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Apartments for Rent in Winter Park, FL

Average rent

$1,779
increased by6%

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Alvista Winter Park - Photo 1 of 1

16h ago

9.6

Excellent

Our team has verified this company

Verified

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

$1,258–$3,003

Price drop

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

8h ago

10

Excellent

Our team has verified this company

Verified

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

$1,200–$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

5h 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

$1,375–$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–$2,131

Price drop

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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The Fisher Apartments, Winter Park | 1–2 Months Free - Photo 1 of 1

5d+ ago

8.5

Very good

The Fisher Apartments, Winter Park | 1–2 Months Free

2001 Glenridge Way, Winter Park, FL 32792

Air conditioning | On-site laundry | Swimming pool

2 beds

1 bath

$1,799–$1,999

Apartment for rent

Modern Living with Poolside Relaxation Awaits

Discover modern, pet-friendly apartments just steps from Lake Baldwin Trail. This community offers high-speed Wi-Fi, premium appliances, and smart-home tech. Enjoy amenities like a refreshing pool, a gated dog park, and an outdoor kitchen. With a limited-time offer of 1–2 months free rent, The Fisher is the perfect blend of comfort and convenience in Central Florida's sought-after neighborhood. Don't miss out on this fantastic opportunity!

Summary of resident reviews

Residents at The Fisher Apartments appreciate the exceptional management, welcoming community, and top-notch amenities like a pool, dog park, and grilling areas. Many highlight the convenient location near Baldwin Park for jogging and socializing. Some mention noise from upstairs neighbors, but overall, the atmosphere feels friendly and family-oriented.

2441 Fifeshire Dr - Photo 1 of 1

5d+ ago

House for rent in Winter Park

2441 Fifeshire Dr, Winter Park, FL 32792

In-unit laundry | Garage parking | Ceiling fan

3 beds

2 baths

$2,300

House for rent

Charming Family Retreat with Spacious Yard and Patio

Experience comfort in this delightful 3-bedroom, 2-bath home featuring a cozy fireplace and ample living space. The open kitchen is fully equipped for culinary adventures, while a large screened-in patio and expansive yard provide perfect outdoor enjoyment. Additional highlights include a two-car garage and a convenient washer and dryer. This pet-friendly property promises a warm and inviting atmosphere in the heart of Winter Park.

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1891 Aster Dr - Photo 1 of 1

1d ago

Our team has verified this company

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1891 Aster Dr, Winter Park, FL 32792

Garage parking | Ceiling fan | Fireplace

3 beds

2 baths

$3,530

$2,570

Price drop

House for rent

Available Apr 13

3363 Hamlet Loop - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

3363 Hamlet Loop, Winter Park, FL 32792

Garage parking | Walk-in closets | Ceiling fan

3 beds

2 baths

$3,440

$2,455

Price drop

House for rent

Available Mar 23

Modern Smart Home with Inviting Outdoor Space

This charming 3-bedroom, 2.5-bath home features smart home technology for seamless control and convenience. With 1,397 sq ft, enjoy an airy layout that includes vaulted ceilings and vinyl plank flooring. The outdoor area boasts a fenced yard and a patio, perfect for relaxation. Nestled near retail amenities, this pet-friendly residence combines modern comfort with a welcoming atmosphere.

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2029 Taylor Ave - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

2029 Taylor Ave, Winter Park, FL 32792

On-site laundry | Swimming pool | On-site management

4 beds

3 baths

$3,150

$2,870

Price drop

House for rent

Available Feb 27

Spacious 4-Bed Home with Modern Kitchen & Pool

This 4-bedroom, 3-bath home offers 1,856 sq. ft. of comfortable living space, featuring a contemporary kitchen with stainless steel appliances. W/D hookups add convenience, while the outdoor swimming pool enhances relaxation. Perfect for families, this pet-friendly home is ready to make your stay enjoyable in a vibrant community.

