Homes for Sale in 32344

• 

  

  

  /45

  $599,900

  • 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

  

  Pam Kelly

  Kelly & Kelly Properties, Inc

  (448) 678-3070

  181 Heritage Blvd, Monticello, FL 32344
• 

  

  

  /44

  $595,000

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

  79 Lakeside Rd, Monticello, FL 32344

  Go Back in time in this traditional farmhouse nestled on 4.44 acres totally fence and cross fenced. Over 1110 sq ft of screened porch for entertaing, relaxing, or looking at the 20x30 Koi pond. Sparkling wood foors throughout create warmth to the spacious rooms. 9x32 central hallway, large living room, family room, and all bedrooms are oversized. 600 sq ft garage with loft and attached 1 car

  

  Barry Kelly

  Kelly & Kelly Properties, Inc

  (448) 230-7686

  79 Lakeside Rd, Monticello, FL 32344
• 

  

  

  /16

  $549,000

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft

  640 Nautilus Dr, Monticello, FL 32344

  Secluded 56.37 Acres with Metal Building & Living Quarters -Western Jefferson County. This property offers privacy, versatility and room to build or expand. The land features a 2880 sq ft heavy-gauged metal building designed for both residential and workshop use. Second floor includes 1200 sf of living space currently unfinished featuring two bedrooms, kitchen and living area and one bath. A

  

  Pam Kelly

  Kelly & Kelly Properties, Inc

  (448) 231-5287

  640 Nautilus Dr, Monticello, FL 32344
• 

  

  /2

  $50,000

  • Land
  • 2.5 Acres
  • $20,000 per Acre

  TBD E Meadow Rd, Monticello, FL 32344

  Wooded lot, pines and hardwoods. Mobile homes are allowed. High elevation.

  

  Barry Kelly

  Kelly & Kelly Properties, Inc

  (448) 333-2923

  TBD E Meadow Rd, Monticello, FL 32344
• 

  

  

  /11

  $125,000

  • 4 Beds
  • 1 Bath
  • 1,325 Sq Ft

  820 Shady Ln, Monticello, FL 32344

  Investor opportunity! 4BR/1BA home in Monticello, FL with great potential. Spacious layout, ideal for renovation, rental, or flip. Convenient location near downtown. Sold as-is.

  Shanna D'Attile

  Keller Williams Town & Country

  (448) 288-6490

  820 Shady Ln, Monticello, FL 32344
• 

  

  /37

  $365,000

  • 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

  (448) 236-0470

  205 N Rhodes St, 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! Lot could be subdivided into two lots. Enjoy peaceful country living just minutes from I-10 with this well-maintained 2-bedroom, 1-bath mobile home on a half 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

  

  Raymond Seaman

  Dalton Wade, Inc

  (448) 200-2241

  159 W Notre Dame St, Monticello, FL 32344
• 

  

  /38

  $274,900

  • 2 Beds
  • 2 Baths
  • 1,411 Sq Ft

  490 N Cherry Ct, Monticello, FL 32344

  Step into city living just steps from Downtown Monticello, Fl. This one-story condo with private backyard blends modern convenience in this coveted over 55 neighborhood of only 8 units. 2 bedrooms & 2 baths, laundry room with stack unit, W/D included, but the favorite room in the house is the sunroom. Inside, enjoy the bright open-concept living with high ceilings, crown molding, LVP & engineered

  

  Pam Hoveland

  Landcorp, Inc.

  (448) 231-4689

  490 N Cherry Ct, Monticello, FL 32344
• 

  

  /21

  $172,500

  • Land
  • 10 Acres
  • $17,250 per Acre

  TBD Rainey Run, Monticello, FL 32344

  Gated rural community, lakefront 10 acres with large hardwoods. Tranquility awaits, gently sloping land with some clearing.

  

  Barry Kelly

  Kelly & Kelly Properties, Inc

  (448) 233-5231

  TBD Rainey Run, Monticello, FL 32344
• 

  

  /57

  $579,000

  • 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

  

  Brenna Kelly-Ward

  Kelly & Kelly Properties, Inc

  (448) 334-5445

  515 E Palmer Mill Rd, Monticello, FL 32344
• 

  

  /54

  $700,000

  • 4 Beds
  • 3 Baths
  • 2,112 Sq Ft

  925 Hiawatha Farms Rd, Monticello, FL 32344

  Custom hurricane-resistant/efficiency home on 3.6 private acres in a gated equestrian community, just 17 miles east of Tallahassee and 1 mile to I-10 (Exit 217). Built in 2013, this 2,112 sq ft home features 4 bedrooms, 3 full baths, and 9’ ceilings throughout. Constructed with Nudura ICF 12” insulated concrete exterior walls for superior strength, energy efficiency, and sound insulation.

