Townhomes for Sale in Winter Haven, FL

23 townhomes are for sale in Winter Haven, FL as of 2026-09-06. The median list price is $240,000 ($157/sq ft), most townhomes list between $164K to $320K, and the median listing has been on the market 26 days. 8 townhomes came on the market this week.

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.

$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

$429,500 New

4 bd · 3.5 ba · 2,766 sq ft · built 1994

139 WODEN WAY, 33884

Valhalla

Listing courtesy of FLORIDA HOME CHOICE REALTY

$273,990 New

3 bd · 2.5 ba · 1,758 sq ft

2771 GLADIOLA ROAD

Winter Haven

Listing courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC

$263,990 New

3 bd · 2.5 ba · 1,673 sq ft

2753 GLADIOLA ROAD

Winter Haven

Listing courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC

$263,990 New

3 bd · 2.5 ba · 1,673 sq ft

2759 GLADIOLA ROAD

Winter Haven

Listing courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC

$263,990 New

3 bd · 2.5 ba · 1,673 sq ft

2765 GLADIOLA ROAD

Winter Haven

Listing courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC

$244,900 New

3 bd · 2.5 ba · 1,604 sq ft

353 WHARF WAY

Winter Haven

Listing courtesy of CAMBRIDGE REALTY OF CENTRAL FL

$235,000 New

2 bd · 2 ba · 1,395 sq ft

664 CLUBHOUSE ROAD

Winter Haven

Listing courtesy of CENTURY 21 MYERS REALTY LAKE WALES

$220,240

3 bd · 2.5 ba · 1,386 sq ft

3032 CAPTAIN JAX WAY

Winter Haven

Listing courtesy of LENNAR REALTY

$239,990

3 bd · 2.5 ba · 1,423 sq ft

3025 CAPTAIN JAX WAY

Winter Haven

Listing courtesy of LENNAR REALTY

$240,000

3 bd · 2 ba · 1,526 sq ft

4 ENCLAVE DRIVE

Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART 1

$319,999

2 bd · 2.5 ba · 1,408 sq ft

503 AVENUE B #503

Winter Haven

Listing courtesy of EXP REALTY LLC

$254,900

3 bd · 2.5 ba · 1,673 sq ft

2711 GLADIOLA ROAD

Winter Haven

Listing courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC

$214,900

2 bd · 2 ba · 1,368 sq ft

10 ENCLAVE DRIVE

Winter Haven

Listing courtesy of COLDWELL BANKER REALTY

$235,000

2 bd · 2 ba · 1,385 sq ft

3023 CANEEL STREET

Winter Haven

Listing courtesy of GOYAL & DECOSTER REALTY

$164,000

3 bd · 2 ba · 1,073 sq ft

532 WINTER TERRACE

Winter Haven

Listing courtesy of BEST ORLANDO LIVING REALTY

$199,950

2 bd · 2.5 ba · 1,407 sq ft

321 ORANGE BLOSSOM DRIVE

Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART 1

$145,000

2 bd · 2.5 ba · 2,045 sq ft

28 CASARENA COURT

Winter Haven

Listing courtesy of REALTYCITY INC

$254,900

3 bd · 2.5 ba · 1,544 sq ft

137 NEMO LANE

Winter Haven

Listing courtesy of CAMBRIDGE REALTY OF CENTRAL FL

$244,900

3 bd · 2.5 ba · 1,544 sq ft

133 NEMO LANE

Winter Haven

Listing courtesy of CAMBRIDGE REALTY OF CENTRAL FL

$214,000

3 bd · 2 ba · 1,419 sq ft

2739 RUTLEDGE COURT

Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART 1

$230,000

2 bd · 2.5 ba · 2,045 sq ft

11 CASARENA COURT

Winter Haven

Listing courtesy of DREAM BUILDERS REALTY

$139,000

2 bd · 1.5 ba · 1,332 sq ft

5850 CYPRESS GARDENS BOULEVARD #304

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 $240,000; the busiest band is $200K – $300K.

Under $200K: 4 homes

• $164,000 · 3 bd / 2 ba / 1,073 sq ft · 532 WINTER TERRACE
• $199,950 · 2 bd / 2.5 ba / 1,407 sq ft · 321 ORANGE BLOSSOM DRIVE
• $145,000 · 2 bd / 2.5 ba / 2,045 sq ft · 28 CASARENA COURT
• $139,000 · 2 bd / 1.5 ba / 1,332 sq ft · 5850 CYPRESS GARDENS BOULEVARD #304

$200K – $300K: 16 homes

• $235,000 · 2 bd / 2 ba / 1,395 sq ft · 664 CLUBHOUSE ROAD
• $244,900 · 3 bd / 2.5 ba / 1,604 sq ft · 353 WHARF WAY
• $263,990 · 3 bd / 2.5 ba / 1,673 sq ft · 2753 GLADIOLA ROAD
• $263,990 · 3 bd / 2.5 ba / 1,673 sq ft · 2759 GLADIOLA ROAD

$300K – $400K: 1 home

• $319,999 · 2 bd / 2.5 ba / 1,408 sq ft · 503 AVENUE B #503

$400K – $500K: 2 homes

• $429,500 · 4 bd / 3.5 ba / 2,766 sq ft · 139 WODEN WAY (Valhalla)
• $495,000 · 2 bd / 2.5 ba / 1,640 sq ft · 154 2ND STREET #Unit 7 (RainGarden)

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.

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.

What a home in Winter Haven costs to own

Take the median $240,000 listing with 20% down at today’s 6.71% 30-year rate: principal and interest run about $1,240/month. Polk County’s typical millage of 16.19 puts property tax near $3,076/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 $1,657/month plus any HOA or CDD assessment.

Explore Winter Haven

• All townhomes for sale in Polk County, FL
• Winter Haven market intelligence: prices, supply and trends
• Moving to Winter Haven: the data guide
• Cost of living in Winter Haven
• Best neighborhoods in Winter Haven
• Polk County property tax guide
• Search every Winter Haven community
• All Florida cities and counties

Townhomes for sale near Winter Haven

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Common questions

Listings, counts and prices are from Momentum Realty’s MLS record of active residential listings in Winter Haven as of 2026-09-06 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.