2224 King Richards Ct - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

2224 King Richards Ct, Winter Park, FL 32792

On-site laundry | Swimming pool | On-site management

3 beds

2 baths

$2,680

$2,560

Price drop

House for rent

Available Feb 26

Charming 3-Bed Home with Pool & Stainless Appliances

This inviting 3-bedroom, 2-bathroom rental offers modern comforts in a vibrant setting. The well-appointed kitchen features stainless steel appliances, ready for culinary adventures. Enjoy the convenience of on-site management and laundry hookups, plus a refreshing swimming pool to unwind. Perfect for families and pet lovers alike, this home blends warmth and functionality for an ideal living experience.

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In-Unit Laundry

Outdoor Space

Dishwasher

Swimming Pool

200 Saint Andrews Blvd - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

2BR/1.5BA

200 Saint Andrews Blvd, Winter Park, FL 32792

In-unit laundry | Dishwasher | Oven

2 beds

1 bath

$1,850

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.

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

10h 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

$1,199–$2,880

Price drop

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.

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

14h ago

8.3

Very good

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

3656 N Goldenrod Rd, Winter Park, FL 32792

Dishwasher | Microwave

2 beds

2 baths

$1,899

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.

Cranes Landing Apartments - Photo 1 of 1

15h ago

8.5

Very good

Cranes Landing Apartments

3440 N Goldenrod Rd, Winter Park, FL 32792

In-unit laundry | Swimming pool | Fitness center

1–3 beds

1–2 baths

$1,190–$2,085

Price drop

Apartment for rent

Resort-Style Living Near Winter Park's Best

Residents of Cranes Landing Apartments enjoy beautifully designed one to three-bedroom homes featuring open-concept layouts and modern finishes. This pet-friendly community boasts a resort-style pool, fitness center, and clubhouse, perfect for relaxation and connection. Ideally located for easy access to Full Sail University, downtown Orlando, and vibrant shopping and dining. Experience a harmonious blend of comfort and convenience in this welcoming community!

Sovereignty at Winter Park - Photo 1 of 1
Rent special

16h 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–$1,518

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

18h ago

8.8

Very good

The Taylor at Winter Park

2000 Village Ln, Winter Park, FL 32792

Air conditioning | On-site laundry | Swimming pool

1–3 beds

1–2 baths

$904–$2,029

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.

3651 N Goldenrod Rd #E106 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

3651 N Goldenrod Rd #E106, Winter Park, FL 32792

In-unit laundry | Swimming pool | Dishwasher

2 beds

2 baths

$1,495

Condo for rent

Brightly Updated Winter Park Condo with Pool Access

This beautifully renovated 2-bedroom, 2-bathroom condominium boasts 840 sqft of modern living space. Featuring brand new cabinets, countertops, and vinyl plank flooring, the expansive kitchen includes stainless steel appliances and a patio access. The spacious living room is filled with natural light, while both bedrooms offer ample storage. Ideally located near shopping, dining, entertainment, and major roadways, this pet-friendly home also provides access to a community pool for relaxing and entertaining.

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609 Montego Bay Ct - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Park

609 Montego Bay Ct, Winter Park, FL 32792

Fireplace | Dishwasher | Microwave

2 beds

2 baths

$1,750

House for rent

Charming Townhouse with Fireplace & Community Gym

This delightful 2-bedroom, 2-bath townhouse features a master suite on the second floor, perfect for privacy. Enjoy cozy evenings by the fireplace or entertaining at the wet bar. The community offers a fantastic fitness center in the clubhouse, complemented by essential appliances like a dishwasher and microwave. With a total of 1,120 square feet, this home combines comfort and convenience. Additional amenities include trash collection and water services for hassle-free living.

633 Trinidad Ct #633 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

633 Trinidad Ct #633, Winter Park, FL 32792

In-unit laundry | Swimming pool | Fitness center

2 beds

2 baths

$1,750

Condo for rent

Bright Condo with Private Outdoor Oasis & Amenities

This charming 2-bedroom, 2-bath condo features vaulted ceilings and a cozy wood-burning fireplace, enhancing its inviting atmosphere. The open layout is accentuated by 18" tile flooring and a centrally located kitchen equipped with modern appliances. Enjoy a private fenced patio, perfect for outdoor relaxation. Community amenities include a pool, clubhouse, and sports courts. This home is close to shopping, dining, and top-rated schools, making it both convenient and comfortable.

