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Apartments for Rent in Winter Park, FL

Average rent

$1,750
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Alvista Winter Park - Photo 1 of 1

17h ago

9.6

Excellent

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Alvista Winter Park

3935 Sutton Place Blvd, Winter Park, FL 32792

In-unit laundry | On-site laundry | Swimming pool

1–2 beds

1–2 baths

$1,238–$3,079

Apartment for rent

Resort-Style Living Near Orlando Highlights

Residents of Alvista Winter Park enjoy luxury living with stainless steel appliances, vaulted ceilings, and private patios. Located near Full Sail University, the community offers a resort-style pool, bark park, and courts for tennis, volleyball, and basketball. The fitness center and rock climbing wall add more active lifestyle options within the controlled-access grounds.

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Central Place At Winter Park - Photo 1 of 1
Rent special

1h ago

10

Excellent

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Central Place At Winter Park

7000 University Blvd, Winter Park, FL 32792

Air conditioning | On-site laundry | Swimming pool

1–3 beds

1–2 baths

$1,205–$2,075

Price drop

Apartment for rent

Modern Comfort & Active Living in Winter Park

Located in Winter Park, FL, Central Place offers contemporary one to three-bedroom apartments with sleek finishes and spacious layouts. Residents enjoy two resort-style pools, a state-of-the-art fitness center, and courts for basketball and pickleball. Positioned near Full Sail University and downtown Winter Park, the community blends convenience, modernity, and an active lifestyle.

Summary of resident reviews

Central Place At Winter Park residents praise its convenient location, friendly staff, and effective maintenance team. The 24/7 gym and affordable rent make it ideal for students. Many appreciate the management's helpfulness and organized events. Some mention occasional bug problems, but highlight the team's responsiveness and overall comfort and safety.

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Stonecastle - Photo 1 of 1
Rent special

4h ago

9.6

Excellent

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Verified

Stonecastle

2015 New Stonecastle Ter, Winter Park, FL 32792

In-unit laundry | Air conditioning | Garage parking

1–3 beds

1–2 baths

$1,374–$2,620

Price drop

Apartment for rent

Stylish Comfort with Resort-Like Amenities

Located in Winter Park, Stonecastle Apartments offer spacious living with modern comforts like in-home washers and dryers, stainless steel appliances, and smart thermostats. Residents can enjoy community perks like a refreshing swimming pool, fitness center, and resident clubhouse. Discover upgraded finishes, air conditioning, and scenic views that make living more the new standard.

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Westmount at Winter Park - Photo 1 of 1
Rent special

1d ago

9.9

Excellent

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Verified

Westmount at Winter Park

1701 Lee Rd, Winter Park, FL 32789

In-unit laundry | Air conditioning | Swimming pool

Studio–3 beds

1–2 baths

$1,250–$2,112

Apartment for rent

Serene Lakeside Living with Modern Comforts

Residents of Westmount at Winter Park enjoy stylish apartments featuring vinyl plank flooring and large closets, complemented by in-home washers and dryers. This pet-friendly community offers access to a shimmering swimming pool, an inviting fire pit, and a fitness center for active lifestyles. Embrace the peaceful ambiance of the serene on-site lake while connecting with friends at the grilling station. Comfort and convenience come together to create a welcoming home for all.

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1835 Edwin Blvd - Photo 1 of 1

5d+ ago

House for rent in Winter Park

1835 Edwin Blvd, Winter Park, FL 32789

In-unit laundry | Garage parking | On-site laundry

3 beds

2 baths

$3,450

$3,345

Price drop

House for rent

Charming Bungalow Near Winter Park Historic District

This delightful 3-bedroom, 2-bathroom bungalow combines classic charm with modern comforts. Features include a beautifully updated kitchen with stainless steel appliances and granite countertops, and an inviting living area with elegant wood flooring. An enclosed sunroom offers a perfect spot to enjoy sunny days, while the manicured, fenced yard provides privacy. With a one-car garage and convenient interior laundry, this property is a perfect blend of style and functionality.

1871 Meadowgold Ln - Photo 1 of 1

5d+ ago

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1871 Meadowgold Ln, Winter Park, FL 32792

Garage parking | Walk-in closets | Ceiling fan

3 beds

2 baths

$2,530

House for rent

Available Dec 8

Modern Smart Home with Spacious Yard & Upgrades

This inviting 3-bedroom, 2.5-bath home features a modern open layout with vinyl plank flooring, quartz countertops, and stainless steel appliances. Enjoy the comforts of a smart home with a programmable thermostat and central A/C. The spacious yard offers plenty of room for outdoor activities, ideal for pets. With an attached garage and ample storage, convenience meets style in this well-maintained, pet-friendly residence. Perfect for modern living in a desirable neighborhood!

