Homes in ZIP Code 32344

• 

  

  

  /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
• 

  

  

  /14

  Est $350,901 Not Listed For Sale

  • 2 Beds

  4131 Ashville Hwy, Monticello, FL 32344

  4131 Ashville Hwy, Monticello, FL 32344
• 

  

  

  /70

  $989,000

  • 4 Beds
  • 3 Baths
  • 4,600 Sq Ft

  2024 Old Lloyd Rd, Monticello, FL 32344

  Square footage includes both the main house is 3200 square feet with 4 bedrooms and 3 baths. New barn apartment is 1400 square feet with 2 bedrooms and 1 bath. This would be an amazing income producing property for short and/or long term rental property of barn apt, horse boarding stables ... or even a wedding venue. This breathtaking property checks ALL of the boxes! Please see associated

  Katherine Hansli Searcy The Naumann Group Real Estate

  2024 Old Lloyd Rd, Monticello, FL 32344
• 

  

  

  /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
• 

  

  

  /5

  Not Listed For Sale

  000 Taylor Rd, Monticello, FL 32344

  000 Taylor Rd, Monticello, FL 32344
• 

  

  /43

  $295,000

  • 3 Beds
  • 2 Baths
  • 2,044 Sq Ft

  300 Cedar St, Monticello, FL 32344

  Welcome to 300 Cedar Street ~ Located a stone's throw from Monticello's charming downtown, yet quiet & private ~ Relax in a rocking chair & enjoy sitting on your HUGE 64x8 screened in porch that runs the entire length of the back of the home & overlooks the serene 1.5 acre lot ~ Built in 1958, this single story home is a sturdy brick ranch style with 3 Bedrooms, 2 Baths, extra large attached 2

  Jonathan Rigsby Spotlight Real Estate

  300 Cedar St, Monticello, FL 32344
• 

  

  /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
• 

  /2

  Not Listed For Sale

  B Salt Rd, Monticello, FL 32344

  B Salt Rd, Monticello, FL 32344
• 

  

  /38

  $799,000

  • 5,139 Sq Ft

  625 E Washington St, Monticello, FL 32344

  Amazing Investment Opportunity! Own your piece of history and enjoy some great cash flow in this beautiful Downton Monticello Home. Built in 1888 and almost 4500 SF in the main house with 9 bedrooms, 7 bathrooms and common areas for the tenants. Currently set up as a rooming house with tenants. New roof 2024, new HVAC 2022 and mini splits, New kitchen and bathrooms 2022, Tankless Hot water

  Lee Hall Capital City Real Estate Group

  625 E Washington St, Monticello, FL 32344
• 

  

  /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
• 

  /2

  Not Listed For Sale

  A Salt Rd, Monticello, FL 32344

  A Salt Rd, Monticello, FL 32344
• 

  

  /45

  $275,000

  • 4 Beds
  • 2 Baths
  • 1,812 Sq Ft

  685 E Washington St, Monticello, FL 32344

  Perfect brick family home right downtown! Walk to the veggie stand across the street and all the Monticello shops! Renovated 4-bed, 2-bath home. New roof!! New Custom Kitchen cabinets, granite counters, and SS Appliance package perfect for all those home chefs. The open-plan kitchen opens directly into the dining and living room. New Flooring, Paint, Light fixtures, Custom closets and bookcases

  Lee Hall Capital City Real Estate Group

  685 E Washington St, Monticello, FL 32344
• 

  

  /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
• 

  

  /37

  Not Listed For Sale

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

  185 White Oak Dr, Monticello, FL 32344

  185 White Oak Dr, Monticello, FL 32344
• 

  

  /33

  $189,000

  • Land
  • 11 Acres
  • $17,797 per Acre

  720A Indian Hills Rd, Monticello, FL 32344

  Escape to the countryside and live your dream on this stunning 10.62-acre property! With three mobile homes currently on site, this property offers a unique opportunity for multi-generational living, rental income, or a sprawling family compound. While the mobile homes are not considered valuable, they provide a canvas for renovation or replacement. See potential in these structures or consider

  Alicia Radtke All Realty Services

  720A Indian Hills Rd, Monticello, FL 32344
• 

  

  /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
• 

  

  /42

  Est $650,605 Not Listed For Sale

  • 6 Beds
  • 4 Baths
  • 3,998 Sq Ft

  12840 Gamble Rd, Monticello, FL 32344

  12840 Gamble Rd, Monticello, FL 32344
• 

  

  /33

  $215,900

  • 2 Beds
  • 2 Baths
  • 1,356 Sq Ft

  1065 S Mulberry St, Monticello, FL 32344

  This cozy home located in the heart of Monticello is the perfect 2/2 for a starter family looking to settle down or someone looking for a small, southern home in a quiet town! There is so much potential with good bones from the old hardwood floors to the floor-to-ceiling windows. This home is in walking distance to the roundabout near restaurants and antique shops or to the grocery store. With a

  Katherine Gonzalez Pearson Realty Inc.

