Homes in ZIP Code 32344

/29
$60,000 Sold Apr 29, 2025
- 2,612 Sq Ft
- $23/SF
- 52 Days On Market
- 5 Beds
- 2 Baths
- Built 1914
1150 Sage St, Monticello, FL 32344

Built in 1914, this historic home in the heart of Monticello, Florida, offers a rare opportunity to own a piece of the past. With 5 spacious bedrooms and 2 full bathrooms, this charming property sits on a generous 0.63-acre lot, providing ample outdoor space. While the home requires significant renovation, it boasts original historical elements throughout, including beautiful hardwood floors,

Gabriela Sacco All Realty Services

1150 Sage St, Monticello, FL 32344

/36
Est $654,777 Not Listed For Sale
- 4 Beds
- 3 Baths
- 5,556 Sq Ft
250 Hiawatha Farms Rd, Monticello, FL 32344

250 Hiawatha Farms Rd, Monticello, FL 32344

/3
$469,995 New Construction
- 3 Beds
- 2.5 Baths
- 1,940 Sq Ft
52 Mire Ct, Monticello, FL 32344

Amazing new construction 3 bedroom 3 bathroom by Nailed It Tallahassee LLC Come pick out all your finishes, home scheduled for completion August 2025. Luxurious master suite, Kitchen made of dreams, this is a must see! Preferred Lender offering 1% in closing costs! Photos of previous home come make this one your own!

Amber McKinney Hamilton Realty Advisors LLC

52 Mire Ct, Monticello, FL 32344
/14
$230,000 Sold Apr 24, 2025
- 1,316 Sq Ft
- $175/SF
- 26 Days On Market
- 2 Beds
- 1 Bath
- Built 1970
523 Silver Lake Rd, Monticello, FL 32344

Prime location in NE Jefferson County! Just 5 minutes to historic Monticello with easy travel to Tallahassee, Thomasville and Quitman. Lots of properties boast horse potential, but this 12 acre parcel truly has room for all your equine needs. High and dry with paved roads. Unlock the potential of this home that’s ready for a transformation! While extensive repairs are needed, this property

Brian Bachman Kelly & Kelly Properties, Inc

523 Silver Lake Rd, Monticello, FL 32344

/28
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,323 Sq Ft
1993 Hartsfield Rd, Monticello, FL 32344

1993 Hartsfield Rd, Monticello, FL 32344

/41
$460,995 New Construction
- 3 Beds
- 2 Baths
- 1,806 Sq Ft
47 Mire Ct, Monticello, FL 32344

Amazing new construction 3 bedroom 2 bathroom by Nailed It Tallahassee LLC Come pick out all your finishes, home scheduled for completion August 2025. Luxurious master suite, Kitchen made of dreams, this is a must see! Preferred Lender offering 1% in closing costs! Photos of previous home come make this one your own!

Amber McKinney Hamilton Realty Advisors LLC

47 Mire Ct, Monticello, FL 32344
/39
$321,000 Sold Apr 24, 2025
- 1,680 Sq Ft
- $191/SF
- 43 Days On Market
- 3 Beds
- 2 Baths
- Built 2022
1260 E Washington St, Monticello, FL 32344

Beautiful Modern Home on a Spacious corner Lot. Built in 2022, this stunning 1,680 sq. ft. home offers modern living with an open floor plan, perfect for entertaining. Featuring three bedrooms and two bathrooms, this energy-efficient home boasts a stylish kitchen, a convenient mudroom, and a two-car carport. Located near downtown Monticello, you'll enjoy easy access to the local shops, dining,

Shanna D'Attile Keller Williams Town & Country

1260 E Washington St, Monticello, FL 32344

/31
Est $393,479 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,883 Sq Ft
1613 Yaupon Ct, Monticello, FL 32344

1613 Yaupon Ct, Monticello, FL 32344

/70
$425,000 Under Contract
- 2 Beds
- 2 Baths
- 1,452 Sq Ft
1291 Hayfield Spur, Monticello, FL 32344

