Apartments near Windward Village in Winter Park, FL (151 Rentals)

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The Taylor at Winter Park
Rent Specials
$1,065 - $2,014
Total Monthly Price

Total Monthly Price

Base Rent
$1,035 - $1,984
Required Monthly Fees
$30

Total Monthly Price
$1,065 - $2,014
Studio to 3 Bedroom Apartments Available Now

The Taylor at Winter Park

2000 Village LnWinter Park, FL 32792
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Liv at Winter Park Apartment Homes
Rent Specials
$1,314 - $3,920
Total Monthly Price

Total Monthly Price

Base Rent
$1,252 - $3,858
Required Monthly Fees
$62

Total Monthly Price
$1,314 - $3,920
Studio to 3 Bedroom Apartments Available Now

Liv at Winter Park Apartment Homes

4755 N Goldenrod RdWinter Park, FL 32792
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Eastbrook Apartments
$1,250 - $1,350
Total Monthly Price

Total Monthly Price

Base Rent
$1,250 - $1,350

Total Monthly Price
$1,250 - $1,350
1 to 2 Bedroom Apartments Available Now

Eastbrook Apartments

2610-2617 Eastbrook BlvdWinter Park, FL 32792
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Atlas at Winter Park
$1,476 - $1,774
Total Monthly Price

Total Monthly Price

Base Rent
$1,441 - $1,739
Required Monthly Fees
$35

Total Monthly Price
$1,476 - $1,774
1 to 3 Bedroom Apartments Available Now

Atlas at Winter Park

3733 N Goldenrod RdWinter Park, FL 32792
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Signal Pointe
Rent Specials
$1,255 - $2,805
Total Monthly Price

Total Monthly Price

Base Rent
$1,062 - $2,612
Required Monthly Fees
$193

Total Monthly Price
$1,255 - $2,805
1 to 3 Bedroom Apartments Available Now

Signal Pointe

2500 Howell Branch RdWinter Park, FL 32792
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Solis at Winter Park
$1,198 - $1,454
Total Monthly Price

Total Monthly Price

Base Rent
$1,065 - $1,321
Required Monthly Fees
$133

Total Monthly Price
$1,198 - $1,454
1 to 2 Bedroom Apartments Available Now

Solis at Winter Park

7502 Sun Key BlvdWinter Park, FL 32792
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Stonecastle Apartment Homes
$1,448 - $2,620
Total Monthly Price

Total Monthly Price

Base Rent
$1,300 - $2,472
Required Monthly Fees
$148

Total Monthly Price
$1,448 - $2,620
1 to 3 Bedroom Apartments Available Now

Stonecastle Apartment Homes

2015 New Stonecastle TerWinter Park, FL 32792
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1381 Viburnum Ln
Home for Rent
$2,140
Total Monthly Price

Total Monthly Price

Base Rent
$2,129
Required Monthly Fees
$11

Total Monthly Price
$2,140
3 Bedroom, 2 Bath RentalsAvailable Feb 3

1381 Viburnum Ln

1381 Viburnum LnWinter Park, FL 32792
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2224 King Richards Ct
Home for Rent
$2,835
Total Monthly Price

Total Monthly Price

Base Rent
$2,824
Required Monthly Fees
$11

Total Monthly Price
$2,835
3 Bedroom, 2 Bath RentalsAvailable Feb 26

2224 King Richards Ct

2224 King Richards CtWinter Park, FL 32792
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3061 Nicholson Dr
Home for Rent
$2,890
Total Monthly Price

Total Monthly Price

Base Rent
$2,746
Required Monthly Fees
$144

Total Monthly Price
$2,890
4 Bedroom, 3 Bath RentalsAvailable Now

3061 Nicholson Dr

3061 Nicholson DrWinter Park, FL 32792
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191 Jergo Rd
Home for Rent
$2,599
Total Monthly Price

Total Monthly Price

Base Rent
$2,455
Required Monthly Fees
$144

Total Monthly Price
$2,599
3 Bedroom, 2 Bath RentalsAvailable Now

191 Jergo Rd

191 Jergo RdWinter Park, FL 32792
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2029 Taylor Ave
Home for Rent
$2,990
Total Monthly Price

Total Monthly Price

Base Rent
$2,979
Required Monthly Fees
$11

Total Monthly Price
$2,990
4 Bedroom, 3 Bath RentalsAvailable Feb 11

2029 Taylor Ave

2029 Taylor AveWinter Park, FL 32792
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6877 Jackman Blvd
Home for Rent
$2,625
Total Monthly Price

Total Monthly Price

Base Rent
$2,481
Required Monthly Fees
$144

Total Monthly Price
$2,625
3 Bedroom, 2 Bath RentalsAvailable Now

6877 Jackman Blvd

6877 Jackman BlvdWinter Park, FL 32792
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2045 Houndslake Dr
Home for Rent
$2,265
Total Monthly Price

Total Monthly Price

Base Rent
$2,254
Required Monthly Fees
$11

Total Monthly Price
$2,265
4 Bedroom, 2 Bath RentalsAvailable Now

2045 Houndslake Dr

2045 Houndslake DrWinter Park, FL 32792

Frequently Asked Questions about Winter Park

How much are Studio apartments in Winter Park?

There are currently 89 Studio Apartments in Winter Park with rent ranges from $900 to $2,790 with an average price of $1,603.

What is the current price range for One Bedroom Winter Park Apartments for rent?

Today's rental pricing for One Bedroom Apartments in Winter Park ranges from $850 to $3,409 with an average monthly rent of $1,799.

What does renting a Two Bedroom Apartment in Winter Park cost?

The monthly rent prices of Two Bedroom Apartments currently available in Winter Park range from $976 to $5,828. Today's average rental price for Two Bedrooms here is $2,099.

How expensive are Winter Park Three Bedroom Apartments?

There are currently 99 Three Bedroom Apartments listings available in Winter Park on ApartmentHomeLiving.com. The pricing ranges from $1,099 to $6,050 - averaging $2,618 for the location.

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

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Articles, How-To's, and Tips

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18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property

Written by: Lauren Harrington

Renting your next home can feel thrilling and overwhelming at the same time.

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A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment

Written by: Bob Mallory

Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.

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Renting with Roommates: Realistic Expectations for Shared Lease

Written by: Christine Leonard, Esq.

Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.

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Apartment Common Area Rules: What Renters Need to Know

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Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.