Monticello, FL Homes

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  /3

  $127,500 Pending

  • Land
  • 51 Acres
  • $2,500 per Acre

  000 Kinsey Rd, Monticello, FL 32344

  51 Acres of prime hunting/recreational land. Paved road access with owned easement. Wolf creek runs thrugh part of the property. $2500/Acre

  

  Buddy Witmer

  Steve C. Walker Realty, LLC

  (850) 726-3832

  000 Kinsey Rd, Monticello, FL 32344
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  Explore Monticello

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  /13

  Call for Price

  Jefferson Pines

  1 Bed

  24 Parkway Pines, Monticello, FL 32344

  Welcome to Jefferson Pines! An all-age, pet-friendly manufactured home community located in Monticello, FL. Here, you'll find the ideal mix of small-town charm and everyday convenience, with a community feel that's perfect for individuals and families alike.Nestled in a quiet area just minutes from local shopping and dining, Jefferson Pines offers the comfort of community living with easy

  24 Parkway Pines, Monticello, FL 32344
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  /47

  $449,000 Sold Sep 09, 2025

  • 2,334 Sq Ft
  • $192/SF
  • 47 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2010

  1293 Vista Rd, Monticello, FL 32344

  Country living at its finest and NO HOA! This beautifully maintained 3-bedroom, 2-bath brick home is nestled on 2.57 peaceful acres—just minutes from Monticello and Interstate 10. Enjoy a desirable split floor plan with hardwood floors throughout the main living areas and new carpeting in the bedrooms. The kitchen features new sparkling quartz countertops, stainless steel appliances, and abundant

  Leanne Groom The Naumann Group Real Estate

  1293 Vista Rd, Monticello, FL 32344
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  /39

  Est $1,364,851 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,040 Sq Ft

  25 Tallamont Rd, Monticello, FL 32344

  25 Tallamont Rd, Monticello, FL 32344
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  /12

  $175,000

  • Land
  • 10.47 Acres
  • $16,714 per Acre

  5936 Vista Rd, Monticello, FL 32344

  Perfect opportunity to own 10+ acres to build your dream home on this blank slate. Lot is mostly flat and backs up to a power line so no building behind the property. Abundant wildlife present (deer and turkey) and bring all your yard animals. Ride up Vista Road to see your neighbors on larger lots to Waukeenah Hwy to visit the beautiful Monticello Vineyards and Winery. Lot dimensions are

  

  Jaquelynn Harrison-Cofty

  Property Finders Nguyen Realty

  (448) 334-6928

  5936 Vista Rd, Monticello, FL 32344
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  /21

  $1,650 per month

  • 2 Beds
  • 2 Baths
  • 1,420 Sq Ft
  • Townhouse for Rent

  50 Capri Ln, Monticello, FL 32344

  Beautiful New Contraction. Large Bedrooms.

  Amber McKinney Hamilton Realty Advisors LLC

  50 Capri Ln, Monticello, FL 32344
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  /40

  $419,900 Sold Sep 09, 2025

  • 1,809 Sq Ft
  • $232/SF
  • 208 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 2025

  115 Crooked Creek Ln, Monticello, FL 32344

  **Buyer backed out because they couldn't get their current home under contract. Home inspection report available! New 2025 Built Home in Crooked Creek on a spacious .72 acre lot! This open plan features 4 bedrooms, 2 bathrooms, 2 car garage, and beautiful shiplap accent walls. The kitchen has a light and bright design with white cabinets, quartz counters, subway tile backsplash, and GE stainless

  Amber Renaud The Nova Group Realty

  115 Crooked Creek Ln, Monticello, FL 32344
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  /42

  Est $190,000 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft

  3908 N Salt Rd, Monticello, FL 32344

  3908 N Salt Rd, Monticello, FL 32344
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  /8

  $22,000

  • Land
  • 1.18 Acres
  • $18,644 per Acre

  874 Flatwoods, Monticello, FL 32344

  A square 1.18 acres with paved road frontage. It has a powerline easement that runs through the center of the property. It has several, abandoned, old mobile homes on the property (no titles will be given, only bill of sale) and other structures. It has about 50% wet lands and a portion of the property lies within the flood zone. It is wooded, with some, young, easy to mulch, growth and some

  

