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Homes for Sale near Jefferson County Schools K-12

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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

    Agent Photo

    Shanna D'Attile

    Keller Williams Town & Country

    (850) 809-9683

    0000 Waukeenah Hwy, Monticello, FL 32344
  • /42

    $489,900

    • 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
  • /3

    $471,000

    • Land
    • 58 Acres
    • $8,057 per Acre

    1310 Piney Woods Rd, Monticello, FL 32344

    This property contains three tax ID number. The other 2 numbers are: 03-1N-4E-0000-001F-0000 and 03-1N-4E-0000-001E-0000. A total of 58.46 acres; currently there is no for sale sign on the property. Very nice wooded tract with great location; easy access to Tallahassee. It has timber potential and would be a good home tract also. Community water is available for the property along with high

    Steve Walker Steve C. Walker Realty, LLC

    1310 Piney Woods Rd, 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
  • /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
  • /28

    $420,000 Open Sat 12PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 2,373 Sq Ft

    1205 E Pearl St, Monticello, FL 32344

    Seller is offering $8000 toward closing costs! Charming 1956 Mid-Century Home. Fully Renovated with Modern Touches. Welcome to this beautifully reimagined 1956 classic, where character meets contemporary luxury. Every inch of this home has been thoughtfully renovated, blending original charm with stylish, modern upgrades. Step inside to discover a bright, open-concept living space featuring new

    Brian Bachman Kelly & Kelly Properties, Inc

    1205 E Pearl 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

    $459,000

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

    1293 Vista Rd, Monticello, FL 32344

    Country living at its finest! 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
  • /38

    $575,000

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

    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
  • /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
  • /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
  • /37

    $398,000

    • 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
  • /40

    $414,900

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

    115 Crooked Creek Ln, Monticello, FL 32344

    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 appliances. LVP flooring throughout (tile in baths), fireplace, covered back patio, and pre-wired for security and

    Amber Renaud The Nova Group Realty

    115 Crooked Creek Ln, Monticello, FL 32344
  • /45

    $299,000 Open Sun 1PM - 3PM

    • 4 Beds
    • 2 Baths
    • 1,812 Sq Ft

    685 E Washington St, Monticello, FL 32344

    Perfect brick family home right downtown! Walk to the veggie stand across the street and all the Monticello shops! Totally renovated 4 bed, 2 bath home. New roof going on this week. New Custom Kitchen cabinets, granite counters and SS Appliance package perfect for all those home chefs. Open plan kitchen opens right into the dining and living room. New Flooring, Paint, Light fixtures, Custom

    Lee Hall Capital City Real Estate Group

    685 E Washington St, Monticello, FL 32344
  • /15

    $189,000

    • Land
    • 11 Acres
    • $17,797 per Acre

    720A Indian Hills Rd, Monticello, FL 32344

    Escape to the countryside and live your dream on this stunning 10.62-acre property! With three mobile homes currently on site, this property offers a unique opportunity for multi-generational living, rental income, or a sprawling family compound. While the mobile homes are not considered valuable, they provide a canvas for renovation or replacement. See potential in these structures or consider

    Alicia Radtke All Realty Services

    720A Indian Hills Rd, 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
  • /47

    $329,900

    • 3 Beds
    • 2 Baths
    • 1,370 Sq Ft

    1530 Sweetbay Ct, Monticello, FL 32344

    Beautiful 2021 built 3/2 home on quiet cul-de-sac across from a gorgeous green space with mature trees! Stunning light and bright features with an updated kitchen and baths, including laminate light oak wood flooring, granite counters, stainless appliances, covered back porch and two car garage. This home is a must-see!

    Amber Renaud The Nova Group Realty

    1530 Sweetbay Ct, Monticello, FL 32344
  • /4

    $224,900

    • 5 Beds
    • 3 Baths
    • 4,026 Sq Ft

    620 Hill St, Monticello, FL 32344

    Welcome to this charming home located at 620 Hill St in Monticello, FL. This delightful property features a spacious layout with multiple bedrooms and bathrooms, providing ample space for comfort and functionality. Enjoy the serene surroundings and beautiful exterior, complemented by a well-maintained yard. Inside, you'll find a bright and inviting living area, a modern kitchen, and elegant

