Apartments For Rent in Winter Park, FL
264 rentals
- SPECIAL OFFERPET FRIENDLY$1,319 - $2,249/mo1-3 Beds1-2 BathsThe Taylor at Winter Park | 2000 Village Ln,
Winter Park, FL 32792 - SPECIAL OFFERPET FRIENDLY
- PET FRIENDLY
- SPECIAL OFFERPET FRIENDLYFURNISHED
- SPECIAL OFFERPET FRIENDLY$1,325 - $1,790/mo1-2 Beds1-2 BathsWhisper Lake Apartments | 3250 Whisper Lake Ln,
Winter Park, FL 32792 - SPECIAL OFFERPET FRIENDLY
- $1,275 - $1,745/mo1-2 Beds1-2 BathsSovereignty at Winter Park | 7745 Brandywood Cir,
Winter Park, FL 32792 - $1,499 - $3,081/moStudio-3 Beds1-2 BathsBerkshire Winter Park | 1874 Harmon Ave,
Winter Park, FL 32789 - $1,221 - $2,116/mo1-3 Beds1-2 BathsVenue At Winter Park | 5 Autumn Breeze Way,
Winter Park, FL 32792 - $1,189 - $1,823/moStudio-3 Beds1-2 BathsLiv at Winter Park Apartment Homes | 4755 N Goldenrod Rd,
Winter Park, FL 32792 - $1,499 - $1,930/mo1-2 Beds1-2 BathsStonecastle Apartment Homes | 2015 New Stonecastle Ter,
Winter Park, FL 32792 - $1,640 - $1,933/mo1-2 Beds1-2 BathsCalibre Bend Apartments | 3924 Calibre Bend Ln,
Winter Park, FL 32792 - $1,409 - $1,949/moStudio-2 Beds1-2 BathsAzure Winter Park | 3650 Summer Wind Dr,
Winter Park, FL 32792 - $1,135 - $1,490/moStudio-2 Beds1 BathSorrento Apartments | 2400 Howell Branch Rd,
Winter Park, FL 32792 - Total price$2,097 - $2,587/mo1-2 Beds1-2 BathsRosalia Winter Park - 55+ Active Adult LIving | 3045 Aloma Ave,
Winter Park, FL 32792 - $1,295 - $2,089/mo1-3 Beds1-2 BathsCranes Landing Apartments | 3440 N Goldenrod Rd,
Winter Park, FL 32792 - $1,935 - $3,563/mo1-3 Beds1-3 BathsJuno Winter Park | 1305 Morgan Stanley Ave,
Winter Park, FL 32789 - Total price$1,352 - $1,448/moStudio-1 Bed1 BathThe Plymouth Senior Living | 1550 Gay Rd,
Winter Park, FL 32789 - $2,122 - $3,028/mo1-2 Beds1-2 BathsPaseo at Winter Park Village | 940 W Canton Ave,
Winter Park, FL 32789 - $1,277 - $1,613/mo1-2 Beds1-2 BathsAlvista Winter Park | 3935 Sutton Place Blvd,
Winter Park, FL 32792 - Total price$1,574 - $2,832/mo1-3 Beds1-2 BathsVintage Winter Park Apartments | 7490 Dwell Well Way,
Winter Park, FL 32792 - $1,300 - $1,800/mo1-3 Beds1-2 BathsThe Park Apartments | 7528 Park Promenade Dr,
Winter Park, FL 32792 - $1,199 - $2,599/mo1-3 Beds1-2 BathsSapphire Winter Park | 1699 Semoran North Cir,
Winter Park, FL 32792 - $1,000 - $1,787/mo1-2 Beds1-2 BathsWinter Park Woods Apartments | 349 Scottsdale Sq,
Winter Park, FL 32792 - $1,195 - $1,875/mo1-3 Beds1-2 BathsCentral Place At Winter Park | 7000 University Blvd,
Winter Park, FL 32792 - $1,625 - $2,075/mo2-3 Beds1-2 BathsOak Reserve at Winter Park | 541 Oak Reserve Ln,
Winter Park, FL 32792
Explore Neighborhoods in Winter Park, FL
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What Locals Say about Winter Park
Review Highlights
Winter Park hums with leafy charm—walkable parks, lakes, arts, easy eats, quick commutes. People like the safe, walkable vibe, parks and lakes, top schools, dining, and events. They dislike heavy traffic, scant transit, occasional noise, and crowded corridors.
AI-generated summary of moderated reviews.
Average Rent Trends in Winter Park, FL
Rent in Winter Park, FL varies by number of bedrooms and home type. Use these charts to quickly see how rent changes.
Average rent increased in Oct 2026 compared to the previous month. Rent previously peaked in Mar 2025.
| Month | Average rent |
|---|---|
| Nov 2025 | $2,000 |
| Dec 2025 | $2,049 |
| Jan 2026 | $2,100 |
| Feb 2026 | $1,942 |
| Mar 2026 | $1,973 |
| Apr 2026 | $2,175 |
| May 2026 | $2,050 |
| Jun 2026 | $1,950 |
| Jul 2026 | $2,050 |
| Aug 2026 | $2,000 |
| Sep 2026 | $1,900 |
| Oct 2026 | $2,022 |
Average Rent By Bedroom and Home Type
In October 2026, Apartments and Condos were the most affordable home type to rent compared with Townhomes and Houses.
| 1 bed | 2 beds | 3 beds | 4 beds | All | |
|---|---|---|---|---|---|
| All home types | $1,375 | $1,695 | $2,449 | $3,800 | $2,000 |
| Townhomes | $1,000 | $1,850 | $2,563 | — | $1,925 |
| Apartments and Condos | $1,400 | $1,625 | $2,750 | $2,300 | $1,695 |
| Houses | $1,195 | $2,000 | $2,517 | $3,800 | $2,599 |
Frequently Asked Questions about Rentals in Winter Park, FL
- What is the average rent of an apartment in Winter Park, FL?The average rent of an apartment in Winter Park, FL is $1,636 per month. This is about 15% lower than the national average.
- When is the average rent cheapest in Winter Park, FL?In the last year, the average rent in Winter Park, FL was lowest in May 2025 when it was $1,975 per month.
- When is the average rent most expensive in Winter Park, FL?In the last year, the average rent in Winter Park, FL was highest in Mar 2025 when it was $2,195 per month.
- How does the rent of a 1 bedroom apartment compare to a studio apartment in Winter Park, FL?The average rent of a 1 bedroom apartment in Winter Park, FL is $1,375 per month. That is about $196 more than the cost of a studio apartment.
- How many available rental listings are in Winter Park, FL?There are 266 available rental listings in Winter Park, FL.
- What are some neighborhoods in Winter Park, FL?Some neighborhoods in Winter Park, FL include: Goldenrod.
- What are some zip codes in Winter Park, FL?
- What are some cities near Winter Park, FL?Some nearby cities include: Maitland, Casselberry, Eatonville, Altamonte Springs, Winter Springs. These cities may have more rental options to explore.
Browse Winter Park, FL homes by type
View this page in Spanish: Apartamentos en renta en Winter Park, FL - 770 Rentas | Trulia
