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Apartments for Rent in Winter Park, FL

Average rent

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

1h ago

9.9

Excellent

Our team has verified this company

Verified

Alvista Winter Park

3935 Sutton Place Blvd, Winter Park, FL 32792

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

1–2 beds

1–2 baths

$1,431–$3,507

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

2d ago

9.7

Excellent

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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

$1,240–$1,695

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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Sovereignty at Winter Park - Photo 1 of 1
Resident insights

7h ago

9.4

Excellent

Our team has verified this company

Verified

Sovereignty at Winter Park

7745 Brandywood Cir, Winter Park, FL 32792

Swimming pool | Fitness center

1–2 beds

1–2 baths

$1,275–$1,745

Apartment for rent

Suburban Comfort & Vibrant Community Living

Residents of Sovereignty at Winter Park enjoy a peaceful suburban lifestyle with easy access to nearby lakes and parks. This welcoming community boasts a fitness center, a refreshing swimming pool, and monthly planned social events. Conveniently located near vibrant neighborhood shops, this is an ideal place for fun and relaxation without the long commute. Experience comfortable living and an engaging community atmosphere in Winter Park!

Summary of resident reviews

Residents appreciate the strong sense of community and support at Sovereignty at Winter Park, often praising the friendly and efficient management team, particularly Jackie, for going above and beyond. Maintenance is prompt and effective, contributing to a comfortable living experience. Some feel the community's older design may lack modern updates, but overall, the friendly atmosphere and responsive staff make it a cherished home.

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Mizell at Winter Park - Photo 1 of 1

1d ago

9.7

Excellent

Our team has verified this company

Verified

Mizell at Winter Park

600 N Semoran Blvd, Winter Park, FL 32792

Swimming pool | Fitness center | Business center

2 beds

2 baths

$1,470

Apartment for rent

Vibrant Community Living Minutes from Orlando

Residents of Mizell at Winter Park enjoy a lively atmosphere with shopping, dining, and parks just around the corner. This welcoming community features a clubhouse, fitness center, billiards, and a sparkling swimming pool nestled in beautifully landscaped grounds. Active lifestyles thrive with an outdoor basketball court and playground, plus monthly social events that bring neighbors together. Experience convenience and a sense of community only a quick drive from Orlando!

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2218 King Richards Ct #NA - Photo 1 of 1

4d ago

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Verified

Winter Park, Fully Remodeled + Tesla charge station

2218 King Richards Ct #NA, Winter Park, FL 32792

In-unit laundry | Air conditioning | Garage parking

3 beds

2 baths

$3,600

House for rent

Available May 30

Stylishly Remodeled Home with Private Pool Oasis

A beautifully remodeled 3-bedroom, 2-bath residence featuring an open concept layout and bright kitchen overlooking a stunning large private pool. This charming home offers an oversized deck, den, dining and living rooms, and a screened porch. Located on a cul-de-sac in a prime neighborhood, it includes an oversized garage with a Tesla charging station and extra storage. Enjoy the convenience of a fully fenced yard just minutes from Downtown Winter Park's vibrant Park Avenue.

5563 Pats Pt - Photo 1 of 1

4d ago

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5563 Pats Pt, Winter Park, FL 32792

Garage parking | On-site laundry | Walk-in closets

3 beds

2 baths

$2,430

House for rent

Available Jul 20

Charming Smart Home with Pet-Friendly Perks

This delightful 3-bedroom, 2-bathroom residence offers modern living with smart home features in a pet-friendly setting. Spanning 1,307 sq. ft., it boasts a bright layout with granite countertops, a spacious eat-in kitchen, and stylish vinyl plank flooring. Enjoy outdoor living on the deck and patio, and convenience with a two-car garage. This charming home is sure to impress with its blend of comfort and functionality, perfect for everyday life.

