Zumper

Condos for Rent in Winter Park, FL

Average rent

$1,545

Track prices

Rent calculator

What can I afford?

All rentals

1130 Washington Ave - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

Condo for rent

Exquisite Executive-Style Condo with Courtyard Oasis

This rare 3-bedroom, 2.5-bath, two-story condo has been meticulously remodeled and boasts 2,069 sq. ft. of luxurious living space. Features include a stunning chef's kitchen with a Wolf range, a sunlit dining area, and a private balcony overlooking a serene courtyard. The primary suite offers a walk-in shower and laundry room. Enjoy the convenience of an oversized garage and a prime location close to shops, eateries, and Rollins College, all while embracing a sophisticated, low-maintenance lifestyle.

1695 Lee Rd ##C206 - Photo 1 of 1

1d ago

Condo for rent in Winter Park

In-unit laundry | Swimming pool | Dishwasher

1 bed

1 bath

$1,750

Condo for rent

296 Lewfield Cir #296 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

$1350 - 1 Bedroom 1 Bathroom Condo In Winter Park With Great Amenities

296 Lewfield Cir #296, Winter Park, FL 32792

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

1 bed

1 bath

$1,350

Condo for rent

Available Feb 10

Modern Condo with Pool & Gym Access

This stylish 1-bed, 1-bath condo features an inviting balcony, perfect for enjoying outdoor relaxation. Boasting modern amenities like stainless steel appliances, in-unit laundry, central air, and heat, it offers comfort and convenience. Enjoy a refreshing dip in the pool or stay active in the onsite gym. Internet and water utilities are included, and it's dog-friendly too. This vibrant space spans 678 sq ft and is perfect for a dynamic lifestyle. Available February 10, 2026.

3020 Antique Oaks Cir #132 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

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

In-unit laundry | Swimming pool | Residents lounge

2 beds

2 baths

$1,527

Condo for rent

Stylish Condo with Pool Near Full Sail University

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

651 Trinidad Ct #S - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

Condominium - WINTER PARK, FL

651 Trinidad Ct #S, Winter Park, FL 32792

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

1 bed

1 bath

$1,450

Condo for rent

Bright & Spacious End Unit Condo Near Full Sail

This large one-bedroom end unit condo boasts abundant natural light and privacy, all within walking distance to Full Sail University. Featuring fresh paint, ceramic tile throughout, and a spacious living room with a separate dining area, this 759 sq. ft. home is in great condition. Enjoy the convenience of in-unit laundry with a washer and dryer and included water. Perfect for comfortable living in a vibrant community!

1000 Semoran Boulevard - Photo 1 of 1

5d+ ago

Golfside condo for rent in Winter Park

1 bed

1 bath

$1,299

Condo for rent

Charming First-Floor Condo in Golfside Villas

This spacious one-bedroom, one-bath condominium offers a bright living area and dining room with access to a patio. The updated open kitchen features new stainless steel appliances. Ideally located, it's just minutes from Baldwin Park and Full Sail, with easy access to downtown Winter Park, UCF, and Orlando International Airport. Enjoy the comfort and convenience of this move-in-ready home in a vibrant community!

Nearby rental good for eco-living

Nearby rental good for pet owners

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 #D211 - Photo 1 of 1

2d ago

Condo for rent in Winter Park

In-unit laundry | Air conditioning | Balcony

2 beds

1 bath

$1,450

Condo for rent

The best of Zumper, delivered

Be the first to hear about new listings matching your search.

Email
By clicking submit, I accept Zumper's Terms and Conditions, Privacy Policy, and Community Values.
3050 Autumn Ct - Photo 1 of 1

3d ago

Condo for rent in Winter Park

3050 Autumn Ct, Winter Park, FL 32792

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

3 beds

2 baths

$2,100

$2,000

Price drop

Condo for rent

Available Mar 20

Charming Condo with Community Pool and Storage Space

This inviting 3-bedroom, 2-bathroom condo offers comfortable living with tile and laminate flooring throughout. Enjoy the convenience of an in-unit washer and dryer, and a spacious covered back patio with extra storage. The master suite features dual closets and an ensuite bath. Residents can cool off in the beautifully maintained community pool. Located on a generous corner lot, this pet-friendly home is perfect for relaxed living in a vibrant community.

782 S Pennsylvania Ave #1 - Photo 1 of 1

3d ago

Condo for rent in Winter Park

Condominium - WINTER PARK, FL

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

In-unit laundry | Garage parking | Ceiling fan

3 beds

2.5 baths

$5,770

$5,490

Price drop

Condo for rent

Bright & Spacious Condo with Modern Amenities

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

Advertisement

Find sweet deals in Winter Park

These rentals are 10%-30% cheaper than the local average price for similar rentals.

