Monticello, FL Homes

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  /12

  Not Listed For Sale

  509 Waukeenah Hwy, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft
  • Built 1999

  509 Waukeenah Hwy, Monticello, FL 32344

  Last Sold Summary

  • 97 Days On Market

  Last Listing Agent Starbuck Rissman Steve C. Walker Realty, LLC
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  /37

  $269,900

  Under Contract

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

  60 Bob White Trail, Monticello, FL 32344

  Tucked behind a gated entrance and nestled on 5.54 acres, this property offers the privacy, space, and freedom that is hard to find at this price point. With no HOA, you'll have the flexibility to enjoy true country living with plenty of room for horses, livestock, RVs, trailers, ATVs, UTVs, and more. Upon arrival, you're greeted by a large, open parking area with ample space for vehicles,

  Kyle Footman Coldwell Banker Hartung

  60 Bob White Trail, Monticello, FL 32344
• 

  

  

  /41

  $374,000

  Sold Jan 21, 2026

  226 Sutton, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft
  • Built 2024

  Last Sold Summary

  • 1% Below List Price
  • $257/SF
  • 3 Days On Market

  Last Listing Agent Pam Kelly Kelly & Kelly Properties, Inc

  226 Sutton, Monticello, FL 32344
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  /42

  Not Listed For Sale

  1851 Whitehouse Rd, Monticello, FL 32344

  • 4 Beds
  • 2.5 Baths
  • 2,057 Sq Ft
  • Built 2005

  1851 Whitehouse Rd, Monticello, FL 32344

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Susan Byler Keller Williams Town & Country
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  /61

  $539,000

  $11K PRICE DROP Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,873 Sq Ft

  761 Hawkins Rd, Monticello, FL 32344

  This one truly has it all! Nestled on 5+ private acres in beautiful Monticello, Florida, this 4-bedroom, 2.5-bath home offers the perfect blend of comfort, privacy, and charm. Step inside to a spacious split floor plan featuring 10-foot tray ceilings, real hardwood floors, a cozy wood-burning fireplace, and abundant natural light throughout. The beautifully updated kitchen features granite

  Kayla Meadows Keller Williams Town & Country

  761 Hawkins Rd, Monticello, FL 32344
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  /46

  $645,000

  Sold Apr 10, 2026

  178 White Oak Dr, Monticello, FL 32344

  • 3 Beds
  • 2.5 Baths
  • 2,172 Sq Ft
  • Built 2024

  Last Sold Summary

  • $297/SF
  • 16 Days On Market

  Last Listing Agent Chance Shutes Keller Williams Town & Country

  178 White Oak Dr, Monticello, FL 32344
• 

  

  /24

  Est $301,081

  Not Listed For Sale

  825 E Dogwood St, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,604 Sq Ft
  • Built 1910

  825 E Dogwood St, Monticello, FL 32344

  Last Sold Summary

  • 57 Days On Market

  Last Listing Agent Jay Lattay KeySouth Real Estate Group
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  /2

  $150,000

  Under Contract

  • Land
  • 9.96 Acres
  • $15,060 per Acre

  0 Watermill Rd Unit 403463, Monticello, FL 32344

  Beautiful country property on nearly 10 acres to build your dream home on.

  D. Scott Kilgore Superior Realty Group LLC

  0 Watermill Rd Unit 403463, Monticello, FL 32344
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  /42

  $240,000

  Sold Jun 12, 2026

  263 Dove Ln, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,496 Sq Ft
  • Built 2007

  Last Sold Summary

  • 7% Above List Price
  • $160/SF
  • 4 Days On Market

  Last Listing Agent Leanne Groom The Naumann Group Real Estate

  263 Dove Ln, Monticello, FL 32344
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  /3

  Est $501,243

  Not Listed For Sale

  1612 Rabon Rd, Monticello, FL 32344

  • 4 Beds
  • 2.5 Baths
  • 3,250 Sq Ft
  • Built 1988

  1612 Rabon Rd, Monticello, FL 32344

  Last Sold Summary

  Last Listing Agent Brenna Kelly-Ward Kelly & Kelly Properties, Inc
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  /24

  $175,000

  Under Contract

  • 3 Beds
  • 2 Baths
  • 1,825 Sq Ft

  520 E High St, Monticello, FL 32344

  AFFORDABLE OLD MONTICELLO (FL) HOME. Spacious, good condition, move-in-ready. Convenient, easy walk to charming downtown. Recent basic repairs and renovations (roofing, electrical, etc). Old but very livable and flexible floor plan. Four possible bedrooms, two baths. Recent central heat and air. Large deck equipped with a hot tub (unknown condition) and fenced. Handicap ramp. Huge two-story

