Homes in ZIP Code 32344

• 

  

  

  /40

  $255,000

  Sold Jun 30, 2025

  185 Main St, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 2,206 Sq Ft
  • Built 1914

  Last Sold Summary

  • 15% Below List Price
  • $116/SF
  • 93 Days On Market

  Current Estimated Value $289,475

  Last Listing Agent Lee Hall Capital City Real Estate Group

  185 Main St, Monticello, FL 32344
• 

  

  

  /5

  Est $189,201

  Not Listed For Sale

  220 Horseshoe Rd, Monticello, FL 32344

  • 3 Beds
  • 1 Bath
  • 1,314 Sq Ft
  • Built 1977

  220 Horseshoe Rd, Monticello, FL 32344

  Last Sold Summary

  • 36 Days On Market
• 

  

  

  /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

  $2,378,000

  Sold Nov 06, 2025

  1268 NW White Wing Dove Dr, Greenville, FL 32331

  • Land
  • 765 Acres
  • $3,108 per Acre

  Last Sold Summary

  • 9% Below List Price
  • 15 Days On Market

  Last Listing Agent Buddy Witmer Steve C. Walker Realty, LLC

  1268 NW White Wing Dove Dr, Greenville, FL 32331
• 

  

  

  /34

  Not Listed For Sale

  336 Lake Rd, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft
  • Built 1999

  336 Lake Rd, Monticello, FL 32344

  Last Sold Summary

  • 99 Days On Market
• 

  

  /57

  $599,000

  • 7 Beds
  • 7 Baths
  • 5,139 Sq Ft

  625 E Washington St, Monticello, FL 32344

  Introducing a stunning 1.2 acre estate in the heart of Historic Downtown Monticello. The Simon-Ridgeway home was built in 1888 and boasts a generous 4,500 sq ft of living space and features 7 spacious bedrooms, 5 of which come with its own en-suite bathroom for ultimate privacy and convenience. City granted BNB status - making this perfect for an owner/occupier wanting to work from home and enjoy

  Lee Hall Capital City Real Estate Group

  625 E Washington St, Monticello, FL 32344
• 

  

  /43

  $263,000

  Sold Jan 23, 2026

  300 Cedar St, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 2,044 Sq Ft
  • Built 1958

  Last Sold Summary

  • 5% Above List Price
  • $129/SF
  • 6 Days On Market

  Current Estimated Value $260,755

  Last Listing Agent Jonathan Rigsby Spotlight Real Estate

  300 Cedar St, Monticello, FL 32344
• 

  

  /28

  Est $467,708

  Not Listed For Sale

  129 Indian Hills Rd, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 3,328 Sq Ft
  • Built 1996

  129 Indian Hills Rd, Monticello, FL 32344

  Last Sold Summary

  • 180 Days On Market
• 

  

  /19

  $157,000

  • Land
  • 10.54 Acres
  • $14,896 per Acre

  XX Ridge Rd, Monticello, FL 32344

  Leave Urbana and breathe... 10.54 acres in Exclusive Casa Bianca Ridge. Beautiful, rare lot on which to build your dream home. There is room to create a multi-generational paradise or your own personal playground. Nicely wooded parcel with a gentle stream deeper into the property. Very private. Survey in associated docs. Move quickly. Gate at Driveway. Do not enter the property without approval.

  Nicholas Harrington Keller Williams Town & Country

  XX Ridge Rd, Monticello, FL 32344
• 

  

  /49

  $615,000

  Sold Dec 30, 2025

  150 N Ojibwa Rd, Monticello, FL 32344

  • 3 Beds
  • 2.5 Baths
  • 3,214 Sq Ft
  • Built 2000

  Last Sold Summary

  • 10% Below List Price
  • $191/SF
  • 216 Days On Market

  Current Estimated Value $614,941

  Last Listing Agent Hettie Spooner Hill Spooner & Elliott Inc

  150 N Ojibwa Rd, Monticello, FL 32344
• 

  

  /38

  Est $183,057

  Not Listed For Sale

  310 N Olive St, Monticello, FL 32344

  • 2 Beds
  • 1 Bath
  • 912 Sq Ft
  • Built 1948

  310 N Olive St, Monticello, FL 32344

  Last Sold Summary

  • 36 Days On Market
• 

  

  /11

  $45,000

  • Land
  • 2.5 Acres
  • $18,000 per Acre

  1 W Meadow Rd, Monticello, FL 32344

  2.5 Acres of land, partially cleared for home-site. Private quiet road. All high and dry ready to build your homestead. mobile homes okay. Close to aucilla river. Convenient to Monticello, FL and Thomasville Ga. Valdosta and Tallahassee 45 minutes away. Horse Friendly area. Owner financing options available.