2905 Antique Oaks Circle #6 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

2905 Antique Oaks Circle #6, Winter Park, FL 32792

In-unit laundry | Swimming pool | Dishwasher

1 bed

1 bath

$1,325

Condo for rent

Modern Condo with Pool Access in a Quiet Community

This beautifully remodeled 1-bedroom, 1-bath condo features elegant wood floors and fresh paint. Enjoy spacious living and dining areas leading to a screened patio. Located in Parkview Village, it's within walking distance to Full Sail University and minutes from UCF. Community amenities include a pool, sauna, and clubhouse, making it ideal for investors, students, or first-time buyers. Experience comfort and convenience in this vibrant community.

1000 Semoran Boulevard - 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!

2948 Antique Oaks Cir #96 - Photo 1 of 1

13h ago

Condo for rent in Winter Park

In-unit laundry | Swimming pool | Dishwasher

1 bed

1 bath

$1,450

Condo for rent

1350 Lyndale Blvd - Photo 1 of 1

17h ago

House for rent in Winter Park

House for rent

Custom Renovated Home with Screened Pool Oasis

This stunning 4-bedroom, 5-bath residence offers 3,478 sq. ft. of bright living space featuring 10’ ceilings and Brazilian cherry floors. The gourmet kitchen is a chef’s dream, complete with dual-fuel six-burner range and wine fridge. The first-floor primary suite boasts a luxurious ensuite and access to a screened pool. Additional highlights include a bonus room above the garage and exceptional storage throughout, making this home perfect for modern living and entertaining.

612 Montego Bay Ct #612 - Photo 1 of 1

1d ago

Condo for rent in Winter Park

612 Montego Bay Ct #612, Winter Park, FL 32792

In-unit laundry | Ceiling fan | Fireplace

2 beds

2 baths

$1,850

Condo for rent

612 Trinidad Ct #612 - Photo 1 of 1

1d ago

Condo for rent in Winter Park

612 Trinidad Ct #612, Winter Park, FL 32792

In-unit laundry | Swimming pool | Fitness center

2 beds

2 baths

$1,850

Condo for rent

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200 Saint Andrews Blvd #3301 - Photo 1 of 1

1d ago

Condo for rent in Winter Park

Condominium - WINTER PARK, FL

200 Saint Andrews Blvd #3301, Winter Park, FL 32792

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

2 beds

1 bath

$1,750

Condo for rent

7473 Belle River Ct #16 - Photo 1 of 1

1d ago

Townhouse for rent in Winter Park

Townhouse - WINTER PARK, FL

7473 Belle River Ct #16, Winter Park, FL 32792

In-unit laundry | Ceiling fan | Dishwasher

3 beds

2 baths

$1,895

$1,795

Price drop

House for rent

Modern 3-Bed Townhome with Serenity and Style

Experience comfort in this spacious 3-bedroom, 2.5-bath townhome-style condo with modern finishes. The kitchen features elegant granite countertops, while durable tile and luxury vinyl plank flooring add a stylish touch. Relax on your fenced patio with peaceful conservation views. This stunning 1,151 sq ft retreat is available now, complemented by in-unit laundry and central air for convenient living. Renters insurance required.

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.

283 N Ranger Blvd - Photo 1 of 1

1d ago

Apartment for rent in Winter Park

In-unit laundry | Garage parking | Swimming pool

3 beds

2 baths

$2,650

Apartment for rent

Available Feb 9

1329 Medinah Ct - Photo 1 of 1

2d ago

Golfside house for rent in Winter Park

House for rent

7993 Pleasant Pine Cir - Photo 1 of 1

2d ago

House for rent in Winter Park

7993 Pleasant Pine Cir, Winter Park, FL 32792

In-unit laundry | Garage parking | Hardwood floor

5 beds

4 baths

$3,800

House for rent

503 W Canton Ave - Photo 1 of 1

4d ago

Townhouse for rent in Winter Park

Townhouse - WINTER PARK, FL

503 W Canton Ave, Winter Park, FL 32789

In-unit laundry | Garage parking | Hardwood floor

3 beds

3 baths

$6,000

House for rent

Luxury Townhome Steps from Park Avenue's Charm

Experience upscale living in this beautifully upgraded 3-bedroom, 3.5-bath townhouse featuring modern finishes and energy-saving features. With 2,342 sq ft of stylish space, enjoy a gourmet kitchen with high-end appliances, a spacious master retreat, and elegant design elements throughout. A private backyard with patio offers outdoor relaxation, all just a stroll away from the vibrant culture, shopping, and dining of Winter Park.

