Apartments & Homes for Rent in Winter Park, FL

House for rent at 2032 Indiana Ave, Winter Park, FL 32789

Newer 2/2 homes with a fully equipped kitchen with stainless steel appliances, large breakfast bar and recessed lighting, open floor plan, Light wood tile throughout, inside laundry with new washer and dryer. Primary bedroom with private bath, tub and shower. Hall bath with tub and shower. One car garage with an opener. Ceiling fans in both bedrooms and living area. 2 inch blinds in windows. Extra parking space for each unit and street parking. Small pets may be considered at owners discretion. These are tandem homes on the same lot. Refrigerator, Range, Dishwasher, Washer/dryer & Microwave/hood. Cats Allowed.

Condo for rent at 3035 George Mason Ave, Winter Park, FL 32792

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Managed by Real Property Management Sunstate - Orlando

$1,175

Condo1 Bed1 Bath656 ft²

3035 George Mason Ave

Winter Park, FL 32792

Water/Sewer Included. Second floor perch where price and location put you right where you want to be, with no noisy neighbors above you. Walking distance to grocery and commerce. Washer & Dryer included. Cool, easy-to-clean laminate flooring and ceiling fans. Community pool, playground. Perfect for first time renter. Plan to see this condo and get your application in today. We do not require last month's rent to be held. Security deposit is one to two months' rent.

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Managed by Innovative Realty

$2,395

House4 Beds2 Baths1,645 ft²

2816 Cady Way

Winter Park, FL 32792

Welcome to this spacious 4-bedroom, 2-bathroom home located in Winter Park, FL. This home features tile flooring in the living areas, new carpet and an open floorplan perfect for entertaining. The kitchen boasts extra countertop space and plenty of cabinet storage. The master bathroom includes a walk-in shower, while the two-car garage provides ample parking and storage space. Enjoy the convenience of washer/dryer hook-ups in the inside laundry room. Relax on the screened-in porch overlooking the backyard. With large closets throughout, this 1645 square foot home offers plenty of space for all your needs.

House for rent at 1714 Miller Ave, Winter Park, FL 32789

Managed by Shawn

$1,795

House2 Beds1 Bath800 ft²

1714 Miller Ave

Winter Park, FL 32789

Welcome to this charming duplex nestled in the heart of Winter Park. This 2-bedroom one bathroom with a one car carport 800sqft. has been totally remodeled with a well-designed floor plan. It includes all new appliances and washer and dryer hookups with tile floors throughout. Enjoy a bright and airy living space creating a welcoming atmosphere. Central heat and air. Nestled in a prime location you are mins from downtown Winter Park, downtown Orlando, Rollins College and Park avenue shopping. All RE/MAX 200 Realty Property Management Division residents are enrolled in the Resident Benefits Package (rbp) for $49.

Townhouse for rent at 3271 Forest Oaks Court #110, Winter Park, FL 32792

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Managed by PMI Property Alliance

$1,449

Townhouse2 Beds2.5 Baths1,031 ft²

3271 Forest Oaks Court #110

Winter Park, FL 32792

Welcome to this beautifully updated townhouse, ideally located in the sought-after Winter Park community. Featuring 2 spacious bedrooms and 2.5 bathrooms, this home offers the perfect blend of comfort and style for modern living. Enjoy the convenience of a community pool, providing a refreshing retreat on warm Florida days. The included washer and dryer make laundry day a breeze, adding ease to your daily routine. Step outside to your private patio, a serene space ideal for relaxing and enjoying the outdoors. This property is pet friendly.

House for rent at 2112 Staunton Ave, Winter Park, FL 32789

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Managed by Nozar Naghani

$3,300

House3 Beds2 Baths1,500 ft²

2112 Staunton Ave

Winter Park, FL 32789

Nestled in a tranquil street, this house is steps away from Lake Killarney, ideal for kayaking or simply enjoying picturesque water viewsImmerse yourself in the heart of Winter Park and enjoy the convenience of the nearby Winter Park Village, Trader Joe's, Whole Foods, a curated selection of trendy restaurants, upscale cafs and boutique shopping5 minutes to Rollins College and downtown Winter Park a hub for arts, culture and fine diningLess than a minutes drive to I-4, ideal for commutersWalking distance to Tennis/Pickleball Court, Coffee shops and restaurantsTop-rated nearby schoolsLuxurious Features:1,500 sq ft of meticulously renovated living space on a sprawling...

