Monticello, FL Homes

/42
Not Listed For Sale

761 Tyson Rd, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,952 Sq Ft
- Built 2022
761 Tyson Rd, Monticello, FL 32344

Last Sold Summary
- $251/SF
- 145 Days On Market
Last Sold Price $490,000

Last Listing Agent Paul Fenstermaker Fenstermaker & Associates Real

/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
/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 $229,473

Last Listing Agent Pam Kelly Kelly & Kelly Properties, Inc

44 Pine Needle Trace, Monticello, FL 32344

/42
Est $708,745 Not Listed For Sale

649 Waukeenah Plantation Rd, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 2,100 Sq Ft
- Built 2005
649 Waukeenah Plantation Rd, Monticello, FL 32344

Last Sold Summary
- 5% Above List Price
- $321/SF
- 39 Days On Market
Last Sold Price $675,000

Last Listing Agent Barry Kelly Kelly & Kelly Properties, Inc

/11
$105,000
- 3 Beds
- 2 Baths
- 1,248 Sq Ft
40 Westview Ln, Monticello, FL 32344

Being offered "AS IS" two separate 1 acre parcels combined 18-1N-4E-0108-000G-0030 & 18-1N-4E-0108-000G-0040 for a total of 2.01 acres. 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

Alicia Radtke All Realty Services

40 Westview Ln, Monticello, FL 32344
/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 $501,011

Last Listing Agent Sandy Ferrera All County Suncoast Property

340 E Washington St, Monticello, FL 32344

/18
Not Listed For Sale

0 Sweetfield Rd Unit MFRT3505054, Monticello, FL 32344
0 Sweetfield Rd Unit MFRT3505054, Monticello, FL 32344

Last Sold Summary
- 16 Days On Market
Last Sold Price $50,000

Last Listing Agent Ursula Bell AMERICAN DREAM TEAM REAL ESTAT

/70
$700,000
- 3 Beds
- 2 Baths
- 2,400 Sq Ft
1627 Lloyd Creek Rd, Monticello, FL 32344

Enjoy the gorgeous water views from the porch of this like-new, 2022 built home! A Gated driveway leads to your 5 acre parcel on a beautiful 10 acre spring-fed lake with great fishing. 6 ft windows and 8x8 sliding doors allow the open living, dining, and kitchen areas to view the sunny outdoors. Kitchen features a large island with seating area, stainless appliances, gas stove, and fridge with

Nan Greynolds The Naumann Group Real Estate

1627 Lloyd Creek 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 $309,542

Last Listing Agent Catherine Hope All Realty Services

665 W Washington St, Monticello, FL 32344

/42
Not Listed For Sale

21 Mire Ct, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,807 Sq Ft
- Built 2023
21 Mire Ct, Monticello, FL 32344

Last Sold Summary
- $230/SF
- 76 Days On Market
Last Sold Price $415,000

Last Listing Agent Amber McKinney Hamilton Realty Advisors LLC

/44
$615,000
- 4 Beds
- 5 Baths
- 3,862 Sq Ft
3873 N Jefferson St, Monticello, FL 32344

Stunning 4 Bedroom, 5 Bath Home on 9.73 Acres with Large Detached Garage plus Oversized Attached 2 Car Garage. Located just north of Monticello, this spacious 3,862 square foot home sits on 9.73 acres with a tranquil creek running through the rear of the property. The home is built on high and dry ground, and is not located in a flood zone or HOA. Built in 2007, the home features 10-foot

Stephanie Dobson Southern Land & Homes

3873 N Jefferson 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 Jason Glover Bulldog Properties, LLC

59 Westview Ln, Monticello, FL 32344

/42
Not Listed For Sale

24 Mire Ct, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,807 Sq Ft
- Built 2024
24 Mire Ct, Monticello, FL 32344

Last Sold Summary
- $230/SF
- 67 Days On Market
Last Sold Price $415,000

Last Listing Agent Amber McKinney Hamilton Realty Advisors LLC

/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
/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 $458,152

Last Listing Agent Lisa Carey Coldwell Banker Hartung

54 Woodland Dr, Monticello, FL 32344

/5
Est $363,760 Not Listed For Sale

2312 Hartsfield Rd, Monticello, FL 32344
- Built 2007
2312 Hartsfield Rd, Monticello, FL 32344

Last Sold Summary
- 21% Above List Price
- $417/SF
- 31 Days On Market
Last Sold Price $300,000

Last Listing Agent Paul Fenstermaker Fenstermaker & Associates Real

/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
/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 $967,155