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1695 Lee Rd #E107 - Photo 1 of 1

5d+ ago

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1695 Lee Rd #E107, Winter Park, FL 32789

In-unit laundry | Air conditioning | Balcony

1 bed

1 bath

$1,300

Apartment for rent

Available May 1

Cozy Modern Retreat with Balcony & Pool

Enjoy this 1-bed, 1-bath apartment in Winter Park, offering a stylishly updated kitchen and bath, stainless appliances, central air, and balcony. Cable and internet included in the rent. Dive into relaxation at the community pool and enjoy the convenience of in-unit laundry and assigned parking. Available February 2025.

3313 Hamlet Loop - Photo 1 of 1

5d+ ago

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3313 Hamlet Loop, Winter Park, FL 32792

Garage parking | Swimming pool | Walk-in closets

3 beds

2.5 baths

$2,530

House for rent

Available Jul 3

Modern 3-Bed Retreat with Smart Home Features

This charming 3-bedroom, 2.5-bathroom home spans 1,482 sq ft and showcases a smart home experience. Enjoy an open floor plan with vaulted ceilings and modern amenities, including granite countertops and stainless steel appliances. The pet-friendly environment offers a fenced yard, perfect for outdoor enjoyment. With a community pool nearby and easy access to walking trails, this home is ideal for comfort and convenience in a vibrant setting.

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3091 Crane Strand Dr - Photo 1 of 1

4d ago

Our team has verified this company

Verified

3091 Crane Strand Dr, Winter Park, FL 32792

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

3 beds

2 baths

$2,250

$2,125

Price drop

House for rent

Available May 12

Charming 3-Bedroom Home with Pool Access

This inviting rental features 3 bedrooms and 2 bathrooms within a cozy 1,200 sq ft layout, ideal for a comfortable lifestyle. Enjoy the convenience of onsite laundry and refreshing swims in the community pool. With professional management and maintenance services, this home offers an ideal blend of comfort and convenience. Located in a friendly neighborhood, it promises a welcoming atmosphere for all.

504 Saint Dunstan Way - Photo 1 of 1

4d ago

Our team has verified this company

Verified

504 Saint Dunstan Way, Winter Park, FL 32792

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

3 beds

2 baths

$2,935

House for rent

Available Jun 17

Charming 3-Bedroom Home Ready for Your Touch

This delightful 3-bedroom, 2-bathroom home spans 1,624 sq ft and is poised for exciting renovations, featuring planned upgrades like new LVP flooring and modern countertops. With a pet-friendly policy, this home ensures comfort and convenience. Enjoy the spacious layout accompanied by potential community amenities, including a swimming pool. Secure your chance to personalize this fantastic space in Winter Park—pre-lease today!

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Swimming Pool

On-Site Laundry

In-Unit Laundry

Outdoor Space

1180 Springview Run - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1180 Springview Run Winter Park, FL 32792

1180 Springview Run, Winter Park, FL 32792

Garage parking | Walk-in closets | Outdoor space

3 beds

2 baths

$2,185

House for rent

Available May 20

Modern Retreat with Smart Home Features & Yard

Experience comfort in this pet-friendly 3-bedroom, 2-bath home with 1,229 sq. ft. of stylish living space. Featuring high-end tech upgrades, a fenced yard, and a relaxing patio, this home is perfect for families and entertaining. Enjoy the convenience of professional property management and essential services, all designed to enhance your lifestyle. Embrace easy living in a space that reflects modern elegance and a welcoming vibe.

2313 Dunbury Ct - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

2313 Dunbury Ct Winter Park, FL 32792

2313 Dunbury Ct, Winter Park, FL 32792

Garage parking | Outdoor space

3 beds

2 baths

$2,445

House for rent

Available May 22

Modern Home with Smart Features & Fenced Yard

This pet-friendly 3-bedroom, 2-bath home combines modern living with high-end amenities. Enjoy a stylish kitchen with stainless-steel appliances and granite countertops. The spacious living area features luxury vinyl plank flooring, perfect for entertaining. A wide-open fenced backyard provides a private oasis for relaxation and play. Plus, benefit from Smart Home tech and professional property management for a hassle-free living experience.

