Monticello, FL Homes

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  /27

  Est $226,815 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,648 Sq Ft

  84 Hillside Rd, Monticello, FL 32344

  84 Hillside Rd, Monticello, FL 32344
• 

  

  

  /27

  $399,000

  • 3 Beds
  • 2 Baths
  • 2,131 Sq Ft

  133 Devane Rd, Monticello, FL 32344

  Peaceful 10-Acre Country Retreat with Pool - Just Outside Chattahoochee, FL Discover the charm of country living with this spacious 3-bedroom, 2-bath single-family home located just minutes from the quaint town of Chattahoochee, Florida. Enter through the winding tree lined road that sets the stage for the home that welcomes you at the end. Set on a beautifully wooded 10-acre parcel, this 2,131

  Bubba McCants EXP Realty LLC

  133 Devane Rd, Monticello, FL 32344
• 

  

  

  /42

  $629,000 Sold Mar 26, 2025

  • 2,205 Sq Ft
  • $285/SF
  • 38 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2023

  531 Ridge Rd, Monticello, FL 32344

  Discover custom craftsmanship in this designed 3-bedroom, 2.5-bathroom home situated on 5.54 acres of picturesque countryside, boasting a striking Tricorn Black exterior with board & batten fiber cement siding. Interior Highlights - - Open and airy floor plan with 9ft ceilings throughout, accentuated by a stunning 12ft vaulted ceiling in the living room adorned with poplar wood beams - - Cozy

  Tiffany Kasdorf The Nova Group Realty

  531 Ridge Rd, Monticello, FL 32344
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  /13

  Est $129,464 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,320 Sq Ft

  56 Ward Rd, Monticello, FL 32344

  56 Ward 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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  /3

  $180,000 Sold Mar 24, 2025

  • Land
  • 26 Acres
  • $6,998 per Acre

  • 12 Days On Market

  000 Steen Rd, Monticello, FL 32344

  25 acres in desirable Ashville Highway area of Monticello. Five miles from Downtown. East Jefferson County, known for beautiful rolling hills, lined with majestic century oaks. Build your dream home, create a homestead, or start your farm. This quiet 25 acre parcel offers many possibilities to enjoy planting roots in the country. Rural, small town living at its best. Historic Downtown Monticello

  Sarah Scott Coldwell Banker Hartung

  000 Steen Rd, Monticello, FL 32344
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  /5

  Not Listed For Sale

  xx Landfill Rd, Monticello, FL 32344

  xx Landfill Rd, 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
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  /37

  $160,000 Sold Mar 19, 2025

  • 1,512 Sq Ft
  • $106/SF
  • 41 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2001

  183 Chittling Rd, Monticello, FL 32344

  Spacious 3 bedroom 2 bathroom home on half an acre down a cute country road! This well maintained home has an oversized screened front porch that greets you as you come to the front door. Upon entering, you will find a large open living room with a fire place and dining room off to the side, plus glass door leading to a second porch out back. The kitchen is spacious, with lots of counter space

  Catherine Hope All Realty Services

  183 Chittling Rd, Monticello, FL 32344
• 

  

  /42

  Est $646,007 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,100 Sq Ft

  649 Waukeenah Plantation Rd, Monticello, FL 32344

  649 Waukeenah Plantation Rd, Monticello, FL 32344
• 

  

  /36

  $399,000

  • 3 Beds
  • 2 Baths
  • 2,020 Sq Ft

  259 Barnes Rd, Monticello, FL 32344

  Spacious Brick on 4.25 acres. Easy Thomasville commute. Discover peace and privacy with this well maintained brick ranch nestled in the woods. Step into the spacious living room with cozy wood burning fireplace, ideal for relaxing evenings or entertaining. Office, large utility room, 2 car garage, and workshop are some of the extras. Enjoy this quiet private setting.

