Zumper

Apartments for Rent in Winter Park, FL

297 rentals

1470 Lone Feather Trl - Photo 1 of 1

3d ago

House for rent in Winter Park

In-unit laundry | Air conditioning | Assigned parking

4 beds

3 baths

$4,150

House for rent

Expansive Home with Pool & Modern Comforts

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

147 S Interlachen Ave #250 - Photo 1 of 1

3d 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

$10,000

Apartment for rent

Available Nov 8

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.

2031 Temple Dr - Photo 1 of 1

3d ago

Apartment for rent in Winter Park

2031 Temple Dr, Winter Park, FL 32789

Swimming pool | Concierge service | On-site management

3 beds

2 baths

$5,150

$4,850

Price drop

Apartment for rent

Available Oct 10

Bright & Spacious Retreat with Private Pool Oasis

This inviting 3-bedroom, 2-bath apartment offers a blend of comfort and style in a lovely suburban setting. Enjoy abundant natural light, designer touches throughout, and a fully fenced backyard complete with a private pool—perfect for relaxation or hosting gatherings. With lawn and pool service included, this home is ideally located just minutes from vibrant Park Avenue's shops and restaurants. A pet-friendly haven with modern amenities awaiting!

7703 Country Pl - Photo 1 of 1

4d ago

Condo for rent in Winter Park

2 beds

2 baths

$1,850

Condo for rent

Modern Condo with Private Fenced Yard & Pool Access

This beautifully renovated 2-bedroom, 2-bathroom condo blends modern elegance with comfort. Enjoy bright spaces featuring luxury vinyl flooring, an updated kitchen, and a split floor plan for privacy. French doors lead to a screened porch and a lush, fenced backyard perfect for relaxation. Community amenities include a pool, plus easy access to outdoor trails, shopping, and dining. Perfect for those seeking an active lifestyle in a pet-friendly environment.

3440 N Goldenrod Rd #914 - Photo 1 of 1

4d ago

Apartment for rent in Winter Park

3440 N Goldenrod Rd #914, Winter Park, FL 32792

In-unit laundry | Swimming pool | Fitness center

2 beds

2 baths

$1,595

Apartment for rent

Modern Apartment with Resort-Style Amenities

This vibrant 2-bedroom, 2-bath apartment offers an open-concept layout with modern finishes and premium appliances, perfect for easy living. Enjoy community perks such as a resort-style pool, fitness center, and a dog park, all in a great Winter Park location near shopping and dining. Experience comfort, convenience, and a welcoming atmosphere in this pet-friendly community!

3440 N Goldenrod Rd #1233 - Photo 1 of 1

4d ago

Apartment for rent in Winter Park

3440 N Goldenrod Rd #1233, Winter Park, FL 32792

In-unit laundry | Swimming pool | Fitness center

2 beds

2 baths

$1,662

Apartment for rent

Modern Living with Resort-Style Amenities

This stylish 2-bedroom, 2-bath apartment features an open-concept layout, modern finishes, and premium appliances. Enjoy the resort-style pool, fitness center, and community clubhouse while being close to Full Sail University and downtown Orlando. Pet-friendly and designed for comfort, this vibrant community offers the perfect setting for a balanced lifestyle in Winter Park.

3440 N Goldenrod Rd #631 - Photo 1 of 1

4d ago

Apartment for rent in Winter Park

3440 N Goldenrod Rd #631, Winter Park, FL 32792

In-unit laundry | Swimming pool | Fitness center

1 bed

1 bath

$1,243

Apartment for rent

Modern Apartment Living with Resort-Style Amenities

Enjoy comfort and convenience in this stylish 1-bed, 1-bath apartment featuring an open-concept layout and premium finishes. Community perks include a resort-style pool, fitness center, and clubhouse, perfect for relaxation and connection. Pet-friendly with easy access to local attractions, this vibrant living space offers everything for a dynamic lifestyle.

