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Jefferson County FL Homes for Sale with Fireplace

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  • /42

    $469,000

    • 5 Beds
    • 2 Baths
    • 2,184 Sq Ft

    10283 Ashville Hwy, Greenville, FL 32331

    Amazing opportunity to own this private solar-powered farm with a large house! Beautiful and serene 16 acres with fruit trees, fields, lots of horse potential and 40 solar panels less than 5 years old. Nearly free electric! 5 Bedroom, 2 Bath with Large Eat-in Kitchen, Stainless Steel Appliances, Huge Great Room, Beautiful Hardwood Floors throughout main floor of the house, TWO Large Screened-in

    Lee Hall Capital City Real Estate Group

    10283 Ashville Hwy, Greenville, FL 32331
  • /16

    $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. More pictures coming next week.

    Steve Walker Steve C. Walker Realty, LLC

    339 Silver Lake Rd, Monticello, FL 32344
  • /16

    $609,878

    • Land
    • 122 Acres
    • $4,999 per Acre

    0 James Noble Rd, Greenville, FL 32331

    Millwood Timberland East is a balanced property located in a great recreational market. The Ashville area is home to numerous trophy grade recreational properties and is known for exceptional whitetail, turkey and waterfowl hunting. This property features an efficient footprint with good access and internal road infrastructure. The uplands are planted with slash pine that are approximately 8

    Bryant Peace Saunders Real Estate

    0 James Noble Rd, Greenville, FL 32331
  • /18

    $1,300,000

    • Land
    • 200 Acres
    • $6,500 per Acre

    0 Gum Swamp, Greenville, FL 32331

    Millwood Timberland West is a balanced recreational asset located in the Ashville, FL region. The internal road system meanders through the ecologically diverse landscape of pine plantations, live oaks and forested wetlands. The uplands are planted in slash pine that are approximately 15 years old and ready to be thinned. The next owner will be able to thin the pines to their specification in

    Bryant Peace Saunders Real Estate

    0 Gum Swamp, Greenville, FL 32331
  • /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
  • /39

    $539,000

    • 3 Beds
    • 2.5 Baths
    • 2,792 Sq Ft

    160 Lineage Ct, Monticello, FL 32344

    Beautiful 3-bedroom, 2.5-bath farmhouse offers privacy, charm, and modern conveniences. Built in 2016 and tucked away at the end of a cul-de-sac on 2.78 acres in desirable Heritage Hills. Home features an iron gate and long driveway—plenty of extra room for your boat or RV—along with a metal roof, a classic rocking chair front porch, large covered patio for entertaining and a 2-car garage.

    Leanne Groom The Naumann Group Real Estate

    160 Lineage Ct, Monticello, FL 32344
  • /28

    $749,000

    • 3 Beds
    • 2 Baths
    • 2,083 Sq Ft

    5301 Gentle Breeze Dr, Tallahassee, FL 32309

    RARE OPPORTUNITY to own lakefront property on the picturesque Lake Miccosukee! Charming cabin is discreetly nestled by the water’s edge, embracing a naturally beautiful 10-acre estate. Property features an inviting home with an expansive family room, complete with a stunning window wall, providing breathtaking views surrounded by nature with abundant local wildlife for hunting or watching. For

    Nancy Treadway Treadway Appraisal & Realty

    5301 Gentle Breeze Dr, Tallahassee, FL 32309
  • /48

    $525,000

    • 5 Beds
    • 3.5 Baths
    • 4,600 Sq Ft

    885 S Waukeenah St, Monticello, FL 32344

    Tucked into the charming heart of Monticello, yet only a short scenic drive to Tallahassee, this estate bridges the gap between past and present, country and capital, southern soul and worldly sophistication. Step beyond through the historic front door into a moment suspended in time where Southern grandeur, storied legacy, and modern luxury converge in a peaceful retreat just 30 minutes from the

    Jason Boone Keller Williams Town & Country

    885 S Waukeenah St, Monticello, FL 32344
  • /43

    $539,000

    • 3 Beds
    • 2.5 Baths
    • 3,054 Sq Ft

    79 Lakeside Rd, Monticello, FL 32344

    Welcome to your country escape — a timeless farmhouse nestled on 3+ scenic acres, offering the perfect blend of space, charm, and opportunity. This classic home features soaring high ceilings, oversized rooms, and a sprawling, screened- in wraparound porch of over 1,000 square feet that invites you to sit back and soak in the peaceful surroundings. Inside, you’ll find large, light-filled living