362 S Pennsylvania Ave - Photo 1 of 1

5h ago

Apartment for rent in Winter Park

362 S Pennsylvania Ave, Winter Park, FL 32789

Air conditioning | On-site laundry | Balcony

2 beds

2 baths

$2,050

Apartment for rent

Bright Apartment Steps from Vibrant Hannibal Square

This spacious 2-bedroom, 2-bathroom apartment on the 3rd floor offers modern living right in the heart of Hannibal Square. Unfurnished and pet-friendly, it features high ceilings, balcony access, and assigned parking. Enjoy the walkable neighborhood with café, shops, and cultural spots just steps away. All utilities are included except electricity and internet. Ideal for those seeking convenience and charm in Winter Park's vibrant community!

Winter Park Woods Apartments - Photo 1 of 1

13h ago

8.8

Very good

Winter Park Woods Apartments

349 Scottsdale Sq, Winter Park, FL 32792

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

1–3 beds

1–2 baths

$1,093–$2,098

Price drop

Apartment for rent

Charming Neighborhood Living Near Local Hotspots

Residents of Winter Park Woods Apartments enjoy a prime setting in a walkable, well-established neighborhood with local shops, cafes, and restaurants nearby. Mature landscaping and unique architecture create a tranquil, character-filled atmosphere, while easy access to major highways, public transportation, a swimming pool, and tennis courts supports convenient, active living.

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

23h ago

8.3

Very good

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

3656 N Goldenrod Rd, Winter Park, FL 32792

Dishwasher | Microwave

2 beds

2 baths

$1,899

Apartment for rent

Serene Living with a Refreshing Community Pool

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

Summary of resident reviews

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

The Fisher Apartments, Winter Park | 1–2 bedrooms available - Photo 1 of 1

1d ago

8.5

Very good

The Fisher Apartments, Winter Park | 1–2 bedrooms available

2001 Glenridge Way, Winter Park, FL 32792

Air conditioning | On-site laundry | Swimming pool

1–2 beds

1 bath

$1,799–$1,899

Apartment for rent

Modern Pet-Friendly Living Near Lake Baldwin Trail

Nestled in Winter Park, The Fisher Apartments offer contemporary living just steps from the scenic Lake Baldwin Trail. These newly renovated 1–2 bedroom homes feature smart-home technology, premium appliances, and spacious layouts. Residents enjoy a vibrant community with a refreshing pool, gated dog park, and outdoor grilling area. Take advantage of special offers and discover unmatched value in this charming neighborhood!

Summary of resident reviews

Residents of The Fisher Apartments, Winter Park, praise the community for its friendly atmosphere, helpful management, and well-maintained amenities like the pool and dog park. While many cherish the strong sense of community and spacious apartments, some note the potential noise from downstairs neighbors. The location by Lake Baldwin is highly appreciated for outdoor activities.

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

1d 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

$1,232–$2,411

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.

2911 Antique Oaks Cir #12 - Photo 1 of 1

3d ago

Condo for rent in Winter Park

2911 Antique Oaks Cir #12, Winter Park, FL 32792

In-unit laundry | Swimming pool | Hardwood floor

2 beds

2 baths

$1,575

Condo for rent

Bright Remodeled Condo Steps from the Pool

This beautifully remodeled 2-bed, 2-bath second-floor condo offers a low-maintenance lifestyle with fresh paint, new wood and ceramic tile flooring, and updated kitchen featuring granite countertops. Enjoy a spacious layout with a comfortable living area, dining space, and a screened-in patio perfect for relaxation. Community amenities include a pool, sauna, and clubhouse, ideally located within walking distance to Full Sail University and minutes from local shopping and dining.

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3651 N Goldenrod Rd #A104 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

3651 N Goldenrod Rd #A104, Winter Park, FL 32792

In-unit laundry | Swimming pool | Dishwasher

2 beds

2 baths

$1,450

Condo for rent

Remodeled 2-Bed Condo with Pool Access

This inviting 2-bedroom, 2-bath condo spans 840 sq. ft. and features modern updates, including new tile flooring and completely renovated bathrooms. Enjoy cooking with brand new kitchen appliances, including a dishwasher and washer/dryer. With a large community pool right outside, this pet-friendly home offers easy access to major roads, dining, and shopping. Perfect for those seeking comfort and convenience in a vibrant location!

