37

Monticello, FL Houses for Sale

Section Image Section Image
  • /36

    $95,000

    • 4 Beds
    • 2 Baths
    • 2,152 Sq Ft

    955 E Pearl St, Monticello, FL 32344

    Circa 1920, 3 Bdrm, 2 Bath, has 2 extra lots available for a total purchase price of $165,000.00, Home is fully livable as it is and can be purchased for $95,000.00 with lot size 109x135. However, to qualify for insurance, updates to the wiring & roof replacement will be necessary. Sold "AS IS" with right to inspect. Price reflects need for renovations and will not pass 4 Point Inspection! Two

    Agent Photo

    Lynette Sirmon

    All Realty Services

    (850) 757-1853

    955 E Pearl St, Monticello, FL 32344
  • /42

    $1,200,000

    • 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
  • /42

    $495,900 New Construction

    • 3 Beds
    • 2 Baths
    • 2,061 Sq Ft

    350 Oconee, Monticello, FL 32344

    Welcome to Covey Run, a private estate community in the heart of Monticello. Your new 3 bedroom 2 bath 2 car garage sits on 2.24 acres. Home features open floor plan with primary on-suite and large walk-in closet. Kitchen is ready for the chef in mind with gas range and plenty of room for prep. Living room features 10 foot ceilings, fireplace and opens to a sunroom. House has Generac Home

    Steve Walker Steve C. Walker Realty, LLC

    350 Oconee, Monticello, FL 32344
  • /26

    $750,000

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

    5080 Ashville Hwy, Monticello, FL 32344

    Welcome to your dream getaway nestled on the pristine bank of Silver Lake! This beautiful cabin style home has 3-bedroom, 2-bathroom and seamlessly combines rustic charm with modern conveniences, making it the perfect escape for families or those seeking tranquility on the edge of town. The cabin showcases stunning hardwood floors that add warmth and elegance to the living space. Enjoy your

    Caleb Stephens Waypoint Properties East

    5080 Ashville Hwy, Monticello, FL 32344
  • /42

    $632,000

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

    3873 N Jefferson St, Monticello, FL 32344

    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. Built in 2007, the home features 10-foot ceilings,

    Stephanie Dobson Southern Land & Homes

    3873 N Jefferson St, Monticello, FL 32344
  • /42

    $624,900

    • 3 Beds
    • 2.5 Baths
    • 2,560 Sq Ft

    181 Heritage Blvd, Monticello, FL 32344

    Craftsman style house in Heritage Hills subdivision~ The house features 3 bedrooms/2 bathrooms and is energy efficient (Green Certified) ~ Luxurious hardwood flooring and a deluxe primary bathroom with separate jetted tub & large shower ~ Custom built-in cabinets in the living room and office ~ Regal craftsman style interior trim throughout and stainless-steel appliances ~ Full Solar with

    Mariela Bartens Coldwell Banker Hartung

    181 Heritage Blvd, Monticello, FL 32344
  • /42

    $505,000

    • 4 Beds
    • 3 Baths
    • 2,555 Sq Ft

    4287 Bassett Dairy Rd, Monticello, FL 32344

    Rare COUNTRY Farmhouse OASIS AWAITS! – Discover the perfect blend of rustic charm in this stunning 5-bedroom, 3-bathroom home, nestled on five fully fenced acres of picturesque pastureland. Located just 15 minutes from downtown Monticello, this peaceful retreat offers breathtaking views, abundant wildlife, and plenty of space for your pets to roam. Step inside to a beautifully updated,

    Destiny Jones Keller Williams Town & Country

    4287 Bassett Dairy Rd, Monticello, FL 32344
  • /25

    $434,900

    • 4 Beds
    • 2 Baths
    • 1,809 Sq Ft

    115 Crooked Creek Ln, Monticello, FL 32344

    New Construction in Crooked Creek by Hannon Construction on .72 acre lot! This open plan features 4 bedrooms, 2 bathrooms and a 2 car garage (floor plan and survey are attached in associated docs). Wood LVP flooring throughout (tile in baths), GE stainless appliances, electric fireplace and pre-wired for security and surround sound. *Estimated completion date is May 1, 2025. There is still time

    Amber Renaud The Nova Group Realty

    115 Crooked Creek Ln, Monticello, FL 32344
  • /42

    $735,000

    • 4 Beds
    • 2.5 Baths
    • 3,911 Sq Ft

    4589 Ashville Hwy, Monticello, FL 32344

    PRICED $35,000 BELOW RECENT APPRAISAL!! Welcome to your forever home on the most stunningly manicured 5.5+ acres nestled in a serene country setting. This is truly a showstopper starting right at the beginning with its grand gated entrance leading to a picturesque rocking chair front porch and a modern farmhouse aesthetic. Walking in the front door you’ll be greeted by a cathedral vault ceiling,

