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Florida real estate · Jefferson County

Monticello, Florida Real Estate

Homes, values and local insight for Monticello, Jefferson County, Florida. Typical home value $321,000.

Reviewed and updated October 3, 2026 by Ryan and Megan Winslow, Winslow Homes

Ryan and Megan Winslow Broker Owners3,000+ homes soldSince 2009 REALTOR®4 states broker in FL, MA, CT, RIU.S. Army RetiredBest of Central MA winners
$321,000Typical home value
+4.3%Home values, past year
2,754Residents (2024)
$44,920Median household income
Homes for sale

Shop Monticello homes

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About Monticello

Monticello is a Jefferson County community offering diverse real estate options and strong community values. Located in central Florida, the area combines small-town charm with accessibility to major employment centers. The community features established neighborhoods, quality schools, and outdoor recreation opportunities.

The real estate market in Monticello offers moderate pricing and solid appreciation potential. Median prices around $230,000 make the area accessible for families and investors. Properties range from modest single-family homes to larger estates, with good rental demand from families and professionals seeking value and community.

Winslow Homes serves buyers and sellers across FL, MA, CT, and RI. Ryan and Megan Winslow provide both brokerage and mortgage services (Ryan Winslow NMLS #2426605 | Megan Winslow NMLS #2692933). Get pre-approved at www.winslowloan.com or call 386-690-5858.

Lifestyle & Entertainment

Family Community

Safe neighborhoods, good schools, parks, and family activities.

Outdoor Recreation

Parks, trails, and natural areas for outdoor enthusiasts.

Local Community

Strong community feel with local events and gatherings.

Monticello Downtown

Local shops, services, community center, and gathering spaces.

Monticello Parks & Recreation

Public parks with playgrounds, trails, and open green space.

Investment Opportunities

Single-Family Rentals

Family homes rented to working families. 5-6% cap rates. Steady tenant demand.

Buy & Hold Appreciation

Purchase and hold for long-term appreciation. 3-4% annual expected. Low entry cost.

Master-Planned Community Rentals

Homes in amenity communities. Family appeal. 4-5% cap rates. Lower vacancy.

Market data

Monticello by the numbers

The typical home in Monticello is worth $321,000, 3% above the Jefferson County typical value of $313,000 and 14% below the Florida typical value of $375,000.

Typical home value

$321,000

Zillow Home Value Index for Monticello, August 2026. The middle of the market for single family homes and condos.

5 year change

+29.9%

Home values in Monticello moved +29.9% over five years and +99.6% over ten.

Median rent

$797/mo

Median gross rent in Monticello. Useful for investors running rental numbers.

Homeownership

61%

Share of occupied homes in Monticello lived in by the owner.

Median year built

1979

Older homes often need inspection focus on roof, systems and windows.

Household income

$44,920

Median household income in Monticello.

Mortgage planning for a home in Monticello
Financing

Buying in Monticello with the right loan

Ryan and Megan are mortgage bankers with The Federal Savings Bank, lending in all 50 states. You get the home and the loan from one team. On a typical Monticello home of $321,000:

  • FHA, 3.5% down: $11,241 down, loan of $310,000
  • Conventional, 5% down: $16,058 down, loan of $305,000
  • Conventional, 20% down: $64,234 down, loan of $257,000
  • VA, 0% down for eligible veterans, loan of $321,000
Selling

What is your Monticello home worth?

Ryan and Megan price Monticello homes from recent sales, not guesses. Send your address and you get a free market analysis, with no obligation.

Home for sale in Monticello
Nearby

Towns near Monticello

Jefferson County

More in Jefferson County

See the full Jefferson County real estate guide or the Florida real estate guide.

FAQ

Common questions

What is the typical home value in Monticello, FL?

The Zillow Home Value Index for Monticello was $321,000 in August 2026, +4.3% over the past year.

What county is Monticello in?

Monticello is in Jefferson County, Florida.

How many people live in Monticello?

About 2,754 people as of the 2024 Census Bureau estimate, up from 2,591 in 2020.

Who are the best real estate agents in Monticello?

Ryan and Megan Winslow of Winslow Homes have sold over 3,000 homes since 2009 and are licensed in Florida, Massachusetts, Connecticut and Rhode Island. Call or text 386-690-5858.

How do I get pre-approved to buy in Monticello?

Apply at www.winslowloan.com. Ryan and Megan are mortgage bankers with The Federal Savings Bank and lend in all 50 states, including FHA, VA and conventional loans.

Do most people in Monticello own or rent?

61% of occupied homes in Monticello are owner occupied, based on the 2019 to 2023 American Community Survey.

Talk to Ryan and Megan

Ready to move in Monticello?

17 years, over 3,000 homes sold, and one team for the home and the loan. Call or text 386-690-5858.

Sources: U.S. Census Bureau 2024 population estimates and 2019 to 2023 American Community Survey; Zillow Home Value Index, August 2026. Numbers update as new data is released. Talk to Ryan and Megan for current sold prices on your street.

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Coming soon in Monticello, FL

Get coming-soon homes, pocket listings and price drops in Monticello, FL before they hit the big home search sites.

Monticello home values by ZIP code

The typical home in Monticello is worth $316,469 as of August 2026 in ZIP code 32344. Values moved +4.6% over the last 12 months at the middle ZIP code.

ZIPTypical value12 months5 yearsMedian sale, Mar to May 2026Days on market
32344$316,469+4.6%+29.6%

Sources: Zillow Home Value Index through August 2026 and the Redfin Data Center ZIP code tracker, March to May 2026. Ask Ryan and Megan for a value for your own home.