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Condos for Rent in Winter Park, FL

Average rent

$1,650

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3651 N Goldenrod Rd #E106 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

3651 N Goldenrod Rd #E106, Winter Park, FL 32792

In-unit laundry | Swimming pool | Dishwasher

2 beds

2 baths

$1,495

Condo for rent

Brightly Updated Winter Park Condo with Pool Access

This beautifully renovated 2-bedroom, 2-bathroom condominium boasts 840 sqft of modern living space. Featuring brand new cabinets, countertops, and vinyl plank flooring, the expansive kitchen includes stainless steel appliances and a patio access. The spacious living room is filled with natural light, while both bedrooms offer ample storage. Ideally located near shopping, dining, entertainment, and major roadways, this pet-friendly home also provides access to a community pool for relaxing and entertaining.

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!

151 N Orlando Ave #0226 - Photo 1 of 1

1d ago

Condo for rent in Winter Park

151 N Orlando Ave #0226, Winter Park, FL 32789

In-unit laundry | Furnished | Ceiling fan

2 beds

1 bath

$1,750

$1,590

Price drop

Condo for rent

Modern Condo with Lake Access & Prime Location

This updated 2-bedroom, 1-bath condo offers 768 sq ft of modern living next to Winter Park Village and Trader Joe's. Enjoy private access to Lake Killarney and the option for a furnished unit. Features include in-unit laundry and ceiling fans, creating a comfortable, convenient lifestyle in a vibrant area. Perfect for those seeking both recreational relaxation and urban amenities.

2500 Lee Rd #244 - Photo 1 of 1

3d 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.

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!

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

$2,200

Condo for rent

Available Feb 15

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!

Nearby rental good for eco-living

Nearby rental good for pet owners

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!

101 N Interlachen Ave #102 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

101 N Interlachen Ave #102, Winter Park, FL 32789

In-unit laundry | Air conditioning | Assigned parking

2 beds

2 baths

$1,995

Condo for rent

Charming First-Floor Condo Steps from Park Ave

Experience the allure of this stylish 2-bedroom, 2-bath Lachen House condo, offering 1,148 sq. ft. of living space. Ideal for those who appreciate elegance, it features a fully equipped kitchen, in-unit laundry, and central heat/AC. Enjoy the beautifully landscaped courtyard and trees while being just steps away from Central Park and Park Ave. This pet-friendly residence also includes a reserved carport and amenities like water, sewer, and lawncare, making it a perfect blend of comfort and convenience.

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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

$1,525

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!

2936 Antique Oaks Cir #71 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

2936 Antique Oaks Cir #71, Winter Park, FL 32792

In-unit laundry | Swimming pool | Dishwasher

2 beds

2 baths

$1,525

Condo for rent

Charming First-Floor Condo with Pool Access

This lovely 2-bedroom, 2-bathroom first-floor condo features spacious living in 1,018 sq ft. Located near Full Sail, it offers a range of amenities including a swimming pool, sauna, and clubhouse. Enjoy the convenience of in-unit laundry and a relaxing jacuzzi. Water, garbage, and sewer services are included in the rent, making this a perfect spot for easy living close to local colleges and healthcare facilities. Dog-friendly for added comfort!

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

2911 Antique Oaks Cir #12 - Photo 1 of 1

5d+ 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

$1,799

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.

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

$1,950

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.

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

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

2 beds

1 bath

$1,795

$1,650

Price drop

Condo for rent

Available Jan 6

Charming Two-Story Condo with Fenced Patio

This delightful 2-bedroom, 1.5-bath condo features a renovated French country kitchen with custom maple cabinets and modern amenities. Enjoy the spacious open layout, double-pane windows, and a cozy fenced patio for your relaxation. Located in the serene Four Seasons community, residents have access to a pool and laundry facilities. This well-maintained unit is perfect for those seeking comfort and convenience, with close proximity to shopping, dining, and recreational activities.

3032 Antique Oaks Cir #146 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

3032 Antique Oaks Cir #146, Winter Park, FL 32792

In-unit laundry | Swimming pool | Dishwasher

1 bed

1 bath

$1,350

Condo for rent

Charming Condo with Pool Near Full Sail University

This beautifully remodeled 1-bedroom, 1-bath condo boasts a lovely patio and in-unit laundry. Enjoy resort-style amenities including a pool and hot tub. Located in a prime area with access to A-rated schools, Winter Park Hospital, and major universities like Full Sail and UCF, this condo is perfect for those seeking comfort and convenience. Experience vibrant community living close to Park Avenue and Baldwin Park. Dog-friendly, making it ideal for pet lovers!