3212 Netherwood Dr - Photo 1 of 1

4d ago

Apartment for rent in Winter Park

Apartment - WINTER PARK, FL

3212 Netherwood Dr, Winter Park, FL 32792

In-unit laundry | On-site laundry | Ceiling fan

1 bed

1 bath

$1,500

$1,400

Price drop

Apartment for rent

Cozy In-Law Suite with Essential Amenities

This delightful 400 sqft in-law suite is perfect for a 2-person stay and features a private kitchen, bedroom, bathroom, and living space. Water and electricity are included, providing hassle-free living. On-site laundry adds convenience to this charming unit, making it a cozy retreat with essential amenities. Enjoy comfortable living in a well-equipped space that meets all your needs!

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1807 N Park Ave - Photo 1 of 1

4d ago

House for rent in Winter Park

House for rent

Serene Home with Pool & Office in Winter Park

This beautifully maintained 3-bed, 3-bath home offers 1,747 sq. ft. of open living space, complete with a dedicated office, ideal for remote work. Enjoy a fully fenced backyard featuring a sparkling pool perfect for relaxation or entertainment. The property includes an attached garage and ample parking, with lawn care and pool service included. Nestled in a coveted neighborhood, this pet-friendly residence is close to parks and amenities, offering convenience for the whole family.

731 W Canton Ave - Photo 1 of 1

4d ago

House for rent in Winter Park

731 W Canton Ave, Winter Park, FL 32789

In-unit laundry | Dishwasher | Microwave

3 beds

2 baths

$3,800

House for rent

Elegant Modern Farmhouse Near Vibrant Amenities

Step into luxury with this stunning 3-bedroom, 2.5-bathroom modern farmhouse on a spacious corner lot. The open-concept design features soaring 14' ceilings and abundant natural light. A gourmet kitchen awaits with quartz countertops and high-end Zline appliances. The primary suite is a tranquil retreat with a spa-like bathroom. Enjoy beautifully landscaped grounds and convenience just blocks from shopping and dining at Winter Park Village. This meticulously maintained home is perfect for relaxed living.

782 S Pennsylvania Ave #1 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

Condominium - WINTER PARK, FL

782 S Pennsylvania Ave #1, Winter Park, FL 32789

In-unit laundry | Garage parking | Ceiling fan

3 beds

2 baths

$6,000

Condo for rent

Bright & Spacious Condo with Modern Amenities

This charming 3-bedroom, 2.5-bath condo features a generous 2,354 sq. ft. of living space filled with natural light. Enjoy a sleek modern kitchen with updated appliances, spacious bedrooms, and the convenience of in-unit laundry. Residents benefit from well-maintained community amenities and a prime location near shopping, dining, and entertainment options. Perfect for those seeking comfort and accessibility in vibrant Winter Park!

Leeward Way #C110 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

Condominium - WINTER PARK, FL

Leeward Way #C110, Winter Park, FL 32792

In-unit laundry | Walk-in closets | Ceiling fan

1 bed

1 bath

$1,400

Condo for rent

Bright & Inviting 1-Bedroom Condo with Charm

This spacious 1-bedroom, 1-bathroom condo spans 638 sq. ft. and boasts an inviting layout filled with natural light. Located on the first floor of Waterfall Cove, it offers convenient access to shops, restaurants, and parks. Enjoy the comfort of modern amenities including in-unit laundry, a dishwasher, and a walk-in closet. Perfect for embracing the vibrant Winter Park lifestyle!

