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apartments with parking
Last updated February 1 2023 at 9:20 AM

1,780 Apartments for rent in Winter Park, FL with Parking

Parking can be at a premium in some cities where spaces are challenging to find. Some Winter Park apartments offer parking options, either outside in a common area or within ... Read Guide >
Poste Winter Park Photo Gallery 1
1 of 26
1 Bedroom
$1,604
710 sqft
2 Bedrooms
$1,879
950 sqft
Easy access to Highway 17, Lake Talmo, Longwood Lakes Shopping Center, Winter Springs Elementary. Amenities include: dog park, fitness center, lighted tennis and sport courts, natural fishing lake, two pools with sundeck, and spacious closets.
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Elon at Winter Park Photo Gallery 1
1 of 31
Verified
5 Units Available
1 Bedroom
$1,608
740 sqft
Elon Winter Park Apartments near the heart of Winter Park is the definition of peaceful living. Located just minutes from Rollins College and Downtown Orlando, our residents can enjoy a home at a prime location. Head over to Winter Park Village to enjoy a movie at Regal Park Cinemas or take a trip to Park Avenue to enjoy an array of fine dining and luxury shopping options. Whether it's close to local Winter Park businesses such as Trader Joe's, The Wine Room, or Whole Foods, Elon Winter Park Apartments has something to offer everyone.
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Westmount at Winter Park Photo Gallery 1
1 of 24
1 Bedroom
$1,637
776 sqft
2 Bedrooms
$1,783
997 sqft
3 Bedrooms
$2,455
1218 sqft
Newly renovated homes with in-unit laundry, stainless steel appliances and granite countertops. The pet-friendly community has a resort-style pool and a 24-hour gym, among other amenities. Walking distance from Winter Park Village.
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Seven41 Winter Park Photo Gallery 1
1 of 52
Verified
12 Units Available
Studio
$1,755
665 sqft
1 Bedroom
$1,745
739 sqft
2 Bedrooms
$2,405
1055 sqft
Welcome to Seven41 (Formerly known as Winter Park 2) featuring Winter Park, FL vibe with a gorgeous modern style. Brand new studio, one, and two bedroom apartments amplified by unrivaled finishes and amenities. Select Seven41 for its luxury.
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Calirosa Winter Park- 55+ Active Adult Photo Gallery 1
1 of 39
Senior Housing
1 Bedroom
$1,770
704 sqft
2 Bedrooms
$2,338
1000 sqft
Limited availability and holiday specials up to 6 weeks free on select floorplans, tour today! Schedule a tour today to view our 55+, senior, luxury apartments and visit us in our Leasing Office at the community! . Where your best days bloom. Welcome to Calirosa Winter Park, where the sun shines brighter and life is designed to flourish. Our 55+ Active Adult Apartment Community makes every day effortless, so you can focus on your best days ahead. Relaxed, but full of possibility. That’s the casual, carefree spirit of Calirosa. We offer 9 different floor plans with one and two-bedroom options amongst a single four-story building. Our corridors are enclosed and air-conditioned, with several elevators. This community is for those ages 55 and up, please contact us directly for detailed information.
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Vintage Winter Park Photo Gallery 1
1 of 30
1 Bedroom
$1,531
668 sqft
2 Bedrooms
$2,035
1087 sqft
Vintage Winter Park is located at 7490 Dwell Well Way Winter Park, FL and is managed by RAM Partners, LLC, a reputable property management company with verified listings on RENTCafe. Vintage Winter Park offers 1 to 3 bedroom apartments ranging in size from 668 to 1399 sq.ft. Amenities include Air Conditioner, BBQ/Picnic Area, Bike Racks, Clubhouse, Controlled Access/Gated and more. This rental community is pet friendly, welcoming both cats and dogs. Property is located in the 32792 ZIP code. For more details, contact our office at (407) 382-8002 or use the online contact form and we will get back to you as soon as possible.
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Juno Winter Park Photo Gallery 1
1 of 30
Studio
$1,839
573 sqft
1 Bedroom
$1,859
527 sqft
2 Bedrooms
$2,660
1010 sqft
Pet-friendly apartment home community featuring a gym, a yoga studio, a resort-style pool with cabanas, and a bike storage and repair shop. The designer apartment homes feature plank flooring, walk-in closets and USB ports.
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Paseo at Winter Park Village Photo Gallery 1
1 of 35
1 Bedroom
$2,327
758 sqft
2 Bedrooms
$2,569
1000 sqft
3 Bedrooms
$3,111
1320 sqft
Luxury units include laundry, patio or balcony, stainless steel appliances, and walk-in closets. Community features pool, parking, and game room. Great location, close to Trader Joe's, dining options, and movie theater.
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Venue at Winter Park Photo Gallery 1