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7757 Fox Knoll Pl - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

Garage parking | Walk-in closets | Ceiling fan

3 beds

2 baths

$2,455

$2,195

Price drop

House for rent

Available Oct 10

Modern Home with Smart Features & Spacious Yard

This inviting 3-bedroom, 2-bathroom home boasts a smart layout with features like vaulted ceilings and granite countertops. Enjoy the open floor plan and a screened porch that leads to a large fenced yard, perfect for pets. With central air and a convenient attached garage, this pet-friendly residence in a desirable neighborhood combines comfort and modern living seamlessly. Plus, experience the ease of the Progress Smart Home technology for added convenience.

200 Saint Andrews Blvd - Photo 1 of 1

5d+ ago

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2BR/1.5BA

200 Saint Andrews Blvd, Winter Park, FL 32792

In-unit laundry | Dishwasher | Oven

2 beds

1 bath

$2,000

Apartment for rent

Modern 2-Bed Apartment with Prime Amenities

This contemporary 2-bedroom, 1.5-bath apartment offers 1,219 sq. ft. of comfort and style. Enjoy a fully equipped kitchen featuring a dishwasher, range, and refrigerator, paired with convenient water inclusion. With spacious living areas and modern finishes, this apartment is perfect for those seeking a vibrant and comfortable lifestyle. Experience relaxed living with all the essential amenities right at your doorstep.

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1817 Loch Berry Rd #NA - Photo 1 of 1

5d+ ago

Our team has verified this company

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$3,600 - 3 Bedroom 2 Bathroom Updated House In Winter Park With Great Amenities

1817 Loch Berry Rd #NA, Winter Park, FL 32789

In-unit laundry | Air conditioning | Assigned parking

3 beds

2 baths

$3,600

House for rent

Available Dec 13

1860 Via Contessa #NA - Photo 1 of 1

5d+ ago

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Verified

Newly Renovated - 8 Bedroom 6 Bathroom House In Winter Park

1860 Via Contessa #NA, Winter Park, FL 32789

In-unit laundry | Air conditioning | Garage parking

8 beds

6 baths

$16,550

House for rent

Available Sep 1

Expansive 7,000 SF Home with Elegant Features

Embrace luxury in this stunning 7,000 SF residence featuring 8 bedrooms and 6 baths. The open-concept design showcases beautiful hardwood floors and a chef-inspired kitchen with quartz countertops and double ovens. Two expansive primary suites offer serene retreats. The versatile lower level includes an in-law suite, gym, and game room. Enjoy seamless indoor-outdoor living with a covered patio and pool deck, all in a peaceful cul-de-sac, close to Park Avenue and excellent schools.

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Dishwasher

In-Unit Laundry

Outdoor Space

Swimming Pool

1681 Woodland Ave #NA - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1681 Woodland Ave #NA, Winter Park, FL 32789

In-unit laundry | Furnished | Air conditioning

3 beds

2 baths

$4,100

House for rent

Available Oct 16

Exquisite Renovated Home with Saltwater Pool Oasis

Nestled on a charming cobble stone road, this beautifully renovated 3-bedroom, 2-bathroom home boasts an upscale chef's kitchen, stone and wood flooring, and a stylish electric fireplace. Enjoy separate living areas and a large custom garage. Outdoors, relax in professionally designed gardens and a saltwater pool surrounded by elegant stone flooring. Ideal for dog lovers, this location is minutes from shopping, dining, and outdoor activities, making it a perfect retreat in historic Winter Park.

1821 Carrigan Ave - Photo 1 of 1

1d ago

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1821 Carrigan Ave Winter Park, FL 32789

1821 Carrigan Ave, Winter Park, FL 32789

Hardwood floor | Walk-in closets

4 beds

2 baths

$2,810

$2,535

Price drop

House for rent

Available Oct 9

Modern Florida Retreat with Smart Home Features

Enjoy a blend of style and convenience in this pet-friendly 4-bedroom, 2-bath home featuring hardwood floors and a functional kitchen with stainless steel appliances and granite countertops. The open floorplan is perfect for gatherings, while the private backyard invites outdoor fun. Benefit from included Smart Home technology and professional property management, making life easier in this spacious 1,964 sq. ft. residence.

