Monticello, FL Homes

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  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
• 

  

  /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
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  /40

  $255,000

  Sold Jun 30, 2025

  185 Main St, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 2,206 Sq Ft
  • Built 1914

  Last Sold Summary

  • 15% Below List Price
  • $116/SF
  • 93 Days On Market

  Current Estimated Value $291,002

  Last Listing Agent Lee Hall Capital City Real Estate Group

  185 Main St, Monticello, FL 32344
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  /28

  Est $459,651

  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
• 

  

  

  /19

  $460,000

  New Construction $15K PRICE DROP

  • 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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  /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 $258,321

  Last Listing Agent Jonathan Rigsby Spotlight Real Estate

  300 Cedar St, Monticello, FL 32344
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  /38

  Est $188,229

  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
• 

  

  /5

  $775,000

  New Construction

  • 4 Beds
  • 3 Baths
  • 2,377 Sq Ft

  693 Tally Hills Dr, Monticello, FL 32344

  New Construction. Images are renderings. 4-bedroom, 3-bath home coming soon in Tally Hills Estates. Construction has started on this beautifully designed, new construction home set on over 5 acres.

  Shelley Poppell Clover Key Realty

  693 Tally Hills Dr, 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 $612,401

  Last Listing Agent Hettie Spooner Hill Spooner & Elliott Inc

  150 N Ojibwa Rd, Monticello, FL 32344
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  /36

  Est $710,420

  Not Listed For Sale

  250 Hiawatha Farms Rd, Monticello, FL 32344

  • 4 Beds
  • 3 Baths
  • 5,556 Sq Ft
  • Built 1998

  250 Hiawatha Farms Rd, Monticello, FL 32344

  Last Sold Summary

  • 332 Days On Market
• 

  

  /57

  $589,900

  Under Contract

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

  513 Creekside Ct, Monticello, FL 32344

  HOME HAS BRAND NEW LUXURY PLANK VINYL~ 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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  /35

  $375,000

  Sold Jun 13, 2025

  925 E Pearl St, Monticello, FL 32344

  • 4 Beds
  • 3.5 Baths
  • 2,768 Sq Ft
  • Built 1901

  Last Sold Summary

  • $135/SF
  • 24 Days On Market

  Current Estimated Value $398,666

  Last Listing Agent Tom Grasberger Gaff's Realty Company

  925 E Pearl St, Monticello, FL 32344
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  /42

  Est $260,558

  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
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  /42

  $469,997

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,890 Sq Ft

  51 Tarn Way, Monticello, FL 32344

  MOVE IN READY!! Amazing new construction 3 bedroom 2 bathroom plus office. Luxurious master suite, Kitchen made of dreams, this is a must see!

  Amber McKinney Hamilton Realty Advisors LLC

  51 Tarn Way, 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 $663,464

  Last Listing Agent Hettie Spooner Hill Spooner & Elliott Inc

  296 Hunter Ridge, 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
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  /52

  $425,000

  $24K PRICE DROP

  • 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 an opportunity to restore and 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

  Rachel Sparling All Realty Services

  930 E Pearl St, Monticello, FL 32344
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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 $657,568

  Last Listing Agent Barry Kelly Kelly & Kelly Properties, Inc

  17 Old Tung Grove Rd, Monticello, FL 32344
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  /3

  Not Listed For Sale

  132 Hilltop Dr, Monticello, FL 32344

  • 3 Beds
  • 2.5 Baths
  • 2,623 Sq Ft
  • Built 2021

  132 Hilltop Dr, Monticello, FL 32344

  Last Sold Summary
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  /70

  $410,000

  • 3 Beds
  • 2 Baths
  • 1,891 Sq Ft

  1637 N Jefferson Hwy, Monticello, FL 32344

  Awesome all brick 3 bedroom 2 bathroom home on 4 beautiful acres along North Jefferson Highway in Jefferson County, FL. Hardwood floors run throughout with tile in the kitchen and bathrooms. The kitchen offers solid wood cabinetry with soft-close drawers, updated appliances, and ample storage. Mature longleaf pines dot the property, which features a circular driveway and a 24x24 concrete pad with

  Catherine Hope All Realty Services

  1637 N Jefferson Hwy, 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

  Current Estimated Value $198,032

  Last Listing Agent Katherine Gonzalez Pearson Realty Inc.

