Monticello, FL Homes

/4
Est $106,664

Not Listed For Sale

395 W High St, Monticello, FL 32344
- 3 Beds
- 1 Bath
- 825 Sq Ft
- Built 1958
395 W High St, Monticello, FL 32344

Last Sold Summary
- 12 Days On Market

/38
$609,900

New Construction $10K PRICE INCREASE
- 3 Beds
- 2.5 Baths
- 2,134 Sq Ft
261 Hiawatha Farms S, Monticello, FL 32344

Back on the Market! Out of town buyers financing fell through. Welcome to this stunning new construction masterpiece, meticulously designed and built by the esteemed Kasdorf Design & Build, LLC. This craftsman beauty is awaiting its first owners and will be ready for occupancy by the mid of June. Spanning an impressive 2134 square feet, this home offers a spacious and open concept floor plan,

Ross Kozloski Kozloski Realty, LLC

261 Hiawatha Farms S, 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 Clint Bailey Superior Realty Group LLC

2503 Rabon Rd, Monticello, FL 32344

/42
Est $677,181

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
- 39 Days On Market

/18
$174,900

$100K PRICE DROP
- 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
/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 Kara Richetti Real Broker LLC

141 Shumard Ct, 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

/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
/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

/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
- 76 Days On Market

/44
$390,000

$40K PRICE INCREASE
- 2,750 Sq Ft
480 S Jefferson St, Monticello, FL 32344

Located in the heart of Monticello, this 4-unit investment property offers a prime opportunity for investors looking to add value and generate income. Positioned just minutes from local businesses, shopping, dining, and convenient interstate access, the location provides strong appeal for tenants seeking both convenience and accessibility. Currently, 3 of the units are occupied, providing

Chip Williams Keller Williams Town & Country

480 S Jefferson 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 $227,748

Last Listing Agent Pam Kelly Kelly & Kelly Properties, Inc

44 Pine Needle Trace, 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
- 67 Days On Market

/60
$525,000

Under Contract
- 4 Beds
- 2 Baths
- 1,838 Sq Ft
965 Robert Thompson Rd, Monticello, FL 32344

Quiet country living near everything Tallahassee FL offers. Beautiful 4BR/2BA home on 5 acres. Split bedroom plan. Living room opens to large kitchen and breakfast nook. Sunroom not included in SqFt. Primary bedroom with tray ceilings, private bath with a jetted tub and separate shower. Plantation shutters throughout home. Generator installed 2017. 2 car attached garage and a large detached

Suzanne McGhee Mattox Realty, Inc

965 Robert Thompson Rd, 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 Steve Walker Steve C. Walker Realty, LLC

350 Bowman St, Monticello, FL 32344

/5
Est $364,864

Not Listed For Sale

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

Last Sold Summary
- 31 Days On Market

/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
/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

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

84 Lakeside 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

/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
/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 Brenna Kelly-Ward Kelly & Kelly Properties, Inc

523 Silver Lake Rd, Monticello, FL 32344

/42
Est $587,897

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

/33
$799,999
- 3 Beds
- 2.5 Baths
- 3,677 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
/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 Catherine Hope All Realty Services

665 W Washington 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

/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

/4
Not Listed For Sale

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

Last Sold Summary
- 81 Days On Market

/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

Last Listing Agent Lisa Carey ROGERS BARRY, REALTOR

54 Woodland Dr, 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

/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 $840,196

Last Listing Agent Ondrea Maldonado Hamilton Realty Advisors LLC

193 Nautilus Dr, 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

/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

/41
Est $355,486

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

/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 Anthony Gifford Pointer Realty

580 Holly Rd, 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

/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 Pam Kelly Kelly & Kelly Properties, Inc

950 E Pearl St, Monticello, FL 32344

/21
Est $172,979

Not Listed For Sale

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

Last Sold Summary
- 37 Days On Market

/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 Destiny Jones Keller Williams Town & Country

4287 Bassett Dairy Rd, Monticello, FL 32344

/42
Est $596,625

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

/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

Last Listing Agent Pam Kelly Kelly & Kelly Properties, Inc

Unlisted Address

Showing Results 241 - 280, Page 7 of 18

Florida Jefferson County Monticello

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Monticello, FL Homes

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