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Featured local agent — Winter Haven, FL

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Sarah Mitchell

CNESRESABR

Compass Real Estate · Winter Haven, FL

“Your trusted relocation specialist since 2009. 350+ homes sold. Zero-pressure, data-first approach.”

Winter Haven, FL(512) 555-0184TX License #0512847
Visit website →sarahmitchellhomes.com
5.0 · 47 reviews

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Winter Haven, FL Housing Market

Balanced market-2.5% YoY
Zillow, July 2026 · Refreshes monthlyRedfin, through May 2026 · No longer updatingFreddie Mac via FRED, August 2026 · Refreshes weekly

The typical home in Winter Haven, FL is worth $274,480, fell 2.5% over the past year (Zillow Home Value Index, July 2026). The last median sale price Redfin published was $294,990, -1.7% year over year (through May 2026). With 3.4 months of supply and homes going under contract in about 81 days, Winter Haven is a balanced market. At today's 6.66% 30-year fixed rate, 20% down on a $274,480 home is about $1,411/mo in principal and interest.

Key numbers for Winter Haven, FL

Typical home value

$274,480

-2.5% in 12 months

Zillow, July 2026

Typical asking rent

$1,728/mo

Zillow Observed Rent Index

Zillow, July 2026

Median sale price

$294,990

-1.7% year over year

Redfin, through May 2026

Days on market

81

Slow-moving

Redfin, through May 2026

Active listings

402

3.4 months of supply

Redfin, through May 2026

30-yr fixed rate

6.66%

Freddie Mac weekly average

Freddie Mac via FRED, August 2026

Median household income

$59,604

Home costs 4.6x income

U.S. Census ACS, 2023

Sale-to-list ratio

98.3%

Selling below asking

Redfin, through May 2026

Zillow figures are as of July 2026 and refresh monthly. Redfin figures are through May 2026 — Redfin stopped publishing its public market trackers in June 2026, so those numbers are final, not current. Mortgage rates come from Freddie Mac via FRED and update weekly.

Is Winter Haven a buyer's or seller's market?

Balanced market3.4 months of supply81 days on market98.3% of asking

Winter Haven, FL is a balanced market, based on 3.4 months of supply and homes selling in about 81 days. Under 4 months of supply tilts the market toward sellers: homes clear faster than they are replaced, so concessions are scarce.

Inputs are Redfin's final published period (May 2026). How we classify markets · Where the data comes from

What does the Winter Haven housing market data show?

Every row below is Redfin's final published month for Winter Haven, FL. Redfin, through May 2026

Housing market statistics for Winter Haven, FL, Redfin through May 2026
MetricValue
Median sale price$294,990
Median list price$309,900
Year-over-year price change-1.7%
Median price per sq ft$162/sq ft
Median days on market81 days
Active inventory402 listings
Months of supply3.4 months
Sale-to-list price ratio98.3%
Homes sold (that month)117
New listings (that month)125
Listings with a price cut34.1%
Market conditionBalanced market

How to read these numbers

Median sale price
Half the homes that closed sold for more than this, half for less. It moves with what kind of home sold that month, so a quiet month with two big sales can swing it. Redfin's figure for Winter Haven is frozen at May 2026.
Typical home value (ZHVI)
Zillow's estimate of what a mid-market home in Winter Haven is worth right now, whether or not it sold. It is smoother than the median sale price and it still refreshes monthly, which is why this page leads with it.
Months of supply
How long it would take to sell every active listing at the current pace. Under 3 favors sellers, over 6 favors buyers, and 3 to 6 is the balanced band.
Days on market
Median time from listing to accepted offer. Short means you should have financing ready before you tour; long means there is room to negotiate on price and repairs.
Sale-to-list ratio
Sale price divided by the last asking price. Above 100% means bidding above asking is normal here; below 100% means the typical buyer got a discount.
Price per square foot
The size-adjusted price. Use it to compare a 1,400 sq ft house to a 2,600 sq ft house, not to value your own home — lot, condition and age move it a lot.
Listings with a price cut
Share of active listings that dropped their asking price in the month. A high share is the earliest visible sign that sellers are ahead of what buyers will pay.
Typical asking rent (ZORI)
Zillow's repeat-rent index for asking rents on new leases. Paired with the home value it gives the price-to-rent ratio in the rent-vs-buy section below.

How have Winter Haven home prices moved?