    Steven Koleno Beycome of Florida LLC

    620 Hill St, Monticello, FL 32344
  • /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
  • /16

    $144,000

    • 3 Beds
    • 1 Bath
    • 1,040 Sq Ft

    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
  • /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
  • /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
  • /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
  • /13

    $584,350

    • Land
    • 31 Acres
    • $18,868 per Acre

    Vacant Attatulga Rd, Lamont, FL 32336

    Discover the perfect blend of privacy and convenience with this beautiful 30-acre wooded parcel in Jefferson County. With a mix of towering pines and hardwoods, a picturesque creek runs through the center of this property, adding to the natural beauty and charm of the land. Nestled between Attatulga Rd and WPA Rd, you are afforded dual road access from the North and South. Zoned Ag-5, there are

    Catherine Hope All Realty Services

    Vacant Attatulga Rd, Lamont, FL 32336
  • /26

    $249,000

    • 2 Beds
    • 2 Baths
    • 1,338 Sq Ft

    495 N Cherry Ct, Monticello, FL 32344

    Over 55 Townhome community of only 8 homes in downtown Monticello. Walk to restaurants and shops. Mint condition 2 bedroom 2 bath with nice screened porch and walk in tub system. This end unit is extra private. New Roof (March 2025).

    Pam Kelly Kelly & Kelly Properties, Inc

    495 N Cherry Ct, 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
  • /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
  • /5

    $275,000

    • Land
    • 12 Acres
    • $22,071 per Acre

    TBD Taylor Rd, 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

    TBD Taylor Rd, Monticello, FL 32344
  • /5

    $148,000

    • Land
    • 6 Acres
    • $25,000 per Acre

    TBD Taylor Rd, Monticello, FL 32344

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

    Barry Kelly Kelly & Kelly Properties, Inc

    TBD Taylor Rd, Monticello, FL 32344
  • /19

    $395,000

    • Land
    • 3.20 Acres
    • $123,438 per Acre

    XX Shiver Rd, Monticello, FL 32345

    Beautiful High lot at corner of Hwy 19, Shiver and Lake Rd. This listing is compilation of 3 contiguous parcels : (19-2N-5E-0140-0000-0300 and 19-2N-5E-0000-0210-0000 and 19-2N-5E-0140-0000-0170). for a total of 3.25 acres . PRIME location for multi-family, office, mixed use commercial business that needs visibility and ease of access. Utilities available- Water access to main line is Under Hwy

    Jennifer Ward Century 21 First Story

    XX Shiver Rd, Monticello, FL 32345
  • /3

    $49,000

    • Land
    • 3.15 Acres
    • $15,556 per Acre

    TBD S Jefferson Hwy, Lamont, FL 32336

    Mixed Use Business/Residential, 3.15 acres, approx 1 acre is out of flood zone Great visibility on divided 4 lane highway with a cut to this property. Culvert in place to the property. Wooded and not easy to get on and walk the property. This property is not in Lamont, it is approx 6 miles south of the Monticello Courthouse.

    Barry Kelly Kelly & Kelly Properties, Inc

    TBD S Jefferson Hwy, Lamont, FL 32336
  • /2

    $75,000

    • Land
    • 1.70 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. .

    Barry Kelly Kelly & Kelly Properties, Inc

    TBD Scott Dr, Monticello, FL 32344
  • /3

    $499,900 New Construction

    • 4 Beds
    • 3 Baths
    • 1,798 Sq Ft

    855 S Waukeenah St, Monticello, FL 32344

    Stunning New Construction home currently being built by Southern Construction. Centrally located in downtown Monticello, with mature landscaping, and plenty of room for the family. This 4 bed and 3 bath home will feature vinyl plank flooring, granite countertops, walk in tile shower and tub in master, upgraded trim package, and stainless appliances. Some finishes have been selected by builder,

    Jared Parramore Coastwise Realty

    855 S Waukeenah St, Monticello, FL 32344
  • /8

    $289,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,290 Sq Ft

    1125 E Dogwood St, Monticello, FL 32344

    Must see this brand new home being built by Southern Construction in the downtown Monticello area. Home features 3 bed, 2 baths, granite countertops, upgraded trim package, vinyl plank flooring throughout, tile bathroom and laundry floors, and stainless appliance package. Pics are of previous build, buyer may have time to pick finishes pending time of contract. Home expected to be completed in

    Jared Parramore Coastwise Realty

    1125 E Dogwood St, Monticello, FL 32344
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