Homes for Sale in Winter Haven, FL

851 homes are for sale in Winter Haven, FL as of 2026-11-13, with 126 more under contract. The median list price is $279,900 ($166/sq ft), most homes list between $140K to $425K, and the median listing has been on the market 79 days. That is 663 houses, 72 condos and 21 townhouses. 55 homes came on the market this week and 1,657 sold in the last 12 months at a median of $279,065.

Winter Haven, FL key facts
LocationPolk County, FL
ZIP codes with their own page3
For sale right now851 active, 126 under contract
Asking prices$279,900 median · $166 per sq ft · most homes $140K–$425K
Median days on market (active listings)79
Property types for sale663 houses, 72 condos, 21 townhouses
New listings this week55
Homes sold, last 12 months1,657 at a median of $279,065

Listing counts and prices as of 2026-11-13; MLS data, refreshed nightly; sold figures are trailing 12 months of closed sales. Market figures describe homes, not residents. Cite as: Momentum Realty, “Winter Haven, FL key facts,” movewithmomentum.com/homes-for-sale/winter-haven-fl/, data as of 2026-11-13.

Browse all 983 homes for sale in Winter Haven, FL — the complete list, newest first.

851
Homes for sale
$279,900
Median list price
$140K to $425K
Typical range
79
Median days on market
55
New this week
126
Under contract
$1,977
Est. monthly cost at median
6.2
Months of supply

Newest homes for sale in Winter Haven

The most recently listed homes in Winter Haven, newest first, with photos. Each card opens the full listing with every photo, the community’s sales history and a tour request. Homes marked New listed in the last seven days.

