Monticello, FL Homes

/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
- 6 Days On Market

/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) 288-3932

490 N Cherry Ct, Monticello, FL 32344
/19
$135,000

Sold Feb 16, 2026

XX Foggy Ln, Monticello, FL 32344
- Land
- 5.25 Acres
- $25,714 per Acre
Last Sold Summary
- 0 Days On Market
Last Listing Agent Cole Davis The Naumann Group Real Estate

XX Foggy Ln, 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

/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) 678-2958

TBD Rainey Run, Monticello, FL 32344
/5
$146,000

Sold Aug 01, 2025

TBD Taylor Rd, Monticello, FL 32344
- Land
- 6.07 Acres
- $24,053 per Acre
Last Sold Summary
- 268 Days On Market
Last Listing Agent Barry Kelly Kelly & Kelly Properties, Inc

TBD Taylor 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

/57
$549,000

$36K PRICE DROP
- 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) 233-4937

515 E Palmer Mill Rd, Monticello, FL 32344
/43
$285,000

Sold Feb 18, 2026

425 N Mulberry St, Monticello, FL 32344
- 5 Beds
- 2 Baths
- 3,320 Sq Ft
- Built 1920
Last Sold Summary
- 10% Below List Price
- $86/SF
- 125 Days On Market
Current Estimated Value $305,872

Last Listing Agent Pam Kelly Kelly & Kelly Properties, Inc

425 N Mulberry St, 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
- 41 Days On Market

/6
$462,000

Under Contract
- Land
- 58.46 Acres
- $7,903 per Acre
1310 Piney Woods Rd, Monticello, FL 32344

No sign on property, Must be accompanied. Nature and tree lover, timber value on the property, many great homesite locations. Pines and hardwoods, Power easement on the property. Community water and high speed internet through Tri County Electric. 3 separate parcel ID 3#s 03-1N-4E-0000-001F-0000, 03-1-4E-0000-001E-0000

Barry Kelly

Kelly & Kelly Properties, Inc

(448) 218-0925

1310 Piney Woods 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 $887,419

Last Listing Agent Hettie Spooner Hill Spooner & Elliott Inc

240 Valley View Ct, 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
- 18 Days On Market

/70
$2,785,850
- 7 Beds
- 7 Baths
- 5,756 Sq Ft
305 Old Lloyd Rd, Monticello, FL 32344

Welcome to a rare opportunity to own a true estate property where space, craftsmanship, and privacy come together on 70 beautiful acres. Only 15 minutes to Whole foods & trader Joe's This impressive 7-bedroom, 5 full bath, 2 half bath two-story home offers a thoughtfully designed layout ideal for both everyday living and entertaining on a grand scale. Upstairs features 4 bedrooms and 2 full

Chance Shutes

Keller Williams Town & Country

(448) 218-0233

305 Old Lloyd Rd, 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

/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
- 4 Days On Market

/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) 428-0525

900 Ridge 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 $188,554

Last Listing Agent Chelsey Hough Keller Williams Town & Country

195 E Meadow Rd, Monticello, FL 32344

/3
Not Listed For Sale

0 Bassett Dairy Rd Unit 380760, Monticello, FL 32344
0 Bassett Dairy Rd Unit 380760, Monticello, FL 32344

Last Sold Summary
- 87 Days On Market

/12
$165,000

$10K PRICE DROP
- 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) 233-5846

5936 Vista Rd, Monticello, FL 32344
/14
$294,900

Sold Apr 27, 2026

1090 Partridge Ln, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,351 Sq Ft
- Built 2026
Last Sold Summary
- $218/SF
- 50 Days On Market
Last Listing Agent Steve Walker Steve C. Walker Realty, LLC

1090 Partridge Ln, 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

/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) 678-3650

1511 Spring Hollow Dr, 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

/3
Not Listed For Sale

4019 Ashville Hwy Unit o, Monticello, FL 32344
4019 Ashville Hwy Unit o, Monticello, FL 32344

Last Sold Summary
- 62 Days On Market

/19
$239,000
- 3 Beds
- 1 Bath
- 1,164 Sq Ft
220 Eaton St, Monticello, FL 32344

Very convenient location in the heart of Monticello. Excellent condition. Very good condition, new roof, new windows, newer flooring throughout. 10X12 storage shed.

