Homes for Sale in Winter Haven, FL

793 homes are for sale in Winter Haven, FL as of 2026-09-25, with 115 more under contract. The median list price is $280,000 ($169/sq ft), most homes list between $150K to $435K, and the median listing has been on the market 49 days. That is 627 houses, 70 condos and 20 townhouses. 195 homes came on the market this week.

Winter Haven, FL key facts
LocationPolk County, FL
ZIP codes with their own page3
For sale right now793 active, 115 under contract
Asking prices$280,000 median · $169 per sq ft · most homes $150K–$435K
Median days on market (active listings)49
Property types for sale627 houses, 70 condos, 20 townhouses
New listings this week195

Listing counts and prices as of 2026-09-25; 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 2026-09-25.

793
Homes for sale
$280,000
Median list price
$150K to $435K
Typical range
49
Median days on market
195
New this week
115
Under contract
$1,954
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.

5325 SNEAD DRIVE, home for sale in Winter Haven
$364,500 New
3 bd · 2 ba · 1,833 sq ft · built 2006
5325 SNEAD DRIVE, 33884
Winter Haven
Listing courtesy of LA ROSA REALTY LLC
Winter Haven
photos on the listing
$309,900 New
3 bd · 3 ba · 2,377 sq ft · built 1983
2 CASARENA COURT, 33881
Winter Haven
Listing courtesy of CRAIG BURKE REAL ESTATE GROUP, LLC
4750 OSPREY WAY, home for sale in Winter Haven
$305,000 New
4 bd · 2 ba · 1,986 sq ft · built 2017
4750 OSPREY WAY, 33881
Winter Haven
Listing courtesy of SOVEREIGN REAL ESTATE GROUP
1104 TYLER LOOP, home for sale in Winter Haven
$299,000 New
3 bd · 2 ba · 1,540 sq ft · built 2023
1104 TYLER LOOP, 33884
Winter Haven
Listing courtesy of RE/MAX PRIME PROPERTIES
2128 BRETTON RIDGE BOULEVARD, home for sale in Winter Haven
$289,900 New
4 bd · 2 ba · 1,560 sq ft · built 2017
2128 BRETTON RIDGE BOULEVARD, 33884
Winter Haven
Listing courtesy of KISHROY REALTY GROUP LLC
307 STERLING DRIVE, home for sale in Winter Haven
$260,000 New
3 bd · 2 ba · 1,444 sq ft · built 1997
307 STERLING DRIVE, 33884
Winter Haven
Listing courtesy of KELLER WILLIAMS ADVANTAGE III
3948 GIORGIO DRIVE, home for sale in Winter Haven
$259,900 New
3 bd · 2 ba · 1,483 sq ft · built 2026
3948 GIORGIO DRIVE, 33884
Winter Haven
Listing courtesy of MERITAGE HOMES OF FL REALTY
1024 31ST STREET, home for sale in Winter Haven
$255,000 New
4 bd · 2 ba · 1,532 sq ft · built 1963
1024 31ST STREET, 33881
Winter Haven
Listing courtesy of GOYAL & DECOSTER REALTY
617 WEXFORD COURT, home for sale in Winter Haven
$230,000 New
2 bd · 2 ba · 1,286 sq ft · built 1981
617 WEXFORD COURT, 33884
Winter Haven
Listing courtesy of TOWN & COUNTRY REAL ESTATE
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
545 REDDICKS CIRCLE, home for sale in Winter Haven
$220,000 New
4 bd · 2 ba · 1,655 sq ft · built 2006
545 REDDICKS CIRCLE, 33884
Winter Haven
Listing courtesy of LPT REALTY, 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
2796 WHISPERING TRAILS DRIVE, home for sale in Winter Haven
$190,000 New
3 bd · 2 ba · 1,158 sq ft · built 2009
2796 WHISPERING TRAILS DRIVE, 33884
Winter Haven
Listing courtesy of KELLER WILLIAMS REALTY SMART 1
1210 32ND STREET, home for sale in Winter Haven
$179,900 New
3 bd · 1 ba · 936 sq ft · built 1960
1210 32ND STREET, 33881
Winter Haven
Listing courtesy of MAINSTAY BROKERAGE LLC
6204 KNOTTY PINE DRIVE, home for sale in Winter Haven
$165,000 New
2 bd · 2 ba · 1,014 sq ft · built 1985
6204 KNOTTY PINE DRIVE, 33884
Winter Haven
Listing courtesy of COLDWELL BANKER REALTY
1205 EAGLE POND DRIVE #1205, home for sale in Winter Haven
$162,000 New
2 bd · 2 ba · 1,017 sq ft · built 2005
1205 EAGLE POND DRIVE #1205, 33884
Winter Haven
Listing courtesy of FLORIDA SPIRIT HOMES
1100 MARTINIQUE DRIVE #117, home for sale in Winter Haven
$95,000 New
1 bd · 1 ba · 1,078 sq ft · built 1974
1100 MARTINIQUE DRIVE #117, 33884
Winter Haven
Listing courtesy of LA ROSA REALTY LLC
213 LAKESIDE RANCH CIRCLE, home for sale in Winter Haven
$54,900 New
2 bd · 1 ba · 672 sq ft · built 1976
213 LAKESIDE RANCH CIRCLE, 33881
Winter Haven
Listing courtesy of EXIT REALTY 4CORNERS
4401 CHAMBLISS ROAD, home for sale in Winter Haven
$1.20M New
3 bd · 2 ba · 2,129 sq ft · built 2004
4401 CHAMBLISS ROAD, 33884
Winter Haven
Listing courtesy of FLORIDA REAL ESTATE COMPANY
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
7 LAKE ARROWHEAD DRIVE, home for sale in Winter Haven
$750,000 New
4 bd · 3 ba · 2,056 sq ft · built 1982
7 LAKE ARROWHEAD DRIVE, 33880
Winter Haven
Listing courtesy of CENTURY 21 WATSON & MYERS REALTY
2425 GERBER DAIRY ROAD, home for sale in Winter Haven
$675,000 New
2 bd · 2 ba · 2,230 sq ft · built 1985
2425 GERBER DAIRY ROAD, 33880
Winter Haven
Listing courtesy of KELLER WILLIAMS REALTY SMART 1
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
302 AVENUE P NW, home for sale in Winter Haven
$510,000 New
6 bd · 4 ba · 2,820 sq ft · built 2024
302 AVENUE P NW, 33881
Winter Haven
Listing courtesy of LOKATION

