32

Monticello, FL Homes for Sale under $400,000

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  • /2

    $139,000

    • Land
    • 5 Acres
    • $27,800 per Acre

    TBD Orchard Ln, Monticello, FL 32344

    Great Location in Western Jefferson County offering country living with the convenience of Tallahassee only minutes away. Wooded 5 acres on private lane. Restricted for site built homes with minimum of 1200 sq ft heated and cooled. Adjoining 5 available for sale.

    Agent Photo

    Barry Kelly

    Kelly & Kelly Properties, Inc

    TBD Orchard Ln, Monticello, FL 32344
  • /5

    $199,000

    • Land
    • 5.03 Acres
    • $39,563 per Acre

    TBD W Washington, Monticello, FL 32344

    Fronting on Hwy-90 this high elevation lot is lightly wooded. Some restrictions apply.

    Agent Photo

    Barry Kelly

    Kelly & Kelly Properties, Inc

    TBD W Washington, Monticello, FL 32344
  • /46

    $325,000

    • 4 Beds
    • 2 Baths
    • 2,304 Sq Ft

    947 Piney Woods Rd, Monticello, FL 32344

    Charming 2022 Mobile Home on 5 Peaceful Acres A rare blend of modern comfort and wide-open space, this 2022 mobile home sits on 5+ acres—perfect for anyone craving privacy, freedom, and room to grow. Whether you dream of a hobby farm, a quiet country retreat, or simply a place with no close neighbors, this property delivers. Embrace freedom of country living with the convenience of a modern home.

    Agent Photo

    Brian Bachman

    Kelly & Kelly Properties, Inc

    947 Piney Woods Rd, Monticello, FL 32344
  • /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

    Agent Photo

    Barry Kelly

    Kelly & Kelly Properties, Inc

    576 Cox Rd, Monticello, FL 32344
  • /49

    $398,900

    $26K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 3,127 Sq Ft

    1628 N Jefferson Hwy, Monticello, FL 32344

    For generations, this beautifully maintained, one-family owned brick home has been a place where holidays were celebrated, children were raised, and life's everyday moments became treasured memories. Today, with only one family member remaining, the home has simply become more space than one person needs. Rather than seeing it sit too quietly, she hopes to pass it on to another family who will

    Agent Photo

    Lynette Sirmon

    All Realty Services

    1628 N Jefferson Hwy, Monticello, FL 32344
  • /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

    Agent Photo

    Barry Kelly

    Kelly & Kelly Properties, Inc

    8156 Waukeenah Hwy, Monticello, FL 32344
  • /36

    $279,000

    • 3 Beds
    • 1.5 Baths
    • 1,880 Sq Ft

    380 N Jefferson St, Monticello, FL 32344

    Step into the timeless charm of historic downtown Monticello, Florida, with this unique property offering nearly 2000 square feet of character and endless potential. Located within walking distance of downtown shopping, dining, and community events, this property is perfectly suited for residential living, commercial use, or a combination of both. Featuring beautiful original wood floors, soaring

    Agent Photo

    Pam Kelly

    Kelly & Kelly Properties, Inc

    380 N Jefferson St, Monticello, FL 32344
  • /14

    $200,000

    • 3 Beds
    • 1.5 Baths
    • 1,304 Sq Ft

    1550 Tennessee Ave, Monticello, FL 32344

    Charming and affordable home on the North side of Monticello in Nobles Subdivision. 3 BR 1.5 Baths. Upgrades in 2021 include new ac, new water heater, new roof. Recent interior paint. Large fenced backyard.

    Agent Photo

    Barry Kelly

    Kelly & Kelly Properties, Inc

    1550 Tennessee Ave, Monticello, FL 32344
  • /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.

    Agent Photo

    Barry Kelly

    Kelly & Kelly Properties, Inc

    220 Eaton St, 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

    Agent Photo

    Brenna Kelly-Ward

    Kelly & Kelly Properties, Inc

    00 Mallard Blue Jay Ln Unit 2/3, Monticello, FL 32344
  • /19

    $281,800

    $68K PRICE DROP
    • Land
    • 70.45 Acres
    • $4,000 per Acre

    265 Neely Rd, Monticello, FL 32344

    Secluded, but not remote, this 70.45 acre tract in eastern Jefferson County, Florida would make an ideal hunting getaway property or a rural homesite. Virtually no ambient noise or light that will disturb the quiet woods. About half the tract is in 7-year-old planted loblolly pines and the rest is in natural woods and cypress ponds. You will be smack in the middle of some of the best deer and