1 of 48
1 Bedroom
$1,394
720 sqft
2 Bedrooms
$1,474
976 sqft
3 Bedrooms
$1,752
1270 sqft
Great location for commuters close to highways 417, 408, and I-4. Units feature laundry, patio or balcony, and dishwasher. Community amenities include 24-hour maintenance, carport, pool, and playground.
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Liv at Winter Park Photo Gallery 1
1 of 17
1 Bedroom
$1,525
2 Bedrooms
$1,760
This property features lakeside studio, one, two and three bedroom apartments with six floorplans. Located just outside Orlando close to major highways, shops and restaurants. Community has tennis courts, hiking trails and playground.
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Signal Pointe Apartments Photo Gallery 1
1 of 30
1 Bedroom
$1,370
520 sqft
2 Bedrooms
$1,700
975 sqft
3 Bedrooms
$2,185
1270 sqft
Close to Casselberry Commons, Market Square, US 436, Lake Howell, Glen Haven Memorial Park Cemetery, downtown Winter Park, Full Sail University, Florida Hospital. Pet-friendly apartments with yoga studio, 3 pools with sundeck, clubhouse with golf simulator, recycling program, wine tasting room.
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2500 Lee Rd Photo Gallery 1
1 of 16
2 Bedrooms
$1,550
851 sqft
50% off application fees until 2/4, Apply now! This 2nd floor condo is completely updated. It has beautiful tile flooring throughout and brand new paint. It has a galley style kitchen equipped with all stainless steel appliances, a beautiful backsplash and granite countertops. Community has a Private boat ramp and boat slips available to Lake Killarney. *WATER INCLUDED IN RENT* *ONSITE LAUNDROMAT* *TWO ASSIGNED PARKING SPACES* Great view of the beautiful courtyard. Quiet neighborhood, a great place to live and great location! Close to I-4, local shopping and dining. Additional HOA Approval. To apply for this property or to schedule your showing today, please visit www.SpecializedOrlando.com or call 407.258.2448. Nancy Guadagnino, Leasing Agent Specialized Property Management We provide full-service property management for more information please visit www.specializedorlando.com.
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832 SYMONDS AVENUE Photo Gallery 1
1 of 12
2 Bedrooms
$1,100
550 sqft
DOWNTOWN WINTER PARK - two bedrooms and one bath unit located in a quiet 6 unit apartment building. Open living space and a kitchen with room for a small dinette table. Bright, neutral tile runs throughout the unit and the home is clean and has been freshly painted. Located just a few blocks from Park Avenue and just 1-block to the Winter Park Village, this charming building puts you in the heart of the city and walking distance to all its great shops and restaurants. Locally owned and managed, this apartment home is smoke-free and pet-free.
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436 SEYMOUR AVENUE Photo Gallery 1
1 of 27
3 Bedrooms
$6,500
2599 sqft
For Lease – Available 02/20/2023. Highly Desirable 3 Bedroom | 2.5 Bath Executive Pool Home in Winter Park! Beautiful inside and out. Formal living areas, large family room with wood burning fireplace, oversized Florida room, and updated kitchen. Hardwood floors throughout the main living spaces. Kitchen features stainless steel appliances and granite countertops. Master bedroom is spacious with an oversized walk-in closet and spa bath with jetted tub and double-sink vanity. Large corner lot has a fenced in back yard with pool and spa and looks out over Lake Osceola. Located in the heart of Winter Park this home is just short a walk to Park Avenue and minutes to nearby shops and restaurants, Rollins College, Florida Hospital and
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1695 LEE ROAD Photo Gallery 1
1 of 17
3 Bedrooms
$2,000
1149 sqft
Spacious first floor unit in Waterfall Cove with 3 bedrooms and 2 bathrooms is a great opportunity to own in Winter Park, close to major highways, shopping, restaurants and so much more. This unit is perfect for lease , brand new paint and flooring ! RENOVATED BATHROOMS! The open living room is spacious and has lots of natural light shining in from the sliding glass doors leading out to the patio. The master bedroom features an en suite bathroom and large closet with lots of storage.
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1031 ARAGON AVENUE Photo Gallery 1
1 of 19
2 Bedrooms
$2,995
1036 sqft
