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Jefferson County FL Homes for Sale

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  • /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

    Agent Photo

    Pam Kelly

    Kelly & Kelly Properties, Inc

    (448) 236-0470

    205 N Rhodes St, Monticello, FL 32344
  • /4

    $130,000

    • Land
    • 9.96 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

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    Brenna Kelly-Ward

    Kelly & Kelly Properties, Inc

    (850) 779-9827

    00 Mallard Blue Jay Ln Unit 2/3, Monticello, FL 32344
  • /8

    $199,000

    • Land
    • 5.12 Acres
    • $38,867 per Acre

    3621 E Capps Hwy, Monticello, FL 32336

    Vacant land with highway frontage on US-27 S., in Lamont, FL, just 4 miles east of the US-19 S/US-27 intersection in Capps. Zoned AG-5 (1 home/5 acres) - various commercial uses are allowed within AG-5 zoning. Refer to the county's Comprehensive Plan for specifics. The Northeast portion of the property is in wetlands, and majority of the parcel is located in Flood Zone A, except for small portion

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    Brenna Kelly-Ward

    Kelly & Kelly Properties, Inc

    (850) 779-4681

    3621 E Capps Hwy, Monticello, FL 32336
  • /32

    $525,000

    • 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

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    Pam Kelly

    Kelly & Kelly Properties, Inc

    (850) 367-9518

    3827 N Jefferson St, Monticello, FL 32344
  • /8

    $69,000

    • Land
    • 10.2 Acres
    • $6,765 per Acre

    tbd E 2nd Way, Greenville, FL 32331

    10.2 acre wooded wonderland, corner acreage fronting on 3 roads. Will sell as 2 - 5 acre parcels for $39,500 for each parcel.

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    Pam Kelly

    Kelly & Kelly Properties, Inc

    (448) 217-3223

    tbd E 2nd Way, Greenville, FL 32331
  • /2

    $75,000

    • Land
    • 1.7 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. .

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    Barry Kelly

    Kelly & Kelly Properties, Inc

    (850) 662-6482

    TBD Scott Dr, Monticello, FL 32344
  • /28

    $120,000

    • 2 Beds
    • 1 Bath
    • 600 Sq Ft

    159 W Notre Dame St, Monticello, FL 32344

    A perfect redevelopment opportunity or your next home or investment property awaits! Enjoy peaceful country living just minutes from I-10 with this well-maintained 2-bedroom, 1-bath mobile home on a full acre in beautiful Lloyd, Florida. The home features about 600 square feet of cozy, efficient living space that’s been lovingly cared for and is move-in ready. The spacious backyard offers plenty

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    Raymond Seaman

    Dalton Wade, Inc

    (448) 200-2241

    159 W Notre Dame St, Monticello, FL 32344
  • /49

    $385,000

    • 3 Beds
    • 2 Baths
    • 2,268 Sq Ft

    84 Lakeside Rd, Monticello, FL 32344

    This beautifully maintained modular home sits on 2.77 acres, offering peaceful waterfront living and modern updates throughout. Built in 2005 and thoughtfully upgraded, this 3-bedroom, 2-bathroom home combines comfort, style, and space for an idyllic Jefferson County setting. The expansive open-concept-style main living/dining area is perfect for entertaining or relaxing with family. An adjoining

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    Brenna Kelly-Ward

    Kelly & Kelly Properties, Inc

    (448) 230-5161

    84 Lakeside Rd, Monticello, FL 32344
  • /37

    $319,000

    • 3 Beds
    • 1.5 Baths
    • 1,855 Sq Ft

    950 E Pearl St, Monticello, FL 32344

    Charming 1955 Cottage in the Heart of Monticello,Fl. Welcome home to this cozy yet surprisingly spacious 3-bedroom 1.5 -bath cottage on beautiful Oak Lined Pearl Street. Just a short walk or golf cart ride to historic downtown Monticello. Features include original hardwood floors, new windows, updated electrical and a sunroom with brick paver flooring- perfect for relaxing with morning coffee.

