Monticello, FL Homes

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  /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 $636,969

  Last Listing Agent Barry Kelly Kelly & Kelly Properties, Inc

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

  Not Listed For Sale

  000 Clark Rd, Monticello, FL 32344

  000 Clark Rd, Monticello, FL 32344
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  /45

  $455,995 New Construction

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

  47 Mire Ct, Monticello, FL 32344

  Amazing new construction Available Now 3 bedroom 2 bathroom by Nailed It Tallahassee LLC Luxurious master suite, Kitchen made of dreams, this is a must see! Preferred Lender offering 1% in closing costs! Photos of current home!

  Amber McKinney Hamilton Realty Advisors LLC

  47 Mire Ct, Monticello, FL 32344
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  /29

  $60,000 Sold Apr 29, 2025

  1150 Sage St, Monticello, FL 32344

  • 5 Beds
  • 2 Baths
  • 2,612 Sq Ft
  • Built 1914

  Last Sold Summary

  • 31% Below List Price
  • $23/SF
  • 52 Days On Market

  Current Estimated Value $133,658

  Last Listing Agent Gabriela Sacco All Realty Services

  1150 Sage St, Monticello, FL 32344
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  /4

  Not Listed For Sale

  TBD Blackberry Tr, Monticello, FL 32344

  TBD Blackberry Tr, Monticello, FL 32344
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  /28

  $399,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,373 Sq Ft

  1205 E Pearl St, Monticello, FL 32344

  Charming 1956 Mid-Century Home. Fully Renovated with Modern Touches. Welcome to this beautifully reimagined 1956 classic, where character meets contemporary luxury. Every inch of this home has been thoughtfully renovated, blending original charm with stylish, modern upgrades. Step inside to discover a bright, open-concept living space featuring new floors, recessed lighting, and large windows

  Brian Bachman Kelly & Kelly Properties, Inc

  1205 E Pearl St, Monticello, FL 32344
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  /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

  Last Listing Agent Katherine Gonzalez Pearson Realty Inc.

  1065 S Mulberry St, Monticello, FL 32344
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  /4

  Not Listed For Sale

  XXXX St Augustine Rd Parcel #2, Monticello, FL 32344

  XXXX St Augustine Rd Parcel #2, Monticello, FL 32344
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  /31

  $434,000

  • 3 Beds
  • 2 Baths
  • 2,000 Sq Ft

  285 Mallard Ln, Monticello, FL 32344

  *Jefferson County peaceful country living with a waterfront backdrop! Built in 2008, this well maintained 3 bedroom, 2 bath home sits on 4.89 beautifully (mostly cleared) acres offering privacy and natural beauty backing directly up to Lloyd Lake- perfect for relaxing evenings with scenic views. Pretty rocking chair front porch as well as a screened in back porch with a propane hookup for

  Shelley Duke Red Bird Realty

  285 Mallard Ln, Monticello, FL 32344
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  /28

  $202,000 Sold Oct 20, 2025

  85 Pine Cone Dr, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,678 Sq Ft
  • Built 2002

  Last Sold Summary

  • 4% Below List Price
  • $120/SF
  • 17 Days On Market

  Current Estimated Value $200,985

  Last Listing Agent Gabriela Sacco All Realty Services

  85 Pine Cone Dr, Monticello, FL 32344
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  /41

  Not Listed For Sale

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

  660 Whispering Hill, Monticello, FL 32344

  660 Whispering Hill, Monticello, FL 32344
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  /19

  $480,000 New Construction

  • 4 Beds
  • 3 Baths
  • 1,798 Sq Ft

  855 S Waukeenah St, Monticello, FL 32344

  Stunning New Construction recently built by Southern Construction. Centrally located in downtown Monticello, with mature landscaping, and plenty of room for the family. This 4 bed and 3 bath home features vinyl plank flooring, granite countertops, walk in tile shower and tub in master, upgraded trim package, and stainless appliances. Nice large back porch with deck, over looking the large

  Jared Parramore Coastwise Realty

  855 S Waukeenah St, Monticello, FL 32344
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  /35

  $325,000 Sold Nov 25, 2025

  1530 Sweetbay Ct, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,370 Sq Ft
  • Built 2021

  Last Sold Summary

  • $237/SF
  • 58 Days On Market

  Last Listing Agent Chance Shutes Keller Williams Town & Country

  1530 Sweetbay Ct, Monticello, FL 32344
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  /11

  Not Listed For Sale

  XXX Parcel #3 St Augustine Rd, Monticello, FL 32344

  XXX Parcel #3 St Augustine Rd, Monticello, FL 32344
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  /70

