38

Monticello, FL Homes for Sale under $300,000

Section Image Section Image
  • /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.

    Agent Photo

    Barry Kelly

    Kelly & Kelly Properties, Inc

    TBD E Meadow Rd, Monticello, FL 32344
  • /18

    $25,000

    • Land
    • 4 Acres
    • $6,250 per Acre

    TBD S Salt Rd, Monticello, FL 32344

    This beautiful old Florida habitat is great for wildlife observation, birding, native forest growth, riding four-wheelers, building nesting boxes for ducks and bats or a hammock and a place to get away for primitive camping. Costco in Tallahassee, Florida is 30.4 miles and Walmart Supercenter in Perry, Florida is 32.1 miles. Monticello, Florida is 9.3 miles for Ice Cream and boutiques, shops,

    Agent Photo

    Lynette Sirmon

    All Realty Services

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

    $135,000

    • Land
    • 10 Acres
    • $13,500 per Acre

    576 Cox Rd, Monticello, FL 32344

    Looking for privacy, this 10 acres provides an ideal homesite with some clearing for your homesite completed. The balance of the land is woorded with a mix of hardwoords and pines. Some of the land is in welands/flood which provides a nice buffer for privacy and a wildlife habitat. There is a well/pump (no tank), an older septic, and power pole. 15 ft easement leads to the property. Located just

    Agent Photo

    Barry Kelly

    Kelly & Kelly Properties, Inc

    576 Cox Rd, Monticello, FL 32344
  • /38

    $267,900

    • 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

    Agent Photo

    Pam Hoveland

    Landcorp, Inc.

    490 N Cherry Ct, Monticello, FL 32344
  • /2

    $65,000

    $10K PRICE DROP
    • Land
    • 1.7 Acres
    • $38,235 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. .

    Agent Photo

    Barry Kelly

    Kelly & Kelly Properties, Inc

    TBD Scott Dr, 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.

    Agent Photo

    Barry Kelly

    Kelly & Kelly Properties, Inc

    TBD Rainey Run, Monticello, FL 32344
  • /14

    $200,000

    • 3 Beds
    • 1.5 Baths
    • 1,304 Sq Ft

    1550 Tennessee Ave, Monticello, FL 32344

    Charming and affordable home on the North side of Monticello in Nobles Subdivision. 3 BR 1.5 Baths. Upgrades in 2021 include new ac, new water heater, new roof. Recent interior paint. Large fenced backyard.

    Agent Photo

    Barry Kelly

    Kelly & Kelly Properties, Inc

    1550 Tennessee Ave, Monticello, FL 32344
  • /19

    $239,000

    • 3 Beds
    • 1 Bath
    • 1,164 Sq Ft

    220 Eaton St, Monticello, FL 32344

    Very convenient location in the heart of Monticello. Excellent condition. Very good condition, new roof, new windows, newer flooring throughout. 10X12 storage shed.

    Agent Photo

    Barry Kelly

    Kelly & Kelly Properties, Inc

    220 Eaton 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

    Agent Photo

    Brenna Kelly-Ward

    Kelly & Kelly Properties, Inc

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

    $139,000

    • Land
    • 5 Acres
    • $27,800 per Acre

    TBD Orchard Ln, Monticello, FL 32344

    Great Location in Western Jefferson County offering country living with the convenience of Tallahassee only minutes away. Wooded 5 acres on private lane. Restricted for site built homes with minimum of 1200 sq ft heated and cooled. Adjoining 5 available for sale.

    Agent Photo

    Barry Kelly

    Kelly & Kelly Properties, Inc

    TBD Orchard Ln, Monticello, FL 32344
  • /5

    $199,000

    • Land
    • 5.03 Acres
    • $39,563 per Acre

    TBD W Washington, Monticello, FL 32344

    Fronting on Hwy-90 this high elevation lot is lightly wooded. Some restrictions apply.

    Agent Photo

    Barry Kelly

    Kelly & Kelly Properties, Inc

    TBD W Washington, Monticello, FL 32344
  • /10

    $253,080

    • Land
    • 21.09 Acres
    • $12,000 per Acre

    tbd Gamble Rd, Monticello, FL 32344

    Nature at its best, 21 acres of virgin forest with massive pines and a variety of hardwoods including a mixture of oaks, magnolias and hickory. Beautiful natural setting of rolling land with trails that meander through the property with an abundance of wildlife. Just up the road from the Wacissa River. The second parcel ID is 22-1S-3W-0000-0023-0000. ADJOINING HOME AND 20 ACRES AVAIABLE FOR

    Agent Photo

    Pam Kelly

    Kelly & Kelly Properties, Inc

    tbd Gamble Rd, Monticello, FL 32344
  • /19

    $281,800

    $68K PRICE DROP
    • Land
    • 70.45 Acres
    • $4,000 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
  • /7

