Recently Sold Homes in Jefferson County, FL

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SOLD OCT 30, 2025

ABOUT THIS HOME
Recently Sold Home in Jefferson County, FL:
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 family gatherings and entertaining. Covered front porch( 40 foot ) for those relaxing afternoons and large back deck overlooking the stunning private fenced back yard. Fire pit, outdoor shower and potting bench with sink makes outdoor living extra fun. Gardeners will fall in love wit

$360,000 Last sold price

3 beds2 baths1,985 sq ft

480 W Washington St, Monticello, FL 32344

SOLD OCT 24, 2025

ABOUT THIS HOME
Recently Sold Home in Jefferson County, FL:
Enjoy space, privacy, and outdoor living on this well-maintained 5-acre property in Monticello. Tucked away on a private dirt road, this 3-bedroom, 2-bathroom home offers a functional 2,170 square foot layout with plenty of natural light. Outside is where this property really shines—featuring a screened-in patio, a sparkling pool with a Baja shelf, and multiple outdoor entertaining areas including a covered lounge under a large pole barn. That structure also includes storage space and a finished, heated and cooled office—perfect for working from home or creative projects. There's also a second metal pole barn ideal for parking boats, RVs, or large equipment, plus a greenhouse fo

$500,000 Last sold price

3 beds2 baths2,170 sq ft

282 Long Leaf Dr, Monticello, FL 32344

SOLD OCT 20, 2025

ABOUT THIS HOME
Recently Sold Home in Jefferson County, FL:
Welcome to this peaceful countryside retreat, located on a spacious, private lot in Greenville, FL. This charming 3-bedroom, 2-bath home combines warmth, functionality, and ample space both inside and out. As you enter, you'll find a bright and inviting living area with a wall of windows that allows natural light to pour in and provides serene views of the surrounding woods. The sunroom is a standout feature, perfect for enjoying your morning coffee or unwinding after a long day. The kitchen boasts plenty of cabinet space and durable countertops, along with a dedicated laundry room located right off the back. Updated flooring throughout the main living areas adds a fresh, clean feel. The co

$210,000 Last sold price

3 beds2 baths1,560 sq ft

140 E Buckhorn Trl, Greenville, FL 32331

SOLD NOV 4, 2025

ABOUT THIS HOME
Recently Sold Home in Jefferson County, FL:
Owner Financing available!! A brand new roof is being installed this week, adding immediate value and peace of mind, while maintaining the integrity and character of this historic home! Step back in time in the T. T. Turnbull House designed by Neel Reid. This stunning 1915 home is a true architectural treasure in the heart of downtown Monticello, FL. Sitting on . 68 acres, this historic gem is filled with timeless details throughout, ready for the next chapter in its storied history. With 4,400 square feet under roof, including porches, and 3,350 square feet of heated and cooled living space, this home offers both grandeur and comfort. Featuring 3 bedrooms, 2.5 baths, and exquisite craftsma

$280,000 Last sold price

3 beds2.5 baths3,348 sq ft

665 W Washington St, Monticello, FL 32344

SOLD OCT 20, 2025

ABOUT THIS HOME
Recently Sold Home in Jefferson County, FL:
Woodland Retreat and Unique Escape on 5 acres! Not your ordinary cookie cutter! Discover this private hilltop sanctuary tucked down a rustic, winding, woodsy lane, with 4 "lodge" inspired bedrooms, each with their own bathroom/closet combinations. On the approach in, take it slow, unwind from the city life and pass by "Mom and Pop" farms, fields, rusty barns, Grandpa's forgotten vehicles, chicken coops & old campers. Once you arrive. .. this property is fenced and gated. Up the lane past the gate you will discover your own "hidden haven" with cabin inspiration throughout. 42 fruit trees (23 varieties), set up for "Al Fresco" dining under the oak

