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Apartments for Rent in Winter Park, FL

Average rent

$1,778
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Stonecastle - Photo 1 of 1
Rent special

1h 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

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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Alvista Winter Park - Photo 1 of 1
Rent special

4d ago

9.6

Excellent

Our team has verified this company

Verified

Alvista Winter Park

3935 Sutton Place Boulevard, Winter Park, FL 32792

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

1–2 beds

1–2 baths

$1,219–$2,974

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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Westmount at Winter Park - Photo 1 of 1
Rent special

10h ago

9.9

Excellent

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Verified

Westmount at Winter Park

1701 Lee Road, Winter Park, FL 32789

In-unit laundry | Air conditioning | Swimming pool

Studio–3 beds

1–2 baths

$1,250–$2,151

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 Boulevard - Photo 1 of 1

5d+ ago

House for rent in Winter Park

1835 Edwin Boulevard, Winter Park, FL 32789

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

3 beds

2 baths

$3,225

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 Lane - Photo 1 of 1

5d+ ago

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1871 Meadowgold Lane, Winter Park, FL 32792

Garage parking | Walk-in closets | Ceiling fan

3 beds

2 baths

$2,385

House for rent

Available Nov 26

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!

123 Oak Grove Road - Photo 1 of 1

3d ago

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123 Oak Grove Rd Winter Park, FL 32789

123 Oak Grove Road, Winter Park, FL 32789

Garage parking

3 beds

2 baths

$1,749

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!

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2045 Houndslake Drive - Photo 1 of 1

3d ago

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2045 Houndslake Drive, Winter Park, FL 32792

On-site laundry | Balcony | Swimming pool

4 beds

2 baths

$2,760

House for rent

Available Jan 14

Spacious 4-Bedroom Home with Pool & Balcony

This inviting 4-bedroom, 2-bathroom rental home features 1,534 sq ft of well-designed living space, perfect for comfortable living. Highlights include a cozy balcony for outdoor enjoyment and convenient laundry hookups. The community offers a refreshing swimming pool, ideal for relaxation on sunny days. Pet-friendly and set in a welcoming environment, this home is a delightful blend of comfort and practicality. Enjoy easy living in this charming Winter Park residence!

1557 Nottingham Drive - Photo 1 of 1

5d+ ago

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1557 Nottingham Dr Winter Park, FL 32792

1557 Nottingham Drive, Winter Park, FL 32792

Garage parking | Fireplace | Outdoor space

3 beds

2 baths

$2,425

$2,295

Price drop

House for rent

Available Nov 25

Modern Comfort with Smart Home Features & Fenced Yard

This cozy 3-bedroom, 2-bath home spans 1,496 sq. ft. and combines modern living with a touch of comfort. Enjoy natural light through the open-concept layout, featuring luxury vinyl plank flooring and a stylish kitchen with granite countertops. The finished fireplace in the living room creates a warm atmosphere, while the fenced backyard with a sunroom offers ample space for your furry friends. Smart home technology and professional management ensure hassle-free living.

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1821 Carrigan Avenue - Photo 1 of 1

5d+ ago

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Verified

1821 Carrigan Ave Winter Park, FL 32789

1821 Carrigan Avenue, Winter Park, FL 32789

Hardwood floor | Walk-in closets

4 beds

2 baths

$2,535

$2,330

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.

200 Saint Andrews Boulevard - Photo 1 of 1

5d+ ago

Our team has verified this company

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2BR/1.5BA

200 Saint Andrews Boulevard, Winter Park, FL 32792

In-unit laundry | Dishwasher | Oven

2 beds

1 bath

$1,895

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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Find rentals with popular amenities

In-Unit Laundry

Dishwasher

Outdoor Space

Swimming Pool

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.

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

1d ago

9.7

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

$1,205–$2,065

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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1860 Via Contessa #NA - Photo 1 of 1

5d+ ago

Our team has verified this company

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.

Sovereignty at Winter Park - Photo 1 of 1
Rent special

11h ago

8.8

Very good

Sovereignty at Winter Park

7745 Brandywood Circle, Winter Park, FL 32792

In-unit laundry | Air conditioning | Swimming pool

1–2 beds

1–2 baths

$1,343–$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
2651 Cayman Way - Photo 1 of 1

18h 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

$1,550

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.