  Starbuck Rissman Steve C. Walker Realty, LLC

  1 W Meadow Rd, Monticello, FL 32344
• 

  

  /35

  $375,000

  Sold Jun 13, 2025

  925 E Pearl St, Monticello, FL 32344

  • 4 Beds
  • 3.5 Baths
  • 2,768 Sq Ft
  • Built 1901

  Last Sold Summary

  • $135/SF
  • 24 Days On Market

  Current Estimated Value $358,964

  Last Listing Agent Tom Grasberger Gaff's Realty Company

  925 E Pearl St, Monticello, FL 32344
• 

  

  /36

  Est $753,968

  Not Listed For Sale

  250 Hiawatha Farms Rd, Monticello, FL 32344

  • 4 Beds
  • 3 Baths
  • 5,556 Sq Ft
  • Built 1998

  250 Hiawatha Farms Rd, Monticello, FL 32344

  Last Sold Summary

  • 332 Days On Market
• 

  

  /66

  $399,000

  Open Sat 11AM - 2PM

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

  1012 S Main Ave, Monticello, FL 32344

  Tucked away on 5 private acres down a quiet, wooded road, this brick home offers 2,280 square feet with a split floor plan featuring 3 bedrooms and 2 baths, providing both space and functionality. New HVAC June 2026 with 10 year parts warranty, plus new roof November 2025, Well 2022, and septic drain field replaced 2016. Inside, you’ll find a cozy fireplace and a bright sunroom that brings the

  Catherine Hope All Realty Services

  1012 S Main Ave, Monticello, FL 32344
• 

  

  /58

  $710,000

  Sold May 26, 2026

  296 Hunter Ridge, Monticello, FL 32344

  • 4 Beds
  • 3 Baths
  • 2,663 Sq Ft
  • Built 2021

  Last Sold Summary

  • 2% Below List Price
  • $267/SF
  • 10 Days On Market

  Current Estimated Value $663,464

  Last Listing Agent Hettie Spooner Hill Spooner & Elliott Inc

  296 Hunter Ridge, Monticello, FL 32344
• 

  

  /42

  Est $285,946

  Not Listed For Sale

  52 Serenity Ln, Monticello, FL 32344

  • Built 2019

  52 Serenity Ln, Monticello, FL 32344

  Last Sold Summary

  • 25 Days On Market
• 

  

  /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
• 

  

  /31

  $675,000

  Sold Oct 28, 2025

  17 Old Tung Grove Rd, Monticello, FL 32344

  • 3 Beds
  • 2.5 Baths
  • 2,344 Sq Ft
  • Built 2024

  Last Sold Summary

  • 3% Below List Price
  • $288/SF
  • 635 Days On Market

  Current Estimated Value $676,023

  Last Listing Agent Barry Kelly Kelly & Kelly Properties, Inc

  17 Old Tung Grove Rd, Monticello, FL 32344
• 

  

  /7

  Not Listed For Sale

  0 Taylor Rd Unit 375808, Monticello, FL 32344

  0 Taylor Rd Unit 375808, Monticello, FL 32344

  Last Sold Summary

  • 20 Days On Market
• 

  

  /3

  $258,900

  New Construction Under Contract

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

  660 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

  660 N Cherry St, Monticello, FL 32344
• 

  

  /33

  $186,000

  Sold Nov 21, 2025

  1065 S Mulberry St, Monticello, FL 32344

  • 2 Beds
  • 2 Baths
  • 1,356 Sq Ft
  • Built 1927

  Last Sold Summary

  • 2% Below List Price
  • $137/SF
  • 65 Days On Market

  Current Estimated Value $197,719

  Last Listing Agent Katherine Gonzalez Pearson Realty Inc.

  1065 S Mulberry St, Monticello, FL 32344
• 

  

  /3

  Not Listed For Sale

  132 Hilltop Dr, Monticello, FL 32344

  • 3 Beds
  • 2.5 Baths
  • 2,623 Sq Ft
  • Built 2021

  132 Hilltop Dr, Monticello, FL 32344

  Last Sold Summary
• 

  

  /38

  $439,900

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,774 Sq Ft

  107 S Tarn Way, Monticello, FL 32344

  Welcome to this beautifully custom-built 3 bedroom, 2 bath home completed in 2024 and located in the desirable Hemings Pond Subdivision. Offering the perfect blend of modern construction and thoughtful upgrades, this move-in ready showcases luxury vinyl plank flooring, upgraded light fixtures, premium countertops, and elegant bath fixtures. Owner selected custom enhancements elevate the space

  Joana Villeneuve Hill Spooner & Elliott Inc

  107 S Tarn Way, Monticello, FL 32344
• 

  

  /28

  $202,000

  Sold Oct 20, 2025

  85 Pine Cone Dr, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,678 Sq Ft
  • Built 2002

  Last Sold Summary

  • 4% Below List Price
  • $120/SF
  • 17 Days On Market

  Current Estimated Value $218,104

  Last Listing Agent Gabriela Sacco All Realty Services

  85 Pine Cone Dr, Monticello, FL 32344
• 

  

  /25

  Not Listed For Sale

  4004 Old Magnolia Rd, Tallahassee, FL 32309

  • 4 Beds
  • 2 Baths
  • 1,821 Sq Ft
  • Built 2024

  4004 Old Magnolia Rd, Tallahassee, FL 32309

  Last Sold Summary

  • 71 Days On Market
• 

  