3440 N Goldenrod Rd #123 - Photo 1 of 1

4d ago

Apartment for rent in Winter Park

3440 N Goldenrod Rd #123, Winter Park, FL 32792

In-unit laundry | Swimming pool | Fitness center

2 beds

2 baths

$1,462

Apartment for rent

Modern Apartment with Resort-Style Amenities

Experience comfort and convenience in this stylish 2-bedroom, 2-bath apartment featuring an open-concept layout and premium finishes. Cranes Landing offers a resort-style pool, fitness center, and a vibrant community atmosphere. Enjoy access to outdoor grilling areas, a clubhouse, and pet-friendly amenities, all within minutes of shopping and dining. Perfect for students or anyone seeking a peaceful retreat near downtown Orlando.

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960 Georgia Ave - Photo 1 of 1

4d ago

House for rent in Winter Park

House for rent

Classic Home with Pool & Lush Outdoor Oasis

This stunning 4-bedroom, 4-bathroom residence offers 3,654 sq ft of living space on a lush half-acre corner lot. The family room features soaring windows and a cozy fireplace, while French doors lead to a serene master suite complete with a private courtyard. Enjoy the Florida sunshine by the inviting pool and hot tub, surrounded by beautiful landscaping and privacy hedges. Ideal for entertaining, with lawn care, pest control, and pool maintenance included for a hassle-free lifestyle.

1205 Mayfield Ave - Photo 1 of 1

4d ago

House for rent in Winter Park

Single Family Residence - WINTER PARK, FL

1205 Mayfield Ave, Winter Park, FL 32789

In-unit laundry | Garage parking | Balcony

4 beds

5 baths

$6,045

House for rent

Expansive Family Home with Pool & In-Law Suite

This impressive 5-bedroom, 4-bathroom residence boasts over 3,900 sqft of elegant living space, ideal for entertaining. Featuring high vaulted ceilings, beautiful hardwood floors, and a spacious open floor plan, the home includes a separate pool home or in-law suite with its own bath and kitchenette. Enjoy the large yard, oversized pool, and a private master retreat with a spa-like bathroom. Conveniently located near Park Avenue's dining and boutique shopping, this home is a rare find!

520 N Orlando Ave #120 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Park

Balcony | Fitness center | Elevator

1 bed

1 bath

$1,825

Apartment for rent

Available Oct 30

Stylish Loft with Private Balcony & Modern Amenities

Embrace modern living in this chic 1-bedroom, 1-bath loft featuring a unique two-level layout and oversized windows. Enjoy your private balcony and exclusive access to a 24-hour fitness center, community lounge, and secure bike storage. Located in the heart of Winter Park Village, this stylish home offers convenience with private parking and Amazon Hub Lockers for effortless package delivery. Perfect for enjoying the Florida sunshine and vibrant lifestyle!

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3032 Antique Oaks Cir #149 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

3032 Antique Oaks Cir #149, Winter Park, FL 32792

In-unit laundry | Swimming pool | Dishwasher

1 bed

1 bath

$1,450

Condo for rent

Charming First-Floor Condo with Private Patio

This beautiful 1-bed, 1-bath condo spans 749 sqft and welcomes with brand new vinyl flooring throughout. The open layout connects the kitchen, living, and dining areas, with a sliding glass door leading to a cozy private patio. A spacious master bedroom boasts a walk-in closet, while the kitchen features stainless steel appliances and ample cabinet space. Enjoy convenient in-unit laundry and included water, sewer, and trash service, all within a pet-friendly community.

3057 Aaron Burr Ave #1 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

Condominium - WINTER PARK, FL

3057 Aaron Burr Ave #1, Winter Park, FL 32792

In-unit laundry | Furnished | Swimming pool

2 beds

2 baths

$1,800

Condo for rent

Modern & Cozy Condo in Quiet Community

This inviting 2-bedroom, 2-bathroom condo offers modern living in a peaceful setting. With 1,066 square feet of space, this first-floor unit is clean, equipped with a washer and dryer, and ready for you to move in. Enjoy the comfort of ceiling fans and electric heating, along with access to a refreshing swimming pool. Perfectly located just 3 miles from SAM Wearhouse, this home combines convenience and tranquility in a safe community.