  Hines Boyd FL-GA Realty & Auction

  520 E High St, Monticello, FL 32344
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  /43

  $263,000

  Sold Jan 23, 2026

  300 Cedar St, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 2,044 Sq Ft
  • Built 1958

  Last Sold Summary

  • 5% Above List Price
  • $129/SF
  • 6 Days On Market

  Current Estimated Value $279,665

  Last Listing Agent Jonathan Rigsby Spotlight Real Estate

  300 Cedar St, Monticello, FL 32344
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  /24

  Not Listed For Sale

  6279 Aucilla Rd, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,216 Sq Ft
  • Built 1999

  6279 Aucilla Rd, Monticello, FL 32344

  Last Sold Summary

  • 79 Days On Market

  Last Listing Agent Stephen Hachey Flat Fee MLS Realty
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  /70

  $185,000

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

  304 Limestone Rd, Monticello, FL 32344

  Welcome to peaceful country living in the quiet community of Wacissa, Florida! Nestled on 3.38 beautiful acres, this 3-bedroom, 2-bathroom home offers the ideal opportunity for anyone dreaming of a hobby farm, homestead, or simply extra space to enjoy the outdoors. Designed with both comfort and functionality in mind, the 1,680-square-foot home features a desirable split floor plan, separating

  Dee Leslie OaksFeather Realty

  304 Limestone Rd, Monticello, FL 32344
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  /15

  $77,500

  Sold Jul 23, 2026

  40 Westview Ln, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft
  • Built 1989

  Last Sold Summary

  • 29% Above List Price
  • $62/SF
  • 8 Days On Market

  Last Listing Agent Alicia Radtke All Realty Services

  40 Westview Ln, Monticello, FL 32344
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  /42

  Est $351,541

  Not Listed For Sale

  580 Holly Rd, Monticello, FL 32344

  • 4 Beds
  • 2 Baths
  • 1,551 Sq Ft
  • Built 2012

  580 Holly Rd, Monticello, FL 32344

  Last Sold Summary

  • 45 Days On Market

  Last Listing Agent Anthony Gifford Pointer Realty
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  /70

  $915,000

  • 3 Beds
  • 2.5 Baths
  • 2,412 Sq Ft

  4216 W Washington Hwy, Monticello, FL 32344

  Tucked away on 10.87 private acres behind its own gated entrance in the sought-after Rainey Run community, this custom-built home offers the perfect balance of quality craftsmanship, modern comfort, and peaceful country living. Built by Hannon Construction in 2023, the 3-bedroom, 2.5-bath home spans 2,412 square feet and was thoughtfully designed with timeless finishes and functional spaces

  Savannah Stephens Hill Spooner & Elliott Inc

  4216 W Washington Hwy, Monticello, FL 32344
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  /19

  $249,000

  Sold Jul 17, 2026

  3905 N Jefferson Hwy, Monticello, FL 32344

  • 3 Beds
  • 2.5 Baths
  • 1,758 Sq Ft
  • Built 1982

  Last Sold Summary

  • $142/SF
  • 6 Days On Market

  Current Estimated Value $248,670

  Last Listing Agent Barry Kelly Kelly & Kelly Properties, Inc

  3905 N Jefferson Hwy, Monticello, FL 32344
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  /18

  Est $295,957

  Not Listed For Sale

  622 Limestone Rd, Monticello, FL 32344

  • 5 Beds
  • 2 Baths
  • 1,728 Sq Ft
  • Built 1965

  622 Limestone Rd, Monticello, FL 32344

  Last Sold Summary

  • 52 Days On Market

  Last Listing Agent Barry Kelly Kelly & Kelly Properties, Inc
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  /70

  $754,000

  $41K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,160 Sq Ft

  660 Whispering Hill, Monticello, FL 32344

  Set on 18+ acres of beautifully maintained pasture, this private country property is built for both everyday living, true equestrian use or small livestock farm. The land is the star- fully fenced with new wood fencing that cleanly defines multiple pastures, a peaceful pond, and wide open space to ride, graze and enjoy. The 6-stall horse barn is ready to work with paddocks attached to each stall,

