Moving to Winter Haven, Florida: The 2026 Data Guide

As of 2026-11-11, the median home sold in Winter Haven, Florida over the last 12 months went for $328,000 (19 closings across 241 communities in Momentum’s MLS record), about $238 per square foot for a median 1,346-sq-ft home built around 1985. Homes currently listed have been on the market a median of 72 days, and with 21 active listings against that sales pace the city is carrying roughly 13.3 months of supply. Sellers have been getting about 96% of their original asking price. That median is 18% below the median across Momentum’s Florida and Georgia coverage.

$328,000
Median sale (12 mo)
$238
Price per sq ft
$2,331
Est. monthly cost to own
72 days
Days listed (median)
13.3
Months of supply

Winter Haven right now — November 2026

$279,065
Median sale price (12 mo), -0.3% YoY
781
Homes for sale today
54 days
Median days on market
5.7 mo
Months of supply
$1,512
P&I on the median, 20% down at 7.18%

Live pages for your move: 851 homes for sale in Winter Haven · Condos (72) · Townhomes (18) · Homes by ZIP (3 ZIPs) · New listings this week · Price reductions · What your budget buys in Polk County · Cost of living · Best neighborhoods · Property tax · Polk County homes for sale.

MLS closed sales and live inventory, Momentum Research; refreshed nightly. Updated November 11, 2026.

What your budget buys in Winter Haven

Three price points from 49 recent Winter Haven closings in our record, each showing what actually closed within 10% of that price:

The real monthly cost of owning in Winter Haven

Take the median $328,000 home with 20% down at today’s 7.18% 30-year rate: principal and interest run about $1,778/month. Polk County’s typical total millage is 16.19 mills, so after the $50,000 homestead exemption the property tax is roughly $4,500/year ($375/month) for a new owner — the seller’s capped bill on the listing will be lower and is not your number. Citizens Property Insurance’s average premium in Polk County is about $1,931/year; private-market quotes vary with roof age and wind mitigation. 67% of current Winter Haven listings carry an HOA, with a median of $17/month where one applies. All in, budget on the order of $2,331/month to own the median Winter Haven home including a typical HOA.

For the full worksheet — taxes by scenario, the homestead exemption, and how the Save Our Homes cap works after year one — see the Polk County property tax guide and our home insurance by county map.

Where people are buying: Winter Haven’s most active communities

The communities with the most closings in the last 12 months, with each one’s median sale and how long its current listings have been on the market. Every name links to that community’s own guide with live listings.

CommunitySales (12 mo)MedianDays listed
Lucerne Park Reserve11$260,000112
Garden Grove South6$286,250—
Biltmore Shores5$327,50072
Lake Lucerne5$325,00041

Winter Haven by ZIP code

Sales and medians by ZIP over the same 12 months: 33881 (16 sales, median $260,000), 33884 (16 sales, median $343,495).

What’s for sale: property types, new construction, and age of homes

Of the last 12 months of sales, 88% were single-family homes, 2% townhomes or villas, and 8% condos. The housing stock skews older: 33% of homes sold were built in 2015 or later and 41% before 1980.

Getting around from Winter Haven

Measured from the center of Winter Haven’s recent sales: Lakeland is about 17 miles; Orlando International Airport (MCO) is about 34 miles; Downtown Orlando is about 38 miles; Downtown Tampa is about 48 miles. Distances are straight-line; drive times depend on the corridor and time of day.

Schools, taxes, and insurance: where to verify

School assignments change; check the Polk County school grades page for the district’s current grades, and confirm zoning for a specific address directly with the district. Property tax figures on this page use Polk County’s typical millage of 16.19; municipal and special-district millage varies inside the county. Insurance uses Citizens’ Polk County average of $1,931/year; a wind-mitigation inspection and roof age can move a private quote a long way in either direction.

Winter Haven: the case for and against

What works in Winter Haven’s favor

  • prices run 18% below the statewide median in our coverage
  • about 13.3 months of supply gives buyers room to negotiate
  • insurance is comparatively manageable here (Citizens average $1,931/year)
  • no state income tax, and Florida’s Save Our Homes cap limits assessment growth once you homestead

What to plan for

  • 67% of listings carry an HOA (median $17/month)
  • property taxes reset to your purchase price, so never budget off the seller’s bill

Your Winter Haven relocation toolkit

Common questions about moving to Winter Haven

How much does a house cost in Winter Haven, FL?
The median sale over the last 12 months was $328,000 (19 closings), about $238 per square foot. Among recent closings in our record a quarter sold under $245,000 and a quarter over $515,000.
What does it cost per month to own a home in Winter Haven?
For the median $328,000 home with 20% down at 7.18%, roughly $2,331 per month including principal, interest, Polk County property tax after the homestead exemption, insurance, and a typical HOA.
What are property taxes like in Winter Haven?
Polk County's typical total millage is 16.19 mills. On the median home that is about $4,500 a year for a new owner after the $50,000 homestead exemption; the assessment resets at purchase, so the seller's bill is not a guide.
Is Winter Haven a buyer's or seller's market right now?
With about 13.3 months of supply and a median 72 days on market for current listings, conditions favor buyers.
Is there a lot of new construction in Winter Haven?
New construction is a small share of Winter Haven sales; most of the market is resale.
Does Florida have a state income tax?
No. Florida has no state income tax, including on retirement income, and the Save Our Homes cap limits how fast a homesteaded assessment can rise.

Sales figures are Momentum Realty’s MLS record of closings in Winter Haven communities over the trailing 12 months (community snapshots as of their last refresh; price-band examples from the most recent closings on file); tax and insurance figures are Polk County data. Estimates, not guarantees; verify before relying on them. General relocation guidance, not financial advice. Equal Housing Opportunity.

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