71

Monticello, FL Homes for Sale

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  • /33

    $999,900

    • 3 Beds
    • 2.5 Baths
    • 4,383 Sq Ft

    728 Turney Anderson Rd, Monticello, FL 32344

    A Timeless Treasure, built by Riley Palmer Construction in 2006, this exceptional home captures the warmth and character of an early-1900s Craftsman farmhouse. It is located on 5 beautiful acres with mature pecan trees in the front and pines in the back yard. A spacious wrap around front porch welcomes you and features reclaimed New Orleans style doors and classic architectural details. Inside,

    Jared Parramore Coastwise Realty

    728 Turney Anderson Rd, Monticello, FL 32344
  • /61

    $589,900

    • 4 Beds
    • 3 Baths
    • 2,660 Sq Ft

    513 Creekside Ct, Monticello, FL 32344

    Custom home built by Kessler Construction on 2 full acres in desirable Crook Creek subdivision~4 bedrooms/3 full baths~gourmet kitchen~split bedroom plan~luxury master bath~incredibly high ceilings~42x14 screened porch~oversized 2-car garage~located on a cul-de-sac, this home offers peaceful privacy

    Renee Smawley Steve C. Walker Realty, LLC

    513 Creekside Ct, Monticello, FL 32344
  • /8

    $450,000

    • Land
    • 85.26 Acres
    • $5,278 per Acre

    0 Big Joe Rd Unit 2025007616, Monticello, FL 32344

    Known for its white tail deer, hog and turkey populations, this 85.26 acres in Jefferson County, FL would make a perfect hunting camp. Pristine pine tree property just minutes from Interstate 10 / Exit 225. Ideal Country Estate or weekend get-away. Seller financing available to qualified buyer.

    Florie Gage Cornerstone Coastal Properties

    0 Big Joe Rd Unit 2025007616, Monticello, FL 32344
  • /11

    $45,000

    • Land
    • 2.5 Acres
    • $18,000 per Acre

    1 W Meadow Rd, Monticello, FL 32344

    2.5 Acres of land, partially cleared for home-site. Private quiet road. All high and dry ready to build your homestead. mobile homes okay. Close to aucilla river. Convenient to Monticello, FL and Thomasville Ga. Valdosta and Tallahassee 45 minutes away. Horse Friendly area. Owner financing options available.

    Starbuck Rissman Steve C. Walker Realty, LLC

    1 W Meadow 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
  • /16

    $65,000

    • 2 Beds
    • 1 Bath
    • 888 Sq Ft

    980 Mays St, Monticello, FL 32344

    Probate proceedings underway. Cannot close until court approval. Concrete Block 2/1 Home less than a mile from downtown Monticello! This quaint 888sqft home sits under a metal roof and only requires your vision and a little effort to become a superb starter home or investment opportunity. Property is fully fenced and on city utilities. Room measurements are approximate

    Ben Marinelli All Realty Services

    980 Mays St, Monticello, FL 32344
  • /54

    $149,000

    • 2 Beds
    • 2 Baths
    • 1,792 Sq Ft

    12447 Gamble Rd, Monticello, FL 32344

    Seller Ready to Not be the Owner Anymore! Corner Lot! This 2 bedroom (could be a 3rd Bdrm however the 3rd bedroom does not have a closet but most 1930's homes did not have closets), 2 bathroom home offers 1,792 sq ft of living on 1 acre in Wacissa, Florida, just 1 minute from the Wacissa River headwaters (first magnitude Spring) and boat launch in Monticello, Jefferson County, Florida. It’s an

    Catherine Hope All Realty Services

    12447 Gamble Rd, Monticello, FL 32344
  • /24

    $179,900

    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft

    963 Quail Ln, Monticello, FL 32344

    Great location for this property in Lloyd Acres. The property has 2.26 acres of partially wooded area. The property consists of the single family home, detached garage/carport/workshop and a singlewide mobile home. The vinyl sided home will need some repair and updating but has tremendous potential. The detached garage is large with 2 stalls. The mobile home is in need of a total renovation (or

    Van Drake Drake Realty, Inc.

    963 Quail Ln, Monticello, FL 32344
  • /61

    $34,500

    • Land
    • 3 Acres
    • $11,500 per Acre

    Vacant N Forest Ct, Monticello, FL 32344

    OWNER FINANCING MAY BE A POSSIBILITY. Check out this amazing 3+/- acre lot in the Aucilla Forest & Meadows Subdivision in beautiful Jefferson County, FL! This spacious lot would be the perfect place to build your dream home, or place your new manufactured/mobile home! Site built, or manufactured homes must be a minimum of 720 heated square feet. The land is currently wooded with some beautiful

    Jerrod Trainer Jerrod A Trainer & Associates

    Vacant N Forest Ct, Monticello, FL 32344
  • /57

    $230,000

    • 2 Beds
    • 1 Bath
    • 1,741 Sq Ft

    265 W Seminole Ave, Monticello, FL 32344

    You must see this -Charming all-brick corner-lot home ideally located directly across from the Legion Hall and the entrance to Monticello Ecological Park—plus just a short walk to midtown shops and restaurants. The screened In front porch welcomes you inside. Inside, you’ll find wood floors (including beneath the carpet in the bonus room) and a layout that offers flexibility for today’s living.

