Monticello, FL Homes

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  $519,000

  • 3 Beds
  • 2.5 Baths
  • 3,054 Sq Ft

  79 Lakeside Rd, Monticello, FL 32344

  Go Back in time in this traditional farmhouse nestled on 3.05 acres totally fence and cross fenced. Over 1110 sq ft of screened porch for entertaing, relaxing, or looking at the 20x30 Koi pond. Sparkling wood foors throughout create warmth to the spacious rooms. 9x32 central hallway, large living room, family room, and all bedrooms are oversized. 600 sq ft garage with loft and attached 1 car

  

  Barry Kelly

  Kelly & Kelly Properties, Inc

  (448) 230-7686

  79 Lakeside Rd, Monticello, FL 32344
• Explore Monticello

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  /17

  $1,299 - $1,306 per month

  Jefferson Pines

  3 Beds

  24 Parkway Pines, Monticello, FL 32344

  Welcome to Jefferson Pines! An all-age, pet-friendly manufactured home community located in Monticello, FL. Here, you'll find the ideal mix of small-town charm and everyday convenience, with a community feel that's perfect for individuals and families alike.Nestled in a quiet area just minutes from local shopping and dining, Jefferson Pines offers the comfort of community living with easy

  24 Parkway Pines, Monticello, FL 32344
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  /5

  $67,500 Sold Mar 13, 2026

  200 Samanthas Ln, Monticello, FL 32344

  • Land
  • 5 Acres
  • $13,500 per Acre

  Last Sold Summary

  • 10% Below List Price
  • 23 Days On Market

  Current Estimated Value $246,000

  Last Listing Agent Allison Smith OaksFeather Realty

  200 Samanthas Ln, Monticello, FL 32344
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  /3

  Not Listed For Sale

  4019 Ashville Hwy Unit o, Monticello, FL 32344

  4019 Ashville Hwy Unit o, Monticello, FL 32344

  Last Sold Summary

  • 62 Days On Market

  Last Sold Price $72,000

  Last Listing Agent Sarah Scott Coldwell Banker Hartung
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  /45

  $584,900

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

  181 Heritage Blvd, Monticello, FL 32344

  Certified Florida Green Home on 3 acres in the highly sough after Heritage Hills s/d. Enjoy the perfect blend of privacy and convenience with this Craftsman-style home, 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

  

  Pam Kelly

  Kelly & Kelly Properties, Inc

  (448) 231-4926

  181 Heritage Blvd, Monticello, FL 32344
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  /50

  $300,000 Sold Aug 13, 2025

  1069 N Salt Rd, Monticello, FL 32344

  • Land
  • 44.35 Acres
  • $6,764 per Acre

  Last Sold Summary

  • 14% Below List Price
  • 28 Days On Market

  Current Estimated Value $311,820

  Last Listing Agent Ben Jones Southern Land & Homes

  1069 N Salt Rd, Monticello, FL 32344
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  /35

  Not Listed For Sale

  129 White Oak Dr, Monticello, FL 32344

  • 4 Beds
  • 2 Baths
  • 1,945 Sq Ft
  • Built 2024

  129 White Oak Dr, Monticello, FL 32344

  Last Sold Summary

  • $278/SF
  • 67 Days On Market

  Last Sold Price $541,500

  Last Listing Agent Marshall Gibbs Capital City Real Estate Group
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  /60

  $700,000

  • 4 Beds
  • 3 Baths
  • 2,112 Sq Ft

  925 Hiawatha Farms Rd, Monticello, FL 32344

  Custom hurricane-resistant/efficiency home on 3.6 private acres in a gated equestrian community, just 17 miles east of Tallahassee and 1 mile to I-10 (Exit 217). Built in 2013, this 2,112 sq ft home features 4 bedrooms, 3 full baths, and 9’ ceilings throughout. Constructed with Nudura ICF 12” insulated concrete exterior walls for superior strength, energy efficiency, and sound insulation.