250 Carolina Ave - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

250 Carolina Ave, Winter Park, FL 32789

Garage parking | Swimming pool | Fireplace

2 beds

2 baths

$2,100

Condo for rent

Available Jan 13

Stylish Condo in Gated Community Near Park Avenue

This charming 2-bedroom, 2-bath condo features an open living area with vaulted ceilings and a cozy wood-burning fireplace. Enjoy two private balconies, perfect for outdoor relaxation. Residents benefit from community amenities like a swimming pool, clubhouse, and tennis courts. Ideally located within walking distance to shops, eateries, and parks, offering a vibrant lifestyle in the heart of Winter Park. Perfect for those looking for comfort, style, and convenience!

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

$1,695

Condo for rent

Bright Corner Condo with Pool & Playground Views

Available for immediate move-in, this inviting 3-bedroom, 2-bathroom corner condo boasts serene pool and playground views. Features include a spacious kitchen with pantry, new refrigerator, and convenient in-unit washer and dryer. The fully carpeted interior offers a cozy atmosphere, complemented by a lovely balcony for relaxation. Enjoy quick access to I-4, local dining, and Winter Park Village shopping, making this home a perfect blend of comfort and convenience.

241 Lewfield Cir - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

241 Lewfield Cir, Winter Park, FL 32792

In-unit laundry | Swimming pool | Dishwasher

2 beds

2 baths

$1,600

Condo for rent

Updated 2-Bed Condo with Private Porch & Pool Access

This freshly renovated 2-bedroom, 2-bathroom condo features a spacious split floor plan, large walk-in closets, and a bright living area. Enjoy modern amenities including a contemporary kitchen and updated bathrooms. A charming porch offers a serene rear view, while the community pool and maintenance-free living add to the appeal. Water, sewer, and lawn care are included, making this pet-friendly home an ideal retreat. Perfect for those ready to move in!

1500 Gay Rd #3B - Photo 1 of 1
3D tour

5d+ ago

Condo for rent in Winter Park

1500 Gay Rd #3B, Winter Park, FL 32789

Carpet | On-site management | Package service

2 beds

2 baths

$1,750

Condo for rent

Available Sep 22

Renovated Lakefront Retreat with Stunning Sunsets

This beautifully renovated 2-bed, 2-bath first-floor end unit offers a serene lakefront lifestyle on Lake Killarney. Enjoy breathtaking sunset views from your deck, and take advantage of the community boat ramp for thrilling water activities. The cozy living and dining area features tile and carpet flooring, while the well-equipped kitchen provides ample space for culinary creations. A covered lanai adds to the outdoor enjoyment, making this a perfect retreat for relaxation and recreation.

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101 S Interlachen Ave #104 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

Condominium - WINTER PARK, FL

101 S Interlachen Ave #104, Winter Park, FL 32789

In-unit laundry | Assigned parking | Dishwasher

2 beds

2 baths

$3,800

Condo for rent

Charming Ground-Floor Condo Steps from Park Avenue

This beautifully remodeled 2-bedroom, 2-bathroom condo features new laminate flooring and a stunning gourmet kitchen. Enjoy spacious bedrooms with ample closet space and a lovely courtyard off the back for outdoor relaxation. With one reserved covered parking space and located just a block from the vibrant dining and shopping of Park Avenue, this downtown Winter Park gem offers convenience and style in a desirable setting.

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

$1,750

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!

3014 Antique Oaks Cir - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

3014 Antique Oaks Cir, Winter Park, FL 32792

In-unit laundry | Air conditioning | Swimming pool

1 bed

1 bath

$1,275

Condo for rent

Charming Condo with Pool and Quick Move-In Special

This cute 1-bed, 1-bath condo in the desirable Parkview Village community offers tile flooring throughout and a spacious walk-in closet. Relax on the screened porch or enjoy the community pool and playground. Rent includes water and is conveniently located near shopping and groceries. Enjoy a quick move-in special with half off the first month's rent and pet-friendly amenities! Perfect for a comfortable Florida lifestyle in a prime location.

