Homes for Sale in 32344

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  /42

  $475,000

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

  952 Turney Anderson Rd, Monticello, FL 32344

  Discover your own private retreat with this charming home set on a fully fenced 10-acre lot. Nestled among mature pecan and fruit trees, this property offers the perfect blend of tranquility, space, and functionality. Enjoy relaxing mornings and evenings on the spacious front and back porches, ideal for soaking in the serene surroundings. The home features a practical layout with a cozy living

  Katherine Hansli Searcy The Naumann Group Real Estate

  952 Turney Anderson Rd, Monticello, FL 32344
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• 

  

  

  /36

  $399,000

  • 3 Beds
  • 2 Baths
  • 2,020 Sq Ft

  259 Barnes Rd, Monticello, FL 32344

  Spacious Brick on 4.25 acres. Easy Thomasville commute. Discover peace and privacy with this well maintained brick ranch nestled in the woods. Step into the spacious living room with cozy wood burning fireplace, ideal for relaxing evenings or entertaining. Office, large utility room, 2 car garage, and workshop are some of the extras. Enjoy this quiet private setting.

  Pam Kelly Kelly & Kelly Properties, Inc

  259 Barnes Rd, Monticello, FL 32344
• 

  

  

  /20

  $400,000

  • Land
  • 31 Acres
  • $12,812 per Acre

  Lot 5 Watermill Rd, Monticello, FL 32344

  Absolutely beautiful, 30 acre lot in Jefferson County! This gorgeous piece of heaven is mostly plantation cut with established hardwoods and just waiting for your dream home! The property is high and dry, with a sweet little sandy bottom creek in the back of the property, and conveniently located, with easy access to I-10 and 27, making it a quick trip to Tallahassee or Monticello. Road access

  Sarah McKinzie Hum Real Estate

  Lot 5 Watermill Rd, Monticello, FL 32344
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  /43

  $1,549,000

  • 5 Beds
  • 4.5 Baths
  • 5,476 Sq Ft

  221 Kiley Dr, Monticello, FL 32344

  Welcome to a rare and exquisite, turn-key, 15-acre modern luxury estate, where timeless elegance meets Southern charm. Custom built by Riley Palmer, this exclusive, gated property with soaring ceilings and interior doors, is nestled just minutes from Tallahassee, Florida's Capital City, and historic Thomasville, Georgia in Monticello-home to a storied opera house and chic dining options-and

  Barbra Engel & Völkers Tallahassee

  221 Kiley Dr, Monticello, FL 32344
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  /42

  $675,000

  • 3 Beds
  • 2.5 Baths
  • 3,214 Sq Ft

  150 N Ojibwa Rd, Monticello, FL 32344

  Tranquil 5.1 acre retreat nestled deep in a pecan grove just outside Monticello, Florida has it all. This recently remodeled 3BR/2BA home offers space, privacy and flexibility in a rural setting only 40 minutes from the heart of Tallahassee. Take advantage of everything Tallahassee offers while paying lower Jefferson County taxes. The pecan trees qualify for an agricultural land use status,

  Hettie Spooner Hill Spooner & Elliott Inc

  150 N Ojibwa Rd, Monticello, FL 32344
• 

  

  /42

  $265,000

  • 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. Additional

  Pam Kelly Kelly & Kelly Properties, Inc

  2436 N Jefferson Hwy, 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
• 

  

  /3

  $117,036

  • Land
  • 11 Acres
  • $10,422 per Acre

  Lot 29, Block A E Meadow Rd, Monticello, FL 32344

  11.23 +/- acres at very end of East Meadow Road adjacent to 300+ acres owned by the Suwannee River Water Management District and nearby Aucilla River. Currently being used recreationally as a small hunting retreat by current owner. Additional connecting 9.4 +/- acres also available for purchase from same owner. Why not purchase both parcels and have 20 +/- acres all to yourself. These

  Justin Peel Maclay Realty & Management LLC

  Lot 29, Block A E Meadow Rd, Monticello, FL 32344
• 

  

  /3

  $97,964

  • Land
  • 9 Acres
  • $10,422 per Acre

  Lot 30, Block A E Meadow Rd, Monticello, FL 32344

  9.4 +/- acres at very end of East Meadow Road and nearby Aucilla River. Currently being used recreationally as a small hunting retreat by current owner. Additional connecting 11.23 +/- acres also available for purchase from same owner. Why not purchase both parcels and have 20 +/- acres all to yourself. These opportunities don’t come along very often so don’t miss out.

