Recently Sold Jefferson County FL Homes

/57
$180,000 Sold Apr 29, 2026

265 W Seminole Ave, Monticello, FL 32344
- 2 Beds
- 1 Bath
- 1,741 Sq Ft
- Built 1959
Last Sold Summary
- 22% Below List Price
- $103/SF
- 38 Days On Market
Current Estimated Value $212,655

Last Listing Agent DAVID FRASIER LANDRUM REALTY

265 W Seminole Ave, Monticello, FL 32344
/27
$349,900 Sold Jul 18, 2025

149 Coopers Pond Rd, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,601 Sq Ft
- Built 2025
Last Sold Summary
- $219/SF
- 106 Days On Market
Last Listing Agent Monica Pappas Waypoint Properties

149 Coopers Pond Rd, Monticello, FL 32344
/48
$480,000 Sold Sep 26, 2025

885 S Waukeenah St, Monticello, FL 32344
- 5 Beds
- 3.5 Baths
- 4,600 Sq Ft
- Built 1882
Last Sold Summary
- 9% Below List Price
- $104/SF
- 63 Days On Market
Current Estimated Value $502,104

Last Listing Agent Dayna Santana Blackacre Florida LLC

885 S Waukeenah St, Monticello, FL 32344
/36
$110,000 Sold Jun 16, 2025

955 E Pearl St, Monticello, FL 32344
- 4 Beds
- 2 Baths
- 2,152 Sq Ft
- Built 1920
Last Sold Summary
- 16% Above List Price
- $51/SF
- 57 Days On Market
Current Estimated Value $217,690

Last Listing Agent Brenda Aaron WIP Realty

955 E Pearl St, Monticello, FL 32344
/2
$35,000 Sold Dec 03, 2025

lot 15 & 16 Partridge Ln, Monticello, FL 32344
- Land
- 1 Acre
- $35,000 per Acre
Last Sold Summary
- 0 Days On Market
Last Listing Agent Danielle Nicholson Keller Williams Town & Country

lot 15 & 16 Partridge Ln, Monticello, FL 32344
/44
$420,000 Sold Apr 22, 2026

79 Lakeside Rd, Monticello, FL 32344
- 3 Beds
- 2.5 Baths
- 3,054 Sq Ft
- Built 1940
Last Sold Summary
- 29% Below List Price
- $138/SF
- 136 Days On Market
Current Estimated Value $507,914

Last Listing Agent Trevor Ann Clark Keller Williams Town & Country

79 Lakeside Rd, Monticello, FL 32344
/5
$260,000 Sold Aug 29, 2025

0 Taylor Rd Unit 378633, Monticello, FL 32344
- Land
- 12.46 Acres
- $20,867 per Acre
Last Sold Summary
- 5% Below List Price
- 296 Days On Market
Last Listing Agent STEVEN RISSMAN Certified Security Systems

0 Taylor Rd Unit 378633, Monticello, FL 32344
/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 $1,044,892

Last Listing Agent Juli Kouba BETTY KELLUM REALTY

1165 Dills Rd, Monticello, FL 32344
/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 Hallye Hinson Ferrell Realty Plus, Inc.

9497 Gamble Rd, Monticello, FL 32344
/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 Conner Christian Daniel Solomon

000 Taylor Rd, Monticello, FL 32344
/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 $251,940

Last Listing Agent MARA JARRETT Dennis P. Wittenberg Realty

186 Deerhaven Ln, Monticello, FL 32344
/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
Current Estimated Value $425,783

595 Crooked Creek Ln, Monticello, FL 32344
/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 William Smith Tallahassee Board of REALTORS®

2265 Deerwood Blvd, Greenville, FL 32331
/55
$150,000 Sold Mar 11, 2026

1515 Tennessee Ave, Monticello, FL 32344
- 2 Beds
- 2 Baths
- 1,096 Sq Ft
- Built 1958
Last Sold Summary
- 19% Below List Price
- $137/SF
- 134 Days On Market
Current Estimated Value $151,858

Last Listing Agent Robert Donovan Tallahassee Board of REALTORS®

1515 Tennessee Ave, Monticello, FL 32344
/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
173 Deerfield Ln, Monticello, FL 32344
/42
$710,000 Sold Apr 20, 2026

81 Old Tung Grove Rd, Monticello, FL 32344
- 4 Beds
- 3.5 Baths
- 2,365 Sq Ft
- Built 2025
Last Sold Summary
- 2% Below List Price
- $300/SF
- 204 Days On Market
Last Listing Agent Angela McLane Allied Home Mortgage Capital

81 Old Tung Grove Rd, Monticello, FL 32344
/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 $357,917

Last Listing Agent Mindy Pence DSLD Homes Florida LLC

259 Barnes Rd, Monticello, FL 32344
/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 $435,610

Last Listing Agent Rebekah Strickland Keller Williams Town & Country

376 Tecumseh Rd, Monticello, FL 32344
/29
$209,900 Sold Feb 11, 2026

2503 Rabon Rd, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,568 Sq Ft
- Built 1986
Last Sold Summary
- 14% Below List Price
- $134/SF
- 50 Days On Market
Last Listing Agent Izabela Wright Tallahassee Board of REALTORS®

2503 Rabon Rd, Monticello, FL 32344
/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 $538,354

Last Listing Agent Dustin Paulson Capital City Real Estate Group

141 Shumard Ct, Monticello, FL 32344
/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 Jibri Knight Auto Club Group

208 Robin Rd, Monticello, FL 32344
/28
$230,000 Sold Mar 05, 2026

44 Pine Needle Trace, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,234 Sq Ft
- Built 2004
Last Sold Summary
- 4% Below List Price
- $186/SF
- 107 Days On Market
Current Estimated Value $227,748

