Monticello, FL Homes

/42
Est $221,000 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,680 Sq Ft
3908 N Salt Rd, Monticello, FL 32344

3908 N Salt Rd, Monticello, FL 32344

/38
$274,900
- 2 Beds
- 2 Baths
- 1,411 Sq Ft
490 N Cherry Ct, Monticello, FL 32344

Step into city living just steps from Downtown Monticello, Fl. This one-story condo with private backyard blends modern convenience in this coveted over 55 neighborhood of only 8 units. 2 bedrooms & 2 baths, laundry room with stack unit, W/D included, but the favorite room in the house is the sunroom. Inside, enjoy the bright open-concept living with high ceilings, crown molding, LVP & engineered

Pam Hoveland

Landcorp, Inc.

(448) 231-4689

490 N Cherry Ct, Monticello, FL 32344
/50
$860,000 Sold Dec 30, 2025

240 Valley View Ct, Monticello, FL 32344
- 5 Beds
- 3 Baths
- 3,656 Sq Ft
- Built 2004
Last Sold Summary
- 18% Below List Price
- $235/SF
- 62 Days On Market
Last Listing Agent Hettie Spooner Hill Spooner & Elliott Inc

240 Valley View Ct, Monticello, FL 32344

/36
Est $506,709 Not Listed For Sale
- 5 Beds
- 3 Baths
- 2,552 Sq Ft
874 Lake Rd, Monticello, FL 32344

874 Lake Rd, Monticello, FL 32344

/21
$172,500
- Land
- 10 Acres
- $17,250 per Acre
TBD Rainey Run, Monticello, FL 32344

Gated rural community, lakefront 10 acres with large hardwoods. Tranquility awaits, gently sloping land with some clearing.

Barry Kelly

Kelly & Kelly Properties, Inc

(448) 233-5231

TBD Rainey Run, Monticello, FL 32344
/20
$62,500 Sold Oct 07, 2025

195 E Meadow Rd, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,836 Sq Ft
- Built 1999
Last Sold Summary
- 55% Below List Price
- $34/SF
- 99 Days On Market
Current Estimated Value $123,667

Last Listing Agent Chelsey Hough Keller Williams Town & Country

195 E Meadow Rd, Monticello, FL 32344

/15
Not Listed For Sale
115 Timber Trace, Monticello, FL 32344

115 Timber Trace, Monticello, FL 32344

/57
$579,000
- 3 Beds
- 3 Baths
- 2,187 Sq Ft
515 E Palmer Mill Rd, Monticello, FL 32344

Remarkable, peaceful in-town oasis on 3.54 acres! An incredible find in the heart of downtown Monticello, FL. Not only is this home located on a private 3.54 acre spread, surrounded by a perimeter of natural foliage, but the home itself has been beautifully updated, blending the charm of old and the convenience of new. The 3 bedroom/3 bathroom, 2,000+ sq ft home has a kitchen flooded with natural

Brenna Kelly-Ward

Kelly & Kelly Properties, Inc

(448) 334-5445

515 E Palmer Mill Rd, Monticello, FL 32344
/27
$399,900 Sold Apr 21, 2025

81 Coopers Pond Rd, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,601 Sq Ft
- Built 2024
Last Sold Summary
- $250/SF
- 129 Days On Market
Last Listing Agent Tiffany Kasdorf Kozloski Realty, LLC

81 Coopers Pond Rd, Monticello, FL 32344

/3
Not Listed For Sale
00 Fountain Dr, Monticello, FL 32344

00 Fountain Dr, Monticello, FL 32344

/54
$700,000
- 4 Beds
- 3 Baths
- 2,112 Sq Ft
925 Hiawatha Farms Rd, Monticello, FL 32344

Custom hurricane-resistant/efficiency home on 3.6 private acres in a gated equestrian community, just 17 miles east of Tallahassee and 1 mile to I-10 (Exit 217). Built in 2013, this 2,112 sq ft home features 4 bedrooms, 3 full baths, and 9’ ceilings throughout. Constructed with Nudura ICF 12” insulated concrete exterior walls for superior strength, energy efficiency, and sound insulation.

Joann Jacobs

Coldwell Banker Hartung

(448) 230-7519

925 Hiawatha Farms Rd, Monticello, FL 32344
/5
$85,000 Sold Aug 26, 2025

210 Oetinger Rd, Monticello, FL 32344
- Land
- 5.01 Acres
- $16,966 per Acre
Last Sold Summary
- 0 Days On Market
Last Listing Agent Kayla Palmer Timber & Tides Real Estate

210 Oetinger Rd, Monticello, FL 32344

/9
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,620 Sq Ft
2191 Rabon Rd, Monticello, FL 32344

2191 Rabon Rd, Monticello, FL 32344

/42
$198,000 Under Contract
- 3 Beds
- 2 Baths
- 2,390 Sq Ft
2436 N Jefferson Hwy, Monticello, FL 32344