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    Pam Kelly

    Kelly & Kelly Properties, Inc

    (448) 333-2115

    950 E Pearl St, Monticello, FL 32344
  • /59

    $585,000

    • 3 Beds
    • 3 Baths
    • 2,187 Sq Ft

    515 E Palmer Mill Rd, Monticello, FL 32344

    Remarkable, peaceful in-town oasis on 3.54 acres! An incredible find in the heart of downtown Monticello, FL. Not only is this home located on a private 3.54 acre spread, surrounded by a perimeter of natural foliage, but the home itself has been beautifully updated, blending the charm of old and the convenience of new. The 3 bedroom/3 bathroom, 2,000+ sq ft home has a kitchen flooded with natural

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    Brenna Kelly-Ward

    Kelly & Kelly Properties, Inc

    (448) 334-5445

    515 E Palmer Mill Rd, Monticello, FL 32344
  • /30

    $335,000

    • 3 Beds
    • 2 Baths
    • 1,604 Sq Ft

    354 Pine Cone Dr, Monticello, FL 32344

    2024 construction, shows like brand new home on large .68 acre lot, wooded buffer adds privacy. Open floor plan, kitchen with granite tops, counter seating and dining overlooks living room. Split bedroom plan , large master suite, walk in shower. 2 car garage, back screen porch overlooking privacy fenced backyard.

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    Pam Kelly

    Kelly & Kelly Properties, Inc

    (448) 334-5234

    354 Pine Cone Dr, Monticello, FL 32344
  • /28

    $57,056

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

    TBD S Salt Rd, Monticello, FL 32344

    You can't hear your neighbors here - unless you count the hoot owls hooting! Extraordinary 6.37 acre homesite or recreational tract. This newly surveyed property offers the perfect blend of privacy, natural beauty and convenience. Featuring a mature forest of hardwoods and tall "long leaf" pines in a picturesque triangle shaped layout. The longest side (1070 ft) fronts S. Salt Road, giving over a

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    Lynette Sirmon

    All Realty Services

    (448) 334-2517

    TBD S Salt Rd, Monticello, FL 32344
  • /4

    $60,000

    • Land
    • 0.43 Acre
    • $139,535 per Acre

    tbd Jackson St, Monticello, FL 32344

    2 building lots in the heart of Monticello, quiet side street. Each lot is 50 ft wide by approx. 190 deep. The lots back up to Waukeenah Street.

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    Pam Kelly

    Kelly & Kelly Properties, Inc

    (448) 334-6781

    tbd Jackson St, Monticello, FL 32344
  • /17

    $265,000

    • 3 Beds
    • 1 Bath
    • 1,334 Sq Ft

    1160 E Washington St, Monticello, FL 32344

    Remodeled brick home, 3 br 1 bath, open kitchen living room with fireplace. Large utility room with bonus room. Convenient Monticello location. Carport and privacy fenced back yard.

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    Barry Kelly

    Kelly & Kelly Properties, Inc

    (448) 231-4719

    1160 E Washington St, Monticello, FL 32344
  • /22

    $99,000

    • Land
    • 2 Acres
    • $49,500 per Acre

    3108 Boston Hwy, Monticello, FL 32344

    GREEN ACRES MINI-FARM HOMESITE - Welcome to a rural 2 acre Homesite located in Jefferson County’s beautiful farm and ranch community. This green rolling haven is situated ideally North of Monticello in the Country off a paved road yet only minutes from dining and commerce along US 19 and in downtown Monticello. || IMPROVEMENTS - This homesite comes equipped with multiple improvements to

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    Dennis St Pierre-Charles

    Coldwell Banker Hartung

    (448) 217-2542

    3108 Boston Hwy, Monticello, FL 32344
  • /43

    $315,000

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

    425 N Mulberry St, Monticello, FL 32344

    Charming 1920's Two-Story Home in the Heart of Downtown Monticello, Fl. Step back in time with this beautiful home nestled on a spacious 1/2 acre lot in the heart of Monticello. Bursting with character and potential, this property is perfect for those looking to restore a classic Southern gem. Inside, you will find original, wood ceiling, floors , and walls that are just waiting to be brought

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    Pam Kelly

    Kelly & Kelly Properties, Inc

    (448) 222-3718

    425 N Mulberry St, Monticello, FL 32344
  • /25

    $198,000

    • Land
    • 14.9 Acres
    • $13,289 per Acre

    Lot 8 Sneads Dr, Greenville, FL 32331

    Discover 14.9 acres of pristine residential/recreational land along the Upper Aucilla River, near Sneads Lake in Jefferson County, Florida. This unique property offers a rare combination of upland and waterfront ownership with a portion of the property submerged by the flowing river. "Own out into & beyond the river channel (all the way to other bank) on the "Aucilla River". Outdoor enthusiasts