  

  Joann Jacobs

  Coldwell Banker Hartung

  (448) 230-7519

  925 Hiawatha Farms Rd, Monticello, FL 32344
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  /10

  $80,000 Sold May 05, 2025

  895 Independent St, Monticello, FL 32344

  • 2 Beds
  • 1 Bath
  • 782 Sq Ft
  • Built 1955

  Last Sold Summary

  • 18% Below List Price
  • $102/SF
  • 27 Days On Market

  Current Estimated Value $87,146

  Last Listing Agent Barry Kelly Kelly & Kelly Properties, Inc

  895 Independent St, Monticello, FL 32344
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  /42

  Not Listed For Sale

  531 Ridge Rd, Monticello, FL 32344

  • 3 Beds
  • 2.5 Baths
  • 2,205 Sq Ft
  • Built 2023

  531 Ridge Rd, Monticello, FL 32344

  Last Sold Summary

  • $285/SF
  • 38 Days On Market

  Last Sold Price $629,000

  Last Listing Agent Tiffany Kasdorf Kozloski Realty, LLC
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  /17

  $242,000

  • 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
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  /4

  $135,000 Sold Mar 03, 2026

  276 E Blue Bird Rd, Monticello, FL 32344

  • Land
  • 5 Acres
  • $27,000 per Acre

  Last Sold Summary

  • 29 Days On Market

  Current Estimated Value $484,333

  Last Listing Agent S.W. Ellis Blue Bird Homes & Lands

  276 E Blue Bird Rd, Monticello, FL 32344
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  /17

  Est $230,356 Not Listed For Sale

  485 Morris Rd, Monticello, FL 32344

  • 3 Beds
  • 2.5 Baths
  • 2,525 Sq Ft
  • Built 1960

  485 Morris Rd, Monticello, FL 32344

  Last Sold Summary

  • 22% Above List Price
  • $75/SF
  • 233 Days On Market

  Last Sold Price $189,000

  Last Listing Agent Susan Gillespie Lord & Stanley Realty, Inc.
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  /45

  $789,000

  • 4 Beds
  • 2.5 Baths
  • 2,376 Sq Ft

  900 Ridge Rd, Monticello, FL 32344

  Tucked just outside of historic Monticello, this exceptional 11+ acre property offers a refined rural lifestyle without sacrificing everyday convenience. This Jefferson County gem features a much sought after combination of home, acreage, pool, barn and location. The residence itself is over 2300 square feet and is filled with natural light throughout. The open floor plan is perfect for

  

  Brian Bachman

  Kelly & Kelly Properties, Inc

  (448) 200-2138

  900 Ridge Rd, Monticello, FL 32344
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  /41

  $310,000 Sold Sep 04, 2025

  4131 N Jefferson Hwy, Monticello, FL 32344

  • 5 Beds
  • 4 Baths
  • 3,330 Sq Ft
  • Built 1979

  Last Sold Summary

  • 27% Below List Price
  • $93/SF
  • 164 Days On Market

  Current Estimated Value $332,144

  Last Listing Agent Catherine Hope All Realty Services

  4131 N Jefferson Hwy, Monticello, FL 32344
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  /13

  Est $42,430 Not Listed For Sale

  265 Bowman St, Monticello, FL 32344

  • 1 Bed
  • 1 Bath
  • 660 Sq Ft
  • Built 1911

  265 Bowman St, Monticello, FL 32344

  Last Sold Summary

  • 25% Above List Price
  • $52/SF
  • 27 Days On Market

  Last Sold Price $34,000

  Last Listing Agent Amber Renaud The Nova Group Realty
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  /12

  $165,000

  • Land
  • 10.47 Acres
  • $15,759 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

  

  Jacquelynn Harrison-Cofty

  Advantage Premier Realty LLC

  (448) 334-6928

  5936 Vista Rd, Monticello, FL 32344
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  /25

  $307,000 Sold Jun 06, 2025

  203 Pine Cone Dr, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,584 Sq Ft
  • Built 2021

  Last Sold Summary

  • 3% Below List Price
  • $194/SF
  • 51 Days On Market

  Current Estimated Value $363,916

  Last Listing Agent Barry Kelly Kelly & Kelly Properties, Inc

  203 Pine Cone Dr, Monticello, FL 32344
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  /39

  Est $1,391,371 Not Listed For Sale

  25 Tallamont Rd, Monticello, FL 32344

  • 4 Beds
  • 3.5 Baths
  • 4,040 Sq Ft
  • Built 2003

  25 Tallamont Rd, Monticello, FL 32344

  Last Sold Summary

  • 4% Below List Price
  • $359/SF
  • 111 Days On Market

  Last Sold Price $1,450,000

  Last Listing Agent Caleb Stephens Silo Hill Properties
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  /32

  $269,000

  • 3 Beds
  • 2 Baths
  • 1,338 Sq Ft

  1511 Spring Hollow Dr, Monticello, FL 32344

  Charming home on large .87 acre lot in established subdivision. Sunporch overlooks wooded back yard, a nature lovers paradise. Open floor plan, kitchen/dining/living room combination. 2 car garage with breezeway to the home. An additional 1 acre lot is available for sale with the home for a total of 1.87 acre for $319,000.