Last Listing Agent Danielle Nicholson Keller Williams Town & Country

44 Pine Needle Trace, Monticello, FL 32344
/2
$244,900 Sold Apr 07, 2026

350 Bowman St, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,235 Sq Ft
- Built 2025
Last Sold Summary
- $198/SF
- 39 Days On Market
Current Estimated Value $218,006

Last Listing Agent Henry Adams Structure Property Management,

350 Bowman St, Monticello, FL 32344
/49
$361,000 Sold Apr 14, 2026

84 Lakeside Rd, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 2,268 Sq Ft
- Built 2005
Last Sold Summary
- 4% Below List Price
- $159/SF
- 52 Days On Market
Current Estimated Value $373,412

84 Lakeside Rd, Monticello, FL 32344
/14
$253,000 Sold Jan 05, 2026

523 Silver Lake Rd, Monticello, FL 32344
- 2 Beds
- 1 Bath
- 1,316 Sq Ft
- Built 1970
Last Sold Summary
- 1% Above List Price
- $192/SF
- 14 Days On Market
Current Estimated Value $254,721

Last Listing Agent Brian Pearson Pearson Realty Inc.

523 Silver Lake Rd, Monticello, FL 32344
/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 $308,352

Last Listing Agent Robert Donovan Tallahassee Board of REALTORS®

665 W Washington St, Monticello, FL 32344
/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 Jan Colvin Wakulla Title Company Inc

59 Westview Ln, Monticello, FL 32344
/70
$455,000 Sold Mar 17, 2026

54 Woodland Dr, Monticello, FL 32344
- 4 Beds
- 3 Baths
- 2,032 Sq Ft
- Built 1977
Last Sold Summary
- 6% Below List Price
- $224/SF
- 60 Days On Market
Current Estimated Value $455,081

54 Woodland Dr, Monticello, FL 32344
/40
$950,000 Sold Feb 25, 2026

193 Nautilus Dr, Monticello, FL 32344
- 4 Beds
- 6 Baths
- 9,848 Sq Ft
- Built 1987
Last Sold Summary
- 39% Below List Price
- $96/SF
- 281 Days On Market
Current Estimated Value $838,194

Last Listing Agent Ronald Henry Broger Real Estate Services

193 Nautilus Dr, Monticello, FL 32344
/4
$6,000 Sold Jul 08, 2025

TBD Hangar Ln, Greenville, FL 32331
- Land
- 10,890 Sq Ft
- $24,000 per Acre
Last Sold Summary
- 25% Below List Price
- 91 Days On Market
Last Listing Agent STEVEN RISSMAN Certified Security Systems

TBD Hangar Ln, Greenville, FL 32331
/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 Cyndi Ritchey Tallahassee Board of REALTORS®

395 W Palmer Mill Rd, Monticello, FL 32344
/42
$320,000 Sold Oct 20, 2025

852 E Buckhorn Trail, Greenville, FL 32331
- 4 Beds
- 4 Baths
- 3,456 Sq Ft
- Built 1986
Last Sold Summary
- 16% Below List Price
- $93/SF
- 153 Days On Market
Last Listing Agent Brenda Aaron WIP Realty

852 E Buckhorn Trail, Greenville, FL 32331
/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 $349,888

Last Listing Agent John Schmook Gary Bartlett Real Estate

580 Holly Rd, Monticello, FL 32344
/37
$300,000 Sold Mar 23, 2026

950 E Pearl St, Monticello, FL 32344
- 3 Beds
- 1.5 Baths
- 1,855 Sq Ft
- Built 1955
Last Sold Summary
- 6% Below List Price
- $162/SF
- 104 Days On Market
Current Estimated Value $294,452

Last Listing Agent Jodi Sasse CONTRACT TO CLOSING

950 E Pearl St, Monticello, FL 32344
/14
$179,000 Sold Jul 11, 2025

120 E 1st Place, Greenville, FL 32331
- 3 Beds
- 2 Baths
- 1,620 Sq Ft
- Built 2002
Last Sold Summary
- 10% Below List Price
- $110/SF
- 360 Days On Market
Last Listing Agent Rebecca Ann Mueller Picht & Sons Real Estate

120 E 1st Place, Greenville, FL 32331
/35
$85,000 Sold Dec 17, 2025

550 E 2nd Way, Greenville, FL 32331
- Land
- 5.51 Acres
- $15,426 per Acre
Last Sold Summary
- 15% Below List Price
- 18 Days On Market
Last Listing Agent HERBERT CHANDLER Sun Property Management

550 E 2nd Way, Greenville, FL 32331
/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 $475,110

Last Listing Agent Camilo Perez Home Sold Realty LLC

4287 Bassett Dairy Rd, Monticello, FL 32344
/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 $279,933

Unlisted Address
/42
$625,000 Sold Apr 13, 2026

8818 Gamble Rd, Monticello, FL 32344
- 5 Beds
- 4.5 Baths
- 2,658 Sq Ft
- Built 2020
Last Sold Summary
- 2% Below List Price
- $235/SF
- 22 Days On Market
Current Estimated Value $625,785

Last Listing Agent Robert Donovan Tallahassee Board of REALTORS®

8818 Gamble Rd, Monticello, FL 32344
/44
$425,000 Sold Apr 14, 2026

40 W Cavallo Trail, Monticello, FL 32344
- 5 Beds
- 2 Baths
- 2,324 Sq Ft
- Built 2006
Last Sold Summary
- 1% Above List Price
- $183/SF
- 20 Days On Market
Current Estimated Value $421,138

Last Listing Agent S. W. ELLIS Jan C. Tallent, Realtor

40 W Cavallo Trail, Monticello, FL 32344

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