630 N Lakemont Ave - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

630 N Lakemont Ave, Winter Park, FL 32792

Balcony | Swimming pool | Storage

3 beds

2 baths

$2,310

$2,075

Price drop

House for rent

Inviting Home with Pool & Patio for Relaxation

This charming 3-bedroom, 2-bathroom property features 1,553 sq. ft. of comfortable living space. Enjoy abundant storage with large closets and a refreshing pool for sunny days. The outdoor patio offers a perfect spot to unwind. Convenience is enhanced with laundry hookups, making this home a delightful retreat. Pet-friendly and ready for new memories!

123 Oak Grove Rd - Photo 1 of 1

5d+ ago

Our team has verified this company

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123 Oak Grove Rd Winter Park, FL 32789

123 Oak Grove Rd, Winter Park, FL 32789

Garage parking

3 beds

2 baths

$1,825

House for rent

Available Sep 19

Renovated Home with Smart Features & Stainless Steel Appliances

This pet-friendly 3-bedroom, 2-bathroom home offers a convenient layout featuring a garage and luxurious vinyl plank flooring. Enjoy the benefits of a Smart Home equipped with a video doorbell and newly added stainless steel appliances. The home is professionally managed and comes with essential amenities like high-speed internet, air filter delivery, and utility services for a hassle-free leasing experience. With a total of 1,030 square feet, it's ideal for comfortable living!

2631 Ambergate Rd - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

2631 Ambergate Rd Winter Park, FL 32792

2631 Ambergate Rd, Winter Park, FL 32792

3 beds

2 baths

$2,395

$2,140

Price drop

House for rent

Available Oct 16

Charming Home with Smart Features & Spacious Yard

Embrace a worry-free lifestyle in this pet-friendly 3-bedroom, 2-bath home featuring quality amenities. The spacious 1,405 sq ft layout boasts luxury vinyl plank flooring and a finished kitchen with granite countertops and stainless steel appliances. Enjoy the benefits of Smart Home technology and professional maintenance. A lovely backyard provides ample space for relaxation and outdoor activities. Experience the comfort and convenience of modern living in this beautifully equipped home.

200 Saint Andrews Blvd - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1BR/1.0BA

200 Saint Andrews Blvd, Winter Park, FL 32792

Dishwasher | Oven | Microwave

1 bed

1 bath

$1,350

Apartment for rent

Cozy 1-Bed Apartment with Modern Amenities

This charming 1-bedroom, 1-bath apartment spans 727 square feet, offering a comfortable living space with essential appliances including a dishwasher and microwave. Enjoy the convenience of modern living in a cozy setting, perfect for relaxation and ease.

Sovereignty at Winter Park - Photo 1 of 1

15h ago

8.8

Very good

Sovereignty at Winter Park

7745 Brandywood Cir, Winter Park, FL 32792

In-unit laundry | Air conditioning | Swimming pool

1–2 beds

1–2 baths

$1,275–$2,848

Apartment for rent

Suburban Comfort with Easy Access to Nature

Welcome home to a vibrant suburban community! This pet-friendly retreat offers easy access to nearby lakes and parks, perfect for outdoor enthusiasts. Residents enjoy spacious apartments featuring vaulted ceilings, walk-in closets, and modern appliances. Amenities include a fitness center, swimming pool, and tennis courts, ensuring a lifestyle of comfort and fun. Experience the perfect blend of convenience and leisure in a lively neighborhood filled with shops and entertainment!

Review from the web

Since it's a new year and I may re-sign in a few months for a 5th year, I felt it was necessary to give the team the props they deserve. Tim does a great job any time something is needed and does a professional job managing a top tier crew. Jackie has been great since day one. She was extremely efficient during the onboarding and is super knowledgeable with the process. Jackie is a solid staple in this community and is very much appreciated for being here. Romaine and Chris help ensure the property is well maintained and do not hesitate to help in any way they can. They both keep the area clean, put together, and watch out for any issues that may arise. The entire team does a great job with the day to day! The community itself is very quiet and the neighbors are respectful of each other. I would highly recommend Sovereignty at Winter Park to anyone.