236 Rippling Ln - Photo 1 of 1

5d+ ago

House for rent in Winter Park

In-unit laundry | Dishwasher | Microwave

3 beds

2 baths

$4,200

$4,000

Price drop

House for rent

Modern Elegance in a Rebuilt Winter Park Oasis

This stunning 3-bedroom, 2-bath home, completely rebuilt in 2019, combines modern design with refined comfort. The spacious open floor plan features soaring ceilings and a chef’s kitchen with gas appliances and quartz counters. The luxurious primary suite offers a spa-like bath and walk-in closets, while the third bedroom is perfect for a home office. Situated near Park Avenue and boasting elegant finishes, this residence embodies the essence of luxury living in Winter Park.

1148 Park Green Pl - Photo 1 of 1

5d+ ago

House for rent in Winter Park

1148 Park Green Pl, Winter Park, FL 32789

In-unit laundry | Ceiling fan | Dishwasher

3 beds

2 baths

$2,395

House for rent

Charming Winter Park Home with Fenced Courtyard

This delightful 3-bedroom, 2-bathroom home features a fully tiled interior and includes all essential appliances, such as a washer and dryer. Enjoy the privacy of a fenced courtyard and patio, perfect for outdoor relaxation. The convenience of a two-car garage with remote adds to its appeal. Located close to shopping, theaters, and malls, this residence combines comfort with a vibrant local lifestyle.

3651 N Goldenrod Rd #F110 - Photo 1 of 1
3D tour

5d+ ago

Condo for rent in Winter Park

3651 N Goldenrod Rd #F110, Winter Park, FL 32792

Concierge service | Package service

2 beds

2 baths

$1,450

$1,349

Price drop

Condo for rent

Available Oct 20

Stylish First-Floor Condo in Prime Winter Park Location

This beautifully updated 2-bedroom, 2-bathroom first-floor condo features modern finishes with stylish tile flooring and a fully renovated kitchen equipped with all appliances. Perfectly situated for easy access to shopping, dining, and major highways, this 840 sq ft home is ideal for convenient living. Enjoy pet-friendly options in a well-maintained community!

918 Gloriosa Ave - Photo 1 of 1

5d+ ago

House for rent in Winter Park

Single Family Residence - WINTER PARK, FL

918 Gloriosa Ave, Winter Park, FL 32789

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

2 beds

2 baths

$1,795

House for rent

Inviting Winter Park Home with Spacious Backyard

Experience comfortable living in this charming 3-bedroom, 2-bath rental home featuring a bright, open layout perfect for relaxation and entertaining. The spacious kitchen comes equipped with modern appliances, while the cozy living area invites natural light. The private primary suite provides a tranquil retreat, and the lovely backyard is ideal for morning coffee or weekend gatherings. Conveniently located near shopping, dining, parks, and top-rated schools, this home is a perfect blend of style and convenience.

2336 High St - Photo 1 of 1

5d+ ago

House for rent in Winter Park

4 BR / 2 BA Home In Winter Park

2336 High St, Winter Park, FL 32792

On-site laundry | Walk-in closets | High ceilings

4 beds

2 baths

$2,295

$2,045

Price drop

House for rent

Available Nov 4

Spacious 4-Bedroom Home with Vaulted Ceilings

Enjoy contemporary living in this spacious 4-bedroom, 2-bathroom home, featuring 1,925 sq. ft. of stylish space. Highlights include a lovely eat-in kitchen, a grand primary suite with vaulted ceilings and walk-in closet, and a fenced yard perfect for pets. Located near shops, restaurants, and schools, this pet-friendly residence combines comfort and convenience for an ideal lifestyle.