  

  Pam Kelly

  Kelly & Kelly Properties, Inc

  (448) 233-5401

  1511 Spring Hollow Dr, Monticello, FL 32344
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  /39

  $343,000 Sold Aug 26, 2025

  4715 N Jefferson St, Monticello, FL 32344

  • 3 Beds
  • 3 Baths
  • 2,063 Sq Ft
  • Built 1979

  Last Sold Summary

  • 10% Below List Price
  • $166/SF
  • 18 Days On Market

  Current Estimated Value $363,301

  Last Listing Agent Allison Smith OaksFeather Realty

  4715 N Jefferson St, Monticello, FL 32344
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  /42

  Est $174,000 Not Listed For Sale

  3908 N Salt Rd, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft
  • Built 1997

  3908 N Salt Rd, Monticello, FL 32344

  Last Sold Summary

  • 11% Below List Price
  • $116/SF
  • 44 Days On Market

  Last Sold Price $195,000

  Last Listing Agent Catherine Hope All Realty Services
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  /19

  $239,000

  • 3 Beds
  • 1 Bath
  • 1,164 Sq Ft

  220 Eaton St, Monticello, FL 32344

  Very convenient location in the heart of Monticello. Excellent condition. Very good condition, new roof, new windows, newer flooring throughout. 10X12 storage shed.

  

  Barry Kelly

  Kelly & Kelly Properties, Inc

  (448) 231-1638

  220 Eaton St, Monticello, FL 32344
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  $55,000 Sold Jan 30, 2026

  TBD S Salt Rd, Monticello, FL 32344

  • Land
  • 6.37 Acres
  • $8,634 per Acre

  Last Sold Summary

  • 4% Below List Price
  • 61 Days On Market

  Last Listing Agent Lynette Sirmon All Realty Services

  TBD S Salt Rd, Monticello, FL 32344
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  /36

  Est $519,185 Not Listed For Sale

  874 Lake Rd, Monticello, FL 32344

  • 5 Beds
  • 3 Baths
  • 2,552 Sq Ft
  • Built 1989

  874 Lake Rd, Monticello, FL 32344

  Last Sold Summary

  • 13% Above List Price
  • $180/SF
  • 146 Days On Market

  Last Sold Price $460,000

  Last Listing Agent Tonya Sanders Keller Williams Town & Country
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  /49

  $375,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 2,268 Sq Ft

  84 Lakeside Rd, Monticello, FL 32344

  This beautifully maintained modular home sits on 2.77 acres, offering peaceful waterfront living and modern updates throughout. Built in 2005 and thoughtfully upgraded, this 3-bedroom, 2-bathroom home combines comfort, style, and space for an idyllic Jefferson County setting. The expansive open-concept-style main living/dining area is perfect for entertaining or relaxing with family. An adjoining

  

  Brenna Kelly-Ward

  Kelly & Kelly Properties, Inc

  (448) 413-6516

  84 Lakeside Rd, Monticello, FL 32344
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  /2

  $550,000 Sold Jun 28, 2025

  28 Sanctuary Dr, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,850 Sq Ft
  • Built 2024

  Last Sold Summary

  • $297/SF
  • 17 Days On Market

  Last Listing Agent Chance Shutes Keller Williams Town & Country

  28 Sanctuary Dr, Monticello, FL 32344
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  Not Listed For Sale

  115 Timber Trace, Monticello, FL 32344

  115 Timber Trace, Monticello, FL 32344

  Last Sold Summary

  • $100/SF
  • 204 Days On Market

  Last Sold Price $199,500

  Last Listing Agent Robert Kracker Twin Rivers Realty
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  /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

  (448) 230-8821

  00 Mallard Blue Jay Ln Unit 2/3, Monticello, FL 32344
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  $510,000 Sold Jun 30, 2025