Escape to your own private retreat in Monticello, FL! This spacious 5-acre property features two private ponds and two large outbuildings—both equipped with utilities. One outbuilding functions as a workshop with additional storage and a bathroom, offering endless potential. The 2-bedroom, 2-bathroom home is full of charm, featuring vaulted ceilings, a wood-burning fireplace, and an abundance of

Jason Naumann The Naumann Group Real Estate

1291 Hayfield Spur, Monticello, FL 32344
/27
$384,000 Sold Apr 22, 2025
- Land
- 25 Acres
- $15,534 per Acre
- 812 Days On Market
162 Natural Bridge Rd, Monticello, FL 32344

LOCATED ON THE CORNER OF FANLEW ROAD AND NATURAL BRIDGE ROAD IN A LITTLE COMMUNITY CALLED FANLEW. THIS COMMUNITY SERVED SAWMILLS AND TURPENTINE STILLS THAT ONCE POPULATED THIS AREA. IT STRADDLES JEFFERSON WAKULLA AND LEON COUNTY. THE PROPERTY IS A MIXTURE OF PINES AND HARDWOODS AND SPORTS AN ORIGINAL HOMESTEAD, NOT LIVEABLE. THERE IS A MOBILE HOME ON THE PROPERTY WITH WELL, POWER AND SEPTIC. LOTS

Amy Crain The American Dream

162 Natural Bridge Rd, Monticello, FL 32344

/3
Est $62,000 Not Listed For Sale
420 N Forest Ct, Monticello, FL 32344

420 N Forest Ct, Monticello, FL 32344

/42
$449,000 Under Contract
- 4 Beds
- 3 Baths
- 2,832 Sq Ft
4710 Waukeenah Hwy, Monticello, FL 32344

Monticello living is good, peaceful living. This home is ready for a multi-generational family, or a family with loads of relatives and friends to entertain. This three bedroom, two bath home has an adjacent mother in law suite complete with bedroom, kitchen, bath and living room. Located on two acres with a 2025 a/c unit, 2019 roof, large screened and unscreened porch, 3 pad carport, 3

Fay Armstrong Keller Williams Town & Country

4710 Waukeenah Hwy, Monticello, FL 32344
/41
$220,000 Sold Apr 21, 2025
- 1,247 Sq Ft
- $176/SF
- 73 Days On Market
- 3 Beds
- 2 Baths
- Built 2004
370 Brown Rd, Lamont, FL 32336

Amazing 3 bedroom 2 bathroom home, with huge bonus room, on one acre with a picturesque pecan tree lined driveway! This home is ready to move into today, with a brand new roof (Dec 2024) and other recent updates including water heater (2022), and kitchen and bathroom faucet fixtures. Kitchen has a bar that opens to the large living room which lets in tons of natural light. The front yard is

Catherine Hope All Realty Services

370 Brown Rd, Lamont, FL 32336

/11
Not Listed For Sale
xxx St Augustine Parcel #4 Rd, Monticello, FL 32344

xxx St Augustine Parcel #4 Rd, Monticello, FL 32344

/40
$419,900 Under Contract
- 4 Beds
- 2 Baths
- 1,809 Sq Ft
115 Crooked Creek Ln, Monticello, FL 32344

New 2025 Built Home in Crooked Creek on a spacious .72 acre lot! This open plan features 4 bedrooms, 2 bathrooms, 2 car garage, and beautiful shiplap accent walls. The kitchen has a light and bright design with white cabinets, quartz counters, subway tile backsplash, and GE stainless appliances. LVP flooring throughout (tile in baths), fireplace, covered back patio, and pre-wired for security and

Amber Renaud The Nova Group Realty

115 Crooked Creek Ln, Monticello, FL 32344
/27
$399,900 Sold Apr 21, 2025
- 1,601 Sq Ft
- $250/SF
- 129 Days On Market
- 3 Beds
- 2 Baths
- Built 2024
81 Coopers Pond Rd, Monticello, FL 32344

