Monticello, FL Homes

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  /46

  $190,000 Sold Sep 30, 2025

  59 Westview Ln, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,430 Sq Ft
  • Built 2021

  Last Sold Summary

  • 3% Below List Price
  • $133/SF
  • 27 Days On Market

  Last Listing Agent Jason Glover Bulldog Properties, LLC

  59 Westview Ln, Monticello, FL 32344
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  /25

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,601 Sq Ft

  50 Spruce Cir, Monticello, FL 32344

  50 Spruce Cir, Monticello, FL 32344
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  /36

  $675,000

  • 5,139 Sq Ft

  625 E Washington St, Monticello, FL 32344

  Amazing Investment Opportunity as a Large family home, multi-generational property or Cash flowing investment! 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 with tenants as a BNB type property with longer term

  Lee Hall Capital City Real Estate Group

  625 E Washington St, Monticello, FL 32344
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  /27

  $315,000 Sold Aug 22, 2025

  395 W Palmer Mill Rd, Monticello, FL 32344

  • 3 Beds
  • 1.5 Baths
  • 1,772 Sq Ft
  • Built 1924

  Last Sold Summary

  • 3% Below List Price
  • $178/SF
  • 9 Days On Market

  Last Listing Agent Mark Vollertsen Advanced Real Estate Sales

  395 W Palmer Mill Rd, Monticello, FL 32344
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  /10

  Not Listed For Sale

  VACANT Mahan Dr, Monticello, FL 32344

  VACANT Mahan Dr, Monticello, FL 32344
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  /34

  $249,900 Under Contract

  • 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
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  /42

  $335,000 Sold Jul 24, 2025

  580 Holly Rd, Monticello, FL 32344

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

  Last Sold Summary

  • 3% Below List Price
  • $216/SF
  • 45 Days On Market

  Current Estimated Value $333,313

  Last Listing Agent Anthony Gifford Pointer Realty

  580 Holly Rd, Monticello, FL 32344
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  /41

  Est $356,859 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 3,302 Sq Ft

  955 Still Rd, Monticello, FL 32344

  955 Still Rd, Monticello, FL 32344
• 

  

  /21

  $265,900

  • 3 Beds
  • 2 Baths
  • 1,290 Sq Ft

  1125 E Dogwood St, Monticello, FL 32344

  Must see this brand new home built by Southern Construction in the downtown Monticello area. Home is complete and ready for its new owners!! Home features 3 bed, 2 baths, granite countertops, upgraded trim package, vinyl plank flooring throughout, tile bathroom and laundry floors, and stainless appliance package. Come get this beautiful home before its gone!!

  Jared Parramore Coastwise Realty

  1125 E Dogwood St, Monticello, FL 32344
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  /27

  $384,000 Sold Apr 22, 2025

  162 Natural Bridge Rd, Monticello, FL 32344

  • Land
  • 24.72 Acres
  • $15,534 per Acre

  Last Sold Summary

  • 17% Below List Price
  • 812 Days On Market

  Current Estimated Value $386,563

  Last Listing Agent Amy Carlton The American Dream

  162 Natural Bridge Rd, Monticello, FL 32344
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  /25

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,601 Sq Ft

  40 Spruce Cir, Monticello, FL 32344

  40 Spruce Cir, Monticello, FL 32344
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  /2

  $189,000 Under Contract

  • 3 Beds
  • 1 Bath
  • 1,104 Sq Ft

  860 N Cherry St, Monticello, FL 32344

  Fantastic 3 Bedroom/1 Bathroom Home located near downtown Monticello and close to restaurants and shopping! Completely Renovated and Remodeled in 2019, this home is move-in ready and one you do not want to miss!

  Liz Kuntz Keller Williams Town & Country

  860 N Cherry St, Monticello, FL 32344
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  /42

  $459,000 Sold Jul 25, 2025

  4287 Bassett Dairy Rd, Monticello, FL 32344

  • 4 Beds
  • 3 Baths
  • 2,555 Sq Ft
  • Built 1983

  Last Sold Summary

  • 18% Below List Price
  • $180/SF
  • 143 Days On Market

  Current Estimated Value $453,295

  Last Listing Agent Destiny Jones Keller Williams Town & Country

  4287 Bassett Dairy Rd, Monticello, FL 32344
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  /21

  Not Listed For Sale

  1060 Vista Rd, Monticello, FL 32344

  1060 Vista Rd, Monticello, FL 32344
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  /67

  $995,000

  • 4 Beds
  • 4.5 Baths
  • 3,696 Sq Ft

  825 Rainey Run, Monticello, FL 32344

  Set on 10 private acres, this exceptional estate offers a lifestyle defined by space, serenity, and effortless luxury. Surrounded by nature and bordered by a tranquil private creek, the property feels like a personal retreat—yet remains perfectly designed for modern living and entertaining. Inside, 3,696 square feet of light-filled living space unfolds with soaring ceilings, expansive windows,