    Michael Schilling Hill Spooner & Elliott Inc

    79 Lakeside Rd, Monticello, FL 32344
  • /47

    $449,000

    • 3 Beds
    • 2 Baths
    • 2,334 Sq Ft

    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
  • /42

    $614,900

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

    181 Heritage Blvd, Monticello, FL 32344

    Craftsman style house in Heritage Hills subdivision~ Seller contemplating backup contracts~ 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

    Mariela Bartens Coldwell Banker Hartung

    181 Heritage Blvd, Monticello, FL 32344
  • /37

    $465,000

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

    376 Tecumseh Rd, Monticello, FL 32344

    BRAND NEW ROOF!! 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

    Casey Skelton Pearson Realty Inc.

    376 Tecumseh Rd, Monticello, FL 32344
  • /40

    $414,900

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

    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
  • /24

    $430,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,865 Sq Ft

    173 Deerfield Ln, Monticello, FL 32344

    Welcome to this beautifully maintained 3-bedroom, 2-bath home offering the perfect blend of peaceful country living and modern upgrades. Nestled on a full acre of land, this charming property is a rare gem with no HOA restrictions—giving you the freedom to truly make it your own. Step inside and be captivated by the open and inviting floor plan, featuring both a formal living room and a cozy

    Pamela Jordan-williams Superior Realty Group LLC

    173 Deerfield Ln, 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
  • /43

    $295,000

    • 3 Beds
    • 2 Baths
    • 2,044 Sq Ft

    300 Cedar St, Monticello, FL 32344

    Welcome to 300 Cedar Street ~ Located a stone's throw from Monticello's charming downtown, yet quiet & private ~ Relax in a rocking chair & enjoy sitting on your HUGE 64x8 screened in porch that runs the entire length of the back of the home & overlooks the serene 1.5 acre lot ~ Built in 1958, this single story home is a sturdy brick ranch style with 3 Bedrooms, 2 Baths, extra large attached 2

    Jonathan Rigsby Spotlight Real Estate

    300 Cedar St, Monticello, FL 32344
  • /38

    $799,000

    • 5,139 Sq Ft

    625 E Washington St, Monticello, FL 32344

    Amazing Investment Opportunity! 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 as a rooming house with tenants. New roof 2024, new HVAC 2022 and mini splits, New kitchen and bathrooms 2022, Tankless Hot water

    Lee Hall Capital City Real Estate Group

    625 E Washington St, Monticello, FL 32344
  • /39

    $380,000

    • 3 Beds
    • 3 Baths
    • 2,063 Sq Ft

    4715 N Jefferson St, Monticello, FL 32344

    This Monticello gem truly has it all! Situated on 1.8 beautifully maintained acres, this 3-bedroom, 3-bath home offers a rare blend of indoor comfort and outdoor living. Enjoy the peaceful KOI pond, relax under the powered gazebo, or take a dip in the above-ground pool—complete with a poolside bathroom and shower. Need space for hobbies or projects? You’ll love the 11x40 double-sided shop with

    Allison Smith OaksFeather Realty

    4715 N Jefferson St, Monticello, FL 32344
  • /33

    $220,000

    • 2 Beds
    • 2 Baths
    • 1,356 Sq Ft

    1065 S Mulberry St, Monticello, FL 32344

    This cozy home located in the heart of Monticello is the perfect 2/2 for a starter family looking to settle down or someone looking for a small, southern home in a quiet town! There is so much potential with good bones from the old hardwood floors to the floor-to-ceiling windows. This home is in walking distance to the roundabout near restaurants and antique shops or to the grocery store. With a

    Katherine Gonzalez Pearson Realty Inc.