942 Gloriosa Ave - Photo 1 of 1

5d+ ago

House for rent in Winter Park

942 Gloriosa Ave, Winter Park, FL 32789

Air conditioning | Garage parking | Central heat

2 beds

1 bath

$1,925

House for rent

Charming Bungalow with Tranquil Outdoor Space

This pet-friendly 2-bedroom, 1.5-bathroom bungalow offers a cozy atmosphere with beautiful parquet wood flooring, a separate dining room, and a sunroom leading to a large screened porch. The spacious kitchen features ample cabinets and counter space. Enjoy the tranquility of a fenced backyard filled with mature trees. Conveniently located near shopping and dining, this home combines comfort with accessibility, making it an ideal retreat in the heart of the city.

1278 Miller Ave - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Park

Townhouse - WINTER PARK, FL

1278 Miller Ave, Winter Park, FL 32789

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

3 beds

2 baths

$3,000

House for rent

Bright End Unit Townhome with Gourmet Kitchen

This charming 3-bedroom, 2.5-bath end unit townhome features an inviting open floor plan with hardwood floors and a gourmet eat-in kitchen showcasing granite countertops and stainless appliances. Enjoy your private enclosed patio, perfect for entertaining, and a serene balcony off the master suite. An oversized two-car garage adds convenience, while the location offers easy access to downtown Winter Park's shops and restaurants, making this a perfect blend of comfort and accessibility.

1580 Oakhurst Ave - Photo 1 of 1

5d+ ago

House for rent in Winter Park

Single Family Residence - WINTER PARK, FL

1580 Oakhurst Ave, Winter Park, FL 32789

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

4 beds

2 baths

$4,895

House for rent

Charming Two-Story Home with Serene Outdoor Space

This stunning 4-bedroom, 2.5-bathroom residence features a delightful mix of modern updates and classic charm, boasting 2,406 sq ft of comfortable living space. Enjoy hardwood floors, gourmet kitchen with granite countertops, and a cozy family room with a wood-burning fireplace. The expansive front porch invites relaxation, while the upstairs deck offers scenic views. Situated on a picturesque brick-paved street, this home is minutes from Winter Park’s vibrant dining and shopping scene.

350 Harris Ave - Photo 1 of 1

5d+ ago

House for rent in Winter Park

350 Harris Ave, Winter Park, FL 32789

Air conditioning | Garage parking | On-site laundry

2 beds

1 bath

$2,200

House for rent

Available Feb 4

Charming Winter Park Retreat Steps from Amenities

This cozy 2-bedroom, 1-bath home offers a prime location just minutes from dining and shopping. Featuring a sunroom with Mexican tile, a fenced backyard, and a garage, it combines convenience and charm. With walking access to YMCA and parks, this pet-friendly residence is perfect for outdoor enthusiasts. Enjoy your own slice of Winter Park living!

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1300 Indiana Ave #A - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Park

Half Duplex - WINTER PARK, FL

1300 Indiana Ave #A, Winter Park, FL 32789

In-unit laundry | Air conditioning | Hardwood floor

1 bed

1 bath

$1,475

Apartment for rent

Charming Winter Park Duplex with Modern Upgrades

This cozy 1-bed, 1-bath duplex exudes charm with its recent renovations, including a stylish kitchen with granite counters and new appliances. Enjoy hard wood floors, two closets, and a renovated bathroom. A stackable washer/dryer and a new roof enhance convenience. Located near shopping, dining, and parks, this pet-friendly unit is perfect for those seeking comfort in a vibrant community. Water is included, making it a great value!

3355 River View Way #42 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

Condominium - WINTER PARK, FL

3355 River View Way #42, Winter Park, FL 32792

Ceiling fan | Carpet

2 beds

1 bath

$1,750

Condo for rent

Chic Remodeled Condo in Desirable Community

This beautifully remodeled 2-bedroom, 1.5-bath condo offers a modern living experience with porcelain tile and vinyl flooring throughout. Featuring updated granite countertops and a spacious layout, it is perfect for those seeking style and comfort. Located in the sought-after Hidden Oaks community, enjoy close proximity to shopping, dining, parks, and major roadways. Move-in ready and a must-see for anyone looking to enjoy Winter Park living!