Over the last three years the median sale price in Winter Haven, FL fell 7.5%, from $319,000 to $294,990. The live Zillow value series has fell 2.5% in the last 12 months, which is the more current read now that Redfin's series has stopped. 34.1% of Winter Haven listings cut their asking price in the final Redfin month — a high share, and the clearest sign that list prices were running ahead of what buyers would pay. For prices to fall meaningfully from here, supply would have to keep building past 3.4 months while the sale-to-list ratio slips below its current 98.3%. Watch those two together — they move before the median does.

Redfin, through May 2026 — the chart ends at Redfin's final published month.

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What does it cost to buy a home in Winter Haven?

Priced off the typical home value of $274,480 at the current 6.66% 30-year fixed rate. These are principal and interest only — property taxes, homeowner's insurance, HOA dues and mortgage insurance are on top, and they vary enough by property that we will not guess them for you.

Monthly principal and interest by down payment in Winter Haven, FL
Down paymentCash at closeLoan amountMonthly P&I
20%$54,896$219,584$1,411/mo
5%$13,724$260,756$1,676/mo

Zillow, July 2026 for the price · Freddie Mac via FRED, August 2026 for the rate

What income do you need?

Lenders generally want housing costs under 28% of gross income. On the 20%-down payment of $1,411, that implies roughly $60,476 a year before you add taxes and insurance. The median household in Winter Haven earns $59,604, about $872 short of that threshold — the typical local household needs a larger down payment, a co-borrower, or a home below the typical home value to fit the 28% rule. That puts the price-to-income ratio at 4.6x — above the historical 3x norm but in line with much of the country in 2026.

Run it with your own numbers: affordability calculator · mortgage calculator

Buying in Winter Haven in the next 12 months?

Tell us your timeline. We send the Winter Haven market brief: the price ranges that actually clear, how long homes sit, and what to fix on your credit before you apply.

No spam, no reselling your details. Market data on this site is informational and is not financial, investment, or real estate advice.

Is it cheaper to rent or buy in Winter Haven?

Typical asking rent in Winter Haven, FL is $1,728/mo, against a typical home value of $274,480. That is a price-to-rent ratio of 13.2x, which means buying tends to beat renting on monthly cost over a typical hold. Compared head to head, 20% down puts principal and interest at $1,411 a month — $317 less than renting before taxes and insurance, so ownership can win on monthly cost alone once you have the down payment.

Zillow, July 2026 for both value and rent

Add your own down payment, tax rate and time horizon in the rent vs. buy calculator.

Is inventory rising or falling in Winter Haven?

Active listings in Winter Haven, FL went from 531 in May 2025 to 402 in May 2026, a -24.3% change. Falling inventory tightens competition. When supply drops while demand holds, sale-to-list ratios rise before the median sale price does.

Active listings by month in Winter Haven, FL
MonthActive listingsNew listings
June 2025538138
July 2025520116
August 2025512121
September 2025517134
October 2025532140
November 2025522106
December 2025521116
January 2026534151
February 2026494104
March 2026461139
April 2026453129
May 2026402125

Redfin, through May 2026

How does Winter Haven compare to Florida and the U.S.?

Winter Haven homes sell for $294,99030% below the Florida median of $421,500. Against the national median of $410,700, Winter Haven runs 28% lower. Year-over-year, Winter Haven moved -1.7% against Florida's +2.6%a smaller swing than the state as a whole.

Winter Haven, FL compared with Florida and the United States
MarketMedian sale priceYoYDays on market
Winter Haven, FL$294,990-1.7%81 days
Florida statewide$421,500+2.6%66 days
United States$410,700not publishednot published

City and state rows: Redfin, through May 2026 · U.S. row: Freddie Mac via FRED, April 2026 (MSPUS, quarterly)

What to do next in Winter Haven

What buyers should watch

  • Months of supply, currently 3.4. It turns before price does — when it climbs past 6, sellers start taking offers they would have rejected a quarter earlier.
  • The share of listings cutting price, currently 34.1%. A listing that has already cut once is the one most likely to accept below asking.
  • The gap between 5% and 20% down here is $265 a month in principal and interest alone, before mortgage insurance. That gap, not the price, is usually what decides your timeline.
  • Rate moves. At 6.66%, every full point of rate change moves the payment on a $274,480 home more than a 5% price change does.
  • Your credit tier before you shop, not after — it sets the rate you are quoted. Run your numbers first.

What sellers should know

  • The median Winter Haven listing goes under contract in 81 days. If yours passes that mark, the market is telling you the price is wrong — not that you need more showings.
  • Homes here close at 98.3% of asking. Price to that ratio from day one rather than chasing the market down in cuts.
  • In the last published month Winter Haven added 125 new listings against 117 sales — more competition arriving than clearing, so early timing matters.
  • Your equity moved -2.5% in the last 12 months on the Zillow value series. That, not the price you paid, is what sets your net proceeds.
  • Comparable ZIP-level pricing inside Winter Haven varies more than the citywide median suggests — check the ZIP pages below before you set a number.

