Jefferson County, FL Homes

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  /55

  $1,035,000 Sold Oct 15, 2025

  1165 Dills Rd, Monticello, FL 32344

  • 5 Beds
  • 5.5 Baths
  • 4,700 Sq Ft
  • Built 2002

  Last Sold Summary

  • 6% Below List Price
  • $220/SF
  • 54 Days On Market

  Current Estimated Value $1,031,662

  Last Listing Agent Callie Rhoads The Naumann Group Real Estate

  1165 Dills Rd, Monticello, FL 32344
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  /5

  Est $315,746 Not Listed For Sale

  2312 Hartsfield Rd, Monticello, FL 32344

  2312 Hartsfield Rd, Monticello, FL 32344
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  /29

  $239,900 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft

  2503 Rabon Rd, Monticello, FL 32344

  Discover peaceful country living at 2503 Rabon Road, a well-maintained 3-bedroom, 2-bath home situated on 5 private acres in Monticello. With 1,568 sq ft of comfortable living space, this property delivers the quiet, open setting buyers want while staying an easy drive from both Monticello and Tallahassee. Inside, you’ll find a bright, functional layout with generous living areas, a spacious

  Clint Bailey Superior Realty Group LLC

  2503 Rabon Rd, Monticello, FL 32344
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  /29

  $273,695 Sold Nov 26, 2025

  9497 Gamble Rd, Monticello, FL 32344

  • 2 Beds
  • 2 Baths
  • 1,404 Sq Ft
  • Built 1995

  Last Sold Summary

  • 7% Below List Price
  • $195/SF
  • 128 Days On Market

  Last Listing Agent Trevor Ann Clark Keller Williams Town & Country

  9497 Gamble Rd, Monticello, FL 32344
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  /7

  Not Listed For Sale

  245 Whipporwill Rd, Monticello, FL 32344

  245 Whipporwill Rd, Monticello, FL 32344
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  /3

  $437,500

  • Land
  • 22.13 Acres
  • $19,770 per Acre

  00 Boston Hwy, Monticello, FL 32344

  2 MILES FROM Monticello Courthouse! Bordering Jefferson County Country Club. 2 Parcels for total of 22.13 Acres adjacent to Jefferson County Golf Club and bordering Boston Hwy- 1028 ft. frontage - and Mamie Scott Drive. 2 Acres on Mamie Scott with 360' FRONTAGE AND has City Water/Electric Access and is actually within City Limits with zoning of RESIDENTIAL-MULTIFAMILY. Remaining property zoning

  Jennifer Ward Century 21 First Story

  00 Boston Hwy, Monticello, FL 32344
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  /2

  $110,000 Sold Dec 19, 2025

  000 Taylor Rd, Monticello, FL 32344

  • Land
  • 5.17 Acres
  • $21,277 per Acre

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent D. Scott Kilgore Superior Realty Group LLC

  000 Taylor Rd, Monticello, FL 32344
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  /42

  Est $579,117 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 2,554 Sq Ft

  257 Linton Place, Monticello, FL 32344

  257 Linton Place, Monticello, FL 32344
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  /13

  $70,000

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

  40 Westview Ln, Monticello, FL 32344

  Don't judge this home by its exterior!! The outside siding shows significant deterioration, which is fully reflected in the price. However, once inside, you'll find a livable interior that's far more functional than first impressions suggest. This double-wide is currently occupied and offers ;an opportunity for a buyer willing to look past the exterior and focus on the potential within. Not

  Alicia Radtke All Realty Services

  40 Westview Ln, Monticello, FL 32344
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  /40

  $425,000 Sold Apr 18, 2025

  310 E Dogwood St, Monticello, FL 32344

  • 4 Beds
  • 3.5 Baths
  • 3,174 Sq Ft
  • Built 1895

  Last Sold Summary

  • 6% Below List Price
  • $134/SF
  • 27 Days On Market

  Current Estimated Value $432,816

  Last Listing Agent Devin Lohman Lohman Realty LLC

  310 E Dogwood St, Monticello, FL 32344
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  /39

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft

  175 Main St, Monticello, FL 32344

  175 Main St, Monticello, FL 32344
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  /42

  $325,000

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

  155 E Seminole Ave, Monticello, FL 32344

  Full of character, this spacious 1950s home offers 4 bedrooms and 3 full bathrooms on a generous 0.60-acre lot in the heart of Monticello. With over 2,200 square feet—including two bedrooms with ensuite baths—it also features flexible zoning for residential, business, or mixed use. The layout includes a cozy living room with a fireplace and an airy sunroom, perfect for an office or casual dining.

