Homes for Sale in Jefferson County, FL

31 homes are for sale in Jefferson County, FL as of 2026-09-06. The median list price is $350,500 ($191/sq ft), most homes list between $200K to $599K, and the median listing has been on the market 48 days. 7 homes came on the market this week.

Newest homes for sale in Jefferson County

The most recently listed homes in Jefferson County, newest first, with photos. Each card opens the full listing with every photo, the community’s sales history and a tour request. Homes marked New listed in the last seven days.

$360,500 New

3 bd · 2 ba · 1,464 sq ft

1605 Sweetbay Court

Monticello

Listing courtesy of Steve C. Walker Realty, LLC

$115,000 New

3 bd · 2 ba · 1,716 sq ft

1420 Tennessee Avenue

Monticello

Listing courtesy of Armor Realty, Inc

$299,900 New

3 bd · 2 ba · 2,583 sq ft

515 Sunset Drive

Monticello

Listing courtesy of Coldwell Banker Hartung

$429,900 New

3 bd · 2 ba · 1,800 sq ft

107 Tarn Way

Monticello

Listing courtesy of Hamilton Realty Advisors LLC

$470,000 New

3 bd · 2 ba · 1,806 sq ft

78 Fen Court

Monticello

Listing courtesy of Hamilton Realty Advisors LLC

$279,000 New

3 bd · 2 ba · 1,880 sq ft

380 N Jefferson Street

Monticello

Listing courtesy of Kelly & Kelly Properties, Inc

$235,000 New

3 bd · 1 ba · 1,700 sq ft

810 E Dogwood Street

Monticello

Listing courtesy of Re/Max Professionals Realty

$350,500

3 bd · 2 ba · 1,464 sq ft

1565 Sweetbay Court

Monticello

Listing courtesy of Steve C. Walker Realty, LLC

$250,000

3 bd · 2 ba · 1,980 sq ft

112 Long Leaf Drive

Monticello

Listing courtesy of Keller Williams Town & Country

$200,000

3 bd · 2 ba · 1,304 sq ft

1550 Tennessee Street

Monticello

Listing courtesy of Kelly & Kelly Properties, Inc

$254,000

2 bd · 2 ba · 1,411 sq ft

490 N Cherry Court

Monticello

Listing courtesy of OaksFeather Realty

$325,000

5 bd · 2 ba · 2,659 sq ft

2664 A W Washington Highway

Monticello

Listing courtesy of FL-GA Realty & Auction

$915,000

3 bd · 3 ba · 2,412 sq ft

4216 W Washington Highway

Monticello

Listing courtesy of Hill Spooner & Elliott Inc

$395,000

3 bd · 2 ba · 1,891 sq ft

1637 N Jefferson Highway

Monticello

Listing courtesy of All Realty Services

$305,000

3 bd · 2 ba · 1,596 sq ft

395 Sunset Drive

Monticello

Listing courtesy of All Realty Services

$298,900

3 bd · 2 ba · 1,351 sq ft

1070 Partridge Lane

Monticello

Listing courtesy of Steve C. Walker Realty, LLC

$1.20M

4 bd · 3 ba · 4,925 sq ft

974 Rainey Run

Monticello

Listing courtesy of Dawkins Realty LLC

$429,000

3 bd · 2 ba · 2,000 sq ft

285 Mallard Lane

Monticello

Listing courtesy of Red Bird Realty

$469,997

3 bd · 2 ba · 1,890 sq ft

51 Tarn Way

Monticello

Listing courtesy of Hamilton Realty Advisors LLC

$259,900

3 bd · 2 ba · 1,456 sq ft

1164 Oaklands Plantation Road

Monticello

Listing courtesy of Norris Bishop Realty, LLC

$679,900

4 bd · 3 ba · 2,716 sq ft

140 SHUMARD Court

Monticello

Listing courtesy of Silo Hill Properties

$379,000

3 bd · 2 ba · 2,280 sq ft

1012 S Main Avenue

Monticello

Listing courtesy of All Realty Services

$519,000

4 bd · 3 ba · 2,134 sq ft

121 Shumard Court

Monticello

Listing courtesy of Kelly & Kelly Properties, Inc

$150,000

3 bd · 1 ba · 1,366 sq ft

870 Shady Lane

Monticello

Listing courtesy of Hamilton Realty Advisors LLC

Jefferson County homes for sale by price

Every active listing in Jefferson County grouped by price, with the newest listings in each band. The median is $350,500; the busiest band is $200K – $300K.