  Catherine Hope All Realty Services

  660 Whispering Hill, Monticello, FL 32344
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  /54

  $290,000

  Sold Jul 28, 2026

  73 W Bryant Ct, Monticello, FL 32344

  • 4 Beds
  • 2 Baths
  • 1,760 Sq Ft
  • Built 1971

  Last Sold Summary

  • 2% Below List Price
  • $165/SF
  • 19 Days On Market

  Current Estimated Value $268,448

  Last Listing Agent Eileen Waller Keller Williams Town & Country

  73 W Bryant Ct, Monticello, FL 32344
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  /31

  Est $220,249

  Not Listed For Sale

  821 Old Lloyd Rd Unit 2, Monticello, FL 32344

  • 3 Beds
  • Built 1988

  821 Old Lloyd Rd Unit 2, Monticello, FL 32344

  Last Sold Summary

  • 223 Days On Market

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

  

  /23

  $325,000

  • 5 Beds
  • 2 Baths
  • 2,659 Sq Ft

  2664 W Washington Hwy, Monticello, FL 32344

  FULLY RENOVATED SPACIOUS HOUSE, 1.3 acres, on picturesque US 90 near Monticello. This move-in-ready home in good condition is a 1950’s era brick ranch-style home with new plumbing, new electric, fresh paint, new roof, and a whole home generator. The main living area is 2,659 sf with a unique two levels. 5 bedrooms and 2 baths with plenty of character, including the "Captain's Room" with built-in

  Heather Boyd FL-GA Realty & Auction

  2664 W Washington Hwy, Monticello, FL 32344
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  /49

  $615,000

  Sold Dec 30, 2025

  150 N Ojibwa Rd, Monticello, FL 32344

  • 3 Beds
  • 2.5 Baths
  • 3,214 Sq Ft
  • Built 2000

  Last Sold Summary

  • 10% Below List Price
  • $191/SF
  • 216 Days On Market

  Current Estimated Value $619,877

  Last Listing Agent Hettie Spooner Hill Spooner & Elliott Inc

  150 N Ojibwa Rd, Monticello, FL 32344
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  /5

  Est $164,508

  Not Listed For Sale

  220 Horseshoe Rd, Monticello, FL 32344

  • 3 Beds
  • 1 Bath
  • 1,314 Sq Ft
  • Built 1977

  220 Horseshoe Rd, Monticello, FL 32344

  Last Sold Summary

  • 36 Days On Market

  Last Listing Agent Sandra Dallett Coldwell Banker Hartung
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  /31

  $679,900

  $55K PRICE INCREASE

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

  140 Shumard Ct, Monticello, FL 32344

  NOW INCLUDES ADDITIONAL LOT!! Discover this stunning 2,600+ sqft home built in 2021, offering the perfect blend of quiet country living and modern convenience. Adjoinging additional lot can also be purchased! Features include: 4 spacious bedrooms and 3 full bathrooms 2 master bedrooms located downstairs Dedicated office/bonus room – ideal for work or hobbies Modern kitchen and open living spaces

  Caleb Stephens Silo Hill Properties

  140 Shumard Ct, Monticello, FL 32344
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  /58

  $710,000

  Sold May 26, 2026

  296 Hunter Ridge, Monticello, FL 32344

  • 4 Beds
  • 3 Baths
  • 2,663 Sq Ft
  • Built 2021

  Last Sold Summary

  • 2% Below List Price
  • $267/SF
  • 10 Days On Market

  Current Estimated Value $721,682

  Last Listing Agent Hettie Spooner Hill Spooner & Elliott Inc

  296 Hunter Ridge, Monticello, FL 32344
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  /34

  Not Listed For Sale

  336 Lake Rd, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft
  • Built 1999

  336 Lake Rd, Monticello, FL 32344

  Last Sold Summary

  • 99 Days On Market

  Last Listing Agent Tina Coombs Big Fish Real Estate Services
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  /2

  $79,000

  • Land
  • 19,602 Sq Ft
  • $175,556 per Acre

  Lot 12 E Washington St, Monticello, FL 32344

  Brand New Home Options Available starting in the $300's or Build to Suit! Fantastic Location on almost 1/2 an Acre in Town! Super Convenient walking distance to restaurants, shopping, and entertainment. Lots of possibilities! Come Check it out! Water & Sewer Available. Owner Financing Options too. This Listing includes BOTH Lot 12 & 23 directly behind it totaling .45 Acre.