  Justin Peel Maclay Realty & Management LLC

  Lot 30, Block A E Meadow Rd, Monticello, FL 32344
• 

  

  /41

  $365,000

  • 2 Beds
  • 1.5 Baths
  • 1,140 Sq Ft

  265 Still Rd, Monticello, FL 32344

  This inviting 2-bedroom, 1.5-bath home sits on 5 peaceful acres between Monticello, FL, and Thomasville, GA, offering a great mix of indoor comfort and outdoor space. It’s just as cute as you want it, with endless potential for outdoor living! Inside, the open great-room layout feels both spacious and cozy, with a large utility room leading to the screened porch and a covered carport that’s

  Catherine Hope All Realty Services

  265 Still Rd, Monticello, FL 32344
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  /10

  $225,000

  • Land
  • 7 Acres
  • $32,143 per Acre

  1400 Gamble Rd, Monticello, FL 32344

  7 Beautiful Acres – Ready for Your Dream Home! Discover the perfect blend of open space and natural beauty on this stunning 7-acre property. Mostly cleared and dotted with mature pines and hardwoods, it offers the ideal setting for your custom home or peaceful retreat. Utilities are already in place with power on-site and a deep well—a huge head start on your build. Whether you're looking for

  Kenneth Ayers Primesouth Fezler, Russell and

  1400 Gamble Rd, Monticello, FL 32344
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  /42

  $269,000

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

  2422 N Jefferson St, Monticello, FL 32344

  This beautiful double-wide has been immaculately maintained, with recent updates, including new floors in the kitchen/laundry/guest bath (2014), a new refrigerator (2022), and a new hot water heater (2021). The roof was also replaced in (2014). The living area boasts a space large enough to accommodate separate living and family rooms. The kitchen has a 2nd prep sink in the island with a

  Brenna Kelly-Ward Kelly & Kelly Properties, Inc

  2422 N Jefferson St, Monticello, FL 32344
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  /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
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  /40

  $1,390,000

  • 4 Beds
  • 6 Baths
  • 9,848 Sq Ft

  193 Nautilus Dr, Monticello, FL 32344

  Introducing a breathtaking fusion of modern convenience and medieval charm nestled in the heart of the woods. This meticulously renovated 9,848 square foot architectural marvel boasts a captivating design, featuring uniquely sized windows and curving walls that exude artistic allure at every turn. Step inside and experience the epitome of luxury living. The main building offers a seamless blend

  Ondrea Maldonado Hamilton Realty Advisors LLC

  193 Nautilus Dr, Monticello, FL 32344
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  /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
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  /42

  $599,900

  • 4 Beds
  • 5 Baths
  • 3,862 Sq Ft

  3873 N Jefferson St, Monticello, FL 32344

  Back on market due to no fault of the seller or home. Stunning 4 Bedroom, 3.5 Bath Home on 9.73 Acres with Large Detached Garage plus Oversized Attached 2 Car Garage Located just north of this spacious 3,862 square foot home sits on 9.73 acres with a tranquil creek running through the rear of the property. The home is built on high and dry ground, and not located in a flood zone or HOA.

  Stephanie Dobson Southern Land & Homes

  3873 N Jefferson St, Monticello, FL 32344
• 

  

  /4

  $130,000

  • Land
  • 10 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

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

  

  /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
• 

  

  /6

  $27,500

  • Land
  • 3.63 Acres
  • $7,576 per Acre

  TBD Miller Side Rd, Lloyd, FL 32337

  3.63 Acres MIXED USE - SUBURBAN/RESIDENTIAL. Current owner has abandoned plans for a tree house. Make it your blank canvas now. Interesting piece of land located within 20 minutes to the capital building and Doak Campbell Stadium.

  Starbuck Rissman Steve C. Walker Realty, LLC

  TBD Miller Side Rd, Lloyd, FL 32337
• 

  

  /4

  $149,900

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft

  40 Westview Ln, Monticello, FL 32344

  FOR SALE- 2- 1 acre parcels that are being sold together. The parcel with the home on it has existing power, septic tank and city water meter on it. The vacant parcel has an existing well. The current home on the property needs work. 1 home is allowed on each parcel. Zoned for mobile home or site built.

  E. Bradley Vollertsen Advanced Real Estate Sales

  40 Westview Ln, Monticello, FL 32344
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  /6

  $525,000

  • Land
  • 86 Acres
  • $6,127 per Acre

  xxx Big Joe Rd, Monticello, FL 32344

  This almost 86 acre beautiful and serene parcel is Zoned Agri-05 and has tons of potential and a plethora of land uses ranging from residential, to outdoor recreational, and even institutional. There is a number of acres of high dry land that may be suitable to subdivide into 5 acre parcels, however, please keep set back requirements in mind as it pertains to the wetlands. Access to the property

  Lynnaye Boyd Resilience Realty

  xxx Big Joe Rd, Monticello, FL 32344
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  /11

  $42,000

  • Land
  • 1.00 Acre
  • $42,000 per Acre

  0 Central Rd, Midway, FL 32344

  1 acre wooded lot for sale located down a paved road with access to cable and internet services. Land is high and dry.

  Malcolm Davis Broger Real Estate Services

  0 Central Rd, Midway, FL 32344
• 

  /2

  $290,000

  • Land
  • 40 Acres
  • $7,250 per Acre

  0 S Salt Rd Unit MFRGC527327, Monticello, FL 32344

  This property consists of approximately 13+/- ac of upland with the balance in wetlands. This property is a secluded location perfect for a weekend getaway or a permanent residence. *There is some issue with access.