Apartment for rent at 2001 Glenridge Way, Winter Park, FL 32792

Updated - today

Managed by The Fisher Apartments

$1,699 - $1,899

Apartment1-2 Beds1 Bath656-838 ft²

2001 Glenridge Way

Winter Park, FL 32792

Discover luxury and comfort at The Fisher Apartments situated in highly sought-after Winter Park, Florida. The location is simply unbeatable, directly across from stunning Lake Baldwin and just a stone's throw from the vibrant shops, restaurants and other attractions along Park Avenue. Experience the finest in apartment living with our fully renovated homes. Our pet-friendly apartments feature the latest in smart home technology, new flooring and are freshly painted in neutral tones to suit your unique style. With in-apartment laundry, you'll enjoy unparalleled convenience and ease.

House for rent at 1716 Miller Ave, Winter Park, FL 32789

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Managed by Shawn

$1,895

House2 Beds1 Bath800 ft²

1716 Miller Ave

Winter Park, FL 32789

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Managed by Paseo at Winter Park Village

$1,679 - $2,224

Apartment1-2 Beds1-2 Baths

Paseo at Winter Park Village

940 W Canton Ave, Winter Park, FL 32789

Paseo at winter park village is more than just an apartment. It's An Experience. Accessible, Bocce court, Business center, Clubhouse, Courtyard, Elevator, 24hr gym, Green community, Parking, Pool, Bbq/grill, Bike storage, Garage, Package receiving, Cats allowed, Dogs allowed, Pet friendly, 24hr maintenance, Dog park, Game room, Internet access & Trash valet.

Condo for rent at 1695 Lee Rd #D215, Winter Park, FL 32789

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Managed by The Listing Real Estate Management

$1,749

Condo3 Beds2 Baths1,149 ft²

1695 Lee Rd #D215

Winter Park, FL 32789

MOVE-IN Special. 50% Off First Month's Rent if applied and approved by 5/1. This fabulous 3BD/2BTH second-floor condominium end unit. The kitchen features stainless steel appliances, oak cabinets and stunning wood floors greeting you as you enter the unit. Flowing from the living room to the dining room and down the hall. Spacious open floor concept with a sizeable living room boasting large sliding glass doors leading to your private patio while allowing for plenty of natural lighting. This home is a must-see.

Managed by Real Property Management Verita

$1,750

Condo2 Beds1 Bath851 ft²

2500 Lee Rd #142

Winter Park, FL 32789

Discover this stunning gem nestled in the sought-after Lake Killarney community. This charming corner unit boasts privacy with no direct sunlight and has been fully renovated to perfection. Featuring 2 bedrooms and 1 bathroom, this condo offers over 850 sq. ft. of modern living space, highlighted by elegant vinyl flooring throughout. Residents can enjoy the serene community amenities, including a refreshing pool and a picturesque lakefront gazebo. Conveniently located just minutes from Park Avenue and I-4, this property combines comfort and accessibility in one of Winter Park's most desirable areas. Don't miss the chance to make this your new home.

House for rent at 1833 Pineview Circle, Winter Park, FL 32792

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Managed by FirstKey Homes Management

$2,180

House3 Beds2 Baths1,380 ft²

1833 Pineview Circle

Winter Park, FL 32792

Please note that the advertised price may exclude additional fees. These include a mandatory $55 application fee per applicant; a one-time $75 admin fee; a $11 monthly utility management fee; fees for amenities like smart home or internet service; and optional conditional fees for services like self-guided tours with third-party provider Rently ($1.99 to $11.99), pet fees/rent or pool maintenance, if applicable. HOA application and amenity fees, where applicable, are paid directly to the Hoa. Get rewarded for rental payments and more through FirstKey Homes Rewards - a rewarding and fun loyalty program.

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Managed by 2cassa Management

$1,725

Condo2 Beds2 Baths1,018 ft²

2941 Antique Oaks Circle

Winter Park, FL 32792

Beautiful Winter Park 2/2 Condo on the first floor x Rent in front of Full Sail. Amenities include pool, sauna and clubhouse. Close to Park Ave, Advent Health Winter Park Hospital, Rollins College, Valencia College and University of Central Florida. Pool and Jacuzzy, Water, Sewer and Garbage & Range Refrigerator Dishwasher Microwave Washer Dryer. Dogs Allowed.

