Homes for Sale in Winter Haven, FL

844 homes are for sale in Winter Haven, FL as of 2026-11-06, with 118 more under contract. The median list price is $279,900 ($167/sq ft), most homes list between $140K to $429K, and the median listing has been on the market 79 days. That is 658 houses, 71 condos and 19 townhouses. 54 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 now844 active, 118 under contract
Asking prices$279,900 median · $167 per sq ft · most homes $140K–$429K
Median days on market (active listings)79
Property types for sale658 houses, 71 condos, 19 townhouses
New listings this week54
Homes sold, last 12 months1,657 at a median of $279,065

Listing counts and prices as of 2026-11-06; 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 2026-11-06.

Browse all 934 homes for sale in Winter Haven, FL — the complete list, newest first.

844
Homes for sale
$279,900
Median list price
$140K to $429K
Typical range
79
Median days on market
54
New this week
118
Under contract
$1,988
Est. monthly cost at median
6.1
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.

2332 SALZBURG LOOP, home for sale in Winter Haven
$244,900 New
2 bd · 2 ba · 1,595 sq ft · built 2010
2332 SALZBURG LOOP, 33884
Winter Haven
Listing courtesy of CENTURY 21 WATSON & MYERS REALTY
Winter Haven
photos on the listing
$698,000 New
11 bd · 5 ba · 4,465 sq ft · built 1977
2500 AVENUE O, 33881
Winter Haven
Listing courtesy of S & D REAL ESTATE SERVICE LLC
Winter Haven
photos on the listing
$449,900 New
4 bd · 3 ba · 2,888 sq ft · built 2007
1907 ELOISE COVE DRIVE, 33884
Winter Haven
Listing courtesy of GLOBAL LIFESTYLE LLC
Winter Haven
photos on the listing
$409,900 New
3 bd · 3 ba · 1,867 sq ft · built 1952
427 W LAKE ELBERT DR NE, 33881
Winter Haven
Listing courtesy of ASSOCIATE REALTY
384 HOLLY RIDGE ROAD, home for sale in Winter Haven
$339,975 New
3 bd · 2 ba · 2,066 sq ft · built 1984
384 HOLLY RIDGE ROAD, 33880
Winter Haven
Listing courtesy of OAK AVENUE REAL ESTATE LLC
516 MCKENNA DRIVE, home for sale in Winter Haven
$278,000 New
3 bd · 2 ba · 1,844 sq ft · built 2021
516 MCKENNA DRIVE, 33881
Lucerne Park Reserve
Listing courtesy of REALTYCITY INC
Winter Haven
photos on the listing
$275,000 New
3 bd · 2 ba · 1,400 sq ft · built 1972
2025 MARILYN AVENUE, 33881
Winter Haven
Listing courtesy of KELLER WILLIAMS REALTY
926 SUNSHINE WAY, home for sale in Winter Haven
$205,000 New
2 bd · 1 ba · 915 sq ft · built 1984
926 SUNSHINE WAY, 33880
Winter Haven
Listing courtesy of THE STONES REAL ESTATE FIRM
928 SUNSHINE WAY, home for sale in Winter Haven
$195,000 New
2 bd · 1 ba · 915 sq ft · built 1984
928 SUNSHINE WAY, 33880
Winter Haven
Listing courtesy of THE STONES REAL ESTATE FIRM
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
Winter Haven
photos on the listing
$118,000 New
2 bd · 2 ba · 1,464 sq ft · built 1984
4157 ROLLING OAKS DRIVE, 33880
Winter Haven
Listing courtesy of LA ROSA REALTY PRESTIGE
Winter Haven
photos on the listing
$115,000 New
2 bd · 2 ba · 1,148 sq ft · built 1974
1550 11TH STREET #C5, 33881
Winter Haven
Listing courtesy of TOP TIER RESORT REALTY
1501 N LAKE HOWARD DRIVE, home for sale in Winter Haven
$375,000 New
3 bd · 2 ba · 2,200 sq ft · built 1945
1501 N LAKE HOWARD DRIVE, 33881
Winter Haven
Listing courtesy of JULIE MATTHEWS GROUP LLC
Winter Haven
photos on the listing
$369,000 New
3 bd · 2 ba · 2,123 sq ft · built 1988
218 HARTRIDGE HILLS DRIVE, 33881
Winter Haven
Listing courtesy of LA ROSA REALTY PRESTIGE
5780 LAKESIDE LANDINGS BOULEVARD, home for sale in Winter Haven
$290,000 New
4 bd · 2.5 ba · 2,526 sq ft · built 2016
5780 LAKESIDE LANDINGS BOULEVARD, 33881
Winter Haven
Listing courtesy of LIVE FLORIDA REALTY
2037 SAN MARCOS DRIVE #325, home for sale in Winter Haven
$180,000 New
2 bd · 2 ba · 826 sq ft · built 1984
2037 SAN MARCOS DRIVE #325, 33880
Winter Haven
Listing courtesy of PRIMESTATE REALTY, INC.
1803 4TH STREET, home for sale in Winter Haven
$125,000 New
3 bd · 1.5 ba · 1,118 sq ft · built 1965
1803 4TH STREET, 33881
Winter Haven
Listing courtesy of DIVINE ESTATES REALTY LLC
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
9457 WATERFORD OAKS DRIVE, home for sale in Winter Haven
$710,000 New
3 bd · 3 ba · 3,292 sq ft · built 2005
9457 WATERFORD OAKS DRIVE, 33884
Winter Haven
Listing courtesy of SIGNATURE PROPERTIES OF CENTRAL FLORIDA LLC
1151 CAREFREE COVE DRIVE, home for sale in Winter Haven
$399,000 New
3 bd · 2 ba · 1,734 sq ft · built 1984
1151 CAREFREE COVE DRIVE, 33881
Winter Haven
Listing courtesy of HOMECOIN.COM
1140 TYLER LOOP, home for sale in Winter Haven
$308,000 New
3 bd · 2.5 ba · 1,933 sq ft · built 2024
1140 TYLER LOOP, 33884
Winter Haven
Listing courtesy of REALTY OF AMERICA
1688 TEAGAN LANE, home for sale in Winter Haven
$250,000 New
3 bd · 2 ba · 1,432 sq ft · built 2024
1688 TEAGAN LANE, 33884
Winter Haven
Listing courtesy of ORANGE SLICE PROPERTIES
1643 LINZ COURT, home for sale in Winter Haven
$197,000 New
2 bd · 2 ba · 1,369 sq ft · built 2016
1643 LINZ COURT, 33884
Winter Haven
Listing courtesy of REALTYCITY INC
235 6TH STREET #507, home for sale in Winter Haven
$140,000 New
1 bd · 1 ba · 714 sq ft · built 1982
235 6TH STREET #507, 33881
Winter Haven
Listing courtesy of KELLER WILLIAMS 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: 195 homes