  1065 S Mulberry St, Monticello, FL 32344
• 

  

  /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
• 

  

  /38

  Est $212,324 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,276 Sq Ft

  5118 E Washington Hwy, Monticello, FL 32344

  5118 E Washington Hwy, Monticello, FL 32344
• 

  

  /52

  $215,000

  • Land
  • 40 Acres
  • $5,375 per Acre

  3978 Quitman Hwy S, Greenville, FL 32331

  Welcome to 3978 S Quitman Hwy – 40 beautiful acres in the heart of Jefferson County, Florida. This versatile property is ideal for those seeking a private hunting retreat, weekend getaway, or future homesite. Over a quarter of the land is planted in pines, providing both aesthetic value and future timber potential. An older mobile home sits on-site, holding little value, but all essential

  Benjamin Sadler OaksFeather Realty

  3978 Quitman Hwy S, Greenville, FL 32331
• 

  

  /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
• 

  

  /5

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,128 Sq Ft

  271 Tecumseh Rd, Monticello, FL 32344

  271 Tecumseh Rd, Monticello, FL 32344
• 

  

  /34

  $269,000

  • 3 Beds
  • 2 Baths
  • 1,654 Sq Ft

  130 Simpson Ave, Monticello, FL 32344

  Beautiful home located in historic Monticello within walking distance to downtown shopping, restaurants, and farmers market. Featuring 3 spacious bedrooms with 2 large bathrooms and a walk-in closet. This charming cottage has an extra office/study area, original fireplace, glass french doors to dining room and updates throughout while staying true to its original character. Step outside to a

  Suzanna Malone Lauer Real Estate Group LLC

  130 Simpson Ave, Monticello, FL 32344
• 

  

  /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
• 

  

  /16

  Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,801 Sq Ft

  157 White Oak Dr, Monticello, FL 32344

  157 White Oak Dr, Monticello, FL 32344
• 

  

  /14

  $179,000

  • 3 Beds
  • 2 Baths
  • 1,716 Sq Ft

  375 Maple St, Monticello, FL 32344

  Affordable home nestled in the heart of Monticello! This spacious home sports a freshly painted open floor plan. Wood finished line this home sharing a feeling of craftsmanship. Updated appliances make this home walk in ready for its next family. Nestled on a corner lot, this home has great curb appeal.

  Caleb Stephens Silo Hill Properties

  375 Maple St, Monticello, FL 32344
• 

  

  /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
• 

  

  /39

  Est $510,447 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,700 Sq Ft

  210 Deer Run, Monticello, FL 32344

  210 Deer Run, Monticello, FL 32344
• 

  

  /11

  $23,000

  • Land
  • 2.00 Acres
  • $11,500 per Acre

  0 Flatwoods, Monticello, FL 32344

  Land for Sale – Flatwoods, FL 32344. Size: 2.0 Acres. Location: Flatwoods Road, Monticello, Florida 32344. Property Highlights: Buildable lot with plenty of space; Power available on the road; 411.75 feet of road frontage; Peaceful rural setting surrounded by large parcels; No HOA – flexible use for site-built or modular homes. About 40 minutes to Tallahassee. Ideal for a private

  Andrey Rossin CASH FLOW IN MIAMI REALTY

  0 Flatwoods, Monticello, FL 32344
• 

  

  /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
• 

  

  /41

  Not Listed For Sale

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

  927 Quail Ln, Monticello, FL 32344

  927 Quail Ln, Monticello, FL 32344
• 

  

  /29

  $285,000

  • 2 Beds
  • 2 Baths
  • 1,404 Sq Ft

  9497 Gamble Rd, Monticello, FL 32344

  Nestled on 6 beautiful wooded acres, this charming 2 bedroom, 2 bath cedar house offers the perfect blend of rustic charm and modern convenience. The house has a whole home generator, providing peace of mind during any power outages. Inside, you will find stunning cork floors throughout. Additionally, the property boasts 2 sheds with electricity, perfect for storage or workshop space. This house

  Trevor Ann Clark Keller Williams Town & Country

  9497 Gamble Rd, Monticello, FL 32344
• 

  

  /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
• 

  

  /36

  Est $294,761 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,421 Sq Ft

  275 Rudolph Ln, Monticello, FL 32344

  275 Rudolph Ln, Monticello, FL 32344
• 

  

  /20

  $85,000

  • 3 Beds
  • 2 Baths
  • 1,836 Sq Ft

  195 E Meadow Rd, Monticello, FL 32344

  NEW Metal ROOF 2022! Welcome to the Aucilla Forest & Meadows Subdivision! Spacious 1836 square foot double wide mobile home built in 1999. 3 bedroom, 2 full bathroom on huge 2.50 acre lot! ~10 minutes to Aucilla River! Only $46/sq ft! Home needs cosmetic work that can be done over time! Primary bedroom has shower stall, garden tub + large walk-in closet. Split floor plan, huge kitchen with tons

  Chelsey Hough Keller Williams Town & Country

  195 E Meadow Rd, Monticello, FL 32344
• 

  

  /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
• 

  

  /11

  Est $108,086 Not Listed For Sale

  • 2 Beds

  161 Meadow Dr, Monticello, FL 32344

  161 Meadow Dr, Monticello, FL 32344
• 

  

  /9

  $144,000

  • Land
  • 9 Acres
  • $15,352 per Acre

  402 Mistletoe Ln, Monticello, FL 32344

  Escape to tranquility with this expansive piece of raw, rural land for sale. Offering acres of untouched beauty, this property provides the perfect opportunity to build your dream home or start your next project. With no neighbors behind, you'll enjoy complete privacy and seclusion, surrounded only by nature’s peaceful serenity. Whether you're looking for a quiet retreat, hunting grounds, or

  Melissa Montalvo Engel & Völkers Tallahassee

  402 Mistletoe Ln, Monticello, FL 32344
• 

  

  /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

Showing Results 121 - 160, Page 4 of 18