  Renee Dawkins Dawkins Realty LLC

  825 Rainey Run, Monticello, FL 32344
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  /42

  $629,000 Sold Mar 26, 2025

  531 Ridge Rd, Monticello, FL 32344

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

  Last Sold Summary

  • 2% Below List Price
  • $285/SF
  • 38 Days On Market

  Last Listing Agent Tiffany Kasdorf Kozloski Realty, LLC

  531 Ridge Rd, Monticello, FL 32344
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  /42

  Est $576,282 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 3,049 Sq Ft

  456 Ridge Rd, Monticello, FL 32344

  456 Ridge Rd, Monticello, FL 32344
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  /18

  $179,900

  • 4 Beds
  • 3 Baths
  • 2,553 Sq Ft

  34 W Hummingbird Ln, Monticello, FL 32344

  New beautiful LVP flooring on mother in law suite side of the property and wdo repair underneath the new flooring!! So many options with this property!! It boasts 2 separate living spaces joined by a common family room. One side of the home has 1 bed and 1 bath, it's own kitchen and living space. The other side of the home has 3 bedrooms, 2 bathrooms and the kitchen and living area. The family

  Susan Gillespie Lord & Stanley Realty, Inc.

  34 W Hummingbird Ln, Monticello, FL 32344
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  /38

  $280,000 Sold Jul 25, 2025

  Unlisted Address

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft
  • Built 2002

  Last Sold Summary

  • 10% Below List Price
  • $265/SF
  • 58 Days On Market

  Current Estimated Value $287,927

  Last Listing Agent Pam Kelly Kelly & Kelly Properties, Inc

  Unlisted Address
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  /28

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,008 Sq Ft

  3360 Thompson Valley Rd, Monticello, FL 32344

  3360 Thompson Valley Rd, Monticello, FL 32344
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  /24

  $185,000

  • 3 Beds
  • 2.5 Baths
  • 2,467 Sq Ft

  490 E Palmer Mill Rd, Monticello, FL 32344

  This striking Victorian home built in 1892 and located near downtown Monticello. The home features original hardwood pine floors, soaring 12-foot ceilings, a large bay window with bench seating (and storage) and several fireplaces. The master bathroom has been completely redone and complements the spacious master bedroom. The exterior of the home has a wraparound front deck, a rear screened

  Van Drake Drake Realty, Inc.

  490 E Palmer Mill Rd, Monticello, FL 32344
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  /20

  $129,000 Sold Jun 27, 2025

  450 W Dogwood St, Monticello, FL 32344

  • 3 Beds
  • 1 Bath
  • 936 Sq Ft
  • Built 1945

  Last Sold Summary

  • 7% Below List Price
  • $138/SF
  • 117 Days On Market

  Current Estimated Value $133,195

  Last Listing Agent Pam Kelly Kelly & Kelly Properties, Inc

  450 W Dogwood St, Monticello, FL 32344
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  /41

  Est $601,653 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,834 Sq Ft

  1113 Old Lloyd Rd, Monticello, FL 32344

  1113 Old Lloyd Rd, Monticello, FL 32344
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  /3

  $117,036

  • Land
  • 11.23 Acres
  • $10,422 per Acre

  Lot 29, Block A E Meadow Rd, Monticello, FL 32344

  11.23 +/- acres at very end of East Meadow Road adjacent to 300+ acres owned by the Suwannee River Water Management District and nearby Aucilla River. Currently being used recreationally as a small hunting retreat by current owner. Additional connecting 9.4 +/- acres also available for purchase from same owner. Why not purchase both parcels and have 20 +/- acres all to yourself. These

  Justin Peel Maclay Realty & Management LLC

  Lot 29, Block A E Meadow Rd, Monticello, FL 32344
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  /2

  $27,000 Sold Sep 30, 2025

  00 Gamble Rd, Monticello, FL 32344

  • Land
  • 1.25 Acres
  • $21,600 per Acre

  Last Sold Summary

  • 3% Below List Price
  • 6 Days On Market

  Last Listing Agent Thomas Lado WHITETAIL PROPERTIES REAL ESTATE

  00 Gamble Rd, Monticello, FL 32344
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  /33

  Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,658 Sq Ft

  696 Taylor Rd, Monticello, FL 32344

  696 Taylor Rd, Monticello, FL 32344
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  /3

  $97,964

  • Land
  • 9.4 Acres
  • $10,422 per Acre

  Lot 30, Block A E Meadow Rd, Monticello, FL 32344

  9.4 +/- acres at very end of East Meadow Road and nearby Aucilla River. Currently being used recreationally as a small hunting retreat by current owner. Additional connecting 11.23 +/- acres also available for purchase from same owner. Why not purchase both parcels and have 20 +/- acres all to yourself. These opportunities don’t come along very often so don’t miss out.

