Monticello, FL Homes

/7
$135,000
- Land
- 10 Acres
- $13,500 per Acre
576 Cox Rd, Monticello, FL 32344

Looking for privacy, this 10 acres provides an ideal homesite with some clearing for your homesite completed. The balance of the land is woorded with a mix of hardwoords and pines. Some of the land is in welands/flood which provides a nice buffer for privacy and a wildlife habitat. There is a well/pump (no tank), an older septic, and power pole. 15 ft easement leads to the property. Located just

Barry Kelly

Kelly & Kelly Properties, Inc

(448) 242-0428

576 Cox Rd, 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
Current Estimated Value $904,942

Last Listing Agent Hettie Spooner Hill Spooner & Elliott Inc

240 Valley View Ct, Monticello, FL 32344

/25
Not Listed For Sale

10 Spruce Cir, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,601 Sq Ft
- Built 2025
10 Spruce Cir, Monticello, FL 32344

Last Sold Summary
- $187/SF
- 0 Days On Market
Last Sold Price $299,500

Last Listing Agent Tiffany Kasdorf Kozloski Realty, LLC

/43
$489,000
- 4 Beds
- 2 Baths
- 1,864 Sq Ft
4235 N Jefferson St, Monticello, FL 32344

Shows like new and impeccably maintained, this beautiful brick home sits on 5.14 acres tucked away in a serene pine forest, offering both tranquility and convenience with an ease commute to Thomasville, GA and Monticello, Fl. This spacious 4-bedroom home features a thoughtfully designed layout, including a large screened back porch perfect for relaxing or entertaining while enjoying the peaceful

Pam Kelly

Kelly & Kelly Properties, Inc

(448) 202-4022

4235 N Jefferson St, Monticello, FL 32344
/2
$90,000 Sold Mar 30, 2026

890 Shady Ln, Monticello, FL 32344
- 3 Beds
- 1 Bath
- 1,296 Sq Ft
- Built 1978
Last Sold Summary
- $69/SF
- 0 Days On Market
Current Estimated Value $165,190

Last Listing Agent Shanna D'Attile Keller Williams Town & Country

890 Shady Ln, Monticello, FL 32344

/42
Not Listed For Sale

0 Fen Ct, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,807 Sq Ft
- Built 2025
0 Fen Ct, Monticello, FL 32344

Last Sold Summary
- $235/SF
- 6 Days On Market
Last Sold Price $425,000

Last Listing Agent Amber McKinney Hamilton Realty Advisors LLC

/61
$989,000
- 3 Beds
- 2.5 Baths
- 2,280 Sq Ft
9901 Gamble Rd, Monticello, FL 32344

A LAND REMEMBERED-Discover a rare opportunity to own over 40 acres of land where conservation and nature meet comfort and privacy. Scenic walking trails wind throughout the property, creating a peaceful retreat for nature lovers. The home features major upgrades, including a new roof, Pella double-paned energy-efficient windows, and a new water heater. Inside, enjoy 9 foot ceilings throughout the

Pam Kelly

Kelly & Kelly Properties, Inc

(448) 200-3108

9901 Gamble Rd, 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 $266,528

Last Listing Agent Chelsey Hough Keller Williams Town & Country

195 E Meadow Rd, Monticello, FL 32344

/3
Not Listed For Sale

000 Steen Rd, Monticello, FL 32344
000 Steen Rd, Monticello, FL 32344

Last Sold Summary
- 12 Days On Market
Last Sold Price $180,000

Last Listing Agent Sarah Scott Coldwell Banker Hartung

/37
$345,000
- 3 Beds
- 2 Baths
- 2,766 Sq Ft
205 N Rhodes St, Monticello, FL 32344

Classic historical home built in the 1920's. Walking distance to charming downtown Monticello. Large covered front porch for kicking back and relaxing. Wood floors throughout, high ceiling and large open kitchen. This beauty boast over 2700 sf of heated and cooled living space. Beautiful entry into foyer with stairway leading to upstairs landing and two bedrooms. Formal living, formal dining and

Pam Kelly

Kelly & Kelly Properties, Inc

(448) 218-4974

205 N Rhodes St, 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

/10
Not Listed For Sale

0 Tram Rd Unit 381553, Monticello, FL 32344
0 Tram Rd Unit 381553, Monticello, FL 32344

Last Sold Summary
- 29 Days On Market
Last Sold Price $74,900

Last Listing Agent Hettie Spooner Hill Spooner & Elliott Inc

/28
$120,000
- 2 Beds
- 1 Bath
- 600 Sq Ft
159 W Notre Dame St, Monticello, FL 32344

A perfect redevelopment opportunity or your next home or investment property awaits! Lot could be subdivided into two lots. Enjoy peaceful country living just minutes from I-10 with this well-maintained 2-bedroom, 1-bath mobile home on a half acre in beautiful Lloyd, Florida. The home features about 600 square feet of cozy, efficient living space that’s been lovingly cared for and is move-in

Raymond Seaman

Dalton Wade, Inc

(448) 200-2241

159 W Notre Dame St, 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

/37
Not Listed For Sale

183 Chittling Rd, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,512 Sq Ft
- Built 2001
183 Chittling Rd, Monticello, FL 32344

Last Sold Summary
- $106/SF
- 41 Days On Market
Last Sold Price $160,000

Last Listing Agent Catherine Hope All Realty Services

/27
$349,000
- 3 Beds
- 2 Baths
- 1,774 Sq Ft
8156 Waukeenah Hwy, Monticello, FL 32344