3440 N Goldenrod Rd #712 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Park

3440 N Goldenrod Rd #712, Winter Park, FL 32792

In-unit laundry | Swimming pool | Fitness center

1 bed

1 bath

$1,473

Apartment for rent

Modern Apartment with Resort-Style Amenities

Enjoy a lifestyle of comfort and convenience in this pet-friendly 1-bedroom, 1-bath apartment featuring an open-concept design and modern finishes. Spanning 800 square feet, this home offers in-unit laundry and premium appliances. Residents can unwind at the resort-style pool, stay active in the fitness center, or socialize in the clubhouse. Ideally located near Full Sail University and downtown Orlando, your perfect blend of relaxation and vibrant living awaits.

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3440 N Goldenrod Rd #1131 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Park

3440 N Goldenrod Rd #1131, Winter Park, FL 32792

In-unit laundry | Swimming pool | Fitness center

1 bed

1 bath

$1,443

Apartment for rent

Modern Apartment with Resort-Style Amenities

This stylish 1-bedroom, 1-bath apartment offers 800 sq. ft. of open-concept living, complete with premium appliances and modern finishes. Enjoy resort-style amenities including a pool, fitness center, and community clubhouse. Perfectly located near Full Sail University and vibrant shopping and dining, this pet-friendly home is ideal for those seeking comfort and convenience in a lively community setting.

3440 N Goldenrod Rd #517 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Park

3440 N Goldenrod Rd #517, Winter Park, FL 32792

In-unit laundry | Swimming pool | Fitness center

1 bed

1 bath

$1,433

Apartment for rent

Modern Apartment Oasis with Resort-Style Amenities

This stylish 1-bedroom, 1-bath apartment boasts an open-concept layout filled with modern finishes. Enjoy premium appliances along with a resort-style pool, fitness center, and community clubhouse. Perfectly located near Full Sail University and downtown Orlando, this pet-friendly home combines comfort and convenience in a vibrant atmosphere ideal for relaxation or productivity. Live your best life at Cranes Landing Apartments, with easy access to shopping, dining, and entertainment.

3440 N Goldenrod Rd #711 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Park

3440 N Goldenrod Rd #711, Winter Park, FL 32792

In-unit laundry | Swimming pool | Fitness center

1 bed

1 bath

$1,383

Apartment for rent

Modern 1-Bedroom Oasis with Resort-Style Amenities

Experience comfort and convenience in this inviting 1-bedroom, 1-bath apartment boasting 800 square feet of open-concept living space. Enjoy premium finishes, an in-unit laundry, and a resort-style pool ready for relaxation. This pet-friendly community features a fitness center, clubhouse, and easy access to local shopping and dining. Perfectly located for a vibrant lifestyle while offering a cozy retreat just minutes from downtown Orlando and Full Sail University.

3440 N Goldenrod Rd #714 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Park

3440 N Goldenrod Rd #714, Winter Park, FL 32792

In-unit laundry | Swimming pool | Fitness center

1 bed

1 bath

$1,383

Apartment for rent

Stylish Apartment Near Relaxing Resort-Style Amenities

This pet-friendly 1-bedroom, 1-bath apartment offers a modern open-concept layout and premium appliances in a vibrant community. Residents enjoy the resort-style pool, fitness center, and clubhouse, perfect for socializing or relaxing. Ideally situated for easy access to Full Sail University and downtown Orlando, this apartment combines comfort and convenience for an enjoyable lifestyle.

3440 N Goldenrod Rd #1111 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Park

3440 N Goldenrod Rd #1111, Winter Park, FL 32792

In-unit laundry | Swimming pool | Fitness center

2 beds

2 baths

$1,462

Apartment for rent

Modern Apartment with Resort-Style Amenities

Embrace comfort and style in this beautifully designed 2-bedroom, 2-bathroom apartment at Cranes Landing. Spanning 1,050 square feet, this home features an open-concept layout with modern finishes and premium appliances. Enjoy a vibrant community with a resort-style pool, fitness center, and clubhouse. Perfectly located for easy access to Full Sail University and downtown Orlando, this pet-friendly apartment offers the ideal blend of relaxation and connection.