    $109,000

    • Land
    • 5 Acres
    • $21,800 per Acre

    130 Sweetfield Rd, Monticello, FL 32344

    Mobile-home-friendly property with a cleared homesite and an existing well, septic system, and electrical service already on the property. Seller financing is available. Conveniently located near I-10 and approximately 30 minutes from Tallahassee. Bring your home plans and enjoy a quiet country setting with room for animals, gardening, outdoor projects, and additional storage. Fence the property

    Moe Mossa Savvy Avenue, LLC

    130 Sweetfield Rd, Monticello, FL 32344
  • /20

    $295,000

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,640 Sq Ft

    170 W Cherokee Ave, Monticello, FL 32344

    We have owned this home for 15 years. It was fully remodeled 2024. It has a new roof, insulation, HVAC including ductwork, new drywall, new ceilings, light fixtures, plumbing, electrical. New kitchen and baths. Granite counters, white shaker cabinets, large corner lot. Walk to the grocery store. This is like a new home with older home charm. Original oak floors in most of the house, fireplace.

    Ken Foster FosterGrant Real Estate, LLC

    170 W Cherokee Ave, Monticello, FL 32344
  • /11

    $45,000

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

    1 W Meadow Rd, Monticello, FL 32344

    All Offers considered..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
  • /24

    $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
  • /70

    $185,000

    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft

    304 Limestone Rd, Monticello, FL 32344

    Welcome to peaceful country living in the quiet community of Wacissa, Florida! Nestled on 3.38 beautiful acres, this 3-bedroom, 2-bathroom home offers the ideal opportunity for anyone dreaming of a hobby farm, homestead, or simply extra space to enjoy the outdoors. Designed with both comfort and functionality in mind, the 1,680-square-foot home features a desirable split floor plan, separating

    Dee Leslie OaksFeather Realty

    304 Limestone Rd, Monticello, FL 32344
  • /2

    $79,000

    • Land
    • 19,602 Sq Ft
    • $175,556 per Acre

    Lot 12 E Washington St, Monticello, FL 32344

    Brand New Home Options Available starting in the $300's or Build to Suit! Fantastic Location on almost 1/2 an Acre in Town! Super Convenient walking distance to restaurants, shopping, and entertainment. Lots of possibilities! Come Check it out! Water & Sewer Available. Owner Financing Options too. This Listing includes BOTH Lot 12 & 23 directly behind it totaling .45 Acre.

    Liz Kuntz Keller Williams Town & Country

    Lot 12 E Washington St, Monticello, FL 32344
  • /15

    $41,000

    • Land
    • 2.5 Acres
    • $16,400 per Acre

    0 N Forest Ct Unit 402917, Monticello, FL 32344

    Welcome to this peaceful 2.5-acre property located in the established Aucilla Forest & Meadows subdivision. This property offers a wonderful opportunity to build your dream home or place a mobile home while enjoying plenty of space and quiet country living. Lot owners may fence their boundaries and graze livestock such as cows, horses, and goats. Although tucked away from the busyness of town,

    Velinda Hittinger CONSULTANTS TO HOMEBUI

    0 N Forest Ct Unit 402917, Monticello, FL 32344
  • /2

    $79,000

    • Land
    • 19,602 Sq Ft
    • $175,556 per Acre

    Lot 13 E Washington St, Monticello, FL 32344

    Brand New Home Options Available starting in the $300's or Build to Suit! Fantastic Location on almost 1/2 an Acre in Town! Super Convenient walking distance to restaurants, shopping, and entertainment. Lots of possibilities! Come Check it out! Water & Sewer Available. Owner Financing Options too. This Listing includes BOTH Lot 13 & 22 directly behind it totaling .45 Acre.

    Liz Kuntz Keller Williams Town & Country

    Lot 13 E Washington St, Monticello, FL 32344
  • /31

    $259,900

    $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft

    1164 Oaklands Plantation Rd, Monticello, FL 32344

    Nestled on 5.5 peaceful, private acres, this charming 3-bedroom, 2-bath home offers the perfect blend of space, comfort, and tranquility. Step inside to an open floor plan designed for both everyday living and effortless entertaining, with a seamless flow between the living, dining, and kitchen areas. The spacious primary suite is a true retreat, featuring a large en-suite bathroom complete with

    Norris Bishop Norris Bishop Realty, LLC

    1164 Oaklands Plantation Rd, Monticello, FL 32344
  • /4

    $299,000

    • Land
    • 85.69 Acres
    • $3,489 per Acre

    0 Big Joe Rd Unit 399642, Monticello, FL 32344

    85.69 acres of land located on Big Joe Road in Monticello. Zoned Agri-05, this versatile property offers a unique blend of privacy, natural beauty, and development potential. Featuring a mix of wetlands and usable upland areas, the property may be ideal for a variety of uses including recreational development, camping, hunting retreat, RV park, event venue, outdoor hospitality concepts, or future