  Justin Peel Maclay Realty & Management LLC

  Lot 30, Block A E Meadow Rd, Monticello, FL 32344
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  /2

  $40,000 Sold Dec 16, 2025

  23 & 45 Armstrong Rd, Monticello, FL 32344

  • Land
  • 8.47 Acres
  • $4,723 per Acre

  Last Sold Summary

  • 60% Below List Price
  • 139 Days On Market

  Last Listing Agent Bruce Carpenter Avenue Realty FL

  23 & 45 Armstrong Rd, Monticello, FL 32344
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  /27

  Not Listed For Sale

  VACANT Shiver, Monticello, FL 32344

  VACANT Shiver, Monticello, FL 32344
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  /7

  $200,000 Under Contract

  • Land
  • 20.38 Acres
  • $9,814 per Acre

  TBD Barnes Rd, Monticello, FL 32344

  Discover wooded tranquility on this magnificent 20.38 acre parcel in northern Jefferson County. Conveniently located just off US-19 N, this property is on a paved road which offers easy access and a short 5-minte drive into Monticello or just a 20-minute drive to downtown Thomasville, Georgia. Embrace the beauty and tranquility of country living while staying connected to nearby amenities and

  H. Trey Hough Armor Realty, Inc

  TBD Barnes Rd, Monticello, FL 32344
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  /38

  $550,000 Sold Sep 02, 2025

  151 N Ojibwa Rd, Monticello, FL 32344

  • 3 Beds
  • 2.5 Baths
  • 2,400 Sq Ft
  • Built 2000

  Last Sold Summary

  • 4% Below List Price
  • $229/SF
  • 47 Days On Market

  Current Estimated Value $550,319

  Last Listing Agent Clint Bailey Superior Realty Group LLC

  151 N Ojibwa Rd, Monticello, FL 32344
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  /4

  Not Listed For Sale

  TBD Rudolph Ln, Monticello, FL 32344

  TBD Rudolph Ln, Monticello, FL 32344
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  /42

  $429,900 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,841 Sq Ft

  952 Turney Anderson Rd, Monticello, FL 32344

  Time travel back to 2021 Interest rates with this assumable loan for +/- $250k at 2.95% interest for qualified buyers. If any property has it all, this one does. Spacious house with huge kitchen and tons of storage, fire pit in the back yard for marshmallow roasts. Generac generator to run the whole property during power outages. A 400 mph rated hurricane vault located in the 1500 sgft warehouse,

  Katherine Hansli Searcy The Naumann Group Real Estate

  952 Turney Anderson Rd, Monticello, FL 32344
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  /10

  $157,900 Sold Mar 10, 2025

  396 Mallard Ln, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • Built 2025

  Last Sold Summary

  • 5% Above List Price
  • $137/SF
  • 4 Days On Market

  Last Listing Agent E. Bradley Vollertsen Advanced Real Estate Sales

  396 Mallard Ln, Monticello, FL 32344
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  /5

  Not Listed For Sale

  XX Taylor Parcel #2 Rd, Monticello, FL 32344

  XX Taylor Parcel #2 Rd, Monticello, FL 32344
• 

  

  /45

  $269,000

  • 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 you 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
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  /52

  $569,000 Sold Nov 21, 2025

  57 Sunset Dr, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,976 Sq Ft
  • Built 2025

  Last Sold Summary

  • 1% Above List Price
  • $288/SF
  • 73 Days On Market

  Last Listing Agent Chance Shutes Keller Williams Town & Country

  57 Sunset Dr, Monticello, FL 32344
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  /11

  Est $192,131 Not Listed For Sale

  1317 Saint Augustine, Monticello, FL 32344

  1317 Saint Augustine, Monticello, FL 32344
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  /4

  $75,000

  • Land
  • 0.29 Acre
  • $258,621 per Acre

  205 E Cherokee Ave, Monticello, FL 32344

  Prime vacant cleared commercial lot in downtown Monticello. Zoned Commercial B-2 Business Highway. Located Steps from US 19 South Across street from Burger King and Dollar Tree. Next door to Oreilly's Auto parts. High Traffic area and Good visibility. Address is for GPS only. Acreage is subject to survey.

  Starbuck Rissman Steve C. Walker Realty, LLC

  205 E Cherokee Ave, Monticello, FL 32344
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  /32

  $425,000 Sold Jan 12, 2026

  1610 Yaupon Ct, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,858 Sq Ft
  • Built 2023

  Last Sold Summary

  • $229/SF
  • 23 Days On Market

  Last Listing Agent Chance Shutes Keller Williams Town & Country

  1610 Yaupon Ct, Monticello, FL 32344

Showing Results 241 - 280, Page 7 of 18