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Managed by Innovation Property Management

$1,125

House1 Bed1 Bath809 ft²

7429 Daniel Webster Dr

Winter Park, FL 32792

Welcome to this charming 1-bedroom, 1-bathroom house located in the desirable Winter Park, FL. This cozy home offers a comfortable living space with a range of amenities to enhance your lifestyle. The community pool is perfect for those warm Florida days, providing a refreshing retreat just steps away from your front door. Inside, you'll find beautiful ceramic tile flooring throughout, adding a touch of elegance to the space. The bathroom has been recently updated, ensuring a modern and fresh feel.

Apartment for rent at Alexan Wp2, 741 Clay St, Winter Park, FL 32789

Managed by Alexan Wp2

$1,610 - $2,435

Apartment1-2 Beds1-2 Baths

Alexan Wp2

741 Clay St, Winter Park, FL 32789

Alexan WP2 is an apartment community designed with you in mind, putting extra care into every detail. Details that make your living space an extension of you, with open floor plans and extra touches like keyless entry and Usb outlets. Our social spaces, like the clubhouse and courtyard with pool, help you make the most of socializing or downtime. Located just east of I-4, you'll find yourself in the middle of the charm and history of Winter Park, but also connected to the energy of Orlando.

Apartment for rent at 3656 N Goldenrod Rd, Winter Park, FL 32792

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Managed by Orlando Communities

$1,799

Apartment2 Beds2.5 Baths1,175 ft²

3656 N Goldenrod Rd

Winter Park, FL 32792

Welcome to Tuscany Villas, located in the charming Winter Park, FL. Our community offers a serene and inviting atmosphere, perfect for those seeking a peaceful retreat. Tuscany Villas is nestled in the heart of Orange County, providing residents with convenient access to all the attractions and amenities this vibrant area has to offer. At Tuscany Villas, we understand the importance of relaxation and recreation, which is why we offer an 8 Days community pool. Take a refreshing dip in the crystal-clear waters or lounge poolside while soaking up the warm Florida sun.

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Managed by Rick Protheroe

$1,700

Condo2 Beds1.5 Baths1,281 ft²

4880 Tangerine Ave

Winter Park, FL 32792

Clean Winter Park Condo for Rent in Wrenwood. 2-Story Condo with 2 Bedrooms, 1.5 Bathrooms, 1,281 sqft. (under air). Features include spacious living area downstairs, Carpeted upstairs bedrooms with walk-in closets, indoor laundry and private screened porch. Community offers quiet setting, Mature Landscaping & Community Pool. Location offers close access to Bus line, 417 & easy access to 436. Conveniently located just a short distance from downtown Winter Park. Water and sewer included. Schedule your showing today. Note: Some Photographs reflect a Virtual Staging. Community Pool. No dogs & No cats.

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Managed by Leasing Department

$1,775

Condo2 Beds2 Baths1,119 ft²

200 St Andrews Blvd #2108

Winter Park, FL 32792

Available Now. This 2 bedroom, 2 bathroom condo is located in Winter Park's desirable Four Seasons community. Enjoy all Winter Park has to offer, Park Avenue's shops and restaurants, Winter Park Village, highly rated schools and an abundance of entertainment options to include Mead Gardens, Wp Tennis Center, Wp Golf Course and much more. Features include a spacious main living area with open living room and dining room, a gorgeous kitchen with quartz countertops and stainless steel appliances, a lovely primary suite with custom bathroom finishes and a laundry closet.

Apartment for rent at 2630 Lafayette Ave, Winter Park, FL 32789

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Managed by The Jander Group

$1,795

Apartment2 Beds1 Bath1,100 ft²

2630 Lafayette Ave

Winter Park, FL 32789

This Home Will Be Available MID-JULY 2025. Location, Location, Location. This adorable bungalow with large yard sits right off of Howell Branch Road in Winter Park. It features 2 Bedrooms and 1 Full Bathrooms with an updated, open Kitchen including bar area. The Kitchen comes with stainless steel/ black appliances (refrigerator, stove, microwave and dishwasher) and opens to a Great Room. There is also a separate, additional large Living Room. There are neutral colors throughout plus wood-like tile flooring for easy care. All main areas and bedrooms have ceiling fans for your comfort.

House for rent at 2532 Kamnic Court, Winter Park, FL 32792

New - 3 days ago

Managed by Leasing Department

$1,695

House2 Beds2 Baths1,024 ft²

2532 Kamnic Court

Winter Park, FL 32792

Available Now. This 2 bedroom, 2 bathroom villa is located in Winter Park near local shops, restaurants and schools. Features include a spacious split floor plan with tile flooring throughout, a lovely kitchen with breakfast bar, living room, a wonderful primary suite with a large walk-in closet, laundry room, additional storage room, a fenced yard and private parking. At Rpm Realty, we're here to make your time in the home as enjoyable and convenient as possible.