    Karen Gillispie Keller Williams Town & Country

    265 W Seminole Ave, Monticello, FL 32344
  • /31

    $275,000

    • 3 Beds
    • 2 Baths
    • 1,740 Sq Ft

    104 Pine Cone Dr, Monticello, FL 32344

    This gorgeous, 3-bedroom, 2-bath modular home, recently renovated by Paul Davis, combines modern comfort and style. Inside, you’ll find an open floor plan, a brand-new kitchen with granite countertops, new appliances, and updated finishes that make everyday living and entertaining a joy. The primary bedroom offers a luxurious ensuite with double vanities, a walk-in shower, and garden tub, as well

    Trevor Ann Clark Keller Williams Town & Country

    104 Pine Cone Dr, Monticello, FL 32344
  • /70

    $1,325,000

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

    221 Kiley Dr, Monticello, FL 32344

    Welcome to 221 Kiley Road in Monticello, Florida — a rare estate where vineyard charm, equestrian living, and exceptional space come together to create an unforgettable lifestyle. This 5-bedroom, 3.5-bathroom estate is a true masterpiece, gracefully set on 5 private acres and complemented by a beautiful pool house with an additional bathroom. An additional adjoining 5-acre parcel is also

    Wilda Sigler Keller Williams Town & Country

    221 Kiley Dr, 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
  • /13

    $70,000

    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft

    40 Westview Ln, Monticello, FL 32344

    Don't judge this home by its exterior!! The outside siding shows significant deterioration, which is fully reflected in the price. However, once inside, you'll find a livable interior that's far more functional than first impressions suggest. This double-wide is currently occupied and offers ;an opportunity for a buyer willing to look past the exterior and focus on the potential within. Not

    Alicia Radtke All Realty Services

    40 Westview Ln, Monticello, FL 32344
  • /42

    $325,000

    • 4 Beds
    • 3 Baths
    • 2,223 Sq Ft

    155 E Seminole Ave, Monticello, FL 32344

    Full of character, this spacious 1950s home offers 4 bedrooms and 3 full bathrooms on a generous 0.60-acre lot in the heart of Monticello. Are you looking for a home that you can run a business out of? This is the perfect place for that with Business/Residential zoning and great road frontage on the main thoroughfare into Monticello. With over 2,200 square feet—including two bedrooms with ensuite

    Catherine Hope All Realty Services

    155 E Seminole Ave, Monticello, FL 32344
  • /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
  • /9

    $120,000

    • Land
    • 2.01 Acres
    • $59,701 per Acre

    40 Westview Ln, Monticello, FL 32344

    2.01 acres. Load up and take a ride to Lloyd Fl. located between Tallahassee and Monticello Fl. Being offered "AS IS" two separate 1 acre parcels 18-1N-4E-0108-000G-0030 & 18-1N-4E-0108-000G-0040 for a total of 2.01 acres! Power, septic and well on site, as well as access to city water. There is a 1989 mobile home on site that may be salvageable to the right buyer, or haul it off and prepare for

    Alicia Radtke All Realty Services

    40 Westview Ln, Monticello, FL 32344
  • /29

    $95,000

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft

    290 Parkway Pines Ct, Monticello, FL 32344

    Explore this three bedroom, two bathroom mobile home located on a little over half an acre in the Parkway Pines subdivision in Monticello Florida! Featuring newer carpet/vynil flooring throughout the home, a spacious front porch, and plenty of yard space for outdoor activities! Home is being offered "AS IS". Metal roof is about 3-5 years old. Original HVAC, duct work replaced summer 2025. All

    Alicia Radtke All Realty Services

    290 Parkway Pines Ct, Monticello, FL 32344
  • /28

    $185,000

    • 3 Beds
    • 2 Baths
    • 1,292 Sq Ft

    463 Murmuring Creek Rd, Monticello, FL 32344

    Move in ready home on over 5 acres in beautiful Monticello Florida. Newer Roof 2024, Freshly painted, , windows, hot water heater 2024, flooring. reduced price, No HOA

    Jennifer Atwell Ketcham Realty Group, Inc.

    463 Murmuring Creek Rd, Monticello, FL 32344
  • /14

    $37,000

    • Land
    • 1 Acre
    • $37,000 per Acre

    1264 Quail Ln, Monticello, FL 32344

    Corner lot off of paved road in Lloyd Acres. Wooded, pines and hardwoods. High elevation. Mobile homes are allowed. An additional 3.30 acres available for purchase.

