Homes for Sale in Winter Haven, FL

858 homes are for sale in Winter Haven, FL as of 2026-10-18, with 133 more under contract. The median list price is $280,000 ($167/sq ft), most homes list between $145K to $429K, and the median listing has been on the market 52 days. That is 672 houses, 68 condos and 26 townhouses. 209 homes came on the market this week.

Winter Haven, FL key facts
LocationPolk County, FL
ZIP codes with their own page3
For sale right now858 active, 133 under contract
Asking prices$280,000 median · $167 per sq ft · most homes $145K–$429K
Median days on market (active listings)52
Property types for sale672 houses, 68 condos, 26 townhouses
New listings this week209

Listing counts and prices as of 2026-10-18; MLS data, refreshed nightly. 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 2026-10-18.

858
Homes for sale
$280,000
Median list price
$145K to $429K
Typical range
52
Median days on market
209
New this week
133
Under contract
$2,022
Est. monthly cost at median

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.

2824 SAN MARCO WAY, home for sale in Winter Haven
$225,000 New
3 bd · 2 ba · 2,006 sq ft · built 2024
2824 SAN MARCO WAY, 33884
Winter Haven
Listing courtesy of CENTURY 21 SUNBELT REALTY
828 30TH STREET, home for sale in Winter Haven
$215,000 New
3 bd · 2 ba · 1,100 sq ft · built 1959
828 30TH STREET, 33881
Winter Haven
Listing courtesy of HOUSEWELL.COM REALTY OF FLORIDA LLC
134 LICHTENWALTER ROAD, home for sale in Winter Haven
$199,000 New
3 bd · 2 ba · 1,080 sq ft · built 2020
134 LICHTENWALTER ROAD, 33880
Winter Haven
Listing courtesy of ELEVE REAL ESTATE LLC
217 GROVE RIDGE DRIVE, home for sale in Winter Haven
$160,000 New
2 bd · 2 ba · 1,344 sq ft · built 1976
217 GROVE RIDGE DRIVE, 33880
Winter Haven
Listing courtesy of LA ROSA REALTY PRESTIGE
Winter Haven
photos on the listing
$129,900 New
2 bd · 2 ba · 828 sq ft · built 1991
6066 SE SOUTHERN OAKS DRIVE, 33884
Winter Haven
Listing courtesy of RE/MAX HERITAGE PROFESSIONALS
13 BOGEY DRIVE, home for sale in Winter Haven
$1.75M New
4 bd · 4 ba · 3,476 sq ft · built 1994
13 BOGEY DRIVE, 33881
Winter Haven
Listing courtesy of THE K TEAM REAL ESTATE SERVICES LLC
1921 MANOR CIRCLE, home for sale in Winter Haven
$1.29M New
3 bd · 2.5 ba · 2,375 sq ft · built 1973
1921 MANOR CIRCLE, 33880
Winter Haven
Listing courtesy of NEXTHOME NORRIS & COMPANY REAL
3831 GAINES DRIVE, home for sale in Winter Haven
$765,000 New
3 bd · 2 ba · 2,678 sq ft · built 2005
3831 GAINES DRIVE, 33884
Winter Haven
Listing courtesy of COLDWELL BANKER REALTY
9504 WATERFORD OAKS BOULEVARD, home for sale in Winter Haven
$725,000 New
5 bd · 3 ba · 2,916 sq ft · built 2006
9504 WATERFORD OAKS BOULEVARD, 33884
Winter Haven
Listing courtesy of KELLER WILLIAMS TAMPA PROPERTIES
2241 WINTERSET ROAD, home for sale in Winter Haven
$649,900 New
3 bd · 3.5 ba · 3,020 sq ft · built 1990
2241 WINTERSET ROAD, 33884
Lake Winterset Acres
Listing courtesy of KLINE REAL ESTATE SERVICES
669 SARNER PASS WAY, home for sale in Winter Haven
$625,000 New
5 bd · 3 ba · 3,016 sq ft · built 2022
669 SARNER PASS WAY, 33881
Winter Haven
Listing courtesy of MARK SPAIN REAL ESTATE
7380 BENT GRASS DRIVE, home for sale in Winter Haven
$559,900 New
4 bd · 2.5 ba · 2,775 sq ft · built 2006
7380 BENT GRASS DRIVE, 33884
Winter Haven
Listing courtesy of LA ROSA REALTY PRESTIGE
2022 KAPREE COURT, home for sale in Winter Haven
$515,000 New
5 bd · 3 ba · 2,685 sq ft · built 1987
2022 KAPREE COURT, 33884
Winter Haven
Listing courtesy of BAKER REAL ESTATE PRO. GR LLC
154 2ND STREET #Unit 7, home for sale in Winter Haven
$495,000 New
2 bd · 2.5 ba · 1,640 sq ft · built 2015
154 2ND STREET #Unit 7, 33880
RainGarden
Listing courtesy of POLK REALTY ADVISORS LLC
10 W LAKE HAMILTON CIRCLE, home for sale in Winter Haven
$485,000 New
4 bd · 2 ba · 2,400 sq ft · built 1973
10 W LAKE HAMILTON CIRCLE, 33881
Pollard Shores
Listing courtesy of JACK KELLER INC
114 BELMONT DRIVE, home for sale in Winter Haven
$459,000 New
4 bd · 2 ba · 2,069 sq ft · built 1995
114 BELMONT DRIVE, 33884
Winter Haven
Listing courtesy of MLB FREEDOM DESTINATIONS
2734 ROCHELLE DRIVE, home for sale in Winter Haven
$450,000 New
4 bd · 2.5 ba · 2,829 sq ft · built 2006
2734 ROCHELLE DRIVE, 33881
Winter Haven
Listing courtesy of GATAP REALTY
4064 PHOENICIAN WAY, home for sale in Winter Haven
$449,900 New
3 bd · 2 ba · 2,354 sq ft · built 2007
4064 PHOENICIAN WAY, 33884
Winter Haven
Listing courtesy of LAKE ASHTON REALTY INC.
1755 BETH LANE, home for sale in Winter Haven
$435,000 New
3 bd · 2 ba · 2,702 sq ft · built 1992
1755 BETH LANE, 33880
Winter Haven
Listing courtesy of COLDWELL BANKER REALTY
219 TERRANOVA BOULEVARD, home for sale in Winter Haven
$428,000 New
5 bd · 3 ba · 2,549 sq ft · built 2003
219 TERRANOVA BOULEVARD, 33884
Winter Haven
Listing courtesy of ALLSTATE REALTY SERVICES
5009 STRADA DRIVE, home for sale in Winter Haven
$425,000 New
4 bd · 2.5 ba · 2,434 sq ft · built 2004
5009 STRADA DRIVE, 33880
Winter Haven
Listing courtesy of KELLER WILLIAMS ADVANTAGE 2 REALTY
1217 MICHELANGELO LANE, home for sale in Winter Haven
$399,999 New
4 bd · 3.5 ba · 2,960 sq ft · built 2023
1217 MICHELANGELO LANE, 33884
Winter Haven
Listing courtesy of HOMESMART
1114 BRIMSTONE CIRCLE, home for sale in Winter Haven
$399,000 New
4 bd · 3 ba · 2,476 sq ft · built 2024
1114 BRIMSTONE CIRCLE, 33884
Winter Haven
Listing courtesy of KELLER WILLIAMS REALTY AT THE PARKS
1652 LEMON AVENUE, home for sale in Winter Haven
$380,000 New
4 bd · 3 ba · 2,509 sq ft · built 2019
1652 LEMON AVENUE, 33881
Winter Haven
Listing courtesy of COLDWELL BANKER 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 $280,000; the busiest band is $200K – $300K.