- J T on Jan 16, 2024
Tuscany Villas | 1 & 2 Bedroom Apartments in Winter Park, FL - Photo 1 of 1

19h ago

8.5

Very good

Tuscany Villas | 1 & 2 Bedroom Apartments in Winter Park, FL

3656 N Goldenrod Rd, Winter Park, FL 32792

On-site laundry | Swimming pool | Dishwasher

1 bed

1 bath

$1,599

Apartment for rent

Serene Living with a Refreshing Community Pool

Tuscany Villas | 1 & 2 Bedroom Apartments in Winter Park, FL offers a peaceful retreat with exceptional amenities. Residents enjoy open kitchens, walk-in closets, and in-home laundry for ultimate convenience. The inviting community pool is perfect for relaxation or socializing, while the surrounding area boasts charming boutiques, art galleries, and beautiful parks. Experience a welcoming atmosphere complemented by exceptional customer service. This community is designed for a serene lifestyle in vibrant Winter Park!

Summary of resident reviews

Residents enjoy the friendly atmosphere and great neighbors at Tuscany Villas, praising the prompt and professional assistance from staff like Laura and Birte during the leasing process. Many appreciate the remodeled units and competitive pricing. However, individual preferences about unit layouts or amenities may vary, highlighting the diverse needs within the community.

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Summerlin at Winter Park Apartments - Photo 1 of 1
Rent special

1d ago

8.8

Very good

Summerlin at Winter Park Apartments

3207 Rosebud Ln, Winter Park, FL 32792

In-unit laundry | Furnished | On-site laundry

1–3 beds

1–2 baths

$1,293–$2,874

Apartment for rent

Dive into Leisure at Summerlin's Oasis

Nestled near major universities, Summerlin at Winter Park offers spacious pet-friendly apartments with one of the area's largest pools. Enjoy a 24-hour fitness center, a relaxing billiards table, and a fenced dog park. Conveniently equipped with in-unit laundry, walk-in closets, and private balconies or patios, this community offers vibrant living with a focus on comfort and connectivity.

Summary of resident reviews

Residents praise Summerlin at Winter Park Apartments for its attentive and professional staff, particularly maintenance worker Chris and office team member Rosalyn, who are noted for being helpful and responsive. The community is admired for its beautiful landscaping and spacious interiors. Some have unique personal experiences, but the overall sentiment remains positive, describing it as homely and well-maintained.

The Taylor at Winter Park - Photo 1 of 1
Rent special

1d ago

8.8

Very good

The Taylor at Winter Park

2000 Village Ln, Winter Park, FL 32792

Air conditioning | On-site laundry | Swimming pool

Studio–3 beds

1–2 baths

$991–$2,295

Apartment for rent

Serene Living Near Orlando's Best Attractions

Experience comfort and tranquility at The Taylor at Winter Park, featuring newly renovated 1-, 2-, and 3-bedroom apartments with sleek interiors, screened porches, and private balconies. Nestled just 5 miles north of Orlando, residents enjoy easy access to Interstate 4, local schools, restaurants, and popular hot spots. Stunning garden-style landscaping and spacious layouts promote a healthy, zen lifestyle in this pet-friendly community.

Mizell at Winter Park - Photo 1 of 1
Resident insights

1d ago

8.8

Very good

Mizell at Winter Park

600 N Semoran Blvd, Winter Park, FL 32792

Air conditioning | On-site laundry | Balcony

1–2 beds

1–2 baths

$1,195–$1,470

Apartment for rent

Convenient Living Near Fun & Nature Awaits

Located in Winter Park, Mizell offers a vibrant apartment community close to shopping, dining, and parks. Residents enjoy a fitness center, clubhouse, and swimming pool. Modern units feature air conditioning, balconies, and washer/dryer hookups, while the community is pet-friendly and just 9 miles from Orlando. Experience everything this lively area has to offer!

Summary of resident reviews

Residents appreciate the quiet atmosphere and friendly community at Mizell at Winter Park, often remarking on great neighbors and helpful management. The pet-friendly policy and convenient location near shops are also highlighted positively. Some diverging views mention that while many feel comfortable, individual experiences may vary, especially regarding neighbor interactions.

1695 Lee Rd Apt D212 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

1695 Lee Rd Apt D212, Winter Park, FL 32789

In-unit laundry | Air conditioning | Swimming pool

2 beds

1 bath

$1,400

Condo for rent

Modern Condo with Pool & Tennis Court Perks

This charming 2-bedroom, 1-bath condo features an open floor plan and a convenient walk-in closet, all within the serene Waterfall Cove community. Located steps away from shopping and dining, enjoy community amenities including a swimming pool, tennis court, and playground. Rent includes basic cable, internet, grounds care, and pest control. Easy access to I-4 makes this a perfect blend of comfort and convenience for your lifestyle.