    Lynnaye Boyd Resilience Realty

    0 Big Joe Rd Unit 399642, Monticello, FL 32344
  • /5

    $58,000

    • Land
    • 38,768 Sq Ft
    • $65,169 per Acre

    0 Spring Hollow Dr, Monticello, FL 32344

    Don't miss this exceptional 0.89-acre homesite in the Desirable Cooper's Pond community. This lot offers the perfect opportunity to create your dream home in a well-established neighborhood known for its attractive surroundings and welcoming atmosphere. Enjoy the convenience of being just minutes from town, with easy access to shopping, dining, schools, and everday amenities while still

    Ellen Fokes CONSULTANTS TO HOMEBUI

    0 Spring Hollow Dr, Monticello, FL 32344
  • /12

    $185,000

    • 3 Beds
    • 1 Bath
    • 1,312 Sq Ft

    670 Poplar St, Monticello, FL 32344

    Solid 3/1 SFR brick less than a mile from downtown Monticello! This quaint 1,312 sq ft home sits under a metal roof and only requires your vision and a little TLC to become a superb starter home or investment opportunity. It also includes an additional lot.

    Spencer Conner Keller Williams Town & Country

    670 Poplar St, Monticello, FL 32344
  • /28

    $3,999

    $17K PRICE DROP
    • 2 Beds
    • 2 Baths

    10 S Front Ct, Monticello, FL 32344

    Celebrate our summer of savings with our limited-time offer! If you purchase this home, receive 2 months FREE site rent and pay NO application fees. Hurry, offer expires July 31, 2026. Act fast! Restrictions apply. Looking for an affordable home with plenty of potential? This handyman special is the perfect opportunity to add your personal touch and build instant sweat equity. With a functional

    Patty Davis Jefferson Pines

    10 S Front Ct, Monticello, FL 32344
  • /2

    $69,000

    • Land
    • 19,602 Sq Ft
    • $153,333 per Acre

    Lot 14 E Washington St, Monticello, FL 32344

    Brand New Home Options Available starting in the $300's or Build to Suit! Fantastic Location on almost 1/2 an Acre in Town! Super Convenient walking distance to restaurants, shopping, and entertainment. Lots of possibilities! Come Check it out! Water & Sewer Available. Owner Financing Options too. This Listing includes BOTH Lot 14 & 21 directly behind it totaling .45 Acre.

    Liz Kuntz Keller Williams Town & Country

    Lot 14 E Washington St, Monticello, FL 32344
  • /44

    $235,000

    • 3 Beds
    • 1 Bath
    • 1,700 Sq Ft

    810 E Dogwood St, Monticello, FL 32344

    Step back in time and discover the charm of this classic Monticello home, offering timeless character and endless possibilities. Built in 1915, this Craftsman-style residence features 1,700 square feet of living space with hardwood floors, separate living and dining areas that reflect the home's historic appeal, 3 full bedrooms, with a large mud room and separate sitting room, a wood-burning

    Michael Balanoff Re/Max Professionals Realty

    810 E Dogwood St, Monticello, FL 32344
  • /7

    $150,000

    $48K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,366 Sq Ft

    870 Shady Ln, Monticello, FL 32344

    Welcome to 870 Shady Lane in Monticello, Florida—a charming property that offers the perfect blend of privacy, space, and small-town appeal. Nestled on a quiet, tree-lined street, this home provides a peaceful retreat while still being conveniently close to the historic downtown district, local shops, and dining. Surrounded by mature trees and natural beauty, the property offers a serene setting

    Angela Graham Hamilton Realty Advisors LLC

    870 Shady Ln, Monticello, FL 32344
  • /63

    $254,999

    Open Sat 11AM - 2PM $5K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,664 Sq Ft

    196 Private Rd, Monticello, FL 32344

    Back on the market at NO FAULT TO THE SELLERS! Looking for a peaceful escape from the hustle and bustle? Welcome to your own private piece of North Florida! Tucked away on 5 beautiful acres between Tallahassee and historic Monticello, this spacious mobile home offers 1,792 square feet of comfortable living space with room to spread out and make it your own.Enjoy quiet mornings on the inviting