Barry Kelly

Kelly & Kelly Properties, Inc

(448) 900-2738

220 Eaton St, 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

/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
- 56 Days On Market

/28
$535,000

$10K PRICE DROP Under Contract
- 3 Beds
- 2 Baths
- 1,810 Sq Ft
512 Creekside Ct, Monticello, FL 32344

Like New!Barely lived in 2020 Home in sought-after Crooked Creek Subdivision! Whole home Generac generator, fenced in backyard, screened in back porch along with all the interior upgrades! Easy commute to Thomasville and Tallahassee with the small-town charm of Monticello! This beautiful 3/2 is on a spacious cul-de-sac lot that backs up to the HOA-owned conservation property with a pond. This

Chance Shutes

Keller Williams Town & Country

(448) 218-5546

512 Creekside 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

/27
Not Listed For Sale

81 Coopers Pond Rd, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,601 Sq Ft
- Built 2024
81 Coopers Pond Rd, Monticello, FL 32344

Last Sold Summary
- 129 Days On Market

/4
$130,000
- Land
- 9.96 Acres
- $13,052 per Acre
00 Mallard Blue Jay Ln Unit 2/3, Monticello, FL 32344

The listing contains (2) adjacent raw land parcels in the Lloyd Acres Subdivision = 9.96 acres total. See parcel IDs: 18-1N-4E-0113-000C-0010 (6.41 acres; Mallard Lane) + 18-1N-4E-0112-000C-0050 (3.55 acres; Bluejay Rd). Look for real estate signs (2) to help identify the acreage for sale. The property is zoned Residential-01 (1 home/1 acre), making it a great opportunity for someone wanting to

Brenna Kelly-Ward

Kelly & Kelly Properties, Inc

(448) 208-8969

00 Mallard Blue Jay Ln Unit 2/3, 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 $103,261

Last Listing Agent E. Bradley Vollertsen Advanced Real Estate Sales

4685 Waukeenah Hwy, 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

/42
$519,000

$31K PRICE DROP
- 4 Beds
- 2.5 Baths
- 2,134 Sq Ft
121 Shumard Ct, Monticello, FL 32344

Beautiful, like-new 2022 farmhouse-style home located in the sought after Crooked Creek area. This spacious 2134 sq ft home features 4 bedrooms and 2.5 baths on a generous .85 acre lot, ideally situated on a quiet cul-de-sac on the west side of Monticello. The open-concept layout offers elegant coffered ceilings crown molding and a cozy gas fireplace with built-in shelving in the living room-

Pam Kelly

Kelly & Kelly Properties, Inc

(448) 202-5569

121 Shumard Ct, 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

/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

/32
$415,000

$234K PRICE DROP Under Contract
- 3 Beds
- 3 Baths
- 3,026 Sq Ft
3827 N Jefferson St, Monticello, FL 32344

PRICED TO SELL AND READY FOR A QUICK CLOSING! Situated on 5 acres with private pond, this 3 bedroom 3 bath offers over 3000 sf of potential in a highly convenient location just minutes from Thomasville Ga and Monticello Fl. The home features a spacious primary suite, dedicated office, formal living and dining rooms, and a den with fireplace, plus a sun porch overlooking the peaceful acreage. With

Pam Kelly

Kelly & Kelly Properties, Inc

(448) 288-6731

3827 N Jefferson St, 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 $235,843

Last Listing Agent Pam Kelly Kelly & Kelly Properties, Inc

495 N Cherry Ct, 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
- 102 Days On Market

Showing Results 41 - 80, Page 2 of 18

Florida Jefferson County Monticello

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