2936 Antique Oaks Cir #65 - Photo 1 of 1

4d ago

Condo for rent in Winter Park

2936 Antique Oaks Cir #65, Winter Park, FL 32792

In-unit laundry | Swimming pool | Dishwasher

2 beds

2 baths

$1,575

Condo for rent

Charming Remodeled Condo with Pool and Spa Access

This beautifully remodeled 2-bedroom, 2-bathroom first-floor condo features 1,018 sq ft of stylish living in a prime location. Enjoy a cozy patio, in-unit laundry, and access to a sparkling pool and hot tub. Ideal for those seeking convenience, it's just moments away from A-rated Winter Park schools, Park Avenue, and local amenities. Perfect for students or professionals with nearby Valencia, Rollins College, Full Sail, and UCF. Dog-friendly for your furry companions!

2911 Antique Oaks Cir #12 - Photo 1 of 1

4d 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

$1,699

$1,575

Price drop

Condo for rent

Modern Condo with Pool Access & Fresh Updates

This beautifully remodeled 2-bedroom, 2-bathroom condo features fresh paint and new wood and ceramic tile flooring throughout. The kitchen boasts granite countertops and new appliances, including a washer and dryer. Enjoy the convenience of a screened patio adjacent to the living and dining areas. Located steps from the pool, this dog-friendly home is perfect for busy lifestyles, with easy access to Full Sail University, UCF, and nearby colleges.

151 N Orlando Ave #101 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

151 N Orlando Ave #101, Winter Park, FL 32789

In-unit laundry | Swimming pool | Dishwasher

2 beds

1 bath

$1,799

Condo for rent

Chic Lakeside Condo with Modern Finishes

This stylish 2-bedroom, 1-bath condo blends comfort and charm in a prime lakeside location. Featuring an open layout, modern kitchen with granite countertops, and energy-efficient sliding doors, this home offers effortless living. Enjoy stunning sunsets from the lakefront pool, picnic area, and access to a private boat ramp. Just minutes from Winter Park Village and right next to Trader Joe’s, this condo embodies the perfect balance of relaxation and convenience.

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 Apr 4

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!

3028 George Mason Ave #7 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

3028 George Mason Avenue - 7

3028 George Mason Ave #7, Winter Park, FL 32792

In-unit laundry | Air conditioning | Swimming pool

2 beds

2 baths

$1,800

Condo for rent

Available Mar 6

Modern Condo with Pool Near Major Universities

This beautifully renovated 2-bedroom, 2-bath condo spans 1,088 sq ft and boasts a stylish and welcoming atmosphere. Conveniently located near Full Sail University and UCF, it offers easy access to highways, shopping, and dining. Enjoy modern comforts with in-unit laundry and a well-equipped kitchen. The community features a swimming pool and well-kept common areas, perfect for relaxation and socializing. A supermarket within walking distance adds everyday convenience to this ideal living space.

151 N Orlando Ave #118 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

151 N Orlando Ave #118, Winter Park, FL 32789

In-unit laundry | Swimming pool | Ceiling fan

3 beds

2 baths

$2,500

$2,200

Price drop

Condo for rent

Lakefront Condo with Scenic Sunsets & Pool Access

This tranquil 2-bed, 1-bath condo offers stunning lakefront views in the serene Lake Killarney Condos. Enjoy 710 sq. ft. of comfortable living space, complete with a community pool and lush grassy areas. Conveniently located near local shops, restaurants, and entertainment, this property presents a perfect investment opportunity or a dream retreat in Winter Park.

851 Miles Ave #2 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

851 Miles Ave #2, Winter Park, FL 32789

In-unit laundry | Assigned parking | Swimming pool

2 beds

1 bath

$1,795

Condo for rent

Freshly Renovated Condo with Cozy Outdoor Patio

This charming ground-floor condo features 2 bedrooms and 1 bathroom, boasting easy-care tile flooring and a newly remodeled kitchen with granite countertops and stainless appliances. Relax in the updated bathroom with a luxurious walk-in shower. Enjoy your own outdoor patio, and take advantage of the community pool. Located conveniently near shopping and dining, this delightful space is ready for new residents, with small pets welcome!