$200K – $300K: 314 homes

$300K – $400K: 226 homes

$400K – $500K: 53 homes

$500K – $750K: 37 homes

$750K – $1M: 11 homes

$1M and up: 8 homes

Every home for sale in Winter Haven right now (844)

All 844 active Winter Haven listings with a detail page, newest first, refreshed twice a day from the MLS.

Showing the newest 400 of 844; the price bands above, the ZIP pages and the map cover the rest.

Pending and under contract in Winter Haven (118)

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
33884362$299,000
33881281$274,990
33880201$255,000

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 Reserve8$279,450——
Pollard Shores2$597,500——
Lake Winterset Acres1$649,900——
Orchid Springs Patio Homes1$161,500——
RainGarden1$495,000——
Cypresswood Palma Ceia1$749,000——
Imperial Harbours1$149,900——
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 (71) · Townhomes for sale in Winter Haven (19) · Manufactured and Mobile Homes for sale in Winter Haven (75).

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 844 homes for sale against that sales pace, months of supply is 6.1, 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 7.18% 30-year rate: principal and interest run about $1,517/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 $1,988/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.

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.

Neighborhoods buyers are searching for in Winter Haven

Common questions

How many homes are for sale in Winter Haven, FL?
As of 2026-11-06, Momentum's MLS record shows 844 residential homes actively listed for sale in Winter Haven and 118 under contract. 54 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 $167 per square foot for a typical 1,662-square-foot home. Ten percent of listings are under $140K and ten percent are above $429K. 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 6.1 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 $1,988 a month with 20% down at 7.18%: principal and interest of $1,517, 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 (8), Pollard Shores (2), Lake Winterset Acres (1), Orchid Springs Patio Homes (1), RainGarden (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?
658 single-family houses are for sale in Winter Haven today, out of 844 total listings (71 condos, 19 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: 844 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 $1,517/month at today's 7.18% 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 11,948 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; 788 homes are for sale today, 5.7 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 2026-11-06 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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