  

  Joann Jacobs

  Coldwell Banker Hartung

  (448) 230-7519

  925 Hiawatha Farms Rd, Monticello, FL 32344
• 

  

  /13

  $69,900

  • Land
  • 5.01 Acres
  • $13,952 per Acre

  TBD Smokehouse Farms Dr, Greenville, FL 32331

  Drive by's won't do this property justice! This 5 acre corner parcel sits high and dry with great elevation and drainage, but from the road you can't see what makes it special. The land rises back and up the hill, revealing a park like natural setting with solid ground and mature trees - perfect for a future homesite. There is some roadside overgrowth of vines and natural vegetation plus some

  

  Lynette Sirmon

  All Realty Services

  (448) 994-3376

  TBD Smokehouse Farms Dr, Greenville, FL 32331
• 

  

  /17

  $252,000

  • 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.

  

  Barry Kelly

  Kelly & Kelly Properties, Inc

  (448) 231-4719

  1160 E Washington St, Monticello, FL 32344
• 

  

  /12

  $165,000

  • Land
  • 10.47 Acres
  • $15,759 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
• 

  

  /32

  $269,000

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

  1511 Spring Hollow Dr, Monticello, FL 32344

  Charming home on large .87 acre lot in established subdivision. Sunporch overlooks wooded back yard, a nature lovers paradise. Open floor plan, kitchen/dining/living room combination. 2 car garage with breezeway to the home. An additional 1 acre lot is available for sale with the home for a total of 1.87 acre for $319,000.

  

  Pam Kelly

  Kelly & Kelly Properties, Inc

  (448) 233-5401

  1511 Spring Hollow Dr, 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.

  

  Pam Kelly

  Kelly & Kelly Properties, Inc

  (448) 334-6781

  tbd Jackson St, Monticello, FL 32344
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  /49

  $375,000

  • 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

  

  Brenna Kelly-Ward

  Kelly & Kelly Properties, Inc

  (448) 413-6516

  84 Lakeside Rd, Monticello, FL 32344
• 

  

  /37

  $300,000

  • 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.

  

  Pam Kelly

  Kelly & Kelly Properties, Inc

  (448) 333-2115

  950 E Pearl 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

  

  Brenna Kelly-Ward

  Kelly & Kelly Properties, Inc

  (448) 230-8821

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

  

  /30

  $325,000

  • 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.

  

  Pam Kelly

  Kelly & Kelly Properties, Inc

  (448) 334-5234

  354 Pine Cone Dr, Monticello, FL 32344
• 

  

  /32

  $499,500

  • 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

  (850) 367-9518

  3827 N Jefferson St, Monticello, FL 32344
• 

  

  /42

  $725,000 New Construction

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

  81 Old Tung Grove Rd, Monticello, FL 32344

  New Construction move in ready. Sacious over 2300 sq fr. with upstairs bonus room with bath and closet, could be 4th bedroom. 5.38 acre lot. Top of the lines finishes. Convenient to Tallahassee 15 minute drive.

  

  Barry Kelly

  Kelly & Kelly Properties, Inc

  (448) 334-6582

  81 Old Tung Grove Rd, 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,

  

  Chance Shutes

  Keller Williams Town & Country

  (448) 305-5882

  64 Sanctuary Dr, Monticello, FL 32344
• 

  

  /19

  $299,000

  • Land
  • 70.45 Acres
  • $4,244 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
• 

  

  /14

  $294,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,351 Sq Ft

  1090 Partridge Ln, Monticello, FL 32344

  Currently under construction. Interior pictures are from a previous model home. Approximately 60 days until completion. Home qualifies for USDA financing.

  Steve Walker Steve C. Walker Realty, LLC

  1090 Partridge Ln, 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
• 

  

  /3

  $244,900 New Construction

  • 2 Beds
  • 2 Baths
  • 1,092 Sq Ft

  655 N Cherry St, Monticello, FL 32344

  New construction in the heart of Monticello's Historic District! This beautifully built 1,092 sq ft off-grade home offers modern finishes while fitting seamlessly into the character of the neighborhood. The open floor plan features luxury vinyl plank flooring throughout, a stylish kitchen and stainless steel appliances, and quality craftsmanship from top to bottom. Bathrooms are finished with

  Steve Walker Steve C. Walker Realty, LLC

  655 N Cherry St, Monticello, FL 32344
• 

  

  /8

  $450,000

  • Land
  • 85.26 Acres
  • $5,278 per Acre

  1899 Big Joe Rd, Monticello, FL 32344

  Known for its white tail deer, hog and turkey populations, this 85.26 acres in Jefferson County, FL would make a perfect hunting camp. Pristine pine tree property just minutes from Interstate 10 / Exit 225. Ideal Country Estate or weekend get-away. Seller financing available to qualified buyer.