New build, under construction! Completion date set for April 2025. Beautiful, private lot on 2.62 acres, close to downtown Monticello and no HOA!! 5 mins to I-10 and 4 mins to US90 - - > see similar new build, under construction @ 149 Coopers Pond on 1.05 acres @ $349,900. Highlights of builder specs are as followed: - 1601sqft - 3 bedrooms - 2 full baths - 10' tray ceiling in living room - LVP

Tiffany Kasdorf The Nova Group Realty

81 Coopers Pond Rd, Monticello, FL 32344

/14
Est $348,261 Not Listed For Sale
- 2 Beds
4131 Ashville Hwy, Monticello, FL 32344

4131 Ashville Hwy, Monticello, FL 32344

/42
$459,000 Under Contract
- 4 Beds
- 3 Baths
- 2,555 Sq Ft
4287 Bassett Dairy Rd, Monticello, FL 32344

Rare COUNTRY Farmhouse OASIS AWAITS! – Discover the perfect blend of rustic charm in this stunning 5-bedroom, 3-bathroom home, nestled on five fully fenced acres of picturesque pastureland. Located just 15 minutes from downtown Monticello, this peaceful retreat offers breathtaking views, abundant wildlife, and plenty of space for your pets to roam. Step inside to a beautifully updated,

Destiny Jones Keller Williams Town & Country

4287 Bassett Dairy Rd, Monticello, FL 32344
/18
$2,000,000 Sold Apr 21, 2025
- Land
- 765 Acres
- $2,614 per Acre
- 182 Days On Market
1268 NW White Wing Dove Dr, Greenville, FL 32331

AA Ranch is a turn-key, 765 acre hunters paradise. Looking to bag that monster buck or just get away from the world, this is the perfect property. Teaming with deer, turkey, hogs, ducks, gators and more. There are 8 established food plots with battery powered feeders, two dug ponds 2, and approximately 5 miles of well maintained roads. The property features a 2400sq ft, 2 BR 2 BA custom

Buddy Witmer Steve C. Walker Realty, LLC

1268 NW White Wing Dove Dr, Greenville, FL 32331

/38
Est $202,416 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 1,276 Sq Ft
5118 E Washington Hwy, Monticello, FL 32344

5118 E Washington Hwy, Monticello, FL 32344

/34
$269,000
- 3 Beds
- 2 Baths
- 1,654 Sq Ft
130 Simpson Ave, Monticello, FL 32344

Beautiful home located in historic Monticello within walking distance to downtown shopping, restaurants, and farmers market. Featuring 3 spacious bedrooms with 2 large bathrooms and a walk-in closet. This charming cottage has an extra office/study area, original fireplace, glass french doors to dining room and updates throughout while staying true to its original character. Step outside to a

Suzanna Malone Lauer Real Estate Group LLC

130 Simpson Ave, Monticello, FL 32344
/40
$425,000 Sold Apr 18, 2025
- 3,174 Sq Ft
- $134/SF
- 27 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1895
310 E Dogwood St, Monticello, FL 32344

Step into history with the breathtaking Camellia House, a stunning Queen Anne-style home built in 1895-96 by William Bishop, a prominent local business owner with ties to the tung oil, retail, and lumber industries. Originally crafted as a wedding gift for his eldest sister, this home boasts intricate features and craftsmanship typically reserved for affluent families of the era. Its beauty has

Devin Lohman Lohman Realty LLC

310 E Dogwood St, Monticello, FL 32344

/5
Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,128 Sq Ft
271 Tecumseh Rd, Monticello, FL 32344

271 Tecumseh Rd, Monticello, FL 32344

/3
$45,000
- Land
- 2.00 Acres
- $22,500 per Acre
33 Kameron Dr, Waukeenah, FL 32344

I am pleased to announce this beautiful piece of property available for purchase, consisting of 2 acres of raw land situated in the serene rural outskirts of Monticello, Florida. The asking price for this exceptional land is only $45,000. This property is nestled in the picturesque Keystone County of Florida. Jefferson County is renowned for its gently rolling hills, majestic oak trees, and the