  Daniel Jerrels SWIFT CREEK ACREAGE SERVICES, LLC

  0 S Salt Rd Unit MFRGC527327, Monticello, FL 32344
• 

  /2

  $93,186

  • Land
  • 11 Acres
  • $8,350 per Acre

  0 Blue Lake Rd Unit MFRGC527319, Monticello, FL 32344

  The property offered is a mix of uplands and some wetland. The property sets to the South of the Railroad tracks. This property has great potential for future development.

  Daniel Jerrels SWIFT CREEK ACREAGE SERVICES, LLC

  0 Blue Lake Rd Unit MFRGC527319, Monticello, FL 32344
• 

  

  /10

  $149,900

  • Land
  • 8 Acres
  • $18,148 per Acre

  000 Flamingo Ct Unit none, Monticello, FL 32344

  SELLER WILL LOOK AT ALL OFFERS! A PLACE IN THE WOODS!!! BRING THE HORSES!! 8.26 Acre home-site tucked in off the main road. Very secluded and Private. Will need some clearing for home-site. Large oaks and Pines throughout with a creek bottom on the front of the property. 20 Minutes to the Capital building. Easy access to Tallahassee.

  Starbuck Rissman Steve C. Walker Realty, LLC

  000 Flamingo Ct Unit none, Monticello, FL 32344
• 

  

  /40

  $525,000

  • 3 Beds
  • 3 Baths
  • 2,661 Sq Ft

  141 Shumard Ct, Monticello, FL 32344

  Back on the Market- Buyer's Financing Fell Thru. This stunning 3-bedroom, 3-bath home is perfectly situated on a quiet cul-de-sac, offering the ideal blend of modern comfort and thoughtful upgrades, all on a fully fenced 0.90-acre lot. The spacious open floor plan is designed for both entertaining and everyday living, complemented by a gourmet kitchen with stainless steel appliances. The garage

  Kara Richetti Real Broker LLC

  141 Shumard Ct, Monticello, FL 32344
• 

  

  /32

  $595,000

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

  3827 N Jefferson St, Monticello, FL 32344

  Spacious Contemporary Home on 5 Acres with Pond, Minutes from Thomasville, Ga! Enjoy peaceful country living with modern comforts in this stunning 3 bedroom, 3 bathroom brick home on 5 beautiful acres with a private pond. With over 3,000 square feet of living space, this property offers room to spread out and features thoughtful touches throughout. Inside, you'll find a large den with cozy

  Pam Kelly Kelly & Kelly Properties, Inc

  3827 N Jefferson St, Monticello, FL 32344
• 

  

  /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
• 

  

  /17

  $159,900

  • Land
  • 11 Acres
  • $14,315 per Acre

  55 W Cavallo Trail, Monticello, FL 32344

  Discover the allure of natural serenity with this captivating vacant property, an ideal canvas for your dream home. Nestled in a quiet, secluded subdivision, this spacious 11.1 acre plot boasts mature oak trees and a thoughtfully cleared homesite, providing an enchanting woodland backdrop combined with the readiness to build. What truly sets this property apart is its convenience coupled with

  Tully Sparkman Bluewater Realty Group

  55 W Cavallo Trail, 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
• 

  

  /31

  $694,000

  • 3 Beds
  • 2.5 Baths
  • 2,344 Sq Ft

  17 Old Tung Grove Rd, Monticello, FL 32344

  Ready to move into your new home. The Ridge At Tung Grove. A small subdivision of only 5 lots. A spectacular rural location with convenient access to Tallahassee, only a 12 minute drive away. Another quality new home by Southern Coastal Homes on 6.82 wooded acres. 3 bedroom 2 bath with a bonus room with half bath. Open living space. Spacious mud room and laundry room with built ins. Other lots

  Barry Kelly Kelly & Kelly Properties, Inc

  17 Old Tung Grove Rd, Monticello, FL 32344
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  /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

  $99,000

  • Land
  • 8 Acres
  • $11,688 per Acre

  23 & 45 Armstrong Rd, Monticello, FL 32344

  Discover the perfect canvas for your dream home on this expansive 8.47-acre parcel nestled in the quiet and serene beauty of Jefferson County. Surrounded by nature, this peaceful property offers endless potential with no minimum house size requirements, giving you the freedom to build exactly what you envision—whether it’s a cozy cabin, a modern farmhouse, or a spacious estate. Enjoy the added

  Bruce Carpenter Avenue Realty FL

  23 & 45 Armstrong Rd, Monticello, FL 32344
• 

  /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
• 

  /2

  $25,000

  • Land
  • 0.39 Acre
  • $64,103 per Acre

  0 Tram Rd Unit 377050, Monticello, FL 32344

  Wooded lot located in the Wacissa area of Jefferson County; 15 to Tallahassee. Community water available to hook up to.

  Steve Walker Steve C. Walker Realty, LLC

  0 Tram Rd Unit 377050, 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

Showing Results 41 - 79, Page 2 of 2