    Callie Rhoads The Naumann Group Real Estate

    1264 Quail Ln, Monticello, FL 32344
  • /36

    $674,900

    • 5,139 Sq Ft

    625 E Washington St, Monticello, FL 32344

    Amazing Investment Opportunity as a Large family home, multi-generational property or Cash flowing investment! Own your piece of history and enjoy some great cash flow in this beautiful Downton Monticello Home. Built in 1888 and almost 4500 SF in the main house with 9 bedrooms, 7 bathrooms and common areas for the tenants. Currently set up with tenants as a BNB type property with longer term

    Lee Hall Capital City Real Estate Group

    625 E Washington St, Monticello, FL 32344
  • /35

    $650,000

    • 3 Beds
    • 2.5 Baths
    • 2,239 Sq Ft

    498 Heritage Blvd, Monticello, FL 32344

    Welcome to this beautifully crafted 3-bedroom, 2.5-bath Craftsman-style home nestled in the highly sought-after Heritage Hills community. Perfectly positioned on a spacious 2.99-acre lot, this property offers the ideal blend of privacy, room to roam, and timeless curb appeal—all with an easy commute to both Tallahassee and Monticello. Step inside to an inviting open-concept living area designed

    Brian Moser Bulldog Properties, LLC

    498 Heritage Blvd, Monticello, FL 32344
  • /38

    $599,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,134 Sq Ft

    261 Hiawatha Farms S, Monticello, FL 32344

    Welcome to this stunning new construction masterpiece, meticulously designed and built by the esteemed Kasdorf Homes, LLC. This craftsman beauty is awaiting its first owners and will be ready for occupancy by the beginning of May. Spanning an impressive 2134 square feet, this home offers a spacious and open concept floor plan, perfect for modern living. The split floor plan provides privacy and

    Ross Kozloski Kozloski Realty, LLC

    261 Hiawatha Farms S, Monticello, FL 32344
  • /18

    $179,900

    • 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 family

    Susan Gillespie Lord & Stanley Realty, Inc.

    34 W Hummingbird Ln, Monticello, FL 32344
  • /24

    $185,000

    • 3 Beds
    • 2.5 Baths
    • 2,467 Sq Ft

    490 E Palmer Mill Rd, Monticello, FL 32344

    This striking Victorian home built in 1892 and located near downtown Monticello. The home features original hardwood pine floors, soaring 12-foot ceilings, a large bay window with bench seating (and storage) and several fireplaces. The master bathroom has been completely redone and complements the spacious master bedroom. The exterior of the home has a wraparound front deck, a rear screened

    Van Drake Drake Realty, Inc.

    490 E Palmer Mill Rd, Monticello, FL 32344
  • /70

    $700,000

    • 3 Beds
    • 2 Baths
    • 2,400 Sq Ft

    1627 Lloyd Creek Rd, Monticello, FL 32344

    Enjoy the gorgeous water views from the porch of this like-new, 2022 built home! A Gated driveway leads to your 5 acre parcel on a beautiful 10 acre spring-fed lake with great fishing. 6 ft windows and 8x8 sliding doors allow the open living, dining, and kitchen areas to view the sunny outdoors. Kitchen features a large island with seating area, stainless appliances, gas stove, and fridge with

    Nan Greynolds The Naumann Group Real Estate

    1627 Lloyd Creek Rd, Monticello, FL 32344
  • /44

    $615,000

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

    3873 N Jefferson St, Monticello, FL 32344

    Stunning 4 Bedroom, 5 Bath Home on 9.73 Acres with Large Detached Garage plus Oversized Attached 2 Car Garage. Located just north of Monticello, 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 is not located in a flood zone or HOA. Built in 2007, the home features 10-foot

    Stephanie Dobson Southern Land & Homes

    3873 N Jefferson St, 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
  • /35

    $375,000

    • 4 Beds
    • 3.5 Baths
    • 2,768 Sq Ft

    925 E Pearl St, Monticello, FL 32344

    Charming historic home with bonus guest cottage, located on the most beautiful oak lined street in picturesque Monticello, Florida. OWNER FINANCING AVAILABLE call for convenient terms. Enjoy small-town living in this updated home featuring a 2020 Roof, 2022 HVAC, 2025 Water Heater, Updated Electrical, CPVC and Copper Plumbing, Schedule 40 sewer piping, and mostly updated windows. New mini split

    Tom Grasberger Gaff's Realty Company

    925 E Pearl St, Monticello, FL 32344
  • /4

    $75,000

    • Land
    • 0.29 Acre
    • $258,621 per Acre

    205 E Cherokee Ave, Monticello, FL 32344

    Prime vacant cleared commercial lot in downtown Monticello. Zoned Commercial B-2 Business Highway. Located Steps from US 19 South Across street from Burger King and Dollar Tree. Next door to Oreilly's Auto parts. High Traffic area and Good visibility. Address is for GPS only. Acreage is subject to survey.

    Starbuck Rissman Steve C. Walker Realty, LLC

    205 E Cherokee Ave, Monticello, FL 32344

Showing Results 41 - 71, Page 2 of 2

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