Meka Spencer Keller Williams Town & Country

33 Kameron Dr, Waukeenah, FL 32344
/34
$250,000 Sold Apr 17, 2025
- 1,731 Sq Ft
- $144/SF
- 83 Days On Market
- 3 Beds
- 2 Baths
- Built 1994
194 Deer Run Rd, Monticello, FL 32344

Enjoy the peaceful vibes of this creekside Barndominium in the woods. This property has quaint country living upstairs to include the primary bedroom, on suite bathroom and large walking closet, antique wood stove and a beautiful lookout porch in the rear of the property. Downstairs you have plenty of open space for entertaining your guests including 2 bedrooms, on suite bathroom and laundry as

Christopher Taylor Xcellence Realty

194 Deer Run Rd, Monticello, FL 32344

/16
Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,801 Sq Ft
157 White Oak Dr, Monticello, FL 32344

157 White Oak Dr, Monticello, FL 32344

/42
$699,000
- 5 Beds
- 5 Baths
- 3,770 Sq Ft
974 Hiawatha Farms Rd, Monticello, FL 32344

New roof w/ acceptable offer, 2025 HVAC. Gated, horse friendly community of Hiawatha Farms is just minutes from the hustle and bustle of "city" life. Property spans over 6 acres. The main home offers 3 bedrooms and 3 full bathrooms, featuring a spacious layout designed for everyday living and effortless entertaining. Just steps away, a detached 2-bedroom, 2-bath in-law suite provides the ideal

Kayana Gaines Hill Spooner & Elliott Inc

974 Hiawatha Farms Rd, Monticello, FL 32344
/34
$550,000 Sold Apr 15, 2025
- 2,126 Sq Ft
- $259/SF
- 107 Days On Market
- 4 Beds
- 2 Baths
- Built 2007
136 Bob White Trail, Monticello, FL 32344

Make this piece of paradise your own! As you pull into the driveway, you will feel as if you have escaped the stresses of every day life and have just arrived at your vacation destination. This property features a beautiful home, ample outdoor entertaining space, two ponds (one fully stocked including a duck), chicken coup, a pole barn, workshop with space for a man cave/game room, and 10 acres

Angela Wills Team Wills Real Estate Group

136 Bob White Trail, Monticello, FL 32344

/39
Est $482,762 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,700 Sq Ft
210 Deer Run, Monticello, FL 32344

210 Deer Run, Monticello, FL 32344

/41
$349,500
- 4 Beds
- 2 Baths
- 2,162 Sq Ft
4081 Gamble Rd, Monticello, FL 32344

Nestled on a serene 5-acre retreat, this charming storybook cottage feels like a hidden gem, yet it’s just 15 minutes from downtown Monticello’s quaint shops and restaurants. Tucked back from the road for ultimate privacy, this well-maintained home is surrounded by natural beauty, including native plants, wild azaleas, and lush greenery. Step onto the inviting front porch and into a warm,

Malissa Henning EXP Realty, LLC

4081 Gamble Rd, Monticello, FL 32344
/19
$120,000 Sold Apr 15, 2025
- 2,600 Sq Ft
- $46/SF
- 255 Days On Market
- 5 Beds
- 3 Baths
- Built 1956
1385 Florida Ave, Monticello, FL 32344

**Multiple Offers** *Short Sale 3rd Party Approval Required* Main House 3Bdrm 2Ba w/attached Apartment/2Bdrm 1Ba In-Law Suite w/Kitchen, Living Area, Private Entrance & separate Driveway. Single Family Home, One Home w/Apartment as Rental, or Multi-Family/Generational Living. Corner Double Lot. Roof Replacement & HVAC (Main House) needed. Updates/Upgrades and General TLC needed. Buyer to verify

Christopher Chaback Keller Williams Town & Country

1385 Florida Ave, Monticello, FL 32344

/41
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,560 Sq Ft
927 Quail Ln, Monticello, FL 32344

927 Quail Ln, Monticello, FL 32344

/14
$189,000
- 3 Beds
- 2 Baths
- 1,716 Sq Ft
375 Maple St, Monticello, FL 32344

Affordable home nestled in the heart of Monticello! This spacious home sports a freshly painted open floor plan. Wood finished line this home sharing a feeling of craftsmanship. Updated appliances make this home walk in ready for its next family. Nestled on a corner lot, this home has great curb appeal.