1695 Lee Rd ##C206 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

In-unit laundry | Swimming pool | Dishwasher

2 beds

1 bath

$1,595

Condo for rent

Bright & Stylish Condo with Community Pool Access

Move-in ready 2-bed, 1-bath second-floor condo featuring 881 sq ft of open living space with high ceilings and central air. Enjoy the convenience of in-unit laundry, a walk-in closet, and community amenities like a swimming pool and playground. Perfectly located near shops, dining, and parks, this home offers the ideal blend of comfort and accessibility for families or professionals. Immediate occupancy available with attractive move-in specials!

7429 Daniel Webster Dr #14E - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

Rent Special: Receive $100 in rent credit for the first three months with a 12-month lease!

7429 Daniel Webster Dr #14E, Winter Park, FL 32792

In-unit laundry | Furnished | Package service

2 beds

2 baths

$1,740

Condo for rent

Fully Furnished 2-Bed Condo with Rent Credit!

Embrace comfortable living in this charming 2-bedroom, 2-bathroom condo, featuring fresh paint, upgraded lighting, and spacious bedrooms. Enjoy a stylish kitchen with new granite countertops and in-unit laundry. Perfectly located for easy access to Disney, Cocoa Beach, and major colleges. Take advantage of a special rent credit and resident benefits package. This beautifully maintained unit offers both convenience and comfort—just unpack and enjoy!

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!

2648 Galliano Cir - Photo 1 of 1

55m ago

Townhouse for rent in Winter Park

2648 Galliano Cir, Winter Park, FL 32792

Garage parking | Concierge service | On-site management

2 beds

2.5 baths

$2,299

House for rent

Available May 18

Description

This property will not last long! Schedule a showing today! Winter Park Two Story 2/2.5 Townhome located in the Private - Gated Community of Vistas at Lake Howell. All Stainless Steel Kitchen Appliances Included (Dishwasher, Range, Refrigerator, and Microwave). Living & Dining Room Combo. All bedrooms are located on the second floor. Primary Bedroom has custom closet design and ensuite bathroom. Ceiling Fans in Many Rooms. Half Bathroom Downstairs. Screened in Private Back Patio/Porch. Attached One Car Garage. Convenient to Sr-436 & I-4. Laundry Room is upstairs near bedr

925 Mead Ave - Photo 1 of 1

2h ago

Garden Acres house for rent in Winter Park

In-unit laundry | Outdoor space

2 beds

1 bath

$1,995

House for rent

Description

Newly renovated duplex in Winter Park, a must see! New kitchen, tiled floors and stainless steel appliances in this renovated home. Huge fenced in back yard and walking distance to Mead Gardens, WP tennis courts, Rollins Collage and Winter Park shops and restaurants. Central heat and air. Included: -Washer Dryer -Water -Weekly Lawncare Minimum approval requirements: -620 credit score, no exceptions. -$95 application fee per adult. -$395 non-refundable pet fee. -Security deposit is equal to 1 month rent minimum. -Household income must be greater than 3 times rent Appli

1625 Tioga Trl - Photo 1 of 1

3h ago

House for rent in Winter Park

1625 Tioga Trl, Winter Park, FL 32789

Air conditioning | Garage parking | Swimming pool

4 beds

3 baths

$4,100

House for rent

Spacious Home with Pool in a Desirable Locale

This inviting 4-bedroom, 3-bathroom residence boasts a split floorplan, open living spaces, and an idyllic outdoor oasis with a screened porch and sparkling pool. Enjoy wood flooring throughout and a well-equipped kitchen featuring white cabinets and a breakfast nook. Perfectly located in a sought-after school district near parks, shopping, and dining, this home combines comfort and convenience for enjoyable living. Regular pool service is included.

