Homes in ZIP Code 32344

/44
$595,000
- 3 Beds
- 2.5 Baths
- 3,054 Sq Ft
79 Lakeside Rd, Monticello, FL 32344

Go Back in time in this traditional farmhouse nestled on 4.44 acres totally fence and cross fenced. Over 1110 sq ft of screened porch for entertaing, relaxing, or looking at the 20x30 Koi pond. Sparkling wood foors throughout create warmth to the spacious rooms. 9x32 central hallway, large living room, family room, and all bedrooms are oversized. 600 sq ft garage with loft and attached 1 car

Barry Kelly

Kelly & Kelly Properties, Inc

(448) 230-7686

79 Lakeside Rd, Monticello, FL 32344
/26
$2,675 per month
- 4 Beds
- 2.5 Baths
- 1,887 Sq Ft
- House for Rent
362 Creekside Ct, Monticello, FL 32344

Newer 4 Bedroom, 2 1/2 Bath split plan with open floorplan in Monticello, Florida. Herringbone brick paver front porch and covered back porch is ready for you. Custom woodwork throughout, granite countertops, hand scraped wood floors, bar area with wine fridge, tray ceilings and more. Master bedroom has walk-in tiled shower, freestanding soaker tub and double vanities. Washer/Dryer included.

Bonnie Scott-Walls

Coldwell Banker Hartung

(448) 900-4708

362 Creekside Ct, Monticello, FL 32344
/18
$2,378,000 Sold Nov 06, 2025

1268 NW White Wing Dove Dr, Greenville, FL 32331
- Land
- 765 Acres
- $3,108 per Acre
Last Sold Summary
- 9% Below List Price
- 15 Days On Market
Last Listing Agent Buddy Witmer Steve C. Walker Realty, LLC

1268 NW White Wing Dove Dr, Greenville, FL 32331

/23
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,957 Sq Ft
36 Mossy Oak Ln, Monticello, FL 32344

36 Mossy Oak Ln, Monticello, FL 32344

/45
$599,900
- 3 Beds
- 2.5 Baths
- 2,546 Sq Ft
181 Heritage Blvd, Monticello, FL 32344

Certified Florida Green Home on 3 acres in the highly sough after Heritage Hills s/d. Enjoy the perfect blend of privacy and convenience with this Craftsman-style home, offering an easy commute to both Tallahassee and Monticello. The like-new residence boasts high-end finishes throughout, including crown molding, coffered ceilings, wainscoting, and a cozy gas fireplace. Relax or entertain

Pam Kelly

Kelly & Kelly Properties, Inc

(448) 678-3070

181 Heritage Blvd, Monticello, FL 32344
/11
$2,000 per month
- 3 Beds
- 1 Bath
- 1,263 Sq Ft
- House for Rent
1405 S Jefferson St, Monticello, FL 32344

Totally remodeled throughout, home or business. No pets, non smokers. Spacious full kitchen with updated finishes. 3 comfortable bedrooms. 1263 sq ft with flexible living or work space. Screen porch with utlility room for washed/dryer. Immediate occupancy.

Barry Kelly

Kelly & Kelly Properties, Inc

(448) 230-7739

1405 S Jefferson St, Monticello, FL 32344
/17
$40,000 Sold Feb 28, 2025

487 Cox Rd, Monticello, FL 32344
- Land
- 2.5 Acres
- $16,000 per Acre
Last Sold Summary
- 18 Days On Market
Last Listing Agent Liz Kuntz Keller Williams Town & Country

487 Cox Rd, Monticello, FL 32344

/21
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,456 Sq Ft
750 N Cherry St, Monticello, FL 32344

750 N Cherry St, Monticello, FL 32344

/54
$149,000 Under Contract
- 2 Beds
- 2 Baths
- 1,792 Sq Ft
12447 Gamble Rd, Monticello, FL 32344

Corner Lot! This 2 bedroom (could be a 3rd Bdrm but most 1930's homes did not have closets), 2 bathroom home offers 1,792 sq ft of living on 1 acre in Wacissa, Florida, just 1 minute from the Wacissa River headwaters (first magnitude Spring) and boat launch in Monticello, Jefferson County, Florida. It’s an ideal spot for a hunting or fishing lodge or "Air B & B type of rental" specializing in

Lynette Sirmon

All Realty Services

(448) 233-2927

12447 Gamble Rd, Monticello, FL 32344
/17

$1,299 - $1,306 per month

Jefferson Pines

3 Beds

24 Parkway Pines, Monticello, FL 32344

Welcome to Jefferson Pines! An all-age, pet-friendly manufactured home community located in Monticello, FL. Here, you'll find the ideal mix of small-town charm and everyday convenience, with a community feel that's perfect for individuals and families alike.Nestled in a quiet area just minutes from local shopping and dining, Jefferson Pines offers the comfort of community living with easy

24 Parkway Pines, Monticello, FL 32344
/50
$300,000 Sold Aug 13, 2025

1069 N Salt Rd, Monticello, FL 32344
- Land
- 44.35 Acres
- $6,764 per Acre
Last Sold Summary
- 14% Below List Price
- 28 Days On Market
Current Estimated Value $305,349

Last Listing Agent Ben Jones Southern Land & Homes

1069 N Salt Rd, Monticello, FL 32344

/42
Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,057 Sq Ft
1851 Whitehouse Rd, Monticello, FL 32344

1851 Whitehouse Rd, 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
/6
$800 per month
- 4 Beds
- 2 Baths
- 1,412 Sq Ft
- House for Rent
660 Poplar St, Monticello, FL 32344

