13 property profiles · Compare recorded details, advertised rents and editorial feedback summaries where available.
Winter Haven, part of Polk County's Chain of Lakes region roughly midway between Tampa and Orlando, has seen a wave of new apartment construction since 2023 alongside its long-established, lake-adjacent garden communities. The rental market remains more affordable than the broader Tampa-Orlando corridor, with average asking rents running below the U.S. average.
As of mid-2026 public listings, one-bedroom rents in Winter Haven's established Cypress Gardens/Lake Dexter and downtown/SW Winter Haven corridors mostly run $1,100-$1,550, while newer 2023-2026-built communities (The Waverly, Prose Cypress Pointe, The Breeze, The Jade, Magnolia at Lake Hamilton) typically start higher, in the $1,440-$1,600 range before mandatory fees.
Tell us what you need. We use renter requests to prioritize fresh research for Winter Haven and may email you when we add relevant profiles or verified availability.
| Complex | Neighborhood | Beds | Advertised rents | Built |
|---|---|---|---|---|
| The Waverly at Winter Haven | Cypress Gardens area, near Lake Forest Blvd | 1-3 BR | $1,480-$2,175 | 2024 |
| Vista Lake Ned | Cypress Gardens area, near Lake Ned | 1-3 BR | $1,282-$1,719 | 2000 |
| Prose Cypress Pointe | Cypress Gardens area, off Gowan Dr | 1-2 BR | $1,441-$1,841 | 2024 |
| Della Vita Apartments | Cypress Gardens area, off Mahogany Run | 1-3 BR | $1,160-$1,575 | 1985 |
| Carlton Arms of Winter Haven | Cypress Gardens area, sprawling lakefront grounds off Carlton Arms Blvd | Studio-3 BR | $959-$1,793 | 2007 |
| The Carlton at Lake Dexter | Cypress Gardens area, waterfront on Lake Dexter | 1-3 BR | $1,219-$2,405 | 2024 |
| The Arbours at Garden Grove | Garden Grove East, Cypress Gardens area | 1-3 BR | $1,251-$1,825 | 2001 |
| Magnolia at Lake Hamilton | North Winter Haven, near Lake Hamilton | 1-3 BR | $1,510-$2,050 | 2026 |
| The Jade | Southwest Winter Haven, near 3rd St SW | 1-2 BR | $1,200-$1,850 | 2024 |
| Raindance | Southwest Winter Haven, near Ave C SW | 1-2 BR | $1,295-$1,950 | 2023 |
| The Breeze | Southwest Winter Haven, near downtown | Studio-2 BR | $1,350-$2,328 | 2025 |
| Haven at Lake Deer | Southwest Winter Haven, on Lake Deer | Studio-2 BR | $1,099-$1,549 | 1974 |
| Lakeshore Club | Southwest Winter Haven, on Lake Howard | 1-3 BR | $1,475-$2,200 | 1985 |
Rents are approximate, from public listings at the research date — confirm with the property.
Renters insurance is not optional here. Many Florida leases require it, and standard policies generally do not cover flood damage — that may require separate coverage, even in an apartment. Before signing, look up the building's flood zone on FEMA's flood map service and ask which evacuation zone it sits in.
Ask about the real monthly cost. A recurring theme in public resident feedback is fee stacking: valet trash, common-area electric, mandatory bulk internet, pest control, admin and tech fees. Get the full itemized monthly figure in writing before you apply.
Tour with the AC running and ask about hurricanes. Humidity control is the difference between a fine unit and a moldy one; ask how old the AC is. And ask directly how the building handled the last major storm — communities that performed well say so happily, and reviewers call out the ones that didn't.
Once you've picked a place, our Winter Haven directory covers the rest of the move — movers, internet, utilities setup, and every home service you'll need.
Winter Haven home services → Compare Florida moving companies → Florida apartment fees guide → Florida relocation guide → Cost estimator →
Add IMTF to your home screen for quick access to your move board, saved research, and planning tools.