Stonecastle Apartment Homes - Photo 1 of 1
Rent special

6h ago

8.8

Very good

Stonecastle Apartment Homes

2015 New Stonecastle Ter, Winter Park, FL 32792

In-unit laundry | Air conditioning | Garage parking

1–2 beds

1–2 baths

$1,441–$2,272

Apartment for rent

Smart Comfort Near Winter Park Living

Stonecastle Apartment Homes offers spacious one-, two-, and three-bedroom layouts with in-home washers and dryers, stainless steel appliances, and smart thermostats. Residents enjoy a fitness center, clubhouse and lounge, swimming pool, tennis courts, and scenic outdoor spaces with paved trails and pond views, plus smart home features and community-wide WiFi.

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Cranes Landing Apartments - Photo 1 of 1

8h ago

8.5

Very good

Cranes Landing Apartments

3440 N Goldenrod Rd, Winter Park, FL 32792

In-unit laundry | Swimming pool | Fitness center

1–3 beds

1–2 baths

$1,295–$2,190

Price drop

Apartment for rent

Resort-Style Living Near Winter Park's Best

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

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

16h ago

8.5

Very good

Summerlin at Winter Park Apartments

3207 Rosebud Ln, Winter Park, FL 32792

In-unit laundry | Furnished | On-site laundry

1–2 beds

1–2 baths

$1,396–$2,451

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.

Winter Park Condo FOR LEASE - Photo 1 of 1

1d ago

Apartment for rent in Winter Park

Winter Park Condo FOR LEASE

2045 S Lakemont Ave, Winter Park, FL 32792

In-unit laundry | Dishwasher | Microwave

2 beds

1 bath

$1,795

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!

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.

1026 S Lakemont Ave - Photo 1 of 1

1d ago

House for rent in Winter Park

Single Family Residence - WINTER PARK, FL

1026 S Lakemont Ave, Winter Park, FL 32792

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

3 beds

2 baths

$4,300

$4,100

Price drop

House for rent

Upgraded Pool Home with Outdoor Entertaining Spaces

Experience effortless living in this beautifully upgraded 3-bedroom, 2-bath pool home. Featuring an open floor plan and a spacious kitchen with modern finishes, this residence shines with ample outdoor entertaining space including a screened-in pool, covered patio, and firepit lounge. Located in a top-rated school zone and close to local amenities, this home balances lifestyle and convenience in a vibrant Winter Park setting.

7328 Swallow Run - Photo 1 of 1

1d ago

House for rent in Winter Park

House for rent

Description

2 bed 2 bath in winterpark!

3032 Antique Oaks Cir #145 - Photo 1 of 1

2d ago

Condo for rent in Winter Park

Condominium - WINTER PARK, FL

3032 Antique Oaks Cir #145, Winter Park, FL 32792

In-unit laundry | Swimming pool | Dishwasher

1 bed

1 bath

$1,350

Condo for rent

Cozy 1-Bed Condo with Poolside Charm

This inviting 1-bedroom, 1-bath condo offers an open layout with fresh interior paint and convenient in-unit laundry. Relax on the screened patio or enjoy the community pool and clubhouse at Parkview Village. Perfect for students or professionals, located near UCF and Full Sail University.

1843 Shadyhill Ter - Photo 1 of 1

3d ago

House for rent in Winter Park

Single Family Residence - WINTER PARK, FL

1843 Shadyhill Ter, Winter Park, FL 32792

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

4 beds

2.5 baths

$3,300

House for rent

Spacious Retreat with Inviting Hot Tub & Patio

This beautifully maintained 4-bedroom, 2-bath home features an oversized kitchen, multiple living spaces, and a cozy fireplace. Enjoy the tranquility of lush landscaping and water views from the enclosed patio, complete with an expansive in-ground hot tub. The primary suite boasts a walk-in closet and a private bath with double sinks. Additional amenities include a side-entry garage, a laundry room, and community tennis courts—all conveniently located near major highways and lively Downtown Winter Park.

