Houses for Rent in Winter Park, FL

This impressive 2-bedroom, 2.5-bath condo features stylish upgrades and is tiled throughout for easy maintenance. Enjoy an open living and dining area, an eat-in kitchen with granite countertops, and a convenient laundry closet. A private patio adds to the charm, making this unit an ideal retreat. With ample space at 1,031 sq. ft., it perfectly combines comfort and modern living in a desirable community.

This stunning home, available from December 1st to March 31st, features 3 bedrooms, 3 full baths, and 2 half baths across 2,659 sq. ft. An open floor plan exudes character, while the oversized yard and Chicago brick patio provide ample outdoor space for entertaining. The double car garage offers plenty of storage. Minutes from downtown, this property is a rare find in the heart of Winter Park, blending comfort and style for a perfect retreat.

This beautifully renovated 4-bedroom, 2.5-bath home boasts 2,552 sq. ft. of modern comfort and style. The open kitchen flows into the inviting living area, ideal for gatherings. With a dedicated office space and a large backyard, this property balances functionality and relaxation. Located minutes from I-4 and local schools, it offers easy access to shopping and parks, perfect for enjoying the vibrant Winter Park lifestyle. Pet-friendly options available with approval.

This beautifully renovated 3-bed, 2-bath bungalow offers a cozy yet sophisticated living experience in a sought-after Winter Park neighborhood. Fully furnished with tasteful decor and an attractive kitchen that flows into the family room with a fireplace. Enjoy the large master retreat overlooking a serene backyard, perfect for gatherings. Includes two separate living quarters for guests or privacy, enhancing versatility. Conveniently located near parks and local amenities.

Experience comfort in this spacious 3-bedroom, 2.5-bath townhome-style condo with modern finishes. The kitchen features elegant granite countertops, while durable tile and luxury vinyl plank flooring add a stylish touch. Relax on your fenced patio with peaceful conservation views. This stunning 1,151 sq ft retreat is available now, complemented by in-unit laundry and central air for convenient living. Renters insurance required.

This charming townhouse-style condo features 2 bedrooms and 2.5 bathrooms, perfect for roommates with spacious ensuites. Enjoy an open-concept living area, fully equipped kitchen, and a private fenced patio with conservation views. Residents can take advantage of community amenities, including a pool and playground, alongside dedicated parking. Conveniently located near major highways, universities, and Winter Park's vibrant dining and shopping scene. Ideal for a low-maintenance lifestyle!

This serene 3-bedroom, 2-bathroom townhouse offers a peaceful cul-de-sac setting, featuring high ceilings and a carpet-free design with laminate wood and tile flooring throughout. The bright primary suite includes sliding glass doors to the backyard, while the updated kitchen and separate dining area enhance the cozy atmosphere. Enjoy the convenience of a one-car garage and proximity to local amenities, making it an ideal choice for comfortable living in Winter Park.

This stunning 3-bedroom, 2.5-bath townhome features a desirable water view and an upgraded screened porch, perfect for enjoying the outdoors. The open layout of the first floor includes a modern kitchen with stainless steel appliances, leading to a spacious gathering room and patio. The luxurious master suite boasts a walk-in closet and ensuite bath. Additional perks include included high-speed internet, a community pool, and a corner unit for added privacy, all in a prime location near Winter Park amenities.

Move-in ready 3-bedroom, 2-bathroom home featuring 1,760 sq. ft. of stylish space on a .23-acre corner lot. Highlights include a newer septic tank, a durable 2016 roof, and fresh upgrades throughout. Nestled in a highly sought-after school district, it offers an excellent choice for families seeking comfort and convenience. Don’t miss the chance to make this beautifully upgraded residence your own!

This rare mid-century lakefront home offers over 4,100 sq. ft. of living space with 4 bedrooms and 3.5 bathrooms, including a private guest suite. Enjoy breathtaking views of Lake Maitland from the screened porch and sunlit living spaces with rich wood accents and stone fireplaces. The property features a private boat dock, a 3-car garage, and an office, making it perfect for peaceful, upscale living in Winter Park. Relax in style and embrace waterfront tranquility!

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!

An incredible opportunity awaits with this prime lot in Winter Park. Zoned R-3, this property allows for the relocation of a single family home or construction of up to 3 townhomes. Utilities are stubbed at the curb from a previous home. Enjoy a fantastic location within walking distance to Winter Park's best shopping, dining, and amenities. The landlord offers a long term rental option with potential purchase or first right of refusal. Embrace the chance to create your dream home!

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!