3838 BEDFORD AVENUE, home for sale in Winter Haven
$429,900 New
3 bd · 3 ba · 2,592 sq ft · built 2015
3838 BEDFORD AVENUE, 33884
Winter Haven
Listing courtesy of THE STONES REAL ESTATE FIRM
306 AVENUE H, home for sale in Winter Haven
$259,900 New
3 bd · 2 ba · 1,391 sq ft · built 1925
306 AVENUE H, 33880
Winter Haven
Listing courtesy of BHHS FLORIDA PROPERTIES GROUP
1693 TEAGAN LANE, home for sale in Winter Haven
$255,000 New
3 bd · 1 ba · 1,060 sq ft · built 2024
1693 TEAGAN LANE, 33884
Winter Haven
Listing courtesy of AVISTA BAY REALTY, LLC
916 AVENUE S, home for sale in Winter Haven
$220,000 New
3 bd · 2 ba · 1,524 sq ft · built 1959
916 AVENUE S, 33880
Winter Haven
Listing courtesy of EXP REALTY LLC
3391 LIVINGSTON WAY, home for sale in Winter Haven
$215,000 New
2 bd · 2 ba · 1,275 sq ft · built 2006
3391 LIVINGSTON WAY, 33884
Winter Haven
Listing courtesy of COLDWELL BANKER REALTY
1550 11TH STREET #H4, home for sale in Winter Haven
$100,000 New
2 bd · 2 ba · 1,148 sq ft · built 1976
1550 11TH STREET #H4, 33881
Winter Haven
Listing courtesy of KELLER WILLIAMS REALTY AT THE LAKES
128 LAKE SEARS DRIVE, home for sale in Winter Haven
$449,000 New
3 bd · 2 ba · 1,629 sq ft · built 1958
128 LAKE SEARS DRIVE, 33880
Winter Haven
Listing courtesy of LPT REALTY, LLC
528 ITUNA CIRCLE, home for sale in Winter Haven
$339,900 New
4 bd · 2.5 ba · 2,029 sq ft · built 2026
528 ITUNA CIRCLE, 33881
Winter Haven
Listing courtesy of CAMBRIDGE REALTY OF CENTRAL FL
548 ITUNA CIRCLE, home for sale in Winter Haven
$329,900 New
3 bd · 2 ba · 2,005 sq ft · built 2026
548 ITUNA CIRCLE, 33881
Winter Haven
Listing courtesy of CAMBRIDGE REALTY OF CENTRAL FL
5988 FOXHOLLOW DRIVE, home for sale in Winter Haven
$299,900 New
3 bd · 2 ba · 1,440 sq ft · built 1981
5988 FOXHOLLOW DRIVE, 33884
Winter Haven
Listing courtesy of KELLER WILLIAMS REALTY SMART 1
393 WHARF WAY, home for sale in Winter Haven
$239,900 New
3 bd · 2.5 ba · 1,544 sq ft · built 2026
393 WHARF WAY, 33881
Winter Haven
Listing courtesy of CAMBRIDGE REALTY OF CENTRAL FL
381 WHARF WAY, home for sale in Winter Haven
$239,900 New
3 bd · 2.5 ba · 1,544 sq ft · built 2026
381 WHARF WAY, 33881
Winter Haven
Listing courtesy of CAMBRIDGE REALTY OF CENTRAL FL
2380 29TH STREET, home for sale in Winter Haven
$225,000 New
3 bd · 2 ba · 1,420 sq ft · built 1965
2380 29TH STREET, 33881
Winter Haven
Listing courtesy of SOVEREIGN REAL ESTATE GROUP
125 KINGS POND AVENUE, home for sale in Winter Haven
$200,000 New
2 bd · 2 ba · 965 sq ft · built 1989
125 KINGS POND AVENUE, 33880
Winter Haven
Listing courtesy of CENTURY 21 MYERS REALTY
10 LYCHEE DRIVE, home for sale in Winter Haven
$130,000 New
1 bd · 1.5 ba · 720 sq ft · built 1975
10 LYCHEE DRIVE, 33881
Winter Haven
Listing courtesy of 54 REALTY LLC
580 ITUNA CIRCLE, home for sale in Winter Haven
$329,900 New
4 bd · 2 ba · 1,819 sq ft · built 2026
580 ITUNA CIRCLE, 33881
Winter Haven
Listing courtesy of CAMBRIDGE REALTY OF CENTRAL FL
4084 CARTERET DRIVE, home for sale in Winter Haven
$259,900 New
2 bd · 2 ba · 1,519 sq ft · built 2005
4084 CARTERET DRIVE, 33884
Winter Haven
Listing courtesy of KELLER WILLIAMS REALTY
3930 PALAZZO PLACE, home for sale in Winter Haven
$259,000 New
3 bd · 2 ba · 1,553 sq ft · built 2024
3930 PALAZZO PLACE, 33884
Winter Haven
Listing courtesy of REAL BROKER, LLC
204 LAKE THOMAS DRIVE, home for sale in Winter Haven
$249,000 New
3 bd · 2 ba · 1,430 sq ft · built 1979
204 LAKE THOMAS DRIVE, 33880
Winter Haven
Listing courtesy of MARZUCCO REAL ESTATE
365 WHARF WAY, home for sale in Winter Haven
$229,900 New
3 bd · 2.5 ba · 1,604 sq ft · built 2026
365 WHARF WAY, 33881
Winter Haven
Listing courtesy of CAMBRIDGE REALTY OF CENTRAL FL
3205 MATTHEW PLACE, home for sale in Winter Haven
$215,390 New
3 bd · 2.5 ba · 1,423 sq ft · built 2026
3205 MATTHEW PLACE, 33884
Winter Haven
Listing courtesy of LENNAR REALTY
6485 PEPPERTREE PATH, home for sale in Winter Haven
$159,000 New
2 bd · 2 ba · 1,566 sq ft · built 1997
6485 PEPPERTREE PATH, 33881
Winter Haven
Listing courtesy of RE/MAX EXPERTS
1700 6TH STREET #C26, home for sale in Winter Haven
$114,000 New
2 bd · 1 ba · 840 sq ft · built 1964
1700 6TH STREET #C26, 33881
Winter Haven
Listing courtesy of CENTURY 21 WATSON & MYERS REALTY
1776 6TH STREET #702, home for sale in Winter Haven
$95,000 New
2 bd · 2 ba · 1,347 sq ft · built 1974
1776 6TH STREET #702, 33881
Winter Haven
Listing courtesy of KELLER WILLIAMS ADVANTAGE REALTY

Winter Haven homes for sale by price

Every active listing in Winter Haven grouped by price, with the newest listings in each band. The median is $279,900; the busiest band is $200K – $300K.

