Monticello, FL Homes

/4
$75,000

$16K PRICE INCREASE
- Land
- 12,632 Sq Ft
- $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
/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

/7
Not Listed For Sale

245 Whipporwill Rd, Monticello, FL 32344
245 Whipporwill Rd, Monticello, FL 32344

Last Sold Summary
- 5 Days On Market
Last Listing Agent Molly Jenkins Coldwell Banker Hartung

/2
$69,000
- Land
- 19,602 Sq Ft
- $153,333 per Acre
Lot 15 E Washington St, Monticello, FL 32344

Brand New Home Options Available starting in the $300's or Build to Suit! Fantastic Location on almost 1/2 an Acre in Town! Super Convenient walking distance to restaurants, shopping, and entertainment. Lots of possibilities! Come Check it out! Water & Sewer Available. Owner Financing Options too. This Listing includes BOTH Lot 15 & 20 directly behind it totaling .45 Acre.

Liz Kuntz Keller Williams Town & Country

Lot 15 E Washington St, 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 $225,446

Last Listing Agent Pam Kelly Kelly & Kelly Properties, Inc

44 Pine Needle Trace, Monticello, FL 32344

/42
Est $583,227

Not Listed For Sale

257 Linton Place, Monticello, FL 32344
- 5 Beds
- 2.5 Baths
- 2,554 Sq Ft
- Built 1988
257 Linton Place, Monticello, FL 32344

Last Sold Summary
- 90 Days On Market
Last Listing Agent Thomas Jacobs Coldwell Banker Hartung

/46
$949,000
- 3 Beds
- 2.5 Baths
- 2,790 Sq Ft
307 Crabapple Ln, Monticello, FL 32344

One or more photos are enhanced. A rare opportunity to own a truly one-of-a-kind custom estate! Nestled on a private, fully fenced homesite overlooking 26 acres of golf course-like grounds, this 2021 custom-build home offers over 2,700 square feet of thoughtfully designed living space with breathtaking 270 views, including peaceful creek frontage. Built for both luxury and peace of mind, the home

Shelley Poppell Clover Key Realty

307 Crabapple Ln, 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 $241,889

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

350 Bowman St, Monticello, FL 32344

/39
Not Listed For Sale

175 Main St, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,568 Sq Ft
- Built 2000
175 Main St, Monticello, FL 32344

Last Sold Summary
- 43 Days On Market
Last Listing Agent Lee Hall Bespoke Realty of Tallahassee

/52
$365,000

$15K PRICE INCREASE Under Contract
- 3 Beds
- 2 Baths
- 2,024 Sq Ft
1391 Paul Thompson Rd, Monticello, FL 32344

Only minutes east of Tallahassee, nestled in 5 beautifully wooded acres, this impecably maintained and freshly painted home is the perfect getaway for peaceful rural living. A massive living room with dramatic vaulted ceiling and windows that let you experience all the natural surroundings. The kitchen features double wall ovens + cooktop. A tall pole barn for storing equipment is large enough

Frederick Kinch Keller Williams Town & Country

1391 Paul Thompson Rd, 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 $361,478

Last Listing Agent Brenna Kelly-Ward Kelly & Kelly Properties, Inc

84 Lakeside Rd, Monticello, FL 32344

/4
Not Listed For Sale

TBD Lonnie, Monticello, FL 32344
TBD Lonnie, Monticello, FL 32344

Last Sold Summary
- 81 Days On Market
Last Listing Agent Moe Mossa Savvy Avenue, LLC

/29
$429,000

$5K PRICE DROP
- 3 Beds
- 2 Baths
- 2,000 Sq Ft
285 Mallard Ln, Monticello, FL 32344

One or more pictures is virtually enhanced *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

Shelley Duke Red Bird Realty

285 Mallard Ln, 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 $262,130

Last Listing Agent Brenna Kelly-Ward Kelly & Kelly Properties, Inc

523 Silver Lake Rd, Monticello, FL 32344

/25
Not Listed For Sale

50 Spruce Cir, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,601 Sq Ft
- Built 2024
50 Spruce Cir, Monticello, FL 32344

Last Sold Summary
- 214 Days On Market
Last Listing Agent Tiffany Kasdorf Kozloski Realty, LLC

/6
$149,999
- Land
- 8 Acres
- $18,750 per Acre
0 E Beth Page Rd, Monticello, FL 32344

The property features flat, wooded land with plenty of road frontage, is not located in a flood zone, and has no apparent access issues. Power is available at the road, while water and sewer would require private well and septic system. No recent survey or perc test has been completed, and the property has a free and clear title with current taxes. Conveniently located just minutes from downtown

Anthony Gigilo TOP BROKERAGE, LLC

0 E Beth Page 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 $305,748

Last Listing Agent Catherine Hope All Realty Services

665 W Washington St, Monticello, FL 32344

/10
Not Listed For Sale

VACANT Mahan Dr, Monticello, FL 32344
VACANT Mahan Dr, Monticello, FL 32344

Last Sold Summary
- 164 Days On Market
Last Listing Agent Catherine Hope All Realty Services

/2
$39,900
- Land
- 1.91 Acres
- $20,890 per Acre
Vacant Barnes Rd, Monticello, FL 32344