  $470,000

  • 4 Beds
  • 3 Baths
  • 2,032 Sq Ft

  54 Woodland Dr, Monticello, FL 32344

  One or more photos have been virtually staged (fire in fireplace). Welcome to this beautifully updated modern farmhouse set on 2.14 acres of picturesque and private farmland, offering the perfect blend of peaceful country living and convenient access to town. Surrounded by open skies and scenic views, this property provides privacy, charm, and versatility rarely found. The 4BR/2BA main house

  Lisa Carey Coldwell Banker Hartung

  54 Woodland Dr, Monticello, FL 32344
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  /35

  $541,500 Sold Mar 27, 2025

  129 White Oak Dr, Monticello, FL 32344

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

  Last Sold Summary

  • $278/SF
  • 67 Days On Market

  Last Listing Agent Marshall Gibbs Capital City Real Estate Group

  129 White Oak Dr, Monticello, FL 32344
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  /11

  Not Listed For Sale

  xxx St Augustine Parcel #4 Rd, Monticello, FL 32344

  xxx St Augustine Parcel #4 Rd, Monticello, FL 32344
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  /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
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  /2

  $160,000 Sold Apr 17, 2025

  288 Forest Dr, Monticello, FL 32344

  • 2 Beds
  • 2 Baths
  • 990 Sq Ft
  • Built 2020

  Last Sold Summary

  • 6% Below List Price
  • $162/SF
  • 165 Days On Market

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

  288 Forest Dr, Monticello, FL 32344
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  /40

  Est $525,006 Not Listed For Sale

  • 2 Beds
  • 3 Baths
  • 1,833 Sq Ft

  9255 Gamble Rd, Monticello, FL 32344

  9255 Gamble Rd, Monticello, FL 32344
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  /70

  $599,900 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,776 Sq Ft

  529 Valley View Trail, Monticello, FL 32344

  Rare Find! Wonderful 4 Bedroom/2.5 Bathroom Home on over 5 Fenced & Gated Acres with Horse Stable/Barn, a 30x32 workshop w/Garage Door that has Mother-In Law Suite/Guest House potential, as well as an 8x16 greenhouse and a Custom Built 14x28 Jack and Jill Storage shed with loft and workbench on the property. Located just off East Mahan Drive/Highway 90, you can truly live in the country and still

  Liz Kuntz Keller Williams Town & Country

  529 Valley View Trail, Monticello, FL 32344
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  /42

  $390,000 Sold Jun 26, 2025

  1288 Indian Hills Rd, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,917 Sq Ft
  • Built 1987

  Last Sold Summary

  • 8% Below List Price
  • $203/SF
  • 140 Days On Market

  Current Estimated Value $402,351

  Last Listing Agent Pam Kelly Kelly & Kelly Properties, Inc

  1288 Indian Hills Rd, Monticello, FL 32344
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  /4

  Not Listed For Sale

  XXX Shiver, Monticello, FL 32344

  XXX Shiver, Monticello, FL 32344
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  /61

  $589,900

  • 4 Beds
  • 3 Baths
  • 2,660 Sq Ft

  513 Creekside Ct, Monticello, FL 32344

  Custom home built by Kessler Construction on 2 full acres in desirable Crook Creek subdivision~4 bedrooms/3 full baths~gourmet kitchen~split bedroom plan~luxury master bath~incredibly high ceilings~42x14 screened porch~oversized 2-car garage~located on a cul-de-sac, this home offers peaceful privacy

  Renee Smawley Steve C. Walker Realty, LLC

  513 Creekside Ct, Monticello, FL 32344
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  /14

  $168,100 Sold Nov 17, 2025

  375 Maple St, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,716 Sq Ft
  • Built 1920

  Last Sold Summary

  • 11% Below List Price
  • $98/SF
  • 70 Days On Market

  Last Listing Agent Caleb Stephens Silo Hill Properties

  375 Maple St, Monticello, FL 32344
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  /24

  Not Listed For Sale

  00 Valley View Rd, Monticello, FL 32344

  00 Valley View Rd, Monticello, FL 32344
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  /38

  $599,900 New Construction

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

  261 Hiawatha Farms S, Monticello, FL 32344

  Welcome to this stunning new construction masterpiece, meticulously designed and built by the esteemed Kasdorf Homes, LLC. This craftsman beauty is awaiting its first owners and will be ready for occupancy by the beginning of May. Spanning an impressive 2134 square feet, this home offers a spacious and open concept floor plan, perfect for modern living. The split floor plan provides privacy and

