Apartments for Rent in Winter Park, FL

Experience vibrant urban living in this stylish two-level loft featuring high ceilings, oversized windows, and industrial charm. Enjoy amenities like a fitness center, private parking, and bike storage. Located steps from dining and entertainment options, this pet-friendly 1-bed, 1-bath, 690 sq. ft. apartment offers the perfect blend of comfort and convenience in Winter Park. Pre-lease now for $500 off and a low security deposit!

This delightful 4-bedroom, 2-bath apartment features beautiful hardwood floors throughout, creating a warm atmosphere. Enjoy sunny days in the sunroom or unwind in the spacious fenced yard. Ideally located just minutes from shops, restaurants, and Rollins College, this pet-friendly home offers a perfect blend of comfort and convenience. In-unit laundry and lawn service are also included, making this move-in ready home an ideal choice for students and families alike.

Enjoy the vibrant lifestyle in this beautifully renovated 3-bedroom, 2-bathroom apartment, featuring modern upgrades and stunning views of the Winter Park 9 golf course from the balcony. The open floor plan showcases sleek solid surface flooring and a designer kitchen equipped with stainless steel appliances. Located just steps from Rollins College and Park Avenue's shops and cafes, this move-in-ready retreat is perfect for those seeking convenience and charm in Downtown Winter Park.

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.

Experience modern urban living in this stylish 1-bed, 1-bath loft featuring a unique two-level layout. Spacious high ceilings and oversized windows offer a bright, inviting atmosphere. Enjoy access to amenities like a fitness center, bike storage, and a community lounge. Located in the heart of Winter Park Village, residents are steps away from shopping, dining, and entertainment. Plus, with pet-friendly options available, it's perfect for furry companions!

This stunning 4-bedroom, 2.5-bath residence features recent updates and a stylish interior, including hardwood floors and granite countertops. The gourmet kitchen flows into a cozy family room with a wood-burning fireplace. A spacious master suite offers a luxurious bath and access to a delightful second-floor deck. Enjoy the serene front porch and lush backyard with fruit trees. Ideally situated near shops, restaurants, and top schools, this home is perfect for Florida living.

This charming 4-bedroom, 2-bath home offers 1,411 sq ft of comfortable living space, complete with a bonus room ideal for an office or play area. The eat-in kitchen comes with stainless steel appliances, perfect for family meals. Enjoy the convenience of a 2-car carport and proximity to major roads, shopping, and Full Sail University. Pet-friendly with a spacious yard, make this Winter Park residence a perfect family retreat!

Experience the best of both worlds in this cozy 2-bedroom, 2-bath house featuring an inviting open floor kitchen. Enjoy the private outdoor space with citrus trees, perfect for grilling and relaxation. Conveniently located between UCF and Full Sail, this home boasts ample parking for up to 4 cars. Your furry friends are welcome with proper care. Easy access to shopping and restaurants, this property marries comfort and convenience beautifully.

This extraordinary residence features 8 bedrooms and 6 bathrooms across three levels, offering an exceptional blend of sophistication and livability. The chef's kitchen and expansive primary suites are just the beginning. Entertain seamlessly between the spacious family room and covered patio, while a fully-equipped in-law suite downstairs promises flexibility. Located in a prestigious neighborhood, it's the perfect retreat for modern living.

Embrace contemporary living in this stylish 3-bedroom, 2.5-bathroom townhouse in a gated community by Lake Howell. The open floor plan features tile flooring, an upgraded kitchen with granite countertops, and stainless steel appliances. The primary suite offers a walk-in closet and elegant bath. Enjoy outdoor relaxation in the private backyard patio, plus community amenities like a pool, cabana, park, and playground. Convenient access to Winter Park dining and shopping.

This beautifully maintained 3-bed, 3-bath home offers 1,747 sq. ft. of open living space, complete with a dedicated office, ideal for remote work. Enjoy a fully fenced backyard featuring a sparkling pool perfect for relaxation or entertainment. The property includes an attached garage and ample parking, with lawn care and pool service included. Nestled in a coveted neighborhood, this pet-friendly residence is close to parks and amenities, offering convenience for the whole family.

This remodeled 3-bedroom, 2.5-bath townhouse offers modern comforts with an updated kitchen and bathrooms. Enjoy the enclosed/screen patio overlooking a tranquil green view and courtyard. Additional perks include a solar boosted water heater and a pet-friendly environment, perfect for dog lovers. With 1,727 sq ft of living space, this townhome blends convenience and style, making it an ideal retreat in Winter Park.

This inviting 3-bed, 1.5-bath residence spans 1,351 sq. ft. and offers a large living room bathed in natural light, connecting to a spacious backyard with a deck. Enjoy the tranquility of the fenced yard bordered by a serene watercourse. Conveniently located near schools, parks, and restaurants, this pet-friendly home comes with a washer/dryer and boasts no HOA. With a move-in incentive of $500 for a December move, it’s a perfect opportunity for a fresh start!

Lease this stunning 4-bedroom, 3-bath residence featuring an open-concept layout and beautiful bamboo wood floors. The well-equipped kitchen and sunken family room overlook a sparkling pool and heated spa in your private backyard. Enjoy the convenience of a full pool bath and an attached garage. Situated near the prestigious Winter Park Racquet Club, this 2,207 SF home offers a fantastic Florida lifestyle with lawn and pool care included.

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!

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.

This stunning 3-bedroom, 2.5-bath residence showcases elegance and comfort in 1,880 sq ft. The gourmet kitchen boasts wood cabinetry, stainless steel appliances, and granite countertops, perfect for culinary enthusiasts. French doors lead to a large, secluded patio, ideal for entertaining. The spacious master suite features an ensuite with dual vanities and a jacuzzi. Conveniently located near Park Avenue and Rollins College, this pet-friendly home is a true delight.