  Liz Kuntz Keller Williams Town & Country

  Lot 12 E Washington St, Monticello, FL 32344
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  /6

  $152,000

  Sold Oct 20, 2025

  TBD Taylor Rd, Monticello, FL 32344

  • Land
  • 5.92 Acres
  • $25,676 per Acre

  Last Sold Summary

  • 3% Above List Price
  • 349 Days On Market

  Last Listing Agent Barry Kelly Kelly & Kelly Properties, Inc

  TBD Taylor Rd, Monticello, FL 32344
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  /28

  Est $459,795

  Not Listed For Sale

  129 Indian Hills Rd, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 3,328 Sq Ft
  • Built 1996

  129 Indian Hills Rd, Monticello, FL 32344

  Last Sold Summary

  • 180 Days On Market

  Last Listing Agent Pam Kelly Kelly & Kelly Properties, Inc
• 

  

  /27

  $227,900

  Under Contract

  • 3 Beds
  • 2 Baths
  • 1,323 Sq Ft

  120 Larry's Ln, Monticello, FL 32344

  Recently renovated home on large lot out in the country. Quiet living at it's best only a couple miles from I-10. Metal roof, new carpet and LVP flooring, fresh paint and fixtures. Home is in great shape and move in ready.

  Randy Kamenicky Mainstreet Realty Of Tallahass

  120 Larry's Ln, Monticello, FL 32344
• 

  

  /31

  $675,000

  Sold Oct 28, 2025

  17 Old Tung Grove Rd, Monticello, FL 32344

  • 3 Beds
  • 2.5 Baths
  • 2,344 Sq Ft
  • Built 2024

  Last Sold Summary

  • 3% Below List Price
  • $288/SF
  • 635 Days On Market

  Current Estimated Value $670,543

  Last Listing Agent Barry Kelly Kelly & Kelly Properties, Inc

  17 Old Tung Grove Rd, Monticello, FL 32344
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  /38

  Est $187,159

  Not Listed For Sale

  310 N Olive St, Monticello, FL 32344

  • 2 Beds
  • 1 Bath
  • 912 Sq Ft
  • Built 1948

  310 N Olive St, Monticello, FL 32344

  Last Sold Summary

  • 36 Days On Market

  Last Listing Agent Pam Kelly Kelly & Kelly Properties, Inc
• 

  

  /15

  $41,000

  Under Contract

  • Land
  • 2.5 Acres
  • $16,400 per Acre

  0 N Forest Ct Unit 402917, Monticello, FL 32344

  Welcome to this peaceful 2.5-acre property located in the established Aucilla Forest & Meadows subdivision. This property offers a wonderful opportunity to build your dream home or place a mobile home while enjoying plenty of space and quiet country living. Lot owners may fence their boundaries and graze livestock such as cows, horses, and goats. Although tucked away from the busyness of town,

  Velinda Hittinger Armor Realty, Inc

  0 N Forest Ct Unit 402917, Monticello, FL 32344
• 

  

  /51

  $325,000

  Sold Jun 26, 2026

  155 E Seminole Ave, Monticello, FL 32344

  • 4 Beds
  • 3 Baths
  • 2,223 Sq Ft
  • Built 1950

  Last Sold Summary

  • $146/SF
  • 33 Days On Market

  Current Estimated Value $325,088

  Last Listing Agent Catherine Hope All Realty Services

  155 E Seminole Ave, Monticello, FL 32344
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  /42

  Not Listed For Sale

  52 Serenity Ln, Monticello, FL 32344

  • Built 2019

  52 Serenity Ln, Monticello, FL 32344

  Last Sold Summary

  • 25 Days On Market

  Last Listing Agent Sheena Lloyd Keller Williams Town & Country
• 

  /2

  $439,900

  New Construction Under Contract

  • 3 Beds
  • 2 Baths
  • 1,883 Sq Ft

  110 Crooked Creek Ln, Monticello, FL 32344

  Welcome to this exquisite soon to be finished new construction home in the quiet and quaint Crooked Creek Subdivision, conveniently located just off of 90E and only minutes away from the historic charm of Downtown Monticello. With easy access for commuting to Tallahassee or Thomasville, this location offers the perfect balance of peaceful living and convenient amenities. Immerse yourself in the

  Ross Kozloski Kozloski Realty, LLC

  110 Crooked Creek Ln, Monticello, FL 32344
• 

  

  /33

  $186,000

  Sold Nov 21, 2025

  1065 S Mulberry St, Monticello, FL 32344

  • 2 Beds
  • 2 Baths
  • 1,356 Sq Ft
  • Built 1927

  Last Sold Summary

  • 2% Below List Price
  • $137/SF
  • 65 Days On Market

  Current Estimated Value $196,189

  Last Listing Agent Katherine Gonzalez Pearson Realty Inc.

  1065 S Mulberry St, Monticello, FL 32344
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  /7

  Not Listed For Sale

  0 Taylor Rd Unit 375808, Monticello, FL 32344

  0 Taylor Rd Unit 375808, Monticello, FL 32344

  Last Sold Summary

  • 20 Days On Market

  Last Listing Agent Kevin Davis The Naumann Group Real Estate

Showing Results 121 - 160, Page 4 of 18