FOR RENT!! 2 BED 2 BATH HALF DUPLEX- LOCATION LOCATION LOCATION!! If location had a name, it would be called Aragon Ave. This BEAUTFUL and recently REMODLED Duplex is the perfect place to call home. From new flooring, cabinetry, appliances, plumbing fixtures and so much more, we have done the hard work, so come take a look and see if you qualify today. The location of this duplex is perfectly situated in Winter Park, on the brick road of the well desired Seville Park Subdivision. You are only 5-7 min away from Harry P. Lue Gardens, Orlando Science Center, Orlando Museum of Art, Restaurants, Shops, Parks and ton more things to do. Rollins College is only minutes away!! Perfect for a working professional, looking to be in the heart of Winter Park. This location is also perfect for an extended family looking to be close, but still have their own place. Rollins College, Grads and Teachers, this location is perfect as the school is only minutes away, and the set up could possibly accommodate different uses.
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101 S LAKEMONT AVENUE Photo Gallery 1
1 of 17
3 Bedrooms
$2,800
1641 sqft
This 3 bedroom 2 bath home is Conveniently located in beautiful Winter Park with access to shopping and countless restaurants. This home has recently been renovated and no expense was spared. Calacatta Quartz Countertops, waterproof flooring, high end appliances including LED touch mirrors, smart A/C system and video doorbell. Come take a look before it is too late!
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2234 VIA LUNA Photo Gallery 1
1 of 45
4 Bedrooms
$7,850
3222 sqft
Elegant four bedroom, three and a half-bath home in the famous Via’s of Winter Park, privately positioned on a 3 sided open corner lot. It is meticulously maintained with eye-catching curb appeal with mature trees and beautiful landscaping and a brand new extensive strategic energy efficient/LED outdoor landscape lighting with auto and solar timer installed in Dec. 2021. This stunning traditional home boasts over 3,200 SF of comfortable living space and offers high ceilings, arched entries, and wood flooring throughout the downstairs living area. Upon entering the expansive foyer, to the right is a den/office with pocket doors for privacy. On the left is the open dining room that overlooks the two story living room. The living room and family room both have french doors that open up to a covered lanai and screened-in pool. Living room showcases a marble encased wood burning fireplace with built-in bookshelves. The Kitchen has an open floor plan design with an eat-in breakfast area surrounded by a bay window.. The kitchen was recently upgraded in 2021. It boasts new high end quartzite countertops and backsplash, and newly refinished wooden cabinetry. New center island with a waterfall quartzite countertop. A new Bosch dishwasher was installed in July 2021. Adjacent to the kitchen is a family room that overlooks the pool area through the french doors. The prime bedroom is on the main level tucked in the back corner of the home. This luxurious large bedroom overlooks the pool and patio which are accessible through the french doors in the bedroom. The prime bathroom has a separate shower and a huge jacuzzi tub. It includes two walk-in closets and two vanities. There is an additional bedroom and full bathroom on the main floor. The laundry room is on the Main Floor, located near the 2 car garage entrance to the home. There are two large bedrooms on the second floor, connected by a jack-n-jill bathroom. The 2nd story hallway has built-in shelves on one side and a balcony overlooking the living room. There are 2 extra rooms at both ends of the 2nd floor hallway, They could be used as a possible bedroom or they would make a great den, playroom, storage room or even an office. This home has a tank-less water heater and a brand new latest, whole house AC system installed in Jan 2022. The back-yard is private with lush landscape, a screened in pool and a covered lanai. Beyond the screen pool area is artificial turf that provides maintenance free landscape. The home is wrapped in a large front and 2 side yards with beautiful mature landscape and no side neighbors. The exterior of the home was freshly painted in June 2021. This home exudes great curb appeal with a brick exterior, shutters, a lantern entry, and mature magnolia trees. Located in the heart of the Via's, one of Winter Park’s most sought after neighborhoods and schools, this home won’t last!
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1652 BERKSHIRE AVENUE Photo Gallery 1
1 of 26
3 Bedrooms
$2,649
1498 sqft
One or more photo(s) has been virtually staged. This Winter Park home on a rare corner-lot in the highly sought after Orwin Manor neighborhood is tastefully updated and freshly painted with 3 bedrooms, 2 updated baths and an expansive 1500 sqft of living space! Centrally located to I-4 and less than 0.5 miles to Orlando's Advent Health, 1.5 miles to the acclaimed Park Avenue and Rollins College, and only 3 miles to Downtown Orlando and Lake Eola (Sunday's farmers market). This generously sized home has an extra-large living room, hardwood floors, master bedroom with rare ensuite master bath, new A/C + heating system, new roof, and newer windows. Additional features include an updated eat-in-kitchen with closet pantry, formal dining/flex room making for perfect use of space, bi-level wooden deck, fenced yard and custom wood blinds. There is an attached oversized 23'x12' one car garage. Owner will consider shorter term lease or month-to-month for additional monthly fee. One or more photo(s) has been virtually staged.