Under $200K: 193 homes

$200K – $300K: 321 homes

$300K – $400K: 234 homes

$400K – $500K: 50 homes

$500K – $750K: 35 homes

$750K – $1M: 11 homes

$1M and up: 7 homes

Every home for sale in Winter Haven right now (851)

All 851 active Winter Haven listings with a detail page, newest first, refreshed twice a day from the MLS.

Showing the newest 400 of 851; the price bands above, the ZIP pages and the map cover the rest.

Pending and under contract in Winter Haven (126)

Winter Haven homes that have an accepted offer and are working toward closing. They can still fall through, so each one keeps its page until it closes.

Browse every listing on Momentum Realty.

Homes for sale in Winter Haven by ZIP code

Where the inventory is: active listings and the median asking price by ZIP. ZIPs link to their housing scorecard.

ZIPHomes for saleMedian list price
33884366$298,540
33881279$274,900
33880206$250,650

Winter Haven communities with the most homes for sale

The Winter Haven neighborhoods and subdivisions with active listings, the median asking price in each, and what homes there actually sold for over the last 12 months. Community names open the community guide with live inventory, sales history, HOA and schools.

CommunityFor saleMedian listMedian sold (12 mo)Days on market
Lucerne Park Reserve9$279,000——
Pollard Shores2$587,000——
Elbert Acres1$257,715——
Jackson Landing1$295,000——
Imperial Harbours1$149,900——
Lake Winterset Acres1$649,900——
Orchid Springs Patio Homes1$161,500——
RainGarden1$495,000——
Cypresswood Plantation1$529,900——

What is for sale in Winter Haven: property types

Another 3 listings in Winter Haven are land, commercial or other non-residential property and are not counted above.

Browse by type: Condos for sale in Winter Haven (72) · Townhomes for sale in Winter Haven (21) · Manufactured and Mobile Homes for sale in Winter Haven (76).

The Winter Haven real estate market right now

Over the last 12 months 1,657 homes sold in Winter Haven at a median of $279,065 (-0.3% year over year), $165 per square foot. Sellers received 96% of list price and homes took a median 54 days to go under contract. With 851 homes for sale against that sales pace, months of supply is 6.2, a buyer’s market by the six-month rule. Cash buyers accounted for 10% of sales. New construction was 62% of sales.

Winter Haven home prices by year

Median sold price, closed sales, days on market and sale-to-list ratio by year, from Momentum’s MLS record.

YearMedian sold priceHomes soldDays on marketSale-to-list
2019$186,577126097%
2021$260,214227102%
2022$317,90916920100%
2023$332,927842597%
2024$302,9151153897%
2025$299,864897995%
2026$279,221635496%

What a home in Winter Haven costs to own

Take the median $279,900 listing with 20% down at today’s 7.11% 30-year rate: principal and interest run about $1,506/month. Polk County’s typical millage of 16.19 puts property tax near $3,721/year after the $50,000 homestead exemption — and that is the reset bill a buyer pays, not the seller’s capped one. Citizens’ average premium in Polk County is about $1,931/year; newer roofs and inland addresses usually quote below it. All in, plan on roughly $1,977/month plus any HOA or CDD assessment.

Explore Winter Haven

Homes for sale near Winter Haven

Recently off market in Winter Haven

Homes in Winter Haven that left the market most recently, with their last list price and a public-record page for each address. Off-market pages keep the community, tax and sales-history context after a listing closes or expires.

Neighborhoods buyers are searching for in Winter Haven

Winter Haven guides & data

Everything we publish about Winter Haven: live listings by type, prices and market data, taxes, insurance and what it costs to live here.