Viewing 1-20 of 79 rentals in Winter Park

What to Know About

Life in Winter Park & Beyond

Winter Park shares many of the great qualities that make Florida a desirable place to live.

Florida is a sunshine-filled state known for its beautiful beaches, warm weather, and world-famous theme parks like Walt Disney World, Universal Studios, and Sea World. From its iconic beaches to vibrant cities, you have a unique blend of outdoor adventure and urban excitement. Explore the state's past by visiting attractions like the Kennedy Space Center, the Museum of Florida History, or the Perez Art Museum Miami. In addition, Florida is home to renowned universities such as the University of Florida and Florida State University, University of Miami.

With hundreds of miles of sandy beaches, crystal-clear springs, and lush everglades, Florida is a paradise for visitors and residents alike. The state is also home to several professional sports teams, including the Miami Dolphins (NFL), Tampa Bay Buccaneers (NFL), Florida Panthers (NHL), Tampa Lighting (NHL), Miami Marlins (MLB), Orlando Magic (NBA), and Miami Heat (NBA). Experience all that Florida has to offer, from its stunning beaches and vibrant atmosphere to its rich traditions and thriving economy.

Discover the magic of living in Florida, where the sun shines bright, the economy thrives, and the quality of life is unparalleled, making it the perfect place to call home.

Rental Market Trends

Winter Park, FL

As of April 2025, Winter Park's rental market is competitive, with strong renter demand causing quick leasing times for well-priced units. Winter Park's average rent is 16.8% ($367) lower than the Florida average of $2,181 and 0.8% ($15) higher than the U.S. average of $1,799.

Average Rent

$1,814

Monthly ChangeMonth Over Month Change

1.2% ($22)

Yearly ChangeYear Over Year Change

2.6% ($48)

Avg. Days on MarketAverage Days on Market

Unit Type	Average Rent	Monthly ChangeMonth Over Month Change	Yearly ChangeYear Over Year Change
1 Bed	$1,385	5.1% ($75)	1.6% ($23)
2 Beds	$1,624	3.9% ($66)	0.1% ($1)
3 Beds	$2,282	3.1% ($72)	16.6% ($325)

Nearby Cities	Average Rent	Avg. Rent vs. Winter ParkAverage Rent vs. Winter Park	Avg. Days on MarketAverage Days on Market
Maitland	$1,975	8.9% ($161)	30 days
Casselberry	$2,082	14.8% ($268)	24 days
Altamonte Springs	$1,589	12.4% ($225)	24 days
Winter Springs	$2,090	15.2% ($276)	22 days
Orlando	$2,070	14.1% ($256)	31 days

Rental market trends are calculated using listing data from RentalSource.

Frequently Asked Questions

Winter Park Rental Market FAQs

Explore rental prices, market trends, and availability in Winter Park, FL.

What is the average rent in Winter Park, FL?

The average rent in Winter Park, FL is $1,814 per month.

What is the rental price range for homes in Winter Park, FL?

Homes in Winter Park typically rent for between $970 and $2,967 per month, with an average of $1,814 per month.

What is the average rent for different bedroom sizes in Winter Park, FL?

In Winter Park, the average rent for a 1-bedroom home is $1,385 per month, for a 2-bedroom home, $1,624 per month, and a 3-bedroom home is $2,282 per month.

How do rent prices in Winter Park, FL compare with the national average?

The average rent in Winter Park is 0.8% ($15) higher than the national average of $1,799 per month.

How have rent prices in Winter Park, FL changed recently?

The average rent in Winter Park has decreased by 1.2% ($22) in the last month and decreased by 2.6% ($48) over the past year.

How competitive is the rental market in Winter Park, FL?

The rental market in Winter Park, FL, is currently competitive, with strong renter demand causing quick leasing times for well-priced units.

How long do rentals stay on the market in Winter Park, FL?

In Winter Park, FL, the average rental stays on the market for approximately 31 days. While most properties are rented within this timeframe, factors like seasonality, demand, and property type can affect how quickly a rental leases.

How many rental properties are available in Winter Park, FL?

There are currently 79 rental properties available in Winter Park, FL.

Can I afford to rent a home in Winter Park, FL?

Based on the current averages, a household would need an annual income of $64,960 to comfortably afford a 2-bedroom home in Winter Park.

Apartments & Homes for Rent in Winter Park, FL

Life in Winter Park & Beyond

Winter Park, FL

Are You a Rental Professional?

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