Under $200K: 185 homes

$200K – $300K: 323 homes

$300K – $400K: 242 homes

$400K – $500K: 52 homes

$500K – $750K: 39 homes

$750K – $1M: 11 homes

$1M and up: 6 homes

Every home for sale in Winter Haven right now (858)

All 858 active Winter Haven listings with a detail page, newest first, refreshed twice a day from the MLS.

Showing the newest 150 of 858; the price bands above and the map cover the rest.

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
33884372$299,000
33881279$279,000
33880207$256,500

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 Reserve10$279,450——
Pollard Shores2$597,500——
Lake Winterset Acres1$649,900——
Sundance Ranch Estates1$603,000——
Cypresswood Palma Ceia1$749,000——
Elbert Acres1$279,900——
Imperial Harbours1$149,900——
Orchid Springs Patio Homes1$170,000——
RainGarden1$495,000——
Cypresswood Plantation1$563,900——

What is for sale in Winter Haven: property types

Another 2 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 (68) · Townhomes for sale in Winter Haven (26) · Manufactured and Mobile Homes for sale in Winter Haven (71).

What a home in Winter Haven costs to own

Take the median $280,000 listing with 20% down at today’s 7.40% 30-year rate: principal and interest run about $1,551/month. Polk County’s typical millage of 16.19 puts property tax near $3,723/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 $2,022/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 2026-10-18, Momentum's MLS record shows 858 residential homes actively listed for sale in Winter Haven and 133 under contract. 209 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 $280,000, about $167 per square foot for a typical 1,674-square-foot home. Ten percent of listings are under $145K and ten percent are above $429K.
How long do homes take to sell in Winter Haven?
Homes currently listed have been on the market a median of 52 days.
What does a $280,000 home in Winter Haven cost per month?
Roughly $2,022 a month with 20% down at 7.40%: principal and interest of $1,551, 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 (10), Pollard Shores (2), Cypresswood Plantation (1), Lake Winterset Acres (1), Sundance Ranch Estates (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?
672 single-family houses are for sale in Winter Haven today, out of 858 total listings (68 condos, 26 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: 858 homes are for sale in Winter Haven today at a median asking price of $280,000, so a 20% down payment on the median home is about $56,000 and principal and interest run near $1,551/month at today's 7.40% 30-year rate. Get pre-approved 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 $311K on 11,960 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: homes took a median 65 days to go under contract; new construction was 47% of sales; the communities with the most sales are VILLAMAR, VILLA MAR, HARBOR AT LAKE HENRY, HARMONY ON LAKE ELOISE. 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 2026-10-18 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.

Buying in Winter Haven?

See any home on this page with a local agent.

A Momentum agent who works Winter Haven every week will set up showings, pull the comps before you offer, and tell you which of these homes is actually priced right. No cost to a buyer.

Selling instead? See what your home would list for.

Tour homes in Winter Haven

Tell us what you are looking for and a local agent will reach out, usually within one business day.

or call (904) 351-6461