  Catherine Hope All Realty Services

  155 E Seminole Ave, Monticello, FL 32344
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  /33

  $250,000 Sold Oct 15, 2025

  186 Deerhaven Ln, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,006 Sq Ft
  • Built 1976

  Last Sold Summary

  • $249/SF
  • 27 Days On Market

  Current Estimated Value $245,898

  Last Listing Agent Richard Snow Hartsfield Realty

  186 Deerhaven Ln, Monticello, FL 32344
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  /4

  Not Listed For Sale

  TBD Lonnie, Monticello, FL 32344

  TBD Lonnie, Monticello, FL 32344
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  /19

  $395,000

  • Land
  • 3.2 Acres
  • $123,438 per Acre

  XX Shiver Rd, Monticello, FL 32345

  Beautiful High lot at corner of Hwy 19, Shiver and Lake Rd. This listing is compilation of 3 contiguous parcels : (19-2N-5E-0140-0000-0300 and 19-2N-5E-0000-0210-0000 and 19-2N-5E-0140-0000-0170). for a total of 3.25 acres . PRIME location for multi-family, office, mixed use commercial business that needs visibility and ease of access. Utilities available- Water access to main line is Under Hwy

  Jennifer Ward Century 21 First Story

  XX Shiver Rd, Monticello, FL 32345
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  /64

  $425,000 Sold Dec 15, 2025

  595 Crooked Creek Ln, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,919 Sq Ft
  • Built 2022

  Last Sold Summary

  • $221/SF
  • 61 Days On Market

  Last Listing Agent Chance Shutes Keller Williams Town & Country

  595 Crooked Creek 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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  /40

  $1,190,000 Under Contract

  • 4 Beds
  • 6 Baths
  • 9,848 Sq Ft

  193 Nautilus Dr, Monticello, FL 32344

  Introducing a breathtaking fusion of modern convenience and medieval charm nestled in the heart of the woods. This meticulously renovated 9,848 square foot architectural marvel boasts a captivating design, featuring uniquely sized windows and curving walls that exude artistic allure at every turn. Step inside and experience the epitome of luxury living. The main building offers a seamless blend

  Ondrea Maldonado Hamilton Realty Advisors LLC

  193 Nautilus Dr, Monticello, FL 32344
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  /36

  $127,000 Sold Aug 29, 2025

  2265 Deerwood Blvd, Greenville, FL 32331

  • 4 Beds
  • 2 Baths
  • 2,280 Sq Ft
  • Built 2004

  Last Sold Summary

  • 18% Below List Price
  • $56/SF
  • 74 Days On Market

  Last Listing Agent Jessica Webb A Main Street Realty Co, LLC

  2265 Deerwood Blvd, Greenville, FL 32331
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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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  /9

  $120,000

  • Land
  • 2.01 Acres
  • $59,701 per Acre

  40 Westview Ln, Monticello, FL 32344

  Load up and take a ride to Lloyd Fl. located between Tallahassee and Monticello Fl. Being offered "AS IS" two 1 acre parcels 18-1N-4E-0108-000G-0030 & 18-1N-4E-0108-000G-0040 for a total of 2.01 acres! Power, septic and well on site, as well as access to city water. There is a 1989 mobile home on site that may be salvageable to the right buyer, or haul it off and prepare for a new build! Bring

  Alicia Radtke All Realty Services

  40 Westview Ln, Monticello, FL 32344
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  /19

  $389,500 Sold Jan 12, 2026

  173 Deerfield Ln, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,865 Sq Ft
  • Built 2025

  Last Sold Summary

  • 9% Below List Price
  • $209/SF
  • 110 Days On Market

  Last Listing Agent Caleb Stephens Silo Hill Properties

  173 Deerfield Ln, 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
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  /33

  $999,900

  • 3 Beds
  • 2.5 Baths
  • 4,383 Sq Ft

  728 Turney Anderson Rd, Monticello, FL 32344

  A Timeless Treasure, built by Riley Palmer Construction in 2006, this exceptional home captures the warmth and character of an early-1900s Craftsman farmhouse. It is located on 5 beautiful acres with mature pecan trees in the front and pines in the back yard. A spacious wrap around front porch welcomes you and features reclaimed New Orleans style doors and classic architectural details. Inside,

  Jared Parramore Coastwise Realty

  728 Turney Anderson Rd, Monticello, FL 32344
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  /36

  $350,000 Sold Sep 15, 2025

  259 Barnes Rd, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 2,020 Sq Ft
  • Built 1990

  Last Sold Summary

  • 20% Below List Price
  • $173/SF
  • 120 Days On Market

  Current Estimated Value $358,587

  Last Listing Agent Pam Kelly Kelly & Kelly Properties, Inc

  259 Barnes 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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  /39

  $165,000

  • 3 Beds
  • 2 Baths
  • 2,050 Sq Ft

  534 N Barber Hill, Lamont, FL 32336

  This all brick three bedroom two bath home on an acre of land features high ceilings, luxury vinyl plank, carpet and tile, nice sized kitchen, den with fireplace, and additional living space that could be used as an office with its own side entrance. Plenty of storage at this home with and carport space. Make this your home today with some TLC.

