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Monticello, FL Homes for Sale

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  • /45

    $275,000

    • 4 Beds
    • 2 Baths
    • 1,812 Sq Ft

    685 E Washington St, Monticello, FL 32344

    Perfect brick family home right downtown! Walk to the veggie stand across the street and all the Monticello shops! Renovated 4-bed, 2-bath home. New roof!! New Custom Kitchen cabinets, granite counters, and SS Appliance package perfect for all those home chefs. The open-plan kitchen opens directly into the dining and living room. New Flooring, Paint, Light fixtures, Custom closets and bookcases

    Lee Hall Capital City Real Estate Group

    685 E Washington St, Monticello, FL 32344
  • /33

    $179,000

    • Land
    • 10.62 Acres
    • $16,855 per Acre

    720A Indian Hills Rd, Monticello, FL 32344

    Escape to the countryside and live your dream on this stunning 10.62-acre property! With three mobile homes currently on site, this property offers a unique opportunity for multi-generational living, rental income, or a sprawling family compound. While the mobile homes are not considered valuable, they provide a canvas for renovation or replacement. See potential in these structures or consider

    Alicia Radtke All Realty Services

    720A Indian Hills Rd, Monticello, FL 32344
  • /34

    $269,000

    • 3 Beds
    • 2 Baths
    • 1,654 Sq Ft

    130 Simpson Ave, Monticello, FL 32344

    Beautiful home located in historic Monticello within walking distance to downtown shopping, restaurants, and farmers market. Featuring 3 spacious bedrooms with 2 large bathrooms and a walk-in closet. This charming cottage has an extra office/study area, original fireplace, glass french doors to dining room and updates throughout while staying true to its original character. Step outside to a

    Suzanna Malone Lauer Real Estate Group LLC

    130 Simpson Ave, Monticello, FL 32344
  • /11

    $22,500

    • Land
    • 2 Acres
    • $11,250 per Acre

    0 Flatwoods, Monticello, FL 32344

    Land for Sale – Flatwoods, FL 32344. Size: 2.0 Acres. Location: Flatwoods Road, Monticello, Florida 32344. Property Highlights: Buildable lot with plenty of space; Power available on the road; 411.75 feet of road frontage; Peaceful rural setting surrounded by large parcels; No HOA – flexible use for site-built or modular homes. About 40 minutes to Tallahassee. Ideal for a private

    Andrey Rossin CASH FLOW IN MIAMI REALTY

    0 Flatwoods, Monticello, FL 32344
  • /29

    $285,000

    • 2 Beds
    • 2 Baths
    • 1,404 Sq Ft

    9497 Gamble Rd, Monticello, FL 32344

    Nestled on 6 beautiful wooded acres, this charming 2 bedroom, 2 bath cypress house offers the perfect blend of rustic charm and modern convenience. The house has a whole home generator, providing peace of mind during any power outages. Inside, you will find stunning cork floors throughout. Additionally, the property boasts 2 sheds with electricity, perfect for storage or workshop space. This

    Trevor Ann Clark Keller Williams Town & Country

    9497 Gamble Rd, Monticello, FL 32344
  • /20

    $75,000

    • 3 Beds
    • 2 Baths
    • 1,836 Sq Ft

    195 E Meadow Rd, Monticello, FL 32344

    Cash buyers only. NEW Metal ROOF 2022! Welcome to the Aucilla Forest & Meadows Subdivision! Spacious 1836 square foot double wide mobile home built in 1999. 3 bedroom, 2 full bathroom on huge 2.50 acre lot! ~10 minutes to Aucilla River! Only $40/sq ft! Home needs cosmetic work that can be done over time! Primary bedroom has shower stall, garden tub + large walk-in closet. Split floor plan, huge

    Chelsey Hough Keller Williams Town & Country

    195 E Meadow Rd, Monticello, FL 32344
  • /9

    $144,000

    • Land
    • 9.38 Acres
    • $15,352 per Acre

    402 Mistletoe Ln, Monticello, FL 32344

    Escape to tranquility with this expansive piece of raw, rural land for sale. Offering acres of untouched beauty, this property provides the perfect opportunity to build your dream home or start your next project. With no neighbors behind, you'll enjoy complete privacy and seclusion, surrounded only by nature’s peaceful serenity. Whether you're looking for a quiet retreat, hunting grounds, or

