

  Brian Bachman Kelly & Kelly Properties, Inc

  523 Silver Lake Rd, Monticello, FL 32344
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  /39

  $321,000 Sold Apr 24, 2025

  • 1,680 Sq Ft
  • $191/SF
  • 43 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2022

  1260 E Washington St, Monticello, FL 32344

  Beautiful Modern Home on a Spacious corner Lot. Built in 2022, this stunning 1,680 sq. ft. home offers modern living with an open floor plan, perfect for entertaining. Featuring three bedrooms and two bathrooms, this energy-efficient home boasts a stylish kitchen, a convenient mudroom, and a two-car carport. Located near downtown Monticello, you'll enjoy easy access to the local shops, dining,

  Shanna D'Attile Keller Williams Town & Country

  1260 E Washington St, Monticello, FL 32344
• 

  

  /27

  $384,000 Sold Apr 22, 2025

  • Land
  • 25 Acres
  • $15,534 per Acre

  • 812 Days On Market

  162 Natural Bridge Rd, Monticello, FL 32344

  LOCATED ON THE CORNER OF FANLEW ROAD AND NATURAL BRIDGE ROAD IN A LITTLE COMMUNITY CALLED FANLEW. THIS COMMUNITY SERVED SAWMILLS AND TURPENTINE STILLS THAT ONCE POPULATED THIS AREA. IT STRADDLES JEFFERSON WAKULLA AND LEON COUNTY. THE PROPERTY IS A MIXTURE OF PINES AND HARDWOODS AND SPORTS AN ORIGINAL HOMESTEAD, NOT LIVEABLE. THERE IS A MOBILE HOME ON THE PROPERTY WITH WELL, POWER AND SEPTIC. LOTS

  Amy Crain The American Dream

  162 Natural Bridge Rd, Monticello, FL 32344
• 

  

  /27

  $399,900 Sold Apr 21, 2025

  • 1,601 Sq Ft
  • $250/SF
  • 129 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2024

  81 Coopers Pond Rd, Monticello, FL 32344

  New build, under construction! Completion date set for April 2025. Beautiful, private lot on 2.62 acres, close to downtown Monticello and no HOA!! 5 mins to I-10 and 4 mins to US90 - - > see similar new build, under construction @ 149 Coopers Pond on 1.05 acres @ $349,900. Highlights of builder specs are as followed: - 1601sqft - 3 bedrooms - 2 full baths - 10' tray ceiling in living room - LVP

  Tiffany Kasdorf The Nova Group Realty

  81 Coopers Pond Rd, Monticello, FL 32344
• 

  

  /40

  $425,000 Sold Apr 18, 2025

  • 3,174 Sq Ft
  • $134/SF
  • 27 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1895

  310 E Dogwood St, Monticello, FL 32344

  Step into history with the breathtaking Camellia House, a stunning Queen Anne-style home built in 1895-96 by William Bishop, a prominent local business owner with ties to the tung oil, retail, and lumber industries. Originally crafted as a wedding gift for his eldest sister, this home boasts intricate features and craftsmanship typically reserved for affluent families of the era. Its beauty has

  Devin Lohman Lohman Realty LLC

  310 E Dogwood St, Monticello, FL 32344
• 

  

  /34

  $250,000 Sold Apr 17, 2025

  • 1,731 Sq Ft
  • $144/SF
  • 83 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1994

  194 Deer Run Rd, Monticello, FL 32344

  Enjoy the peaceful vibes of this creekside Barndominium in the woods. This property has quaint country living upstairs to include the primary bedroom, on suite bathroom and large walking closet, antique wood stove and a beautiful lookout porch in the rear of the property. Downstairs you have plenty of open space for entertaining your guests including 2 bedrooms, on suite bathroom and laundry as

  Christopher Taylor Xcellence Realty

  194 Deer Run Rd, Monticello, FL 32344
• 

  

  /34

  $550,000 Sold Apr 15, 2025

  • 2,126 Sq Ft
  • $259/SF
  • 107 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 2007

  136 Bob White Trail, Monticello, FL 32344

  Make this piece of paradise your own! As you pull into the driveway, you will feel as if you have escaped the stresses of every day life and have just arrived at your vacation destination. This property features a beautiful home, ample outdoor entertaining space, two ponds (one fully stocked including a duck), chicken coup, a pole barn, workshop with space for a man cave/game room, and 10 acres

  Angela Wills Team Wills Real Estate Group

  136 Bob White Trail, Monticello, FL 32344
• 

  

  /19

  $120,000 Sold Apr 15, 2025

  • 2,600 Sq Ft
  • $46/SF
  • 255 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1956

  1385 Florida Ave, Monticello, FL 32344

  **Multiple Offers** *Short Sale 3rd Party Approval Required* Main House 3Bdrm 2Ba w/attached Apartment/2Bdrm 1Ba In-Law Suite w/Kitchen, Living Area, Private Entrance & separate Driveway. Single Family Home, One Home w/Apartment as Rental, or Multi-Family/Generational Living. Corner Double Lot. Roof Replacement & HVAC (Main House) needed. Updates/Upgrades and General TLC needed. Buyer to verify

  Christopher Chaback Keller Williams Town & Country

  1385 Florida Ave, Monticello, FL 32344

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