  Pam Kelly Kelly & Kelly Properties, Inc

  259 Barnes Rd, Monticello, FL 32344
• 

  

  /25

  $299,500 Sold Mar 14, 2025

  • 1,601 Sq Ft
  • $187/SF
  • 0 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2025

  10 Spruce Cir, Monticello, FL 32344

  **LAST New Construction Build in a Serene Cul-de-Sac with No HOA!** Get ready to be charmed by this new construction build, nestled on a partially wooded 0.61-acre lot in a desirable cul-de-sac location. With an expected completion mid March 2025, this home offers a perfect blend of tranquility and convenience, making it an ideal place to call home. Situated just off of US19N, this property

  Tiffany Kasdorf The Nova Group Realty

  10 Spruce Cir, Monticello, FL 32344
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  /18

  Not Listed For Sale

  0 Sweetfield Rd Unit MFRT3505054, Monticello, FL 32344

  0 Sweetfield Rd Unit MFRT3505054, 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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  /6

  $155,000 Sold Mar 11, 2025

  • Land
  • 14 Acres
  • $11,151 per Acre

  • 60 Days On Market

  0 Barnes Rd Unit 380665, Monticello, FL 32344

  This mostly cleared 13.9 acres is a perfect location for a future home site, homesteader, or small farm. Conveniently located just off US-19 N, this property is on a paved road which offers easy access and a short 5-minte drive into Monticello or just a 20-minute drive to downtown Thomasville, Georgia. Embrace the beauty and tranquility of country living while staying connected to nearby

  H. Trey Hough Armor Realty, Inc

  0 Barnes Rd Unit 380665, Monticello, FL 32344
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  /42

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,807 Sq Ft

  21 Mire Ct, Monticello, FL 32344

  21 Mire Ct, 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
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  /10

  $157,900 Sold Mar 10, 2025

  • 1,152 Sq Ft
  • $137/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2025

  396 Mallard Ln, Monticello, FL 32344

  Check out this brand new home, never lived in! This home sits in the county on an acre of land with new well, septic and power pole recently installed. The home features 3 bedrooms and 2 bathrooms, fully sheet rock walls and a spacious kitchen. All the stainless steel appliances come with the home. Energy star rated home with upgraded insulation, double pane windows and 8 foot ceilings. Central

  E. Bradley Vollertsen Advanced Real Estate Sales

  396 Mallard Ln, Monticello, FL 32344
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  /42

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,807 Sq Ft

  24 Mire Ct, Monticello, FL 32344

  24 Mire Ct, Monticello, FL 32344
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  /42

  $685,000

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

  150 N Ojibwa Rd, Monticello, FL 32344

  Peaceful 5.10+ acre retreat in Objiwa Acres! This beautifully maintained 3BR/2BA home offers space, privacy, and flexibility—surrounded by a manicured lawn, rows of pecan trees, a dedicated herb garden, and a saltwater plunge pool with fountain. Enjoy multiple outdoor living spaces including a screened front porch, screened back porch, and a bright true Florida room with vaulted ceilings. A

  Hettie Spooner Hill Spooner & Elliott Inc

  150 N Ojibwa Rd, Monticello, FL 32344
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  /31

  $250,000 Sold Mar 10, 2025

  • 1,304 Sq Ft
  • $192/SF
  • 83 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1948

  1353 E Washington St, Monticello, FL 32344

  Historic Monticello Florida Home . This adorable Cottage is walking distance to Downtown, Restaurants, Shopping, Gym, Farmer's Market and much more. This 2/2 home was built in 1948. It has the original wood floors, new Roof, new septic system, new appliances, butcher block counter tops in Kitchen . Private back porch that over looks large back yard. Large closet in main bedroom . A must see!

  Jennifer Atwell Ketcham Realty Group, Inc.

  1353 E Washington St, Monticello, FL 32344
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  /5

  Est $299,315 Not Listed For Sale

  2312 Hartsfield Rd, Monticello, FL 32344

  2312 Hartsfield Rd, Monticello, FL 32344
• 

  

  /42

  $265,000

  • 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. Additional

  Pam Kelly Kelly & Kelly Properties, Inc

  2436 N Jefferson Hwy, Monticello, FL 32344
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  /10

  $74,900 Sold Mar 06, 2025

  • Land
  • 10 Acres
  • $7,483 per Acre

  • 29 Days On Market

  0 Tram Rd Unit 381553, Monticello, FL 32344

  This 10-acre wooded parcel in Monticello offers the perfect blend of tranquil rural living and proximity to Tallahassee, just a 20-minute drive away. Enjoy Monticello’s charming downtown area as well. Ideal for outdoor enthusiasts and those seeking a peaceful rural lifestyle, this property boasts low taxes and can be used as your weekend getaway for hunting, etc or you can build your forever