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    Lynette Sirmon

    All Realty Services

    (448) 231-6582

    Lot 8 Sneads Dr, Greenville, FL 32331
  • /42

    $449,000

    • 3 Beds
    • 2 Baths
    • 1,921 Sq Ft

    2497 Boston Hwy, Monticello, FL 32344

    Charming Hillside Country Retreat with Barn and Acreage. Welcome to your dream countryside escape! This beautifully maintained brick home sits peacefully on a hillside, surrounded by sprawling fields dotted with mature pecan trees. Inside, the home features a spacious open floor plan, perfect for entertaining or relaxing with family. The large kitchen offers ample workspace and storage, while the

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    Pam Kelly

    Kelly & Kelly Properties, Inc

    (448) 334-5566

    2497 Boston Hwy, Monticello, FL 32344
  • /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

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    Jaquelynn Harrison-Cofty

    Property Finders Nguyen Realty

    (448) 334-6928

    5936 Vista Rd, Monticello, FL 32344
  • /28

    $239,000

    • 3 Beds
    • 2 Baths
    • 1,234 Sq Ft

    44 Pine Needle Trace, Monticello, FL 32344

    Charming Home with Open Floor Plan in Beautiful Monticello, FL! Welcome to this cozy well maintained home featuring an inviting open floor plan, warm wood-burning fireplace and vaulted ceilings that add space and character. French doors off the main living area open to a spacious deck overlooking the backyard. Freshly pained throughout the interior. Seller offering a flooring allowance with

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    Pam Kelly

    Kelly & Kelly Properties, Inc

    (448) 233-4323

    44 Pine Needle Trace, Monticello, FL 32344
  • /45

    $609,000

    • 3 Beds
    • 2.5 Baths
    • 2,546 Sq Ft

    181 Heritage Blvd, Monticello, FL 32344

    Certified Florida Green Home on 3 acres in the highly sough after Heritage Hills s/d. Enjoy the perfect blend of privacy and convenience with this Craftsman-style home, offering an easy commute to both Tallahassee and Monticello. The like-new residence boasts high-end finishes throughout, including crown molding, coffered ceilings, wainscoting, and a cozy gas fireplace. Relax or entertain

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    Pam Kelly

    Kelly & Kelly Properties, Inc

    (448) 678-3070

    181 Heritage Blvd, Monticello, FL 32344
  • /12

    $99,500

    • Land
    • 5 Acres
    • $19,900 per Acre

    489 Ashville Highlands Dr, Greenville, FL 32331

    Come and camp while you are waiting to build. Many improvements on this 5 acre parcel. Partly cleared (approx 2.5 ac), large septic with comnection for RV with macerator pump, 200 amp power service with meter and pole and 30 amp RV connection. High speed internet running through the property. No HOA, freedom to build what you want. Enjoy an abundance of wildlife. Some area is in flood zone see

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    Barry Kelly

    Kelly & Kelly Properties, Inc

    (448) 678-3158

    489 Ashville Highlands Dr, Greenville, FL 32331
  • /42

    $198,000

    • 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

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    Pam Kelly

    Kelly & Kelly Properties, Inc

    (850) 604-1107

    2436 N Jefferson Hwy, Monticello, FL 32344
  • /2

    $725,000 New Construction

    • 3 Beds
    • 3.5 Baths
    • 2,365 Sq Ft

    81 Old Tung Grove Rd, Monticello, FL 32344

    New Construction, to be completed in a few weeks. Sacious over 2300 sq fr. with upstairs bonus room with bath and closet, could be 4th bedroom. 5.38 acre lot. Convenient to Tallahassee 15 minute drive.

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    Barry Kelly

    Kelly & Kelly Properties, Inc

    (448) 334-6582

    81 Old Tung Grove Rd, Monticello, FL 32344
  • /50

    $459,000 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

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    Brenna Kelly-Ward

    Kelly & Kelly Properties, Inc

    (448) 428-7831

    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,

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    Chance Shutes

    Keller Williams Town & Country

    (448) 305-5882

    64 Sanctuary Dr, Monticello, FL 32344
  • /56

    $275,000

    • 2 Beds
    • 2 Baths
    • 1,672 Sq Ft

    660 N Jefferson St, Monticello, FL 32344

    This updated craftsman bungalow sits just minutes from historic downtown Monticello and all its shops, restaurants and small-town living activities. The big welcoming front porch maintains a great view of Jefferson street and opens inside to a light-filled living space – great for entertaining, with an easy flow to a fenced lawn perfect for pets and weekend gatherings. The split-bedroom plan