Caleb Stephens Silo Hill Properties

375 Maple St, Monticello, FL 32344
/17
$189,000 Sold Apr 02, 2025
- 2,525 Sq Ft
- $75/SF
- 233 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1960
485 Morris Rd, Monticello, FL 32344

New Roof! New HVAC! Some repairs needed such as finishing half bath. Nearly a half acre of stunning backyard on the lake with outbuilding and shed for picnics and gatherings. Enclosed carport increases living/gathering space inside! So much opportunity here!

Susan Gillespie Lord & Stanley Realty, Inc.

485 Morris Rd, Monticello, FL 32344

/36
Est $289,595 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,421 Sq Ft
275 Rudolph Ln, Monticello, FL 32344

275 Rudolph Ln, Monticello, FL 32344

/55
$1,100,000
- 5 Beds
- 5.5 Baths
- 4,700 Sq Ft
1165 Dills Rd, Monticello, FL 32344

Nature Lover’s Dream — a rare opportunity to own a stunning custom estate offering peace, privacy, and over 21 acres of unspoiled natural beauty. Thoughtfully designed for both comfort and function, this spacious home boasts more than 4,500 square feet of living space. Inside, enjoy a gourmet kitchen with gas range and butler’s pantry, formal and casual living areas, a cozy library, and a

Callie Rhoads The Naumann Group Real Estate

1165 Dills Rd, Monticello, FL 32344
/13
$34,000 Sold Mar 31, 2025
- 660 Sq Ft
- $52/SF
- 27 Days On Market
- 1 Bed
- 1 Bath
- Built 1911
265 Bowman St, Monticello, FL 32344

Great potential to build a new home just steps away from historic downtown Monticello, the courthouse, restaurants, and shops! There are beautiful homes across the street making this an idea piece of land to build a new home. The property that is currently on this lot is in very poor condition and is most likely a tear down or at minimum a gut-job but lots of great potential on this one!

Amber Renaud The Nova Group Realty

265 Bowman St, Monticello, FL 32344

/11
Est $97,527 Not Listed For Sale
- 2 Beds
161 Meadow Dr, Monticello, FL 32344

161 Meadow Dr, Monticello, FL 32344

/11
$26,000
- Land
- 2.00 Acres
- $13,000 per Acre
0 Flatwoods, Monticello, FL 32344

Land for Sale – Flatwoods, FL 32344. Size: 2.0 Acres. Location: Flatwoods Road, Monticello, Florida 32344. Property Highlights: Buildable lot with plenty of space; Power available on the road; 411.75 feet of road frontage; Peaceful rural setting surrounded by large parcels; No HOA – flexible use for site-built or modular homes. About 40 minutes to Tallahassee. Ideal for a private

Andrey Rossin CASH FLOW IN MIAMI REALTY

0 Flatwoods, Monticello, FL 32344
/3
$72,000 Sold Mar 31, 2025
- Land
- 38 Acres
- $1,891 per Acre
- 62 Days On Market
4019 Ashville Hwy Unit o, Monticello, FL 32344

Total of 38.07 acres in desirable Ashville Highway area of Monticello. Five miles from Downtown. East Jefferson County, known for beautiful rolling hills, lined with majestic century oaks. 12.35-acre parcel with an older mobile home (minimal value) fronting Ashville Highway, and an additional 25.72-acre tract on Steen Road 1.1 mile from the 12-acre parcel on Ashville Highway. The older mobile

Sarah Scott Coldwell Banker Hartung

4019 Ashville Hwy Unit o, Monticello, FL 32344

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Florida Monticello 32344

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