  Lynette Sirmon

  All Realty Services

  (448) 218-0926

  874 Flatwoods, Monticello, FL 32344
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  /9

  $1,550 per month

  • 3 Beds
  • 2 Baths
  • 1,350 Sq Ft
  • House for Rent

  685 S Waukeenah St, Monticello, FL 32344

  CHARMING LIKE-NEW HOME FOR RENT IN MONTICELLO. 3 BR/2 Bath, 1350 s.f. Walk to downtown and nearby shopping. Good neighbors. Total renovation is being wrapped up now for September 1 occupancy. Everything is new. New HVAC. New electrical. New plumbing. New roof. New kitchen. New insulation. Newly refinished wood floors. New paint everywhere. New landscaping and lawn. Comes with a washer and

  Hines Boyd FL-GA Realty & Auction

  685 S Waukeenah St, Monticello, FL 32344
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  /7

  $50,000 Sold Sep 05, 2025

  • Land
  • 3 Acres
  • $16,667 per Acre

  • 35 Days On Market

  635 Quail Ln, Monticello, FL 32344

  3 acres of level and partially wooded acreage. Ready for building your dream home. Great location 10 minutes from NE Tallahassee and Monticello.

  Thomas Jacobs Coldwell Banker Hartung

  635 Quail Ln, Monticello, FL 32344
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  /36

  Est $491,335 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,552 Sq Ft

  874 Lake Rd, Monticello, FL 32344

  874 Lake Rd, Monticello, FL 32344
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  /21

  $349,000

  • Land
  • 15 Acres
  • $23,267 per Acre

  0000 Waukeenah Hwy, Monticello, FL 32344

  This stunning 15 acre property offers a mix of open land and wooded areas, providing a serene and private setting. Approximately 2 acres are equipped with an irrigation system, ideal for gardening, landscaping or small farming. This property includes a well-maintained barn with four spacious horse stables, perfect for equestrian enthusiasts. Power, well, and septic are already in place, making

  Shanna D'Attile

  Keller Williams Town & Country

  (850) 809-9683

  0000 Waukeenah Hwy, Monticello, FL 32344
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  /4

  $1,050 per month

  • 1 Bed
  • 1 Bath
  • 4,439 Sq Ft
  • House for Rent

  625 E Washington St, Monticello, FL 32344

  First floor of a historic Mansion nestled in downtown Monticello. Utilities and internet included. Off street parking with dedicated parking space. This room boasts 11ft ceilings with a private ensuite . Tenant will have access to common areas such as living and dining room, along with shared laundry. Private mini split A/C and heat included.

  Lee Hall Capital City Real Estate Group

  625 E Washington St, Monticello, FL 32344
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  /41

  $310,000 Sold Sep 04, 2025

  • 3,330 Sq Ft
  • $93/SF
  • 164 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 1979

  4131 N Jefferson Hwy, Monticello, FL 32344

  3330 square foot home on a beautiful 6 acre property that backs up to Pine Haven Plantation! This is a solid brick home with a 2016 metal roof and a 2018 HVAC unit and well pump. The home was purchased back in 2023 and gutted along with some extensive repairs done to bones of the home. It is now waiting for the perfect person to come in and finish her out with their personal touches. The main

  Catherine Hope All Realty Services

  4131 N Jefferson Hwy, Monticello, FL 32344
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  /15

  Not Listed For Sale

  115 Timber Trace, Monticello, FL 32344

  115 Timber Trace, Monticello, FL 32344
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  /17

  $27,900

  • Land
  • 1.25 Acres
  • $22,320 per Acre

  00 Gamble Rd Unit LotWP001, Monticello, FL 32344

  This 1.25-acre tract in Jefferson County, Florida, offers a balanced combination of accessibility, usable land, and proximity to outdoor recreation. Situated in the small unincorporated community of Wacissa FL, the property fronts State Road 59, providing year-round paved access. Its location places it less than 1.2 miles from Wacissa Springs Park and boat launch, a well-known destination for

  Thomas Lado

  00 Gamble Rd Unit LotWP001, Monticello, FL 32344
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  /41

  $357,000 Sold Sep 03, 2025

  • 1,140 Sq Ft
  • $313/SF
  • 152 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 2005

  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
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  /5

  Est $96,009 Not Listed For Sale

  150 Georgia St, Monticello, FL 32344

  150 Georgia St, Monticello, FL 32344
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  /38

  $419,000

  • 3 Beds
  • 3 Baths
  • 2,706 Sq Ft

  339 Silver Lake Rd, Monticello, FL 32344

  Gorgeous home on 5 acres mostly pasture. Open concept with vaulted ceilings; great entertainment/family home. Private setting; must see to believe.