    Melissa Montalvo Engel & Völkers Tallahassee

    402 Mistletoe Ln, Monticello, FL 32344
  • /42

    $475,000

    • 3 Beds
    • 2 Baths
    • 1,841 Sq Ft

    952 Turney Anderson Rd, Monticello, FL 32344

    Discover your own private retreat with this charming home set on a fully fenced 10-acre lot. Nestled among mature pecan and fruit trees, this property offers the perfect blend of tranquility, space, and functionality. Enjoy relaxing mornings and evenings on the spacious front and back porches, ideal for soaking in the serene surroundings. The home features a practical layout with a cozy living

    Katherine Hansli Searcy The Naumann Group Real Estate

    952 Turney Anderson Rd, Monticello, FL 32344
  • /20

    $400,000

    • Land
    • 31.22 Acres
    • $12,812 per Acre

    Lot 5 Watermill Rd, Monticello, FL 32344

    Absolutely beautiful, 30 acre lot in Jefferson County! This gorgeous piece of heaven is mostly plantation cut with established hardwoods and just waiting for your dream home! The property is high and dry, with a sweet little sandy bottom creek in the back of the property, and conveniently located, with easy access to I-10 and 27, making it a quick trip to Tallahassee or Monticello. Road access

    Sarah McKinzie Hum Real Estate

    Lot 5 Watermill Rd, Monticello, FL 32344
  • /43

    $1,549,000

    • 5 Beds
    • 4.5 Baths
    • 5,476 Sq Ft

    221 Kiley Dr, Monticello, FL 32344

    Welcome to a rare and exquisite, turn-key, 15-acre modern luxury estate, where timeless elegance meets Southern charm. Custom built by Riley Palmer, this exclusive, gated property with soaring ceilings and interior doors, is nestled just minutes from Tallahassee, Florida's Capital City, and historic Thomasville, Georgia in Monticello-home to a storied opera house and chic dining options-and

    Barbra Engel & Völkers Tallahassee

    221 Kiley Dr, Monticello, FL 32344
  • /42

    $219,000

    • 3 Beds
    • 2 Baths
    • 2,390 Sq Ft

    2436 N Jefferson Hwy, Monticello, FL 32344

    Discover the perfect blend of rustic charm and opportunity with this unique country property. Nestled on 3+ acres, this older farm house offers character and room to grow. The main home features spacious living areas with wood floors throughout and plenty of potential for updates to make it your own. Front screen porch and large utility room. Also included is a second block home that will need

    Pam Kelly Kelly & Kelly Properties, Inc

    2436 N Jefferson Hwy, Monticello, FL 32344
  • /19

    $289,000

    • 4 Beds
    • 2 Baths
    • 1,858 Sq Ft

    575 E Palmer Mill Rd, Monticello, FL 32344

    Spacious home located within walking distance of Historic Downtown Monticello. This four bedroom home sits quietly on a manageable half acre lot. Sporting both original hardwood flooring and newly installed LVP flooring, this home blends perfectly for any new home owners. Updated bathrooms and appliances have all been done within the last 5 years. Sizes are approximate.

    Caleb Stephens Silo Hill Properties

    575 E Palmer Mill Rd, Monticello, FL 32344
  • /3

    $437,500

    • Land
    • 22.13 Acres
    • $19,770 per Acre

    00 Boston Hwy, Monticello, FL 32344

    2 MILES FROM Monticello Courthouse! Bordering Jefferson County Country Club. 2 Parcels for total of 22.13 Acres adjacent to Jefferson County Golf Club and bordering Boston Hwy- 1028 ft. frontage - and Mamie Scott Drive. 2 Acres on Mamie Scott with 360' FRONTAGE AND has City Water/Electric Access and is actually within City Limits with zoning of RESIDENTIAL-MULTIFAMILY. Remaining property zoning

    Jennifer Ward Century 21 First Story

    00 Boston Hwy, Monticello, FL 32344
  • /3

    $117,036

    • Land
    • 11.23 Acres
    • $10,422 per Acre

    Lot 29, Block A E Meadow Rd, Monticello, FL 32344

    11.23 +/- acres at very end of East Meadow Road adjacent to 300+ acres owned by the Suwannee River Water Management District and nearby Aucilla River. Currently being used recreationally as a small hunting retreat by current owner. Additional connecting 9.4 +/- acres also available for purchase from same owner. Why not purchase both parcels and have 20 +/- acres all to yourself. These

