34

Monticello, FL Homes for Sale under $400,000

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  • /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
  • /2

    $199,000

    • Land
    • 5.85 Acres
    • $34,017 per Acre

    TBD Old Tung Grove Rd, Monticello, FL 32344

    Wooded 5.85 acre homesite. Convenient to Tallahassee. Access road has not been cleared yet to access this parcel.

    Agent Photo

    Barry Kelly

    Kelly & Kelly Properties, Inc

    TBD Old Tung Grove Rd, Monticello, FL 32344
  • /48

    $249,000

    $5K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,411 Sq Ft

    490 N Cherry Ct, Monticello, FL 32344

    This is the kind of home you can move into and simply enjoy. Located in Cherry Street Square, a desirable community in the heart of historic Monticello, this immaculate two-bedroom, two-bath townhome with a bonus room or office has been thoughtfully updated from top to bottom. The interior feels fresh, bright and completely move-in ready, with luxury vinyl plank flooring, updated doors and

    Agent Photo

    Lindsey Sadler

    OaksFeather Realty

    490 N Cherry Ct, 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
  • /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

    Seller is offering $5000 toward closing costs! 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

    Agent Photo

    Brian Bachman

    Kelly & Kelly Properties, Inc

    947 Piney Woods Rd, Monticello, FL 32344
  • /35

    $339,000

    • 4 Beds
    • 2 Baths
    • 2,052 Sq Ft

    190 Serenity Ln, Monticello, FL 32344

    Check out this extra-spacious home featuring over 2000 sq ft of comfortable living space! The home includes a large master suite with a sitting area, spacious living room, separate family room with a cozy fireplace, and a large kitchen with island. The property also features an impressive 1,600 square-foot concrete-floor garage/workshop, offering plenty of space for vehicles, equipment, hobbies,

    Agent Photo

    Pam Kelly

    Kelly & Kelly Properties, Inc

    190 Serenity Ln, 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
  • /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
  • /7

    $104,000

    $5K PRICE DROP
    • Land
    • 5 Acres
    • $20,800 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
  • /6

    $120,000

    • Land
    • 9.48 Acres
    • $12,658 per Acre

    402 Mistletoe Ln, Monticello, FL 32344

    Discover the perfect opportunity to build, invest, or create your own private North Florida retreat. Desirable combination of cleared in the front for homesite and wooded back half for seclusion. Conveniently located on a paved road with easy access to I-10 for shopping, dining, and more amenities in both Tallahassee and Monticello.

    Katherine Gonzalez Pearson Realty Inc.

    402 Mistletoe Ln, Monticello, FL 32344
  • /21

    $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
  • /49

    $357,000

    $98K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,326 Sq Ft

    535 Holly Rd, Monticello, FL 32344

    Wonderful Cottage Home in Quaint Crooked Creek Subdivision in Monticello Florida. Open Floor Plan with 3 Beds/2 Baths. Tiled Covered Front Porch with a Large Tiled Screened Porch and Deck for Grilling. There is a Built in Storage Shed approx. 4x7. Spacious Garage with Shelves. Additional 30Amp for RV with Parking Space Designed for RV or could be used for Additional Parking. Landscape is

    Susan Coker Advantage Premier Realty LLC

    535 Holly Rd, Monticello, FL 32344
  • /2

    $360,500

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

    1605 Sweetbay Ct, Monticello, FL 32344

    Construction has begun. 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. Propane appliances and Rinnai Tankless Water Heater.

    Steve Walker Steve C. Walker Realty, LLC

    1605 Sweetbay Ct, Monticello, FL 32344
  • /19

    $249,000

    • 3 Beds
    • 2 Baths
    • 1,210 Sq Ft

    30 Pine Needle Trace, Monticello, FL 32344

    Discover this charming 3-bedroom, 2-bath home, ideally located just off Mahan Road and conveniently close to Downtown Monticello. Featuring a vaulted living room and cozy gas fireplace, this residence offers a welcoming and spacious atmosphere. The large fenced-in yard is perfect for pets and outdoor gatherings. The master suite is generously sized for comfort. Additional highlights include a