    Dave Lewis Southern Forestry Realty

    265 Neely Rd, Monticello, FL 32344
  • /7

    $109,000

    • Land
    • 5 Acres
    • $21,800 per Acre

    130 Sweetfield Rd, Monticello, FL 32344

    Mobile-home-friendly property with a cleared homesite and an existing well, septic system, and electrical service already on the property. Seller financing is available. Conveniently located near I-10 and approximately 30 minutes from Tallahassee. Bring your home plans and enjoy a quiet country setting with room for animals, gardening, outdoor projects, and additional storage. Fence the property

    Moe Mossa Savvy Avenue, LLC

    130 Sweetfield Rd, Monticello, FL 32344
  • /2

    $125,000

    • Land
    • 5.96 Acres
    • $20,973 per Acre

    0 Eastwood Unit 402606, Monticello, FL 32344

    Back on the market - Discover the perfect place to build your dream home on this beautiful nearly 6-acre parcel! Enjoy the peace and privacy of country living with the convenience of being just minutes from the interstate and a short drive to Tallahassee. With plenty of room for your custom home, workshop, gardens, or recreational space, the possibilities are endless! Whether you’re looking to

    D. Scott Kilgore Superior Realty Group LLC

    0 Eastwood Unit 402606, Monticello, FL 32344
  • /24

    $298,900

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,351 Sq Ft

    1070 Partridge Ln, Monticello, FL 32344

    Currently under construction. Interior pictures are from a previous model home. Approximately 60 days until completion. Home qualifies for USDA financing.

    Steve Walker Steve C. Walker Realty, LLC

    1070 Partridge Ln, Monticello, FL 32344
  • /70

    $185,000

    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft

    304 Limestone Rd, Monticello, FL 32344

    Welcome to peaceful country living in the quiet community of Wacissa, Florida! Nestled on 3.38 beautiful acres, this 3-bedroom, 2-bathroom home offers the ideal opportunity for anyone dreaming of a hobby farm, homestead, or simply extra space to enjoy the outdoors. Designed with both comfort and functionality in mind, the 1,680-square-foot home features a desirable split floor plan, separating

    Dee Leslie OaksFeather Realty

    304 Limestone Rd, Monticello, FL 32344
  • /23

    $325,000

    • 5 Beds
    • 2 Baths
    • 2,659 Sq Ft

    2664 W Washington Hwy, Monticello, FL 32344

    FULLY RENOVATED SPACIOUS HOUSE, 1.3 acres, on picturesque US 90 near Monticello. This move-in-ready home in good condition is a 1950’s era brick ranch-style home with new plumbing, new electric, fresh paint, new roof, and a whole home generator. The main living area is 2,659 sf with a unique two levels. 5 bedrooms and 2 baths with plenty of character, including the "Captain's Room" with built-in

    Heather Boyd FL-GA Realty & Auction

    2664 W Washington Hwy, Monticello, FL 32344
  • /31

    $259,900

    $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft

    1164 Oaklands Plantation Rd, Monticello, FL 32344

    Nestled on 5.5 peaceful, private acres, this charming 3-bedroom, 2-bath home offers the perfect blend of space, comfort, and tranquility. Step inside to an open floor plan designed for both everyday living and effortless entertaining, with a seamless flow between the living, dining, and kitchen areas. The spacious primary suite is a true retreat, featuring a large en-suite bathroom complete with

    Norris Bishop Norris Bishop Realty, LLC

    1164 Oaklands Plantation Rd, Monticello, FL 32344
  • /4

    $299,000

    • Land
    • 85.69 Acres
    • $3,489 per Acre

    0 Big Joe Rd Unit 399642, Monticello, FL 32344

    85.69 acres of land located on Big Joe Road in Monticello. Zoned Agri-05, this versatile property offers a unique blend of privacy, natural beauty, and development potential. Featuring a mix of wetlands and usable upland areas, the property may be ideal for a variety of uses including recreational development, camping, hunting retreat, RV park, event venue, outdoor hospitality concepts, or future

    Lynnaye Boyd Resilience Realty

    0 Big Joe Rd Unit 399642, Monticello, FL 32344
  • /50

    $119,900

    • 5 Beds
    • 2 Baths
    • 2,612 Sq Ft

    1150 Sage St, Monticello, FL 32344

    Investor special! Cash only!

