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Apartments for Rent in Winter Park, FL

Average rent

$1,778
increased by8%

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Alvista Winter Park - Photo 1 of 1
Rent special

1d ago

9.6

Excellent

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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

$1,219–$2,974

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

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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Westmount at Winter Park - Photo 1 of 1
Rent special

7h 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–$2,190

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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Stonecastle - Photo 1 of 1
Rent special

16h ago

9.6

Excellent

Our team has verified this company

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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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 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

$2,455

$2,355

Price drop

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!

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1860 Via Contessa #NA - Photo 1 of 1

5d+ ago

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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.

2029 Taylor Ave - Photo 1 of 1

1d ago

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Verified

2029 Taylor Ave, Winter Park, FL 32792

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

4 beds

3 baths

$3,230

House for rent

Available Feb 11

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123 Oak Grove Road - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

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!

2045 Houndslake Drive - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

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!

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Dishwasher

In-Unit Laundry

Outdoor Space

Swimming Pool

1557 Nottingham Drive - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

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.

1821 Carrigan Avenue - Photo 1 of 1

5d+ ago

Our team has verified this company

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

Verified

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.

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.

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

3h 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

$1,344–$2,832

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.

Sovereignty at Winter Park - Photo 1 of 1
Rent special

4h ago

8.3

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

$1,215–$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

From day 1 working with Jackie has been the most pleasant experience. Her professionalism and knowledge is top tier. She is always willing to help whenever she can and answers all questions. She is extremely empathetic and is the heart of this place. This community is a hidden gem and I am blessed to be here. This community may not be the most up to date due to it being an older community; however, with Jackie in the office and the maintenance team that is in place living here has felt like home. Thank you Jackie for giving me a place to call home and I look forward to renewing my lease in the future.

- Trisha on Oct 23, 2024
1701 Winter Green Blvd - Photo 1 of 1

9h ago

Apartment for rent in Winter Park

Affordable Rental in Winter Park

1701 Winter Green Blvd, Winter Park, FL 32792

In-unit laundry | Furnished | On-site laundry

2 beds

1 bath

$1,100

Apartment for rent

Available Jan 2

Cranes Landing Apartments - Photo 1 of 1

17h ago

8.8

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

$1,176–$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!

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3651 N Goldenrod Rd #E106 - Photo 1 of 1

1d 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

$1,450

Condo for rent

2651 Cayman Way - Photo 1 of 1

3d 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.

Parkview Village - Photo 1 of 1

3d ago

8

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

3d 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.

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!

7412 Woodburn Ct #23 - Photo 1 of 1

8h ago

Townhouse for rent in Winter Park

Townhouse - WINTER PARK, FL

7412 Woodburn Ct #23, Winter Park, FL 32792

In-unit laundry | Swimming pool | Hardwood floor

2 beds

2 baths

$1,750

House for rent

Charming Townhouse with Private Patio & Pool Access

This delightful 2-bedroom, 2.5-bath townhouse features an open living and dining area with laminate wood floors and a cozy nook. Enjoy a private patio perfect for grilling, plus an in-unit washer and dryer. The upstairs boasts two spacious bedrooms, each with en-suite baths and new vanities. Located steps from the community pool and surrounded by top schools, shopping, and dining, this home offers comfort and convenience in a peaceful neighborhood.

2460 Firstlight Way - Photo 1 of 1

11h 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

$2,775

House for rent

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Winter Park Condo FOR LEASE - Photo 1 of 1

14h 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

$1,695

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

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

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.

216 Rippling Ln #NA - Photo 1 of 1

22h ago

House for rent in Winter Park

$2,700 - 3 Bedroom 2 Bathroom House In Winter Park With Great Amenities

216 Rippling Ln #NA, Winter Park, FL 32789

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

3 beds

2 baths

$3,000

$2,700

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.