3440 N Goldenrod Rd #322 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Park

3440 N Goldenrod Rd #322, Winter Park, FL 32792

In-unit laundry | Swimming pool | Fitness center

2 beds

2 baths

$1,662

Apartment for rent

Modern Apartment with Resort-Style Amenities

Discover comfort and convenience in this stylish 2-bedroom, 2-bathroom apartment featuring an open-concept layout and premium appliances. Residents enjoy a resort-style pool, fitness center, and a vibrant community atmosphere. Pet-friendly and ideally located near Full Sail University and downtown Orlando, this apartment is perfect for both relaxation and active living.

3440 N Goldenrod Rd #416 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Park

3440 N Goldenrod Rd #416, Winter Park, FL 32792

In-unit laundry | Swimming pool | Fitness center

2 beds

2 baths

$1,662

Apartment for rent

Modern Comfort with Resort-Style Amenities

This stylish 2-bedroom, 2-bathroom apartment spans 1,050 sq ft, featuring open-concept living and modern finishes. Enjoy a vibrant community atmosphere with resort-style pools, a fitness center, and a billiards room. Pet-friendly and conveniently located near Full Sail University and downtown, this home perfectly balances relaxation and connection. Ideal for those seeking a blend of comfort and convenience in Winter Park.

3440 N Goldenrod Rd #1034 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Park

3440 N Goldenrod Rd #1034, Winter Park, FL 32792

In-unit laundry | Swimming pool | Fitness center

2 beds

2 baths

$1,597

Apartment for rent

Resort-Style Living in Vibrant Winter Park

Embrace modern comfort in this spacious 2-bedroom, 2-bath apartment featuring an open-concept layout and premium appliances. Enjoy resort-style amenities like a fitness center, clubhouse, and a tranquil pool, perfect for relaxing or socializing. This pet-friendly community is conveniently located near Full Sail University and local hotspots, making it an ideal blend of convenience and charm for your lifestyle.

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3440 N Goldenrod Rd #314 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Park

3440 N Goldenrod Rd #314, Winter Park, FL 32792

In-unit laundry | Swimming pool | Fitness center

2 beds

2 baths

$1,462

Apartment for rent

Modern Apartment with Resort-Style Amenities

Embrace comfort and convenience in this pet-friendly 2-bedroom, 2-bathroom apartment featuring an open-concept layout and contemporary finishes. Spanning 1,050 sq ft, residents can unwind by the resort-style pool, enjoy the fitness center, or connect in the clubhouse and business center. With easy access to downtown Orlando and nearby shopping, this vibrant community offers the ideal blend of relaxation and connection in Winter Park.

NCEN130 - Photo 1 of 1

5d+ ago

8.1

Very good

NCEN130

130 N Center St, Winter Park, FL 32789

Dishwasher

1 bed

1 bath

$1,600

Apartment for rent

Charming Home Steps from Park Avenue Vibes

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

2349 Inagua Way - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Park

3 beds

2 baths

$1,995

$1,850

Price drop

House for rent

Charming Townhome with Enclosed Atrium & Fenced Yard

This well-maintained 3-bedroom, 2-bath townhouse boasts updated bathrooms and a cozy dining area alongside a kitchen with ceramic tile. An enclosed atrium creates an ideal workspace, complemented by a fully fenced private backyard perfect for outdoor enjoyment. The community features two large pools and a tennis court, while being conveniently located near shopping centers, fitness facilities, and major highways. A must-see residence for comfortable living!

2037 Canny Cv - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Park

2037 Canny Cv, Winter Park, FL 32792

In-unit laundry | Swimming pool | Dishwasher

3 beds

2 baths

$2,595

House for rent

Chic New Townhome with Modern Amenities

This stunning brand-new Springdale II floorplan townhome features 3 bedrooms, 2.5 bathrooms, and a spacious 1,782 sq. ft. layout. Enjoy modern white cabinetry, quartz countertops, and Whirlpool appliances. A covered back lanai and an attached garage add convenience. Residents can unwind at the gated community pool and benefit from high-speed internet. Located minutes from Hwy 417 and downtown Winter Park, this home is perfect for modern living. Pets considered with approval!