Discover the perfect spot to build your dream home or weekend getaway on this 1.91-acre property in Monticello! Featuring paved road frontage, a partially cleared homesite, and plenty of room to enjoy the surrounding natural beauty, this property offers the ideal balance of privacy and convenience. Located with easy access to both Monticello, FL and Thomasville, GA, you’ll enjoy peaceful country

Crystal Bochnia Madison Realty Group, LLC

Vacant Barnes Rd, 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 Jason Glover Bulldog Properties, LLC

59 Westview Ln, Monticello, FL 32344

/41
Est $358,619

Not Listed For Sale

955 Still Rd, Monticello, FL 32344
- 3 Beds
- 2.5 Baths
- 3,302 Sq Ft
- Built 1990
955 Still Rd, Monticello, FL 32344

Last Sold Summary
- 172 Days On Market
Last Listing Agent Renee Smawley Steve C. Walker Realty, LLC

/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 $445,356

Last Listing Agent Lisa Carey Coldwell Banker Hartung

54 Woodland Dr, Monticello, FL 32344

/25
Not Listed For Sale

40 Spruce Cir, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,601 Sq Ft
- Built 2023
40 Spruce Cir, Monticello, FL 32344

Last Sold Summary
- 186 Days On Market
Last Listing Agent Tiffany Kasdorf Kozloski Realty, LLC

/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 $861,262

Last Listing Agent Ondrea Maldonado Hamilton Realty Advisors LLC

193 Nautilus Dr, Monticello, FL 32344

/21
Not Listed For Sale

1060 Vista Rd, Monticello, FL 32344
1060 Vista Rd, Monticello, FL 32344

Last Sold Summary
- 37 Days On Market
Last Listing Agent Brenna Kelly-Ward Kelly & Kelly Properties, Inc

/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

/42
Est $609,186

Not Listed For Sale

456 Ridge Rd, Monticello, FL 32344
- 2 Beds
- 2.5 Baths
- 3,049 Sq Ft
- Built 2004
456 Ridge Rd, Monticello, FL 32344

Last Sold Summary
- 34 Days On Market
Last Listing Agent Pam Kelly Kelly & Kelly Properties, Inc

/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 $291,977

Last Listing Agent Pam Kelly Kelly & Kelly Properties, Inc

950 E Pearl St, Monticello, FL 32344

/28
Not Listed For Sale

3360 Thompson Valley Rd, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,008 Sq Ft
- Built 1999
3360 Thompson Valley Rd, Monticello, FL 32344

Last Sold Summary
- 94 Days On Market
Last Listing Agent Renee Smawley Steve C. Walker Realty, LLC

/28
$529,000

Sold Jul 06, 2026

512 Creekside Ct, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,810 Sq Ft
- Built 2020
Last Sold Summary
- 3% Below List Price
- $292/SF
- 13 Days On Market
Current Estimated Value $531,821

Last Listing Agent Chance Shutes Keller Williams Town & Country

512 Creekside Ct, Monticello, FL 32344

/41
Est $551,996

Not Listed For Sale

1113 Old Lloyd Rd, Monticello, FL 32344
- 4 Beds
- 4 Baths
- 2,834 Sq Ft
- Built 1984
1113 Old Lloyd Rd, Monticello, FL 32344

Last Sold Summary
- 244 Days On Market
Last Listing Agent Barry Kelly Kelly & Kelly Properties, Inc

/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 $612,304

Last Listing Agent Catherine Hope All Realty Services

8818 Gamble Rd, Monticello, FL 32344

/33
Not Listed For Sale

696 Taylor Rd, Monticello, FL 32344
- 4 Beds
- 2 Baths
- 1,658 Sq Ft
- Built 2023
696 Taylor Rd, Monticello, FL 32344

Last Sold Summary
- 160 Days On Market
Last Listing Agent Pamela Jordan-Williams Superior Realty Group LLC

/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 $440,628

Last Listing Agent Joyce Gardner Signature Realty Professionals

40 W Cavallo Trail, Monticello, FL 32344

/27
Not Listed For Sale

VACANT Shiver, Monticello, FL 32344
VACANT Shiver, Monticello, FL 32344

Last Sold Summary
- 385 Days On Market
Last Listing Agent Catherine Hope All Realty Services

/23
$212,000

Sold Apr 29, 2026

595 Alabama St, Monticello, FL 32344
- 3 Beds
- 1 Bath
- 1,300 Sq Ft
- Built 1975
Last Sold Summary
- 3% Below List Price
- $163/SF
- 3 Days On Market
Current Estimated Value $208,918

Last Listing Agent Jennifer Brewster Silo Hill Properties

595 Alabama St, Monticello, FL 32344

/4
Not Listed For Sale

TBD Rudolph Ln, Monticello, FL 32344
TBD Rudolph Ln, Monticello, FL 32344

Last Sold Summary
- 39 Days On Market
Last Listing Agent Hines Boyd FL-GA Realty & Auction

/32
$99,000

Sold May 29, 2026

290 Parkway Pines Ct, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,152 Sq Ft
- Built 1998
Last Sold Summary
- 4% Above List Price
- $86/SF
- 70 Days On Market
Current Estimated Value $114,071

Last Listing Agent Alicia Radtke All Realty Services

290 Parkway Pines Ct, Monticello, FL 32344

/5
Not Listed For Sale

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

Last Sold Summary
- 33 Days On Market
Last Listing Agent Hines Boyd FL-GA Realty & Auction

/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

Showing Results 281 - 320, Page 8 of 18

Florida Jefferson County

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