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3059 Autumn Ct - Photo 1 of 1

4d ago

Condo for rent in Winter Park

3059 Autumn Ct, Winter Park, FL 32792

Garage parking | On-site laundry | Swimming pool

3 beds

2 baths

$1,900

Condo for rent

Available Jun 1

Charming Villa with Community Pool & Private Yard

This delightful 3-bedroom, 2-bath villa offers 1,266 sq ft of cozy living space featuring vaulted ceilings and an open-concept design. The updated kitchen and renovated bathrooms add modern touches, while the versatile third bedroom/den with French doors enhances functionality. Enjoy relaxing on the screened patio overlooking your fenced yard, along with community amenities like a pool and playground. Ideally situated near top-rated schools, shopping, and dining in a serene community setting.

1351 Merrydale Way - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Park

House for rent

Modern Townhome with Scenic Water Views

This contemporary 3-bedroom, 2.5-bath townhome in a gated community features an inviting open floor plan with beautiful water views. Enjoy a well-equipped kitchen with granite countertops and stainless steel appliances, plus a spacious patio for outdoor relaxation. The primary suite boasts a large walk-in closet and stylish dual sinks. Additional highlights include a two-car garage, private backyard, and access to resort-style amenities like a pool and playground, all just minutes from local favorites and downtown.

5523 Cretan Way - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Park

Townhouse - WINTER PARK, FL

5523 Cretan Way, Winter Park, FL 32792

In-unit laundry | Assigned parking | Central heat

3 beds

2 baths

$2,195

$2,095

Price drop

House for rent

Charming Townhouse in Tranquil Cul-de-Sac Setting

Experience comfort in this delightful 3-bedroom, 2-bath townhouse featuring a private driveway in a peaceful neighborhood. Enjoy modern amenities like central air, a fully-equipped kitchen, and a mini bar, alongside a yard and storage shed. Lawn service is included, while the Resident Benefits Package adds value with liability insurance, identity theft protection, and more, making living here both convenient and secure.

747 Maryland Ave - Photo 1 of 1

5d+ ago

House for rent in Winter Park

3 beds

2 baths

$2,700

House for rent

Charming Home with Spacious Yard Near Rollins College

This lovely 3-bedroom, 2-bathroom residence features modern updates with a remodeled kitchen and bathrooms. Enjoy the generous backyard and patio, perfect for outdoor relaxation. Located just a 4-minute walk to Rollins College and a 10-minute stroll to Park Avenue's shops and restaurants, this home combines comfort with convenience. Pet-friendly and ready for you to move in by June 10, 2026, enjoy all that Winter Park has to offer!

147 S Interlachen Ave #250 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Park

Coming soon Walk to Park Ave. 3 Bedroom 5 Bathroom 3320 s.f. -Single level condo.

147 S Interlachen Ave #250, Winter Park, FL 32789

In-unit laundry | Air conditioning | Garage parking

3 beds

5 baths

$10,500

$9,500

Price drop

Apartment for rent

Available May 15

Luxurious 3-Bedroom Oasis with Poolside Charm

Experience luxury living in this 3-bedroom, 5-bathroom apartment featuring 3,320 sq. ft. of sun-filled space with private elevator access. Enjoy two serene balconies overlooking a beautiful pool and spa area. The sophisticated interior boasts a fireplace and a spacious master suite with dual closets and exquisite bath. Conveniently located steps from Park Avenue and Central Park, this residence also offers secure parking and ample storage, perfect for a vibrant Winter Park lifestyle.

425 Balmoral Rd - Photo 1 of 1

5d+ ago

House for rent in Winter Park

Single Family Residence - WINTER PARK, FL

425 Balmoral Rd, Winter Park, FL 32789

In-unit laundry | Air conditioning | Garage parking

3 beds

2 baths

$3,950

House for rent

Updated Corner Lot Home with Charming Details

This beautifully updated 3-bedroom, 2-bath residence boasts approximately 1,929 SF of living space, featuring original wood flooring and a bright, spacious layout. The updated kitchen showcases fresh cabinetry and new countertops. Enjoy the private backyard with new sod, ideal for relaxation or entertaining. Located near scenic Park Avenue, this home combines character and convenience in a desirable Winter Park location.

