Monticello, FL Homes for Sale

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  /14

  $250,000

  • 2 Beds
  • 1 Bath
  • 1,316 Sq Ft

  523 Silver Lake Rd, Monticello, FL 32344

  Absolutely stunning land located off peaceful, Ashville Hwy., on Silver Lake Rd. Plenty of room between neighbors allows for privacy. Can be used for hunting land, the house can be renovated to make for a great small home, or there is a room for a new construction. Note - the Seller has limited knowledge of house, other than the home does need foundation work; this information was determined by

  

  Brenna Kelly-Ward

  Kelly & Kelly Properties, Inc

  (448) 233-2840

  523 Silver Lake Rd, Monticello, FL 32344
• Explore Monticello

• 

  

  /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
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  /21

  $285,000

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

  1125 E Dogwood St, Monticello, FL 32344

  Must see this brand new home built by Southern Construction in the downtown Monticello area. Home is complete and ready for its new owners!! Home features 3 bed, 2 baths, granite countertops, upgraded trim package, vinyl plank flooring throughout, tile bathroom and laundry floors, and stainless appliance package. Come get this beautiful home before its gone!!

  Jared Parramore Coastwise Realty

  1125 E Dogwood St, Monticello, FL 32344
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  /64

  $350,000

  • 3 Beds
  • 2 Baths
  • 2,432 Sq Ft

  756 Frank Lacy Rd, Monticello, FL 32344

  Welcome to your new farmhouse in beautiful Jefferson County! This peaceful property is located on a secluded dirt road surrounded by cattle pastures and farm land. Big live oaks, tall pines, and acres of potential to make it how you want. There is an insulated barn/garage on the property that could be used for mechanics, farm equipment storage, or even a man cave! Heavy wooded areas on the

  Katherine Gonzalez Pearson Realty Inc.

  756 Frank Lacy Rd, Monticello, FL 32344
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  /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
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  /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
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  /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
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  /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

  

  Brenna Kelly-Ward

  Kelly & Kelly Properties, Inc

  (448) 230-5161

  84 Lakeside Rd, Monticello, FL 32344
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  /42

  $355,000

  • 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 ensuite 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 dining.

  Catherine Hope All Realty Services

  155 E Seminole Ave, Monticello, FL 32344
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  /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.

  

  Pam Kelly

  Kelly & Kelly Properties, Inc

  (448) 333-2115

  950 E Pearl St, Monticello, FL 32344
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  /70

  $1,175,000

  • 5 Beds
  • 3.5 Baths
  • 5,590 Sq Ft

  237 Valley View Ct, Monticello, FL 32344

  This is an actual sunset over a 15 minute period in mid-October. Experience gorgeous sunsets and serene living at this exceptional single-story, multi-home estate on 15 high-and-dry acres in beautiful Valley View Estates, straddling the Leon and Jefferson County line. **With a NEW Roof prior to closing, the custom-built main residence (~4,000 sq. ft.) offers 12-foot ceilings throughout, an

  Kelly Vinson Keller Williams Town & Country

  237 Valley View Ct, Monticello, FL 32344
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  /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
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  /7

  $200,000

  • Land
  • 20.38 Acres
  • $9,814 per Acre

  TBD Barnes Rd, Monticello, FL 32344

  Discover wooded tranquility on this magnificent 20.38 acre parcel in northern Jefferson County. Conveniently located just off US-19 N, this property is on a paved road which offers easy access and a short 5-minte drive into Monticello or just a 20-minute drive to downtown Thomasville, Georgia. Embrace the beauty and tranquility of country living while staying connected to nearby amenities and

  H. Trey Hough Armor Realty, Inc

  TBD Barnes Rd, Monticello, FL 32344
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  /4

  $19,500

  • Land
  • 0.86 Acre
  • $22,674 per Acre

  0 Cox Rd Unit 392538, Monticello, FL 32344

  Beautiful wooded 0.86 of an acre for sale on a very quiet street just north of downtown Monticello. It is in Flood Zone A which means you can build on it. The lot allows for a site built or mobile home. Check with the local county building and coding department to confirm. There is a land survey and elevation letter from 2023 that you may request to see if interested.

  Stephen Hachey Flat Fee MLS Realty

  0 Cox Rd Unit 392538, Monticello, FL 32344
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  /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

  

  Brenna Kelly-Ward

  Kelly & Kelly Properties, Inc

  (448) 334-5445

  515 E Palmer Mill Rd, Monticello, FL 32344
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  /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.

