Townhomes for Sale in Winter Haven, FL

20 townhomes are for sale in Winter Haven, FL as of 2026-09-25. The median list price is $242,450 ($158/sq ft), most townhomes list between $164K to $315K, and the median listing has been on the market 76 days. 7 townhomes came on the market this week.

20
Townhomes for sale
$242,450
Median list price
$164K to $315K
Typical range
76
Median days on market
7
New this week
$1,704
Est. monthly cost at median

Newest townhomes 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
$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
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
2753 GLADIOLA ROAD, home for sale in Winter Haven
$263,990 New
3 bd · 2.5 ba · 1,673 sq ft · built 2026
2753 GLADIOLA ROAD, 33884
Winter Haven
Listing courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
2759 GLADIOLA ROAD, home for sale in Winter Haven
$263,990 New
3 bd · 2.5 ba · 1,673 sq ft · built 2026
2759 GLADIOLA ROAD, 33884
Winter Haven
Listing courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
2765 GLADIOLA ROAD, home for sale in Winter Haven
$263,990 New
3 bd · 2.5 ba · 1,673 sq ft · built 2026
2765 GLADIOLA ROAD, 33884
Winter Haven
Listing courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
353 WHARF WAY, home for sale in Winter Haven
$244,900 New
3 bd · 2.5 ba · 1,604 sq ft · built 2026
353 WHARF WAY, 33881
Winter Haven
Listing courtesy of CAMBRIDGE REALTY OF CENTRAL FL
3075 CAPTAIN JAX WAY, home for sale in Winter Haven
$230,140 New
3 bd · 2.5 ba · 1,386 sq ft · built 2026
3075 CAPTAIN JAX WAY, 33884
Winter Haven
Listing courtesy of LENNAR REALTY
4 ENCLAVE DRIVE, home for sale in Winter Haven
$240,000
3 bd · 2 ba · 1,526 sq ft · built 1995
4 ENCLAVE DRIVE, 33884
Winter Haven
Listing courtesy of KELLER WILLIAMS REALTY SMART 1
503 AVENUE B #503, home for sale in Winter Haven
$314,999
2 bd · 2.5 ba · 1,408 sq ft · built 1982
503 AVENUE B #503, 33881
Winter Haven
Listing courtesy of EXP REALTY LLC
2771 GLADIOLA ROAD, home for sale in Winter Haven
$273,990
3 bd · 2.5 ba · 1,758 sq ft · built 2026
2771 GLADIOLA ROAD, 33884
Winter Haven
Listing courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
3025 CAPTAIN JAX WAY, home for sale in Winter Haven
$245,140
3 bd · 2.5 ba · 1,423 sq ft · built 2026
3025 CAPTAIN JAX WAY, 33884
Winter Haven
Listing courtesy of LENNAR REALTY
10 ENCLAVE DRIVE, home for sale in Winter Haven
$214,900
2 bd · 2 ba · 1,368 sq ft · built 1996
10 ENCLAVE DRIVE, 33884
Winter Haven
Listing courtesy of COLDWELL BANKER REALTY
664 CLUBHOUSE ROAD, home for sale in Winter Haven
$235,000
2 bd · 2 ba · 1,395 sq ft · built 1981
664 CLUBHOUSE ROAD, 33884
Winter Haven
Listing courtesy of CENTURY 21 MYERS REALTY LAKE WALES
3023 CANEEL STREET, home for sale in Winter Haven
$235,000
2 bd · 2 ba · 1,385 sq ft · built 2020
3023 CANEEL STREET, 33884
Winter Haven
Listing courtesy of GOYAL & DECOSTER REALTY
532 WINTER TERRACE, home for sale in Winter Haven
$164,000
3 bd · 2 ba · 1,073 sq ft · built 1996
532 WINTER TERRACE, 33881
Winter Haven
Listing courtesy of BEST ORLANDO LIVING REALTY
321 ORANGE BLOSSOM DRIVE, home for sale in Winter Haven
$199,950
2 bd · 2.5 ba · 1,407 sq ft · built 2001
321 ORANGE BLOSSOM DRIVE, 33880
Winter Haven
Listing courtesy of KELLER WILLIAMS REALTY SMART 1
28 CASARENA COURT, home for sale in Winter Haven
$135,000
2 bd · 2.5 ba · 2,045 sq ft · built 1989
28 CASARENA COURT, 33881
Winter Haven
Listing courtesy of REALTYCITY INC
133 NEMO LANE, home for sale in Winter Haven
$244,900
3 bd · 2.5 ba · 1,544 sq ft · built 2026
133 NEMO LANE, 33881
Winter Haven
Listing courtesy of CAMBRIDGE REALTY OF CENTRAL FL
2739 RUTLEDGE COURT, home for sale in Winter Haven
$214,000
3 bd · 2 ba · 1,419 sq ft · built 2006
2739 RUTLEDGE COURT, 33884
Winter Haven
Listing courtesy of KELLER WILLIAMS REALTY SMART 1
5850 CYPRESS GARDENS BOULEVARD #304, home for sale in Winter Haven
$139,000
2 bd · 1.5 ba · 1,332 sq ft · built 1975
5850 CYPRESS GARDENS BOULEVARD #304, 33884
Winter Haven
Listing courtesy of FLORIDA HOMES REALTY & MTG

Winter Haven townhomes for sale by price

Every active listing in Winter Haven grouped by price, with the newest listings in each band. The median is $242,450; the busiest band is $200K – $300K.

Under $200K: 4 homes

$200K – $300K: 13 homes

$300K – $400K: 2 homes

$400K – $500K: 1 home

Every home for sale in Winter Haven right now (20)

All 20 active Winter Haven listings with a detail page, newest first, refreshed twice a day from the MLS.

Townhomes 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.

ZIPTownhomes for saleMedian list price
3388412$237,500
338816$244,900
338802$347,475

Winter Haven communities with the most townhomes 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
RainGarden1$495,000——

What a home in Winter Haven costs to own

Take the median $242,450 listing with 20% down at today’s 6.95% 30-year rate: principal and interest run about $1,284/month. Polk County’s typical millage of 16.19 puts property tax near $3,115/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 $1,704/month plus any HOA or CDD assessment.

Explore Winter Haven

Townhomes 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 townhomes are for sale in Winter Haven, FL?
As of 2026-09-25, Momentum's MLS record shows 20 townhomes actively listed for sale in Winter Haven. 7 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 townhomes for sale in Winter Haven is $242,450, about $158 per square foot for a typical 1,474-square-foot home. Ten percent of listings are under $164K and ten percent are above $315K.
How long do homes take to sell in Winter Haven?
Homes currently listed have been on the market a median of 76 days.
What does a $242,450 home in Winter Haven cost per month?
Roughly $1,704 a month with 20% down at 6.95%: principal and interest of $1,284, Polk County property tax of about $260/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 townhomes for sale?
The communities with the most active listings right now are 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. Townhomes for sale there today carry the ZIP codes 33884, 33881, 33880. Nearby cities in the same county with townhomes 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 townhomes are for sale in each and the median asking price.
How do I buy a house in Winter Haven, FL?
Start with the numbers: 20 townhomes are for sale in Winter Haven today at a median asking price of $242,450, so a 20% down payment on the median home is about $48,490 and principal and interest run near $1,284/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.

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