1250 S Denning Dr #108 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

1250 S Denning Dr #108, Winter Park, FL 32789

In-unit laundry | On-site laundry | Balcony

1 bed

1 bath

$1,575

Condo for rent

Available Oct 22

Description

Charming, Convenient, & Full of Character Experience the perfect blend of comfort, style, and location in this beautifully maintained 1-bedroom, 1-bathroom condo at the highly sought-after Mead Gardens Condominiums in Winter Park. Just minutes north of Downtown Orlando, this community offers a sparkling pool, on-site laundry facilities, and inviting courtyard spaces perfect for relaxing or entertaining. Step inside to a warm and welcoming living space, featuring rich wood flooring throughout and the convenience of an in-unit washer and dryer. The open layout creates a se

929 Dupont Ave - Photo 1 of 1

5d+ ago

House for rent in Winter Park

3 beds

2 baths

$2,600

House for rent

Charming Winter Park Home with Elegant Design

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

520 N Orlando Ave #152 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Park

Assigned parking | Fitness center | Elevator

1 bed

1 bath

$1,688

Apartment for rent

Available Oct 11

Chic Apartment in Vibrant Winter Park Village

Enjoy 6 weeks off rent at this stylish 1-bed, 1-bath apartment featuring a unique two-level layout with high ceilings and oversized windows. Located in the heart of Winter Park Village, residents have easy access to dining, entertainment, and shopping. Amenities include a fitness center, private parking, and a community lounge. This pet-friendly residence offers an exciting living experience surrounded by all that Winter Park has to offer.

520 N Orlando Ave #110 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Park

In-unit laundry | Balcony | Fitness center

1 bed

1 bath

$1,735

Apartment for rent

Available Oct 9

Chic 1-Bed Loft with Modern Amenities & Balcony

Embrace stylish living in this modern 1-bedroom, 1-bathroom loft featuring a unique two-level layout and an inviting private balcony. This vibrant community offers incredible amenities, including a 24-hour fitness center, secure parking, and a community lounge. Enjoy the convenience of in-unit laundry and Amazon Hub Lockers for hassle-free package deliveries. With oversized windows and high ceilings, this chic space is perfect for those seeking comfort and convenience in Winter Park.

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3044 Antique Oaks Cir #178 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

1 bed

1 bath

$1,399

Condo for rent

Available Nov 4

Charming 1-Bed Condo with Ample Space & Comfort

This inviting 1-bedroom, 1-bath condo spans 749 sq. ft., offering a cozy layout with a well-equipped kitchen and plenty of counter space. Located in the sought-after Parkview Village community, it features on-site management for added convenience. Perfect for individuals or couples looking for a comfortable place to call home, this property allows one pet (20 lbs max). Act fast, as this fantastic opportunity will not last long!

851 Miles Ave #21 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

Condominium - WINTER PARK, FL

851 Miles Ave #21, Winter Park, FL 32789

In-unit laundry | Assigned parking | Swimming pool

2 beds

1 bath

$1,595

Condo for rent

Charming Condo with Pool Near Downtown Delights

This inviting 2-bedroom, 1-bathroom corner condominium offers the perfect blend of comfort and convenience in a serene community. Enjoy modern features like granite countertops and in-unit laundry, along with access to a refreshing pool. With just one adjoining neighbor, privacy is assured. Located steps from charming cafes and restaurants on Orange Avenue, and only a short drive to Winter Park's boutiques and downtown Orlando, this home is ideally positioned for vibrant city living.