    Devin Lohman Lohman Realty LLC

    4589 Ashville Hwy, Monticello, FL 32344
  • /34

    $465,000

    • 4 Beds
    • 3 Baths
    • 2,076 Sq Ft

    376 Tecumseh Rd, Monticello, FL 32344

    Gorgeous multigenerational, ranch style, 4 Bedroom/3 Bath home with 5th room that can be used as an office or additional bedroom. Perfect for a growing or downsizing family! Home rests on 4.60 acres of outdoor, partially wooded paradise. Enjoy tranquility from the all-season rear porch-removable panels allow you to turn room into a screened porch in minutes. Many recent updates include freshly

    Casey Skelton Pearson Realty Inc.

    376 Tecumseh Rd, Monticello, FL 32344
  • /40

    $565,000

    • 3 Beds
    • 3 Baths
    • 2,661 Sq Ft

    141 Shumard Ct, Monticello, FL 32344

    This stunning 3-bedroom, 3-bath home is perfectly situated on a quiet cul-de-sac, offering the ideal blend of modern comfort and thoughtful upgrades, all on a fully fenced 0.90-acre lot. The spacious open floor plan is designed for both entertaining and everyday living, complemented by a gourmet kitchen with stainless steel appliances. The garage includes an added sink for extra convenience, and

    Kara Richetti Real Broker LLC

    141 Shumard Ct, Monticello, FL 32344
  • /27

    $439,000

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

    339 Silver Lake Rd, Monticello, FL 32344

    Beautiful private country setting with large oaks and open pasture! Extra roomy home with open concept kitchen/dining/living and wood burning fireplace. Bring the kids and the horses and chickens. Silver Lake Road is a dead end road which makes this property extra quiet and private. Lots of room to build a barn and/or workshop.

    Pam Kelly Kelly & Kelly Properties, Inc

    339 Silver Lake Rd, Monticello, FL 32344
  • /3

    $469,995 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,940 Sq Ft

    52 Mire Ct, Monticello, FL 32344

    Amazing new construction 3 bedroom 3 bathroom by Nailed It Tallahassee LLC Come pick out all your finishes, home scheduled for completion August 2025. Luxurious master suite, Kitchen made of dreams, this is a must see! Preferred Lender offering 1% in closing costs! Photos of previous home come make this one your own!

    Amber McKinney Hamilton Realty Advisors LLC

    52 Mire Ct, Monticello, FL 32344
  • /41

    $460,995 New Construction

    • 3 Beds
    • 2 Baths
    • 1,806 Sq Ft

    47 Mire Ct, Monticello, FL 32344

    Amazing new construction 3 bedroom 2 bathroom by Nailed It Tallahassee LLC Come pick out all your finishes, home scheduled for completion August 2025. Luxurious master suite, Kitchen made of dreams, this is a must see! Preferred Lender offering 1% in closing costs! Photos of previous home come make this one your own!

    Amber McKinney Hamilton Realty Advisors LLC

    47 Mire Ct, Monticello, FL 32344
  • /19

    $305,000

    • 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 Waypoint Properties East

    575 E Palmer Mill Rd, 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
  • /37

    $419,900

    • 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
  • /41

    $399,000

    • 4 Beds
    • 2 Baths
    • 2,162 Sq Ft

    4081 Gamble Rd, Monticello, FL 32344

    Nestled on a serene 5-acre retreat, this charming storybook cottage feels like a hidden gem, yet it’s just 15 minutes from downtown Monticello’s quaint shops and restaurants. Tucked back from the road for ultimate privacy, this well-maintained home is surrounded by natural beauty, including native plants, wild azaleas, and lush greenery. Step onto the inviting front porch and into a warm,

    Malissa Henning EXP Realty, LLC

    4081 Gamble Rd, Monticello, FL 32344
  • /40

    $1,390,000

    • 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 meticulouslyrenovated 9,848 square foot architectural marvel boasts a captivating design, featuring uniquely sized windows and curving wallsthat exude artistic allure at every turn. Step inside and experience the epitome of luxury living. The main building offers a seamlessblend of