Last Listing Agent Ondrea Maldonado Hamilton Realty Advisors LLC

193 Nautilus Dr, 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 Sold Price $42,000

Last Listing Agent Molly Jenkins Coldwell Banker Hartung

/50
$590,000 Under Contract
- 3 Beds
- 3 Baths
- 3,062 Sq Ft
185 Omega Dr, Monticello, FL 32344

Ranch-style equestrian property on 11.1 acres with a three stalls barn and crossed fence with water to all areas for easy pasture management and space for riding, grazing, and paddocks. Property features enclosed barn/workshop, covered equipment parking, utility sheds, and well area — ideal for tractors, trailers, feed, and tack storage. Main home offers 3BR/3BA with new flooring (Jan 2026),

Renee Glennon Coldwell Banker Hartung

185 Omega Dr, Monticello, FL 32344
/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 $573,627 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
- 12% Above List Price
- $200/SF
- 90 Days On Market
Last Sold Price $510,000

Last Listing Agent Thomas Jacobs Coldwell Banker Hartung

/35
$375,000
- 4 Beds
- 3.5 Baths
- 2,768 Sq Ft
925 E Pearl St, Monticello, FL 32344

Charming historic home with bonus guest cottage, located on the most beautiful oak lined street in picturesque Monticello, Florida. OWNER FINANCING AVAILABLE call for convenient terms. Enjoy small-town living in this updated home featuring a 2020 Roof, 2022 HVAC, 2025 Water Heater, Updated Electrical, CPVC and Copper Plumbing, Schedule 40 sewer piping, and mostly updated windows. New mini split

Tom Grasberger Gaff's Realty Company

925 E Pearl St, Monticello, FL 32344
/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 $361,873

Last Listing Agent Anthony Gifford Pointer Realty

580 Holly Rd, 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
- $101/SF
- 43 Days On Market
Last Sold Price $159,000

Last Listing Agent Lee Hall Capital City Real Estate Group

/45
$269,000 Under Contract
- 4 Beds
- 2 Baths
- 1,812 Sq Ft
685 E Washington St, Monticello, FL 32344

100% Financing available to qualified buyers with USDA Loan! 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

Lee Hall Capital City Real Estate Group

685 E Washington St, 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 $291,832

Last Listing Agent Pam Kelly Kelly & Kelly Properties, Inc

950 E Pearl St, 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 Sold Price $40,000

Last Listing Agent Moe Mossa Savvy Avenue, LLC

/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
/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 $418,089

Last Listing Agent Amy Carlton The American Dream

162 Natural Bridge 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
- $185/SF
- 214 Days On Market
Last Sold Price $296,000

Last Listing Agent Tiffany Kasdorf Kozloski Realty, LLC

/2
$40,000
- Land
- 2.3 Acres
- $17,391 per Acre
0 Mallard Ln Unit 394437, Monticello, FL 32344

Escape to peace & privacy, and with this beautiful 2.30-acre homesite located in the Lloyd Acres / Mallard Lane area of Jefferson County. Whether you’re planning your next home, a weekend retreat, or a smart land investment, this property offers the perfect blend of rural living with convenient access to Monticello and Tallahassee. Enjoy the natural surroundings, abundant trees, and quiet country

Hunter Bowden Keller Williams Town & Country

0 Mallard Ln Unit 394437, Monticello, FL 32344
/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 $489,298

Last Listing Agent Destiny Jones Keller Williams Town & Country

4287 Bassett Dairy Rd, 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 Sold Price $48,000

Last Listing Agent Catherine Hope All Realty Services

/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 $296,999

Last Listing Agent Pam Kelly Kelly & Kelly Properties, Inc

Unlisted Address

/41
Est $367,554 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
- 47% Above List Price
- $76/SF
- 172 Days On Market
Last Sold Price $250,000

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

/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 $151,953

Last Listing Agent Pam Kelly Kelly & Kelly Properties, Inc

450 W Dogwood St, 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
- $184/SF
- 186 Days On Market
Last Sold Price $295,000

Last Listing Agent Tiffany Kasdorf Kozloski Realty, LLC

/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

/21
Est $158,007 Not Listed For Sale

1060 Vista Rd, Monticello, FL 32344
- 3 Beds
- Built 2024
1060 Vista Rd, Monticello, FL 32344

Last Sold Summary
- 44% Above List Price
- $110,000/SF
- 37 Days On Market
Last Sold Price $110,000

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

Showing Results 241 - 280, Page 7 of 18

Florida Jefferson County Monticello

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Monticello, FL Homes

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