Homes for sale in Winter Haven

There are currently 402 homes listed for sale in Winter Haven, Florida. The median listing price is $310K. Featured listings range from $33,500 to $364,999.

2 bedroom mobile home for sale at 687 Century Ln Winter Haven 33881 - $33,500
New Listing
22
$33,500

687 Century Ln

Winter Haven, FL 33881

2 bd2 ba
Mobile home
View photos & details
2 bedroom condo for sale at 333 Lake Howard Dr NW Apt 302D Winter Haven 33880 - $85,000
New Listing
$85,000

333 Lake Howard Dr NW Apt 302D

Winter Haven, FL 33880

2 bd2 ba1,030 sqft$83/ft²
Condo436 sqft lot

CHOICE PROPERTIES OF CENT FL

View photos & details
New Listing
$119,900

109 Pineapple Dr

Winter Haven, FL 33884

3 bd2 ba
Mobile home
View photos & details
3 bedroom mobile home for sale at 6775 Brentwood Dr NE Winter Haven 33881 - $136,900
New Listing
44
$136,900

6775 Brentwood Dr NE

Winter Haven, FL 33881

3 bd2 ba1,320 sqft$104/ft²
Mobile home4,356 sqft lot

RE/MAX HERITAGE PROFESSIONALS

View photos & details
2 bedroom house for sale at 4622 Cypress Gardens Rd Winter Haven 33884 - $180,000
New Listing
11
$180,000

4622 Cypress Gardens Rd

Winter Haven, FL 33884

2 bd2 ba1,706 sqft$106/ft²
House4,792 sqft lot

REALTYCITY INC

View photos & details
3 bedroom townhouse for sale at 353 Wharf Way Winter Haven 33881 - $249,900
New BuildPrice Drop −$10K
8
$249,900

353 Wharf Way

Winter Haven, FL 33881

3 bd2 ba1,604 sqft$156/ft²
Townhouse
View photos & details
3 bedroom townhouse for sale at 349 Wharf Way Winter Haven 33881 - $249,900
New BuildPrice Drop −$12K
10
$249,900

349 Wharf Way

Winter Haven, FL 33881

3 bd2 ba1,604 sqft$156/ft²
Townhouse
View photos & details
3 bedroom townhouse for sale at 2717 Gladiola Rd Winter Haven 33884 - $252,990
New Build
28
$252,990

2717 Gladiola Rd

Winter Haven, FL 33884

3 bd3 ba1,673 sqft$151/ft²
Townhouse
View photos & details
3 bedroom townhouse for sale at 129 Nemo Ln Winter Haven 33881 - $267,900
New Build
4
$267,900

129 Nemo Ln

Winter Haven, FL 33881

3 bd2 ba1,544 sqft$174/ft²
Townhouse
View photos & details
3 bedroom townhouse for sale at 109 Nemo Ln Winter Haven 33881 - $279,900
New Build
4
$279,900

109 Nemo Ln

Winter Haven, FL 33881

3 bd2 ba1,544 sqft$181/ft²
Townhouse
View photos & details
3 bedroom house for sale at 4494 Rapallo Ave Winter Haven 33884 - $316,900
New BuildPrice Drop −$10K
4
$316,900

4494 Rapallo Ave

Winter Haven, FL 33884

3 bd2 ba2,005 sqft$158/ft²
House
View photos & details
5 bedroom house for sale at 5335 Mickey Ave Winter Haven 33884 - $364,999
New BuildPrice Drop −$17K
23
$364,999

5335 Mickey Ave

Winter Haven, FL 33884

5 bd3 ba2,800 sqft$130/ft²
House
View photos & details

Looking to buy in Winter Haven?

Get connected with a local real estate expert — free, no obligation.

Active listings

402

Homes on market

Median list price

$310K

Avg. days on market

81

Days until sale

New this week

125

Newly listed

Price drops:34.1%of listings
Sale-to-list:98.3%

How much do homes cost in Winter Haven by property type?

How the Winter Haven, FL market breaks down across single-family homes, condos and townhouses. Redfin, through May 2026

Median price, price per square foot, homes sold and days on market by property type in Winter Haven, FL
Property typeMedian pricePrice / sq ftHomes soldDays on market
Single-family$297,490$164/sq ft10777 days
Condo / co-op$96,000$115/sq ft587 days
Townhouse$235,990$156/sq ft5152 days

Who lives in Winter Haven?