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: 172 homes

$200K – $300K: 290 homes

$300K – $400K: 224 homes

$400K – $500K: 54 homes

$500K – $750K: 35 homes

$750K – $1M: 14 homes

$1M and up: 4 homes

Every home for sale in Winter Haven right now (793)

All 793 active Winter Haven listings with a detail page, newest first, refreshed twice a day from the MLS.

Showing the newest 150 of 793; 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
33884357$300,000
33881261$261,000
33880175$265,000

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 Reserve11$279,900——
Imperial Harbours1$149,900——
Lake Winterset Acres1$649,900——
RainGarden1$495,000——
Sundance Ranch Estates1$603,000——
Cypresswood Palma Ceia1$749,000——
Elbert Acres1$279,900——
Cypresswood Plantation1$563,900——

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 (70) · Townhomes for sale in Winter Haven (20) · Manufactured and Mobile Homes for sale in Winter Haven (56).

What a home in Winter Haven costs to own

Take the median $280,000 listing with 20% down at today’s 6.95% 30-year rate: principal and interest run about $1,483/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 $1,954/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.

Common questions

How many homes are for sale in Winter Haven, FL?
As of 2026-09-25, Momentum's MLS record shows 793 residential homes actively listed for sale in Winter Haven and 115 under contract. 195 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 $169 per square foot for a typical 1,673-square-foot home. Ten percent of listings are under $150K and ten percent are above $435K.
How long do homes take to sell in Winter Haven?
Homes currently listed have been on the market a median of 49 days.
What does a $280,000 home in Winter Haven cost per month?
Roughly $1,954 a month with 20% down at 6.95%: principal and interest of $1,483, 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 (11), Imperial Harbours (1), Lake Winterset Acres (1), RainGarden (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, Auburndale.
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?
627 single-family houses are for sale in Winter Haven today, out of 793 total listings (70 condos, 20 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: 793 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 $1,483/month at today's 6.95% 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 96 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 2026-09-25 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