1814 Barker Dr - Photo 1 of 1

5d+ ago

House for rent in Winter Park

Single Family Residence - WINTER PARK, FL

1814 Barker Dr, Winter Park, FL 32789

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

5 beds

4 baths

$10,000

House for rent

Luxurious Modern Marvel with Private Pool Oasis

Experience luxury in this stunning 5-bedroom, 4-bath home boasting 4,100 sq ft of modern living. Sleek architecture and abundant light enhance the chef's kitchen and spacious living areas, which flow seamlessly into a resort-style lanai and private backyard with a sparkling pool. The first-floor primary suite features a spa-like bath, while upstairs offers a loft and four more bedrooms. Minutes from vibrant Park Avenue, this home is perfect for stylish entertaining and comfortable living.

1941 Lanier Ct - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

2 BR / 1 BA Condo In Winter Park - First Floor

1941 Lanier Ct, Winter Park, FL 32792

On-site laundry | Outdoor space

2 beds

1 bath

$1,745

Condo for rent

Cozy Condo Near Vibrant Winter Park Attractions

A charming first-floor condo featuring 2 bedrooms and 1 bathroom in the heart of Winter Park. Enjoy an open living area, kitchen with granite countertops, and spacious bedrooms. This pet-friendly home is just moments away from shops, restaurants, and outdoor activities. Residents benefit from on-site laundry and easy access to local amenities, making it the perfect spot for comfortable living.

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1119 S Pennsylvania Ave - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Park

1119 S Pennsylvania Ave, Winter Park, FL 32789

In-unit laundry | Garage parking | Dishwasher

4 beds

3 baths

$5,750

House for rent

Modern Townhome with Private Backyard Oasis

This beautifully updated Cherokee Park townhome offers 4 bedrooms and 3 baths across 3,000 sq ft, featuring an open-concept layout with vaulted ceilings and a sleek fireplace. The gourmet kitchen and spa-like bathrooms boast contemporary finishes, while large windows and a signature arched window flood the space with natural light. Enjoy your private, low-maintenance backyard with luxury landscaping, just minutes from world-class dining, shopping, and nearby parks in vibrant Winter Park.

520 N Orlando Ave #104 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Park

In-unit laundry | Balcony | Fitness center

1 bed

1 bath

$1,675

Apartment for rent

Available May 13

Chic Loft Apartment in the Heart of Winter Park

Enjoy urban living with style in this unique two-level apartment featuring high ceilings and oversized windows. Located in the vibrant Winter Park Village, residents can step out to Regal Theatre, popular dining, and shopping. Enjoy convenient amenities like a fitness center, private parking, and bike storage. With 759 sq ft of well-designed space, it's the perfect blend of comfort and accessibility. Pet-friendly and ready for new adventures!

296 Lewfield Cir #1 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

296 Lewfield Cir #1, Winter Park, FL 32792

In-unit laundry | Swimming pool | Fitness center

1 bed

1 bath

$1,350

Condo for rent

Available May 15

Chic Top-Floor Condo with Resort-Style Amenities

Effortless living awaits in this stylish 1-bed, 1-bath top-floor condo featuring modern wood-look tile and a private balcony with tranquil views. Enjoy exclusive access to a sparkling pool, fitness center, and tennis courts. The convenience of in-unit laundry and included utilities makes this home a perfect choice. Located just 10 minutes from upscale dining, this beautifully appointed residence blends relaxation with a prime location in Winter Park.

1671 Dale Ave #1 - Photo 1 of 1

5d+ ago

House for rent in Winter Park

1671 Dale Ave. - 1

1671 Dale Ave #1, Winter Park, FL 32789

In-unit laundry | Air conditioning | Garage parking

2 beds

1 bath

$2,250

House for rent

Available Jun 1

Charming Home with Fenced Yard & Bonus Room

This beautifully maintained 2-bedroom, 1-bath residence features 1,131 sq. ft. of living space with refinished hardwood floors and abundant natural light. Enjoy a spacious bonus room perfect for an office or playroom, and a fully fenced backyard ideal for gatherings. Conveniently located near shops and dining, in a top-rated school district. This home combines classic charm with modern conveniences, making it a perfect retreat in a sought-after neighborhood.

