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Jefferson County, FL - single-family homes for sale
68 of 68 results displayed
- New
$100,000Active3 beds 1 baths1,864 sq. ft.340 S Waukeenah St, Monticello, FL 32344
MLS# 400131Listed by: ALL REALTY SERVICES - New
$469,997Active3 beds 2 baths1,890 sq. ft.51 Tarn Way, Monticello, FL 32344
MLS# 399958Listed by: HAMILTON REALTY ADVISORS LLC 
$799,999Active3 beds 3 baths3,677 sq. ft.728 Turney Anderson Road, Monticello, FL 32344
MLS# 399783Listed by: COASTWISE REALTY
$1,175,000Active3 beds 2 baths2,612 sq. ft.1590 Tyson Road, Monticello, FL 32344
MLS# 399764Listed by: KELLY & KELLY PROPERTIES, INC
$375,000Active3 beds 3 baths2,706 sq. ft.339 Silver Lake Rd., Monticello, FL 32344
MLS# 399744Listed by: STEVE C. WALKER REALTY, LLC
$535,000Active3 beds 2 baths1,810 sq. ft.512 Creekside Court, Monticello, FL 32344
MLS# 399650Listed by: KELLER WILLIAMS TOWN & COUNTRY
$198,000Active3 beds 1 baths1,366 sq. ft.870 Shady Lane, Monticello, FL 32344
MLS# 398842Listed by: HAMILTON REALTY ADVISORS LLC
$349,000Active3 beds 2 baths1,502 sq. ft.406 Robin Road Road, Monticello, FL 32344
MLS# 399513Listed by: SILO HILL PROPERTIES
$410,000Active3 beds 2 baths1,891 sq. ft.1637 N Jefferson Highway, Monticello, FL 32344
MLS# 399473Listed by: ALL REALTY SERVICES
$699,000Active6 beds 4 baths3,114 sq. ft.365 S Mulberry Street, Monticello, FL 32344
MLS# 399129Listed by: CAPITAL CITY REAL ESTATE GROUP
$185,000Active3 beds 1 baths1,312 sq. ft.670 Poplar Street, Monticello, FL 32344
MLS# 399392Listed by: KELLER WILLIAMS TOWN & COUNTRY
$450,000Active3 beds 2 baths2,239 sq. ft.254 Woodland Drive, Monticello, FL 32344
MLS# 399265Listed by: STEVE C. WALKER REALTY, LLC
$409,500Active3 beds 3 baths3,127 sq. ft.1628 N Jefferson Highway, Monticello, FL 32344
MLS# 399132Listed by: ALL REALTY SERVICES
$274,000Active3 beds 2 baths2,070 sq. ft.450 W Madison Street, Monticello, FL 32344
MLS# 399112Listed by: ARMOR REALTY, INC
$185,000Active2 beds 1 baths816 sq. ft.165 N Water Street, Monticello, FL 32344
MLS# 399107Listed by: ALL COUNTY SUNCOAST PROPERTY
$439,900Active3 beds 2 baths1,883 sq. ft.110 Crooked Creek Lane, Monticello, FL 32344
MLS# 399057Listed by: KOZLOSKI REALTY, LLC
$550,000Active4 beds 3 baths2,112 sq. ft.925 Hiawatha Farms Road, Monticello, FL 32344
MLS# 399015Listed by: COLDWELL BANKER HARTUNG
$347,900Active4 beds 2 baths1,799 sq. ft.247 Needle Thrush Circle, Crawfordville, FL 32327
MLS# 398897Listed by: DR HORTON REALTY NORTH WEST FL
$2,785,850Active7 beds 7 baths5,756 sq. ft.305 Old Lloyd Road, Monticello, FL 32344
MLS# 398839Listed by: KELLER WILLIAMS TOWN & COUNTRY
$185,000Active2 beds 1 baths800 sq. ft.28 Kameron Drive, Monticello, FL 32344
MLS# 398821Listed by: KELLER WILLIAMS TOWN & COUNTRY
$258,900Active2 beds 2 baths1,092 sq. ft.660 N Cherry Street, Monticello, FL 32344
MLS# 398694Listed by: STEVE C. WALKER REALTY, LLC
$399,000Active3 beds 2 baths2,280 sq. ft.1012 S Main Avenue, Monticello, FL 32344
MLS# 398555Listed by: ALL REALTY SERVICES
$625,000Active4 beds 3 baths2,716 sq. ft.140 Shumard Court, Monticello, FL 32344
MLS# 398548Listed by: SILO HILL PROPERTIES
$460,000Active4 beds 3 baths1,798 sq. ft.855 S Waukeenah Street, Monticello, FL 32344
MLS# 398536Listed by: COASTWISE REALTY
$549,000Active4 beds 3 baths2,233 sq. ft.35 Tarn Way, Monticello, FL 32344