Cranes Landing Apartments - Photo 1 of 1

21h ago

8.8

Very good

Cranes Landing Apartments

3440 Goldenrod Road, Winter Park, FL 32792

In-unit laundry | Swimming pool | Fitness center

1–3 beds

1–2 baths

$1,176–$2,026

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!

Parkview Village - Photo 1 of 1

1d ago

8.3

Very good

Parkview Village

Oaks Circle, Winter Park, FL 32792

1 bed

1 bath

$1,300

Apartment for rent

Cozy Living with Quick Access to Local Fun

Residents of Parkview Village enjoy a charming 1-bedroom apartment with 750 sq. ft. of living space featuring an open-concept layout and a well-equipped kitchen. The spacious bedroom offers ample closet space, while the vibrant community boasts a sparkling pool, clubhouse, and tennis courts. Just minutes from shopping, dining, and major highways, this home is perfect for both relaxation and entertainment. Discover comfortable living in a lively atmosphere!

Mizell at Winter Park - Photo 1 of 1
Resident insights

1d ago

8.2

Very good

Mizell at Winter Park

600 Semoran Boulevard, 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.

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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 Lane, Winter Park, FL 32792

In-unit laundry | Furnished | On-site laundry

1–3 beds

1–2 baths

$1,344–$2,797

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

1d ago

8.5

Very good

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

3656 Goldenrod Road, 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.

1734 Willa Circle - Photo 1 of 1

5d+ ago

House for rent in Winter Park

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.

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!

275 Capen Avenue - Photo 1 of 1

15h ago

House for rent in Winter Park

Single Family Residence - WINTER PARK, FL

275 Capen Avenue, Winter Park, FL 32789

In-unit laundry | Garage parking | Walk-in closets

4 beds

2 baths

$1,975

House for rent

Description

Property Status: Active This unique, old Florida style 4 ba / 2 ba 1180 sqft home features a single car garage, two baths, three smaller bedrooms and a master bedroom with walk in closet. Less than a mile away from desirable Park Avenue, and Rollins Collage. Washer/dryer included. Application Fee: $50 each adult (18+) **Full Credit/Skip/Eviction/Background check is done on all applicants. **Please have the following documents ready to attach as JPEG or PDF: - Drivers License - (3) Pay Stubs Office Phone: (407) 370-4400 Copyright © 2025 Stellar MLS. All rights reser

151 Orlando Avenue #226 - Photo 1 of 1

15h ago

Condo for rent in Winter Park

Condominium - WINTER PARK, FL

151 Orlando Avenue #226, Winter Park, FL 32789

In-unit laundry | Furnished | Ceiling fan

2 beds

1 bath

$2,500

$2,100

Price drop

Condo for rent

Updated Condo Steps from Winter Park Village

This charming 2-bedroom, 1-bath condo offers a cozy living space at 768 sq. ft., conveniently located near Winter Park Village and Trader Joe's. The updated unit features in-unit laundry and modern appliances, with options for furnishing. Perfect for those seeking both comfort and convenience in a vibrant community.

Winter Park Condo FOR LEASE - Photo 1 of 1

15h 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

Scenic Lakefront Living in Baldwin Park

Nestled in the vibrant Baldwin Park community, this condo offers a mix of suburban charm with access to parks, trails, and local shops. Featuring a modern kitchen with granite countertops and stainless steel appliances, this second-floor unit boasts a spacious living room and views of a serene private pond. Enjoy the convenience of ample storage, bike storage, and a reserved parking spot, complemented by sunset views. Proximity to coffee shops, restaurants, and highly-rated schools adds to the allure of this dog-friendly haven!

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

16h ago

8.5

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

$1,189–$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.

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La Aloma Apartments - Photo 1 of 1

18h 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.