1973 Canny Cv - Photo 1 of 1
New construction

1d ago

Townhouse for rent in Winter Park

In-unit laundry | Swimming pool

3 beds

2 baths

$2,690

House for rent

2918 Antique Oaks Cir #31 - Photo 1 of 1

1d ago

Condo for rent in Winter Park

Apartment - WINTER PARK, FL

2918 Antique Oaks Cir #31, Winter Park, FL 32792

In-unit laundry | Furnished | On-site laundry

2 beds

2 baths

$2,200

Condo for rent

1695 Lee Rd #C216 - Photo 1 of 1

1d ago

Condo for rent in Winter Park

1695 Lee Rd #C216, Winter Park, FL 32789

In-unit laundry | Balcony | Assigned parking

3 beds

2 baths

$1,800

Condo for rent

520 N Orlando Ave #143 - Photo 1 of 1

1d ago

Apartment for rent in Winter Park

In-unit laundry | Balcony | Fitness center

1 bed

1 bath

$1,615

Apartment for rent

Available Dec 17

7431 Glen Oaks Way #89 - Photo 1 of 1

1d ago

Apartment for rent in Winter Park

7431 Glen Oaks Way #89, Winter Park, FL 32792

Swimming pool | Storage | Carpet

2 beds

2 baths

$1,525

Apartment for rent

Available Dec 5

Inviting 2-Bed Condo with Cozy Patio Retreat

This charming 2-bed, 2-bath condo offers a blend of comfort and convenience with sleek tile flooring, a spacious kitchen, and plush carpeted bedrooms. Enjoy relaxing moments on the private patio or take advantage of community features like a pool and playground. Ideally located minutes from shopping and dining, this pet-friendly home also includes designated parking and utilities like water, trash, and sewage. Experience year-end savings with a free December rental offer!

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917 Fremont Ave - Photo 1 of 1

1d ago

House for rent in Winter Park

917 Fremont Ave

917 Fremont Ave, Winter Park, FL 32789

In-unit laundry | Air conditioning | On-site laundry

4 beds

1 bath

$2,200

$2,100

Price drop

House for rent

Charming Family Home with Spacious Backyard Oasis

This delightful 4-bedroom, 1.5-bath home offers a bright, open layout with tile and hardwood-style flooring throughout, ensuring no carpet anywhere. The well-equipped kitchen features modern appliances and ample storage. Enjoy the convenience of an in-unit laundry closet. Outside, a large fenced backyard awaits for relaxation or entertaining. Positioned on a quiet street, it’s just minutes from downtown Winter Park and all local amenities, making it an ideal place for families.

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.

438 W Swoope Ave - Photo 1 of 1

1d ago

Townhouse for rent in Winter Park

438 W Swoope Ave, Winter Park, FL 32789

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

4 beds

3 baths

$4,995

House for rent

Available Dec 17

275 Capen Avenue - Photo 1 of 1

3d 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

Charming Old Florida Home Near Park Avenue

This unique 4-bedroom, 2-bath home features a cozy old Florida style with an open living space spanning 1,180 sqft, including a master suite with a walk-in closet. A single car garage adds convenience, while the location offers easy access to the vibrant Park Avenue and Rollins College, perfect for enjoying local dining and culture. Washer and dryer included for added comfort. Experience the blend of classic charm and modern living in this lovely home.

151 Orlando Avenue #226 - Photo 1 of 1

3d 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.

3651 N Goldenrod Rd #C204 - Photo 1 of 1

3d ago

Condo for rent in Winter Park

2 BR / 2 BA Condo in Winter Park

3651 N Goldenrod Rd #C204, Winter Park, FL 32792

On-site laundry | High ceilings

2 beds

2 baths

$1,495

Condo for rent

Bright & Spacious Condo with Community Perks

This charming 2-bedroom, 2-bathroom condo features vaulted ceilings and a spacious living area, perfect for modern living. Enjoy community amenities like a pool, gym, and clubhouse, all while being close to local shops and dining. Convenient laundry closet adds to the ease of daily living in this pet-friendly home, offering a delightful blend of comfort and style in a vibrant setting.

520 N Orlando Ave #150 - Photo 1 of 1

3d ago

Apartment for rent in Winter Park

In-unit laundry | Balcony | Fitness center

1 bed

1 bath

$1,895

Apartment for rent

Available Dec 16

Chic Loft Living in Winter Park Village

Embrace modern urban living in this stylish 1-bedroom, 1-bath apartment featuring a unique two-level layout, high ceilings, and oversized windows. With 947 sq ft of space, enjoy your private balcony and access to a 24-hour fitness center and community lounge. Located in the vibrant Winter Park Village, this home offers unparalleled convenience with shops, dining, and entertainment just steps away. Plus, take advantage of special offers like 6 weeks free rent!

447 Phelps Avenue - Photo 1 of 1

3d 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.

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1470 Lone Feather Trl - Photo 1 of 1

3d 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

4d ago

Townhouse for rent in Winter Park

3 Bedroom 2.5 Bathroom Townhouse With Balconies and use of pool/tennis

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

Bright & Spacious Townhome with Balconies & Pool

This immaculate 3-bedroom, 2.5-bath townhouse invites relaxation with its inviting fireplace and enclosed courtyard, perfect for entertaining. Enjoy walk-out balconies in both upstairs bedrooms and a convenient first-floor guest room. The functional kitchen features custom cabinets and a large pantry, while residents benefit from community amenities including a pool, tennis court, and ample parking—all just minutes from highways and local attractions.

1931 Carrigan Avenue #1931 - Photo 1 of 1

5d+ 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!

3007 Ash Park Point #3007 - Photo 1 of 1

5d+ 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

5d+ 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

5d+ 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

5d+ 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

5d+ 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.

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Updated: December 19, 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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