  

  Pam Kelly

  Kelly & Kelly Properties, Inc

  (448) 334-5234

  354 Pine Cone Dr, Monticello, FL 32344
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  /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
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  /23

  $325,000

  • 5 Beds
  • 2 Baths
  • 2,659 Sq Ft

  2664 W Washington Hwy, Monticello, FL 32344

  FULLY RENOVATED SPACIOUS HOUSE, 1.3 acres, on picturesque US 90 near Monticello. This move-in-ready home in good condition is a 1950’s era brick ranch-style home with new plumbing, new electric, fresh paint, new roof, and a whole home generator. The main living area is 2,659 sf with a unique two levels. 5 bedrooms and 2 baths with plenty of character, including the "Captain's Room" with built-in

  Heather Boyd FL-GA Realty & Auction

  2664 W Washington Hwy, Monticello, FL 32344
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  /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

  

  Lynette Sirmon

  All Realty Services

  (448) 334-2517

  TBD S Salt Rd, Monticello, FL 32344
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  /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
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  /7

  $150,000

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

  576 Cox Rd, Monticello, FL 32344

  Discover a fantastic future homesite on a secluded 10-acre parcel in northern Jefferson County, Florida! Accessed via a 15-foot-wide easement off a private road, the property opens up to a beautiful, private clearing ideal for building your dream home. The land features a mix of large pines, hardwoods, and magnolias, creating a serene, natural setting. Key utilities are already in place or

  Gabriela Sacco All Realty Services

  576 Cox Rd, Monticello, FL 32344
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  /34

  $219,000

  • 3 Beds
  • 2 Baths
  • 1,328 Sq Ft

  185 Mallard Ln, Monticello, FL 32344

  See updated pictures - motivated Sellers. Newer 2020 mobile home on 1.95 acres. This simple but beautiful property backs up to a lake. Property is mostly wooded at the moment but if cleared would have a lovely view of the lake and the Monticello sunsets. Located in a quiet neighborhood in Lloyd Acres. Mobile home offers open concept living, dining and kitchen area with three bedrooms and two

  Jennifer Weeks J. D. Salley & Associates, Inc

  185 Mallard Ln, Monticello, FL 32344
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  /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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  /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.

  

  Barry Kelly

  Kelly & Kelly Properties, Inc

  (448) 231-4719

  1160 E Washington St, Monticello, FL 32344
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  /54

  $169,000

  • 2 Beds
  • 2 Baths
  • 1,440 Sq Ft

  12447 Gamble Rd, Monticello, FL 32344

  This 2 bedroom, 2 bathroom home offers 1,440 sqft of living space on a full acre in Wacissa, just 2 minutes from the Wacissa River headwaters and boat launch. It’s an ideal spot for a full-time residence or could serve as a hunting or fishing lodge with easy access to the outdoors. Spend your weekends swimming at the sandy beach, kayaking the clear spring-fed waters, or paddleboarding through

  Catherine Hope All Realty Services

  12447 Gamble Rd, Monticello, FL 32344
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  /42

  $449,900

  • 3 Beds
  • 2 Baths
  • 1,841 Sq Ft

  952 Turney Anderson Rd, Monticello, FL 32344

  Time travel back to 2021 Interest rates with this assumable loan for +/- $250k at 2.95% interest for qualified buyers. If any property has it all, this one does. Spacious house with huge kitchen and tons of storage, fire pit in the back yard for marshmallow roasts. Generac generator to run the whole property during power outages. A 400 mph rated hurricane vault located in the 1500 sgft warehouse,

  Katherine Hansli Searcy The Naumann Group Real Estate

  952 Turney Anderson Rd, Monticello, FL 32344
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  /55

  $185,000

  • 2 Beds
  • 2 Baths
  • 1,096 Sq Ft

  1515 Tennessee Ave, Monticello, FL 32344

  Brimming with rustic charm, this 2 bedroom, 2 bathroom home sits on .29 acres just outside Monticello, FL giving you the peace of county living with lower taxes and the convenience of a quick drive into town. Inside, the 1,096sqft layout features inviting wood paneling throughout, with updates to the guest bathroom, a full electrical rewire and new water line and cozy spaces filled with

  Catherine Hope All Realty Services

  1515 Tennessee Ave, Monticello, FL 32344
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  /31

  $7,999

  • 3 Beds
  • 2 Baths

  3 N Back Ct, Monticello, FL 32344

  GOBBLE UP SAVINGS this November! When you purchase a home for $49,999 or less, enjoy 2 MONTHS FREE SITE RENT & NO APPLICATION FEES*! EXPIRES 11/30/25! ACT FAST! *Restrictions Apply. Opportunity is just around the corner! This 3 bedroom, 2 bathroom handyman special is available. This home is being sold AS-IS, making it the perfect fit for: Investors looking for their next profitable project

