Homes for Sale in Winter Haven, FL

863 homes are for sale in Winter Haven, FL as of 2026-10-27, with 120 more under contract. The median list price is $280,000 ($168/sq ft), most homes list between $140K to $430K, and the median listing has been on the market 81 days. That is 679 houses, 69 condos and 19 townhouses. 63 homes came on the market this week.

Winter Haven, FL key facts
LocationPolk County, FL
ZIP codes with their own page3
For sale right now863 active, 120 under contract
Asking prices$280,000 median · $168 per sq ft · most homes $140K–$430K
Median days on market (active listings)81
Property types for sale679 houses, 69 condos, 19 townhouses
New listings this week63

Listing counts and prices as of 2026-10-27; 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 2026-10-27.

863
Homes for sale
$280,000
Median list price
$140K to $430K
Typical range
81
Median days on market
63
New this week
120
Under contract
$2,010
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.

Winter Haven
photos on the listing
$279,000 New
4 bd · 2 ba · 1,597 sq ft · built 2019
1339 LUCERNE LOOP ROAD, 33881
Winter Haven
Listing courtesy of BETTER HOMES AND GARDENS REAL ESTATE LIFESTYLES REALTY
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
Winter Haven
photos on the listing
$2.00M New
5 bd · 4.5 ba · 4,565 sq ft · built 2021
888 TWIN OAKS LANE, 33880
Winter Haven
Listing courtesy of COLDWELL BANKER REALTY
Winter Haven
photos on the listing
$345,690 New
4 bd · 2.5 ba · 2,227 sq ft · built 2027
353 MEREDITH BOULEVARD, 33881
Winter Haven
Listing courtesy of DRB GROUP REALTY, LLC
Winter Haven
photos on the listing
$215,000 New
4 bd · 2 ba · 1,584 sq ft · built 2010
1910 40TH ST NW, 33881
Winter Haven
Listing courtesy of KLINE REAL ESTATE SERVICES
Winter Haven
photos on the listing
$180,000 New
2 bd · 2 ba · 1,000 sq ft · built 2003
4925 CYPRESS GARDENS ROAD #97, 33884
Winter Haven
Listing courtesy of CENTURY 21 MYERS REALTY LAKE WALES
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
$560,000 New
4 bd · 2.5 ba · 3,114 sq ft · built 1992
725 HERITAGE DRIVE, 33881
Winter Haven
Listing courtesy of COLDWELL BANKER REALTY
Winter Haven
photos on the listing
$364,990 New
3 bd · 2.5 ba · 1,963 sq ft · built 2020
588 LAKE SMART BOULEVARD, 33881
Winter Haven
Listing courtesy of CENTURY 21 NEXT LEVEL REALTY
Winter Haven
photos on the listing
$350,000 New
4 bd · 2 ba · 2,103 sq ft · built 2017
1859 GALLOWAY TERRACE, 33881
Winter Haven
Listing courtesy of LA ROSA REALTY PRESTIGE
Winter Haven
photos on the listing
$285,000 New
3 bd · 2 ba · 1,957 sq ft · built 1978
273 MARIPOSA STREET, 33884
Winter Haven
Listing courtesy of RE/MAX HERITAGE PROFESSIONALS
Winter Haven
photos on the listing
$279,900 New
3 bd · 2 ba · 1,632 sq ft · built 1988
4446 GLENNS LANDING, 33884
Winter Haven
Listing courtesy of CENTURY 21 WATSON & MYERS REALTY
Winter Haven
photos on the listing
$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
photos on the listing
$475,000 New
4 bd · 2.5 ba · 2,238 sq ft · built 1977
70 GREENFIELD COURT, 33884
Winter Haven
Listing courtesy of THE K TEAM REAL ESTATE SERVICES LLC
Winter Haven
photos on the listing
$415,000 New
3 bd · 2 ba · 2,057 sq ft · built 2022
6240 PINEHURST LOOP, 33884
Winter Haven
Listing courtesy of LAKE ASHTON REALTY INC.
Winter Haven
photos on the listing
$275,000 New
3 bd · 2 ba · 1,707 sq ft · built 2024
3789 GIORGIO DRIVE, 33884
Winter Haven
Listing courtesy of DALTON WADE INC
1568 S LAKE SHIPP DRIVE, home for sale in Winter Haven
$269,900 New
3 bd · 2 ba · 1,032 sq ft · built 1955
1568 S LAKE SHIPP DRIVE, 33880
Winter Haven
Listing courtesy of ALLSTATE REALTY SERVICES
Winter Haven
photos on the listing
$227,590 New
3 bd · 2.5 ba · 1,423 sq ft · built 2026
3084 CAPTAIN JAX WAY, 33884
Winter Haven
Listing courtesy of LENNAR REALTY
Winter Haven
photos on the listing
$223,000 New
2 bd · 2 ba · 1,275 sq ft · built 2006
3437 GRENVILLE DRIVE, 33884
Winter Haven
Listing courtesy of CENTURY 21 MYERS REALTY LAKE WALES
183 OSPREY HEIGHTS DRIVE, home for sale in Winter Haven
$189,900 New
3 bd · 2 ba · 1,426 sq ft · built 2004
183 OSPREY HEIGHTS DRIVE, 33880
Winter Haven
Listing courtesy of KELLER WILLIAMS REALTY SMART 1
Winter Haven
photos on the listing
$109,000 New
2 bd · 2 ba · 1,056 sq ft · built 1981
4235 CEDARWOOD STREET, 33880
Winter Haven
Listing courtesy of COLDWELL BANKER REALTY
Winter Haven
photos on the listing
$579,900 New
3 bd · 2 ba · 2,107 sq ft · built 1978
251 LAKE LINK, 33884
Winter Haven
Listing courtesy of WATSON REALTY CORP.
Winter Haven
photos on the listing
$465,000 New
4 bd · 2.5 ba · 2,625 sq ft · built 1986
2991 PLANTATION ROAD, 33884
Winter Haven
Listing courtesy of KELLER WILLIAMS REALTY SMART 1
Winter Haven
photos on the listing
$389,650 New
4 bd · 3 ba · 2,631 sq ft · built 2027
3992 GIORGIO DRIVE, 33884
Winter Haven
Listing courtesy of MERITAGE HOMES OF FL 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: 189 homes