Common questions

How many homes are for sale in Winter Haven, FL?
As of 2026-11-13, Momentum's MLS record shows 851 residential homes actively listed for sale in Winter Haven and 126 under contract. 55 of them came on the market in the last 7 days.
What is the median home price in Winter Haven?
The median list price of homes for sale in Winter Haven is $279,900, about $166 per square foot for a typical 1,652-square-foot home. Ten percent of listings are under $140K and ten percent are above $425K. Over the last 12 months the median SOLD price was $279,065, -0.3% year over year.
How long do homes take to sell in Winter Haven?
Homes currently listed have been on the market a median of 79 days. Homes that sold in the last 12 months took a median of 54 days and sold at 96% of list price. At today's inventory that is 6.2 months of supply, a buyer's market by the usual six-month rule.
What does a $279,900 home in Winter Haven cost per month?
Roughly $1,977 a month with 20% down at 7.11%: principal and interest of $1,506, Polk County property tax of about $310/month after the $50,000 homestead exemption, and insurance near $161/month at the Citizens county average. HOA or CDD fees, where they apply, come on top.
Which Winter Haven neighborhoods have the most homes for sale?
The communities with the most active listings right now are Lucerne Park Reserve (9), Pollard Shores (2), Elbert Acres (1), Jackson Landing (1), Cypresswood Plantation (1). Each community page carries its own sales history, live inventory and schools.
How do I see a home for sale in Winter Haven?
Every listing on this page opens a full page with all photos, the community's data and a tour request. A Momentum agent who works Winter Haven can show any home here, whether it is our listing or another brokerage's, at no cost to a buyer. Call (904) 351-6461 or use the form below.
Where is Winter Haven, FL, and what county is it in?
Winter Haven is in Polk County, Florida. Homes for sale there today carry the ZIP codes 33884, 33881, 33880. Nearby cities in the same county with homes for sale: Davenport, Lakeland, Haines City, Lake Wales, Poinciana.
What ZIP codes are in Winter Haven, FL?
Listings in Winter Haven are currently in 3 ZIP codes: 33884, 33881, 33880. The ZIP table above shows how many homes are for sale in each and the median asking price.
How many houses are for sale in Winter Haven, FL?
663 single-family houses are for sale in Winter Haven today, out of 851 total listings (72 condos, 21 townhouses). The property-type section above breaks the inventory down, and each card opens the full listing.
How do I buy a house in Winter Haven, FL?
Start with the numbers: 851 homes are for sale in Winter Haven today at a median asking price of $279,900, so a 20% down payment on the median home is about $55,980 and principal and interest run near $1,506/month at today's 7.11% 30-year rate. Connect with an agent first, sign a written buyer agreement with your agent (required before touring since August 2024), then search by price band, ZIP or community above. Our Florida buyer closing-cost calculator itemizes the cash to close, and the Florida first-time buyer guide covers programs and down-payment help.
What county is Winter Haven in?
Winter Haven is in Polk County, Florida. Polk County's 12-month median sale price is $325K on 11,947 closings. Property tax, school zoning and permitting for Winter Haven run through Polk County.
Is Winter Haven a good place to live?
That depends on your budget, commute and the kind of home you want, so here is what the housing data says about Winter Haven: the median sale price over the last 12 months was $279K across 1,657 closings (-0.3% year over year), 14% below the Polk County median of $325K; homes took a median 54 days to go under contract; 779 homes are for sale today, 5.6 months of supply at the current pace, which is balanced; new construction was 62% of sales; the communities with the most sales are HARBOR AT LAKE HENRY, LUCERNE PARK RESERVE, CYPRESS LANDING PH 02, LAKE LUCERNE. The market tracker, price bands and community pages on this site carry the full numbers.

Listings, counts and prices are from Momentum Realty’s MLS record of active residential listings in Winter Haven as of 2026-11-13 and refresh as homes list and sell. Listings courtesy of Stellar MLS as distributed by MLS GRID. The data relating to real estate for sale on this page comes in part from the Internet Data Exchange (IDX) program of the MLS(s) named above; listings held by brokerages other than Momentum Realty are marked with the listing brokerage’s name. Information is deemed reliable but not guaranteed. Estimates are not guarantees. Equal Housing Opportunity.

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