Rent in Winter Garden, FL: Prices & Apartments for Rent
As of October 17, 2026, the median asking rent for a 2-bedroom in Winter Garden, FL is $1,830/month, based on 39 active listings on Redfin, Zillow and ApartmentHomeLiving. 3+ bedroom: $2,942 (302 listings).
That is 19% below the Florida 2-bedroom median of about $2,250. Nearby, the 2-bedroom median ranges from $1,595 in Altamonte Springs to $1,885 in Davenport.
Updated · 440 listings. Prices are advertised asking rents; check availability on the original listing. How we calculate
Open the Winter Garden rental mapMedian rent in Winter Garden
From listings with a single price and a single bedroom count. Fewer than 20 such listings and we leave the figure out.
- Studio
- —
- 1 listing
- 1 bedroom
- —
- 15 listings
- 2 bedrooms
- $1,830
- 39 listings
- 3+ bedrooms
- $2,942
- 302 listings
Rentals in Winter Garden
See all 440 on the map →
Country Gardens
15122 W Colonial Dr, Winter Garden, FL 34787
$1,534 – $1,999 · 1–3 bd · 1,070 sqft
Cortland Independence
14600 Avenue of the Grvs, Winter Garden, FL 34787
$1,762 – $2,519 · 1–3 bd · 1,293 sqft
210 S Main St
210 S Main St, Winter Garden, FL 34787
$2,195 · 2 bd · 1,314 sqft
12202 Plumpton Dr
12202 Plumpton Dr, Winter Garden, FL 34787
$2,650 · 3 bd · 1,691 sqft
17380 Sweet Moro Dr
17380 Sweet Moro Dr, Winter Garden, FL 34787
$2,800 · 3 bd · 1,675 sqft
15345 Harrowgate Way
15345 Harrowgate Way, Winter Garden, FL 34787
$2,900 · 4 bd · 2,404 sqft
11135 Green Citron Aly
11135 Green Citron Aly, Winter Garden, FL 34787
$3,049 · 3 bd · 2,134 sqft
16372 Grey Pine Dr
16372 Grey Pine Dr, Winter Garden, FL 34787
$3,349 · 5 bd · 2,231 sqft
17670 Japonica Bloom Dr
17670 Japonica Bloom Dr, Winter Garden, FL 34787
$4,650 · 5 bd · 3,542 sqft
Renting in Winter Garden: common questions
- How many rentals are available in Winter Garden, FL?
- 440 rentals are listed in Winter Garden, FL on Redfin, Zillow and ApartmentHomeLiving as of October 17, 2026, after removing listings that appear on more than one site.
- How are these rent prices calculated?
- We collect active listings from Redfin, Zillow and ApartmentHomeLiving, remove duplicates across sites, and take the median of asking rents for listings with one price and one bedroom count. If fewer than 20 listings qualify for a bedroom size, we leave that figure out. Read the full methodology
- How much income do I need to rent in Winter Garden, FL?
- Many landlords ask for gross income of at least 3 times the monthly rent. For a median 2-bedroom at $1,830/month, that is about $5,490 a month, or $65,880 a year.
- What is the cheapest city near Winter Garden, FL to rent in?
- Among nearby cities we track, Altamonte Springs, FL has the lowest median 2-bedroom rent at $1,595/month, $235 less than Winter Garden.
Rent in cities near Winter Garden
- Windermere, FL152 · 4 mi
- Clermont, FL503 · 4 mi
- Ocoee, FL114 · 10 mi
- Minneola, FL75 · 11 mi
- Davenport, FL1BR $950 · 1,242 · 15 mi
- Kissimmee, FL1BR $1,350 · 2,697 · 15 mi
- Groveland, FL81 · 15 mi
- Orlando, FL1BR $1,395 · 5,519 · 16 mi
- Apopka, FL367 · 16 mi
- Maitland, FL90 · 19 mi
- Altamonte Springs, FL1BR $1,282 · 322 · 20 mi
- Winter Park, FL1BR $1,350 · 425 · 21 mi
All cities in Florida · Cheapest places to rent in Florida · Embed this data