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luxury apartments
Last updated September 26 at 10:47 AM

502 Luxury Apartments for rent in Winter Park, FL

Luxury apartments in Winter Park offer upscale living and the best amenities. Look for luxury apartments in city centers or popular neighborhoods with swimming pools, fitness... Read Guide >
Elon at Winter Park Photo Gallery 1
1 of 29
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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Poste Winter Park Photo Gallery 1
1 of 24
1 Bedroom
$1,833
710 sqft
2 Bedrooms
$1,894
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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Central Place at Winter Park Photo Gallery 1
1 of 22
1 Bedroom
$1,209
550 sqft
2 Bedrooms
$2,045
911 sqft
3 Bedrooms
Ask
Located just minutes from State Road 436, the East/West Expressway and The Greenway. In-unit amenities include washer/dryer hookup, patio or balcony, and dishwasher. Community features pool, bike storage, parking and clubhouse.
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Liv at Winter Park Photo Gallery 1
1 of 17
Studio
Ask
1 Bedroom
$1,475
533 sqft
2 Bedrooms
$1,725
912 sqft
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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Westmount at Winter Park Photo Gallery 1
1 of 24
Studio
$1,555
409 sqft
1 Bedroom
$1,637
776 sqft
2 Bedrooms
$1,783
997 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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Calirosa Winter Park- 55+ Active Adult Photo Gallery 1
1 of 39
Senior Housing
1 Bedroom
$1,725
704 sqft
2 Bedrooms
$2,338
1000 sqft
Now Open! 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 41
1 Bedroom
$1,852
668 sqft
2 Bedrooms
$2,269
952 sqft
3 Bedrooms
Ask
Dwell well with us. Welcome to quintessential Vintage Winter Park, a residential community featuring One, Two & Three bedroom apartments in Winter Park, FL. Spacious layouts and amenties welcome you home, along with exceptional service and an ideal location within walking distance to shopping, dining and entertainment options.
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Juno Winter Park Photo Gallery 1
1 of 30
Studio
Ask
1 Bedroom
$1,957
657 sqft
2 Bedrooms
$2,409
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
$1,826
758 sqft
2 Bedrooms
$2,687
1078 sqft
3 Bedrooms
Ask
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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Summerlin at Winter Park Apartments Photo Gallery 1
1 of 24
1 Bedroom
$1,452
732 sqft
2 Bedrooms
$1,750
980 sqft
3 Bedrooms
$2,035
1232 sqft
These apartments for rent in Orlando are close to Full Sail University and the University of Central Florida. Offering pet-friendly apartments one, two, and three-bedroom floorplans, Summerlin at Winter Park envelops residents in convenience and fun. With one of the largest pools in this area, you can beat the heat and relax and then take a visit to our 24-hour fitness center, billiards table, or take Fido to our fenced-in dog park.
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Seven41 Winter Park Photo Gallery 1
1 of 52
Verified
6 Units Available
Studio
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1 Bedroom
$2,000
739 sqft
2 Bedrooms
$2,365
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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Signal Pointe Apartments Photo Gallery 1
1 of 30
1 Bedroom
$1,440
520 sqft
2 Bedrooms
$1,680
975 sqft
3 Bedrooms
$2,335
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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2029 Taylor Avenue Photo Gallery 1
1 of 15
4 Bedrooms
$2,945
1856 sqft
Get rewarded for rental payments and more through FirstKey Homes Rewards - a rewarding and fun loyalty program. Get the home you want and the value you deserve with FirstKey Homes. Use our website to Apply Online, Schedule a Self-Tour, Review Resident Qualifications or Search More Homes; or contact our leasing department for help today. Pets are welcome. Apply soon, homes can go fast! 4 bedroom, 3 bathroom home in Winter Park, FL, may be just the home for you. The fenced yard is great for kids and pets. W/D hookups will accommodate your own washer & dryer. FirstKey Homes, LLC is an Equal Housing Lessor under the FHA. Applicable local, state and federal laws may apply. Lease terms and conditions apply. This is not an offer to rent—you must submit additional information for review and approval. Listed features may not be accurate; confirm details with a leasing representative. Avoid rental scams; FirstKey Homes does not lease homes through Craigslist, SocialServe, LetGo or other classified advertising services. See FirstKey Homes website for full details and conditions. Listing photos are provided to help you select a home; photos are representative of the home but may not be exact. Colors and photo size may vary based on different resolutions, hue, brightness, contrast, or other photo variations. The photos or website may be modified, changed, or amended any time; if you have concerns, please schedule a tour prior to applying or leasing the listed home. This property allows self guided viewing without an appointment. Contact for details.