$320,000 Last sold price

4 beds4 baths3,456 sq ft

852 E Buckhorn Trl, Greenville, FL 32331

Property at 375 Maple St, Monticello, FL 32344, 3 beds, 2 baths

$168,100 Last sold price

3 beds2 baths1,716 sq ft

375 Maple St, Monticello, FL 32344

Property at 259 Barnes Rd, Monticello, FL 32344, 3 beds, 2 baths

$350,000 Last sold price

3 beds2 baths2,020 sq ft

259 Barnes Rd, Monticello, FL 32344

Property at 1530 Sweetbay Ct, Monticello, FL 32344, 3 beds, 2 baths

$325,000 Last sold price

3 beds2 baths1,370 sq ft

1530 Sweetbay Ct, Monticello, FL 32344

Property at 85 Pine Cone Dr, Monticello, FL 32344, 3 beds, 2 baths

$202,000 Last sold price

3 beds2 baths1,678 sq ft

85 Pine Cone Dr, Monticello, FL 32344

Property at 532 Dills Rd, Monticello, FL, 3 beds, 3 baths

$575,000 Last sold price

3 beds3 baths2,376 sq ft

532 Dills Rd, Monticello, FL

Property at 860 Tally Hills Dr, Monticello, FL 32344, 5 beds, 4 baths

$900,000 Last sold price

5 beds4 baths4,150 sq ft

860 Tally Hills Dr, Monticello, FL 32344

Property at 4081 Gamble Rd, Monticello, FL 32344, 4 beds, 2 baths

$315,000 Last sold price

4 beds2 baths2,162 sq ft

4081 Gamble Rd, Monticello, FL 32344

Property at 265 Still Rd, Monticello, FL 32344, 2 beds, 1.5 baths

$357,000 Last sold price

2 beds1.5 baths1,140 sq ft

265 Still Rd, Monticello, FL 32344

Property at 195 E Meadow Rd, Monticello, FL 32344, 3 beds, 2 baths

$62,500 Last sold price

3 beds2 baths1,836 sq ft

195 E Meadow Rd, Monticello, FL 32344

Property at 186 Deer Haven Ln, Monticello, FL 32344, 3 beds, 2 baths

$250,000 Last sold price

3 beds2 baths1,006 sq ft

186 Deer Haven Ln, Monticello, FL 32344

Property at 1065 S Mulberry St, Monticello, FL 32344, 2 beds, 2 baths

$186,000 Last sold price

2 beds2 baths1,356 sq ft

1065 S Mulberry St, Monticello, FL 32344

Property at 115 Crooked Creek Ln, Monticello, FL 32344, 4 beds, 2 baths

$419,900 Last sold price

4 beds2 baths1,809 sq ft

115 Crooked Creek Ln, Monticello, FL 32344

Property at 974 Hiawatha Farms Rd, Monticello, FL 32344, 5 beds, 5 baths

$685,000 Last sold price

5 beds5 baths2,782 sq ft

974 Hiawatha Farms Rd, Monticello, FL 32344

Property at 59 Westview Ln, Monticello, FL 32344, 3 beds, 2 baths

$190,000 Last sold price

3 beds2 baths1,430 sq ft

59 Westview Ln, Monticello, FL 32344

Property at 44 Ojibwa South Rd, Monticello, FL, 4 beds, 3.5 baths

$546,000 Last sold price

4 beds3.5 baths2,771 sq ft

44 Ojibwa South Rd, Monticello, FL

Property at 885 S Waukeenah St, Monticello, FL 32344, 5 beds, 3.5 baths

$480,000 Last sold price

5 beds3.5 baths4,600 sq ft

885 S Waukeenah St, Monticello, FL 32344

Property at 376 Tecumseh Rd, Monticello, FL 32344, 4 beds, 3 baths

$450,000 Last sold price

4 beds3 baths2,076 sq ft

376 Tecumseh Rd, Monticello, FL 32344

Property at 1150 Old Lloyd Rd, Monticello, FL 32344, 3 beds, 2 baths

$125,000 Last sold price

3 beds2 baths1,376 sq ft

1150 Old Lloyd Rd, Monticello, FL 32344

Property at 1293 Vista Rd, Monticello, FL 32344, 3 beds, 2 baths

$449,000 Last sold price

3 beds2 baths2,334 sq ft

1293 Vista Rd, Monticello, FL 32344

Property at 77 E 6th Ct, Greenville, FL 32331, 4 beds, 2 baths

$150,000 Last sold price

4 beds2 baths2,128 sq ft