Under $200K: 3 homes

• $115,000 · 3 bd / 2 ba / 1,716 sq ft · 1420 Tennessee Avenue
• $150,000 · 3 bd / 1 ba / 1,366 sq ft · 870 Shady Lane
• $175,000 · 3 bd / 2 ba / 1,825 sq ft · 520 E High Street

$200K – $300K: 9 homes

• $299,900 · 3 bd / 2 ba / 2,583 sq ft · 515 Sunset Drive
• $235,000 · 3 bd / 1 ba / 1,700 sq ft · 810 E Dogwood Street
• $279,000 · 3 bd / 2 ba / 1,880 sq ft · 380 N Jefferson Street
• $200,000 · 3 bd / 2 ba / 1,304 sq ft · 1550 Tennessee Street

$300K – $400K: 8 homes

• $360,500 · 3 bd / 2 ba / 1,464 sq ft · 1605 Sweetbay Court
• $350,500 · 3 bd / 2 ba / 1,464 sq ft · 1565 Sweetbay Court
• $325,000 · 5 bd / 2 ba / 2,659 sq ft · 2664 A W Washington Highway
• $395,000 · 3 bd / 2 ba / 1,891 sq ft · 1637 N Jefferson Highway

$400K – $500K: 5 homes

• $429,900 · 3 bd / 2 ba / 1,800 sq ft · 107 Tarn Way
• $470,000 · 3 bd / 2 ba / 1,806 sq ft · 78 Fen Court
• $429,000 · 3 bd / 2 ba / 2,000 sq ft · 285 Mallard Lane
• $469,997 · 3 bd / 2 ba / 1,890 sq ft · 51 Tarn Way

$500K – $750K: 4 homes

• $679,900 · 4 bd / 3 ba / 2,716 sq ft · 140 SHUMARD Court
• $519,000 · 4 bd / 3 ba / 2,134 sq ft · 121 Shumard Court
• $599,000 · 7 bd / 7 ba / 5,139 sq ft · 625 E WASHINGTON Street
• $529,000 · 3 bd / 3 ba / 2,187 sq ft · 515 E Palmer Mill Road

$750K – $1M: 1 home

• $915,000 · 3 bd / 3 ba / 2,412 sq ft · 4216 W Washington Highway

$1M and up: 1 home

• $1.20M · 4 bd / 3 ba / 4,925 sq ft · 974 Rainey Run

Jefferson County communities with the most homes for sale

The Jefferson County neighborhoods and subdivisions with active listings, the median asking price in each, and what homes there actually sold for over the last 12 months. Community names open the community guide with live inventory, sales history, HOA and schools.

What is for sale in Jefferson County: property types

• Single-family homes: 28
• Manufactured homes: 2
• Townhouses: 1

Another 7 listings in Jefferson County are land, commercial or other non-residential property and are not counted above.

What a home in Jefferson County costs to own

Take the median $350,500 listing with 20% down at today’s 6.71% 30-year rate: principal and interest run about $1,811/month. Jefferson County’s typical millage of 13.64 puts property tax near $4,099/year after the $50,000 homestead exemption — and that is the reset bill a buyer pays, not the seller’s capped one. Citizens’ average premium in Jefferson County is about $1,152/year; newer roofs and inland addresses usually quote below it. All in, plan on roughly $2,249/month plus any HOA or CDD assessment.

Explore Jefferson County

• Jefferson County property tax guide
• Search every Jefferson County community
• All Florida cities and counties

Homes for sale by city in Jefferson County

• Homes for sale in Monticello, FL — 31 listings

Common questions

Listings, counts and prices are from Momentum Realty’s MLS record of active residential listings in Jefferson County as of 2026-09-06 and refresh as homes list and sell. Listing information provided by the Tallahassee Board of REALTORS® MLS. Information is deemed reliable but not guaranteed by the MLS to be accurate. The data relating to real estate for sale on this page comes in part from the Internet Data Exchange (IDX) program of the MLS(s) named above; listings held by brokerages other than Momentum Realty are marked with the listing brokerage’s name. Information is deemed reliable but not guaranteed. Estimates are not guarantees. Equal Housing Opportunity.