3651 Goldenrod Road #C204 - Photo 1 of 1

18h ago

Condo for rent in Winter Park

3651 Goldenrod Road #C204, Winter Park, FL 32792

On-site laundry | High ceilings

2 beds

2 baths

$1,495

Condo for rent

Description

AVAILABLE NOW! Please call or text 407.269.8268 to schedule a showing. This is a 2 bedroom, 2 bathroom, second floor condo in the Lancelot at Winter Park community near local shops, restaurants, and schools. Features include a spacious main living area, a lovely kitchen, vaulted ceilings, spacious bedrooms, and a laundry closet. Community amenities include a pool, gym, and clubhouse. At RPM Realty, we're here to make your time in the home as enjoyable and convenient as possible. We offer a safe and secure online portal where you can submit maintenance requests and pay onl

520 Orlando Avenue #150 - Photo 1 of 1

19h ago

Apartment for rent in Winter Park

520 Orlando Avenue #150, Winter Park, FL 32789

In-unit laundry | Balcony | Fitness center

1 bed

1 bath

$1,895

Apartment for rent

Available Dec 16

Description

Rent Now and Get 6 Weeks Free + a Super Low $350 Security Deposit!!! **Free application fee for Active and Retired Military** *Application refunds apply to approved applicants only. The fee will be Credited to the resident’s account Upon Move IN! The Lofts provide a one-of-a-kind living experience right in the heart of Winter Park Village. Each home features a unique loft design with high ceilings, exposed beams, expansive windows, and modern industrial touches. Enjoy your private indoor or outdoor patio while being just steps from the best shopping, dining, and enterta

447 Phelps Avenue - Photo 1 of 1

20h ago

House for rent in Winter Park

447 Phelps Avenue, Winter Park, FL 32789

In-unit laundry | Dishwasher | Outdoor space

3 beds

1 bath

$2,595

$2,495

Price drop

House for rent

Charming Winter Park Retreat with Fenced Backyard

This delightful 2-bedroom, 1-bath home offers 1,290 square feet of cozy living space, featuring a remodeled kitchen and fresh flooring. Outdoors, enjoy a private fenced backyard and an enclosed summer room perfect for year-round comfort. Lawn care is included, and off-street parking adds convenience. With a prime location near Phelps Park and vibrant Downtown Winter Park, this home is ideal for those seeking comfort and accessibility in a tranquil neighborhood.

1470 Lone Feather Trl - Photo 1 of 1

1d ago

House for rent in Winter Park

1470 Lone Feather Trl, Winter Park, FL 32792

In-unit laundry | Air conditioning | Assigned parking

4 beds

3 baths

$4,150

House for rent

Expansive Home with Pool & Modern Comforts

This inviting 4-bedroom, 3.5-bathroom residence spans 2,589 sq ft and offers a serene lifestyle near modern conveniences. Enjoy spacious bedrooms, well-appointed baths, and year-round comfort with central air and heating. The property features a refreshing swimming pool and a courtyard, perfect for relaxation. Located just minutes from shopping and AdventHealth Orlando, this home combines comfort and convenience for a delightful living experience.

1526 Wintergreen Boulevard #1 - Photo 1 of 1

1d ago

Townhouse for rent in Winter Park

1526 Wintergreen Boulevard #1, Winter Park, FL 32792

In-unit laundry | Air conditioning | Balcony

3 beds

2 baths

$2,195

House for rent

Available Dec 22

Description

You will adore this immaculate and spacious 3 bedroom 2 1/2 bath townhome. Gather round that fireplace on those chilly winter evenings! The formal dining area and your own enclosed courtyard are perfect for entertaining. There is a convenient first floor bedroom that can be used as a guest room or study. Both upstairs bedrooms have their own walk-out balconies! The master BR has his and hers closets. Remodeled bathrooms are appointed with designer mirrors and light fixtures. Enjoy a functional kitchen with a large built-in pantry, all newer appliances, and custom cabinets.

1998 Canny Cv #1998 - Photo 1 of 1

2d ago

Townhouse for rent in Winter Park

3 BR, 3 BA in Goldenrod

1998 Canny Cv #1998, Winter Park, FL 32792

In-unit laundry | On-site laundry | Walk-in closets

3 beds

3 baths

$2,600

House for rent

Available Jan 5

Modern Townhome with Pond View & Luxurious Touches

This stunning 3-bed, 2.5-bath townhome with a one-car garage boasts serene water views and an inviting layout perfect for entertaining. The stylish kitchen features top-tier stainless steel appliances and quartz countertops, complemented by a spacious gathering room with access to a covered lanai. The master suite includes a large walk-in closet and a luxurious ensuite bath. Enjoy community amenities like a pool and cabana while being conveniently located near shopping and dining.