    Justin Peel Maclay Realty & Management LLC

    Lot 29, Block A E Meadow Rd, Monticello, FL 32344
  • /3

    $97,964

    • Land
    • 9.4 Acres
    • $10,422 per Acre

    Lot 30, Block A E Meadow Rd, Monticello, FL 32344

    9.4 +/- acres at very end of East Meadow Road and nearby Aucilla River. Currently being used recreationally as a small hunting retreat by current owner. Additional connecting 11.23 +/- acres also available for purchase from same owner. Why not purchase both parcels and have 20 +/- acres all to yourself. These opportunities don’t come along very often so don’t miss out.

    Justin Peel Maclay Realty & Management LLC

    Lot 30, Block A E Meadow Rd, Monticello, FL 32344
  • /37

    $379,000

    • 3 Beds
    • 2 Baths
    • 2,766 Sq Ft

    205 N Rhodes St, Monticello, FL 32344

    Classic historical home built in the 1920's. Walking distance to charming downtown Monticello. Large covered front porch for kicking back and relaxing. Wood floors throughout, high ceiling and large open kitchen. This beauty boast over 2700 sf of heated and cooled living space. Beautiful entry into foyer with stairway leading to upstairs landing and two bedrooms. Formal living, formal dining and

    Pam Kelly Kelly & Kelly Properties, Inc

    205 N Rhodes St, Monticello, FL 32344
  • /40

    $1,250,000

    • 4 Beds
    • 6 Baths
    • 9,848 Sq Ft

    193 Nautilus Dr, Monticello, FL 32344

    Introducing a breathtaking fusion of modern convenience and medieval charm nestled in the heart of the woods. This meticulously renovated 9,848 square foot architectural marvel boasts a captivating design, featuring uniquely sized windows and curving walls that exude artistic allure at every turn. Step inside and experience the epitome of luxury living. The main building offers a seamless blend

    Ondrea Maldonado Hamilton Realty Advisors LLC

    193 Nautilus Dr, Monticello, FL 32344
  • /42

    $599,900

    • 4 Beds
    • 5 Baths
    • 3,862 Sq Ft

    3873 N Jefferson St, Monticello, FL 32344

    Back on market due to no fault of the seller or home. Stunning 4 Bedroom, 3.5 Bath Home on 9.73 Acres with Large Detached Garage plus Oversized Attached 2 Car Garage Located just north of this spacious 3,862 square foot home sits on 9.73 acres with a tranquil creek running through the rear of the property. The home is built on high and dry ground, and not located in a flood zone or HOA.

    Stephanie Dobson Southern Land & Homes

    3873 N Jefferson 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

    Brenna Kelly-Ward Kelly & Kelly Properties, Inc

    00 Mallard Blue Jay Ln Unit 2/3, Monticello, FL 32344
  • /6

    $525,000

    • Land
    • 85.69 Acres
    • $6,127 per Acre

    xxx Big Joe Rd, Monticello, FL 32344

    This almost 86 acre beautiful and serene parcel is Zoned Agri-05 and has tons of potential and a plethora of land uses ranging from residential, to outdoor recreational, and even institutional. There is a number of acres of high dry land that may be suitable to subdivide into 5 acre parcels, however, please keep set back requirements in mind as it pertains to the wetlands. Access to the property

    Lynnaye Boyd Resilience Realty

    xxx Big Joe Rd, Monticello, FL 32344
  • /2

    $290,000

    • Land
    • 40 Acres
    • $7,250 per Acre

    0 S Salt Rd Unit MFRGC527327, Monticello, FL 32344

    This property consists of approximately 13+/- ac of upland with the balance in wetlands. This property is a secluded location perfect for a weekend getaway or a permanent residence. *There is some issue with access.

    Daniel Jerrels SWIFT CREEK ACREAGE SERVICES, LLC (NO MLS)

    0 S Salt Rd Unit MFRGC527327, Monticello, FL 32344
  • /2

    $93,186

    • Land
    • 11.16 Acres
    • $8,350 per Acre

    0 Blue Lake Rd Unit MFRGC527319, Monticello, FL 32344

    The property offered is a mix of uplands and some wetland. The property sets to the South of the Railroad tracks. This property has great potential for future development.