1734 Willa Cir - Photo 1 of 1

5d+ ago

House for rent in Winter Park

3 beds

2 baths

$2,450

House for rent

Modern Comfort with Private Backyard Retreat

This beautifully maintained 3-bedroom, 2-bath home offers an inviting open split-bedroom floor plan and a modern kitchen with breakfast bar. Enjoy the large screened patio overlooking a private, fenced backyard—ideal for relaxation and entertaining. Recent upgrades include brand-new tile flooring, a renovated primary suite with dual marble vanities, and no HOA. Conveniently located near top-rated schools and easy access to SR-417, this move-in ready home is perfect for serene living in Winter Park.

1919 Azalea Ave - Photo 1 of 1

5d+ ago

House for rent in Winter Park

1919 Azalea Ave, Winter Park, FL 32792

In-unit laundry | On-site laundry | Dishwasher

2 beds

1 bath

$2,000

$1,875

Price drop

House for rent

Charming Updated Home with Spacious Yard

Enjoy affordable living in this updated 2-bedroom, 1-bath home featuring a large landscaped yard on a peaceful dead-end street. Relax on the spacious screened back patio, ideal for long weekends. The modern kitchen and bathroom add to the appeal, and in-unit laundry provides convenience. At 960 sq ft, this cozy residence is ready for immediate occupancy and won't last long!

918 Gloriosa Ave - Photo 1 of 1

5d+ ago

House for rent in Winter Park

House for rent

Bright & Inviting Winter Park Home with Backyard Bliss

Experience the charm of this lovely 3-bedroom, 2-bath home with a bright open layout, featuring a spacious kitchen and a cozy living area filled with natural light. The private primary suite offers a perfect retreat, while the lovely backyard is ideal for enjoying morning coffee or weekend gatherings. Conveniently located near shopping, dining, parks, and top-rated schools, this home blends comfort, style, and unbeatable convenience.

1000 S Semoran Blvd - Photo 1 of 1

5d+ ago

Golfside condo for rent in Winter Park

1 bed

1 bath

$1,299

Condo for rent

Charming First-Floor Condo in Golfside Villas

This spacious one-bedroom, one-bath condominium offers a bright living area and dining room with access to a patio. The updated open kitchen features new stainless steel appliances. Ideally located, it's just minutes from Baldwin Park and Full Sail, with easy access to downtown Winter Park, UCF, and Orlando International Airport. Enjoy the comfort and convenience of this move-in-ready home in a vibrant community!

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263 Blossom Ln - Photo 1 of 1

6h ago

House for rent in Winter Park

Single Family Residence - WINTER PARK, FL

263 Blossom Ln, Winter Park, FL 32789

In-unit laundry | Ceiling fan | Storage

2 beds

1 bath

$2,150

$1,950

Price drop

House for rent

Beautifully Remodeled Home with Lake Access

Experience the charm of this remodeled 2-bedroom, 1-bath home featuring an open living and dining area, a modern kitchen with granite counters and stainless appliances, and sleek terrazzo floors throughout. Enjoy a screened patio with storage, a generously sized master bedroom, and a fully fenced yard. Deeded access to Lake Killarny offers endless fun with water activities. Conveniently located near parks, highways, and vibrant downtown Orlando.