    Ondrea Maldonado Hamilton Realty Advisors LLC

    193 Nautilus Dr, Monticello, FL 32344
  • /40

    $419,000

    • 3 Beds
    • 2 Baths
    • 1,985 Sq Ft

    480 W Washington St, Monticello, FL 32344

    Step Back In Time! Rare chance to own your own piece of"Old Florida". Craftsman Style beauty with soaring 10 ' beadboard ceilings and 10 " baseboards, original pine floors and 4 gas fireplaces. Perfect blend of old Florida charm and modern conveniences. Statuary Marble countertops and copper sink in kitchen, extra large dining room for family gatherings and entertaining. Covered front porch( 40

    Pam Kelly Kelly & Kelly Properties, Inc

    480 W Washington St, Monticello, FL 32344
  • /42

    $2,499,000

    • 6 Beds
    • 7 Baths
    • 6,350 Sq Ft

    305 Old Lloyd Rd, Monticello, FL 32344

    Private Estate on Nearly 30 Acres in Beautiful Monticello. Welcome to your own private retreat! This custom-built estate sits on 29.93 serene acres and offers the perfect blend of luxury, comfort, and room to roam. The main home features 5 spacious bedrooms, 4.5 baths, plus an office/family room, separate dining room, living room, playroom, and a dedicated laundry room—ideal for both everyday

    Callie Rhoads The Naumann Group Real Estate

    305 Old Lloyd Rd, Monticello, FL 32344
  • /41

    $425,000

    • 5 Beds
    • 4 Baths
    • 3,330 Sq Ft

    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
  • /41

    $336,900

    • 3 Beds
    • 2 Baths
    • 1,555 Sq Ft

    1600 Sweetbay Ct, Monticello, FL 32344

    Beautiful craftsman 2021 built 3/2 home on spacious lot overlooking a wooded green space on a quiet cul-de-sac. Two car garage, granite counters, stainless appliances, laminate wood floors, covered/screened back porch, and fresh landscaping. Washer and dryer included!

    Amber Renaud The Nova Group Realty

    1600 Sweetbay Ct, Monticello, FL 32344
  • /40

    $289,900 Open Sun 1PM - 3PM

    • 3 Beds
    • 2 Baths
    • 2,206 Sq Ft

    185 Main St, Monticello, FL 32344

    Nestled in the heart of historic Lloyd, this beautiful 1914 Charmer boasts the craftsmanship of an older home with the luxuries of brand new finishes! This Beautiful 3 Bedroom, 2 Bath home has been tastefully remodeled, ready for it's new family. It property possesses 4 new electric fireplaces with brand new tiling throughout. Any couple will enjoy the huge double-head shower with a matching

    Lee Hall Capital City Real Estate Group

    185 Main St, Monticello, FL 32344
  • /41

    $349,900

    • 3 Beds
    • 2.5 Baths
    • 3,348 Sq Ft

    665 W Washington St, Monticello, FL 32344

    A brand new roof is being installed this week, adding immediate value and peace of mind, while maintaining the integrity and character of this historic home! Step back in time in the T.T. Turnbull House designed by Neel Reid. This stunning 1915 home is a true architectural treasure in the heart of downtown Monticello, FL. Sitting on .68 acres, this historic gem is filled with timeless details

    Catherine Hope All Realty Services

    665 W Washington St, Monticello, FL 32344
  • /42

    $369,000

    • 4 Beds
    • 2 Baths
    • 1,551 Sq Ft

    580 Holly Rd, Monticello, FL 32344

    Discover the perfect blend of comfort and character in this delightful 4-bedroom, 2-bathroom home, built in 2012. Spanning 1,551 square feet, this inviting residence is nestled in Monticello, FL, just a short hop to downtown. The outdoor space is a true highlight, featuring a classic white picket fence enclosing the backyard for privacy and charm. Two beautiful gazebos—one in the front yard and

    Catherine Hope All Realty Services

    580 Holly Rd, Monticello, FL 32344
  • /42

    $1,200,000

    • 4 Beds
    • 4.5 Baths
    • 3,696 Sq Ft

    825 Rainey Run, Monticello, FL 32344

    Stunning estate on 10 acres in private gated community, situated just outside of Tallahassee and Monticello, Florida. This all-brick home boasts 3,696 square feet of indoor living space which includes a primary suite downstairs with 2 large closets, soaking tub and a walk in shower. The chef’s kitchen is fully equipped for hosting with touches like a GE Monogram stove and additional built-in