620 Trinidad Ct #620 - Photo 1 of 1
3D tour

5d+ ago

House for rent in Winter Park

620 Trinidad Ct #620, Winter Park, FL 32792

Swimming pool | Carpet | Outdoor space

2 beds

2 baths

$1,750

House for rent

Freshly Renovated Home with Private Yard & Pool

This charming 2-bedroom, 2-bathroom house features a modern update with new carpet, cabinets, and appliances. Enjoy your private fenced yard, ideal for outdoor gatherings. Residents have access to community amenities, including a refreshing pool and tennis courts, providing the perfect blend of leisure and comfort. A wonderful opportunity to embrace the Winter Park lifestyle!

1760 Legion Dr - Photo 1 of 1

5d+ ago

House for rent in Winter Park

Single Family Residence - WINTER PARK, FL

1760 Legion Dr, Winter Park, FL 32789

In-unit laundry | Garage parking | Swimming pool

4 beds

5.5 baths

$9,700

House for rent

Expansive Ranch with Stunning Outdoor Spaces

This charming 4-bedroom, 5.5-bath ranch home offers over 4,300 sq ft of bright living space, featuring a chef's kitchen with stainless steel appliances and a spacious family room with a barrel ceiling. Enjoy the unique courtyard patio that connects to multiple rooms, perfect for gatherings. The luxurious primary suite boasts two full baths and walk-in closets. Additional highlights include a bonus room, screened patio, and a large pool. Perfect for entertaining and family living!

2445 Passamonte Dr - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Park

2445 Passamonte Dr, Winter Park, FL 32792

In-unit laundry | Dishwasher | Microwave

3 beds

2.5 baths

$2,495

House for rent

Luxurious Corner Townhouse in Gated Community

This pet-friendly 3-bed, 2.5-bath townhouse in gated Via Lago features a modern open kitchen with granite countertops and stainless steel appliances. Enjoy the abundance of natural light, new wood flooring, and a private patio. With a single-car garage and quick access to top-rated Winter Park schools, shopping, and dining, it's a perfect home for modern living.

1850 Whitehall Dr - Photo 1 of 1

5d+ ago

House for rent in Winter Park

3 beds

2 baths

$3,350

House for rent

Furnished Pool Paradise with Utilities Included

Nestled in Kenilworth Shores, this furnished 3-bed, 2-bath home features an open floor plan with a family/dining combo and a family room overlooking a lush, tropical backyard. Relax by the black bottom pool and enjoy the fully fenced yard with a gazebo. Utilities included for stress-free living, situated conveniently between Baldwin Park and Park Avenue.

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Home > Apartments in Winter Park
Updated: May 21, 2026

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Learn more about renting in Winter Park, FL

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

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

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

Winter Park's 2025 rental market shows one-bedroom apartments averaging around $1,400 per month, while two-bedroom units average around $1,700 monthly. Both apartment types experienced year-over-year decreases, with one-bedrooms declining 6.1% and two-bedrooms dropping 4.4% from 2024 levels.

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?

October stands out as the optimal month for apartment hunting in Winter Park, offering both the lowest seasonal rents and reduced competition among renters. The city sees an 8% difference between peak July pricing and October's off-peak rates, making fall timing particularly advantageous for budget-conscious searches.

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

Winter Park offers solid options for pet owners, with 48% of rental listings welcoming pets. This represents a substantial portion of the city's average 258 monthly apartment listings, providing pet owners with multiple housing choices across different property types.

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

Utilities are rarely included in Winter Park rental agreements, appearing in less than 1% of total listings. Among the limited options, one-bedroom apartments show the highest rate at 0.08% of listings, while studios currently show no utility-included options available.

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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