MLS# 398504Listed by: HAMILTON REALTY ADVISORS LLC
$795,000Active3 beds 3 baths2,160 sq. ft.660 Whispering Hills Road, Monticello, FL 32344
MLS# 398493Listed by: ALL REALTY SERVICES
$589,900Active4 beds 3 baths2,660 sq. ft.513 Creekside Court, Monticello, FL 32344
MLS# 398469Listed by: STEVE C. WALKER REALTY, LLC
$2,000,000Active7 beds 7 baths5,756 sq. ft.305 Old Lloyd Road, Monticello, FL 32344
MLS# 398259Listed by: KELLER WILLIAMS TOWN & COUNTRY
$325,000Active4 beds 3 baths2,223 sq. ft.155 E Seminole Avenue, Monticello, FL 32344
MLS# 398067Listed by: ALL REALTY SERVICES
$599,000Active7 beds 7 baths5,139 sq. ft.625 E Washington Street, Monticello, FL 32344
MLS# 398052Listed by: CAPITAL CITY REAL ESTATE GROUP
$215,000Active3 beds 2 baths1,331 sq. ft.10567 S Salt Road, Lamont, FL 32336
MLS# 397665Listed by: ALL REALTY SERVICES
$267,900Active3 beds 2 baths1,290 sq. ft.1135 E Dogwood Street, Monticello, FL 32344
MLS# 397656Listed by: COASTWISE REALTY
$489,000Active4 beds 2 baths1,864 sq. ft.4235 N Jefferson Street, Monticello, FL 32344
MLS# 397531Listed by: KELLY & KELLY PROPERTIES, INC
$175,000Active3 beds 1 baths1,662 sq. ft.167 Phelps Road, Lamont, FL 32336
MLS# 397477Listed by: MCCLELLAN REALTY, LLC
$989,000Active3 beds 3 baths2,280 sq. ft.9901 Gamble Road, Monticello, FL 32344
MLS# 397437Listed by: KELLY & KELLY PROPERTIES, INC
$789,000Active4 beds 3 baths2,376 sq. ft.900 Ridge Road, Monticello, FL 32344
MLS# 397201Listed by: KELLY & KELLY PROPERTIES, INC
$525,000Active4 beds 2 baths1,838 sq. ft.965 Robert Thompson Road, Monticello, FL 32344
MLS# 396889Listed by: MATTOX REALTY, INC
$525,000Active4 beds 3 baths2,134 sq. ft.121 Shumard Court, Monticello, FL 32344
MLS# 397236Listed by: KELLY & KELLY PROPERTIES, INC
$349,000Active3 beds 2 baths1,774 sq. ft.8156 Waukeenah Highway, Monticello, FL 32344
MLS# 397112Listed by: KELLY & KELLY PROPERTIES, INC
$550,000Active5 beds 2 baths2,268 sq. ft.398 Tecumseh Road, Monticello, FL 32344
MLS# 397098Listed by: KELLY & KELLY PROPERTIES, INC
$725,000Active4 beds 3 baths2,663 sq. ft.296 Hunter Ridge, Monticello, FL 32344
MLS# 397070Listed by: HILL SPOONER & ELLIOTT INC
$469,000Active4 beds 2 baths2,624 sq. ft.1142 Ashville Highlands Drive, Greenville, FL 32331
MLS# 397009Listed by: ARMOR REALTY, INC
$775,000Active4 beds 3 baths2,377 sq. ft.693 Tally Hills Drive, Monticello, FL 32344
MLS# 396927Listed by: CLOVER KEY REALTY
$239,000Active3 beds 1 baths1,164 sq. ft.220 Eaton Street, Monticello, FL 32344
MLS# 396818Listed by: KELLY & KELLY PROPERTIES, INC
$600,000Active3 beds 3 baths2,239 sq. ft.498 Heritage Boulevard, Monticello, FL 32344
MLS# 396782Listed by: BULLDOG PROPERTIES, LLC
$695,000Active3 beds 3 baths3,832 sq. ft.4589 Ashville Highway, Monticello, FL 32344
MLS# 396171Listed by: KELLY & KELLY PROPERTIES, INC
$1,325,000Active5 beds 5 baths5,476 sq. ft.221 Kiley Drive, Monticello, FL 32344
MLS# 395876Listed by: KELLER WILLIAMS TOWN & COUNTRY
$609,900Active3 beds 3 baths2,134 sq. ft.261 Hiawatha Farms Road, Monticello, FL 32344
MLS# 395686Listed by: KOZLOSKI REALTY, LLC
$495,000Active2 beds 1 baths1,200 sq. ft.640 Nautilus Drive, Monticello, FL 32344
MLS# 395668Listed by: KELLY & KELLY PROPERTIES, INC
$174,900Active3 beds 2 baths1,440 sq. ft.963 Quail Lane, Monticello, FL 32344
MLS# 395114Listed by: DRAKE REALTY, INC.