77 E 6th Ct, Greenville, FL 32331

Property at 9497 Gamble Rd, Monticello, FL 32344, 2 beds, 2 baths

$273,695 Last sold price

2 beds2 baths1,404 sq ft

9497 Gamble Rd, Monticello, FL 32344

Property at 4131 N Jefferson Hwy, Monticello, FL 32344, 5 beds, 4 baths

$310,000 Last sold price

5 beds4 baths3,330 sq ft

4131 N Jefferson Hwy, Monticello, FL 32344

Property at 1165 Dills Rd, Monticello, FL 32344, 5 beds, 5.5 baths

$1,035,000 Last sold price

5 beds5.5 baths4,058 sq ft

1165 Dills Rd, Monticello, FL 32344

Property at 17 Old Tung Grove Rd, Monticello, FL 32344, 3 beds, 2.5 baths

$675,000 Last sold price

3 beds2.5 baths2,344 sq ft

17 Old Tung Grove Rd, Monticello, FL 32344

Property at 478 Robert Thompson Rd, Monticello, FL 32344, 3 beds, 2 baths

$438,000 Last sold price

3 beds2 baths1,398 sq ft

478 Robert Thompson Rd, Monticello, FL 32344

Property at 50 Mire Ct, Monticello, FL 32344, 3 beds, 2.5 baths

$448,500 Last sold price

3 beds2.5 baths1,940 sq ft

50 Mire Ct, Monticello, FL 32344

Property at 57 Sanctuary Dr, FL 32344, 3 beds, 2 baths

$569,000 Last sold price

3 beds2 baths1,976 sq ft

57 Sanctuary Dr

$135,000

2 beds1 bath1,061 sq ft

1445 Florida Ave, Monticello, FL 32344

$183,000

3 beds2 baths1,568 sq ft

596 Dills Rd, Monticello, FL 32344

$72,000

3 beds2 baths— sq ft

135 Samuel Ln, Monticello, FL 32344

Property at 000 Ashville Highlands Dr, Greenville, FL 32331

$30,000 Last sold price

— beds— baths— sq ft

000 Ashville Highlands Dr, Greenville, FL 32331

Property at 00 Gamble Rd, Monticello, FL 32344

$27,000 Last sold price

— beds— baths— sq ft

00 Gamble Rd, Monticello, FL 32344

Property at 635 Quail Ln, Monticello, FL 32344

$50,000 Last sold price

— beds— baths— sq ft

635 Quail Ln, Monticello, FL 32344

Property at 3108 Boston Hwy, Monticello, FL 32344

$85,000 Last sold price

— beds— baths— sq ft

3108 Boston Hwy, Monticello, FL 32344

Property at TBD S Jefferson Hwy, Lamont, FL 32336

$39,000 Last sold price

— beds— baths— sq ft

TBD S Jefferson Hwy, Lamont, FL 32336

$94,500 Last sold price

— beds— baths— sq ft

W Osprey Ln

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Based on information submitted to the MLS GRID as of Tue Dec 02 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Recently Sold Homes in Jefferson County

There are currently 47 recently sold homes for sale in Jefferson County at a median listing price of $425K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Jefferson County stay on the market for 101 days. This map is refreshed with the newest listings in Jefferson County every 15 minutes.

In the past month, 12 homes have been sold in Jefferson County. In addition to houses in Jefferson County, there were also 0 condos, 1 townhouse, and 1 multi-family unit for sale in Jefferson County last month. Find your dream home in Jefferson County using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Jefferson County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Jefferson County. If you're looking to sell your home in the Jefferson County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Jefferson County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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