    Matthew Soltis Robert Slack LLC

    1150 Sage St, Monticello, FL 32344
  • /66

    $325,000

    • 3 Beds
    • 2 Baths
    • 1,422 Sq Ft

    195 Coopers Pond Rd, Monticello, FL 32344

    Wonderful family home in great neighborhood~Located on a quiet street, this home sits on a full acre and is ready for new owners~huge walk-in shower~breakfast nook~jetted tub in 2nd bathroom~walk-in closet in master~screened porch overlooking private backyard~partially fenced~2-car garage~nice yard with large oaks ~~Zero turn lawnmower included with acceptable offer~~

    Renee Smawley Steve C. Walker Realty, LLC

    195 Coopers Pond Rd, Monticello, FL 32344
  • /2

    $319,900

    New Construction $2K PRICE INCREASE
    • 3 Beds
    • 2.5 Baths
    • 1,550 Sq Ft

    300 Bowman St, Monticello, FL 32344

    Recently built home featuring spacious open floor plan. Kitchen has raised cabinets, granite counters, stainless steel appliances, large island with plenty of seating & a pantry....overlooks spacious family area with plenty of room for large gatherings, plus separate dining space. First floor also offers 1/2 bath and large storage area under stairs. Upstairs you are greeted with open reading area

    Steve Walker Steve C. Walker Realty, LLC

    300 Bowman St, Monticello, FL 32344
  • /12

    $179,900

    $5K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,312 Sq Ft

    670 Poplar St, Monticello, FL 32344

    Solid 3/1 SFR brick less than a mile from downtown Monticello! This quaint 1,312 sq ft home sits under a metal roof and only requires your vision and a little TLC to become a superb starter home or investment opportunity. It also includes an additional lot.

    Spencer Conner Keller Williams Town & Country

    670 Poplar St, Monticello, FL 32344
  • /56

    $305,000

    • 3 Beds
    • 2 Baths
    • 1,596 Sq Ft

    395 Sunset Dr, Monticello, FL 32344

    Welcome home to this charming 3-bedroom, 2-bath property set on a spacious lot with a fully fenced backyard. Thoughtfully updated throughout, major improvements include a 2023 metal roof, new HVAC system, new windows, and a new electric on-demand water heater. The renovated kitchen features all new appliances and a clean, modern look. The second full bath is conveniently located just off the rear

    Catherine Hope All Realty Services

    395 Sunset Dr, Monticello, FL 32344
  • /44

    $235,000

    • 3 Beds
    • 1 Bath
    • 1,700 Sq Ft

    810 E Dogwood St, Monticello, FL 32344

    Step back in time and discover the charm of this classic Monticello home, offering timeless character and endless possibilities. Built in 1915, this Craftsman-style residence features 1,700 square feet of living space with hardwood floors, separate living and dining areas that reflect the home's historic appeal, 3 full bedrooms, with a large mud room and separate sitting room, a wood-burning

    Michael Balanoff Re/Max Professionals Realty

    810 E Dogwood St, Monticello, FL 32344
  • /7

    $150,000

    $48K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,366 Sq Ft

    870 Shady Ln, Monticello, FL 32344

    Welcome to 870 Shady Lane in Monticello, Florida—a charming property that offers the perfect blend of privacy, space, and small-town appeal. Nestled on a quiet, tree-lined street, this home provides a peaceful retreat while still being conveniently close to the historic downtown district, local shops, and dining. Surrounded by mature trees and natural beauty, the property offers a serene setting

    Angela Graham Hamilton Realty Advisors LLC

    870 Shady Ln, Monticello, FL 32344
  • /2

    $254,900

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,235 Sq Ft

    360 Bowman St, Monticello, FL 32344

    New construction; very convenient to downtown; house is close to completion - should be ready in about 45 days.