This stylish 4-bedroom, 2-bath home features an open-concept design adorned with curated artwork, lush gardens, and a spacious wood deck with an outdoor kitchen, perfect for entertaining. Enjoy stunning lake views and proximity to Orlando's attractions and cultural sights. Ideal for families or professionals seeking a refined long-term stay—embrace an active lifestyle with nearby walking trails, tennis courts, and golf clubs.

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!

Experience unparalleled craftsmanship in this exquisite 3-bedroom, 2-bathroom home, boasting over 2,000 sq. ft. of elegant living space. Highlights include a state-of-the-art kitchen with stainless appliances, a cozy family room with a fireplace, and a serene screened sunroom. The luxurious master suite features a spa-like bath, while the beautifully landscaped outdoor space and deck are ideal for entertaining. Enjoy the convenience of in-unit laundry and a double garage.

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.

Embrace a stylish lifestyle in this pet-friendly 2-bedroom, 2.5-bathroom townhome featuring 960 sq ft of living space. Enjoy a spacious main area with open living and dining, a chic kitchen with quartz countertops, and a lovely primary suite with custom finishes. A rear patio offers outdoor relaxation, while the community pool adds a touch of fun. Located near Park Avenue's shops, dining, and recreational amenities, this home is perfect for those seeking convenience in Winter Park.

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.

This elegant 3-bedroom, 2.5-bath home offers a perfect blend of comfort and style across 1,848 sq ft. Enjoy natural light in spacious living areas with laminate wood and ceramic flooring. Entertain in the sunny backyard or relax in cozy spaces. Conveniently located near schools, shopping, and dining, this home is ready for a new owner to embrace the Florida lifestyle. Washer and dryer included for added convenience!

This beautifully updated 3-bedroom, 2-bath home features classic terrazzo flooring and a recently remodeled kitchen with brand-new appliances. The primary suite offers a spacious walk-in closet and ensuite bath. Enjoy a fully fenced backyard, 2-car parking, and included washer/dryer. Nestled in prime Winter Park, this inviting residence is close to shopping, dining, and parks, offering a blend of modern comforts and timeless charm.

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.

Experience luxury living in this fully reimagined 3-bedroom, 3-bathroom loft, occupying the entire second floor of a historic brick building. With high ceilings and abundant natural light from skylights, the open concept space features hardwood flooring and sleek quartz countertops. Each bedroom offers a private ensuite bath, ensuring both comfort and privacy. Located just two blocks from Park Avenue, this designer residence combines historic charm with modern elegance, steps away from local shopping and dining.

Experience the vibrant lifestyle of Winter Park in this unique 1-bed, 1-bath loft featuring an impressive two-level layout with high ceilings and oversized windows. Enjoy the convenience of a fitness center, private parking, and an indoor patio, all steps away from delicious dining and shopping at Winter Park Village. Perfect for those seeking modern living in a bustling community, this pet-friendly apartment combines style and comfort seamlessly.

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.

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!

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!

A stunning 4-bedroom, 3-bath lakefront residence boasts 2,476 sq ft of sophisticated living in Winter Park. Featuring engineered wood flooring, soaring ceilings, and an open-concept design, this home is filled with natural light. The gourmet kitchen with stainless appliances and a generous island is perfect for entertaining. Enjoy a private courtyard with a hot tub, plus a detached bonus room ideal for a home office or fitness studio. Walk to dining, shopping, and cultural attractions nearby.

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.

This stunning 4-bedroom, 3-bathroom home boasts 2,300 sqft of bright, inviting space perfect for family living and entertaining. Enjoy a modern kitchen with stainless steel appliances, and two luxurious primary suites with walk-in closets. A fenced backyard offers a private retreat, while ample parking and a convenient laundry room add to the comforts. Located on desirable Palmer Avenue, residents are steps away from Winter Park's energetic downtown, parks, and lakes.

This spacious 3-bedroom, 2.5-bath townhouse features 1,907 sq. ft. of comfortable living in a gated community. Enjoy the convenience of in-unit laundry, plus 1 GB Fiber Internet and TV included. Relax by the pool and cabana, all while being just minutes away from Orlando's finest dining, shopping, and attractions. With a holiday special of 1 month free for applications before December 31st, this opportunity is too good to miss!

This stunning custom residence spans 5,164 sq ft and showcases 5 bedrooms and 6 bathrooms, redefining luxury living with state-of-the-art technology and artful design. Highlights include a floating staircase, expansive outdoor living space with a resort-style pool, and a tranquil primary suite. Located in the desirable Virginia Heights neighborhood, this home offers deeded lake access and is a short stroll from Winter Park’s dining and shopping, embodying elegance and modern sophistication.

This charming 3-bedroom, 2-bath residence features fresh renovations and sits on an oversized, fully fenced lot, perfect for outdoor fun. Enjoy central AC, washer/dryer hookups, and proximity to A+ schools and Park Avenue's vibrant shopping and dining. An excellent choice for comfort and convenience, this pet-friendly home is ready for its next residents!

This spacious 2-bedroom, 2-bathroom ground-floor townhouse features freshly painted interiors, modern appliances, and sleek tile flooring throughout. Enjoy granite countertops in the kitchen and relax by the community pool. Conveniently located near Full Sail University, UCF, and various shopping and dining options just minutes away. A perfect blend of comfort and accessibility awaits!

Experience the vibrancy of Winter Park in this charming 3-bedroom residence featuring a bonus room perfect for a home office. Enjoy peace of mind with a fenced backyard, a cozy fireplace, and the benefits of solar panels. Conveniently located near fine dining, entertainment, and top-rated schools, this home is within minutes of rolling’s College and UCF. With 1,598 sq ft of living space, your new chapter in this inviting community awaits!