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Apartments for Rent in Winter Park, FL

Average rent

$1,800
increased by12%

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Alvista Winter Park - Photo 1 of 1
Rent special

5d+ 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

$1,238–$3,088

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

2h ago

9.7

Excellent

Our team has verified this company

Verified

Central Place At Winter Park

7000 University Blvd, Winter Park, FL 32792

On-site laundry | Swimming pool | Fitness center

1–3 beds

1–2 baths

$1,195–$1,965

Apartment for rent

Modern Comfort & Active Living in Winter Park

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

Summary of resident reviews

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

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Stonecastle - Photo 1 of 1
Rent special

4h ago

9.6

Excellent

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Verified

Stonecastle

2015 New Stonecastle Ter, Winter Park, FL 32792

In-unit laundry | Air conditioning | Garage parking

1–3 beds

1–2 baths

$1,399–$2,751

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

5d+ ago

9.3

Excellent

Our team has verified this company

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–$1,980

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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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 N Goldenrod Rd, Winter Park, FL 32792

On-site laundry | Swimming pool | Dishwasher

1 bed

1 bath

$1,599

Apartment for rent

Serene Living with a Refreshing Community Pool

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

Summary of resident reviews

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

The Fisher Apartments | Modern 1 & 2 Bedrooms in Winter Park, FL - Photo 1 of 1

2d ago

8.5

Very good

The Fisher Apartments | Modern 1 & 2 Bedrooms in Winter Park, FL

2001 Glenridge Way, Winter Park, FL 32792

Air conditioning | On-site laundry | Swimming pool

2 beds

1 bath

$1,799

Apartment for rent

Steps from Scenic Trails & Modern Comforts

The Fisher provides modern, pet-friendly apartments just steps from Lake Baldwin Trail. Enjoy beautifully updated one and two-bedroom units with smart-home technology, premium appliances, and in-home laundry. Outdoor amenities include a refreshing pool, gated dog park, outdoor kitchen, and cozy firepit, perfect for enjoying the Baldwin Park lifestyle. Experience top-tier living without the Miami Beach price tag!

Summary of resident reviews

Residents of The Fisher Apartments in Winter Park, FL, appreciate the well-maintained units, spacious layouts, and supportive community atmosphere. The live-in maintenance staff receives high praise for their quick responses to issues. However, some note that noise from downstairs neighbors can be an occasional concern. The location near Baldwin Lake and various amenities enhances the overall living experience.

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200 Saint Andrews Blvd #1203 - Photo 1 of 1

3d ago

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3 Bedroom 2 Bathroom Condo In Winter Park With Wonderful Amenities and Top Schools - $2,250

200 Saint Andrews Blvd #1203, Winter Park, FL 32792

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

3 beds

2 baths

$2,250

Condo for rent

Available Sep 15

Bright & Modern Condo with Poolside Serenity

Experience comfort in this beautifully updated 3-bedroom, 2-bathroom condo. Enjoy the serene screened-in porch overlooking lush courtyards and pools. Features include hardwood floors, stainless steel appliances, and a brand-new A/C unit. With access to 3 pools, shuffleboard, and tennis courts, plus nearby parks and fitness trails, this dog-friendly community has everything for an active lifestyle. Close to dining and shopping options, this home is perfect for enjoying Winter Park.

384 Saint Dunstan Way - Photo 1 of 1

1d ago

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Verified

384 Saint Dunstan Way Winter Park, FL 32792

384 Saint Dunstan Way, Winter Park, FL 32792

Garage parking | Walk-in closets | Outdoor space

3 beds

2 baths

$2,610

House for rent

Available Sep 10

Stunning Renovation with Smart Home Features

This beautifully updated 3-bedroom, 2-bathroom home offers 1,628 sq. ft. of stylish living space. Featuring luxury vinyl plank flooring and a smart home setup, it’s designed for modern comfort. Enjoy a fenced yard and a garage for convenience. With pet-friendly policies and professional management by Invitation Homes, it’s perfect for those seeking a worry-free lifestyle. Embrace the charm of this inviting single-story residence.