  Steve Walker Steve C. Walker Realty, LLC

  339 Silver Lake Rd, Monticello, FL 32344
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  /38

  $550,000 Sold Sep 02, 2025

  • 2,400 Sq Ft
  • $229/SF
  • 47 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2000

  151 N Ojibwa Rd, Monticello, FL 32344

  Spacious, Private, and Ready to Go! This 3-bed, 3-bath home sits on just over 5 acres of agricultural-zoned land, offering space, privacy, and freedom to live how you want. With 2,400 sq ft, there's plenty of room — including a bonus room over the 2-car garage with A/C, a dedicated home office space with an attached bathroom, and an oversized workshop ready for your tools, equipment, or weekend

  Clint Bailey Superior Realty Group LLC

  151 N Ojibwa Rd, Monticello, FL 32344
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  /36

  Est $249,929 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,514 Sq Ft

  415 S Cherry Ct Unit 4, Monticello, FL 32344

  415 S Cherry Ct Unit 4, Monticello, FL 32344
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  /19

  $350,000

  • Land
  • 70.45 Acres
  • $4,968 per Acre

  265 Neely Rd, Monticello, FL 32344

  Secluded, but not remote, this 70.45 acre tract in eastern Jefferson County, Florida would make an ideal hunting getaway property or a rural homesite. Virtually no ambient noise or light that will disturb the quiet woods. About half the tract is in 7-year-old planted loblolly pines and the rest is in natural woods and cypress ponds. You will be smack in the middle of some of the best deer and

  Dave Lewis

  265 Neely Rd, Monticello, FL 32344
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  /16

  $115,000 Sold Sep 02, 2025

  • 1,040 Sq Ft
  • $111/SF
  • 19 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1968

  425 Carolina St, Monticello, FL 32344

  Welcome to this lovely 3-bedroom home in Monticello. This home boasts beautifully maintained original wood floors, a spacious kitchen, serene backyard, indoor laundry room, large carport and 2024 ROOF. Nestled in a peaceful neighborhood less than a mile down the road from the historic courthouse and sitting next to an empty lot, this property is the perfect blend of living amidst nature with

  Audrey Hall Passage Real Estate

  425 Carolina St, Monticello, FL 32344
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  /16

  Not Listed For Sale

  00 Big Joe Rd, Monticello, FL 32344

  00 Big Joe Rd, Monticello, FL 32344
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  /42

  $1,125,000

  • 3 Beds
  • 1 Bath
  • 1,146 Sq Ft

  740 Kinsey Rd, Monticello, FL 32344

  Location: Jefferson County, FL Size: 155 acres Features: Rolling pastures Planted pines Natural hardwoods Pond Home: 1941 built 1,146 square feet Updated Outbuildings: With power Opportunities for workshops, storage, and more Additional Homesites: Breathtaking views Peaceful living Proximity: 10 miles from downtown Monticello, FL 5 miles to I-10 Wildlife: Deer Turkey Waterfowl

  Ben Jones Southern Land & Homes

  740 Kinsey Rd, Monticello, FL 32344
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  /13

  $97,000 Sold Aug 29, 2025

  • Land
  • 4.25 Acres
  • $22,824 per Acre

  • 26 Days On Market

  Lot 4 Hiawatha Farms S, Monticello, FL 32344

  Beautiful lot in gated community just a short drive from Tallahassee. Build your dream home in this peaceful gated community.

  Stacie Boone Engel & Völkers Tallahassee

  Lot 4 Hiawatha Farms S, Monticello, FL 32344
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  /3

  Not Listed For Sale

  00 Fountain Dr, Monticello, FL 32344

  00 Fountain Dr, Monticello, FL 32344
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  /20

  $570,000

  • Land
  • 71 Acres
  • $8,028 per Acre

  0 Aucilla Rd Unit 22696476, Monticello, FL 32344

  Located on Aucilla Rd in Monticello, FL, this versatile AG-5 property offers endless potential for residential, agricultural, and recreational use. The upland portion has been cleared, making it ideal for a homesite or multiple residences, with zoning allowing one unit per five acres and options for family transfers under county guidelines.For those looking to enjoy North Floridas natural

  Jeremiah Thompson Saunders Land

  0 Aucilla Rd Unit 22696476, Monticello, FL 32344
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  /42

  $260,000 Sold Aug 29, 2025

  • 2,280 Sq Ft
  • $114/SF
  • 135 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2000

