17

Monticello, FL Homes for Sale under $600,000

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  • /36

    $564,900

    • 3 Beds
    • 2 Baths
    • 2,061 Sq Ft

    205 Crooked Creek Ln, Monticello, FL 32344

    Welcome to this beautiful one-owner home in highly sought-after Crooked Creek, located just at the edge of town in Monticello, Florida. Built in 2021 and offering over 2,000 square of living space, this meticulously maintained home is truly turnkey. Set on an impressive.76-acre lot, the property offers exceptioanl privacy and outdoor living. The beautifully fenced backyard features a sparkling

    Agent Photo

    Pam Kelly

    Kelly & Kelly Properties, Inc

    205 Crooked Creek Ln, 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
  • /36

    $564,000

    $20K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,148 Sq Ft

    8250 Waukeenah Hwy, Monticello, FL 32344

    Enjoy two private year around spring fed ponds! Escape to your own private sanctuary on 30 breathtaking acres where nature, privacy, and craftsmanship come together. This custom-built retreat features soaring vaulted ceilings, expansive windows, & French doors- blurring the line between indoors and out, flooding every room with natural light and serene views. 2 Bed, 2.5 Bath, thoughtfully

    Agent Photo

    Bhishma Benedict

    FLORIDA HOMES REALTY & MORTGAGE GVILLE

    8250 Waukeenah Hwy, 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
  • /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
  • /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
  • /31

    $599,900

    $25K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,716 Sq Ft

    140 Shumard Ct, Monticello, FL 32344

    Discover this stunning 2,600+ sqft home built in 2021, offering the perfect blend of quiet country living and modern convenience. Adjoinging additional lot can also be purchased! Features include: 4 spacious bedrooms and 3 full bathrooms 2 master bedrooms located downstairs Dedicated office/bonus room – ideal for work or hobbies Modern kitchen and open living spaces Attached 2-car garage Just

    Caleb Stephens Silo Hill Properties

    140 Shumard Ct, 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
  • /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
  • /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

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
17
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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