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
Live listings open in a new tab, highest price first. Or type exactly what you want in the search bar.
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.
Explore Jennings Neighborhoods
Historic center with local shops, dining, and civic institutions.
Residential area with established neighborhoods and good school access.
Quiet residential streets with a mix of homes and convenient commuter access.
Expanding area with newer construction and family-friendly amenities.
Unique Property Types in Jennings
Properties with lake, pond, or reservoir access where available in Jennings.
Homes near local waterways offering natural settings and scenic views.
What Every Buyer Must Know
Some areas of Jennings near waterways may fall in AE flood zones. Verify specific property with FEMA flood map.
Moderate flood risk exists in select Jennings areas near wetlands or drainage basins.
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.
Real Estate Investment in Jennings
Steady appreciation and rental demand make Jennings suitable for long-term wealth building.
Rental demand in Jennings supports cash flow strategies for single-family and multifamily properties.
Older properties in Jennings offer value-add opportunities through renovation and modernization.
Jennings investment risks include regional market volatility, property tax changes, and insurance cost increases. Work with experienced agents to assess individual opportunities.
Where New Homes Are Being Built
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.
Drive Times & Work-From-Anywhere
Convenient access from Jennings to nearby cities via major roads and highways.
Jennings residents commute to regional metropolitan areas for employment and entertainment.
Jennings supports remote workers with reliable broadband access, quiet residential settings, and home office-friendly properties.
Your Dollar in Jennings
Florida has no state income tax. Property taxes average 0.98% of assessed value with homestead exemption up to $51,411 (2026).
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 in Jennings aligns with regional Florida averages. Housing remains the largest expense category.
Homeowners insurance in Jennings averages $2,500-$5,000 annually. Coverage varies by property age, value, and risk factors.
Living the Jennings Life
Jennings offers parks, trails, and outdoor recreation opportunities year-round.
Local restaurants, cafes, and cultural venues provide community gathering spaces in Jennings.
Local retail, services, and major shopping areas accessible within and near Jennings.
Employment & Economic Drivers
Retail, professional services, and hospitality anchor the Jennings economy.
Residents also commute to regional employment centers for professional opportunities.
Remote work grows as a major economic factor in Jennings, supported by quality broadband and home-office friendly properties.
Getting Around Jennings
Jennings connects to major highways and arterials providing access to regional destinations.
Jennings offers walkable neighborhoods and bike-friendly areas in the town center and residential zones.
Jennings residents access regional airports within reasonable driving distance for domestic and international travel.
What's Coming to Jennings
Expanding development areas bringing new construction to Jennings.
The Jennings market outlook remains positive with steady demand, moderate appreciation, and balanced inventory conditions expected through 2026.
Real Estate Investment in Jennings
Pre-approve financing before searching. Work with Jennings-focused agents.
Long-term holds in Jennings benefit from regional appreciation trends.
DISCUSS INVESTMENT STRATEGY
Avoid These Costly Errors
Get pre-approved with Ryan & Megan Winslow, Mortgage Bankers with The Federal Savings Bank, before shopping.
Budget for taxes, insurance, HOA, and maintenance beyond the mortgage payment.
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.
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.
Zillow Home Value Index for Jennings, August 2026. The middle of the market for single family homes and condos.
Home values in Jennings moved +40.4% over five years and +125.3% over ten.
Median gross rent in Jennings. Useful for investors running rental numbers.
Share of occupied homes in Jennings lived in by the owner.
Older homes often need inspection focus on roof, systems and windows.
Median household income in Jennings.

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

Typical value $193,000 · 3,549 residents
Area guide →Typical value $249,000 · 380 residents
Area guide →Typical value $190,000 · 2,994 residents
Area guide →Typical value $259,000 · 7,200 residents
Area guide →Typical value $225,000 · 760 residents
Area guide →Typical value $202,000 · 774 residents
Area guide →See the full Hamilton County real estate guide or the Florida real estate guide.
The Zillow Home Value Index for Jennings was $249,000 in August 2026, +5.1% over the past year.
Jennings is in Hamilton County, Florida.
About 772 people as of the 2024 Census Bureau estimate, up from 748 in 2020.
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.
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.
57% of occupied homes in Jennings are owner occupied, based on the 2019 to 2023 American Community Survey.
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.
No in-person meeting or phone call needed for most addresses. See your estimated value, price range and value trend in seconds.
Get coming-soon homes, pocket listings and price drops in Jennings, FL before they hit the big home search sites.
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.
| ZIP | Typical value | 12 months | 5 years | Median sale, Mar to May 2026 | Days 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.