3107 Ash Park Loop - Photo 1 of 1

10h ago

House for rent in Winter Park

3 beds

2 baths

$2,395

House for rent

3440 N Goldenrod Rd #537 - Photo 1 of 1

11h ago

Apartment for rent in Winter Park

3440 N Goldenrod Rd #537, Winter Park, FL 32792

In-unit laundry | Swimming pool | Fitness center

1 bed

1 bath

$1,243

Apartment for rent

3440 N Goldenrod Rd #1412 - Photo 1 of 1

11h ago

Apartment for rent in Winter Park

3440 N Goldenrod Rd #1412, Winter Park, FL 32792

In-unit laundry | Swimming pool | Fitness center

3 beds

2 baths

$1,534–$1,616

Apartment for rent

3440 N Goldenrod Rd #312 - Photo 1 of 1

11h ago

Apartment for rent in Winter Park

3440 N Goldenrod Rd #312, Winter Park, FL 32792

In-unit laundry | Swimming pool | Fitness center

2 beds

2 baths

$1,662

Apartment for rent

3440 N Goldenrod Rd #1132 - Photo 1 of 1

11h ago

Apartment for rent in Winter Park

3440 N Goldenrod Rd #1132, Winter Park, FL 32792

In-unit laundry | Swimming pool | Fitness center

1 bed

1 bath

$1,433

Apartment for rent

3014 Antique Oaks Cir - Photo 1 of 1

11h ago

Condo for rent in Winter Park

3014 Antique Oaks Cir, Winter Park, FL 32792

In-unit laundry | Air conditioning | Swimming pool

1 bed

1 bath

$1,550

$1,345

Price drop

Condo for rent

Charming Condo with Pool in Prime Winter Park Locale

This delightful bottom-floor condo features tile flooring throughout, including a bedroom with a spacious walk-in closet. Enjoy serene moments on the screened porch or take advantage of the community pool and playground. With convenient in-unit laundry and water included in rent, this cozy 1-bed, 1-bath unit offers both comfort and convenience just minutes from shopping and groceries. Perfect for pet lovers with a max of two vehicles allowed!

2458 Grand Teton Cir #1 - Photo 1 of 1

1d ago

Condo for rent in Winter Park

$3 Bedroom 2 Bathroom Condo In Winter Park

2458 Grand Teton Cir #1, Winter Park, FL 32792

In-unit laundry | Air conditioning | Assigned parking

3 beds

2 baths

$2,250

Condo for rent

Available Oct 31

Stylishly Renovated Condo with Pool & Tennis Courts

This fully renovated 3-bedroom, 2-bathroom condo features a modern design with a heated lanai, brand new appliances, and ceramic flooring. Enjoy community amenities like a clubhouse, pool, and tennis courts. Located just a short walk from shopping essentials, it’s move-in ready and perfect for those seeking comfort and convenience in a peaceful setting. Don't miss this fantastic living opportunity!

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Winter Park Condo FOR LEASE - Photo 1 of 1

1d ago

8.3

Very good

Winter Park Condo FOR LEASE

2045 S Lakemont Ave, Winter Park, FL 32792

In-unit laundry | Dishwasher | Microwave

2 beds

1 bath

$1,750

Apartment for rent

Suburban Bliss Near Lake Baldwin & Pet-Friendly Fun

Located in the Historic Baldwin Park, this pet-friendly sanctuary offers a suburban blend with parks, trails, and a vibrant community. Freshly remodeled, its inviting interiors feature a new kitchen with granite countertops and stainless steel appliances, along with spacious views of Baldwin Park and a serene pond. Enjoy easy access to restaurants, shops, and highly-rated schools. Perfect for outdoor lovers, this home is steps away from Lake Baldwin’s dog park, ideal for a lifestyle filled with activity and relaxation!

1641 Chestnut Ave - Photo 1 of 1

1d ago

House for rent in Winter Park

1641 Chestnut Ave, Winter Park, FL 32789

Hardwood floor | Outdoor space

3 beds

3 baths

$3,495

$3,295

Price drop

House for rent

Charming Home with Modern Flair & Private Patio

This beautifully updated 3-bedroom, 3-bathroom residence combines classic charm with modern comforts. Gleaming hardwood floors flow through the light-filled layout, leading to a cozy, window-lined kitchen. The serene primary suite features high ceilings and outdoor views. Enjoy the fenced backyard and private brick patio for relaxation. Conveniently located near parks, schools, and vibrant shopping on Park Avenue, this home offers the perfect blend of tranquility and accessibility.

2336 High St - Photo 1 of 1

1d ago

House for rent in Winter Park

4 BR / 2 BA Home In Winter Park

2336 High St, Winter Park, FL 32792

On-site laundry | Walk-in closets | High ceilings

4 beds

2 baths

$2,295

$1,950

Price drop

House for rent

Available Nov 4

Spacious 4-Bedroom Home with Vaulted Ceilings

Enjoy contemporary living in this spacious 4-bedroom, 2-bathroom home, featuring 1,925 sq. ft. of stylish space. Highlights include a lovely eat-in kitchen, a grand primary suite with vaulted ceilings and walk-in closet, and a fenced yard perfect for pets. Located near shops, restaurants, and schools, this pet-friendly residence combines comfort and convenience for an ideal lifestyle.