205 Lewfield Cir #205 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

Condominium - WINTER PARK, FL

205 Lewfield Cir #205, Winter Park, FL 32792

In-unit laundry | Swimming pool | Fitness center

2 beds

2 baths

$1,800

Condo for rent

Charming Ground-Floor Condo with Resort Amenities

This delightful 2-bedroom, 2-bath ground-floor condo offers a perfect Winter Park lifestyle. Enjoy morning coffee on the screened patio overlooking beautiful gardens. The community boasts 2 pools, tennis courts, and a fitness center. Recent upgrades include a new electric panel, washer/dryer, and dishwasher. Just minutes from quaint shops, delicious restaurants, and farmers markets, this home is an ideal blend of comfort and convenience for an active lifestyle.

Advertisement
715 Warrenton Rd - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

715 Warrenton Rd, Winter Park, FL 32792

In-unit laundry | Dishwasher | Microwave

3 beds

2 baths

$2,195

Condo for rent

Charming 3-Bed Condo with Bright Open Spaces

This beautifully maintained 3-bedroom, 2-bath condo offers a spacious layout teeming with natural light. The efficient kitchen boasts ample storage, perfect for meal preparations. The primary suite features an en-suite bath and generous closet space, while additional bedrooms provide versatility. Enjoy a large yard ideal for gatherings or relaxing evenings. Conveniently located near shopping, dining, and top-rated schools, this residence offers comfort and accessibility in Winter Park.

2942 Antique Oaks Cir #82 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

Parkview Condominiums

2942 Antique Oaks Cir #82, Winter Park, FL 32792

In-unit laundry | Swimming pool | Dishwasher

1 bed

1 bath

$1,380

Condo for rent

Available Mar 1

Cozy 1-Bed Condo Near Full Sail University

This charming second-floor 1-bedroom condo features 749 sq. ft. of laminate flooring and a modern kitchen with essential appliances. Enjoy the convenience of in-unit laundry, plus the added benefit of water and sewer included in rent. Residents can relax by the community pool or unwind in the hot tub, all in a pet-friendly environment close to Full Sail University. Perfect for students or young professionals!

1000 S Semoran Blvd #115 - Photo 1 of 1

5d+ ago

Golfside condo for rent in Winter Park

2 Bedroom | 2 Bathroom Condo

1000 S Semoran Blvd #115, Winter Park, FL 32792

Air conditioning | On-site laundry | Assigned parking

2 beds

2 baths

$1,400

Condo for rent

Available Feb 26

Bright & Spacious Condo with Pool Access

This charming 2-bedroom, 2-bathroom condo offers over 1,000 sq ft of comfortable living space, featuring an open floor plan and a screened-in patio. Located in the Golfside Villas community, enjoy easy access to Downtown Orlando, shopping, and dining. Residents benefit from a community pool, laundry facilities, and assigned parking. Ideal for those seeking a pet-friendly home in a vibrant neighborhood!

200 Saint Andrews Blvd #1803 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

200 Saint Andrews Blvd #1803, Winter Park, FL 32792

On-site laundry | Balcony | Assigned parking

2 beds

1.5 baths

$1,545

Condo for rent

Available Jan 7

Charming Two-Story Condo with Fenced Patio & Pool

This beautifully maintained 2-bedroom, 1.5-bath condo features a French country kitchen with custom cabinets and a spacious fenced-in patio. Enjoy the comfort of a neutral palette and double-pane windows. The second floor hosts both bedrooms and a full bath. Community amenities include a pool and laundry facilities, complemented by convenient access to nearby shopping and trails. A covered carport and pet-friendly policies make this unit a perfect retreat.

3075 Aaron Burr Ave #Q8B - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

1 bed

1 bath

$1,400

Condo for rent

Charming 1-Bed Condo with Pool Access

This delightful 1-bedroom, 1-bath condominium offers a move-in ready retreat with all-tiled flooring, fresh paint, and new appliances. Enjoy your rear balcony overlooking the pool, perfect for relaxation. The community features a large swimming pool and a laundry facility. Located near Full Sail University and UCF, with easy access to shopping, dining, and schools. A fully furnished option is available, making this a prime choice for students and professionals alike!

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!

3075 Aaron Burr Ave #C - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

1BR/1.0BA

3075 Aaron Burr Ave #C, Winter Park, FL 32792

On-site laundry | Dishwasher | Microwave

1 bed

1 bath

$1,400

Condo for rent

Cozy Condo Retreat Near Winter Park's Best

Embrace the charm of this pet-friendly 1-bedroom, 1-bath condo. With 537 square feet of thoughtfully designed space, it features modern appliances including a microwave and dishwasher, ensuring convenience and comfort. Onsite laundry adds to the ease of living. Perfectly situated near Winter Park's vibrant offerings, this condo is an ideal retreat for those seeking a blend of cozy living and accessibility. Enjoy the Florida lifestyle in this inviting space!