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1916 E END AVENUE Photo Gallery 1
1 of 30
3 Bedrooms
$2,900
1538 sqft
For Rent! Beautiful, move-in ready, mid-century modern home has been completely updated and sits in an unbeatable location. 1916 East End Avenue is zoned for the desirable Audubon K-8 school and for Winter Park High School, located steps away from the award winning food hall at East End Market, minutes from Park Avenue, Baldwin Park, and other Orlando local destinations. This home has a split floor plan with 3 bedrooms and 2 updated bathrooms. New high-efficiency windows were installed in summer of 2022, and new roof in 2020. An oversized primary bedroom with walk-in closet and large en-suite bathroom looks out to the spacious fenced-in backyard, paver patio, and large storage shed with power and lights. The second and third bedroom also share an adjoining bathroom. There's a one car garage here at this home, and no need to worry about updating the landscaping either, that's all been taken care of. Enjoy the walkability of the growing Corrine Drive area and Audubon Park Garden District just across a newly built pedestrian walkway.
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657 Minnesota Avenue Photo Gallery 1
1 of 8
2 Bedrooms
$1,895
1548 sqft
657 Minnesota Avenue Available 02/15/23 657 Minnesota Ave., Winter Park, FL - DUPLEX - FANTASTIC WINTER PARK LOCATION. 2 bedroom, 1 bath, with carport on driveway.. PRIVATE FENCED BACKYARD!! Terrazzo floors, Window AC units with ceiling heat. Close to everything Winter Park has to offer, ie, Rollins College, Winter Park village, etc!! Winter Park also is a nature lover's destination. In Winter Park you'll find more than 70 parks, all home to various events, festivals and celebrations throughout the year. (RLNE7905671)
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2021 Woodcrest Drive Photo Gallery 1
1 of 16
3 Bedrooms
$2,095
1425 sqft
This wonderful 3 bedroom 2 bathroom single family home in Winter Park - This wonderful 3 bedroom 2 bathroom single family home is in move in condition and has been very well maintained. The living room and dinning room are both separate, making for a large open atmosphere . There is a large screened in porch in the big partially fenced in back yard. Tenants are responsible to maintain yard. Tile floor throughout the living room, dinning room and the kitchen. Washer and Dryer Hook ups are in property. There's a 2 car garage. Small Pets Okay Innovative Realty residents are enrolled in the Resident Benefits Package (RBP) for $50.00/month which includes renters' insurance, HVAC air filter delivery (for applicable properties), utilities management, our best-in-class resident rewards program, and much more! An admin fee of $195.00 will be due at move-in. (RLNE7838612)
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644 N. Knowles Ave. #4 Photo Gallery 1
1 of 18
2 Bedrooms
$2,195
988 sqft
Park Ave Convenience Very Nice Remodel!!. - DOWNTOWN WINTER PARK!!! High End Elegant Remodeled Condo in downtown Winter Park very near Golf Course, Come enjoy this quality renovation, stroll the shops, restaurants, museums, Central park, and play a round of golf out your front door. Two bedrooms, two bath, first floor unit Newer appliances, ceiling fans, interior laundry and additional Complex Laundry, and one assigned parking spot. Next to landmark Casa Feliz, and the Winter Park Country Club. Water, trash, sewer, and pest control included in rent. No Pets Allowed (RLNE2889472)
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504 W SWOOPE AVENUE Photo Gallery 1
1 of 45
3 Bedrooms
$6,500
2570 sqft
Luxury Winter Park rental walking distance to restaurants, shopping and events on Park Ave. The stunning 2 story townhome features a modern open concept living room as well as a luxe kitchen showcasing an expansive quartz island with waterfall edge, quartz countertops, stainless steel appliances, gas range, spacious pantry and designer cabinetry. Within the second level you will find two generously sized bedrooms that share a Jack and Jill Bathroom as well as an the Primary bedroom complete with ensuite luxurious bathroom featuring a freestanding soaking tub and stand-up shower. There is also an abundance of storage throughout the home including custom built-in closets and a second floor laundry space with wash tub. This property is spectacular, and the time is NOW to make your move!
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Frequently Asked Questions