1931 Carrigan Avenue #1931 - Photo 1 of 1

2d ago

Apartment for rent in Winter Park

3 BR, 2 BA in Winter Park

1931 Carrigan Avenue #1931, Winter Park, FL 32792

In-unit laundry | Air conditioning | Outdoor space

3 beds

2 baths

$2,200

Apartment for rent

Available Feb 13

Newly Renovated Home with Spacious Fenced Yard

This beautifully renovated 3-bedroom, 2-bath home offers ample space, set on an oversized lot with a fully fenced backyard, perfect for entertaining. With new AC, plumbing, and electric systems, this home also features washer/dryer hookups and a prime location just 7 minutes from Park Ave’s shopping and dining. Ideal for families and pet owners seeking comfort and convenience near A+ schools. Perfect for those who want a fresh start!

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3007 Ash Park Point #3007 - Photo 1 of 1

2d ago

Apartment for rent in Winter Park

2 BR, 2 BA in Winter Park

3007 Ash Park Point #3007, Winter Park, FL 32792

Outdoor space

2 beds

2 baths

$2,195

Apartment for rent

Available Dec 9

Bright & Spacious 2BR Retreat with Fenced Yard

This charming 2-bedroom, 2-bath home features an inviting open layout with plenty of natural light and spacious living areas. Ideal for comfort and privacy, both bedrooms come with their own bathrooms. Enjoy a two-car garage and a fully fenced backyard, perfect for pets and outdoor relaxation. Located in a desirable neighborhood, this home is conveniently close to top-rated schools, parks, shopping, and dining spots. Move-in ready and waiting for you!

200 Saint Andrews Boulevard - Photo 1 of 1

2d ago

Condo for rent in Winter Park

1 BR, 1 BA in Four Seasons

200 Saint Andrews Boulevard, Winter Park, FL 32792

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

1 bed

1 bath

$1,500

Condo for rent

Available Dec 4

Freshly Renovated Condo with Relaxing Lanai Space

Enjoy the comfort of this beautifully updated 1-bedroom, 1-bathroom condo, featuring new flooring, fresh paint, and modernized bathrooms. The spacious living area is complemented by a screened-in lanai, perfect for relaxing evenings. This pet-friendly unit offers convenient amenities like in-unit laundry and additional storage. Located minutes from shopping and dining, it’s the ideal spot for a vibrant Florida lifestyle!

101 Interlachen Avenue #104 - Photo 1 of 1

3d ago

Condo for rent in Winter Park

Condominium - WINTER PARK, FL

101 Interlachen Avenue #104, Winter Park, FL 32789

In-unit laundry | Assigned parking | Dishwasher

2 beds

2 baths

$3,800

Condo for rent

Charming Ground-Floor Condo Steps from Park Avenue

This beautifully remodeled 2-bedroom, 2-bathroom condo features new laminate flooring and a stunning gourmet kitchen. Enjoy spacious bedrooms with ample closet space and a lovely courtyard off the back for outdoor relaxation. With one reserved covered parking space and located just a block from the vibrant dining and shopping of Park Avenue, this downtown Winter Park gem offers convenience and style in a desirable setting.

220 Overlook Road #220 - Photo 1 of 1

3d ago

Apartment for rent in Winter Park

2 BR, 2 BA in Winter Park

220 Overlook Road #220, Winter Park, FL 32789

In-unit laundry | Hardwood floor | Walk-in closets

2 beds

2 baths

$3,600

Apartment for rent

Available Sep 22

Charming Cape Cod Retreat Near Lake Mizell

This delightful 2-bedroom, 2-bath Cape Cod-style home offers 1,393 sq ft of inviting living space in Winter Park. Enjoy beautiful hardwood floors, quartz countertops, and spacious bedroom suites. The sunlit sunroom and private screened-in porch provide perfect spots for relaxation. Just one block from Lake Mizell and close to dining and shopping, this pet-friendly rental includes a saltbox detached garage with laundry facilities, making it a wonderful opportunity for your next home.