    Caleb Stephens Silo Hill Properties

    30 Pine Needle Trace, Monticello, FL 32344
  • /14

    $116,500

    $2K PRICE INCREASE
    • 3 Beds
    • 2 Baths
    • 1,716 Sq Ft

    1420 Tennessee Ave, Monticello, FL 32344

    Calling all investors, house-flippers, and handy homewoners! Fix & Flip for cash or hold for rental income. Located just 3 minutes from downtown Monticello and 30 minutes to Tallahassee. This 1968 two-story home is built on concrete blocks (1st story), & sits on a large 0.38-acre lot with mature vegetation for privacy on 2 sides. Has a metal roof (unknown age), HVAC~ 2020. Utilities are on for

    Cindy Teem Armor Realty, Inc

    1420 Tennessee Ave, Monticello, FL 32344
  • /18

    $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.

    Steve Walker Steve C. Walker Realty, LLC

    360 Bowman St, 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
  • /24

    $175,000

    • 3 Beds
    • 2 Baths
    • 1,825 Sq Ft

    520 E High St, Monticello, FL 32344

    AFFORDABLE OLD MONTICELLO (FL) HOME. Spacious, good condition, move-in-ready. Convenient, easy walk to charming downtown. Recent basic repairs and renovations (roofing, electrical, plumbing, etc). Old but very livable, with a flexible floor plan. Four possible bedrooms, two baths. Recent central heat and air. Large deck equipped with a hot tub (unknown condition) and fenced. Handicap ramp. Huge

    Hines Boyd FL-GA Realty & Auction

    520 E High St, 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

    $108,000

    $12K PRICE DROP
    • 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
  • /12

    $149,900

    $35K 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
  • /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
  • /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
  • /11

    $144,900

    • Land
    • 10.5 Acres
    • $13,800 per Acre

    XXX Vista Rd, Monticello, FL 32344

    Beautiful live oaks, pines and other mature landscape on this 10.5 acres in quaint Monticello. 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

    Jacquelynn Harrison-Cofty Advantage Premier Realty LLC

    XXX Vista Rd, Monticello, FL 32344
  • /49

    $175,000

    • 2 Beds
    • 1 Bath
    • 1,488 Sq Ft

    1060 S Water St, Monticello, FL 32344

    If you are looking for your opportunity, this home's for you! This 1950's bungalow is within reach for all. Whether a first time buyer, down-sizer, or investor, this home has ample opportunity for all! At a price where designer re-dos and renovations are possible, anyone can can make this dream come true! The huge addition (500+ sqft) off the rear of the home offers ample square footage that

    Sarah Springer Pathways Realty

    1060 S Water St, Monticello, FL 32344
  • /34

    $250,000

    • 3 Beds
    • 2 Baths
    • 1,980 Sq Ft

    112 Long Leaf Dr, Monticello, FL 32344

    Nearly 6 Acres of Opportunity in Beautiful Monticello! If you're looking for space, privacy, and the possibility to create a home that truly reflects your vision, this property is it! This spacious 3-bedroom, 2-bathroom modular home offers a desirable open and split floor plan with generously sized living spaces. The expansive primary suite provides a private retreat and features a walk-in

    Marylou Johnston Keller Williams Town & Country

    112 Long Leaf Dr, 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
  • /56

    $299,900

    • 3 Beds
    • 2 Baths
    • 2,583 Sq Ft

    515 Sunset Dr, Monticello, FL 32344

    Great opportunity to be in the lovely town of Monticello off of Pearl Street. Acre lot & Concrete swimming pool with this single story home. Large rooms, hardwood floors throughout much of the house, updated kitchen cabinetry, large detached garage. House has been cleaned up & some fresh painting done but does need work and is priced accordingly. Being sold AS-IS w/right to inspect.

    Nancy Stedman Coldwell Banker Hartung

    515 Sunset Dr, 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
$277,500
Median Single Family Sale Price
$277,500
Median 2 Bedroom Sale Price
$183,000
Average Price Per Sq Ft
$174
Number of Homes for Sale
34
Last 12 months Home Sales
51
Months of Supply
5.60
Median List Price
$295,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
-17%
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