  Ross Kozloski Kozloski Realty, LLC

  261 Hiawatha Farms S, Monticello, FL 32344
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  /7

  $95,000 Sold Aug 01, 2025

  0 Taylor Rd Unit 384618, Monticello, FL 32344

  • Land
  • 5.17 Acres
  • $18,375 per Acre

  Last Sold Summary

  • 21% Below List Price
  • 102 Days On Market

  Last Listing Agent Kevin Davis The Naumann Group Real Estate

  0 Taylor Rd Unit 384618, Monticello, FL 32344
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  /5

  Not Listed For Sale

  0 E Bear Hollow Trail Unit 373231, Monticello, FL 32331

  0 E Bear Hollow Trail Unit 373231, Monticello, FL 32331
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  /70

  $700,000

  • 3 Beds
  • 2 Baths
  • 2,400 Sq Ft

  1627 Lloyd Creek Rd, Monticello, FL 32344

  Enjoy the gorgeous water views from the porch of this like-new, 2022 built home! A Gated driveway leads to your 5 acre parcel on a beautiful 10 acre spring-fed lake with great fishing. 6 ft windows and 8x8 sliding doors allow the open living, dining, and kitchen areas to view the sunny outdoors. Kitchen features a large island with seating area, stainless appliances, gas stove, and fridge with

  Nan Greynolds The Naumann Group Real Estate

  1627 Lloyd Creek Rd, Monticello, FL 32344
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  /10

  $220,000 Sold Aug 26, 2025

  1400 Gamble Rd, Monticello, FL 32344

  • Land
  • 7 Acres
  • $31,429 per Acre

  Last Sold Summary

  • 6% Below List Price
  • 119 Days On Market

  Current Estimated Value $219,787

  Last Listing Agent Kenneth Ayers Primesouth Fezler, Russell and

  1400 Gamble Rd, Monticello, FL 32344
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  /14

  Est $427,122 Not Listed For Sale

  • 2 Beds

  4131 Ashville Hwy, Monticello, FL 32344

  4131 Ashville Hwy, Monticello, FL 32344
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  /5

  $75,000

  • Land
  • 5 Acres
  • $15,000 per Acre

  200 Samanthas Ln, Monticello, FL 32344

  Rare opportunity to own 5± acres on Aucilla Road. This beautiful property features planted pines and offers a blank canvas with endless possibilities for a future homesite, no restrictions! Conveniently located near Monticello and Aucilla Christian Academy, only 8 minutes from I-10 and 30 minutes from Tallahassee. 5 +/- acres — exact acreage to be determined by survey during contract period.

  Allison Smith OaksFeather Realty

  200 Samanthas Ln, Monticello, FL 32344
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  /3

  $94,500 Sold Sep 05, 2025

  0 W Osprey Ln Unit 381026, Monticello, FL 32344

  • Land
  • 20 Acres
  • $4,725 per Acre

  Last Sold Summary

  • 32% Below List Price
  • 222 Days On Market

  Last Listing Agent Pam Kelly Kelly & Kelly Properties, Inc

  0 W Osprey Ln Unit 381026, Monticello, FL 32344
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  /2

  Not Listed For Sale

  B Salt Rd, Monticello, FL 32344

  B Salt Rd, Monticello, FL 32344
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  /8

  $450,000

  • Land
  • 85.26 Acres
  • $5,278 per Acre

  0 Big Joe Rd Unit 2025007616, Monticello, FL 32344

  Known for its white tail deer, hog and turkey populations, this 85.26 acres in Jefferson County, FL would make a perfect hunting camp. Pristine pine tree property just minutes from Interstate 10 / Exit 225. Ideal Country Estate or weekend get-away. Seller financing available to qualified buyer.

  Florie Gage Cornerstone Coastal Properties

  0 Big Joe Rd Unit 2025007616, Monticello, FL 32344
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  /41

  $336,000 Sold Jun 23, 2025

  1600 Sweetbay Ct, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,555 Sq Ft
  • Built 2021

  Last Sold Summary

  • $216/SF
  • 33 Days On Market

  Last Listing Agent Amber Renaud The Nova Group Realty

  1600 Sweetbay Ct, Monticello, FL 32344
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  /2

  Not Listed For Sale

  A Salt Rd, Monticello, FL 32344

  A Salt Rd, Monticello, FL 32344
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  /11

  $45,000

  • Land
  • 2.5 Acres
  • $18,000 per Acre

  1 W Meadow Rd, Monticello, FL 32344

  2.5 Acres of land, partially cleared for home-site. Private quiet road. All high and dry ready to build your homestead. mobile homes okay. Close to aucilla river. Convenient to Monticello, FL and Thomasville Ga. Valdosta and Tallahassee 45 minutes away. Horse Friendly area.

  Starbuck Rissman Steve C. Walker Realty, LLC

  1 W Meadow Rd, Monticello, FL 32344
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  /33

  $140,000 Sold Jan 09, 2026

  720A Indian Hills Rd, Monticello, FL 32344

  • Land
  • 10.62 Acres
  • $13,183 per Acre

  Last Sold Summary

  • 26% Below List Price
  • 131 Days On Market

  Last Listing Agent Alicia Radtke All Realty Services

  720A Indian Hills Rd, Monticello, FL 32344

Showing Results 121 - 160, Page 4 of 18