American Community Survey estimates for Winter Haven. U.S. Census ACS, 2023

Population

52,846

Households

19,691

Median income

$59,604/yr

Median age

40.6 years

Owner-occupied

62.3%

Median home value

$248,200

Median gross rent

$1,200/mo

Mean commute

28.3 min

62.3% of occupied homes in Winter Haven are owner-occupied, and the rest are rented — which is the share that decides how much of the local housing stock ever reaches the for-sale market. The Census self-reported median home value is $248,200 against Zillow's $274,480 typical value; the gap is normal — ACS asks owners what they think their home is worth, Zillow models transactions. Census median gross rent (all leases, including long-held ones) is $1,200/mo, below Zillow's $1,728/mo asking rent on new leases — the difference is roughly what a mover pays over a stayer.

Which public schools serve Winter Haven?

21 schools tracked · 12,635 students

The largest public schools serving Winter Haven, FL by enrollment, drawn from the National Center for Education Statistics. School quality is a commonly cited factor in home-buying decisions — these are the campuses families in this area are most likely to encounter.

WINTER HAVEN SENIOR HIGH SCHOOL

Grades 9-12 · 2,553 students

Public

CHAIN OF LAKES ELEMENTARY SCHOOL

Grades PK-5 · 1,008 students

Public

FRED G. GARNER ACADEMY

Grades PK-5 · 840 students

Public

NEW BEGINNINGS HIGH SCHOOL

Grades 6-12 · 837 students

Charter

WESTWOOD MIDDLE SCHOOL

Grades 6-8 · 829 students

Public

JEWETT SCHOOL OF THE ARTS

Grades PK-8 · 737 students

Public

DENISON MIDDLE SCHOOL

Grades 6-8 · 729 students

Public

GARDEN GROVE ELEMENTARY SCHOOL

Grades PK-5 · 691 students

Public

Source: National Center for Education Statistics, Common Core of Data directory. Updated annually. Ratings and test scores are not currently displayed.

Which cities are near Winter Haven, FL?

Ordered by distance from Winter Haven, not by size. Compare Winter Haven side by side with any of them.

Which ZIP codes are in Winter Haven?

These are the ZIP codes we see on active Winter Haven listings. Redfin did not publish a matching ZIP-level sale row for the same period, so we are not ranking them by price here — each ZIP page shows exactly what we hold for it.

Winter Haven housing market FAQ

Is Winter Haven a buyer's or seller's market?

Winter Haven, FL is currently a balanced market. That read comes from 3.4 months of supply, homes going under contract in about 81 days, and sellers getting 98.3% of their asking price in the last month Redfin published (May 2026).

How much do homes cost in Winter Haven?

The typical home in Winter Haven, FL is worth $274,480 (Zillow Home Value Index, July 2026). The median sale price in the last month Redfin published was $294,990, about $162 per square foot.

Is Winter Haven cheaper than the rest of Florida?

Winter Haven's median sale price of $294,990 is 30% lower than the Florida statewide median of $421,500, and 28% below the U.S. median of $410,700. Both figures are for the same period.

How long do homes take to sell in Winter Haven?

Homes in Winter Haven, FL spent a median of 81 days on market before going under contract, versus 66 days statewide. Over two months means buyers have time to inspect, compare and negotiate. (Redfin, through May 2026.)

What income do you need to buy a home in Winter Haven?

At the current 30-year fixed rate of 6.66%, 20% down on a $274,480 home is about $1,411 a month in principal and interest. Lenders typically want that under 28% of gross income, which works out to roughly $60,476 a year before taxes, insurance, HOA dues or mortgage insurance. The local median household income is $59,604.

Are home prices rising in Winter Haven?

The typical home value in Winter Haven, FL fell 2.5% over the last 12 months, from $281,535 to $274,480 (Zillow, July 2026). This is the live series — it refreshes monthly.

What are the cheapest ZIP codes in Winter Haven?

Winter Haven ZIP-level sale prices are not all published for the same period, so ranking them would compare different months. The ZIP pages listed on this page show what we hold for each one individually.

Is now a good time to buy in Winter Haven?

That depends on your timeline, not on a headline. What the data says today: Winter Haven, FL is a balanced market with 3.4 months of supply, the 30-year fixed rate is 6.66%, and the price-to-rent ratio of 13.2x means buying tends to beat renting on monthly cost over a typical hold. Properties Incorporated publishes the data; it does not give financial advice.

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No spam, no reselling your details. Market data on this site is informational and is not financial, investment, or real estate advice.