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600 W CALLAHAN STREET Photo Gallery 1
1 of 19
2 Bedrooms
$1,550
754 sqft
For Rent - Super cute 2 Bedroom, 1 Bath home in Winter Park! Walking distance to the Winter Park Village, Hannibal Square, Park Avenue and more. Recently updated this home sits on a large corner lot with privacy fence and has been freshly painted inside and out. Interior features include updated kitchen countertops, newer light fixtures, white tile flooring, and bright natural light. Home also has a newer roof and AC. Attached 1-car carport is a nice addition and very convenient. Lawn care is included in the lease. Pets will be considered by owner. No smoking allowed. Easy to show and available to for immediate move-in. Schedule a showing today.
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148 OAK GROVE ROAD Photo Gallery 1
1 of 22
3 Bedrooms
$2,095
1156 sqft
Available Sept 1st. Available for showings after Aug 8th. One or more photo(s) has been virtually staged. Amazing upgraded centrally located home. One story 3 bedrooms and 2 bathrooms. Location is amazing near jobs and main roads of Winter Park. High ceilings in living and master bedroom and bath. Enjoy with family and friends the spacious and bright open kitchen. Spacious master bathroom with separate tub and shower with double sinks. Cozy naturally shaded back patio, ideal for lunch or dining under the stars. House was upgraded recently. New roof, AC and window blinds for comfort and privacy. One car attached garage, two car driveway and spacious interior laundry make this home very special. New Backyard Fence to be installed, see two pictures showing area to be fenced. MOVE IN REQUIREMENTS: Credit Score +650. Step 1. Complete online Non-Refundable Application. Fee:$60/adult. http://www.prorentorlando.com/ All adults must apply. Step 2. Upon application approval, tenant(s) will pay with Cashier’s Check or Money Order. First month, last month and one month security deposits (month pro-rations if applicable). Non Refundable pet deposit $300.00 (up to 18 lbs. if applicable) and $150.00 Non-Refundable Lease Fee. Supporting documents include (and not limited to) last 3 months bank statements. Last 3 pay stubs W2.
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1751 WESTCHESTER AVENUE Photo Gallery 1
1 of 14
3 Bedrooms
$2,495
1300 sqft
3 bed / 2 bath Move-In ready. New vinyl floors and freshly painted. Property features a screened lanai, carport, and backyard. In close proximity to Downtown Winterpark's Park ave, Advent Health, Dubsdread golf course, restaurants across Orange ave, shopping, and more. Schedule a tour today!
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810 ENGLISH COURT Photo Gallery 1
1 of 30
3 Bedrooms
$3,800
1830 sqft
Available November 7, 2022! This gorgeous home, built in 2020 is a MUST SEE! 3 bed 2.5 bath, with office!! 810 English Ct. is within walking distance from Winter Park Village, Hannibal Square, Farmers Market, Park Avenue, Rollins College and more!! This home features a HUGE open floor plan, a kitchen designed for entertaining with a farm sink, all stainless steel appliances, granite counters, and a sizable island, high ceilings, fully fenced backyard, spacious driveway and 2 car garage, master bedroom balcony, an abundance of natural light and custom windows, large 4 section sliding glass doors leading to the tranquil patio, and much more! No pets. Washer/Dryer AND lawn care included! *** Security deposit (equal to first months rent) and first months rent required for move in. Must meet ALL qualifications for approval. *620+ credit, verifiable income must be 3x's the rent amount, no previous evictions, must receive rental history verification (if applicable)***
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1755 HOLLYWOOD AVENUE Photo Gallery 1
1 of 2
3 Bedrooms
$2,600
1630 sqft
Welcome home to this charming 3 bedroom, 2 bath home 1-story home in a well desired location in Winter Park. This home is situated on a quiet street with nearby shopping and medical facilities, as well as a short distance from the well-known Park Avenue and Baldwin Park. This home features a bright open floor plan with beautiful hardwood floors, lots of natural light provided by many windows in the living room and Florida room, generously sized bedrooms, large inside utility room and a spacious fenced backyard with oversized wooden patio/deck. This home is a perfect setting for entertaining or quiet evenings at home.