633 Trinidad Ct #633 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

633 Trinidad Ct #633, Winter Park, FL 32792

In-unit laundry | Swimming pool | Fitness center

2 beds

2 baths

$1,750

Condo for rent

Bright Condo with Private Outdoor Oasis & Amenities

This charming 2-bedroom, 2-bath condo features vaulted ceilings and a cozy wood-burning fireplace, enhancing its inviting atmosphere. The open layout is accentuated by 18" tile flooring and a centrally located kitchen equipped with modern appliances. Enjoy a private fenced patio, perfect for outdoor relaxation. Community amenities include a pool, clubhouse, and sports courts. This home is close to shopping, dining, and top-rated schools, making it both convenient and comfortable.

3060 George Mason Avenue #N10C - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

3060 George Mason Avenue #N10C, Winter Park, FL 32792

In-unit laundry | On-site laundry | Balcony

1 bed

1 bath

$1,300

Condo for rent

Bright & Charming Condo with Private Balcony

This updated 1-bedroom, 1-bath condo features an open layout with abundant natural light and modern cabinetry in the kitchen. Enjoy in-unit laundry and a private balcony for outdoor relaxation. Ideally located near Full Sail University and UCF, this 803 sq ft home offers convenience for residents and investors alike in a vibrant community.

2905 Antique Oaks Circle #6 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

2905 Antique Oaks Circle #6, Winter Park, FL 32792

In-unit laundry | Swimming pool | Dishwasher

1 bed

1 bath

$1,325

Condo for rent

Modern Condo with Pool Access in a Quiet Community

This beautifully remodeled 1-bedroom, 1-bath condo features elegant wood floors and fresh paint. Enjoy spacious living and dining areas leading to a screened patio. Located in Parkview Village, it's within walking distance to Full Sail University and minutes from UCF. Community amenities include a pool, sauna, and clubhouse, making it ideal for investors, students, or first-time buyers. Experience comfort and convenience in this vibrant community.

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.

104 Interlachen Avenue - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

2 BR, 2 BA in Winter Park

104 Interlachen Avenue, Winter Park, FL 32789

In-unit laundry | Ceiling fan | Outdoor space

2 beds

2 baths

$4,850

Condo for rent

Available Oct 1

Charming Lakefront Condo with Garden Access

This pet-friendly first-floor condo features 2 bedrooms and 2 baths in a well-designed open-concept layout. Enjoy cooking in the modern kitchen with a breakfast bar, and relax in the sunroom or on the garden patio. The primary suite offers private garden views and an en-suite bath. Residents have access to a heated pool, fitness centers, and a clubhouse by the lake. Leasing includes water, cable, internet, and more, making this the perfect retreat in a desirable community.

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690 Osceola Ave - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

2 BR, 2 BA in Winter Park

690 Osceola Ave, Winter Park, FL 32789

Hardwood floor

2 beds

2 baths

$3,400

Condo for rent

Available Nov 15

Luxe Lakefront Condo with Resort-Style Amenities

This stunning 2-bedroom, 2-bath luxury condo features beautiful raw wood floors and an open-concept layout, perfect for entertaining. Enjoy serene water views and access to a lakeside pool, fitness center, and elegant clubhouse. Located steps from Park Avenue's shopping and dining, this upscale retreat combines comfort, style, and modern convenience in a vibrant setting.

200 Saint Andrews Blvd #2903 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

Condominium - WINTER PARK, FL

200 Saint Andrews Blvd #2903, Winter Park, FL 32792

In-unit laundry | Swimming pool | Fitness center

2 beds

1 bath

$1,850

Condo for rent

Modern 2-Story Condo with Great Amenities

This chic 2-bedroom, 1.5-bath condominium in the coveted Four Seasons community offers modern finishes and convenience. Enjoy stylish upgrades, including stainless steel appliances and a private fenced porch, perfect for gatherings. Residents can take advantage of three pools, a fitness center, and more. With assigned covered parking and a prime location just 10 minutes from Winter Park Village, this unit is an ideal blend of comfort and lifestyle.

Showing 1 - 28 of 28 results
Home > Condo Rentals in Winter Park
Updated: February 2, 2026

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