    1065 S Mulberry St, Monticello, FL 32344
  • /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
  • /14

    $189,000

    • 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
  • /55

    $1,100,000

    • 5 Beds
    • 5.5 Baths
    • 4,700 Sq Ft

    1165 Dills Rd, Monticello, FL 32344

    Nature Lover’s Dream — a rare opportunity to own a stunning custom estate offering peace, privacy, and over 21 acres of unspoiled natural beauty. Thoughtfully designed for both comfort and function, this spacious home boasts more than 4,500 square feet of living space. Inside, enjoy a gourmet kitchen with gas range and butler’s pantry, formal and casual living areas, a cozy library, and a

    Callie Rhoads The Naumann Group Real Estate

    1165 Dills Rd, Monticello, FL 32344
  • /20

    $100,000

    • 3 Beds
    • 2 Baths
    • 1,836 Sq Ft

    195 E Meadow Rd, Monticello, FL 32344

    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 $54/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 kitchen with tons

    Chelsey Hough Keller Williams Town & Country

    195 E Meadow Rd, Monticello, FL 32344
  • /42

    $375,000

    • 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. With over 2,200 square feet—including two bedrooms with en suite baths—it also features flexible zoning for residential, business, or mixed use. The layout includes a cozy living room with a fireplace and an airy sunroom, perfect for an office or casual

    Catherine Hope All Realty Services

    155 E Seminole Ave, Monticello, FL 32344
  • /36

    $151,800

    • 4 Beds
    • 2 Baths
    • 2,280 Sq Ft

    2265 Deerwood Blvd, Greenville, FL 32331

    Peace and tranquility can be yours in this great location when you bring your toolbox and give this home new life. With 4 bedrooms, a living room and family room, plus a bonus sitting room off the master, there is ample space for everyone to spread out and enjoy. The large kitchen features a center island, perfect for the family to gather. A large ensuite bath features a garden tub, a separate

    Jessica Webb A Main Street Realty Co, LLC

    2265 Deerwood Blvd, Greenville, FL 32331
  • /40

    $575,000

    • 4 Beds
    • 3.5 Baths
    • 2,771 Sq Ft

    44 S Ojibwa Rd, Monticello, FL 32344

    Back on the market due to Buyers Financing falling through... Now is your time to escape the hustle and enjoy peaceful country living with the convenience of modern amenities, including a BRAND NEW ROOF and a BRAND NEW WATER HEATER. Seller is paying all closing costs. This spacious 4 bedroom, 3.5 bathroom home offers 2,771 square feet of well-designed space sitting on 5 beautiful acres with

    Brett Miller Hollifield Real Estate Group

    44 S Ojibwa 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
  • /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

    $675,000

    • 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

    $269,000

    • 3 Beds
    • 3 Baths
    • 2,280 Sq Ft

    2422 N Jefferson St, Monticello, FL 32344

    This beautiful double-wide 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 roof was also replaced in (2014). 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

    Brenna Kelly-Ward Kelly & Kelly Properties, Inc

    2422 N Jefferson St, Monticello, FL 32344
  • /37

    $379,000

    • 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
  • /40

    $389,000

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

    480 W Washington St, Monticello, FL 32344

    OWNERS MOTIVATED-ALL REASONABLE OFFERS WILL BE CONSIDERED.Step Back In Time! Rare chance to own your own piece of "Old Florida". Craftsman Style beauty with soaring 10 ' bead-board 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

    Pam Kelly Kelly & Kelly Properties, Inc

    480 W Washington St, Monticello, 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
  • /17

    $57,056

    • Land
    • 6 Acres
    • $8,957 per Acre

    005 S Salt, Lamont, FL 32336

    Perfect size for your perfect country home! If you've been dreaming of that beautiful green space to build your farmhouse, raise some chickens, plant a big garden, harvest wild game, and have some freedom from the hustle and bustle, this is your land! Loaded with big timber, paved road frontage, power, and a spot already cleared - all that's missing is your home! This land is located a short

    Gary Silvernell

    005 S Salt, Lamont, FL 32336
  • /18

    $239,900

    • 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!! 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

    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
  • /39

    $165,000

    • 3 Beds
    • 2 Baths
    • 2,050 Sq Ft

    534 N Barber Hill, Lamont, FL 32336

    This all brick three bedroom two bath home on an acre of land features high ceilings, luxury vinyl plank, carpet and tile, nice sized kitchen, den with fireplace, and additional living space that could be used as an office with its own side entrance. Plenty of storage at this home with and carport space. Make this your home today with some TLC.

    Othell Broger Broger Real Estate Services

    534 N Barber Hill, Lamont, FL 32336
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