350 Phelps Avenue #350 - Photo 1 of 1

3d ago

Apartment for rent in Winter Park

4 BR, 3 BA in Winter Park

350 Phelps Avenue #350, Winter Park, FL 32789

In-unit laundry | Air conditioning | Dishwasher

4 beds

3 baths

$4,000

Apartment for rent

Available Dec 10

Modern Elegance with Spacious Fenced Backyard

This beautifully updated 4-bedroom, 3-bathroom home features a stylish open split floor plan and a bonus room with French doors. The renovated kitchen boasts wood cabinetry and quartz countertops, while bamboo flooring flows throughout. Enjoy a large fenced backyard perfect for entertaining or future pool plans. Located minutes from top-rated schools, boutique shopping, and cultural spots, this move-in-ready home combines luxury and convenience in a sought-after area.

1055 Cherokee Avenue #1055 - Photo 1 of 1

3d ago

Apartment for rent in Winter Park

3 BR, 2 BA in Winter Park

1055 Cherokee Avenue #1055, Winter Park, FL 32789

Air conditioning | Outdoor space

3 beds

2 baths

$3,000

Apartment for rent

Available Nov 14

Modern Oasis with Private Garden Retreat

This beautifully renovated 3-bedroom, 2-bathroom home features stunning porcelain tile and wooden floors, a stylish kitchen with granite countertops, and upgraded modern bathrooms. Enjoy the convenience of two private driveways, a fenced-in garden retreat, and a concrete patio complete with an outdoor shower. Located just moments from shops, restaurants, and parks, this inviting space promises easy access to everything Winter Park has to offer. Ideal for relaxed living!

NCEN130 - Photo 1 of 1

3d ago

8.1

Very good

NCEN130

130 Center Street, Winter Park, FL 32789

Dishwasher

1 bed

1 bath

$1,600

Apartment for rent

Charming Home Steps from Park Avenue Vibes

Residents of NCEN130 enjoy a delightful retreat in Winter Park with a bright, spacious open floor plan. This pet-friendly home offers a prime location just a short walk from Rollins College, top-notch shopping, dining, and cozy coffee shops. A monthly utility fee simplifies budgeting, while a unique HVAC filter program adds convenience. This charming residence combines comfort with convenient access to all the local amenities!

3074 Riverbrook Drive - Photo 1 of 1
3D tour

3d ago

House for rent in Winter Park

3 Bedroom Pet-Friendly Home in WINTER PARK, FL with Main Street Renewal

3074 Riverbrook Drive, Winter Park, FL 32792

Swimming pool | Storage | Outdoor space

3 beds

2 baths

$2,310

$2,195

Price drop

House for rent

Bright & Spacious Home with Relaxing Outdoor Space

Embrace comfort in this pet-friendly, 3-bed, 2-bath home featuring a functional layout and modern finishes. The open and airy design is filled with natural light, while ample storage in the kitchen and closets makes living easy. Enjoy outdoor gatherings or gardening in the spacious yard. Located in a vibrant neighborhood with access to schools, parks, and dining, it's a perfect blend of convenience and homey charm. Experience hassle-free living with tech-enabled maintenance services.

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650 Trinidad Court - Photo 1 of 1

4d ago

Condo for rent in Winter Park

650 Trinidad Court, Winter Park, FL 32792

In-unit laundry | Swimming pool | Fitness center

2 beds

2 baths

$1,750

Condo for rent

Available Dec 11

Vibrant 2-Bedroom Condo with Community Amenities

This inviting 2-bedroom, 2-bath condo offers spacious living across two levels, perfect for roommates. Enjoy the benefits of a vibrant community with a refreshing pool, well-equipped gym, and tennis courts. Located in the heart of Winter Park, it promises a comfortable lifestyle with modern conveniences. Also includes an option for a security deposit-free lease. Make this your home today and embrace the Winter Park way of living!

929 Dupont Avenue - Photo 1 of 1

5d+ ago

House for rent in Winter Park

3 beds

2 baths

$2,550

$2,400

Price drop

House for rent

Charming Winter Park Home with Elegant Design

This beautifully designed 3-bedroom, 2-bathroom home boasts 1,371 square feet of elegance and comfort. Featuring an inviting open layout that maximizes natural light, every detail reflects quality craftsmanship. Enjoy a fully fenced backyard and the convenience of top-rated schools and local amenities nearby. Perfect for both entertaining and relaxing, this welcoming retreat presents an ideal balance of functionality and charm.