    David Wesolowski American Real Estate Agency, I

    660 N Jefferson St, Monticello, FL 32344
  • /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
  • /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 Southern Forestry Realty

    265 Neely Rd, Monticello, FL 32344
  • /16

    $487,878

    • Land
    • 122 Acres
    • $3,999 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

    $1,100,000

    • Land
    • 200 Acres
    • $5,500 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 with pockets of oak hammock and natural ponds. The ecosystem provides exceptional habitat for

    Bryant Peace Saunders Real Estate

    0 Gum Swamp, Greenville, FL 32331
  • /66

    $1,125,000

    • 3 Beds
    • 1 Bath
    • 1,146 Sq Ft

    740 Kinsey Rd, Monticello, FL 32344

    155 Acres in Jefferson County, Florida – Rolling Pastures & Country Charm Discover the perfect blend of natural beauty and peaceful living on this 155-acre property in scenic Jefferson County, Florida. Just 10 miles from downtown Monticello and 5 miles from I-10, this property offers both convenience and tranquility. Home- Built in 1941, featuring 1,146 square feet Thoughtfully updated while

    Ben Jones Southern Land & Homes

    740 Kinsey Rd, Monticello, FL 32344
  • /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
  • /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
  • /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
  • /70

    $750,000

    • 3 Beds
    • 2 Baths
    • 2,400 Sq Ft

    1627 Lloyd Creek Rd, Monticello, FL 32344

    Enjoy the gorgeous water views from the porch of this like-new, 2022 built home! A gated driveway leads to your 5 acre parcel on a beautiful 10 acre spring-fed lake. 6 ft windows and 8x8 sliding doors allow the open living, dining, and kitchen areas to view the sunny outdoors. Kitchen features a large island with seating area, stainless appliances, gas stove, and fridge with dual ice maker.

    Nan Greynolds The Naumann Group Real Estate

    1627 Lloyd Creek Rd, Monticello, FL 32344
  • /59

    $537,000

    • 4 Beds
    • 3 Baths
    • 2,371 Sq Ft

    1923 Whitehouse Rd, Monticello, FL 32344

    Convenient Country Living With Room (6 acres) to Roam and a Fabulous Home! Welcome to this light, bright, and well-maintained 4BR/3BA 2008 custom-built home (metal stud construction and extra insulation make this home extremely energy efficient) just minutes from I-10 near the edge of Eastern Leon County. The inviting home features an open floorplan and a large kitchen with an sizeable island

    Bonnie Fowler Armor Realty, Inc

    1923 Whitehouse Rd, Monticello, FL 32344
  • /70

    $505,500

    • 3 Beds
    • 2.5 Baths
    • 3,126 Sq Ft

    1628 N Jefferson St, Monticello, FL 32344

    Charming Traditional Brick Home with Spectacular Sunset Views on 1.5 Acres Experience classic Florida living with this charming, traditional 3,126-square-foot brick home, perfectly nestled on one of the highest elevations in Jefferson County. Enjoy a blend of vintage character and modern functionality in this beautifully detailed residence, offering an ideal setting for relaxation and

    Jennifer Ward Century 21 First Story

    1628 N Jefferson St, Monticello, FL 32344
  • /52

    $449,000

    • 4 Beds
    • 3 Baths
    • 3,188 Sq Ft

    930 E Pearl St, Monticello, FL 32344

    Built between 1890-1910, this Classic Revival home sits on 1.77 acres along one of Monticello’s most admired streets and offers timeless architecture with room to make it your own. The two-story layout includes 4 bedrooms and 3 bathrooms, with a circular driveway framed by boxwoods leading to a wide front porch perfect for rocking chairs. Inside, two front parlors flank the entry—one used as a

    Rachel Sparling All Realty Services

    930 E Pearl St, Monticello, FL 32344
  • /61

    $589,900

    • 4 Beds
    • 3 Baths
    • 2,660 Sq Ft

    513 Creekside Ct, Monticello, FL 32344

    Custom home built by Kessler Construction on 2 full acres in desirable Crook Creek subdivision~4 bedrooms/3 full baths~gourmet kitchen~split bedroom plan~luxury master bath~incredibly high ceilings~42x14 screened porch~oversized 2-car garage~located on a cul-de-sac, this home offers peaceful privacy

    Renee Smawley Steve C. Walker Realty, LLC

    513 Creekside Ct, Monticello, FL 32344

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