THIS PROPERTY WILL NEED A TOTAL RENOVATION ON BOTH HOMES. Discover the perfect blend of rustic charm and opportunity with this unique country property. Nestled on 3+ acres, this older farm house offers character and room to grow. The main home features spacious living areas with wood floors throughout and plenty of potential for updates to make it your own. Front screen porch and large utility

Pam Kelly

Kelly & Kelly Properties, Inc

(850) 604-1107

2436 N Jefferson Hwy, Monticello, FL 32344
/42
$260,000 Sold Aug 29, 2025

2422 N Jefferson St, Monticello, FL 32344
- 3 Beds
- 3 Baths
- 2,280 Sq Ft
- Built 2000
Last Sold Summary
- 3% Below List Price
- $114/SF
- 135 Days On Market
Current Estimated Value $250,000

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

2422 N Jefferson St, Monticello, FL 32344

/6
Not Listed For Sale
xxx S Main Ave, Monticello, FL 32344

xxx S Main Ave, Monticello, FL 32344

/17
$252,000
- 3 Beds
- 1 Bath
- 1,334 Sq Ft
1160 E Washington St, Monticello, FL 32344

Remodeled brick home, 3 br 1 bath, open kitchen living room with fireplace. Large utility room with bonus room. Convenient Monticello location. Carport and privacy fenced back yard.

Barry Kelly

Kelly & Kelly Properties, Inc

(448) 231-4719

1160 E Washington St, Monticello, FL 32344
/11
$90,000 Sold Jan 13, 2026

4685 Waukeenah Hwy, Monticello, FL 32344
- 1 Bed
- 1 Bath
- 1,064 Sq Ft
- Built 2005
Last Sold Summary
- 25% Below List Price
- $85/SF
- 4 Days On Market
Last Listing Agent E. Bradley Vollertsen Advanced Real Estate Sales

4685 Waukeenah Hwy, Monticello, FL 32344

/5
Not Listed For Sale
394 E Osprey Ln, Monticello, FL 32344

394 E Osprey Ln, Monticello, FL 32344

/12
$165,000
- Land
- 10.47 Acres
- $15,759 per Acre
5936 Vista Rd, Monticello, FL 32344

Perfect opportunity to own 10+ acres to build your dream home on this blank slate. Lot is mostly flat and backs up to a power line so no building behind the property. Abundant wildlife present (deer and turkey) and bring all your yard animals. Ride up Vista Road to see your neighbors on larger lots to Waukeenah Hwy to visit the beautiful Monticello Vineyards and Winery. Lot dimensions are

Jaquelynn Harrison-Cofty

Property Finders Nguyen Realty

(448) 334-6928

5936 Vista Rd, Monticello, FL 32344
/11
$95,000 Sold May 15, 2025

0 E Glenn Rd, Monticello, FL 32344
- Land
- 10.46 Acres
- $9,082 per Acre
Last Sold Summary
- 12% Above List Price
- 170 Days On Market
Last Listing Agent Danielle Andrews Realty One Group Next Gen

0 E Glenn Rd, Monticello, FL 32344

/7
Not Listed For Sale
0 Taylor Rd Unit 376815, Monticello, FL 32344

0 Taylor Rd Unit 376815, Monticello, FL 32344

/32
$269,000
- 3 Beds
- 2 Baths
- 1,338 Sq Ft
1511 Spring Hollow Dr, Monticello, FL 32344

Charming home on large .87 acre lot in established subdivision. Sunporch overlooks wooded back yard, a nature lovers paradise. Open floor plan, kitchen/dining/living room combination. 2 car garage with breezeway to the home. An additional 1 acre lot is available for sale with the home for a total of 1.87 acre for $319,000.

Pam Kelly

Kelly & Kelly Properties, Inc

(448) 233-5401

1511 Spring Hollow Dr, Monticello, FL 32344
/26
$231,000 Sold Aug 20, 2025

495 N Cherry Ct, Monticello, FL 32344
- 2 Beds
- 2 Baths
- 1,338 Sq Ft
- Built 2005
Last Sold Summary
- 14% Below List Price
- $173/SF
- 161 Days On Market
Current Estimated Value $231,334

Last Listing Agent Pam Kelly Kelly & Kelly Properties, Inc

495 N Cherry Ct, Monticello, FL 32344

/23
Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,800 Sq Ft
5585 Turkey Scratch Rd, Monticello, FL 32344

5585 Turkey Scratch Rd, Monticello, FL 32344

/4
$60,000
- Land
- 0.43 Acre
- $139,535 per Acre
tbd Jackson St, Monticello, FL 32344

2 building lots in the heart of Monticello, quiet side street. Each lot is 50 ft wide by approx. 190 deep. The lots back up to Waukeenah Street.

