Homes in ZIP Code 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
Current Estimated Value $904,942

Last Listing Agent Hettie Spooner Hill Spooner & Elliott Inc

240 Valley View Ct, Monticello, FL 32344

/9
Not Listed For Sale

2191 Rabon Rd, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,620 Sq Ft
- Built 1985
2191 Rabon Rd, Monticello, FL 32344

Last Sold Summary
- $104/SF
- 4 Days On Market
Last Sold Price $168,100

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
/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

/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

/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
/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

/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

/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
/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

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

/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
/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

/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

/13
$69,900 Under Contract
- Land
- 5.01 Acres
- $13,952 per Acre
TBD Smokehouse Farms Dr, Greenville, FL 32331

Drive by's won't do this property justice! This 5 acre corner parcel sits high and dry with great elevation and drainage, but from the road you can't see what makes it special. The land rises back and up the hill, revealing a park like natural setting with solid ground and mature trees - perfect for a future homesite. There is some roadside overgrowth of vines and natural vegetation plus some

Lynette Sirmon

All Realty Services

(448) 994-3376

TBD Smokehouse Farms Dr, Greenville, FL 32331
/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

/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

/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
/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

/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

/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
/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

/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

/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
/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

/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

/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
/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

/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

/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) 231-1638

220 Eaton 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 $248,924

Last Listing Agent Pam Kelly Kelly & Kelly Properties, Inc

495 N Cherry Ct, 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

/49
$375,000 Under Contract
- 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
/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

/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

/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) 230-8821

00 Mallard Blue Jay Ln Unit 2/3, 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

/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

/30
$175,000
- 3 Beds
- 1 Bath
- 1,662 Sq Ft
167 Phelps Rd, Lamont, FL 32336

Charming 3BR/1BA home with incredible potential, nestled on a gorgeous and private one acre lot with no neighbors in sight. The property is filled with beautiful Camelia trees, creating a serene and picturesque setting. A newer workshop sits out back - perfect for hobbies, storage, or projects. Major update includes a 2025 metal roof. Crawlspace inspection has identified needed repairs to

Carmen Mansfield

McClellan Realty, LLC

(448) 200-3241

167 Phelps Rd, Lamont, FL 32336

Showing Results 41 - 80, Page 2 of 18

Florida Jefferson County Monticello 32344

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Homes in ZIP Code 32344

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