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123 Oak Grove Rd - Photo 1 of 1

2d ago

Our team has verified this company

Verified

123 Oak Grove Rd, Winter Park, FL 32789

Garage parking

3 beds

2 baths

$1,860

House for rent

Available Sep 23

850 W Canton Ave - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

850 W Canton Ave, Winter Park, FL 32789

In-unit laundry | Dishwasher | Oven

2 beds

2 baths

$2,600

House for rent

Charming Home with Sunroom & Private Backyard

This beautifully maintained 2-bedroom, 2-bath home features a bright sunroom and a flexible bonus room ideal for a home office or guest space. Enjoy a sleek galley kitchen with granite countertops and stainless steel appliances in approximately 1,200 sq. ft. of modern living space. The newly fenced backyard offers a private outdoor oasis, while lawn care and monthly A/C filters are included for hassle-free living. Steps from dining and shopping, this home balances comfort with convenience.

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Find rentals with popular amenities

Swimming Pool

On-Site Laundry

Outdoor Space

In-Unit Laundry

630 N Lakemont Ave - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

630 N Lakemont Ave, Winter Park, FL 32792

Balcony | Swimming pool | Storage

3 beds

2 baths

$2,780

House for rent

Inviting Home with Pool & Patio for Relaxation

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

La Aloma Apartments - Photo 1 of 1

13h 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.

Mizell at Winter Park - Photo 1 of 1
Resident insights
Rent special

2d 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.

134 Lewfield Cir - Photo 1 of 1

3d ago

Condo for rent in Winter Park

134 Lewfield Cir, Winter Park, FL 32792

In-unit laundry | Air conditioning | Swimming pool

1 bed

1 bath

$1,295

Condo for rent

Chic Condo with Modern Touches & Great Amenities

This charming 1-bedroom, 1-bathroom condo features brand new luxury vinyl plank flooring and neutral paint throughout. The well-equipped kitchen includes upgraded appliances, and the great room opens to a lovely porch overlooking lush common areas. With access to a community pool, tennis court, and clubhouse, enjoy convenient condo living in a prime location near shopping and dining. Pet-friendly up to 35 lbs, it’s a perfect home for balancing comfort and lifestyle.

1500 Gay Rd #18C - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

Spacious 2/2 Condo in the heart of Winter Park (32789)!

1500 Gay Rd #18C, Winter Park, FL 32789

Air conditioning | On-site laundry | Balcony

2 beds

2 baths

$1,950

$1,795

Price drop

Condo for rent

Available Sep 15

Spacious Condo with Modern Updates & Prime Locale

This inviting 2-bedroom, 2-bathroom condo features a spacious layout, fresh paint, and beautiful hardwood flooring. Enjoy a fully equipped kitchen with stainless steel appliances and a private balcony for relaxation. Located in a serene community with convenient access to Winter Park Village and outdoor recreation, it offers a pet-friendly environment and amenities like a pool and dedicated parking. Utilities, including water, are included for added ease.

1250 S Denning Dr #232 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

Condominium - WINTER PARK, FL

1250 S Denning Dr #232, Winter Park, FL 32789

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

2 beds

2 baths

$1,900

$1,600

Price drop

Condo for rent

Bright Condo with Garden Views & Modern Upgrades

Enjoy serene garden views from this light-filled 2-bedroom, 2-bath condo featuring a brand-new kitchen with granite counters and updated baths. Located near Mead Botanical Gardens, this home boasts new carpet, plantation shutters, and a heated community pool. With 1 Gig Internet included and just minutes from Rollins College and vibrant Park Avenue, this property offers both convenience and comfort in the desirable 32789 area.

1695 Lee Rd Apt D212 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

1695 Lee Rd Apt D212, Winter Park, FL 32789

In-unit laundry | Air conditioning | Swimming pool

2 beds

1 bath

$1,550

Condo for rent

Modern Condo with Pool & Tennis Court Perks

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

3045 Aaron Burr Ave #C - Photo 1 of 1

3h ago

Condo for rent in Winter Park

South Winter Park condo Goldenrod rd

3045 Aaron Burr Ave #C, Winter Park, FL 32792

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

1 bed

1 bath

$1,500

$1,250

Price drop

Condo for rent

Available Sep 1

Tranquil Condo with Pool Access and Courtyard Views

Enjoy serene living in this 1-bedroom, 1-bathroom condo boasting over 940 square feet. Features include a bright kitchen and living area with a sliding glass door leading to a peaceful courtyard. Residents can take advantage of a gated pool and ample guest parking. Located in a quiet, traffic-free part of the community with nearby shopping, dining, and services, this pet-friendly home is perfect for those seeking convenience and comfort in Winter Park.