  Othell Broger Broger Real Estate Services

  534 N Barber Hill, Lamont, FL 32336
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  /37

  $450,000 Sold Oct 15, 2025

  376 Tecumseh Rd, Monticello, FL 32344

  • 4 Beds
  • 3 Baths
  • 2,076 Sq Ft
  • Built 1990

  Last Sold Summary

  • 3% Below List Price
  • $217/SF
  • 57 Days On Market

  Current Estimated Value $445,597

  Last Listing Agent Casey Skelton Pearson Realty Inc.

  376 Tecumseh Rd, Monticello, FL 32344
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  /32

  Not Listed For Sale

  1262 NW Hawks Ave, Greenville, FL 32331

  1262 NW Hawks Ave, Greenville, FL 32331
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  /34

  $199,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,328 Sq Ft

  185 Mallard Ln, Monticello, FL 32344

  See updated pictures - motivated Sellers. Newer 2020 mobile home on 1.95 acres. This simple but beautiful property backs up to a lake. Property is mostly wooded at the moment but if cleared would have a lovely view of the lake and the Monticello sunsets. Located in a quiet neighborhood in Lloyd Acres. Mobile home offers open concept living, dining and kitchen area with three bedrooms and two

  Jennifer Weeks J. D. Salley & Associates, Inc

  185 Mallard Ln, Monticello, FL 32344
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  /40

  $520,000 Sold Aug 15, 2025

  141 Shumard Ct, Monticello, FL 32344

  • 3 Beds
  • 3 Baths
  • 2,661 Sq Ft
  • Built 2021

  Last Sold Summary

  • 10% Below List Price
  • $195/SF
  • 241 Days On Market

  Current Estimated Value $519,245

  Last Listing Agent Kara Richetti Real Broker LLC

  141 Shumard Ct, 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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  /28

  $200,000

  • 3 Beds
  • 2 Baths
  • 1,292 Sq Ft

  463 Murmuring Creek Rd, Monticello, FL 32344

  Move in ready home on over 5 acres in beautiful Monticello Florida. Newer Roof 2024, Freshly painted, new skirting, windows, hot water heater 2024, flooring. No HOA

  Jennifer Atwell Ketcham Realty Group, Inc.

  463 Murmuring Creek Rd, Monticello, FL 32344
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  /27

  $80,000 Sold Aug 25, 2025

  208 Robin Rd, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,144 Sq Ft
  • Built 1980

  Last Sold Summary

  • 6% Below List Price
  • $70/SF
  • 7 Days On Market

  Last Listing Agent Kimberly Nabors Nabors Realty LLC

  208 Robin 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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  /14

  $37,000

  • Land
  • 1 Acre
  • $37,000 per Acre

  1264 Quail Ln, Monticello, FL 32344

  Corner lot off of paved road in Lloyd Acres. Wooded, pines and hardwoods. High elevation. Mobile homes are allowed. An additional 3.30 acres available for purchase.

  Callie Rhoads The Naumann Group Real Estate

  1264 Quail Ln, Monticello, FL 32344
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  /42

  $449,000 Sold Apr 30, 2025

  340 E Washington St, Monticello, FL 32344

  • 3 Beds
  • 3.5 Baths
  • 3,635 Sq Ft
  • Built 1842

  Last Sold Summary

  • $124/SF
  • 80 Days On Market

  Current Estimated Value $464,831

  Last Listing Agent Sandy Ferrera All County Suncoast Property

  340 E Washington St, Monticello, FL 32344
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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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  /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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  /2

  $280,000 Sold Nov 04, 2025

  665 W Washington St, Monticello, FL 32344

  • 3 Beds
  • 2.5 Baths
  • 3,348 Sq Ft
  • Built 1915

  Last Sold Summary

  • 7% Below List Price
  • $84/SF
  • 88 Days On Market

  Current Estimated Value $309,306

  Last Listing Agent Catherine Hope All Realty Services

  665 W Washington St, Monticello, FL 32344

Showing Results 241 - 280, Page 7 of 18