  1094 Paul Thompson Rd, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,898 Sq Ft
  • Built 2008

  Last Sold Summary

  • 2% Below List Price
  • $269/SF
  • 18 Days On Market

  Current Estimated Value $583,283

  Last Listing Agent Amber Renaud The Nova Group Realty

  1094 Paul Thompson Rd, Monticello, FL 32344
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  /32

  Est $432,032 Not Listed For Sale

  39 Indian Hills Rd, Monticello, FL 32344

  • 4 Beds
  • 2 Baths
  • 1,803 Sq Ft
  • Built 1987

  39 Indian Hills Rd, Monticello, FL 32344

  Last Sold Summary

  • 11% Above List Price
  • $216/SF
  • 90 Days On Market

  Last Sold Price $390,000

  Last Listing Agent Steve Walker Steve C. Walker Realty, LLC
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  /41

  $525,000

  • 4 Beds
  • 2.5 Baths
  • 2,134 Sq Ft

  121 Shumard Ct, Monticello, FL 32344

  Beautiful, like-new 2022 farmhouse-style home located in the sought after Crooked Creek area. This spacious 2134 sq ft home features 4 bedrooms and 2.5 baths on a generous .85 acre lot, ideally situated on a quiet cul-de-sac on the west side of Monticello. The open-concept layout offers elegant coffered ceilings crown molding and a cozy gas fireplace with built-in shelving in the living room-

  

  Pam Kelly

  Kelly & Kelly Properties, Inc

  (448) 200-1052

  121 Shumard Ct, Monticello, FL 32344
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  /19

  $135,000 Sold Feb 16, 2026

  XX Foggy Ln, Monticello, FL 32344

  • Land
  • 5.25 Acres
  • $25,714 per Acre

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Cole Davis The Naumann Group Real Estate

  XX Foggy Ln, Monticello, FL 32344
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  Not Listed For Sale

  00 Fountain Dr, Monticello, FL 32344

  00 Fountain Dr, Monticello, FL 32344

  Last Sold Summary

  • 2,316 Days On Market

  Last Sold Price $29,000

  Last Listing Agent Hines Boyd FL-GA Realty & Auction
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  /41

  $575,000 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,431 Sq Ft

  234 Legacy Way, Monticello, FL 32344

  Highly Desirable Heritage Hills- Minutes from Tallahassee ! Welcome to this beautifully crafted 4-bedroom, 2.5 bath Craftsman-style home. Situated on a spacious 3- acre lot, this home offers privacy, room to roam, and timeless curb appeal. Step inside to an inviting open-concept living area featuring a cozy gas fireplace with custom buily-in bookshelves- perfect for relaxing or entertaining. The

  

  Barry Kelly

  Kelly & Kelly Properties, Inc

  (448) 230-5054

  234 Legacy Way, Monticello, FL 32344
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  /5

  $146,000 Sold Aug 01, 2025

  TBD Taylor Rd, Monticello, FL 32344

  • Land
  • 6.07 Acres
  • $24,053 per Acre

  Last Sold Summary

  • 268 Days On Market

  Last Listing Agent Barry Kelly Kelly & Kelly Properties, Inc

  TBD Taylor Rd, Monticello, FL 32344
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  /40

  Not Listed For Sale

  79 Mire Ct, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,806 Sq Ft
  • Built 2025

  79 Mire Ct, Monticello, FL 32344

  Last Sold Summary

  • $241/SF
  • 37 Days On Market

  Last Sold Price $435,000

  Last Listing Agent Amber McKinney Hamilton Realty Advisors LLC
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  /32

  $499,500

  • 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
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  $285,000 Sold Feb 18, 2026

  425 N Mulberry St, Monticello, FL 32344

  • 5 Beds
  • 2 Baths
  • 3,320 Sq Ft
  • Built 1920

  Last Sold Summary

  • 10% Below List Price
  • $86/SF
  • 125 Days On Market

  Current Estimated Value $295,173

  Last Listing Agent Pam Kelly Kelly & Kelly Properties, Inc

  425 N Mulberry St, Monticello, FL 32344
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  Not Listed For Sale

  2191 Rabon Rd, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,620 Sq Ft
  • Built 1985

  2191 Rabon Rd, Monticello, FL 32344

  Last Sold Summary

  • $104/SF
  • 4 Days On Market

  Last Sold Price $168,100

  Last Listing Agent E. Bradley Vollertsen Advanced Real Estate Sales

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