Townhomes for Sale in Winter Haven
Polk County, Florida — Updated daily from Stellar MLS
28 Townhomes for Sale in Winter Haven
Active$164,000
532 WINTER TERRACE
WINTER HAVEN, FL 33881
Active$252,900
2723 GLADIOLA ROAD
WINTER HAVEN, FL 33884
Active$273,990
2741 GLADIOLA ROAD
WINTER HAVEN, FL 33884
Active$273,990
2771 GLADIOLA ROAD
WINTER HAVEN, FL 33884
Active$249,900
117 NEMO LANE
WINTER HAVEN, FL 33881
Active$239,990
3060 CAPTAIN JAX WAY
WINTER HAVEN, FL 33884
Active$239,990
3025 CAPTAIN JAX WAY
WINTER HAVEN, FL 33884
Active$219,990
3013 CAPTAIN JAX WAY
WINTER HAVEN, FL 33884
Active$215,000
2330 ROYAL ISLE
WINTER HAVEN, FL 33880
Active$219,900
10 ENCLAVE DRIVE
WINTER HAVEN, FL 33884
Active$254,900
2711 GLADIOLA ROAD
WINTER HAVEN, FL 33884
Active$235,000
3023 CANEEL STREET
WINTER HAVEN, FL 33884
Active$165,000
28 CASARENA COURT
WINTER HAVEN, FL 33881
Active$259,900
137 NEMO LANE
WINTER HAVEN, FL 33881
Active$235,000
664 CLUBHOUSE ROAD
WINTER HAVEN, FL 33884
Active$169,000
2600 LUCERNE PARK ROAD
WINTER HAVEN, FL 33881
Active$224,990
3076 CAPTAIN JAX WAY
WINTER HAVEN, FL 33884
Active$205,000
321 ORANGE BLOSSOM DRIVE
WINTER HAVEN, FL 33880
Active$237,900
606 ORANGE BLOSSOM DRIVE
WINTER HAVEN, FL 33880
Active$249,900
349 WHARF WAY
WINTER HAVEN, FL 33881
Active$219,990
3048 CAPTAIN JAX WAY
WINTER HAVEN, FL 33884
Active$230,000
11 CASARENA COURT
WINTER HAVEN, FL 33881
Active$495,000
154 2ND STREET
WINTER HAVEN, FL 33880
Active$249,900
133 NEMO LANE
WINTER HAVEN, FL 33881
Active$139,000
5850 CYPRESS GARDENS BOULEVARD
WINTER HAVEN, FL 33884
Active$429,500
139 WODEN WAY
WINTER HAVEN, FL 33884
Active$279,900
1502 BUCKEYE ROAD
WINTER HAVEN, FL 33881
Active$224,800
2739 RUTLEDGE COURT
WINTER HAVEN, FL 33884
Listing information provided by Stellar MLS. IDX information is for personal, non-commercial use only. Data is deemed reliable but not guaranteed. All properties are subject to prior sale, change, or withdrawal.

I've helped dozens of families find townhomes for sale in Winter Haven. Here's what I tell every client: start with the neighborhoods, understand the pricing trends, and always get a local expert who knows the Polk County market inside and out. My name is Barrett Henry, and I'm a licensed Broker Associate with REMAX Collective. Call me at (813) 733-7907 and I'll walk you through every option.
Townhomes for Sale in Winter Haven, Florida
Townhomes in Winter Haven blend the space and privacy of a single-family home with the low-maintenance benefits of condo living. Most townhomes in Polk County include 2 to 3 bedrooms, an attached garage, and a small private yard or patio — ideal for first-time buyers, young families, and downsizers. Exterior maintenance and landscaping are typically handled by the HOA, so you can spend weekends enjoying Winter Haven instead of mowing the lawn.
Townhome HOA fees in the Tampa Bay area generally range from $150 to $400 per month and cover exterior paint, roof maintenance, landscaping, and community amenities. First-time buyers often find townhomes more affordable than detached homes in the same neighborhood, making them a smart entry point into homeownership. Explore FHA loan options for low down payment financing, or use the mortgage calculator to compare townhome payments to rent.
Visit the Winter Haven city guide for more about the area, or call (813) 733-7907 to schedule townhome tours in Winter Haven. I will help you compare communities and HOA costs side by side.
Helpful Resources for Winter Haven Home Buyers
- Polk County Public Schools — School zones, ratings, and enrollment info
- Florida DBPR License Verification — Verify any Florida real estate license
- FEMA Flood Map Service Center — Check flood zones before you buy
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Barrett Henry, REALTOR® — 23+ years of real estate experience