    Hunter Key OaksFeather Realty

    196 Private Rd, Monticello, FL 32344
  • /3

    $19,500

    • Land
    • 37,461 Sq Ft
    • $22,674 per Acre

    0 Cox Rd Unit 400763, Monticello, FL 32344

    0.84-Acre Monticello Lot on Cox Rd – SURVEY & ELEVATION LETTER ALREADY COMPLETED! Excellent opportunity to own a peaceful 0.84-acre parcel (Lots 89 & 90 of Springdale Pecan Plantation) located on Cox Road in beautiful Jefferson County. Surrounded by natural North Florida beauty, this lot offers rural tranquility while keeping you just minutes from historic downtown Monticello and 25-30 minutes to

    Stephen Hachey Flat Fee MLS Realty

    0 Cox Rd Unit 400763, Monticello, FL 32344
  • /2

    $254,900

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

    360 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

    360 Bowman St, Monticello, FL 32344
  • /2

    $85,000

    • Land
    • 19,602 Sq Ft
    • $188,889 per Acre

    Lot 11 E Washington St, Monticello, FL 32344

    Brand New Home Options Available starting in the $300's or Build to Suit! Fantastic Location on almost 1/2 an Acre in Town! Super Convenient walking distance to restaurants, shopping, and entertainment. Lots of possibilities! Come Check it out! Water & Sewer Available. Owner Financing Options too. This Listing includes BOTH Lot 11 & 24 directly behind it totaling .45 Acre.

    Liz Kuntz Keller Williams Town & Country

    Lot 11 E Washington St, Monticello, FL 32344
  • /2

    $85,000

    • Land
    • 2.05 Acres
    • $41,463 per Acre

    Lot 25 E Washington St, Monticello, FL 32344

    Brand New Home Options Available starting in the $300's or Build to Suit! Fantastic Location on almost 1/2 an Acre in Town! Super Convenient walking distance to restaurants, shopping, and entertainment. Lots of possibilities! Come Check it out! Water & Sewer Available. Owner Financing Options too. This Listing includes 10 Lots- 25-35 (Survey) totaling 2.05 Acres.

    Liz Kuntz Keller Williams Town & Country

    Lot 25 E Washington St, Monticello, FL 32344
  • /3

    $299,900

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,575 Sq Ft

    12180 Gamble Rd, Monticello, FL 32344

    New Construction currently being built by Southern Construction. Home should be completed in August 2026. Home is located in a great location in S. Jefferson County, close to the Wacissa River. Home features 3 beds and 2 baths, hardi siding, granite countertops with large kitchen island, open floor plan, and vinyl plank flooring in bedrooms and common area. Master bath features large walk-in tile

    Jared Parramore Coastwise Realty

    12180 Gamble Rd, Monticello, FL 32344
  • /2

    $69,000

    • Land
    • 19,602 Sq Ft
    • $153,333 per Acre

    Lot 16 E Washington St, Monticello, FL 32344

    Brand New Home Options Available starting in the $300's or Build to Suit! Fantastic Location on almost 1/2 an Acre in Town! Super Convenient walking distance to restaurants, shopping, and entertainment. Lots of possibilities! Come Check it out! Water & Sewer Available. Owner Financing Options too. This Listing includes 4 Lots- 16 & 17 with 18 & 19 directly behind it, totaling .45 Acre.

    Liz Kuntz Keller Williams Town & Country

    Lot 16 E Washington St, Monticello, FL 32344
  • /4

    $75,000

    $16K PRICE INCREASE
    • Land
    • 12,632 Sq Ft
    • $258,621 per Acre

    205 E Cherokee Ave, Monticello, FL 32344

    Prime vacant cleared commercial lot in downtown Monticello. Zoned Commercial B-2 Business Highway. Located Steps from US 19 South Across street from Burger King and Dollar Tree. Next door to Oreilly's Auto parts. High Traffic area and Good visibility. Address is for GPS only. Acreage is subject to survey.

    Starbuck Rissman Steve C. Walker Realty, LLC

    205 E Cherokee Ave, Monticello, FL 32344
  • /2

    $69,000

    • Land
    • 19,602 Sq Ft
    • $153,333 per Acre

    Lot 15 E Washington St, Monticello, FL 32344

    Brand New Home Options Available starting in the $300's or Build to Suit! Fantastic Location on almost 1/2 an Acre in Town! Super Convenient walking distance to restaurants, shopping, and entertainment. Lots of possibilities! Come Check it out! Water & Sewer Available. Owner Financing Options too. This Listing includes BOTH Lot 15 & 20 directly behind it totaling .45 Acre.

    Liz Kuntz Keller Williams Town & Country

    Lot 15 E Washington St, Monticello, FL 32344

Home Price Trends

Median Sale Price
$285,000
Median Single Family Sale Price
$299,450
Median 2 Bedroom Sale Price
$208,500
Average Price Per Sq Ft
$183
Number of Homes for Sale
25
Last 12 months Home Sales
51
Months of Supply
5.90
Median List Price
$316,450
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
0%
How to Buy a Home How to Finance a Home How to Sell a Home