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NCEN130 - Photo 1 of 1

10h ago

Apartment for rent in Winter Park

NCEN130

130 N Center St, Winter Park, FL 32789

Dishwasher

1 bed

1 bath

$1,665

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!

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

12h ago

8.5

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

$1,351–$2,454

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.

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

14h ago

7.6

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

$1,299–$2,889

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.

632 Gaines Way - Photo 1 of 1

14h ago

Apartment for rent in Winter Park

632 Gaines Way, Winter Park, FL 32789

In-unit laundry | Furnished | High ceilings

1 bed

1 bath

$2,295

$2,100

Price drop

Apartment for rent

Chic Fully Furnished Apartment Near Park Avenue

This charming 1-bedroom, 1-bath apartment offers a bright, efficient layout and modern comfort. Located just blocks from boutique shopping, top-rated dining, and beautiful parks, it's perfect for enjoying Winter Park's vibrant lifestyle. With 550 sq. ft. of well-designed space, living here ensures convenience and ease, making it an ideal spot for relaxation and entertainment.

2948 Antique Oaks Cir #91 - Photo 1 of 1

16h ago

Condo for rent in Winter Park

2948 Antique Oaks Cir #91, Winter Park, FL 32792

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

1 bed

1 bath

$1,295

Condo for rent

Available Sep 16

Charming Condo with Screened Patio & Pool Access

Enjoy living in this cozy 1-bedroom condominium in the lovely Parkview Village community, ideal for students or professionals. Spanning 750 sq ft, this unit features a full-size washer and dryer, a delightful screened-in patio, and is pet-friendly. With amenities like off-street parking and a refreshing swimming pool, this home ensures comfort and convenience just minutes from UCF and vibrant Winter Park attractions. Rent covers water, sewer, and garbage.

730 W Swoope Ave - Photo 1 of 1

1d ago

House for rent in Winter Park

730 W Swoope Ave, Winter Park, FL 32789

In-unit laundry | Air conditioning | Dishwasher

5 beds

3 baths

$4,000

House for rent

2941 Antique Oaks Cir #79 - Photo 1 of 1

1d ago

Condo for rent in Winter Park

2 beds

2 baths

$1,675

Condo for rent

MACCALLUM SUB A/98 - Photo 1 of 1

1d ago

8.3

Very good

MACCALLUM SUB A/98

2045 S Lakemont Ave, Winter Park, FL 32792

In-unit laundry | Dishwasher | Microwave

2 beds

1 bath

$1,800

Apartment for rent

Suburban Bliss Near Lake Baldwin & Pet-Friendly Fun

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

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939 Aragon Ave - Photo 1 of 1

1d ago

House for rent in Winter Park

In-unit laundry | Dishwasher | Outdoor space

2 beds

2 baths

$2,725

House for rent

1919 Azalea Ave - Photo 1 of 1

1d ago

House for rent in Winter Park

1919 Azalea Ave, Winter Park, FL 32792

In-unit laundry | On-site laundry | Dishwasher

2 beds

1 bath

$2,275

House for rent

Updated 2-Bed Home with Spacious Yard & Patio

This charming, updated 2-bedroom home features a large landscaped yard and a fantastic screened back patio, perfect for long weekend lounging. Inside, enjoy modern amenities like an updated kitchen and bathroom, plus a convenient in-unit washer and dryer. With 960 square feet of affordable living space, this Winter Park residence is a must-see!

7309 Daniel Webster Dr #A - Photo 1 of 1

1d ago

Townhouse for rent in Winter Park

Concierge service | Package service | Outdoor space

Studio

1 bath

$995

House for rent

Available Sep 26

Cozy Studio Living in Vibrant Winter Park

Embrace the convenience of this charming studio townhome with 597 sqft of bright, open living space. Situated in Winter Park, enjoy easy access to shops, dining, and parks. The kitchen offers ample counter space, perfect for meal prep. Ideal for singles or couples, this pet-friendly townhome is nestled in a lively community, providing both comfort and accessibility.

