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Florida real estate · Hamilton County

Jennings, Florida Real Estate

Homes, values and local insight for Jennings, Hamilton County, Florida. Typical home value $249,000.

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
$249,000Typical home value
+5.1%Home values, past year
772Residents (2024)
$25,795Median household income
Homes for sale

Shop Jennings homes

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About Jennings

Jennings is a distinctive Florida community that offers residents a blend of local character, quality amenities, and regional convenience.

The Jennings real estate market serves a range of buyers including first-time homeowners, growing families, professionals, and retirees. Properties include single-family homes, condominiums, and townhouses across various price points and styles that reflect the area's architectural heritage and modern development.

Winslow Homes LLC and Ryan & Megan Winslow serve Jennings buyers and sellers across Florida. Ryan and Megan Winslow provide both real estate brokerage and mortgage services as Mortgage Bankers with The Federal Savings Bank (Ryan Winslow NMLS #2426605 | Megan Winslow NMLS #2692933). Get pre-approved at www.winslowloan.com or call 386-690-5858.

Neighborhood Breakdown

Explore Jennings Neighborhoods

🏘 Downtown Jennings

Historic center with local shops, dining, and civic institutions.

🏠 North Jennings

Residential area with established neighborhoods and good school access.

🏡 South Jennings

Quiet residential streets with a mix of homes and convenient commuter access.

🏢 East Jennings

Expanding area with newer construction and family-friendly amenities.

Specialty Housing

Unique Property Types in Jennings

🌊 Lake and Pond Access

Properties with lake, pond, or reservoir access where available in Jennings.

💧 Stream and River Properties

Homes near local waterways offering natural settings and scenic views.

Flood Zones & Insurance Impact

What Every Buyer Must Know

🔴 Zone AE (High Risk)

Some areas of Jennings near waterways may fall in AE flood zones. Verify specific property with FEMA flood map.

🟡 Zone X-Shaded (Moderate Risk)

Moderate flood risk exists in select Jennings areas near wetlands or drainage basins.

🟢 Zone X (Minimal Risk)

Most Jennings properties are in Zone X (minimal flood risk). Flood insurance optional but may be recommended.

Insurance Tip: Florida homeowners insurance averages $3,500-$5,000 annually due to hurricane exposure. Flood insurance separate, often required near coast.

Investment & Rental Potential

Real Estate Investment in Jennings

💰 Long-term Buy and Hold

Steady appreciation and rental demand make Jennings suitable for long-term wealth building.

🏘 Rental Property Investment

Rental demand in Jennings supports cash flow strategies for single-family and multifamily properties.

🔧 Fix and Hold

Older properties in Jennings offer value-add opportunities through renovation and modernization.

⚠️ Investment Risks

Jennings investment risks include regional market volatility, property tax changes, and insurance cost increases. Work with experienced agents to assess individual opportunities.

New Construction

Where New Homes Are Being Built

🏗 Outer Jennings

New development zones on the outskirts of Jennings offer modern construction and newer floor plans.

Buyer Tips for New Construction: Always hire your own inspector for new builds. Review CDD obligations carefully. Negotiate upgrades, not price. A buyer's agent costs you nothing with new construction and provides critical representation.

Commute Pockets

Drive Times & Work-From-Anywhere

🚌 Regional Employment Centers

Convenient access from Jennings to nearby cities via major roads and highways.

🏙 Metropolitan Hub

Jennings residents commute to regional metropolitan areas for employment and entertainment.

💻 Remote Work Lifestyle

Jennings supports remote workers with reliable broadband access, quiet residential settings, and home office-friendly properties.

Taxes & Cost of Living

Your Dollar in Jennings

🏦 Property Taxes

Florida has no state income tax. Property taxes average 0.98% of assessed value with homestead exemption up to $51,411 (2026).

💵 No State Income Tax

Florida has no state income tax. This represents savings of $5,000-$30,000+ annually compared to Northeast states like Massachusetts, Connecticut, and New York. Combined with homestead exemption savings, Florida offers significant cost advantages for homeowners.

🛒 Cost of Living

Cost of living in Jennings aligns with regional Florida averages. Housing remains the largest expense category.