Rent with confidence from a licensed Real Estate Brokerage. We have a quick and simple application process. Contact us through this website or call to set up a tour and apply today! WE PROUDLY WELCOME ALL PETS. Welcome to this charming 4-bed, 2-bath home! Our spacious layout is perfect for comfortable living. Enjoy the yard to unwind after a long day, enjoy the fresh air, and gather for

Erich Spivey ALABAMA LLC

660 Poplar St, Monticello, FL 32344
/10
$80,000 Sold May 05, 2025

895 Independent St, Monticello, FL 32344
- 2 Beds
- 1 Bath
- 782 Sq Ft
- Built 1955
Last Sold Summary
- 18% Below List Price
- $102/SF
- 27 Days On Market
Current Estimated Value $81,298

Last Listing Agent Barry Kelly Kelly & Kelly Properties, Inc

895 Independent St, Monticello, FL 32344

/31
Not Listed For Sale
- 4 Beds
- 2 Baths
- 2,112 Sq Ft
112 Rudolph Ln, Monticello, FL 32344

112 Rudolph 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
/2
$975 per month
- 1 Bed
- 1 Bath
- 600 Sq Ft
- House for Rent
685 S Waukeenah St Unit B, Monticello, FL 32344

NEW UNIT FOR RENT IN MONTICELLO. Cozy, energy efficient, 1 BR/1Bath with extra storage, washer/dryer, covered parking, large backyard. Total renovation in 2025; everything new. Easy walk to shopping and downtown. Good neighbors and neighborhood. $975/month plus money-saving utility package that includes electricity, wifi, local TV, water, sewer, and trash (no utility deposit needed).

Hines Boyd FL-GA Realty & Auction

685 S Waukeenah St Unit B, Monticello, FL 32344
/41
$310,000 Sold Sep 04, 2025

4131 N Jefferson Hwy, Monticello, FL 32344
- 5 Beds
- 4 Baths
- 3,330 Sq Ft
- Built 1979
Last Sold Summary
- 27% Below List Price
- $93/SF
- 164 Days On Market
Current Estimated Value $322,368

Last Listing Agent Catherine Hope All Realty Services

4131 N Jefferson Hwy, Monticello, FL 32344

/36
Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,344 Sq Ft
87 Old Tung Grove Rd, Monticello, FL 32344

87 Old Tung Grove Rd, 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
/25
$307,000 Sold Jun 06, 2025

203 Pine Cone Dr, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,584 Sq Ft
- Built 2021
Last Sold Summary
- 3% Below List Price
- $194/SF
- 51 Days On Market
Current Estimated Value $319,603

Last Listing Agent Barry Kelly Kelly & Kelly Properties, Inc

203 Pine Cone Dr, Monticello, FL 32344

/42
Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,432 Sq Ft
995 Taylor Rd, Monticello, FL 32344

995 Taylor 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
/39
$343,000 Sold Aug 26, 2025

4715 N Jefferson St, Monticello, FL 32344
- 3 Beds
- 3 Baths
- 2,063 Sq Ft
- Built 1979
Last Sold Summary
- 10% Below List Price
- $166/SF
- 18 Days On Market
Current Estimated Value $345,388

Last Listing Agent Allison Smith OaksFeather Realty

4715 N Jefferson St, Monticello, FL 32344

/27
Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,620 Sq Ft
136 Sutton, Monticello, FL 32344

136 Sutton, 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
/2
$550,000 Sold Jun 28, 2025

28 Sanctuary Dr, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,850 Sq Ft
- Built 2024
Last Sold Summary
- $297/SF
- 17 Days On Market
Last Listing Agent Chance Shutes Keller Williams Town & Country

28 Sanctuary Dr, Monticello, FL 32344

/27
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,601 Sq Ft
330 Pine Cone Dr, Monticello, FL 32344

330 Pine Cone Dr, 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
/42
$510,000 Sold Jun 30, 2025

1094 Paul Thompson Rd, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,898 Sq Ft
- Built 2008
Last Sold Summary
- 2% Below List Price
- $269/SF
- 18 Days On Market
Current Estimated Value $528,389

Last Listing Agent Amber Renaud The Nova Group Realty

1094 Paul Thompson Rd, Monticello, FL 32344

/41
Est $756,719 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 3,085 Sq Ft
424 S Hiawatha Farms Rd, Monticello, FL 32344

424 S Hiawatha Farms 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
/3
$72,000 Sold Mar 31, 2025

4019 Ashville Hwy Unit o, Monticello, FL 32344
- Land
- 38.07 Acres
- $1,891 per Acre
Last Sold Summary
- 78% Below List Price
- 62 Days On Market
Last Listing Agent Sarah Scott Coldwell Banker Hartung

4019 Ashville Hwy Unit o, Monticello, FL 32344

/42
Est $940,377 Not Listed For Sale
- 6 Beds
- 5.5 Baths
- 7,011 Sq Ft
106 Big Rye Rd, Monticello, FL 32344

106 Big Rye 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
/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

/39
Est $1,268,798 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 4,040 Sq Ft
25 Tallamont Rd, Monticello, FL 32344

25 Tallamont Rd, Monticello, FL 32344

/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
/13
$34,000 Sold Mar 31, 2025

265 Bowman St, Monticello, FL 32344
- 1 Bed
- 1 Bath
- 660 Sq Ft
- Built 1911
Last Sold Summary
- 15% Below List Price
- $52/SF
- 27 Days On Market
Current Estimated Value $43,281

Last Listing Agent Amber Renaud The Nova Group Realty

265 Bowman St, Monticello, FL 32344

Showing Results 1 - 40, Page 1 of 18

Florida Jefferson County Monticello 32344

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