Homes for Sale in 32344

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  /52

  $215,000

  • Land
  • 40 Acres
  • $5,375 per Acre

  3978 Quitman Hwy S, Greenville, FL 32331

  Welcome to 3978 S Quitman Hwy – 40 beautiful acres in the heart of Jefferson County, Florida. This versatile property is ideal for those seeking a private hunting retreat, weekend getaway, or future homesite. Over a quarter of the land is planted in pines, providing both aesthetic value and future timber potential. An older mobile home sits on-site, holding little value, but all essential

  Benjamin Sadler OaksFeather Realty

  3978 Quitman Hwy S, Greenville, FL 32331
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• 

  

  

  /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
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  /14

  $179,000

  • 3 Beds
  • 2 Baths
  • 1,716 Sq Ft

  375 Maple St, Monticello, FL 32344

  Affordable home nestled in the heart of Monticello! This spacious home sports a freshly painted open floor plan. Wood finished line this home sharing a feeling of craftsmanship. Updated appliances make this home walk in ready for its next family. Nestled on a corner lot, this home has great curb appeal.

  Caleb Stephens Silo Hill Properties

  375 Maple St, Monticello, FL 32344
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  /11

  $23,000

  • Land
  • 2.00 Acres
  • $11,500 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 cedar 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 house

  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
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  /9

  $144,000

  • Land
  • 9 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
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  /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 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
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  /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

  $649,900

  • 3 Beds
  • 2.5 Baths
  • 3,214 Sq Ft

  150 N Ojibwa Rd, Monticello, FL 32344

  Tranquil 5.1 acre retreat nestled deep in a pecan grove just outside Monticello, Florida has it all. This recently remodeled 3BR/2BA home offers space, privacy and flexibility in a rural setting only 40 minutes from the heart of Tallahassee. Take advantage of everything Tallahassee offers while paying lower Jefferson County taxes. The pecan trees qualify for an agricultural land use status,

  Hettie Spooner Hill Spooner & Elliott Inc

  150 N Ojibwa Rd, 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 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 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 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
• 

  

  /40

  $1,285,000

  • 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
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  /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
  • 10 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

  $27,500

  • Land
  • 3.63 Acres
  • $7,576 per Acre

  TBD Miller Side Rd, Lloyd, FL 32337

  3.63 Acres MIXED USE - SUBURBAN/RESIDENTIAL. Current owner has abandoned plans for a tree house. Make it your blank canvas now. Interesting piece of land located within 20 minutes to the capital building and Doak Campbell Stadium.

  Starbuck Rissman Steve C. Walker Realty, LLC

  TBD Miller Side Rd, Lloyd, FL 32337
• 

  

  /6

  $525,000

  • Land
  • 86 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
• 

  

  /11

  $42,000

  • Land
  • 1.00 Acre
  • $42,000 per Acre

  0 Central Rd, Midway, FL 32344

  1 acre wooded lot for sale located down a paved road with access to cable and internet services. Land is high and dry.

  Malcolm Davis Broger Real Estate Services

  0 Central Rd, Midway, FL 32344
• 

  

  /32

  $285,000

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

  490 E Palmer Mill Rd, Monticello, FL 32344

  The Haile House originally built in 1893 is located in downtown Monticello FL. This wonderful victorian home features original hardwood pine floors, stain glass windows in the front parlor, original wavy glass windows throughout the home, 12 ft ceilings, a bay window and so much more! The 2,467 sqft beauty has 3 bedrooms and 2 and a half baths, fenced in yard, with a detached workshop. Less than

  Alicia Radtke All Realty Services

  490 E Palmer Mill 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 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 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
• 

  

  /32

  $575,000

  • 3 Beds
  • 3 Baths
  • 3,026 Sq Ft

  3827 N Jefferson St, Monticello, FL 32344

  Spacious Contemporary Home on 5 Acres with Pond, Minutes from Thomasville, Ga! Enjoy peaceful country living with modern comforts in this stunning 3 bedroom, 3 bathroom brick home on 5 beautiful acres with a private pond. With over 3,000 square feet of living space, this property offers room to spread out and features thoughtful touches throughout. Inside, you'll find a large den with cozy

  Pam Kelly Kelly & Kelly Properties, Inc

  3827 N Jefferson St, Monticello, FL 32344
• 

  

  /5

  $148,000

  • Land
  • 6 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
• 

  

  /19

  $395,000

  • Land
  • 3.20 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
• 

  

  /3

  $49,000

  • Land
  • 3.15 Acres
  • $15,556 per Acre

  TBD S Jefferson Hwy, Lamont, FL 32336

  Mixed Use Business/Residential, 3.15 acres, approx 1 acre is out of flood zone Great visibility on divided 4 lane highway with a cut to this property. Culvert in place to the property. Wooded and not easy to get on and walk the property. This property is not in Lamont, it is approx 6 miles south of the Monticello Courthouse.

  Barry Kelly Kelly & Kelly Properties, Inc

  TBD S Jefferson Hwy, Lamont, FL 32336
• 

  /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 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
  • 1.70 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
• 

  

  /50

  $499,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,774 Sq Ft

  107 Tarn Way, Monticello, FL 32344

  2024 Custom Built Home with Premium Upgrades in Hemings Pond Subdivision! Better than new - This 3 bedroom/2 Bathroom 2024-build by Nailed It Construction offers luxury vinyl plank floors throughout, upgraded light fixtures, premium countertops, and elegant bath finishes. Both bathrooms feature tastefully muted designer tile-work. Thoughtful owner upgrades include: custom wood plantation shutters

  Brenna Kelly-Ward Kelly & Kelly Properties, Inc

  107 Tarn Way, 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

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