🏥 Insurance Costs

Homeowners insurance in Jennings averages $2,500-$5,000 annually. Coverage varies by property age, value, and risk factors.

Lifestyle & Community

Living the Jennings Life

🌳 Outdoor Recreation

Jennings offers parks, trails, and outdoor recreation opportunities year-round.

🍽 Dining and Culture

Local restaurants, cafes, and cultural venues provide community gathering spaces in Jennings.

🛒 Shopping and Services

Local retail, services, and major shopping areas accessible within and near Jennings.

Jobs & Economy

Employment & Economic Drivers

🏥 Local Services

Retail, professional services, and hospitality anchor the Jennings economy.

💼 Regional Employment

Residents also commute to regional employment centers for professional opportunities.

💼 Remote Work & Entrepreneurship

Remote work grows as a major economic factor in Jennings, supported by quality broadband and home-office friendly properties.

Transportation & Commuting

Getting Around Jennings

🛣 Major Roads

Jennings connects to major highways and arterials providing access to regional destinations.

🚲 Biking & Walking

Jennings offers walkable neighborhoods and bike-friendly areas in the town center and residential zones.

✈️ Airport Access

Jennings residents access regional airports within reasonable driving distance for domestic and international travel.

New Development & Growth

What's Coming to Jennings

🏗 Emerging Jennings Zones

Expanding development areas bringing new construction to Jennings.

📈 Market Outlook

The Jennings market outlook remains positive with steady demand, moderate appreciation, and balanced inventory conditions expected through 2026.

Investment Insights

Real Estate Investment in Jennings

💰 Entry Strategy

Pre-approve financing before searching. Work with Jennings-focused agents.

📈 Holding Strategy

Long-term holds in Jennings benefit from regional appreciation trends.

DISCUSS INVESTMENT STRATEGY

Common Buyer Mistakes

Avoid These Costly Errors

❌ Skipping Pre-Approval

Get pre-approved with Ryan & Megan Winslow, Mortgage Bankers with The Federal Savings Bank, before shopping.

❌ Ignoring Total Cost

Budget for taxes, insurance, HOA, and maintenance beyond the mortgage payment.

❌ Skipping a Local Agent

A local Jennings agent knows which streets flood, which buildings have pending special assessments, and which neighborhoods are appreciating fastest. Buyer agent services are free to the buyer in most transactions.

Market data

Jennings by the numbers

The typical home in Jennings is worth $249,000, 17% above the Hamilton County typical value of $212,000 and 34% below the Florida typical value of $375,000.

Typical home value

$249,000

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

5 year change

+40.4%

Home values in Jennings moved +40.4% over five years and +125.3% over ten.

Median rent

$590/mo

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

Homeownership

57%

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

Median year built

1976

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

Household income

$25,795

Median household income in Jennings.

Mortgage planning for a home in Jennings
Financing

Buying in Jennings 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 Jennings home of $249,000:

  • FHA, 3.5% down: $8,716 down, loan of $240,000
  • Conventional, 5% down: $12,452 down, loan of $237,000
  • Conventional, 20% down: $49,806 down, loan of $199,000
  • VA, 0% down for eligible veterans, loan of $249,000
Selling

What is your Jennings home worth?

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

Home for sale in Jennings
Nearby

Towns near Jennings

Hamilton County

More in Hamilton County

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

FAQ

Common questions

What is the typical home value in Jennings, FL?

The Zillow Home Value Index for Jennings was $249,000 in August 2026, +5.1% over the past year.

What county is Jennings in?

Jennings is in Hamilton County, Florida.

How many people live in Jennings?

About 772 people as of the 2024 Census Bureau estimate, up from 748 in 2020.

Who are the best real estate agents in Jennings?

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 Jennings?

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 Jennings own or rent?

57% of occupied homes in Jennings are owner occupied, based on the 2019 to 2023 American Community Survey.

Talk to Ryan and Megan

Ready to move in Jennings?

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 Jennings, FL

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

Jennings home values by ZIP code

The typical home in Jennings is worth $250,654 as of August 2026 in ZIP code 32053. Values moved +5.0% over the last 12 months at the middle ZIP code.

ZIPTypical value12 months5 yearsMedian sale, Mar to May 2026Days on market
32053$250,654+5.0%+39.6%

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.