  /14

  $298,900

  New Construction

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

  1070 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

  1070 Partridge Ln, Monticello, FL 32344
• 

  

  /9

  $42,000

  Sold Feb 26, 2026

  50 E Pinhook Rd, Monticello, FL 32344

  • Land
  • 1.58 Acres
  • $26,582 per Acre

  Last Sold Summary

  • 11% Above List Price
  • 3 Days On Market

  Last Listing Agent Heather Boyd FL-GA Realty & Auction

  50 E Pinhook Rd, Monticello, FL 32344
• 

  

  /17

  Not Listed For Sale

  000 Clark Rd, Monticello, FL 32344

  000 Clark Rd, Monticello, FL 32344

  Last Sold Summary

  • 135 Days On Market
• 

  

  /31

  $434,000

  $5K PRICE DROP

  • 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
• 

  

  /35

  $325,000

  Sold Nov 25, 2025

  1530 Sweetbay Ct, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,370 Sq Ft
  • Built 2021

  Last Sold Summary

  • $237/SF
  • 58 Days On Market

  Current Estimated Value $338,102

  Last Listing Agent Chance Shutes Keller Williams Town & Country

  1530 Sweetbay Ct, Monticello, FL 32344
• 

  

  /31

  Not Listed For Sale

  112 Rudolph Ln, Monticello, FL 32344

  • 4 Beds
  • 2 Baths
  • 2,112 Sq Ft
  • Built 2022

  112 Rudolph Ln, Monticello, FL 32344

  Last Sold Summary

  • 68 Days On Market
• 

  

  /29

  $279,900

  • 4 Beds
  • 2 Baths
  • 1,448 Sq Ft

  425 Carolina St, Monticello, FL 32344

  Professional Photos Coming Soon! Beautifully remodeled 4 bedroom, 2 bath home full of charm and character. Features original hardwood floors, a spacious kitchen with a large island, and a great backyard perfect for gatherings and BBQs. Conveniently located about a mile from downtown, offering easy access to restaurants, boutiques, and local entertainment. The home sits next to an empty lot,

  Shanna D'Attile Keller Williams Town & Country

  425 Carolina St, Monticello, FL 32344
• 

  

  /3

  $244,900

  Sold Mar 21, 2026

  655 N Cherry St, Monticello, FL 32344

  • 2 Beds
  • 2 Baths
  • 1,092 Sq Ft
  • Built 2026

  Last Sold Summary

  • $224/SF
  • 35 Days On Market

  Last Listing Agent Steve Walker Steve C. Walker Realty, LLC

  655 N Cherry St, Monticello, FL 32344
• 

  

  /4

  Not Listed For Sale

  TBD Blackberry Tr, Monticello, FL 32344

  TBD Blackberry Tr, Monticello, FL 32344

  Last Sold Summary

  • 38 Days On Market
• 

  

  /14

  $37,000

  • Land
  • 1 Acre
  • $37,000 per Acre

  1264 Quail Ln, Monticello, FL 32344

  Corner lot off of paved road in Lloyd Acres. Wooded, pines and hardwoods. High elevation. Mobile homes are allowed. An additional 3.30 acres available for purchase.

  Callie Rhoads The Naumann Group Real Estate

  1264 Quail Ln, Monticello, FL 32344
• 

  

  /42

  $390,000

  Sold Jun 26, 2025

  1288 Indian Hills Rd, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,917 Sq Ft
  • Built 1987

  Last Sold Summary

  • 8% Below List Price
  • $203/SF
  • 140 Days On Market

  Current Estimated Value $445,357

  Last Listing Agent Pam Kelly Kelly & Kelly Properties, Inc

  1288 Indian Hills Rd, Monticello, FL 32344
• 

  

  /4

  Not Listed For Sale

  XXXX St Augustine Rd Parcel #2, Monticello, FL 32344

  XXXX St Augustine Rd Parcel #2, Monticello, FL 32344

  Last Sold Summary

  • 38 Days On Market
• 

  

  /34

  $185,000

  Under Contract

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft

  28 Kameron Dr, Monticello, FL 32344

  Brand New Inside! 1-Acre Modern Retreat Just Minutes from the City. Enjoy the ultimate "new home" experience without the wait! This 2-bedroom, 1-bathroom gem at 28 Kameron Dr has been completely transformed with a brand new interior, offering high-end laminate flooring, fresh paint, and modern finishes throughout. Situated on a sprawling, level 1-acre lot, you’ll enjoy total privacy and room to

  Chip Williams Keller Williams Town & Country

  28 Kameron Dr, Monticello, FL 32344
• 

  

  /14

  $168,100

  Sold Nov 17, 2025

  375 Maple St, Monticello, FL 32344

  • 3 Beds
  • 2 Baths
  • 1,716 Sq Ft
  • Built 1920

  Last Sold Summary

  • 11% Below List Price
  • $98/SF
  • 70 Days On Market

  Current Estimated Value $177,038

  Last Listing Agent Caleb Stephens Silo Hill Properties

  375 Maple St, Monticello, FL 32344

Showing Results 121 - 160, Page 4 of 18