La Aloma Apartments - Photo 1 of 1

1d ago

8.5

Very good

La Aloma Apartments

3040 Aloma Avenue, Winter Park, FL 32792

Air conditioning | On-site laundry | Balcony

1–2 beds

1–2 baths

$1,450–$1,625

Apartment for rent

Available Jun 7

Peaceful Retreat with Poolside Bliss

Residents of La Aloma Apartments enjoy a tranquil living experience near Orlando. The community offers two sparkling pools, a fitness center, and onsite laundry. Spacious units feature balconies, central heat, air conditioning, and ceiling fans, providing comfort and convenience in a lively setting.

520 N Orlando Ave #126 - Photo 1 of 1

1d ago

Apartment for rent in Winter Park

Balcony | Fitness center | Elevator

1 bed

1 bath

$1,750

Apartment for rent

Available Nov 12

3440 N Goldenrod Rd #611 - Photo 1 of 1

1d ago

Apartment for rent in Winter Park

3440 N Goldenrod Rd #611, Winter Park, FL 32792

In-unit laundry | Swimming pool | Fitness center

1 bed

1 bath

$1,383

Apartment for rent

4087 Waterview Loop - Photo 1 of 1

1d ago

House for rent in Winter Park

4087 Waterview Loop, Winter Park, FL 32792

On-site laundry | Fireplace | High ceilings

3 beds

2 baths

$2,445

House for rent

Available Dec 12

2553 Galliano Cir - Photo 1 of 1

2d ago

Townhouse for rent in Winter Park

2553 Galliano Cir, Winter Park, FL 32792

Garage parking | Controlled access | Dishwasher

3 beds

2 baths

$2,000

House for rent

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931 Cypress Ave - Photo 1 of 1

2d ago

Garden Acres house for rent in Winter Park

3 beds

1 bath

$2,150

House for rent

216 Rippling Ln #NA - Photo 1 of 1

2d ago

House for rent in Winter Park

216 Rippling Ln #NA, Winter Park, FL 32789

In-unit laundry | On-site laundry | Assigned parking

3 beds

2 baths

$3,500

$3,300

Price drop

House for rent

Available Nov 10

Bright & Spacious Retreat with Lake Access

This inviting 3-bedroom, 2-bathroom home features an open floor plan that welcomes natural light, ideal for relaxation and entertaining. Enjoy a gated oversized backyard, perfect for outdoor activities, and exclusive access to Lake Killarney for paddle boarding or kayaking. Located just minutes from top dining and shopping spots, this dog-friendly residence includes central air, hardwood floors, and utilities like gas, internet, and water are included in the rent.

1847 Bachman Way - Photo 1 of 1

2d ago

House for rent in Winter Park

3 beds

2 baths

$2,095

House for rent

Charming 3-Bedroom Home with Community Pool

This 3-bedroom, 2.5-bathroom home offers a practical open layout with laminate and tile flooring throughout. Enjoy a first-floor master suite with private bath and two additional bedrooms upstairs. The eat-in kitchen features glass doors leading to a fenced backyard. A one-car garage adds convenience, while community amenities include a refreshing pool, perfect for relaxing on warm days. Experience comfort and accessibility in a delightful setting!

960 Georgia Ave - Photo 1 of 1

2d ago

House for rent in Winter Park

4 beds

4 baths

$5,100

$4,950

Price drop

House for rent

Classic Home with Pool & Lush Outdoor Oasis

This stunning 4-bedroom, 4-bathroom residence offers 3,654 sq ft of living space on a lush half-acre corner lot. The family room features soaring windows and a cozy fireplace, while French doors lead to a serene master suite complete with a private courtyard. Enjoy the Florida sunshine by the inviting pool and hot tub, surrounded by beautiful landscaping and privacy hedges. Ideal for entertaining, with lawn care, pest control, and pool maintenance included for a hassle-free lifestyle.

2031 Temple Dr - Photo 1 of 1

3d ago

Apartment for rent in Winter Park

2031 Temple Dr, Winter Park, FL 32789

Swimming pool | Concierge service | On-site management

3 beds

2 baths

$5,150

$4,750

Price drop

Apartment for rent

Available Oct 10

Bright & Spacious Retreat with Private Pool Oasis

This inviting 3-bedroom, 2-bath apartment offers a blend of comfort and style in a lovely suburban setting. Enjoy abundant natural light, designer touches throughout, and a fully fenced backyard complete with a private pool—perfect for relaxation or hosting gatherings. With lawn and pool service included, this home is ideally located just minutes from vibrant Park Avenue's shops and restaurants. A pet-friendly haven with modern amenities awaiting!

