24

Monticello, FL Homes for Sale under $500,000

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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
  • /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
  • /50

    $495,000

    $55K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,134 Sq Ft

    121 Shumard Ct, Monticello, FL 32344

    Exceptionally maintained , this turn key 2022 farmhouse-style home is located in the sought after Crooked Creek area.Seller is motivated! This home is ready for immediate occupancy and includes whole house generator still under warranty. 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

    Agent Photo

    Pam Kelly

    Kelly & Kelly Properties, Inc

    121 Shumard Ct, Monticello, FL 32344
  • /41

    $499,000

    $51K PRICE DROP
    • 5 Beds
    • 2 Baths
    • 2,268 Sq Ft

    398 Tecumseh Rd, Monticello, FL 32344

    Charming Cape Cod-style home tucked away on 5 acres just minutes to downtown Monticello. This one owner home has been lovingly maintained and reflects years of care and pride of ownership. With over 2200 square feet of living space, the home offers a comfortable layout. The main floor features three bedrooms, one bath, a welcoming living room with a gas fireplace, dining area, kitchen and a

    Agent Photo

    Barry Kelly

    Kelly & Kelly Properties, Inc

    398 Tecumseh Rd, 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
  • /16

    $495,000

    $54K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft

    640 Nautilus Dr, Monticello, FL 32344

    Secluded 56.37 Acres with Metal Building & Living Quarters -Western Jefferson County. This property offers privacy, versatility and room to build or expand. The land features a 2880 sq ft heavy-gauged metal building designed for both residential and workshop use. Second floor includes 1200 sf of living space currently unfinished featuring two bedrooms, kitchen and living area and one bath. A

    Agent Photo

    Pam Kelly

    Kelly & Kelly Properties, Inc

    640 Nautilus Dr, 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
  • /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
  • /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
  • /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
  • /70

    $470,000

    $34K PRICE INCREASE
    • 3 Beds
    • 2 Baths
    • 1,806 Sq Ft

    78 Fen Ct, Monticello, FL 32344

    Photos of previous homes. Come choose all your finishes and upgrades. Home is just finishings the framing stage of construction. Amazing new construction 3 bedroom 2 bathroom by Nailed It Tallahassee LLC. Luxurious master suite, Kitchen made of dreams, this is a must see!

    Amber McKinney Hamilton Realty Advisors LLC

    78 Fen Ct, 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
  • /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
  • /37

    $429,900

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft

    107 Tarn Way, Monticello, FL 32344

    Experience a nearly new construction with this stunning 3-bedroom, 2-bathroom home crafted by Nailed It Tallahassee LLC. Featuring a luxurious master suite and a dream kitchen, this property is a must-see. It includes plantation shutters and remote-controlled blinds throughout. Enjoy the privacy of a fenced-in backyard. Move-in ready!

    Amber McKinney Hamilton Realty Advisors LLC

    107 Tarn Way, Monticello, FL 32344
  • /19

    $424,900

    New Construction $20K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 1,798 Sq Ft

    855 S Waukeenah St, Monticello, FL 32344

    Stunning New Construction recently built by Southern Construction. Centrally located in downtown Monticello, with mature landscaping, and plenty of room for the family. This 4 bed and 3 bath home features vinyl plank flooring, granite countertops, walk in tile shower and tub in master, upgraded trim package, and stainless appliances. Nice large back porch with deck, over looking the large

    Jared Parramore Coastwise Realty

    855 S Waukeenah 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

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
24
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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