    Daniel Jerrels SWIFT CREEK ACREAGE SERVICES, LLC (NO MLS)

    0 Blue Lake Rd Unit MFRGC527319, Monticello, FL 32344
  • /10

    $149,900

    • Land
    • 8.26 Acres
    • $18,148 per Acre

    000 Flamingo Ct Unit none, Monticello, FL 32344

    SELLER WILL LOOK AT ALL OFFERS! A PLACE IN THE WOODS!!! BRING THE HORSES!! 8.26 Acre home-site tucked in off the main road. Very secluded and Private. Will need some clearing for home-site. Large oaks and Pines throughout with a creek bottom on the front of the property. 20 Minutes to the Capital building. Easy access to Tallahassee.

    Starbuck Rissman Steve C. Walker Realty, LLC

    000 Flamingo Ct Unit none, Monticello, FL 32344
  • /18

    $229,900

    • 4 Beds
    • 3 Baths
    • 2,553 Sq Ft

    34 W Hummingbird Ln, Monticello, FL 32344

    New beautiful LVP flooring on mother in law suite side of the property and wdo repair underneath the new flooring!! So many options with this property!! It boasts 2 separate living spaces joined by a common family room. One side of the home has 1 bed and 1 bath, it's own kitchen and living space. The other side of the home has 3 bedrooms, 2 bathrooms and the kitchen and living area. The

    Susan Gillespie Lord & Stanley Realty, Inc.

    34 W Hummingbird Ln, Monticello, FL 32344
  • /8

    $199,000

    • Land
    • 5.12 Acres
    • $38,867 per Acre

    3621 E Capps Hwy, Monticello, FL 32336

    Vacant land with highway frontage on US-27 S., in Lamont, FL, just 4 miles east of the US-19 S/US-27 intersection in Capps. Zoned AG-5 (1 home/5 acres) - various commercial uses are allowed within AG-5 zoning. Refer to the county's Comprehensive Plan for specifics. The Northeast portion of the property is in wetlands, and majority of the parcel is located in Flood Zone A, except for small portion

    Brenna Kelly-Ward Kelly & Kelly Properties, Inc

    3621 E Capps Hwy, Monticello, FL 32336
  • /5

    $148,000

    • Land
    • 5.92 Acres
    • $25,000 per Acre

    TBD Taylor Rd, Monticello, FL 32344

    Last lot available. Spectacular high and dry pasture with scattered oaks and pines. Ideal for your new home. Totally fenced and ready. Horses welcome. Small 4 lot subdivision with some restrictions to protect the neighborhood. All utilities will be underground.

    Barry Kelly Kelly & Kelly Properties, Inc

    TBD Taylor Rd, Monticello, FL 32344
  • /7

    $135,000

    • Land
    • 0.84 Acre
    • $160,714 per Acre

    6151 E Capps Hwy, Monticello, FL 32336

    Great commercial corner lot in central Lamont with 285 feet of frontage on highway US-27/US-19 South. Present on the property is the shell of an old service station (no value) as well as city water hook up and a septic tank. Zoned for Mixed Use-Suburban Residential which allows for a multitude of uses including: Residential, General Commercial, Professional Services/Office and more. There is a

    Catherine Hope All Realty Services

    6151 E Capps Hwy, Monticello, FL 32336
  • /19

    $395,000

    • Land
    • 3.2 Acres
    • $123,438 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
  • /31

    $694,000

    • 3 Beds
    • 2.5 Baths
    • 2,344 Sq Ft

    17 Old Tung Grove Rd, Monticello, FL 32344

    Ready to move into your new home. The Ridge At Tung Grove. A small subdivision of only 5 lots. A spectacular rural location with convenient access to Tallahassee, only a 12 minute drive away. Another quality new home by Southern Coastal Homes on 6.82 wooded acres. 3 bedroom 2 bath with a bonus room with half bath. Open living space. Spacious mud room and laundry room with built ins. Other lots

    Barry Kelly Kelly & Kelly Properties, Inc

    17 Old Tung Grove Rd, Monticello, FL 32344
  • /2

    $110,000

    • Land
    • 15 Acres
    • $7,333 per Acre

    0 Vista Rd, Monticello, FL 32344

    15 acres located just minutes from Monticello. Also convenient for the Tallahassee commuter. Very Private, lots of wild life! MAKE OFFER!!!!!

