2102 Montana St
OrlandoFL32803
Homes for Rent in Winter Park, FL (290 Rentals) Page 6 of 6
521 W Winter Park St
OrlandoFL32804
2608 E Jefferson St
OrlandoFL32803
4177 N Orange Blossom Trl
OrlandoFL32804
1838 Illinois St
OrlandoFL32803
2 W Yale St
OrlandoFL32804
1337 Cumbie St
OrlandoFL32804
1639 Oakmont Ln
OrlandoFL32804
2618 E Central Blvd
OrlandoFL32803
200 S Glenwood Ave
OrlandoFL32803
2505 Kilgore St
OrlandoFL32803
400 E Colonial Dr
OrlandoFL32803
1620 Park Lake St
OrlandoFL32803
437 Shine Ave
OrlandoFL32803
2165 Ridgewood St
OrlandoFL32803
1504 Mt Vernon St
OrlandoFL32803
10363 Folly Beach Rd
OrlandoFL32827
1608 Nebraska St
OrlandoFL32803
1500 E Ridgewood St
OrlandoFL32803
1001 Nottingham St
OrlandoFL32803
4249 Corrine Dr
OrlandoFL32814
2316 E Concord St
OrlandoFL32803
2916 Westchester Ave
OrlandoFL32803
833 N Fern Creek Ave
OrlandoFL32803
5489 Baldwin Park St
OrlandoFL32814
2406 Shoreham Rd
OrlandoFL32803
544 N Bumby Ave
OrlandoFL32803
974 Pinelli St
OrlandoFL32803
4230 Lower Park Rd
OrlandoFL32814
641 Brookside Rd
MaitlandFL32751
118 Eaton St, Unit 4
118 Eaton St
EatonvilleFL32751
1501 Druid Isle Rd
MaitlandFL32751
618 Jupiter Way
CasselberryFL32707
551 Flemming Way, Unit 201
551 Flemming Way
MaitlandFL32751
5555 Barton Dr
OrlandoFL32807
106 S Primrose Dr
OrlandoFL32803
218 Park Lake St
OrlandoFL32803
266 Park Lake St
OrlandoFL32803
758 Highland Ave
OrlandoFL32803
2721 E Marks St
OrlandoFL32803
Showing Results 251-290, Page 6 of 6
Winter Park, FL Local Guide
How much does it cost to rent a home in Winter Park?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winter Park 2 Bedroom Homes for Rent | $1,909 | $1,150 | $3,200 |
| Winter Park 3 Bedroom Homes for Rent | $2,833 | $1,575 | $9,500 |
| Winter Park 4 Bedroom Homes for Rent | $3,481 | $2,070 | $6,495 |
| Winter Park 5 Bedroom Homes for Rent | $5,586 | $2,745 | $9,500 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
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Frequently Asked Questions about Winter Park
What type of rentals are currently available in Winter Park?
There are currently 311 Apartments for Rent in Winter Park, FL with pricing that ranges from $250 to $6,500. There are also 285 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Park ranging from $825 to $9,500.
What is the current price range for Rental Homes in Winter Park?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Winter Park ranges from $825 to $9,500 with an average monthly rent of $2,754.
How much are larger Three and Four Bedroom Rentals in Winter Park?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Winter Park range from $750 to $6,500, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,575 to $9,500. Four Bedroom Single-Family rentals are also available starting from $2,070 and Four Bedroom Apartments start at $1,844.
Expert Rental Resources
The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.
Helpful Local Expert Guides
Where Orlando Locals Actually Live: A Renter's Guide to the Surrounding Cities
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When people think of Orlando, FL, the iconic theme parks and buzz of downtown tend to steal the spotlight.
The Soul of the City Beautiful: What Life in Orlando Is Really Like
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Unlock Your Orlando Commute: An Expert Guide to Ideal Neighborhoods Near Major Local Employers
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When I first moved to Orlando, Florida, in the 1990s, one of the things that drew me here was the remarkably low unemployment rates. There was a job for everyone. Two decades later, that fundamental appeal remains.
Your Guide to the Perfect Orlando Neighborhood for Student Renters
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There is never a dull moment in Orlando, Florida. Along with top-tier universities, technical schools, and local colleges, there are world-class entertainment venues, the ocean within driving distance, and lots of sunshine.
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Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.
Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.
Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.