  Patty Davis Jefferson Pines

  3 N Back Ct, Monticello, FL 32344
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  /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

  

  Pam Kelly

  Kelly & Kelly Properties, Inc

  (448) 222-3718

  425 N Mulberry St, Monticello, FL 32344
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  /31

  $277,000

  • 3 Beds
  • 2 Baths
  • 1,740 Sq Ft

  104 Pine Cone Dr, Monticello, FL 32344

  This gorgeous, 3-bedroom, 2-bath modular home, recently renovated by Paul Davis, combines modern comfort and style. Inside, you’ll find an open floor plan, a brand-new kitchen with granite countertops, new appliances, and updated finishes that make everyday living and entertaining a joy. The primary bedroom offers a luxurious ensuite with double vanities, a walk-in shower, and garden tub, as well

  Trevor Ann Clark Keller Williams Town & Country

  104 Pine Cone Dr, Monticello, FL 32344
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  /61

  $37,000

  • Land
  • 3 Acres
  • $12,333 per Acre

  Vacant N Forest Ct, Monticello, FL 32344

  OWNER FINANCING MAY BE A POSSIBILITY. Check out this amazing 3+/- acre lot in the Aucilla Forest & Meadows Subdivision in beautiful Jefferson County, FL! This spacious lot would be the perfect place to build your dream home, or place your new manufactured/mobile home! Site built, or manufactured homes must be a minimum of 720 heated square feet. The land is currently wooded with some beautiful

  Jerrod Trainer Jerrod A Trainer & Associates

  Vacant N Forest Ct, 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.

  

  Barry Kelly

  Kelly & Kelly Properties, Inc

  (448) 334-6582

  81 Old Tung Grove Rd, Monticello, FL 32344
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  /9

  $120,000

  • Land
  • 2.01 Acres
  • $59,701 per Acre

  40 Westview Ln, Monticello, FL 32344

  Load up and take a ride to Lloyd Fl. located between Tallahassee and Monticello Fl. Being offered "AS IS" two 1 acre parcels 18-1N-4E-0108-000G-0030 & 18-1N-4E-0108-000G-0040 for a total of 2.01 acres! Power, septic and well on site, as well as access to city water. There is a 1989 mobile home on site that may be salvageable to the right buyer, or haul it off and prepare for a new build! Bring

  Alicia Radtke All Realty Services

  40 Westview Ln, Monticello, FL 32344
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  /42

  $415,000

  • 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

  

  Pam Kelly

  Kelly & Kelly Properties, Inc

  (448) 334-5566

  2497 Boston Hwy, Monticello, FL 32344
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  /19

  $399,999 New Construction

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

  173 Deerfield Ln, Monticello, FL 32344

  $30,000 PRICE DROP! NEW CONSTRUCTION COMPLETE! Walk into this stunningly crafted three-bedroom, two-bathroom home that is perfectly rooted on a corner lot just a few miles from town. Situated on a full acre of land, this charming property is a rare find, free from HOA restrictions—giving you the freedom to personalize your space as you wish. Inside, you'll discover an open and welcoming floor

  Caleb Stephens Silo Hill Properties

  173 Deerfield Ln, Monticello, FL 32344
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  /8

  $4,500,020

  • Land
  • 85.26 Acres
  • $52,780 per Acre

  0 Big Joe Rd Unit 2025007616, 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.

  Florie Gage Cornerstone Coastal Properties

  0 Big Joe Rd Unit 2025007616, 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

  

  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

  

  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

  

  Pam Kelly

  Kelly & Kelly Properties, Inc

  (448) 678-3070

  181 Heritage Blvd, Monticello, FL 32344
• 

  

  /70

  $995,000

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

  825 Rainey Run, Monticello, FL 32344

  This private 10-acre retreat is where luxury, comfort, and nature come together in perfect harmony. This stunning 4-bedroom, 4.5-bath home offers 3,696 sq. ft. of bright, open-concept living designed for both relaxation and entertaining. Step inside to find soaring ceilings, gleaming floors, and walls of windows that frame the peaceful beauty of your estate grounds and private creek. The gourmet

  Renee Dawkins Dawkins Realty LLC

  825 Rainey Run, Monticello, FL 32344

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