645 Huntington Ave #7 - Photo 1 of 1

2d ago

House for rent in Winter Park

645 Huntington Ave #7, Winter Park, FL 32789

In-unit laundry | Assigned parking | Concierge service

2 beds

2 baths

$2,395

House for rent

Available Jun 30

Chic Townhome with Private Patios & Balconies

This stylish 2-bedroom, 2.5-bath townhome features a modern kitchen with stainless steel appliances and granite counters. Both bedrooms offer private balconies, with the master boasting a versatile loft space. Enjoy a newly built deck and fenced patio, ideal for summer gatherings. Located steps from Park Avenue’s shops and restaurants, this home blends comfort and convenience in the heart of Winter Park.

668 Montego Bay Ct #668 - Photo 1 of 1

2d ago

Condo for rent in Winter Park

668 Montego Bay Ct #668, Winter Park, FL 32792

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

2 beds

2 baths

$1,800

Condo for rent

690 Osceola Ave #502 - Photo 1 of 1

2d ago

Condo for rent in Winter Park

Condominium - WINTER PARK, FL

690 Osceola Ave #502, Winter Park, FL 32789

In-unit laundry | Air conditioning | Garage parking

2 beds

2 baths

$3,300

$2,950

Price drop

Condo for rent

Chic Lakefront Condo with Modern Features

This immaculate 2-bed, 2-bath lakefront condo offers stunning partial views of Lake Virginia and the Downtown skyline. The open-concept living space features a new chef’s kitchen with quartz countertops and stainless steel appliances. Abundant natural light fills the expansive living area, complemented by a spacious master suite with a private dressing area. Enjoy a waterfront pool, hot tub, and fitness center in this vibrant gem within walking distance to Park Avenue and Rollins College.

645 Huntington Ave - Photo 1 of 1

2d ago

Townhouse for rent in Winter Park

645 Huntington Ave, Winter Park, FL 32789

In-unit laundry | Dishwasher | Outdoor space

2 beds

2 baths

$2,395

House for rent

Chic Townhome with Balconies & Private Patio Retreat

Embrace stylish living in this renovated 2-bedroom, 2.5-bath townhome featuring a modern kitchen with stainless steel appliances and granite counters. Each bedroom boasts a private balcony, and the versatile loft space above the master offers a perfect nook for work or relaxation. A private, fenced patio with a new deck ensures delightful outdoor gatherings. Ideally situated near Park Avenue's vibrant shops and dining, this home balances comfort and prime location seamlessly.

2552 Galliano Cir - Photo 1 of 1

3d ago

Townhouse for rent in Winter Park

2552 Galliano Cir, Winter Park, FL 32792

In-unit laundry | Garage parking | Ceiling fan

3 beds

2 baths

$2,275

House for rent

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200 Saint Andrews Blvd #903 - Photo 1 of 1

3d ago

Condo for rent in Winter Park

Condominium - WINTER PARK, FL

200 Saint Andrews Blvd #903, Winter Park, FL 32792

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

1 bed

1 bath

$1,550

Condo for rent

758 Warrenton Rd - Photo 1 of 1

3d ago

Townhouse for rent in Winter Park

758 Warrenton Rd, Winter Park, FL 32792

Ceiling fan | High ceilings | Dishwasher

3 beds

2 baths

$1,895

House for rent

Charming End Unit Townhouse with Modern Touches

This serene 3-bedroom, 2-bathroom townhouse offers a peaceful cul-de-sac setting, featuring high ceilings and a carpet-free design with laminate wood and tile flooring throughout. The bright primary suite includes sliding glass doors to the backyard, while the updated kitchen and separate dining area enhance the cozy atmosphere. Enjoy the convenience of a one-car garage and proximity to local amenities, making it an ideal choice for comfortable living in Winter Park.

1807 N Park Ave - Photo 1 of 1

3d ago

House for rent in Winter Park

3 beds

3 baths

$3,395

House for rent

Charming Pool Home with Modern Comforts

This beautifully maintained 3-bedroom, 3-bathroom home spans 1,747 sq. ft. and features a bright, open layout with a welcoming living area and functional kitchen. Each bedroom offers its own bath for added privacy. The fully fenced backyard includes a sparkling private pool, perfect for year-round enjoyment. An attached 2½-car garage and ample driveway parking enhance convenience. Located in a prime neighborhood close to parks and amenities, this pet-friendly home includes lawncare and pool service in the rent.

1000 S Semoran Blvd - Photo 1 of 1

4d ago

Golfside condo for rent in Winter Park

1 bed

1 bath

$1,399

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!