    Catherine Hope All Realty Services

    825 Rainey Run, Monticello, FL 32344
  • /20

    $285,000

    • 3 Beds
    • 2 Baths
    • 1,640 Sq Ft

    170 W Cherokee Ave, Monticello, FL 32344

    We have owned this home for 15 years. It was fully remodeled one year ago. It has a new roof, insulation, HVAC including ductwork, new drywall, new ceilings, light fixtures, plumbing, electrical. New kitchen and baths. Large corner lot. Walk to the grocery store. This is a new home with older home charm. Original oak floors in most of the house, fireplace. Home is rented till then end of May. A

    Ken Foster FosterGrant Real Estate, LLC

    170 W Cherokee Ave, Monticello, FL 32344
  • /42

    $425,000

    • 3 Beds
    • 2 Baths
    • 1,917 Sq Ft

    1288 Indian Hills Rd, Monticello, FL 32344

    Please show and bring back up offers. Peace is what you will find when you visit this lovely home on 5.66 acres. Mostly wooded with a flowing creek. Brick home has a brand new roof 2025. One owner home that has been meticulously taken care of. Open kitchen /living room with vaulted ceilings and a wood burning stove for cozy evenings. Family room has an office nook an a wall of windows for great

    Pam Kelly Kelly & Kelly Properties, Inc

    1288 Indian Hills Rd, Monticello, FL 32344
  • /32

    $295,000

    • 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
  • /18

    $249,900

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

    34 W Hummingbird Ln, Monticello, FL 32344

    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 room with laundry is in the middle of the home. Each side has an enclosed porch too! So much space and an

    Susan Gillespie Lord & Stanley Realty, Inc.

    34 W Hummingbird Ln, Monticello, FL 32344
  • /2

    $589,000

    • 3 Beds
    • 2.5 Baths
    • 1,924 Sq Ft

    XXX Taylor Rd, Monticello, FL 32344

    Proposed Construction on 5.2 acres Taylor Rd. Wonderful Jefferson County location. Minutes from I-10/ Gamble Rd. + downtown Monticello. New 5 lot mini subdivision paved frontage, minimal restrictions to protect values. Underground County water available.

    Kevin Davis The Naumann Group Real Estate

    XXX Taylor Rd, Monticello, FL 32344
  • /32

    $595,000

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

    3827 N Jefferson St, Monticello, FL 32344

    Stylish Brick Home on 5 acres with pond. Extra roomy with 3000 + sf of living area. Home has formal living and dining along with a lovey family room with fireplace off of kitchen. Additionally, there is an office and large sun-porch. Master Bedroom is extra large with oversized master bath. Easy commute to Thomasville, Georgia.

    Pam Kelly Kelly & Kelly Properties, Inc

    3827 N Jefferson St, Monticello, FL 32344
  • /5

    $250,000

    • 3 Beds
    • 2 Baths
    • 1,210 Sq Ft

    1490 Hampton Place, Monticello, FL 32344

    Great single family home situated on large lot in desirable Coopers Pond Community near I-10 East. Own this 3 bedrooms 2 bathrooms home as a first time home buyer or retirement home. It is currently occupied with a tenant and can be purchased with an opportunity of immediate income. New roof 2024, ceramic tile floors throughout, partially fenced back yard, large patio with one car garage. A

    Jackie Austin Shamrock Professionals Realty

    1490 Hampton Place, Monticello, FL 32344
  • /31

    $699,000

    • 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

    $650,000 Open Sun 2PM - 4PM

    • 5 Beds
    • 5 Baths
    • 3,770 Sq Ft

    974 Hiawatha Farms Rd, Monticello, FL 32344

    Open House Sunday-2pm-4pm. Perfect blend of comfort and flexibility on this beautiful, horse-friendly property spanning over 6 acres. The main home offers 3 bedrooms and 3 full bathrooms, featuring a spacious layout designed for everyday living and effortless entertaining. Just steps away, a detached 2-bedroom, 2-bath in-law suite provides the ideal setup for multi-generational living, guests,

    Kayana Gaines Hill Spooner & Elliott Inc

    974 Hiawatha Farms Rd, Monticello, FL 32344
  • /27

    $349,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,601 Sq Ft

    149 Coopers Pond Rd, Monticello, FL 32344

    New build, under construction on 1.05 acres, close to downtown Monticello and no HOA!! Five mins to I-10 and four mins to US90. Completion date set for April 2025 - - > see similar new build, under construction @ 81 Coopers Pond on 2.62 acres @ $399,900. Highlights of builder specs are as followed: - 1601sqft - 3 bedrooms - 2 full baths - 10' tray ceiling in living room - LVP throughout -

    Tiffany Kasdorf The Nova Group Realty

    149 Coopers Pond Rd, Monticello, FL 32344
How to Buy a Home How to Finance a Home How to Sell a Home