    Steve Walker Steve C. Walker Realty, LLC

    360 Bowman St, Monticello, FL 32344
  • /52

    $395,000

    $54K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,188 Sq Ft

    930 E Pearl St, Monticello, FL 32344

    Built between 1890–1910, this Classic Revival home sits on 1.77 acres along one of Monticello’s most admired streets and offers timeless architecture with an opportunity to restore and make it your own. The two-story layout includes 4 bedrooms and 3 bathrooms, with a circular driveway framed by boxwoods leading to a wide front porch perfect for rocking chairs. Inside, two front parlors flank the

    Rachel Sparling All Realty Services

    930 E Pearl St, Monticello, FL 32344
  • /19

    $325,000

    $174K PRICE DROP
    • Land
    • 3.2 Acres
    • $101,562 per Acre

    XX Shiver Rd, Monticello, FL 32345

    Beautiful High lot at corner of Hwy 19, Shiver and Lake Rd. This listing is compilation of 3 contiguous parcels : (19-2N-5E-0140-0000-0300 and 19-2N-5E-0000-0210-0000 and 19-2N-5E-0140-0000-0170). for a total of 3.25 acres . PRIME location for multi-family, office, mixed use commercial business that needs visibility and ease of access. Utilities available- Water access to main line is Under Hwy

    Jennifer Ward Century 21 First Story

    XX Shiver Rd, Monticello, FL 32345
  • /70

    $395,000

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,891 Sq Ft

    1637 N Jefferson Hwy, Monticello, FL 32344

    Awesome all brick 3 bedroom 2 bathroom home on 4 beautiful acres along North Jefferson Highway in Jefferson County, FL. Hardwood floors run throughout with tile in the kitchen and bathrooms. The kitchen offers solid wood cabinetry with soft-close drawers, updated appliances, and ample storage. Mature longleaf pines dot the property, which features a circular driveway and a 24x24 concrete pad with

    Catherine Hope All Realty Services

    1637 N Jefferson Hwy, Monticello, FL 32344
  • /2

    $350,500

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,464 Sq Ft

    1565 Sweetbay Ct, Monticello, FL 32344

    This home is currently coming out of the permitting phase. New construction will start in the next week. Completion date should be approx 4 months or less. We will update the comments as the construction progresses. Picture is virtual. More to come as construction continues.

    Steve Walker Steve C. Walker Realty, LLC

    1565 Sweetbay Ct, Monticello, FL 32344
  • /44

    $364,900

    $15K PRICE INCREASE
    • 2,750 Sq Ft

    480 S Jefferson St, Monticello, FL 32344

    Located in the heart of Monticello, this 5-unit investment property offers a prime opportunity for investors looking to add value and generate income. Positioned just minutes from local businesses, shopping, dining, and convenient interstate access, the location provides strong appeal for tenants seeking both convenience and accessibility. Currently, 3 of the units are occupied, providing

    Chip Williams Keller Williams Town & Country

    480 S Jefferson St, Monticello, FL 32344
  • /9

    $175,000

    • Land
    • 37 Acres
    • $4,730 per Acre

    Vacant E Washington Hwy, Monticello, FL 32344

    37 ACRES, AUCILLA RIVER HUNTING TRACT NEAR MONTICELLO. FL. Fronts on US 90 ½ mile west of the Aucilla River—perhaps the most prolific wildlife corridor in the county. The NE half of the property is an extension of the river’s drainway and borders SRWMD land on two sides. It’s a great wildlife habitat. The SW half along US 90 and Gramling Road is composed of a soil type (Plummer) suitable for

    Hines Boyd FL-GA Realty & Auction

    Vacant E Washington Hwy, Monticello, FL 32344

Home Price Trends

Median Sale Price
$285,000
Median Single Family Sale Price
$299,450
Median 2 Bedroom Sale Price
$186,000
Average Price Per Sq Ft
$181
Number of Homes for Sale
23
Last 12 months Home Sales
53
Months of Supply
5.20
Median List Price
$316,450
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
-3%
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