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332 HARRIS AVENUE Photo Gallery 1
1 of 17
3 Bedrooms
$2,300
1392 sqft
Quaint 3 bedroom 2 bath home situated on a corner lot on a quiet street! This home has been meticulously cared for from the inside out! The inside is bright and airy with a large size great room and spacious eat in kitchen with plenty cabinets and storage. Outside you find an oasis of beautifully landscaped grounds and garden path to sitting area! The large carport can double as a covered patio area with easy access to inside the home. This home also features beautiful outdoor pavers, a circular driveway for off street parking and an outdoor shower! This property is close to shopping, the newly built Health and Wellness Center, and a short ride to Park Ave or Baldwin Park restaurants and shops. Homes for rent like this are rare in this area so here is your opportunity to live on one of Winter Park's charming streets! Landscape and ground care is included in monthly rental price.
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508 W SWOOPE AVENUE Photo Gallery 1
1 of 19
4 Bedrooms
$9,500
4130 sqft
Under Construction. Completion end of September 2022 to be rented early October. Single family home. 4 bedrooms and 3.5 bathrooms equipped with an elevator. Can be rented furnished or unfurnished. Enjoy luxury living and premium sought after location at Vilasa Homes, the newest construction in Winter Park, FL 32789. Walk to Park Avenue lifestyle, arts and culture, mini-version of Manhattan’s Central Park, brick streets, historic neighborhoods, area’s hottest restaurants, shopping and the prestigious Rollins College. Modern finishes for this 3-story home personally selected by one of the nation’s top interior designers. Carefully selected design team of Nasrallah Architectural Group, Ted Maines Interiors and Jordan Builders. Alys Beach inspired incorporating wood accents, architectural stairway, wrought iron and three-story block construction all steps away from downtown Winter Park. Energy saving features such as Pella double pane windows and extra insulation. Homes will be prewired for surround sound, cameras, alarms system etc. Beautifully appointed- all wood flooring from Daltile/ Mohawk throughout, recessed lights, level 4 wall finishes, 10 ft ceilings on the main floor and 9 and 8 ft foot ceilings upstairs. Chef’s gourmet kitchen is complete with high-end flat panel cabinetry, Quartz countertops, island, Wolf gas cooktop, Subzero appliances, wine fridge and butler’s area all overlooking landscaping and greenery. Spacious master retreat and work/entertaining loft on second floor. Rest in your opulent tub and oversized walk in shower, Quartz countertops, designer tile, Koehler fixtures/ bathroom accessories and custom lighting treatments. 3 more stately suites that can be used for exercise, office or bedrooms and another additional loft for second family room or office. Generous closet and storage spaces. 2-car garages featuring insulated steel garage doors. Covered 18 x 8 ft back porch with natural gas hookup for grill. Convenient and minutes from Hillstone, Whole Foods, Trader Joes, restaurants and shopping. Top rated -9 hole Winter Park Golf Course, Casa Feliz, Morse Museum, water sports, Rollins and churches are all short stroll away.
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648 W WEBSTER AVENUE Photo Gallery 1
1 of 9
3 Bedrooms
$2,700
1300 sqft
Beautiful 3 Bedroom 2 Bathroom Renovated Home in the Quiet Carver Town Area of Winter Park. Located between Park Ave and Winter Park Village this location is perfect for those who want a relaxed area yet be close enough to everything. Open floorplan with new plank floors throughout the home. Kitchen has plenty of cabinet and countertop space with stone countertops, tile backsplash and stainless-steel appliances. Master bedroom suite has a walk-in closet along with a fully renovated bathroom. Home is partially furnished if needed. Rent includes electric, water and trash. Please call to schedule a showing today!
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633 DUNRAVEN DRIVE Photo Gallery 1
1 of 12
3 Bedrooms
$3,125
1896 sqft
This fully remodeled house is ready for you to call it home. The home features 3 bedrooms and 2 baths, a large kitchen/family room combo, wood burning fireplace and a large outdoor space that is perfect for entertaining. Located in Winter Park you are close to everything you want from dining and shopping and great schools. Keller Williams residents are enrolled in the Resident Benefits Package (RBP) which includes HVAC air filter delivery, credit building to help boost your credit score with timely rent payments, $1M Identity Protection, utility concierge service making utility connection a breeze during your move-in, our best-in-class resident rewards program and much more! More details upon application.