1710 Aster Dr - Photo 1 of 1

4d ago

House for rent in Winter Park

Swimming pool | Walk-in closets | Storage

3 beds

2 baths

$3,200

House for rent

Available Nov 7

Stunning Pool Home with Modern Upgrades Awaits!

This beautifully renovated 3-bedroom, 2-bath pool home features over 1,600 sq ft of entertainment space, two living rooms, and a spacious kitchen with quartz countertops. Enjoy a cozy wood-burning fireplace, large fenced backyard, and a screened-in porch perfect for gatherings. The primary suite boasts a walk-in closet and updated bath, while the convenience of no HOA adds to its charm. Every corner reflects style and comfort in this Winter Park retreat!

2651 Cayman Way - Photo 1 of 1

4d ago

Condo for rent in Winter Park

Winter Park Condo at Windward Square

2651 Cayman Way, Winter Park, FL 32792

In-unit laundry | Assigned parking | Ceiling fan

2 beds

2 baths

$1,600

Condo for rent

Available Dec 1

Cozy Condo with Patio & Community Amenities

This charming 2-bedroom, 2-bath condo features a large fenced patio, perfect for outdoor relaxation. Enjoy mature landscaping, in-unit laundry, and a bright, inviting atmosphere. Community perks include a refreshing pool, tennis courts, and shuffleboard, ideal for an active lifestyle. Conveniently located with assigned parking, this home is perfect for those seeking comfort and community in a friendly setting.

939 Aragon Ave - Photo 1 of 1

4d ago

House for rent in Winter Park

In-unit laundry | Dishwasher | Outdoor space

2 beds

2 baths

$2,450

House for rent

Charming 2-Story Home with Inviting Outdoor Space

Enjoy a delightful blend of comfort and style in this beautiful 2-bedroom, 2-bathroom home featuring a spacious family room with a wood-burning fireplace and a large patio for outdoor relaxation. The downstairs bedroom boasts a stylish bathroom with a freestanding tub, while the upstairs offers a loft area. With new paint, plush carpet, and modern updates, this pet-friendly residence ensures convenient living near Park Avenue and outstanding schools. Lawn care is included!

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Updated: November 12, 2025

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Learn more about renting in Winter Park, FL

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Local insights: What it's like to live in Winter Park, FL

Winter Park, FL, offers a blend of beautiful parks and lakes, making it a pleasant place for outdoor activities like jogging and biking. Residents appreciate the vibrant local arts scene, with frequent events and galleries to explore. The area is noted for its excellent schools, which is a significant draw for families. However, some locals mention frustrations with traffic and parking, especially around the popular Park Avenue shopping district, where congestion can be a hassle during peak times.

How much is the average rent in Winter-Park, FL for 1-bedroom and 2-bedroom apartments?

The median rent for a one-bedroom apartment in Winter Park, FL is $1,349, while a two-bedroom apartment averages $1,649.

Are rents going up or down in Winter-Park, FL?

Rents in Winter Park, FL have experienced a slight decline in 2024, with average monthly rents decreasing by 3.1% year-over-year.

When is the best time to look for an apartment in Winter-Park, FL?

The best time to look for an apartment in Winter Park, FL is during the less competitive months of April and January, when prices may be lower, although the selection might be limited.

Are there pet-friendly apartments in Winter-Park, FL?

Yes, approximately 62% of the listings in Winter Park, FL are pet-friendly with some restrictions.

Are utilities usually included in rent in Winter-Park, FL?

Only about 11% of the listings in Winter Park, FL include utilities in the rent.

Methodology: How we got this data

Zumper’s proprietary rental data fuels our analysis. Rent and market trends, availability, neighborhood popularity, and lifestyle scores are all calculated using real-time and 2024 rental inventory and prices.

Our Lifestyle Categories ("great for eco-living," "great for social life," "great for pet owners," etc.) are determined by set criteria, against which we score each listing and its available features. At the neighborhood level, we calculate the listing count for each category to determine which lifestyles best fit each area.

Zumper, founded in 2012, is North America’s largest privately-owned rental platform, offering over 1 million listings across the U.S. and Canada. Stay informed on the latest trends and shifts in the rental market with our monthly National Rent Report, your go-to resource for key insights into the evolving rental landscape.

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