  2422 N Jefferson St, Monticello, FL 32344

  This beautiful modular home has been immaculately maintained, with recent updates, including new floors in the kitchen/laundry/guest bath (2014), a new refrigerator (2022), and a new hot water heater (2021). The living area boasts a space large enough to accommodate separate living and family rooms. The kitchen has a 2nd prep sink in the island with a disposal. The bedrooms are incredibly large

  Brenna Kelly-Ward Kelly & Kelly Properties, Inc

  2422 N Jefferson St, Monticello, FL 32344
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  /9

  Est $181,134 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,620 Sq Ft

  2191 Rabon Rd, Monticello, FL 32344

  2191 Rabon Rd, Monticello, FL 32344
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  /38

  $7,800,000

  • Land
  • 3,089 Acres
  • $2,525 per Acre

  0 Turkey Scratch Rd Unit 18561092, Monticello, FL 32344

  Turkey Scratch Road Timberland is 3,089 Acres in Jefferson County just outside Monticello. The property features 616 Upland Acres (20%) / 2473 Wetland Acres (80%) and has 4 miles of combined road frontage on I-10, 4,450 feet of road frontage on Turkey Scratch Road, and 1,725 feet on Aucilla Road. It also has several miles of well-maintained internal roads for easy navigation and timber

  Richard Dempsey Saunders Land

  0 Turkey Scratch Rd Unit 18561092, Monticello, FL 32344
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  /6

  $190,000 Sold Aug 29, 2025

  • Land
  • 21.1 Acres
  • $9,005 per Acre

  • 203 Days On Market

  xxx Barnes Rd, Monticello, FL 32344

  Discover the perfect blend of cleared land and wooded tranquility on this magnificent 21.1-acre parcel in northern Jefferson County, ideal for a homesite, homestead, or farm. The already cleared portion is enough room for a spacious homesite, and the wooded backdrop is perfect for hunting, recreation, or simply privacy. Conveniently located just off US-19 N, this property is on a paved road

  H. Trey Hough Armor Realty, Inc

  xxx Barnes Rd, Monticello, FL 32344
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  /23

  Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,800 Sq Ft

  5585 Turkey Scratch Rd, Monticello, FL 32344

  5585 Turkey Scratch Rd, Monticello, FL 32344
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  /2

  $748,000

  290 Oetinger Rd, Monticello, FL 32344

  Land Description for 290 Oetinger Rd, Campbell Farm Welcome to the enchanting Campbell Farm, a sprawling 68-acre property nestled in the serene landscapes of Northern Jefferson County, Florida. This unique piece of real estate offers a harmonious blend of natural beauty and practical amenities, making it an ideal sanctuary for nature lovers and those seeking a peaceful retreat. Property

  Charles Ward Hayden Outdoors Real Estate

  290 Oetinger Rd, Monticello, FL 32344
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  /5

  $260,000 Sold Aug 29, 2025

  • Land
  • 12.46 Acres
  • $20,867 per Acre

  • 296 Days On Market

  0 Taylor Rd Unit 378633, Monticello, FL 32344

  Spectacular high and dry pasture with scattered oaks and pines. Ideal for your new home. Horses welcome. 4 lot subdivision with some restrictions to protect the neighborhood. only 2 lots left. All utilities will be underground.

  Barry Kelly Kelly & Kelly Properties, Inc

  0 Taylor Rd Unit 378633, Monticello, FL 32344
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  /12

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  509 Waukeenah Hwy, Monticello, FL 32344

  509 Waukeenah Hwy, Monticello, FL 32344
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  /2

  $25,000

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

  0 Tram Rd Unit 21473387, Monticello, FL 32344

  Wooded lot located in the Wacissa area of Jefferson County; 15 to Tallahassee. Community water available to hook up to.Copyright © 2025 Tallahassee Board of Realtors. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

  Steve Walker Steve C. Walker Realty, LLC

  0 Tram Rd Unit 21473387, Monticello, FL 32344
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  /5

  $85,000 Sold Aug 26, 2025

  • Land
  • 5.01 Acres
  • $16,966 per Acre

  • 0 Days On Market

  210 Oetinger Rd, Monticello, FL 32344

  Beautiful, 5.01 acres in Jefferson County.

  Kayla Palmer Timber & Tides Real Estate

  210 Oetinger Rd, Monticello, FL 32344
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  /35

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft

  418 Quail Ln, Monticello, FL 32344

  418 Quail Ln, Monticello, FL 32344

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