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1300 Indiana Avenue Photo Gallery 1
1 of 12
1 Bedroom
$1,575
600 sqft
2 Bedrooms
Ask
VR - Available Soon! Tenant occupied until 8/31/22. Cozy and quaint duplex unit! 1 Bed/1 Bath located in Winter Park!!! This unit has been lovingly renovated last year with new kitchen cabinets, appliances, granite counters, new fans, lights, sink, and so much more!! Stackable washer/dryer included for your convenience. Hard wood floors in the living room and dining room, with tile in kitchen. TWO closets. Bathroom was also renovated. AC system is 2 years old. New Roof too. Small pets ok. Water is included. This lovely property is a charmer! Property is located in a Great Area, Close to Shopping, Restaurants, Winter Park Village, Rollins College, Park Avenue, Local Winter Park Hospitals, and I-4. This property will not last long! Submit your application today!! Renters Insurance Required. Must Obtain and Show Proof Prior to Move In Date. By applying for this eligible property, Resident understands and agrees to auto-enrollment in the Utility & Maintenance Reduction Program, which includes AC filters being shipped to the property. Additional Fees Apply: Administration Fee $250 Pet Privilege Application Fee: $20 Pet Privilege Fee: $250/ On Time Fee, per pre-approved pet Pet Privilege Rent: $25/Monthly, per pre-approved pet Utilities & Maint Program: $15/mo (All Fees are subject to change without prior notice) Please Note: Applicant(s) maybe subject to HOA application fees, deposits, rules, policies, procedures, and processes. All County does not accept responsibility for HOA rental fees and/or board approval process.
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2965 Chantilly Ave Photo Gallery 1
1 of 13
3 Bedrooms
$2,440
1490 sqft
We are currently accepting applications. Contact us for more information or apply by visiting our website. For showing information, please call 833-774-6323: Wonderful 3-bedroom 2 bath home offering 1490 sq ft of living space, recently updated home. Beautiful home featuring a spacious floorplan. Great location in a great community. $75 application fee per adult (18+), $150 admin fee due at move-in. $20 per month fee due for scheduled HVAC filter deliveries monthly. Pets Accepted (Up to 3) with approval and payment of applicable fees. $300 non-refundable pet fee per pet and $50 pet screening fee per pet prior to move-in and $25 pet rent per pet, due monthly throughout the lease term. Breed restrictions apply. To review our Application Qualifying Criteria and Pet Guidelines prior to applying, click the link below: https://www.tampa-propertymanagement.net/prospective-tenants Raising Awareness - HomeRiver Group does not advertise properties on Craigslist, Facebook Marketplace, LetGo or other classified advertising websites. If you believe one of our properties has been listed on these sites by a scammer, please email us the address and a link to the ad at Tampa@HomeRiver.com. To see all available HomeRiver properties and application terms, please visit our website. $75 application fee per adult (18+), $150 admin fee due at move-in. $20 per month fee due for scheduled HVAC filter deliveries monthly. Pets Accepted (Up to 3) with approval and payment of applicable fees. $300 non-refundable pet fee per pet and $50 pet s
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Frequently Asked Questions

Frequently Asked Questions (FAQs)

How much is rent for a luxury apartment in Winter Park?

Rental prices for luxury apartments in Winter Park range from $1,250 to $9,500 per month.

How many luxury apartments are available for rent in Winter Park?

Currently, there are 44 luxury apartments 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 luxury apartments in Winter Park, FL

Luxury apartments in Winter Park offer upscale living and the best amenities. Look for luxury apartments in city centers or popular neighborhoods with swimming pools, fitness center, rooftop terraces, covered parking, and doormen.

Finding luxury apartments in Winter Park can be competitive, but there are usually several apartment complexes to choose from. Consider whether or not the amenities inside the apartment are as desirable as the shared amenities. The pool and tennis courts may look fantastic, but your kitchen could need an update. You should also consider the views and whether or not they fit your idea of luxurious living.

If cost is a factor, but you still want a luxury experience, try renting in a more residential neighborhood away from the action. Luxury apartments in Winter Park will be pricey no matter where you look, but some buildings will be less expensive than others