$399,900Active4 beds 2 baths2,314 sq. ft.701 N Barber Hill, Lamont, FL 32336
MLS# 396561Listed by: COLDWELL BANKER HARTUNG
$269,000Active3 beds 2 baths1,338 sq. ft.1511 Spring Hollow Road, Monticello, FL 32344
MLS# 394368Listed by: KELLY & KELLY PROPERTIES, INC
$40,000Active2 beds 1 baths888 sq. ft.980 Mays Street, Monticello, FL 32344
MLS# 394293Listed by: ALL REALTY SERVICES
$434,000Active3 beds 2 baths2,000 sq. ft.285 Mallard Lane, Monticello, FL 32344
MLS# 394217Listed by: RED BIRD REALTY
$324,900Active4 beds 4 baths2,245 sq. ft.188 Needle Thrush Circle, Crawfordville, FL 32327
MLS# 394176Listed by: DR HORTON REALTY NORTH WEST FL
$339,900Active4 beds 3 baths2,259 sq. ft.180 Needle Thrush Circle, Crawfordville, FL 32327
MLS# 392951Listed by: DR HORTON REALTY NORTH WEST FL
$549,000Active3 beds 3 baths2,187 sq. ft.515 E Palmer Mill Road, Monticello, FL 32344
MLS# 392310Listed by: KELLY & KELLY PROPERTIES, INC
$325,000Active5 beds 2 baths2,659 sq. ft.2664 A W Washington Highway, Monticello, FL 32344
MLS# 392023Listed by: FL-GA REALTY & AUCTION
$425,000Active4 beds 3 baths3,188 sq. ft.930 E Pearl Street, Monticello, FL 32344
MLS# 391898Listed by: ALL REALTY SERVICES
$135,000Active2 beds 2 baths1,792 sq. ft.12447 Gamble Road, Monticello, FL 32344
MLS# 391494Listed by: ALL REALTY SERVICES
$275,000Active3 beds 2 baths1,740 sq. ft.104 Pine Cone Drive, Monticello, FL 32344
MLS# 390706Listed by: KELLER WILLIAMS TOWN & COUNTRY
$449,900Active3 beds 2 baths1,774 sq. ft.107 S Tarn Way, Monticello, FL 32344
MLS# 396075Listed by: HILL SPOONER & ELLIOTT INC
$397,000Active3 beds 3 baths2,373 sq. ft.1205 E Pearl Street, Monticello, FL 32344
MLS# 388679Listed by: KELLY & KELLY PROPERTIES, INC
$165,000Active3 beds 2 baths2,050 sq. ft.534 N Barber Hill Road, Lamont, FL 32336
MLS# 384588Listed by: BROGER REAL ESTATE SERVICES
$345,000Active3 beds 2 baths2,766 sq. ft.205 N Rhodes Street, Monticello, FL 32344
MLS# 383924Listed by: KELLY & KELLY PROPERTIES, INC
$174,900Active4 beds 3 baths2,553 sq. ft.34 W Hummingbird Lane, Monticello, FL 32344
MLS# 380257Listed by: LORD & STANLEY REALTY, INC.
$447,500Active2 beds 2 baths2,499 sq. ft.75 E 5th Court, Greenville, FL 32331
MLS# 394334Listed by: ALL REALTY SERVICES
$415,000Active3 beds 3 baths3,026 sq. ft.3827 N Jefferson Street, Monticello, FL 32344
MLS# 378828Listed by: KELLY & KELLY PROPERTIES, INC
Local realty services provided by:Better Homes and Gardens Real Estate Florida 1st
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© 2026 Better Homes and Gardens Real Estate LLC. An Anywhere Real Estate company. All rights reserved. Better Homes and Gardens® Real Estate is a registered trademark owned by Meredith Operations Corporation, licensed to Better Homes and Gardens Real Estate LLC and used with permission. Better Homes and Gardens Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Listing information is deemed reliable but is not guaranteed accurate.
Each office is independently owned and operated.
Any services or products provided by third parties are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC, or its affiliated companies.
Protect your home and budget from life's surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans.
© 2026 Better Homes and Gardens Real Estate LLC. An Anywhere Real Estate company. All rights reserved. Better Homes and Gardens® Real Estate is a registered trademark owned by Meredith Operations Corporation, licensed to Better Homes and Gardens Real Estate LLC and used with permission. Better Homes and Gardens Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Listing information is deemed reliable but is not guaranteed accurate.
Each office is independently owned and operated.
Any services or products provided by third parties are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC, or its affiliated companies.