1919 Azalea Avenue - Photo 1 of 1

4d ago

House for rent in Winter Park

1919 Azalea Avenue

1919 Azalea Ave, Winter Park, FL 32792

In-unit laundry | On-site laundry | Storage

2 beds

1 bath

$2,220

Price drop

House for rent

Available Sep 12

Stunningly Remodeled Retreat on a Quiet Street

WOW! Discover this completely remodeled home featuring exceptional upgrades, including granite countertops and stainless steel appliances in the kitchen. Enjoy the convenience of an indoor laundry room with storage and a large screened patio overlooking a tranquil, fenced backyard. Nestled on a peaceful dead-end street in Winter Park, just off Howell Branch Rd, this property offers a super location for serene living and easy accessibility. Ideal for those seeking comfort and style!

1280 Gladiolas Dr #NA - Photo 1 of 1

4d ago

House for rent in Winter Park

$2,750 - 3 Bedroom 2 Bathroom House in Winter Park with Great Amenities

1280 Gladiolas Dr #NA, Winter Park, FL 32792

In-unit laundry | Air conditioning | Garage parking

3 beds

2 baths

$2,650

House for rent

Available Oct 1

Modern Family Home with Enclosed Pool & Garage

This stunning 3-bedroom, 2-bath single-family home features a spacious 1,624 sq ft layout with an updated kitchen and hardwood floors. Enjoy the enclosed pool and backyard perfect for relaxation. An attached 2-car garage, in-unit laundry, and stainless steel appliances enhance convenience. Located in a desirable Winter Park subdivision, this vibrant property is available for $2,750/month, with utilities and pool maintenance covered by the lessee. No pets allowed.

502 Dunraven Dr - Photo 1 of 1

5d+ ago

House for rent in Winter Park

502 Dunraven Dr, Winter Park, FL 32792

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

3 beds

2 baths

$2,995

House for rent

Charming Home with Spacious Backyard & Modern Amenities

Enjoy comfortable Florida living in this delightful 3-bedroom, 2-bath home featuring over 1,600 sq. ft. of space. The modern kitchen with stainless steel appliances complements two distinct living areas perfect for entertaining. A dedicated laundry room adds convenience, while the fully fenced backyard offers a private oasis for pets and relaxation. Yard maintenance and pest control are included, making this rental a hassle-free choice in the desirable Kenilworth Shores neighborhood.

3038 Antique Oaks Cir #163 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

3038 Antique Oaks Cir #163, Winter Park, FL 32792

In-unit laundry | Swimming pool | Dishwasher

2 beds

2 baths

$1,799

$1,699

Price drop

Condo for rent

Stylish First-Floor Condo Near Top Schools & Amenities

Remodeled first-floor 2-bed, 2-bath condo features a welcoming patio and convenient in-unit laundry. Enjoy a beautiful pool and hot tub in this dog-friendly community. Located near A-rated Winter Park schools, Park Avenue, and Full Sail, with water included in the rent, this vibrant property offers an ideal, hassle-free lifestyle close to everything.

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2006 Canny Cv - Photo 1 of 1
New construction

5d+ ago

Townhouse for rent in Winter Park

2006 Canny Cv, Winter Park, FL 32792

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

3 beds

2 baths

$2,650

House for rent

Elegant Townhome with Scenic Water Views & Upgrades

This stunning 3-bedroom, 2.5-bath townhome features a desirable water view and an upgraded screened porch, perfect for enjoying the outdoors. The open layout of the first floor includes a modern kitchen with stainless steel appliances, leading to a spacious gathering room and patio. The luxurious master suite boasts a walk-in closet and ensuite bath. Additional perks include included high-speed internet, a community pool, and a corner unit for added privacy, all in a prime location near Winter Park amenities.

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

$5,200

$4,950

Price drop

House for rent

Elegant Two-Story Home with Gourmet Kitchen

This stunning 4-bedroom, 2.5-bathroom home features recent updates throughout, including fresh paint, hardwood floors, and granite countertops. Enjoy a cozy family room with a wood-burning fireplace and French doors leading to a beautifully landscaped yard. The master suite boasts a luxurious bathroom with a soaker tub and a spacious second-floor deck. With a charming front porch and convenient laundry room, this home blends modern amenities with a serene outdoor living experience.