200 Saint Andrews Blvd #101 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

Where Vintage Meets Modern, It Must Be In Winter Park With Great Amenities $1,350 - 1 Bedroom 1 Bathroom Condo In Winter Park

200 Saint Andrews Blvd #101, Winter Park, FL 32792

In-unit laundry | Air conditioning | Swimming pool

1 bed

1 bath

$1,350

Condo for rent

Available Feb 2

Charming Condo with Modern Upgrades & Pool Access

This delightful 1-bedroom, 1-bathroom condo features a perfect blend of vintage charm and modern amenities. With 727 sq ft, enjoy an updated kitchen with stainless steel appliances, a stylish bathroom, and a lovely screened patio. Residents benefit from central air, in-unit laundry, and access to a refreshing swimming pool. Pet-friendly and move-in ready on February 2, 2026, this is an inviting space in beautiful Winter Park!

1148 Park Green Pl - Photo 1 of 1

5d+ ago

House for rent in Winter Park

1148 Park Green Pl, Winter Park, FL 32789

In-unit laundry | Ceiling fan | Dishwasher

3 beds

2 baths

$2,250

House for rent

Charming Winter Park Home with Fenced Courtyard

This delightful 3-bedroom, 2-bathroom home features a fully tiled interior and includes all essential appliances, such as a washer and dryer. Enjoy the privacy of a fenced courtyard and patio, perfect for outdoor relaxation. The convenience of a two-car garage with remote adds to its appeal. Located close to shopping, theaters, and malls, this residence combines comfort with a vibrant local lifestyle.

1925 S Lakemont Ave - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Park

Single Family Residence - WINTER PARK, FL

1925 S Lakemont Ave, Winter Park, FL 32792

In-unit laundry | Walk-in closets | Ceiling fan

1 bed

1 bath

$1,100

Apartment for rent

Waterfront Studio with Stunning Lake Baldwin Views

Experience lakefront living in this charming studio apartment, featuring breathtaking views of Baldwin Lake. This 1-bedroom, 1-bathroom, 850 sq. ft. space boasts a private bathroom and new refrigerator. Located across from Lake Baldwin Trail and just minutes from shopping and dining, this home blends serene views with everyday convenience. Enjoy local amenities and stunning sunsets right from your doorstep!

8077 Pleasant Pine Cir - Photo 1 of 1

5d+ ago

House for rent in Winter Park

8077 Pleasant Pine Cir, Winter Park, FL 32792

Air conditioning | Hardwood floor | Walk-in closets

4 beds

3 baths

$3,400

House for rent

Available Apr 1

Elegant Home with Serene Conservation Views

This beautiful 4-bedroom, 3.5-bath home features an open-concept layout with natural light, hardwood floors, and crown molding. The gourmet kitchen is equipped with stainless steel appliances and quartz countertops. A luxurious master suite with a spa-like bath and spacious loft add to its charm. Enjoy peaceful moments on the covered patio overlooking the fenced backyard and conservation area. Located in a gated community near upscale shopping and dining.

2460 Firstlight Way - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Park

3 BR / 2.5 BA Townhouse In Hawks Crest

2460 Firstlight Way, Winter Park, FL 32792

In-unit laundry | Walk-in closets | Carpet

3 beds

2 baths

$2,675

House for rent

Gated Townhouse with Stylish Upgrades & Community Perks

This modern 3-bedroom, 2.5-bathroom townhouse spans 1,755 sqft in the gated Hawks Crest community. It features an open floor plan, a chic kitchen with granite counters and stainless steel appliances, plus a serene backyard patio. The upstairs primary suite boasts dual sinks and a walk-in closet. Enjoy community amenities like a pool, playground, and park. Conveniently located near Lake Howell, shopping, and dining, this pet-friendly residence is perfect for a vibrant lifestyle.

7761 Country Pl - Photo 1 of 1

5d+ ago

House for rent in Winter Park

House for rent

Charming Home with Screened Patio & Modern Finishes

This lovely 3-bedroom, 2-bathroom home features tile flooring throughout, eliminating carpet worries. The kitchen boasts stainless steel appliances and granite countertops. The spacious master bedroom includes a walk-in closet, while both bathrooms feature granite countertops. Enjoy the outdoors on the screened patio and relax in the fenced backyard. Conveniently located near dining, shopping, and entertainment options, this pet-friendly residence is ready for new tenants!

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Updated: February 11, 2026

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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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