Pam Kelly

Kelly & Kelly Properties, Inc

(448) 334-6781

tbd Jackson St, Monticello, FL 32344
/8
$35,000 Sold Jul 30, 2025

1024 Vista Rd, Monticello, FL 32344
- Land
- 5 Acres
- $7,000 per Acre
Last Sold Summary
- 18% Below List Price
- 341 Days On Market
Current Estimated Value $36,767

Last Listing Agent Heather Boyd FL-GA Realty & Auction

1024 Vista Rd, Monticello, FL 32344

/12
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,344 Sq Ft
509 Waukeenah Hwy, Monticello, FL 32344

509 Waukeenah Hwy, Monticello, FL 32344

/28
$239,000 Under Contract
- 3 Beds
- 2 Baths
- 1,234 Sq Ft
44 Pine Needle Trace, Monticello, FL 32344

Charming Home with Open Floor Plan in Beautiful Monticello, FL! Welcome to this cozy well maintained home featuring an inviting open floor plan, warm wood-burning fireplace and vaulted ceilings that add space and character. French doors off the main living area open to a spacious deck overlooking the backyard. Freshly pained throughout the interior. Seller offering a flooring allowance with

Pam Kelly

Kelly & Kelly Properties, Inc

(448) 233-4323

44 Pine Needle Trace, Monticello, FL 32344
/61
$330,000 Sold Jan 29, 2026

864 Ashville Hwy, Monticello, FL 32344
- 2 Beds
- 2 Baths
- 1,472 Sq Ft
- Built 1930
Last Sold Summary
- 1% Below List Price
- $224/SF
- 1 Day On Market
Last Listing Agent Brenna Kelly-Ward Kelly & Kelly Properties, Inc

864 Ashville Hwy, Monticello, FL 32344

/24
Est $290,701 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,604 Sq Ft
825 E Dogwood St, Monticello, FL 32344

825 E Dogwood St, Monticello, FL 32344

/2
$754,925 Under Contract
- 3 Beds
- 3.5 Baths
- 2,401 Sq Ft
139 Mossy Oak L Ln, Monticello, FL 32344

pre sell

Chance Shutes

Keller Williams Town & Country

(448) 217-3127

139 Mossy Oak L Ln, Monticello, FL 32344
/59
$530,000 Sold Jan 05, 2026

1923 Whitehouse Rd, Monticello, FL 32344
- 4 Beds
- 3 Baths
- 2,371 Sq Ft
- Built 2008
Last Sold Summary
- 1% Below List Price
- $224/SF
- 29 Days On Market
Last Listing Agent Bonnie Fowler Armor Realty, Inc

1923 Whitehouse Rd, Monticello, FL 32344

/3
Est $482,272 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 3,250 Sq Ft
1612 Rabon Rd, Monticello, FL 32344

1612 Rabon Rd, Monticello, FL 32344

/49
$375,000
- 3 Beds
- 2 Baths
- 2,268 Sq Ft
84 Lakeside Rd, Monticello, FL 32344

This beautifully maintained modular home sits on 2.77 acres, offering peaceful waterfront living and modern updates throughout. Built in 2005 and thoughtfully upgraded, this 3-bedroom, 2-bathroom home combines comfort, style, and space for an idyllic Jefferson County setting. The expansive open-concept-style main living/dining area is perfect for entertaining or relaxing with family. An adjoining

Brenna Kelly-Ward

Kelly & Kelly Properties, Inc

(448) 413-6516

84 Lakeside Rd, Monticello, FL 32344
/32
$390,000 Sold Mar 27, 2025

39 Indian Hills Rd, Monticello, FL 32344
- 4 Beds
- 2 Baths
- 1,803 Sq Ft
- Built 1987
Last Sold Summary
- 2% Below List Price
- $216/SF
- 90 Days On Market
Current Estimated Value $396,637

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

39 Indian Hills Rd, Monticello, FL 32344

/24
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,216 Sq Ft
6279 Aucilla Rd, Monticello, FL 32344

6279 Aucilla Rd, Monticello, FL 32344

/37
$300,000
- 3 Beds
- 1.5 Baths
- 1,855 Sq Ft
950 E Pearl St, Monticello, FL 32344

Charming 1955 Cottage in the Heart of Monticello,Fl. Welcome home to this cozy yet surprisingly spacious 3-bedroom 1.5 -bath cottage on beautiful Oak Lined Pearl Street. Just a short walk or golf cart ride to historic downtown Monticello. Features include original hardwood floors, new windows, updated electrical and a sunroom with brick paver flooring- perfect for relaxing with morning coffee.

Pam Kelly

Kelly & Kelly Properties, Inc

(448) 333-2115

950 E Pearl St, Monticello, FL 32344
/42
$335,000 Sold Jun 10, 2025

1535 Willow Rd, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,370 Sq Ft
- Built 2021
Last Sold Summary
- $245/SF
- 6 Days On Market
Current Estimated Value $345,077

Last Listing Agent Chance Shutes Keller Williams Town & Country

1535 Willow Rd, Monticello, FL 32344

/22
Est $795,172 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,620 Sq Ft
4679 W Washington Hwy, Monticello, FL 32344

4679 W Washington Hwy, Monticello, FL 32344

Showing Results 41 - 80, Page 2 of 18

Florida Jefferson County Monticello

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