851 Miles Ave #8 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

Condominium - WINTER PARK, FL

851 Miles Ave #8, Winter Park, FL 32789

Swimming pool | Hardwood floor | Ceiling fan

2 beds

1 bath

$1,500

Condo for rent

Charming Condo with Modern Features & Pool Access

This inviting 2-bedroom, 1-bath condo boasts an open floor plan and stylish wood flooring throughout. Located in the tranquil Aragon community, it's just minutes from downtown Winter Park and Rollins College. Enjoy modern amenities including stainless steel appliances and ample closet space, along with access to a refreshing swimming pool. Don't miss a special offer of $500 off the first month's rent—this great deal is waiting for you!

263 Blossom Ln - Photo 1 of 1

5d+ ago

House for rent in Winter Park

Single Family Residence - WINTER PARK, FL

263 Blossom Ln, Winter Park, FL 32789

In-unit laundry | Ceiling fan | Storage

2 beds

1 bath

$2,300

$2,150

Price drop

House for rent

Beautifully Remodeled Home with Lake Access

Experience the charm of this remodeled 2-bedroom, 1-bath home featuring an open living and dining area, a modern kitchen with granite counters and stainless appliances, and sleek terrazzo floors throughout. Enjoy a screened patio with storage, a generously sized master bedroom, and a fully fenced yard. Deeded access to Lake Killarny offers endless fun with water activities. Conveniently located near parks, highways, and vibrant downtown Orlando.

1807 N Park Ave - Photo 1 of 1

5d+ ago

House for rent in Winter Park

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.

1300 Michigan Ave - Photo 1 of 1

5d+ ago

House for rent in Winter Park

1300 Michigan Ave, Winter Park, FL 32789

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

3 beds

2 baths

$2,795

House for rent

Charming Home with Private Patio & Modern Updates

This lovely 3-bedroom, 2-bath house features hardwood floors and a newly renovated master bathroom with a walk-in shower. Enjoy a spacious master suite, good-sized additional bedrooms, and a convenient laundry room with washer and dryer included. The private patio offers a perfect outdoor retreat, and the single-car garage adds practicality. Located minutes from local attractions, this pet-friendly home combines comfort and convenience in the heart of Winter Park.

917 Fremont Ave - Photo 1 of 1

5d+ ago

House for rent in Winter Park

917 Fremont Ave

917 Fremont Ave, Winter Park, FL 32789

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

4 beds

1 bath

$2,400

$2,300

Price drop

House for rent

Charming Family Home with Spacious Backyard Oasis

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

3044 Antique Oaks Cir #184 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

3044 Antique Oaks Cir #184, Winter Park, FL 32792

In-unit laundry | Swimming pool | Fitness center

1 bed

1 bath

$1,399

Condo for rent

Charming Condo with Vaulted Ceilings & Pool Access

This lovely one-bedroom condo features a spacious layout with vaulted ceilings, wood flooring, and a fully renovated kitchen equipped with stainless steel appliances and a breakfast bar. The master suite includes a modern shower, and the unit offers a screened balcony and ample parking. Located in a peaceful community, residents can enjoy a sparkling swimming pool, BBQ area, and playground, all just minutes from shopping, dining, and local campuses.

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7412 Woodburn Ct #23 - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Park

Townhouse - WINTER PARK, FL

7412 Woodburn Ct #23, Winter Park, FL 32792

In-unit laundry | Swimming pool | Hardwood floor

2 beds

2 baths

$1,800

House for rent

Charming Townhouse with Private Patio & Pool Access

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

200 Saint Andrews Blvd #903 - Photo 1 of 1

5d+ 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

$1,495

Condo for rent

Modern Condo with Stunning Remodeled Interiors

This beautifully remodeled 1-bedroom, 1-bath condominium boasts a stunning kitchen featuring white shaker cabinets, stainless steel appliances, and exquisite granite countertops. The fully renovated bathroom impresses with upscale finishes. Spanning 835 square feet, this unit offers modern comforts and is conveniently located just minutes from Park Avenue, Ward Park, and Rollins College. Don't miss the chance to experience stylish living in this vibrant community!