    Johnnie Reveire Keller Williams Town & Country

    0 Vista Rd, Monticello, FL 32344
  • /2

    $99,000

    • Land
    • 8.47 Acres
    • $11,688 per Acre

    23 & 45 Armstrong Rd, Monticello, FL 32344

    Discover the perfect canvas for your dream home on this expansive 8.47-acre parcel nestled in the quiet and serene beauty of Jefferson County. Surrounded by nature, this peaceful property offers endless potential with no minimum house size requirements, giving you the freedom to build exactly what you envision—whether it’s a cozy cabin, a modern farmhouse, or a spacious estate. Enjoy the added

    Bruce Carpenter Avenue Realty FL

    23 & 45 Armstrong Rd, Monticello, FL 32344
  • /2

    $75,000

    • Land
    • 1.7 Acres
    • $44,118 per Acre

    TBD Scott Dr, Monticello, FL 32344

    1.7 acres, two lots hidden in Monticello. Will not divide. Private setting with Plantation to the west. There is a 15 ft recorded easement to the property but currently working on additional road access. No sign on property. .

    Barry Kelly Kelly & Kelly Properties, Inc

    TBD Scott Dr, Monticello, FL 32344
  • /2

    $25,000

    • Land
    • 0.39 Acre
    • $64,103 per Acre

    0 Tram Rd Unit 377050, Monticello, FL 32344

    Wooded lot located in the Wacissa area of Jefferson County; 15 to Tallahassee. Community water available to hook up to.

    Steve Walker Steve C. Walker Realty, LLC

    0 Tram Rd Unit 377050, Monticello, FL 32344
  • /10

    $289,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,290 Sq Ft

    1125 E Dogwood St, Monticello, FL 32344

    Must see this brand new home being built by Southern Construction in the downtown Monticello area. Home features 3 bed, 2 baths, granite countertops, upgraded trim package, vinyl plank flooring throughout, tile bathroom and laundry floors, and stainless appliance package. Pics are of previous build, buyer may have time to pick finishes pending time of contract. Home expected to be completed in

    Jared Parramore Coastwise Realty

    1125 E Dogwood St, Monticello, FL 32344
  • /69

    $555,000 New Construction

    • 4 Beds
    • 2 Baths
    • 1,945 Sq Ft

    64 Sanctuary Dr, Monticello, FL 32344

    Just WOW this beautiful new construction home, with top-of-the-line custom finishes. This home gives you all the luxury you are looking for - a primary suite with stunning tongue and groove wood tray ceilings, master bath with stand-alone soaking tub, walk-in shower, double vanity with quartz countertops, an oversized walk-in custom master closet with built-ins. As you approach the living area,

    Chance Shutes Keller Williams Town & Country

    64 Sanctuary Dr, Monticello, FL 32344
  • /52

    $565,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,976 Sq Ft

    57 Sunset Dr, Monticello, FL 32344

    In one of Jefferson County's most sought-after neighborhoods, sits this beautiful new construction home, with top-of-the-line custom finishes. This home gives you all the luxury you are looking for - a primary suite with stunning tongue and groove wood tray ceilings, master bath with stand-alone soaking tub, walk-in shower, double vanity with quartz countertops, an oversized walk-in custom master

    Chance Shutes Keller Williams Town & Country

    57 Sunset Dr, Monticello, FL 32344
  • /11

    $499,900 New Construction

    • 4 Beds
    • 3 Baths
    • 1,798 Sq Ft

    855 S Waukeenah St, Monticello, FL 32344

    Stunning New Construction home currently being 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 will feature vinyl plank flooring, granite countertops, walk in tile shower and tub in master, upgraded trim package, and stainless appliances. Some finishes have been selected by builder,

    Jared Parramore Coastwise Realty

    855 S Waukeenah St, Monticello, FL 32344
  • /2

    $725,000 New Construction

    • 3 Beds
    • 3.5 Baths
    • 2,365 Sq Ft

    81 Old Tung Grove Rd, Monticello, FL 32344

    New Construction, to be completed in a few weeks. Sacious over 2300 sq fr. with upstairs bonus room with bath and closet, could be 4th bedroom. 5.38 acre lot. Convenient to Tallahassee 15 minute drive.

    Barry Kelly Kelly & Kelly Properties, Inc

    81 Old Tung Grove Rd, Monticello, FL 32344

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