  Hettie Spooner Hill Spooner & Elliott Inc

  0 Tram Rd Unit 381553, Monticello, FL 32344
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  /7

  Not Listed For Sale

  245 Whipporwill Rd, Monticello, FL 32344

  245 Whipporwill Rd, Monticello, FL 32344
• 

  

  /19

  $299,000

  • 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
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  /42

  $205,000 Sold Feb 28, 2025

  • 1,344 Sq Ft
  • $153/SF
  • 18 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1986

  487 Cox Rd, Monticello, FL 32344

  Peaceful Country Living on Acreage! Just walking distance to the Jefferson Country Club and a few minutes from charming downtown Monticello restaurants and shopping! Come see this warm and inviting 3 Bedroom/2 Bathroom home with a large covered front porch and back porch surrounded by fruit trees, various bird varieties and other wildlife. You can also bring all of your recreational vehicles too!

  Liz Kuntz Keller Williams Town & Country

  487 Cox Rd, Monticello, FL 32344
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  /42

  Est $502,410 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 2,554 Sq Ft

  257 Linton Place, Monticello, FL 32344

  257 Linton Place, 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
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  /42

  $425,000 Sold Feb 27, 2025

  • 1,807 Sq Ft
  • $235/SF
  • 6 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2025

  0 Fen Ct, Monticello, FL 32344

  Just braking ground! New Construction by Nailed It Tallahassee LLC! STUNNING 3 Bedroom, 2 Bathroom home on huge .98 acre lot! Stainless Steel appliances, beautiful finishes throughout! Don't miss out come see this gorgeous home today! Builder preferred lender offering 1% back in closing cost!

  Amber McKinney Hamilton Realty Advisors LLC

  0 Fen Ct, Monticello, FL 32344
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  /39

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft

  175 Main St, Monticello, FL 32344

  175 Main St, 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
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  /37

  $416,000 Sold Feb 20, 2025

  • 1,806 Sq Ft
  • $230/SF
  • 46 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2024

  107 Tarn Way, Monticello, FL 32344

  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

  107 Tarn Way, Monticello, FL 32344
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  /4

  Not Listed For Sale

  TBD Lonnie, Monticello, FL 32344

  TBD Lonnie, 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

  $435,000 Sold Feb 14, 2025

  • 1,806 Sq Ft
  • $241/SF
  • 37 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2025

  79 Mire Ct, Monticello, FL 32344

  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

  79 Mire Ct, Monticello, FL 32344
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  /39

  Not Listed For Sale

  XX Foggy Ln, Monticello, FL 32344

  XX Foggy Ln, Monticello, FL 32344
• 

  

  /41

  $365,000

  • 2 Beds
  • 1.5 Baths
  • 1,140 Sq Ft

  265 Still Rd, Monticello, FL 32344

  This inviting 2-bedroom, 1.5-bath home sits on 5 peaceful acres between Monticello, FL, and Thomasville, GA, offering a great mix of indoor comfort and outdoor space. It’s just as cute as you want it, with endless potential for outdoor living! Inside, the open great-room layout feels both spacious and cozy, with a large utility room leading to the screened porch and a covered carport that’s

  Catherine Hope All Realty Services

  265 Still Rd, Monticello, FL 32344
• 

  /2

  $359,900 Sold Feb 14, 2025

  • 1,709 Sq Ft
  • $211/SF
  • 60 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2024

  151 Coopers Pond Rd, Monticello, FL 32344

  sold as a custom build! Pictures and updates coming soon! Follow @tiffanykasdorf.realtor

  Tiffany Kasdorf The Nova Group Realty

  151 Coopers Pond Rd, Monticello, FL 32344
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  /10

  Not Listed For Sale

  VACANT Mahan Dr, Monticello, FL 32344

  VACANT Mahan Dr, Monticello, FL 32344

Showing Results 121 - 160, Page 4 of 18