  Tom Woodyard Woodyard & Associates, LLC

  1899 Big Joe Rd, Monticello, FL 32344
• 

  /2

  $244,900

  • 3 Beds
  • 2 Baths
  • 1,235 Sq Ft

  350 Bowman St, Monticello, FL 32344

  New construction; very convenient to downtown; house is close to completion - should be ready in about 45 days.

  Steve Walker Steve C. Walker Realty, LLC

  350 Bowman St, 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
• 

  

  /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
• 

  

  /45

  $455,995 New Construction

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

  47 Mire Ct, Monticello, FL 32344

  Amazing new construction Available Now 3 bedroom 2 bathroom by Nailed It Tallahassee LLC Luxurious master suite, Kitchen made of dreams, this is a must see! Preferred Lender offering 1% in closing costs! Photos of current home!

  Amber McKinney Hamilton Realty Advisors LLC

  47 Mire Ct, Monticello, FL 32344
• 

  

  /31

  $434,000

  • 3 Beds
  • 2 Baths
  • 2,000 Sq Ft

  285 Mallard Ln, Monticello, FL 32344

  *Jefferson County peaceful country living with a waterfront backdrop! Built in 2008, this well maintained 3 bedroom, 2 bath home sits on 4.89 beautifully (mostly cleared) acres offering privacy and natural beauty backing directly up to Lloyd Lake- perfect for relaxing evenings with scenic views. Pretty rocking chair front porch as well as a screened in back porch with a propane hookup for

  Shelley Duke Red Bird Realty

  285 Mallard Ln, Monticello, FL 32344
• 

  

  /19

  $480,000 New Construction

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

  855 S Waukeenah St, Monticello, FL 32344

  Stunning New Construction recently 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 features vinyl plank flooring, granite countertops, walk in tile shower and tub in master, upgraded trim package, and stainless appliances. Nice large back porch with deck, over looking the large

  Jared Parramore Coastwise Realty

  855 S Waukeenah St, Monticello, FL 32344
• 

  

  /70

  $485,000

  • 4 Beds
  • 3 Baths
  • 2,032 Sq Ft

  54 Woodland Dr, Monticello, FL 32344

  One or more photos have been virtually staged (fire in fireplace). Welcome to this beautifully updated modern farmhouse set on 2.14 acres of picturesque and private farmland, offering the perfect blend of peaceful country living and convenient access to town. Surrounded by open skies and scenic views, this property provides privacy, charm, and versatility rarely found. The 4BR/2BA main house

  Lisa Carey Coldwell Banker Hartung

  54 Woodland Dr, 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
• 

  

  /38

  $599,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,134 Sq Ft

  261 Hiawatha Farms S, Monticello, FL 32344

  Welcome to this stunning new construction masterpiece, meticulously designed and built by the esteemed Kasdorf Homes, LLC. This craftsman beauty is awaiting its first owners and will be ready for occupancy by the beginning of May. Spanning an impressive 2134 square feet, this home offers a spacious and open concept floor plan, perfect for modern living. The split floor plan provides privacy and

  Ross Kozloski Kozloski Realty, LLC

  261 Hiawatha Farms S, Monticello, FL 32344
• 

  

  /70

  $700,000

  • 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 with great fishing. 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

  Nan Greynolds The Naumann Group Real Estate

  1627 Lloyd Creek Rd, Monticello, FL 32344
• 

  

  /5

  $75,000

  • Land
  • 5 Acres
  • $15,000 per Acre

  200 Samanthas Ln, Monticello, FL 32344

  Rare opportunity to own 5± acres on Aucilla Road. This beautiful property features planted pines and offers a blank canvas with endless possibilities for a future homesite, no restrictions! Conveniently located near Monticello and Aucilla Christian Academy, only 8 minutes from I-10 and 30 minutes from Tallahassee. 5 +/- acres — exact acreage to be determined by survey during contract period.

  Allison Smith OaksFeather Realty

  200 Samanthas Ln, Monticello, FL 32344

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