$200K – $300K: 326 homes

$300K – $400K: 234 homes

$400K – $500K: 56 homes

$500K – $750K: 39 homes

$750K – $1M: 12 homes

$1M and up: 7 homes

Every home for sale in Winter Haven right now (863)

All 863 active Winter Haven listings with a detail page, newest first, refreshed twice a day from the MLS.

Showing the newest 400 of 863; the price bands above, the ZIP pages and the map cover the rest.

Pending and under contract in Winter Haven (120)

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
33884378$299,000
33881280$274,995
33880205$258,000

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 Reserve9$279,000——
Pollard Shores2$597,500——
Orchid Springs Patio Homes1$170,000——
Sundance Ranch Estates1$603,000——
Cypresswood Palma Ceia1$749,000——
RainGarden1$495,000——
Elbert Acres1$274,990——
Imperial Harbours1$149,900——
Lake Winterset Acres1$649,900——
Cypresswood Plantation1$529,900——

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 (69) · Townhomes for sale in Winter Haven (19) · Manufactured and Mobile Homes for sale in Winter Haven (75).

What a home in Winter Haven costs to own

Take the median $280,000 listing with 20% down at today’s 7.32% 30-year rate: principal and interest run about $1,539/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 $2,010/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

Common questions

How many homes are for sale in Winter Haven, FL?
As of 2026-10-27, Momentum's MLS record shows 863 residential homes actively listed for sale in Winter Haven and 120 under contract. 63 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 $168 per square foot for a typical 1,666-square-foot home. Ten percent of listings are under $140K and ten percent are above $430K.
How long do homes take to sell in Winter Haven?
Homes currently listed have been on the market a median of 81 days.
What does a $280,000 home in Winter Haven cost per month?
Roughly $2,010 a month with 20% down at 7.32%: principal and interest of $1,539, 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), Orchid Springs Patio Homes (1), Sundance Ranch Estates (1), Cypresswood Palma Ceia (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?
679 single-family houses are for sale in Winter Haven today, out of 863 total listings (69 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: 863 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 $1,539/month at today's 7.32% 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 2026-10-27 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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Just listed in Winter Haven

New on the market in the last 48 hours, newest first. Updated every hour (as of 2026-10-29 21:47 UTC).

all new listings in this MLS

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.

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