  1065 S Mulberry St, Monticello, FL 32344
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  /17

  Not Listed For Sale

  000 Clark Rd, Monticello, FL 32344

  000 Clark Rd, Monticello, FL 32344

  Last Sold Summary

  • 135 Days On Market
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  /46

  $450,000

  • 3 Beds
  • 2 Baths
  • 2,239 Sq Ft

  254 Woodland Dr, Monticello, FL 32344

  Custom home on 4.29 private acres~split bedroom plan~separate dining room~rocking chair front porch~screened porch overlooking wooded backyard~fireplace~upstairs room could be office or playroom~huge 40x40 workshop~FIRST TIME ON THE MARKET

  Renee Smawley Steve C. Walker Realty, LLC

  254 Woodland Dr, 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 $213,497

  Last Listing Agent Gabriela Sacco All Realty Services

  85 Pine Cone Dr, Monticello, FL 32344
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  /31

  Not Listed For Sale

  112 Rudolph Ln, Monticello, FL 32344

  • 4 Beds
  • 2 Baths
  • 2,112 Sq Ft
  • Built 2022

  112 Rudolph Ln, Monticello, FL 32344

  Last Sold Summary

  • 68 Days On Market
• 

  

  /19

  $157,000

  • Land
  • 10.54 Acres
  • $14,896 per Acre

  XX Ridge Rd, Monticello, FL 32344

  Leave Urbana and breathe... 10.54 acres in Exclusive Casa Bianca Ridge. Beautiful, rare lot on which to build your dream home. There is room to create a multi-generational paradise or your own personal playground. Nicely wooded parcel with a gentle stream deeper into the property. Very private. Survey in associated docs. Move quickly. Gate at Driveway. Do not enter the property without approval.

  Nicholas Harrington Keller Williams Town & Country

  XX Ridge Rd, Monticello, FL 32344
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  /9

  $42,000

  Sold Feb 26, 2026

  50 E Pinhook Rd, Monticello, FL 32344

  • Land
  • 1.58 Acres
  • $26,582 per Acre

  Last Sold Summary

  • 11% Above List Price
  • 3 Days On Market

  Last Listing Agent Heather Boyd FL-GA Realty & Auction

  50 E Pinhook Rd, Monticello, FL 32344
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  /4

  Not Listed For Sale

  TBD Blackberry Tr, Monticello, FL 32344

  TBD Blackberry Tr, Monticello, FL 32344

  Last Sold Summary

  • 38 Days On Market
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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. Owner financing options available.

  Starbuck Rissman Steve C. Walker Realty, LLC

  1 W Meadow Rd, 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

  Current Estimated Value $329,874

  Last Listing Agent Chance Shutes Keller Williams Town & Country

  1530 Sweetbay Ct, 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

  Last Sold Summary

  • 38 Days On Market
• 

  

  /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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  /3

  $244,900

  Sold Mar 21, 2026

  655 N Cherry St, Monticello, FL 32344

  • 2 Beds
  • 2 Baths
  • 1,092 Sq Ft
  • Built 2026

  Last Sold Summary

  • $224/SF
  • 35 Days On Market

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

  655 N Cherry St, 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

  Last Sold Summary

  • 31 Days On Market
• 

  

  /3

  $258,900

  New Construction Under Contract

  • 2 Beds
  • 2 Baths
  • 1,092 Sq Ft

  660 N Cherry St, Monticello, FL 32344

  New construction in the heart of Monticello's Historic District! This beautifully built 1,092 sq ft off-grade home offers modern finishes while fitting seamlessly into the character of the neighborhood. The open floor plan features luxury vinyl plank flooring throughout, a stylish kitchen and stainless steel appliances, and quality craftsmanship from top to bottom. Bathrooms are finished with

  Steve Walker Steve C. Walker Realty, LLC

  660 N Cherry St, 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 $426,966

  Last Listing Agent Pam Kelly Kelly & Kelly Properties, Inc

  1288 Indian Hills Rd, 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

  Last Sold Summary

  • 0 Days On Market
• 

  

  /34

  $185,000

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft

  28 Kameron Dr, Monticello, FL 32344

  Brand New Inside! 1-Acre Modern Retreat Just Minutes from the City. Enjoy the ultimate "new home" experience without the wait! This 2-bedroom, 1-bathroom gem at 28 Kameron Dr has been completely transformed with a brand new interior, offering high-end laminate flooring, fresh paint, and modern finishes throughout. Situated on a sprawling, level 1-acre lot, you’ll enjoy total privacy and room to

  Chip Williams Keller Williams Town & Country

  28 Kameron Dr, Monticello, FL 32344
• 

  

  /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

  Current Estimated Value $169,633

  Last Listing Agent Caleb Stephens Silo Hill Properties

  375 Maple St, Monticello, FL 32344
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  /40

  Est $532,097

  Not Listed For Sale

  9255 Gamble Rd, Monticello, FL 32344

  • 2 Beds
  • 3 Baths
  • 1,833 Sq Ft
  • Built 1970

  9255 Gamble Rd, Monticello, FL 32344

  Last Sold Summary

  • 5 Days On Market

Showing Results 121 - 160, Page 4 of 18