654 Trinidad Court #654 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

Condominium - WINTER PARK, FL

654 Trinidad Court #654, Winter Park, FL 32792

In-unit laundry | On-site laundry | Walk-in closets

2 beds

2 baths

$1,800

Condo for rent

Bright & Spacious Winter Park Condo Awaits You!

Discover this well-maintained 2-bedroom, 2-bath condo with approximately 1,120 sq ft of inviting living space. Featuring an open layout filled with natural light, updated flooring, and walk-in closets, this unit is perfect for comfortable living. The kitchen includes essential appliances, and the in-home laundry area adds convenience. Located in a quiet community with easy access to shopping and dining, this condo is ready for quick move-in.

4087 Waterview Loop #4087 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Park

3 BR, 2 BA in Winter Park

4087 Waterview Loop #4087, Winter Park, FL 32792

On-site laundry | Fireplace | High ceilings

3 beds

2 baths

$2,395

Apartment for rent

Available Dec 12

Bright 3-Bed Home with Community Amenities

This charming 3-bedroom, 2-bathroom residence offers a spacious 1,788 Sq Ft split floor plan, featuring an inviting living room, dining area, and a lovely kitchen. Enjoy vaulted ceilings, a cozy fireplace, and a primary suite with ample space. Step outside to a covered patio and a fenced yard, perfect for pets. Located in the desirable Autumn Glen community, residents can take advantage of tennis courts, playgrounds, and a lake, with basic lawn care included for easy living.

3014 Antique Oaks Circle - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

3014 Antique Oaks Circle, Winter Park, FL 32792

In-unit laundry | Air conditioning | Swimming pool

1 bed

1 bath

$1,300

Condo for rent

Charming Condo with Pool and Quick Move-In Special

This cute 1-bed, 1-bath condo in the desirable Parkview Village community offers tile flooring throughout and a spacious walk-in closet. Relax on the screened porch or enjoy the community pool and playground. Rent includes water and is conveniently located near shopping and groceries. Enjoy a quick move-in special with half off the first month's rent and pet-friendly amenities! Perfect for a comfortable Florida lifestyle in a prime location.

3020 Antique Oaks Circle #132 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

3020 Antique Oaks Circle #132, Winter Park, FL 32792

In-unit laundry | Swimming pool | Residents lounge

2 beds

2 baths

$1,599

Condo for rent

Stylish Condo with Pool Near Full Sail University

Remodeled second-floor 2-bedroom, 2-bath condo offering 1,018 sq ft of modern living. Features include a nice patio, in-unit laundry, and access to a beautiful pool and hot tub. Located in A-rated Winter Park school district, with easy proximity to Park Avenue, Baldwin Park, Winter Park Hospital, and close to Valencia, Rollins College, Full Sail, and UCF. Ideal for those seeking convenience and quality living in a vibrant community. Pet-friendly!

633 Trinidad Court #633 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

633 Trinidad Court #633, Winter Park, FL 32792

In-unit laundry | Swimming pool | Fitness center

2 beds

2 baths

$1,799

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.

1480 Broad Wing Lane - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Park

1480 Broad Wing Lane, Winter Park, FL 32792

In-unit laundry | Swimming pool | Dishwasher

3 beds

2 baths

$2,800

House for rent

Bright Townhome with Spacious Lanai & Nature Views

Enjoy serene conservation views from this spacious 3-bedroom, 2.5-bath townhome, boasting 2,042 sq ft of inviting living space. High ceilings and abundant natural light create a welcoming atmosphere. The largest covered lanai in the community is perfect for gatherings. An open-concept design seamlessly blends the family room and kitchen area. With a secondary loft ideal for an office or play area, this move-in-ready home is just minutes from shopping and major employment hubs.

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Updated: December 16, 2025

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Learn more about renting in Winter Park, FL

5

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.

Looking for apartments in Winter Park, FL near you?

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💰Best rent deal3440 Goldenrod Road
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