130 N Center St #2 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

In-unit laundry | On-site laundry | On-site management

1 bed

1 bath

$1,500

Condo for rent

Available Sep 10

Charming Condo Steps from Park Avenue

Enjoy a bright and spacious open floor plan in this pet-friendly Winter Park condo. Located just off Park Avenue, it’s within walking distance to Rollins College, shops, and dining. This cozy 1-bedroom, 1-bath home features a convenient $150 flat fee for electric and water utilities, streamlining monthly expenses. While there are no laundry facilities on-site, the property is professionally managed, ensuring a hassle-free living experience.

Advertisement
612 Montego Bay Ct #612 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

Condominium - WINTER PARK, FL

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

In-unit laundry | Ceiling fan | Fireplace

2 beds

2 baths

$1,850

Condo for rent

Charming Villa with Fireplace and Private Patio

This cozy one-story villa features 2 bedrooms and 2 full baths, offering a bright living-dining area complete with a charming fireplace. Enjoy outdoor living on the private patio, and convenience with an included washer and dryer. Located in desirable Winter Park, this home is near shopping, major highways, and local colleges, making it an ideal spot for modern living. Pets are welcome with some restrictions.

612 Trinidad Ct #612 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

Condominium - WINTER PARK, FL

612 Trinidad Ct #612, Winter Park, FL 32792

In-unit laundry | Swimming pool | Fitness center

2 beds

2 baths

$1,850

Condo for rent

Bright & Cozy Condo with Private Outdoor Space

This charming 2-bed, 2-bath condo villa offers a spacious 1,037 sq ft of living space, featuring renovated kitchen and bathrooms, ceramic tile flooring, and a cozy fireplace. Enjoy the natural light from abundant windows, the convenience of in-unit laundry, and large walk-in closets. Step outside to the covered patio or explore the small courtyard. Residents benefit from nearby community amenities, including a pool and fitness center, all in a pet-friendly setting!

Leeward Way #C110 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

Condominium - WINTER PARK, FL

Leeward Way #C110, Winter Park, FL 32792

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

1 bed

1 bath

$1,400

Condo for rent

Bright & Inviting 1-Bedroom Condo with Charm

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

2500 Lee Rd #244 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

Condominium - WINTER PARK, FL

2500 Lee Rd #244, Winter Park, FL 32789

In-unit laundry | Assigned parking | Swimming pool

1 bed

1 bath

$1,465

Condo for rent

Bright & Spacious Condo with Pool Access

Enjoy easy living in this charming 1-bedroom, 1-bathroom condo featuring 645 sq. ft. of bright space with an open layout and plenty of storage. The well-equipped kitchen includes a dishwasher, and the community offers a swimming pool and assigned parking. Located near Park Avenue and Rollins College, this home is perfectly situated for those seeking comfort and convenience in Winter Park.

3651 N Goldenrod Rd #C204 - Photo 1 of 1

5d+ 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

$1,395

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.

1695 Lee Rd #C216 - Photo 1 of 1

5d+ 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

$1,650

Condo for rent

Bright Corner Condo with Pool Views & Balcony

Enjoy this inviting 3-bed, 2-bath corner condo featuring a spacious kitchen with pantry and newer refrigerator. Relax on the balcony while enjoying serene playground and pool views. The fully carpeted interior and included washer & dryer add convenience. Located in desirable Winter Park, it offers quick access to I-4, local dining, and shopping at Winter Park Village. Immediate move-in available for those seeking comfort and a prime location.

650 Trinidad Ct - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

650 Trinidad Ct, Winter Park, FL 32792

In-unit laundry | Swimming pool | Fitness center

2 beds

2 baths

$1,745

Condo for rent

Available Dec 16

Vibrant 2-Bedroom Condo with Community Amenities

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

1695 Lee Rd #B114 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

1695 Lee Rd #B114, Winter Park, FL 32789

In-unit laundry | Swimming pool | Walk-in closets

2 beds

1 bath

$1,500

Condo for rent

Bright Condo with Pool Access and Spacious Living

This charming 2-bedroom, 1-bath condo features an open living/dining area filled with natural light, a galley kitchen, and a convenient washer/dryer combo. Enjoy a lovely patio leading to the community pool and playground, perfect for relaxation. With 881 sq ft of well-maintained space and a prime location near highways, schools, and a variety of shopping and dining options, this inviting home is a perfect blend of comfort and convenience.

Advertisement
Showing 1 - 34 of 34 results
Home > Condo Rentals in Winter Park
Updated: March 20, 2026

Are you a rental professional?

Try our tenant screening, or post rental listings to Zumper, Craigslist Winter Park, and more.