Frequently Asked Questions (FAQs)

How much is rent for an apartment with parking in Winter Park?

Rental prices for apartments with parking in Winter Park range from $1,100 to $7,850 per month.

How many apartments with parking are available for rent in Winter Park?

Currently, there are 29 apartments with parking available for rent in Winter Park.

How can I find a cheap apartment in Winter Park?

You can find the lowest-priced apartments in Winter Park by using the cheap apartments filter or you can search by apartments that are offering move-in specials.
City Guide for Winter Park, FL
What to keep in mind when looking for apartments with parking in Winter Park, FL

Parking can be at a premium in some cities where spaces are challenging to find. Some Winter Park apartments offer parking options, either outside in a common area or within a private garage.

Ask about the stipulations around the parking. Those may include how many guests are allowed and where tenants park.

Some apartments may only allow parking in front of your own unit. Guest parking may be in a common area for up to one person.

If parking is scarce, look around the area before you sign a lease. Ample street parking in a neighborhood championed for its safety is probably fine. However, it’s probably not worth signing a lease if it means battling for daily parking for you and your guests.

Research whether you need a city permit to park in the neighborhood. Look into the associated costs and what to do about visitors who need parking.

Some tenants prefer garage parking near their units. However, an open-air lot may prove cheaper.

Keep in mind that the cost of wear and tear from parking outside can add up. It may be less expensive, in the long run, to look for an apartment with garage parking.