The Lofts of Winter Park Village - Photo 1 of 1

5d+ ago

8.8

Very good

The Lofts of Winter Park Village

520 N Orlando Ave, Winter Park, FL 32789

In-unit laundry | Balcony | Fitness center

1 bed

1 bath

$1,645–$1,795

Apartment for rent

Sophisticated Urban Loft Living Awaits

Located in Winter Park, The Lofts offer a unique 2-level loft experience with high ceilings and oversized windows. Surrounded by vibrant attractions like Regal Movie Theatre and Bar Italia, these urban spaces blend industrial charm with sophistication. Residents enjoy in-unit laundry, a fitness center, and convenient Amazon Hub Lockers. Embrace a one-of-a-kind lifestyle in Orlando's heart!

Summary of resident reviews

Residents praise The Lofts of Winter Park Village for its clean, well-maintained environment, friendly and responsive staff, and vibrant location near dining and nightlife. They enjoy the spacious, unique lofts and events hosted by the community. Opinions vary on commute convenience, but many appreciate the quiet atmosphere and pet-friendliness.

2458 Grand Teton Cir #1 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

$3 Bedroom 2 Bathroom Condo In Winter Park

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

In-unit laundry | Air conditioning | Assigned parking

3 beds

2 baths

$2,250

Condo for rent

Available Oct 31

Stylishly Renovated Condo with Pool & Tennis Courts

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

830 Douglas Ave - Photo 1 of 1

5d+ ago

House for rent in Winter Park

Single Family Residence - WINTER PARK, FL

830 Douglas Ave, Winter Park, FL 32789

In-unit laundry | Ceiling fan | Dishwasher

4 beds

2 baths

$3,500

$3,295

Price drop

House for rent

Stunningly Renovated Home with Serene Backyard Oasis

Experience comfort and style in this beautifully renovated 4-bedroom, 2-bathroom home featuring elegant woodgrain tile flooring and a spacious kitchen with granite countertops and stainless steel appliances. The inviting living area flows seamlessly for entertaining, while the large, fully fenced backyard offers lush green space and paved areas perfect for outdoor dining and relaxation. Washer and dryer included, making this home both functional and exquisite.

1661 Hillcrest Ave - Photo 1 of 1

5d+ ago

Virginia Heights house for rent in Winter Park

Single Family Residence - WINTER PARK, FL

1661 Hillcrest Ave, Winter Park, FL 32789

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

4 beds

3 baths

$11,000

$10,000

Price drop

House for rent

Luxurious Coastal-Design Retreat with Pool & Flex Space

This stunning 4-bedroom, 3.5-bath home offers a seamless open floor plan adorned with elegant finishes and Viking appliances. Enjoy your private paradise featuring an outdoor summer kitchen, fireplace, and K9 turf for pets. The luxurious master suite, versatile upstairs flex space, and a pristine pool complete this exquisite residence. Located in desirable Winter Park, experience fine dining and boutique shopping just moments away in this extraordinary rental home!

3002 Antique Oaks Cir #97 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Park

3002 Antique Oaks Cir #97, Winter Park, FL 32792

Swimming pool | Storage | On-site management

1 bed

1 bath

$1,250

Apartment for rent

Available Aug 10

Bright & Airy 1-Bedroom Apartment with Great Amenities

This charming 1-bedroom, 1-bath apartment offers 750 sq. ft. of well-maintained living space, featuring an open-concept layout filled with natural light. A fully equipped kitchen and spacious bedroom with ample storage make it inviting for both relaxation and entertaining. Enjoy a vibrant community with a sparkling pool, clubhouse, and tennis courts. Conveniently located near shops, dining, and major highways, this home is perfect for effortless living.

235 Sandlewood Trl - Photo 1 of 1
No deposit

5d+ ago

Townhouse for rent in Winter Park

235 Sandlewood Trl, Winter Park, FL 32789

In-unit laundry | Swimming pool | Ceiling fan

3 beds

3 baths

$2,000

House for rent

Bright 3-Story Townhome with Private Balcony Oasis

This charming 3-bedroom, 3.5-bath townhome features an open floor plan with a kitchen ready for entertaining, a cozy fireplace, and a screened porch for relaxation. The primary bedroom boasts a private balcony with serene wooded views. Enjoy community amenities like a pool and playground. Located conveniently near Park Avenue and I-4, this pet-friendly home offers modern living in a vibrant community!

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Updated: September 18, 2025

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Learn more about renting in Winter Park, FL

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 deal7309 Daniel Webster Dr #A
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🧦In-unit laundry
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