Rare Find! Country Living on 1 Acre-No HOA! Enjoy peaceful country living on a full 1-acre property with no HOA restrictions. This spacious 1774 square foot home features 3 bedrooms and 2 bathrooms with a bright open concept layout. The home features LVP flooring throughout, fresh interior paint in main living area, and a new roof in 2023 for added piece of mind. The primary suite includes a

Barry Kelly

Kelly & Kelly Properties, Inc

(448) 288-3209

8156 Waukeenah 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
Last Listing Agent Brenna Kelly-Ward Kelly & Kelly Properties, Inc

2422 N Jefferson St, Monticello, FL 32344

/42
Not Listed For Sale

487 Cox Rd, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,344 Sq Ft
- Built 1986
487 Cox Rd, Monticello, FL 32344

Last Sold Summary
- $153/SF
- 18 Days On Market
Last Sold Price $205,000

Last Listing Agent Liz Kuntz Keller Williams Town & Country

/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
/66
$850,000 Sold Feb 09, 2026

740 Kinsey Rd, Monticello, FL 32344
- 3 Beds
- 1 Bath
- 1,146 Sq Ft
- Built 1941
Last Sold Summary
- 29% Below List Price
- $742/SF
- 298 Days On Market
Current Estimated Value $957,528

Last Listing Agent Ben Jones Southern Land & Homes

740 Kinsey Rd, Monticello, FL 32344

/10
Not Listed For Sale

396 Mallard Ln, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,152 Sq Ft
- Built 2025
396 Mallard Ln, Monticello, FL 32344

Last Sold Summary
- $137/SF
- 4 Days On Market
Last Sold Price $157,900

Last Listing Agent E. Bradley Vollertsen Advanced Real Estate Sales

/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
/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
Current Estimated Value $103,013

Last Listing Agent E. Bradley Vollertsen Advanced Real Estate Sales

4685 Waukeenah Hwy, Monticello, FL 32344

/6
Not Listed For Sale

0 Barnes Rd Unit 380665, Monticello, FL 32344
0 Barnes Rd Unit 380665, Monticello, FL 32344

Last Sold Summary
- 60 Days On Market
Last Sold Price $155,000

Last Listing Agent H. Trey Hough Armor Realty, Inc

/3
$79,900
- Land
- 1.39 Acres
- $57,482 per Acre
TBD Pineview Rd, Monticello, FL 32344

Very nice high and dry 1.39 acres, ideal for new home or mobile home. New Well.

Barry Kelly

Kelly & Kelly Properties, Inc

(448) 333-1312

TBD Pineview Rd, Monticello, FL 32344
/6
$217,500 Sold Feb 19, 2026

TBD Orchard Ln, Monticello, FL 32344
- Land
- 10 Acres
- $21,750 per Acre
Last Sold Summary
- 5% Below List Price
- 4 Days On Market
Last Listing Agent Barry Kelly Kelly & Kelly Properties, Inc

TBD Orchard Ln, Monticello, FL 32344

/23
Not Listed For Sale

36 Mossy Oak Ln, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,957 Sq Ft
- Built 2024
36 Mossy Oak Ln, Monticello, FL 32344

Last Sold Summary
- $280/SF
- 56 Days On Market
Last Sold Price $547,900

Last Listing Agent Chance Shutes Keller Williams Town & Country

/57
$549,000
- 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
/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

/6
Not Listed For Sale

xxx S Main Ave, Monticello, FL 32344
xxx S Main Ave, Monticello, FL 32344

Last Sold Summary
- 24 Days On Market
Last Sold Price $80,000

Last Listing Agent Jackie Austin Shamrock Professionals Realty

/60
$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
/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 $248,924

Last Listing Agent Pam Kelly Kelly & Kelly Properties, Inc

495 N Cherry Ct, Monticello, FL 32344

/4
Not Listed For Sale

0 Taylor Rd Unit 377923, Monticello, FL 32344
0 Taylor Rd Unit 377923, Monticello, FL 32344

Last Sold Summary
- 91 Days On Market
Last Sold Price $215,000

Last Listing Agent Kevin Davis The Naumann Group

/17
$242,000
- 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
/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 $36,987

Last Listing Agent Heather Boyd FL-GA Realty & Auction

1024 Vista Rd, Monticello, FL 32344

/21
Not Listed For Sale

750 N Cherry St, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,456 Sq Ft
- Built 2000
750 N Cherry St, Monticello, FL 32344

Last Sold Summary
- $72/SF
- 102 Days On Market
Last Sold Price $105,000

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

/45
$789,000
- 4 Beds
- 2.5 Baths
- 2,376 Sq Ft
900 Ridge Rd, Monticello, FL 32344

Tucked just outside of historic Monticello, this exceptional 11+ acre property offers a refined rural lifestyle without sacrificing everyday convenience. This Jefferson County gem features a much sought after combination of home, acreage, pool, barn and location. The residence itself is over 2300 square feet and is filled with natural light throughout. The open floor plan is perfect for

Brian Bachman

Kelly & Kelly Properties, Inc

(448) 200-2138

900 Ridge Rd, 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
Current Estimated Value $323,116

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

864 Ashville Hwy, Monticello, FL 32344

/5
Est $116,442 Not Listed For Sale

394 E Osprey Ln, Monticello, FL 32344
- 3 Beds
- Built 1988
394 E Osprey Ln, Monticello, FL 32344

Last Sold Summary
- 37% Above List Price
- $58/SF
- 41 Days On Market
Last Sold Price $85,000

Last Listing Agent Shannon Pararo Big Fish Real Estate Services

/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

Jacquelynn Harrison-Cofty

Advantage Premier Realty LLC

(448) 334-6928

5936 Vista Rd, Monticello, FL 32344

Showing Results 41 - 80, Page 2 of 18

Florida Jefferson County Monticello

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Monticello, FL Homes

Real Estate & Homes