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Newest Homes for Sale in Monticello, FL

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  • /70

    $769,000

    $26K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,160 Sq Ft

    660 Whispering Hill, Monticello, FL 32344

    Set on 18+ acres of beautifully maintained pasture, this private country property is built for both everyday living, true equestrian use or small livestock farm. The land is the star- fully fenced with new wood fencing that cleanly defines multiple pastures, a peaceful pond, and wide open space to ride, graze and enjoy. The 6-stall horse barn is ready to work with paddocks attached to each stall,

    Catherine Hope All Realty Services

    660 Whispering Hill, Monticello, FL 32344
  • /70

    $2,000,000

    • 7 Beds
    • 7 Baths
    • 5,756 Sq Ft

    305 Old Lloyd Rd, Monticello, FL 32344

    Welcome to a rare opportunity to own a true estate property where space, craftsmanship, and privacy come together on 18 beautiful acres. This impressive 7-bedroom, 5 full bath, 2 half bath two-story home offers a thoughtfully designed layout ideal for both everyday living and entertaining on a grand scale. Upstairs features 4 bedrooms and 2 full baths, while the downstairs includes 2 bedrooms,

    Agent Photo

    Chance Shutes

    Keller Williams Town & Country

    305 Old Lloyd Rd, Monticello, FL 32344
  • /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
  • /42

    $519,000

    $31K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,134 Sq Ft

    121 Shumard Ct, Monticello, FL 32344

    Beautiful, like-new 2022 farmhouse-style home located in the sought after Crooked Creek area. This spacious 2134 sq ft home features 4 bedrooms and 2.5 baths on a generous .85 acre lot, ideally situated on a quiet cul-de-sac on the west side of Monticello. The open-concept layout offers elegant coffered ceilings crown molding and a cozy gas fireplace with built-in shelving in the living room-

    Agent Photo

    Pam Kelly

    Kelly & Kelly Properties, Inc

    121 Shumard Ct, Monticello, FL 32344
  • /27

    $349,000

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

    8156 Waukeenah Hwy, Monticello, FL 32344

    Rare Find! Country Living on 1 Acre-No HOA! Enjoy peaceful country living on a full 1-acre property with no HOA restrictions. This spacious 1774 square foot home features 3 bedrooms and 2 bathrooms with a bright open concept layout. The home features LVP flooring throughout, fresh interior paint in main living area, and a new roof in 2023 for added piece of mind. The primary suite includes a

    Agent Photo

    Barry Kelly

    Kelly & Kelly Properties, Inc

    8156 Waukeenah Hwy, Monticello, FL 32344
  • /41

    $499,000

    $51K PRICE DROP
    • 5 Beds
    • 2 Baths
    • 2,268 Sq Ft

    398 Tecumseh Rd, Monticello, FL 32344

    Charming Cape Cod-style home tucked away on 5 acres just minutes to downtown Monticello. This one owner home has been lovingly maintained and reflects years of care and pride of ownership. With over 2200 square feet of living space, the home offers a comfortable layout. The main floor features three bedrooms, one bath, a welcoming living room with a gas fireplace, dining area, kitchen and a

    Agent Photo

    Barry Kelly

    Kelly & Kelly Properties, Inc

    398 Tecumseh 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
  • /5

    $775,000

    New Construction
    • 4 Beds
    • 3 Baths
    • 2,377 Sq Ft

    693 Tally Hills Dr, Monticello, FL 32344

    New Construction. Images are renderings. 4-bedroom, 3-bath home coming soon in Tally Hills Estates. Construction has started on this beautifully designed, new construction home set on over 5 acres.

    Shelley Poppell Clover Key Realty

    693 Tally Hills Dr, Monticello, FL 32344
  • /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
  • /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
  • /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
  • /49

    $695,000

    • 3 Beds
    • 2.5 Baths
    • 3,832 Sq Ft

    4589 Ashville Hwy, Monticello, FL 32344

    Nestled on 5.56 acres of fenced pastureland, this stunning estate, is framed by majestic oak trees and welcomes you through a private gated entrance. From the rocking chair front porch to the thoughtfully designed interior, this property offers the perfect blend of luxury and country living. Living room kitchen combination with the stone fireplace creating a warm and inviting focal point. The

    Agent Photo

    Barry Kelly

    Kelly & Kelly Properties, Inc

    4589 Ashville Hwy, Monticello, FL 32344
  • /16

    $495,000

    $54K PRICE DROP
    • 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

    Agent Photo

    Pam Kelly

    Kelly & Kelly Properties, Inc

    640 Nautilus Dr, 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
  • /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
  • /57

    $529,000

    $56K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,187 Sq Ft

    515 E Palmer Mill Rd, Monticello, FL 32344

    **MOTIVATED SELLERS - CONCESSION(S) BEING OFFERED** 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,

    Agent Photo

    Brenna Kelly-Ward

    Kelly & Kelly Properties, Inc

    515 E Palmer Mill Rd, Monticello, FL 32344
  • /52

    $395,000

    $54K PRICE DROP
    • 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 an opportunity to restore and 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

    Rachel Sparling All Realty Services

    930 E Pearl St, 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
  • /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
  • /37

    $345,000

    $75K PRICE DROP
    • 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

    Agent Photo

    Pam Kelly

    Kelly & Kelly Properties, Inc

    205 N Rhodes 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
  • /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
  • /22

    $164,900

    $110K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,553 Sq Ft

    34 W Hummingbird Ln, Monticello, FL 32344

    *Some photos may be virtually staged* New beautiful LVP flooring on mother in law suite side of the property and wdo repair underneath the new flooring!! So many options with this property!! It boasts 2 separate living spaces joined by a common family room. One side of the home has 1 bed and 1 bath, it's own kitchen and living space. The other side of the home has 3 bedrooms, 2 bathrooms and the

    Susan Gillespie Lord & Stanley Realty, Inc.

    34 W Hummingbird Ln, Monticello, FL 32344
  • /19

    $395,000

    $104K PRICE DROP
    • Land
    • 3.2 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
  • /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

Showing Results 41 - 65, Page 2 of 2

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