216 Rippling Ln #NA - Photo 1 of 1

5d+ ago

House for rent in Winter Park

216 Rippling Ln #NA, Winter Park, FL 32789

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

3 beds

2 baths

$3,500

House for rent

Available Nov 10

Bright & Spacious Retreat with Lake Access

This inviting 3-bedroom, 2-bathroom home features an open floor plan that welcomes natural light, ideal for relaxation and entertaining. Enjoy a gated oversized backyard, perfect for outdoor activities, and exclusive access to Lake Killarney for paddle boarding or kayaking. Located just minutes from top dining and shopping spots, this dog-friendly residence includes central air, hardwood floors, and utilities like gas, internet, and water are included in the rent.

1120 Aragon Ave - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Park

Townhouse - WINTER PARK, FL

1120 Aragon Ave, Winter Park, FL 32789

In-unit laundry | Garage parking | Hardwood floor

2 beds

2 baths

$3,100

House for rent

Elegant Townhouse with Chef’s Kitchen & Patio Escape

This stylish 2-bedroom, 2.5-bath townhouse features an oversized owner's suite with a walk-in closet and indulgent jetted tub. A culinary enthusiast's dream kitchen boasts granite countertops, stainless appliances, and a gas range. Enjoy the spacious layout with high ceilings and the bonus room/den. Step outside to a screened patio overlooking a beautifully landscaped new turf backyard. Conveniently located near shopping, dining, and top local attractions for a vibrant lifestyle.

2627 Verona Trl - Photo 1 of 1

5d+ ago

House for rent in Winter Park

Single Family Residence - WINTER PARK, FL

2627 Verona Trl, Winter Park, FL 32789

In-unit laundry | Garage parking | Swimming pool

4 beds

3 baths

$4,400

House for rent

Spacious Home with Pool & Open Layout Bliss

Embrace Florida living in this stunning 4-bedroom, 3-bath house featuring 2,400 sq ft of inviting space. An open floor plan flows seamlessly to a resort-style backyard with a sparkling pool, perfect for entertaining. The modern kitchen boasts stainless steel appliances and granite countertops, while the large master suite includes walk-in closets. Located in a sought-after Winter Park neighborhood, this residence is close to top schools, parks, shopping, and dining.

2008 Nottingdale Ln - Photo 1 of 1

5d+ ago

House for rent in Winter Park

2008 Nottingdale Ln, Winter Park, FL 32792

In-unit laundry | Air conditioning | Garage parking

3 beds

2 baths

$2,500

$2,190

Price drop

House for rent

Modern Living with Fenced Yard & Spacious Deck

This beautifully renovated 3-bedroom, 2-bathroom home offers a functional layout designed for modern living. Enjoy a stylish kitchen featuring stainless steel appliances and granite countertops. The master bedroom provides easy access to a spacious fenced backyard, perfect for outdoor gatherings. A large deck extends your living space, making it ideal for entertaining. With a new water heater and updated A/C, this move-in-ready property awaits its new owner!

7553 Laurel Springs Dr - Photo 1 of 1

5d+ ago

House for rent in Winter Park

7553 Laurel Springs Dr, Winter Park, FL 32792

In-unit laundry | Garage parking | Swimming pool

3 beds

2 baths

$3,150

House for rent

Well-Maintained Home with Private Backyard Oasis

This charming 3-bedroom, 2-bathroom single-story home features a smart split-bedroom layout, perfect for privacy and comfort. Enjoy the spacious open-concept living and dining areas leading to a private backyard, ideal for relaxing or entertaining under the Florida sun. Conveniently located near parks, shopping, and schools, this rental offers a perfect blend of comfort and accessibility. Plus, weekly pool maintenance is included to enhance your outdoor enjoyment!

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Updated: November 5, 2025

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

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?

🔑Available apartment rentals297
💰Best rent deal3440 N Goldenrod Rd #631
Popular amenities, ,
🧦In-unit laundry
🍽With dishwasher
🏠With photos